Top 50 Vacation Rentals Woodstock (New York) 2018

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Woodstock, New York Travel Guide

Before you get excited, the world-famous 1969 Woodstock music festival actually took place in Bethel, a town 60 miles away from Woodstock. That being said, the town itself is a leafy haven for culture junkies with an incredibly rich arts scene. It’s a romantic town settled in the Catskill Mountain range and has been the source of inspiration for tons of musicians over the decades. Woodstock has an iconic small-town feel as it’s resisted development from hotel chains and even cell towers -- so don’t expect your phone signal to be impeccable. But if you’re looking for a little bucolic getaway, Woodstock is one of New York’s finest gems.

Things to do in Woodstock, New York

One of the best things to do in Woodstock is go shopping along Tinker Street and Mill Hill road. The colorful street is filled with quirky mom-and-pop shops that make up the town’s vibe. Browse vintage bookstores, boutique chocolate stores, and arts and craft shops. Listening to live music is another great thing to do here, as the town still carries much of the novelty and pride of the festival that happened almost 50 years ago. When you don’t have anything to do, go people watching in the town center, Village Green, or hike up to Overlook Mountain for some great views. And, for a peaceful retreat from everything, visit the Karma Triyana Dharmachakra, a monastery that looks like it’s been plucked from the Himalayan countryside.

Best Time to Visit Woodstock, New York

Summertime in Woodstock is definitely the best time to visit. The weather is nice, the shops are open, and the town's energy really comes alive. Don't be afraid to visit during the shoulder months of spring or fall for a chillier break.

Landmarks & attractions

1
Woodstock Golf Club

Events

Woodstock Film Festival hotels, airbnbs, couchsurfing and other house rentals
Jun 29 to Jul 24

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Excellent
1822 farmhouse-SaunaJacuzziSwimhole
3br Farmhouse
3 Bedrooms
2 Bathrooms
6 Sleeps
Wifi,
Parking
- Details
Description
The Space The newly renovated Lewis House (of Lewis Hollow) was built in 1822 and pushed up McGee Hill in the 1850s. The house is next to State Preserve and hiking trails that lead for miles through old bluestone quarries, streams and waterfalls. There is a sauna and a Jacuzzi on the property as well as a natural 5 foot deep swim hole. Guest Access whole property is yours! Interaction with Guests I will be available throughout your stay The Neighborhood secluded and wooded Other Things to Note Read...
Amenities
Wifi
Parking
Additional info
Bedrooms:3
Sleeps:6
Bathrooms:2
Rating Overall Score100%
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Excellent
Rocket Room - Rock Stars Only
Bedroom
1 Bedroom
1 Bathroom
2 Sleeps
Wifi,
Pets OK,
Parking
- Details
Description
The Space **A word about pricing: Our prices auto-fluctuate with area demand. Airbnb Search shows the lowest we would go in a low demand time, we can not control the price they show in search. But rest assured the price you're looking at for your chosen dates is the most competitive price in the area. In addition we NEVER add "surprise"cleaning, extra people or standard fees like many of our competitors. ** "Sky rockets in flight, Afternoon delight...." Rocket Room is our full...
Amenities
Wifi
Pets OK
Parking
Additional info
Bedrooms:1
Sleeps:2
Bathrooms:1
Rating Overall Score100%
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Excellent
THE YELLOW COTTAGE in the heart of Woodstock
1br Cottage
1 Bedroom
1 Bathroom
2 Sleeps
Wifi,
Parking
- Details
Description
The Space The cottage has a lovely feel to it, as if suddenly you were in a different world. Enchanted is not too strong a word. It is adjacent to our house, but completely private and remarkably quiet even though you can't get much closer to "downtown" Woodstock. It's perfect for a romantic weekend with strolls through the village's galleries and unique shops, stops at good coffee places, and dinner at one of the many excellent restaurants. There is plenty here...
Amenities
Wifi
Parking
Additional info
Bedrooms:1
Sleeps:2
Bathrooms:1
Rating Overall Score100%
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Excellent
Dutch Touch Woodstock Cottage
1br Cottage
1 Bedroom
1 Bathroom
2 Sleeps
Wifi,
Pets OK,
Parking
- Details
Description
The Space The Dutch Touch captures the best Woodstock has to offer. Be in the Village and secluded at the same time! This Woodstock treasure is surrounded by gardens, with Monet-worthy views, peaceful mountains and swaying pines. It’s your cozy and peaceful home away from home, yet only a short, pretty walk to the very center of the village. Dutch Touch is the "brain-child" of artist, Manette van Hamel, an early Woodstock arts colony resident whose work is held in the permanent collection...
Amenities
Wifi
Pets OK
Parking
Additional info
Bedrooms:1
Sleeps:2
Bathrooms:1
Rating Overall Score100%
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Excellent
The Mountain View Suite in the heart of Woodstock
1br Other
1 Bedroom
1 Bathroom
4 Sleeps
Wifi,
Parking
- Details
Description
The Space This space really has options! A beautiful downstairs room, large enough to be kitchen, dining room and living room -- and even a bedroom if you open up the futon. Upstairs is cozy with a king-size bed and a full bathroom -- plus a door leading out to a deck. Please note that the kitchen is designed for light-weight food prep only! Here is what it contains: a coffeemaker, a toaster oven, a hot plate and kettle, and a refrigerator....
Amenities
Wifi
Parking
Additional info
Bedrooms:1
Sleeps:4
Bathrooms:1
Rating Overall Score100%
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Good
Walk to everywhere Woodstock 1B Apt
1br Other
1 Bedroom
1 Bathroom
2 Sleeps
Wifi,
Pets OK,
Parking
- Details
Description
The Space The bedroom has a smart tv with cable and Netflix. Bathroom has a cedar shower. The living room has a small sofa, a table, stove, stereo and microwave. The parking space is just in front of the apartment. Guest Access Stove, refrigerator, radio-stereo, smart tv, cable, Netflix, wi-fi, microwave, Interaction with Guests I pretty much leave them alone, respecting their privacy, unless they need some info or interactac with us. The apartment is always unlocked, with the key and some instructions...
Amenities
Wifi
Pets OK
Parking
Additional info
Bedrooms:1
Sleeps:2
Bathrooms:1
Rating Overall Score90%
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Excellent
Woodstock Cottage
Cottage
1 Bathroom
2 Sleeps
Wifi,
Parking
- Details
Description
The Space The Woodstock Cottage was built by a Woodstock artist 75 years ago, and has been thoughtfully renovated by a local architect. This is the perfect retreat setting for a writer, musician, artist, or other creative type who is looking for privacy, yet not total seclusion. Sleeps 1 to 2 people, or a couple or single parent with a child. Cottage has sleeping loft and a brand new (Dec 2014), extremely comfortable sofa-bed. Year round rates: $150/night .. $700/week .. $2000/month Please note there is...
Amenities
Wifi
Parking
Additional info
Sleeps:2
Bathrooms:1
Rating Overall Score100%
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Excellent
Woodstock BnB Suite
Bedroom
1 Bedroom
1 Bathroom
4 Sleeps
Wifi,
Parking
- Details
Description
The Space Our spacious and private Guest Suite is located on California Quarry Road on Meads Mountain in Woodstock, New York. We are situated on the mountainside, yet our BnB is only 1.5 miles from the center of the Village of Woodstock. Stay at our Guest Suite and arrive at the private entrance to your own bedroom suite which is completely separate from the rest of the house. You will have the privacy of your own spacious living...
Amenities
Wifi
Parking
Additional info
Bedrooms:1
Sleeps:4
Bathrooms:1
Rating Overall Score100%
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Excellent
BOHEMIAN RHAPSODY - Be Here Now
1br Other
1 Bedroom
1 Bathroom
3 Sleeps
Wifi,
Parking
- Details
Description
The Space **A word about pricing: Our prices auto-fluctuate with area demand. Airbnb Search shows the lowest we would go in a low demand time, we can not control the price they show in search. But rest assured the price you're looking at for your chosen dates is the most competitive price in the area. In addition we NEVER add "surprise"cleaning, extra people or standard fees like many of our competitors. ** "Any way the wind blows doesn't really matter to me...." Bohemian...
Amenities
Wifi
Parking
Additional info
Bedrooms:1
Sleeps:3
Bathrooms:1
Rating Overall Score100%
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Excellent
Just Be Byrdcliffe
3br Bedroom
3 Bedrooms
1 Bathroom
6 Sleeps
Wifi,
Pets OK,
Parking
- Details
Description
The Space There are 3 bedrooms located in a guest suite attached to the main house with its own entrances, patio and grounds. There is a full bath, out door shower, and a room for tea, coffee and snacks ... tho' there is no kitchen! I book only one party at a time so that guests can have the privacy this country house and setting provides. Ideal for couples or travelers needing their own rooms. The entire area is filled with...
Amenities
Wifi
Pets OK
Parking
Additional info
Bedrooms:3
Sleeps:6
Bathrooms:1
Rating Overall Score100%
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Excellent
Dreamcatcher Cottage, Cozy+Central w/Mountain View
1br Cottage
1 Bedroom
1 Bathroom
3 Sleeps
Wifi,
Pets OK,
Parking
- Details
Description
The Space Dreamcatcher Cottage is a cozy and charming Woodstock cabin renovated with high cathedral ceilings, large windows, skylights, a full-size kitchen thoughtfully stocked for simple indoor/outdoor cooking, hot shower with rain head, an extra pullout twin sofa bed, and luxury Calvin Klein sheets/bedding on a comfortable queen-size bed. COMPLIMENTARY AMENITIES: - Summer Air Conditioning / Warm Winter Heating - Parking (beside cottage) - Two Adult Bikes with helmets (~$80+ value per day if renting) - Wifi/Internet - Apple TV (Netflix, etc.) - Premium Cable TV...
Amenities
Wifi
Pets OK
Parking
Additional info
Bedrooms:1
Sleeps:3
Bathrooms:1
Rating Overall Score100%
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Excellent
Woodstock Historic Artist Estate II
2br Estate
2 Bedrooms
1 Bathroom
5 Sleeps
Wifi,
Parking
- Details
Description
The Space If you want to fall asleep to the stereo lullaby of frog croaks while watching the spectacle of fireflies competing with stars, this is the place. Frederick Dana Marsh, father of the well known Social Realist painter Reginald Marsh, married Mabel Van Alstyne in 1930, starting a notable artistic partnership as the Van Alstyne Marsh Collection that was later acquired by the Smithsonian Institution. Their home was unique for Woodstock—'It was in the background of the Mona Lisa; a...
Amenities
Wifi
Parking
Additional info
Bedrooms:2
Sleeps:5
Bathrooms:1
Rating Overall Score100%
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Excellent
chezbevet-country cabin retreat
1br Retreat
1 Bedroom
1 Bathroom
4 Sleeps
Wifi,
Pets OK,
Parking,
Pool
- Details
Description
The Space Country Cabin Guest House Retreat in beautiful Woodstock, NY. Nestled in the mountains, near waterfalls and streams, 3 miles from Village Green, 5 min. from The KTD Monastery, 10 min. from OPUS 40 and HITS. Great shopping, restaurants, skiing, hiking and the ambiance of Woodstock in the Catskill Mountains. 1 mile from 3 x Grammy Award Winner Levon Helm’s Rambles. Enjoy Maverick Concerts, Woodstock Playhouse and Historic Byrdcliff. Skiing not far away. All the amenities of home,...
Amenities
Wifi
Pets OK
Parking
Pool
Additional info
Bedrooms:1
Sleeps:4
Bathrooms:1
Rating Overall Score100%
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Good
Walk to Town - Woodstock Cottage
1br Cottage
1 Bedroom
1 Bathroom
3 Sleeps
Wifi,
Pets OK,
Parking
- Details
Description
The Space This cozy cottage was built in 1905. We originally bought it as our weekend escape from the city but loved the location so much we moved up full time in 2010. We added the stone patio and upgraded the kitchen and bathroom. We needed a bit more space when our daughter arrived so now we live just a few minutes away. Guest Access * Swimming in the Millstream Interaction with Guests We live only minutes away and will be...
Amenities
Wifi
Pets OK
Parking
Additional info
Bedrooms:1
Sleeps:3
Bathrooms:1
Rating Overall Score90%
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Excellent
Sioux Tipi on the Waterfall
Glamping
1 Bathroom
4 Sleeps
Wifi,
Pets OK,
Parking
- Details
Description
The Space The center of Woodstock Village [and the bus station] is a half mile walk. There is a circular fire place in the center of the tipi and another stone fireplace outside overlooking the waterfall. __________________________________ The regular season is mid-April into November. While it can be kept warm and cozy in winter - we have been fine overnight at 10 degrees, we feel many guests would not have the right gear nor sufficient winter camping experience...
Amenities
Wifi
Pets OK
Parking
Additional info
Sleeps:4
Bathrooms:1
Rating Overall Score100%
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Excellent
Woodstock Mountain Cottage
2br Cottage
2 Bedrooms
1 Bathroom
6 Sleeps
Wifi,
Parking
- Details
Description
The Space Welcome to the Woodstock Mountain Cottage. This home was originally a barn, built by my grandfather. It has now been renovated into a beautiful, cozy and completely up to date home. Set in the woods three miles from Woodstock, the most famous small town in the world, you'll be completely in the country but still close enough to town that a short trip will get you to a number of delicious restaurants, interesting shops, small local movie theatre etc....
Amenities
Wifi
Parking
Additional info
Bedrooms:2
Sleeps:6
Bathrooms:1
Rating Overall Score100%
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Excellent
Cozy Cottage near Woodstock's Village Green
Bedroom
1 Bedroom
1 Bathroom
2 Sleeps
Wifi,
Pets OK,
Parking
- Details
Description
The Space The Cozy Cottage is one of the oldest remaining residential properties near the Village Green. The guesthouse has been fully renovated and updated. The Cozy Cottage has two floors for your private use with armoire, seating area with dining table. -perfect for eating in, reading or working on your lap top. A small kitchenette with copper sink, hotplate is located on the second floor heating food and storing left-overs. There is no stove for cooking. There is a monitor with...
Amenities
Wifi
Pets OK
Parking
Additional info
Bedrooms:1
Sleeps:2
Bathrooms:1
Rating Overall Score100%
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Excellent
WOODSTOCK VILLAGE COUNTRY HOME
1br Villa
1 Bedroom
2 Bathrooms
5 Sleeps
Wifi,
Parking
- Details
Description
The Space Location. It is a country home one block from the center of the village. Five people can use the house comfortably. Although I will not be in the house, the fridge and its contents can be used by guests. Guest Access The house is walking distance to the village and its shops. For more extensive sightseeing such as the Ashokan Reservoir, the villas on the Hudson, the nearby stone houses, a car is required since public transportation is limited. Interaction with Guests I...
Amenities
Wifi
Parking
Additional info
Bedrooms:1
Sleeps:5
Bathrooms:2
Rating Overall Score100%
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Excellent
Meadowsweet Woodstock
1br Other
1 Bedroom
1 Bathroom
2 Sleeps
Wifi,
Breakfast,
Parking
- Details
Description
The Space Meadowsweet is a private guest suite in a country house on 4 wooded acres with a private entrance and outdoor space overlooking a wildflower meadow. Located on a quiet road that is the epitome of country charm with a one lane bridge that crosses a stream, an easy walk from the property. The location is that perfect combination of quiet country setting but super convenient at just 1 mile to the Village of Woodstock with shops, restaurants, health food...
Amenities
Wifi
Breakfast
Parking
Additional info
Bedrooms:1
Sleeps:2
Bathrooms:1
Rating Overall Score100%
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Excellent
15 min to Woodstock/Saugerties/Hunter (2 bedroom)
2br Bedroom
2 Bedrooms
1 Bathroom
4 Sleeps
Wifi,
Parking
- Details
Description
The Space Quiet 2 bedroom loft located on a very wooded secluded property. Outdoor deck, BBQ & fire-pit available. 10 minutes from the NYS thruway (I-87). This is a duplex, I live on the other side. Guest Access Outdoor furniture, BBQ & fire-pit. Large private yard to enjoy the outdoor space. Interaction with Guests I live on premises as well and I am available as needed during your stay. The Neighborhood I am located 10 minutes from the villages of Woodstock, Saugerties &...
Amenities
Wifi
Parking
Additional info
Bedrooms:2
Sleeps:4
Bathrooms:1
Rating Overall Score100%
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Excellent
Margaret's Cottage-WoodstockVillage
2br Villa
2 Bedrooms
1 Bathroom
4 Sleeps
Wifi,
Parking
- Details
Description
The Space Woodstock Village- country cottage offers in town connivence with private fenced yard, surrounded by woods. Walk to everything.( NYC BUS ROUTE) The cottage has an upstairs which is 1 large bedroom with a king bed. The downstairs bedroom is small & has a daybed ( 2 twins). The living room has 2 couches, dining table, cable TV, screened french doors that opens to the woods and dutch front door opens to the patio. Full kitchen,microwave, cooking basics...
Amenities
Wifi
Parking
Additional info
Bedrooms:2
Sleeps:4
Bathrooms:1
Rating Overall Score100%
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Excellent
Superb Apt./Pool on 7 acre estate*** dog friendly
Estate
1 Bathroom
2 Sleeps
Wifi,
Pets OK,
Breakfast,
Parking,
Pool
- Details
Description
The Space This beautiful property offers a lovely studio apartment with its own bathroom, kitchen area with stove, oven, full fridge and microwave. The kitchen space is fully stocked with all basics. Breakfast items are provided so you do not have to shop before your arrival and can enjoy breakfast the next day. The outside patio becomes a great place to grill and dine in the summer months. The apartment has a two night minimum and on Major Holidays...
Amenities
Wifi
Pets OK
Breakfast
Parking
Pool
Additional info
Sleeps:2
Bathrooms:1
Rating Overall Score100%
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Excellent
Modern Rustic Home-walk to town
2br Home/Apartment
2 Bedrooms
1 Bathroom
4 Sleeps
Wifi,
Pets OK,
Parking
- Details
Description
The Space The master features floor to ceiling windows, a deck overlooking the woods and a working fireplace. Downstairs is an open concept living / dining area featuring a wood stove, rustic wood ceilings and sky lights. The bathroom has a claw foot rub with an attached shower. The den has a tv with cable/ Netflix / HBO. The rustic kitchen features a bertazzoni stove. The second lower bedroom features sliding glass doors to the front deck and sky lights Guest...
Amenities
Wifi
Pets OK
Parking
Additional info
Bedrooms:2
Sleeps:4
Bathrooms:1
Rating Overall Score100%
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Excellent
Woodstock modern house with a pool
4br Home/Apartment
4 Bedrooms
2 Bathrooms
10 Sleeps
Wifi,
Parking,
Pool
- Details
Description
The Space - WEEK MINIMUM IN THE SUMMER AND 3 NIGHT FOR HOLIDAY - - No smoking/pets/parties/pool diving allowed - Pool open only in summer months Welcome! This beautiful 2,000 sq. ft house is modern and clean. It sits on 3 acres of beautiful landscape and has a great 18 yard pool. The house, recently renovated and conveniently located between Woodstock and Saugerties (5 minutes drive to both towns), has an open layout of 2-stories and offers spacious living room and 4 bedrooms. The living...
Amenities
Wifi
Parking
Pool
Additional info
Bedrooms:4
Sleeps:10
Bathrooms:2
Rating Overall Score100%
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Excellent
Woodstock- walk to town. Hot Tub & Fire Pit (HGTV)
3br Other
3 Bedrooms
2 Bathrooms
6 Sleeps
Wifi,
Parking
- Details
Description
The Space Romantic/Modern 2-story Farm House w/Hot Tub on 4 Acres in Woodstock! We are currently offering Mid-Week discounts. AS SEEN ON HGTV!!! Quintessential Catskills get-away: Renovated 1935 farmhouse on 4 acres just moments from the fabled village of Woodstock. 2-story house features an open floor plan on the ground floor, with a modern, fully updated kitchen + bar that looks out onto both the dining room and a cozy living room, perfect for entertaining family or friends. Large windows throughout...
Amenities
Wifi
Parking
Additional info
Bedrooms:3
Sleeps:6
Bathrooms:2
Rating Overall Score100%
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Excellent
The Carriage House: Garden Apartment
1br Home/Apartment
1 Bedroom
1 Bathroom
2 Sleeps
Wifi,
Parking
- Details
Description
Guest Access Guests have access to the Garden Apt, which is located on the first floor of our two unit Carriage House. On the exterior, guests have access to their own wonderful bluestone patio, along with a unique open patio built using the earth's bedrock. Along with these, there are multiple gardens and sitting areas, as well as a basketball net, volleyball net, permanent horseshoe toss (real big deal in the 20's apparently.. ;) ), bocce ball, and fields, all available...
Amenities
Wifi
Parking
Additional info
Bedrooms:1
Sleeps:2
Bathrooms:1
Rating Overall Score100%
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Good
Cozy Room In The Heart Of Woodstock - Walk to town
Bedroom
1 Bedroom
1 Bathroom
2 Sleeps
Wifi,
Pets OK,
Breakfast,
Parking
- Details
Description
The Space This is a cozy, colorful room with a double bed ( 74 X 53 inches) on the 2d floor of a historic older Woodstock home. The walls are graced with paintings, sculptures, and artwork that reflects the spirit of our famous town. People often say it's like being in an art museum! The bathroom is just outside in a short hallway and shared with 2- 4 other guests. Not comfortable sharing a...
Amenities
Wifi
Pets OK
Breakfast
Parking
Additional info
Bedrooms:1
Sleeps:2
Bathrooms:1
Rating Overall Score90%
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Good
Woodstock Stone Tower Villa w/ HTub
3br Villa
3 Bedrooms
3 Bathrooms
10 Sleeps
Wifi,
Pets OK,
Parking
- Details
Description
The Space Featured on TLC's Family Reunion series debut in Woodstock, The Stone Tower House embodies all that is Woodstock, NY. Experience all of Woodstock in this fine example of architecture and landscaping. The two-story 2500+ square foot house boasts a two and a half story stone tower that boasts views of the Catskill Mountain range, Berkshires, valley of downtown Woodstock and much more. One of the coolest rustic houses in the coolest small town in America. The Stone Tower House...
Amenities
Wifi
Pets OK
Parking
Additional info
Bedrooms:3
Sleeps:10
Bathrooms:3
Rating Overall Score90%
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Excellent
Saugerties/Woodstock Cozy Cabin on the farm
Farm Stay
1 Bathroom
4 Sleeps
Wifi,
Parking
- Details
Description
The Space This unique loft cabin is super cozy in any season! Enjoy grounds by walking down a dirt road to a lovely pond with breath-taking mountain views. Or stay inside and gaze out at the pasture with our precious farm pets. Enjoy horses, cows and calves, goats, chickens, and pigs. Our animals are our friends, so please be polite! Guest Access Guests may walk along the property freely, taking advantage of the stunning mountain views, pond, and farm animals roaming the fields. Interaction...
Amenities
Wifi
Parking
Additional info
Sleeps:4
Bathrooms:1
Rating Overall Score100%
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Excellent
Beautiful Woodstock Country Retreat
2br Retreat
2 Bedrooms
1 Bathroom
5 Sleeps
Wifi,
Parking
- Details
Description
The Space Our sunny and renovated house offers a cozy country looking master bedroom with a king bed with a very comfortable latex mattress, a second bedroom with a queen futon and a loft with a queen size bed. The sunny living room boasts a cathedral ceiling and a large, comfortable Italian leather couch with a big flatscreen TV with cable and Netflix included. In the winter there is nothing more cozy to sit in this magical living room and to make...
Amenities
Wifi
Parking
Additional info
Bedrooms:2
Sleeps:5
Bathrooms:1
Rating Overall Score100%
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Checking availability...
Excellent
The Tinker Street Retreat!
3br Retreat
3 Bedrooms
2 Bathrooms
8 Sleeps
Wifi,
Parking
- Details
Description
The Space Tinker Street Retreat is one mile from "downtown" Woodstock, right on the main road (yes, cars go by in the daytime, but by 10pm it’s quiet). Included with the house is a meadow, small forest, gardens, stone fire pit, and even a meditation treehouse! This is the perfect place for couples and groups to relax, unwind and enjoy the Catskills at your own pace. A perfect home base for exploring the entire Catskills by day and then hopping out for...
Amenities
Wifi
Parking
Additional info
Bedrooms:3
Sleeps:8
Bathrooms:2
Rating Overall Score100%
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Excellent
Town Center Spacious Studio Apt.
Studio
1 Bathroom
2 Sleeps
Wifi,
Parking
- Details
Description
The Space This apartment is located on the second floor of James' antique shop (rarely open on weekends). It is one large room with vaulted ceilings and a wonderful large north facing window, plush queen size bed, hardwood floors, and a new kitchenette space. There is a double hot plate, refrigerator, coffee maker and microwave oven and all necessary dishes and utensils. Our apartment has plenty of room for a couple looking for a quiet getaway. Guest Access Access to our apartment is...
Amenities
Wifi
Parking
Additional info
Sleeps:2
Bathrooms:1
Rating Overall Score100%
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Good
WOODSTOCK FARM - ARTIST PARADISE
2br Farm Stay
2 Bedrooms
1 Bathroom
5 Sleeps
Wifi,
Pets OK,
Parking
- Details
Description
The Space 1400 square foot log cabin on a small family farm located 1.5 miles outside of Woodstock… Comes complete with nature, serenity, convenience, friendly goats, horse, pigs and llama! The house sleeps 4(-6) between 2 bedrooms ( 1 up, 1 down and convertible sofa/aerobed in the sitting room), has loads of light and air and is an amazing and convenient place to enjoy nature and all that the Woodstock area and Ulster county has to offer. Huge wraparound porch/deck overlooking...
Amenities
Wifi
Pets OK
Parking
Additional info
Bedrooms:2
Sleeps:5
Bathrooms:1
Rating Overall Score90%
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Excellent
Mid Cent Home, minutes to Woodstock
Bedroom
1 Bedroom
1 Bathroom
2 Sleeps
Wifi,
Parking,
Pool
- Details
Description
The Space Beautiful Views and close to center of town in historic Byrdcliffe. Pool Guest Access Room kitchen and living quarters The Neighborhood Byrdcliffe is a historic arts community. Where Bob Dylan used to live ( now guy from Steely Dans house) Getting Around Car is best. Or 10 min walk Other Things to Note We have 2 cats ...
Amenities
Wifi
Parking
Pool
Additional info
Bedrooms:1
Sleeps:2
Bathrooms:1
Rating Overall Score100%
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Excellent
Chestnut Hill Hideaway
1br Other
1 Bedroom
1 Bathroom
2 Sleeps
Wifi,
Parking
- Details
Description
The Space The History My father hand-built the house with stone and wood from the property in the early '60's. After serving in WW II, he studied art in Paris and then moved back to NYC where he became part of the No Art! Movement, and taught at the Art Student League. In the 70's, he escaped from NYC and moved my family upstate to live and continue his artistic endeavors. Growing up in Woodstock, it was natural for...
Amenities
Wifi
Parking
Additional info
Bedrooms:1
Sleeps:2
Bathrooms:1
Rating Overall Score100%
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Excellent
NEW! Herb Cottage: Historic Artist's Cottage, Wood Stove, Walk to Town!
1br Cottage
1 Bedroom
1 Bathroom
2 Sleeps
Parking,
Pets OK,
Wifi
- Details
Description
Experience the essence of Woodstock in this former home to Anita M. Smith — artist, historian and “Herb Lady of the Catskills.” Enjoy the fragrance and serenity of the “show-off” herb garden right outside your door. Just 1/2 mile from town center, Herb Cottage is nestled at the gateway to Woodstock’s legendary Overlook Mountain. If you’re searching for a mystical hideaway in which to relax, restore your energies, and recapture your creative self, this is the place for you! Completely renovated, Herb...
Amenities
Parking
Pets OK
Wifi
Additional info
Bedrooms:1
Sleeps:2
Bathrooms:1
Rating Overall Score100%
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Good
MOTHERSHIP B&B
1br Bed & Breakfast
1 Bedroom
1 Bathroom
4 Sleeps
Wifi,
Smoking,
Parking
- Details
Description
The Space The Mothership is unique among B&Bs because it is also an art gallery. As a guest you may share the space with an art show. Paul has a long history of mounting shows and his own work was shown in the Metropolitan in the Pictures Generation show of 2009. He is also a musician and there is a Baldwin 'parlor grand' piano as well. Creativity is the key to happiness and well-being. Tibetan Buddhists regard it as equivalent...
Amenities
Wifi
Smoking
Parking
Additional info
Bedrooms:1
Sleeps:4
Bathrooms:1
Rating Overall Score90%
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Excellent
Woodstock In-town Cottage
1br Cottage
1 Bedroom
1 Bathroom
2 Sleeps
Pets OK,
Breakfast,
Parking
- Details
Description
The Space Located right in the middle of Woodstock, this nicely renovated cottage with a cozy, open floor plan affords you both privacy and convenience. There's no need for a car. Walk to everything, including the NYC bus stop, Woodstock's unique shops and galleries, or hiking trails. Cook your own meals or stroll to any of several excellent nearby restaurants. Ideal for a private getaway or a romantic weekend. Amenities include: well equipped kitchen, coffee maker, Jacuzzi, luxurious queen-size bed, AC,...
Amenities
Pets OK
Breakfast
Parking
Additional info
Bedrooms:1
Sleeps:2
Bathrooms:1
Rating Overall Score100%
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Excellent
Entire Floor w/ Expansive Views of the Outdoors
2br Other
2 Bedrooms
1 Bathroom
7 Sleeps
Wifi,
Parking
- Details
Description
The Space Current Feed: Thank you all for a wonderful year so far. We're almost entirely booked this summer and thank you from the bottom from our hearts. You made our house more beautiful with your presence, filled it with light and delighted us with your visits. Some of you we met and you truly enriched our lives. This is what we feel Airbnb should be about and we enjoy sharing our home when we can. We look forward to...
Amenities
Wifi
Parking
Additional info
Bedrooms:2
Sleeps:7
Bathrooms:1
Rating Overall Score100%
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Excellent
2BR Rental in Woodstock SPA
2br Other
2 Bedrooms
2 Bathrooms
4 Sleeps
Wifi,
Pets OK,
Parking,
Pool
- Details
Description
The Space DOWNSTAIRS APARTMENT - Up to 4 people A spacious two bedroom first floor apartment accessible directly from the spa. The apartment has a fully equipped renovated kitchen adjoined to a separate dining room. Continue into the vintage Hemingway furnished main living room complete with original artworks and a king sized bed before the 1910 stone fireplace. Enter the separate second bedroom furnished in 19th century antique decor and French brass bed adjoined to the tiled full size...
Amenities
Wifi
Pets OK
Parking
Pool
Additional info
Bedrooms:2
Sleeps:4
Bathrooms:2
Rating Overall Score100%
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Excellent
Historic 18th Century Woodstock, NY farmhouse
4br Farmhouse
4 Bedrooms
2 Bathrooms
8 Sleeps
Wifi,
Pets OK,
Parking
- Details
Description
The Space 18th Century Woodstock farm house within 15 - 20 min. walking distance or short 5 min. drive to center of Woodstock, NY. Also a short walk 5 - 10 min. around the corner to the Levon Helm Ramble and Recording Studio. Great hiking, cycling, restaurants, boutiques, theater and music in these lovely Catskills. Also a great swimming hole stream just a little over a mile away on a small Woodstock road makes hot summer days so cool. This...
Amenities
Wifi
Pets OK
Parking
Additional info
Bedrooms:4
Sleeps:8
Bathrooms:2
Rating Overall Score100%
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This property may have been deactivated by the owner, check other great options in the list below.
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Excellent
Charming Artist's Cottage
2br Cottage
2 Bedrooms
1 Bathroom
Pets OK
- Details
Description
Two bedroom family year round cabin, the original summer home of local Woodstock artist Joseph Garlock. Newly renovated and decorated with his original artwork. Very private location nestled at the foot of Overlook Mountain on six acres of wooded land with brook running by. Unique stone fireplace for cozy nights during the winter, and breezy screened-in porch for wonderful outdoor summer evenings. Less than 3 miles to center of Woodstock village with its fine dining, first class art...
Amenities
Pets OK
Additional info
Bedrooms:2
Bathrooms:1
Rating Overall Score100%
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Excellent
Stunning Woodstock 1 BR Hideaway
1br Other
1 Bedroom
1 Bathroom
3 Sleeps
Wifi,
Parking
- Details
Description
The Space This airy, sun filled space with 12 foot ceilings has recently been lovingly converted into a high end vacation rental. Fully furnished kitchen with stove, frig, coffee maker, microwave...all you need to provide is the groceries ! Sleeps 2 in a Queen size bed (newly upgraded as of Feb 2017) with the option of a twin size air mattress on a cot for a third guest. Free WIFI and cable on the HiDef TV are available as are...
Amenities
Wifi
Parking
Additional info
Bedrooms:1
Sleeps:3
Bathrooms:1
Rating Overall Score100%
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Excellent
Quiet In Town, Walk Everywhere Apt
2br Other
2 Bedrooms
1 Bathroom
6 Sleeps
Wifi,
Parking
- Details
Description
The Space There are two separate bedrooms, one upstairs, one downstairs, both with queen size beds. More than 4 guests? There is a futon couch in an upstairs loft space that could sleep another 2 guests. The is a living room with a large couch, dining area and basic kitchen: stovetop, refrigerator, sink, toaster oven, blender, microwave, cofffee maker. One full bath with shower on the first floor. Guest Access My store is below the apartment and has a large...
Amenities
Wifi
Parking
Additional info
Bedrooms:2
Sleeps:6
Bathrooms:1
Rating Overall Score100%
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Excellent
Artist's Own Adorable Cottage
2br Cottage
2 Bedrooms
2 Bathrooms
3 Sleeps
Parking
- Details
Description
The Space The cottage offers a queen sized bed in the master bedroom. The second bedroom is furnished with a day bed and a pull out trundle as a second bed. The day bed/trundle set up is a little tight for all but the friendliest two adults, however it works well for one adult or two children. Guest Access Guests will have access to the entire house and grounds. Interaction with Guests We are usually in town or nearby to help with anything our guests...
Amenities
Parking
Additional info
Bedrooms:2
Sleeps:3
Bathrooms:2
Rating Overall Score100%
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Excellent
Village Green B&B • Green Room
Bedroom
1 Bedroom
1 Bathroom
3 Sleeps
Wifi,
Breakfast,
Parking
- Details
Description
The Space ~~Queen sized bed • In suite bathroom with tub & shower • table & chairs • Cable TV • Wi-Fi • A.C. • zoned heat ~~Common Room overlooks town square (Village Green) and has cable TV, kitchen, stove, refrigerator, etc. Help your self to continental breakfast & snacks any time. We provide juice, coffee, tea, cereal fresh fruit, pastries and other goodies. ~~Yard common areas have patio, tables, chairs & benches in front, side & back yard....
Amenities
Wifi
Breakfast
Parking
Additional info
Bedrooms:1
Sleeps:3
Bathrooms:1
Rating Overall Score100%
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Excellent
The Carriage House: Studio
1br Studio
1 Bedroom
1 Bathroom
2 Sleeps
Wifi,
Parking
- Details
Description
Getting Around Downtown Woodstock shopping, cuisine, and of course, cultural flare, is about a mile away, and a short bike ride away from our offered location. Historic Kingston is about a 10 minute drive. Note: Although Woodstock is just a mile away, we don't generally advise the walk, as there is no offered shoulder or sidewalk on our road into Woodstock, and so people usually don't choose to walk it. ...
Amenities
Wifi
Parking
Additional info
Bedrooms:1
Sleeps:2
Bathrooms:1
Rating Overall Score100%
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Good
Lalita's Suites Woodstock Village
2br Villa
2 Bedrooms
1 Bathroom
6 Sleeps
Wifi,
Pets OK,
Parking
- Details
Description
The Space Lalita's Citrus Suite- Pets Welcome! Lalita's Guest House has two newly renovated 2-bedroom suites (Plum Suite and Citrus Suite) in an early 1900's Victorian designed to make your stay in Woodstock memorable. Each private suite also has full kitchen, bathroom, and living room. Woodstock is one of America's coolest and hippest small villages and Lalita's Guest House is located right in the heart of it. Woodstock is a Mecca for artists and musicians, spiritual seekers, nature lovers, healthy- lifestyle...
Amenities
Wifi
Pets OK
Parking
Additional info
Bedrooms:2
Sleeps:6
Bathrooms:1
Rating Overall Score90%
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Excellent
Sunny apartment in heart of Woodstock
2br Home/Apartment
2 Bedrooms
1 Bathroom
3 Sleeps
Wifi,
Pets OK,
Parking
- Details
Description
The Space This apartment is spacious with beautiful light, hard wood floors and high ceilings. The mezzanine/yoga room has a set of comfy futon chairs which convert into a single bed. The room is carpeted and could easily accommodate an additional guest on an air mattress or sleeping bag. Our house was built in the 1920's and has recently been a full time family residence. So while it is not new, it is clean and comfortable Guest Access Guests have access...
Amenities
Wifi
Pets OK
Parking
Additional info
Bedrooms:2
Sleeps:3
Bathrooms:1
Rating Overall Score100%
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Excellent
Byrdcliffe Artist Studio
Studio
1 Bathroom
4 Sleeps
Wifi,
Pets OK,
Parking
- Details
Description
The Space The studio is a perfect getaway for work or for rest. At 102 years old, the cabin preserves the legendary history of Woodstock along with Wifi, TV, internet & a fabulous steam shower. Deep in the Catskill Forest, it provides peace & quiet and the soothing sounds of Nature while only a mile or two from town. Guest Access The Studio is in the woods behind the main house. It has a patio and trees. Lots of trees and hiking trails....
Amenities
Wifi
Pets OK
Parking
Additional info
Sleeps:4
Bathrooms:1
Rating Overall Score100%

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Vacation Rentals in Woodstock

Choose the perfect accommodation for your trip at AllTheRooms.com. We aggregate Airbnb, Homeaway, VRBO and more. Woodstock has 531 hotels, vacation rentals and other unique places to stay, with prices to suit budget travelers, luxury travelers and everything in between. A trip to Woodstock can be affordable - our lowest price accommodation is available at $50 per night. A typical accommodation in Woodstock costs on average $249 per night.

If you want to stay connected during your trip, then you can choose from over 290 accommodations in Woodstock that have WiFi. 52 places to stay include a breakfast. Fitness addicts can get a workout in during their stay by choosing from 7 accommodations that have gym facilities. Driving to Woodstock? Then choose one of the 280 places to stay that comes with a parking spot included. 59 accommodations come with a pool or jacuzzi

If you're traveling with a furry friend, then be sure to choose one of the 137 pet-friendly accommodations available.

AllTheRooms aggregates vacation rentals, hotels and other unique accommodation types from 5 providers in Woodstock, including 274 places to stay from Airbnb, 76 accommodations from Homeaway and 64 places to stay from VRBO

405 accommodations in Woodstock have been reviewed: 77% are rated excellent or good. 207 places to stay in are instantly bookable.

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