Top 50 Vacation Rentals Woodstock (Vermont) 2018

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Woodstock Travel Guide

Located in the state of Vermont, Woodstock is a poster-worthy New England little town.

Things to do in Woodstock

The colonial style houses are a reminder of the town's history, which is focused in the area known as The Green. Here you´ll find historical buildings such as Norman Williams Public Library. This town might be small, but it's packed with places to see, fun activities, rich history, and options to relax. The many parks in the area offer activities such as horseback riding, biking, hiking, kayaking and other water sports.

Best Time to Visit Woodstock

The weather in Woodstock is clearly divided into four seasons. Summer is the most popular with visitors. However, foliage season in the fall is pretty spectacular, and winter is a great time to access ski areas like Mount Peg and Mount Tom, and the Suicide Six Ski Area.

Landmarks & attractions

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Excellent
506 On the River Inn Woodstock
38br 4-star Inn
38 Bedrooms
Breakfast,
Gym,
Parking,
Pets OK,
Pool,
Wifi
- Details
Description
Get an overview of this hotelFamily-friendly hotel with free breakfast and free area shuttle Location This family-friendly Woodstock hotel is located in the historical district, within 2 mi (3 km) of Union Arena Community Center, Marsh-Billings-Rockefeller National Historical Park, and Woodstock Town Hall Theatre. Dana House Museum and Mount Tom Peak are also within 3 mi (5 km). Hotel Features A restaurant, an indoor pool, and a fitness center are available at this hotel. Free full breakfast is provided, as well as free...
Amenities
Breakfast
Gym
Parking
Pets OK
Pool
Wifi
Additional info
Bedrooms:38
Rating Overall Score91%
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Good
The Shire Woodstock
43br Hotel
43 Bedrooms
Parking,
Pets OK,
Wifi
- Details
Description
Get an overview of this hotel3-star hotel in Woodstock with free parking Location Situated in Woodstock, this hotel is within a 15-minute walk of Dana House Museum, Billings Park and Trail, and Woodstock Town Hall Theatre. Mount Tom Peak and Billings Farm and Museum are also within 1 mi (2 km). Hotel Features Along with coffee/tea in a common area, this smoke-free hotel has a garden and a front-desk safe. Free WiFi in public areas and free self parking are also provided. Room...
Amenities
Parking
Pets OK
Wifi
Additional info
Bedrooms:43
Rating Overall Score80%
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Good
Kedron Valley Inn
27br 2-star Hotel
27 Bedrooms
Breakfast,
Parking,
Pets OK,
Wifi
Deep Discount
- Details
Description
Get an overview of this hotel3.5-star inn in South Woodstock with free parking Location Situated in a rural location, this inn is within 6 mi (10 km) of Union Arena Community Center, Dana House Museum, and Woodstock Town Hall Theatre. Billings Park and Trail and Mount Tom Peak are also within 6 mi (10 km). Property Features This smoke-free inn features a restaurant, free self parking, and free WiFi in public areas. Room Amenities All 14 rooms offer free WiFi, cable TV, and hair...
Amenities
Breakfast
Parking
Pets OK
Wifi
Additional info
Bedrooms:27
Rating Overall Score85%
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Nice
The Charleston House B&B, WoodstockThe Charleston House
9br 3-star Hotel
9 Bedrooms
Breakfast,
Parking,
Wifi
- Details
Description
Get an overview of this hotel3-star bed & breakfast with free breakfast and 24-hour front desk Location Situated in Woodstock, this bed & breakfast is within a 10-minute walk of Dana House Museum and Billings Park and Trail. Woodstock Town Hall Theatre and Mount Tom Peak are also within 15 minutes. Property Features Along with a 24-hour front desk, this smoke-free bed & breakfast has a library and a TV in a common area. Free full breakfast, free WiFi in public areas, and...
Amenities
Breakfast
Parking
Wifi
Additional info
Bedrooms:9
Rating Overall Score79%
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Good
The Lincoln Inn & Restaurant At The Covered Bridge
6br Inn
6 Bedrooms
Breakfast,
Parking,
Wifi
- Details
Description
Get an overview of this hotel3.5-star inn with free breakfast and restaurant Location Situated in Woodstock, this inn is within 3 mi (5 km) of Union Arena Community Center, Marsh-Billings-Rockefeller National Historical Park, and Woodstock Town Hall Theatre. Dana House Museum and Mount Tom Peak are also within 6 mi (10 km). Property Features Along with a restaurant, this smoke-free inn has a bar/lounge and a lazy river. Free English breakfast, free WiFi in public areas, and free self parking are also provided....
Amenities
Breakfast
Parking
Wifi
Additional info
Bedrooms:6
Rating Overall Score82%
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Excellent
Quiet Vermont Farmhouse
Bedroom
1 Bedroom
1 Bathroom
2 Sleeps
Wifi,
Pets OK,
Breakfast,
Parking
- Details
Description
The Space Rent a room with private bath in our lovely 1850's old farmhouse. The room in on the second floor. It has a brand new queen-size bed, shelves, desk, bedside table, books and bookcase, and a small closet. The bathroom with shower is private and directly across the hall. The room also contains a small fridge, coffee maker, teapot, and toaster. We stock the room with self-serve light breakfast or snack items including freshly ground coffee, tea,...
Amenities
Wifi
Pets OK
Breakfast
Parking
Additional info
Bedrooms:1
Sleeps:2
Bathrooms:1
Rating Overall Score100%
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Good
The Woodstock Inn & Resort
144br 5-star Hotel
144 Bedrooms
Gym,
Parking,
Pool,
Wifi
- Details
Description
Located in Woodstock, Woodstock Inn & Resort is next to a golf course, within a 5-minute walk of Woodstock Town Hall Theatre and Dana House Museum. Featured amenities include a business center, complimentary newspapers in the lobby, and a safe deposit box at the front desk. Free valet parking is available onsite....
Amenities
Gym
Parking
Pool
Wifi
Additional info
Bedrooms:144
Rating Overall Score82%
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Excellent
River St Apt. 3 min walk to Woodstock Village
Bedroom
1 Bedroom
1 Bathroom
4 Sleeps
Wifi,
Parking
- Details
Description
The Space Be our guest in rural Vermont! This quiet apartment is located on the first floor of the back of our house and has its own entrance. It has a lovely bedroom, living room (with fireplace) and efficiency kitchen. In the master bedroom there is a queen bed, a bureau, a desk, closet and bathroom attached. The bathroom has a new generously sized walk-in tiled shower. For extra sleeping space, convert the full-size futon couch in the...
Amenities
Wifi
Parking
Additional info
Bedrooms:1
Sleeps:4
Bathrooms:1
Rating Overall Score100%
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Excellent
Jackson House Inn B&B, WoodstockJackson House Inn
11br 4-star Hotel
11 Bedrooms
Breakfast,
Parking,
Wifi
- Details
Description
Get an overview of this hotelVictorian bed & breakfast with free breakfast and bar/lounge Location Situated in Woodstock, this bed & breakfast is within 2 mi (3 km) of Union Arena Community Center, Marsh-Billings-Rockefeller National Historical Park, and Woodstock Town Hall Theatre. Dana House Museum and Mount Tom Peak are also within 3 mi (5 km). Property Features Along with a bar/lounge, this smoke-free bed & breakfast has coffee/tea in a common area and concierge services. Free full breakfast, free WiFi in public...
Amenities
Breakfast
Parking
Wifi
Additional info
Bedrooms:11
Rating Overall Score90%
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Good
Ardmore Inn B&B, WoodstockArdmore Inn
5br 3.5-star Hotel
5 Bedrooms
Breakfast,
Parking,
Wifi
- Details
Description
Get an overview of this hotel3.5-star bed & breakfast in Woodstock with free breakfast Location Situated in Woodstock, this bed & breakfast is within a 10-minute walk of Dana House Museum and Billings Park and Trail. Woodstock Town Hall Theatre and Mount Tom Peak are also within 15 minutes. Property Features Concierge services, a library, and a garden are available at this smoke-free bed & breakfast. Free full breakfast, free WiFi in public areas, and free self parking are also provided. Room Amenities All...
Amenities
Breakfast
Parking
Wifi
Additional info
Bedrooms:5
Rating Overall Score85%
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Good
National Historic Home
Bedroom
1 Bedroom
1 Bathroom
2 Sleeps
Wifi,
Parking
- Details
Description
The Space The room is in a private National Historic Home built in 1836 by Owen Taft relative to President Taft. Guest Access Guest can enjoy sitting in the yard or strolling over to the Country Store. Across the road is a Beautiful Covered Bridge and Waterfall. Interaction with Guests Very little interaction. Guests can come and go. Its just a lovely room with private bath. Easy in and out. Though we do not serve coffee or breakfast, the country store right next door is filled with delights. The...
Amenities
Wifi
Parking
Additional info
Bedrooms:1
Sleeps:2
Bathrooms:1
Rating Overall Score90%
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Excellent
Cozy Little Spot
1br Other
1 Bedroom
1 Bathroom
2 Sleeps
Wifi,
Pets OK,
Parking
- Details
Description
The Space a couple's cozy getaway, or a single person's writing retreat. Kitchen for light cooking ( small sink, small propane camp stove, toaster oven, 3'x3' refrigerator, Kcup coffee maker) Bath room: tiled shower, toilet Guest Access Brook ( with trout), stream, pond, hiking, campfire, Interaction with Guests in most cases I will greet guests, answer questions, no intrusion by owner, unless guest is notified or guest requests. Getting Around Car, mountain bike ( 3.26 miles to town). Other Things to Note Though most guests dine in town, there is a...
Amenities
Wifi
Pets OK
Parking
Additional info
Bedrooms:1
Sleeps:2
Bathrooms:1
Rating Overall Score100%
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Excellent
Luxurious Historic Barn
2br Farmhouse
2 Bedrooms
2 Bathrooms
8 Sleeps
- Details
Description
Kingsley Barn is an ideal vacation rental located in the heart of the historic village of South Woodstock. This newly renovated historic barn, which sleeps 6-8, overlooks the Kedron Brook and fields beyond. Walk to breakfast or lunch at the South Woodstock Country Store (a must!) or dinner or a swim at the Kedron Valley Inn. The Green Mountain Horse Association is but 1/8 mile away and we are located right on the VAST trails. We are nearby...
Additional info
Bedrooms:2
Sleeps:8
Bathrooms:2
Rating Overall Score100%
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Excellent
Luxurious Historic Barn
2br Farmhouse
2 Bedrooms
2 Bathrooms
8 Sleeps
- Details
Description
Kingsley Barn is an ideal vacation rental located in the heart of the historic village of South Woodstock. This newly renovated historic barn, which sleeps 6-8, overlooks the Kedron Brook and fields beyond. Walk to breakfast or lunch at the South Woodstock Country Store (a must!) or dinner or a swim at the Kedron Valley Inn. The Green Mountain Horse Association is but 1/8 mile away and we are located right on the VAST trails. We are nearby...
Additional info
Bedrooms:2
Sleeps:8
Bathrooms:2
Rating Overall Score100%
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Excellent
Updated Country Home w/Hot Tub. Ideal location near Woodstock village & skiing
3br Villa
3 Bedrooms
2 Bathrooms
6 Sleeps
- Details
Description
Dana Road House is ideally located less than 2 miles from beautiful Woodstock Village and just 20 min. to Killington's Skyeship base, offering all the amenities you could want in a relaxed country setting. Perfectly suited for families or a gathering of friends. Enjoy the redwood hot tub, private patio with chiminea and a big, private yard. The owner personally assures the house is spotlessly clean and stocked with everything you need to make Dana Road House your Vermont home away...
Additional info
Bedrooms:3
Sleeps:6
Bathrooms:2
Rating Overall Score100%
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Excellent
Woodstock Escape: Lovely Studio in Ideal Location
Studio
1 Bathroom
3 Sleeps
Wifi,
Breakfast,
Parking
- Details
Description
The Space Our studio apartment is part of Woodstock's only downtown coworking space. We operate together with the Tendencies Guesthouse who owns the building. We have three floors dedicated to supporting entrepreneurs and changemakers in our community. During your stay you will have the entire third floor to yourself and you will have free access to the second and first floor of the Optimist Center as well. Come downstairs and enjoy the comfy chairs, join us for a yoga class or...
Amenities
Wifi
Breakfast
Parking
Additional info
Sleeps:3
Bathrooms:1
Rating Overall Score100%
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Good
Cozy Woodstock Farmhouse
3br Farmhouse
3 Bedrooms
2 Bathrooms
8 Sleeps
Wifi,
Pets OK,
Parking
- Details
Description
The Space One of New England's most beautiful towns, Woodstock offers outdoor activities, fine dining and a quintessentially Vermont experience year round. Our lovely (yet modest) home allows you to enjoy this beautiful town, with easy access to some of the best skiing in the East. Guest Access To access the 3rd bedroom, open the green door off the rear deck (it's inaccessible from the main house). There are some (older) bicycles you're welcome to use that are stored in the crawl space...
Amenities
Wifi
Pets OK
Parking
Additional info
Bedrooms:3
Sleeps:8
Bathrooms:2
Rating Overall Score90%
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Excellent
Private Duplex Loft
1br Home/Apartment
1 Bedroom
1 Bathroom
5 Sleeps
Wifi,
Parking
- Details
Description
The Space The Morgan Loft is an open duplex loft space with a large loft master bedroom with queen bed, single sleeper sofa on the landing, and a comfy living room with double sleeper sofa, having an open kitchen featuring granite countertops and stainless steel appliances. Toaster oven, crock pot and Keurig coffee maker are provided, as well as pots, pans, bakeware, dishes, cups, mugs and silverware. After a full day of skiing and/or other active pursuits, or simply relaxing and enjoying...
Amenities
Wifi
Parking
Additional info
Bedrooms:1
Sleeps:5
Bathrooms:1
Rating Overall Score100%
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Excellent
Woodstock Village Home
4br Villa
4 Bedrooms
4 Bathrooms
6 Sleeps
Wifi,
Pets OK,
Parking
- Details
Description
The Space The house is absolutely charming in every way. Built in the 1830's the house has all the charm of an old home, but tastefully redecorated with a Modern Farmhouse theme. Interaction with Guests There is no-one local to help during guests stays. The Neighborhood The house is located in the Village. It has excellent access to in-town amenities, including hiking, restaurants, town-pool, tennis courts, golf and shopping. The house is one block from the town green. Other Things to Note Pets allowed, with pre-approval. ...
Amenities
Wifi
Pets OK
Parking
Additional info
Bedrooms:4
Sleeps:6
Bathrooms:4
Rating Overall Score100%
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Excellent
5 Mountain Ave Woodstock village
1br Country House
1 Bedroom
1 Bathroom
2 Sleeps
Wifi,
Parking
- Details
Description
The Space This fine apartment suits two people with all the comforts of home. Walk from the village green over the covered bridge to your unique ground floor apartment in an 1850's Federal home. Up three brick steps to your private apt. living room with decorative fireplace, ROUND dining room with view of covered bridge and Mt. Tom, gourmet kitchen with stainless appliances, granite and cooking essentials, private bath with shower/tub and tastefully decorated bedroom with decorative fireplace. Free Wifi...
Amenities
Wifi
Parking
Additional info
Bedrooms:1
Sleeps:2
Bathrooms:1
Rating Overall Score100%
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Good
Private Setting Woodstock Getaway
3br Other
3 Bedrooms
2 Bathrooms
6 Sleeps
Wifi,
Pets OK,
Parking
- Details
Description
The Space The property was recently renovated and offers great views. Hiking right out the back door. 7 minutes from Woodstock Center, 20 minutes from Killington, 10 minutes from Suicide Six [great family mountain], 45 minutes from Okemo, and snow shoeing and X-country skiing all minutes away in Woodstock. Equestrian attraction. Spring/summer offers the best in outdoor activities. Guest Access The entire property. Interaction with Guests When needed. The Neighborhood 10 minute ride from Woodstock Center. Getting Around During the winter months, it is best to...
Amenities
Wifi
Pets OK
Parking
Additional info
Bedrooms:3
Sleeps:6
Bathrooms:2
Rating Overall Score90%
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Excellent
LOG HOME APT IN WOODST. VIL. $125 THRU AUG 4.
1br Home/Apartment
1 Bedroom
1 Bathroom
4 Sleeps
Wifi,
Parking
- Details
Description
The Space In the winter, we offer you a space in our garage for your car. Guest Access You have a separate entrance and there is a mudroom between the apartment and our home so you have complete privacy. Interaction with Guests We have 40+ years of experience in the hospitality industry and we enjoy sharing ideas of which restaurants to frequent, what activities are available, and many places to visit. Having said that, if it is your wish to simply relax and make your...
Amenities
Wifi
Parking
Additional info
Bedrooms:1
Sleeps:4
Bathrooms:1
Rating Overall Score100%
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Excellent
Sterling Cottage: Two Miles from Woodstock Village Green.
1br Cottage
1 Bedroom
1 Bathroom
4 Sleeps
- Details
Description
Sterling Cottage is a charming and cozy little house situated on seven acres of privately owned property by Jason and Elizabeth LeMoine. There are picturesque views from our hills, a wooded area, and a campfire overlooking our private pond. The cottage is located on Route 4, two miles east of the Village Green in Woodstock, VT. Just a short five-minute ride you will be in the Village of Woodstock where you will find restaurants, art galleries, historical museums, and shops. ...
Additional info
Bedrooms:1
Sleeps:4
Bathrooms:1
Rating Overall Score100%
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Excellent
Prospect Place
1br Other
1 Bedroom
1 Bathroom
4 Sleeps
Wifi,
Pets OK,
Parking
- Details
Description
Other Things to Note No smoking inside apartment, outside on deck is fine. ...
Amenities
Wifi
Pets OK
Parking
Additional info
Bedrooms:1
Sleeps:4
Bathrooms:1
Rating Overall Score100%
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Good
Applebutter Inn Bed and Breakfast, TaftsvilleApplebutter Inn Bed and Breakfast
6br 3-star Hotel
6 Bedrooms
Breakfast,
Parking,
Wifi
- Details
Description
Get an overview of this hotel3-star bed & breakfast in Woodstock with free breakfast Location Situated in Woodstock, this bed & breakfast is 2.8 mi (4.5 km) from Quechee Ski Hill and 2.9 mi (4.6 km) from Sugarbush Farm. Dana House Museum and Billings Park and Trail are also within 6 mi (10 km). Property Features This smoke-free bed & breakfast features a garden, a picnic area, and free breakfast. Free WiFi in public areas and free self parking are also provided. Room...
Amenities
Breakfast
Parking
Wifi
Additional info
Bedrooms:6
Rating Overall Score83%
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Excellent
Historic Home Steps From The Village Green
3br Villa
3 Bedrooms
3 Bathrooms
8 Sleeps
Parking,
Pets OK,
Wifi
- Details
Description
Built in 1800, this beautiful brick cape house has been fully renovated with gorgeous walk-in shower and bathtub, modern open kitchen and open floor plan. Steps from all the amenities of the Woodstock Inn, including spa, bar and restaurant but with all the privacy of a country home. The house has three decks, a cozy wood burning stove, skylights galore and a spacious backyard and garden. Enjoy a bath while gazing out at the rose garden, read a...
Amenities
Parking
Pets OK
Wifi
Additional info
Bedrooms:3
Sleeps:8
Bathrooms:3
Rating Overall Score100%
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Excellent
Renovated Antique Home in Woodstock Village Overlooking the Ottauquechee River
3br Villa
3 Bedrooms
2 Bathrooms
6 Sleeps
- Details
Description
2016/2017 Ski Season Rental Available!! Built in 1800 and recently renovated, this charm-filled half house is steps away from historic Woodstock Village. The home is full of light and has stainless steel appliances and all new furnishings. There is a small yard and a deck in the back overlooking the Ottauquechee River and views of Mount Tom from the front door. The house is next to the Woodstock Recreation Center and a half-mile from the Woodstock Inn and Resort...
Additional info
Bedrooms:3
Sleeps:6
Bathrooms:2
Rating Overall Score100%
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Excellent
Woodstock VT Luxury! Newly updated w/Private Indoor Pool, sauna++. Sleeps 14.
5br Other
5 Bedrooms
3 Bathrooms
14 Sleeps
- Details
Description
Newly updated 5900′ estate home sleeps 14 in spacious luxury. Ideally located 5 minutes (2.1 mi.) to the picturesque village of Woodstock VT. Key features include private Indoor 16 x 32' saltwater pool, cedar infra-red sauna, 2 king master suites (5 bedrooms total), huge commercial kitchen, 2 expansive living areas, wet bar, 3 fireplaces, private granite cobblestone patio with 2 BBQs, fireplace and dining for 18. Sited on 60 acres of private forest and trails, this Vermont estate home is the...
Additional info
Bedrooms:5
Sleeps:14
Bathrooms:3
Rating Overall Score100%
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Excellent
Downtown Woodstock charm!
2br Other
2 Bedrooms
1 Bathroom
6 Sleeps
Wifi,
Parking
- Details
Description
Getting Around Walk to everything! Other Things to Note - 1 parking space. Other vehicles should park at park and ride next to Mac's grocery store. - A dog occasionally visits this space. The space is thoroughly cleaned but folks with sensitive allergies should note. ...
Amenities
Wifi
Parking
Additional info
Bedrooms:2
Sleeps:6
Bathrooms:1
Rating Overall Score100%
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Excellent
The Cottage on Westerdale Road
3br Cottage
3 Bedrooms
2 Bathrooms
6 Sleeps
Wifi,
Pets OK,
Parking
- Details
Description
The Space Recently renovated home, including high quality furnishings, this is a property that will surprise and delight guests, looking for a charming, comfortable, and conveniently located rental, in which to relax and enjoy the Woodstock area. Guest Access Reservations are for the entire house; about 1,500 sq. ft. -- 3 bedrooms and 2 bathrooms, kitchen, living room, dining area, decks, yard, and access to the fields adjacent (which belong to the owners). There is a lock box on the door and guests...
Amenities
Wifi
Pets OK
Parking
Additional info
Bedrooms:3
Sleeps:6
Bathrooms:2
Rating Overall Score100%
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Okay
Braeside Lodging Motel, WoodstockBraeside Lodging
12br 2-star Hotel
12 Bedrooms
Parking,
Wifi
- Details
Description
Get an overview of this hotelMotel in Woodstock with free parking Location Situated in Woodstock, this motel is within 2 mi (3 km) of Dana House Museum, Billings Park and Trail, and Woodstock Town Hall Theatre. Mount Tom Peak and Billings Farm and Museum are also within 3 mi (5 km). Property Features Free self parking and free WiFi in public areas are available at this smoke-free motel. Room Amenities All 12 rooms provide conveniences like refrigerators and coffee makers, plus free WiFi and...
Amenities
Parking
Wifi
Additional info
Bedrooms:12
Rating Overall Score66%
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Excellent
** Ski-In-Spring Weekend Special Only ---150 per/night! **
2br Other
2 Bedrooms
2 Bathrooms
8 Sleeps
- Details
Description
**Accommodation holds up to 7 people. Additional game/bunk bed with ensuite** The spacious 1800sf apartment amply features all the modern conveniences you need, in a charming country setting. The open floor plan offers easy social living for all to enjoy, and is awash with natural light from large generous windows. The apartment comfortably sleeps 4 people with a king sized bed and a queen sleeper sofa. An aerobed and pack-n-play are available for additional guests upon request. Apartment includes a garage with elevator...
Additional info
Bedrooms:2
Sleeps:8
Bathrooms:2
Rating Overall Score100%
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Excellent
The Jackson House Inn
11br 5-star Bed & Breakfast
11 Bedrooms
22 Sleeps
- Details
Description
id="propery-desc">For either a romantic getaway or an escape with friends, the Jackson House Inn is the perfect setting for your Vermont experience. Just a five-minute drive from the center of Woodstock, often named the prettiest village in Vermont, we offer the attentive hospitality of a boutique inn. Whether you select a one-room suite or a classic room, all our rooms feature private baths, deluxe furnishings, antiques, Anichini bedding, Frette linens, individually controlled AC and heat, free WiFI, and TV....
Additional info
Bedrooms:11
Sleeps:22
Rating Overall Score100%
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Nice
Dog-friendly house w/ charm & entertainment - 4 miles to nearest ski slopes!
3br Home/Apartment
3 Bedrooms
3 Bathrooms
8 Sleeps
- Details
Description
This colonial-style, dog-friendly home for up to eight travelers is the perfect place to spend your Vermont vacation, with in-house entertainment and ski slopes nearby. Located in the charming community of Woodstock, VT, you'll find a number of dining and shopping options within walking distance, as well as a handful of parks. The best part is the nearest ski slopes are just four miles away! Inside, the house is furnished with high-quality materials and tasteful decor. Grab a seat on the comfy...
Additional info
Bedrooms:3
Sleeps:8
Bathrooms:3
Rating Overall Score80%
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Excellent
New Delightful Cozy Space in Woodstock Village
1br Villa
1 Bedroom
1 Bathroom
4 Sleeps
- Details
Description
Walking distance to everywhere in the Village and Mt Tom and Mt Peg. Parking for 2 cars, beautiful outdoor deck overlooking woods, quiet. Apt is private and above garage. Outdoors clean and tastefully maintained. Beautiful new hardwood floors, two sunny skylights in kitchen and bedroom. Mix of new and antique furniture around the unit. Plenty of closet space at entry and in bedroom. Two HD TVs in unit, one in Living Room and one in...
Additional info
Bedrooms:1
Sleeps:4
Bathrooms:1
Rating Overall Score100%
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Excellent
**Summer Serenity In a Quiet Country Setting**
1br Other
1 Bedroom
1 Bathroom
6 Sleeps
- Details
Description
Our exquisite apartment sits above the Kedron Brook and offers country serenity with urban amenities. It also comes with an optional bunk room that sleeps up to six with a full bath and Pool/ping pong table The spacious 1500sf apartment amply features all the modern conveniences you need, in a charming country setting. The open floor plan offers easy social living for all to enjoy, and is awash with natural light from large generous windows. Additionally, the two outdoor deck spaces is...
Additional info
Bedrooms:1
Sleeps:6
Bathrooms:1
Rating Overall Score100%
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Excellent
Woodstock VT Village Log Home Apartment $90 IN MAY
1br Villa
1 Bedroom
1 Bathroom
- Details
Description
Escape to one of the prettiest towns in America. Make your vacation a quiet visit in a quintessential, charming apartment close to it all. We offer a ideal vacation rental: a new (2009) one bedroom log home apartment in the woods within walking distance of the Woodstock village center. The vacation rental apartment is 900 square feet and sleeps up to 4 people, 2 on a new queen sofa bed with tempurpedic mattress. There is a separate bedroom with queen bed....
Additional info
Bedrooms:1
Bathrooms:1
Rating Overall Score100%
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Excellent
Lovely bed @ bath in village! Walk everywhere!
Bedroom
1 Bedroom
1 Bathroom
2 Sleeps
Wifi,
Parking
- Details
Description
The Space Walk to everywhere in Village of Woodstock. Dining, spa, shopping, hiking, theatre. 24 minutes to Darthmouth university ,great hospital ! More shopping and more dining choices. 30 min to Killington Mountain! 15 min.to Simone Pierce studio and dining on the river Very quiet setting with pretty gardens,river view,laid back and comfortable ! And a short 2 block walk to The Woodstock Inn! And only a hour/half drive to Stowe Vt. Guest Access Bedroom and bath with private entrance...
Amenities
Wifi
Parking
Additional info
Bedrooms:1
Sleeps:2
Bathrooms:1
Rating Overall Score100%
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Excellent
Modern Woodstock Village. Beautiful Romantic Location! Hike, or walk around town
1br Villa
1 Bedroom
1 Bathroom
4 Sleeps
- Details
Description
One bedroom apartment with private entrance, full kitchen and full bath on lower level of newly built warm modern home located at the edge of Woodstock's Mt Peg Town Forest. Able to comfortably accommodate two adults and one or two younger children, this apartment sits in a serenely peaceful location at the edge of extensive hiking, biking and nordic ski trails and several minutes walk above the beautiful Village of Woodstock Vermont. Great access to local mountain bike and hiking...
Additional info
Bedrooms:1
Sleeps:4
Bathrooms:1
Rating Overall Score100%
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Excellent
Carriage House - 250 Private Acres; Views, Gardens, Skiing, Farm, Serenity
2br Home/Apartment
2 Bedrooms
1 Bathroom
4 Sleeps
- Details
Description
*** Before clicking "Book It,"please send an inquiry to Owner.*** THE CALENDAR ON THIS SITE IS NOT CONSISTENTLY MAINTAINED. PLEASE INQUIRY OWNER FIRST FOR AVAILABILITY. This exceptionally nice, renovated converted carriage house sits on a private 250 acre estate. All windows overlook undisturbed fields, mountains, and the Woodstock valley. It is completely furnished, has outside deck with beautiful views, a slate floor ski/mud entrance, and doorstep parking. Convenient to several ski areas (Killington, Suicide Six), downtown Woodstock, great restaurants, shopping, fishing,...
Additional info
Bedrooms:2
Sleeps:4
Bathrooms:1
Rating Overall Score100%
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Excellent
1890 Condo in Woodstock Village
3br Villa
3 Bedrooms
2 Bathrooms
6 Sleeps
Wifi,
Pets OK,
Parking
- Details
Description
The Space We found this 1890 farmhouse and immediately fell in love with it. Now that the renovations are complete, the apartment has local Vermont slate floors and a local maple countertop. We also polished the hardwood floors, painted the unit, and purchased entirely new furniture and mattresses. Both bathrooms have also been given a complete makeover. The Woodstock area has everything you could ask for: swimming holes, lakes, hiking, biking, and skiing. Killington is 15 minutes away, as well as...
Amenities
Wifi
Pets OK
Parking
Additional info
Bedrooms:3
Sleeps:6
Bathrooms:2
Rating Overall Score100%
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Excellent
Falcon House: VT Brookside Retreat Bike to Village
2br Retreat
2 Bedrooms
2 Bathrooms
6 Sleeps
Wifi,
Parking
- Details
Description
The Space Falcon House sits at the edge of a private 60 acre forest, yet just 2 miles from beautiful Woodstock Village. This unique Vermont vacation home offers you all the amenities in a serene natural setting. Hike the trails on the property, bike to town or simply settle in to reconnect with nature, family and friends. The house has been freshly updated, featuring an open floor plan and a large, fully equipped chef's kitchen, dining for 6 and...
Amenities
Wifi
Parking
Additional info
Bedrooms:2
Sleeps:6
Bathrooms:2
Rating Overall Score100%
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Excellent
The Village Inn Of Woodstock
8br 4-star Bed & Breakfast
8 Bedrooms
16 Sleeps
- Details
Description
id="propery-desc">Victorian splendor meets modern convenience at this romantic Vermont bed and breakfast, an elegant mansion in the beautiful village of Woodstock. This Vermont B&B offers 8 romantic guest rooms, all with private baths, period antiques, color cable TV, wireless internet access and air conditioning. Guests enjoy sumptuous 3 course candlelight breakfasts, featuring a selection of entrees, inn-made breads and pastries, served at individual tables. This luxury Vermont inn also features a tavern and shaded perennial garden exclusively for guests. ...
Additional info
Bedrooms:8
Sleeps:16
Rating Overall Score98%
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Excellent
Meadow Clare
Bedroom
1 Bedroom
1 Bathroom
2 Sleeps
Wifi,
Breakfast,
Parking
- Details
Description
We welcome you to our lovely Vermont home situated 3 miles from the village of Woodstock and 5 miles from South Woodstock. Built in the 1920's... this cape style farmhouse overlooks 69 acres of rolling pastures, mixed hardwood forests, an apple orchard and swimming pond. There are hiking~skiing trails right from the door ~ South Woodstock is a 1 mile walk via a class 4 road. Killington ski area is a 40 minute drive West. The village of Woodstock offers...
Amenities
Wifi
Breakfast
Parking
Additional info
Bedrooms:1
Sleeps:2
Bathrooms:1
Rating Overall Score100%
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Good
A Spacious 1 Bedroom Apartment
Bedroom
1 Bedroom
1 Bathroom
2 Sleeps
Wifi,
Parking
- Details
Description
A Spacious 1 Bedroom Apartment 1 bedroom, 1 bathroom, kitchen and living room apartment in private home. Easy parking. No smoking. No pets. Available per night, Wireless Internet, Cable TV. 3 Minutes to Woodstock Village 30 Minutes to Killington...
Amenities
Wifi
Parking
Additional info
Bedrooms:1
Sleeps:2
Bathrooms:1
Rating Overall Score90%
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Excellent
Sleeps 8/ CENTER OF TOWN/ Elm St/Woodstock, VT
4br Other
4 Bedrooms
5 Bathrooms
8 Sleeps
Wifi,
Parking
- Details
Description
The Space 3,800 square foot apartment in the center of Woodstock, VT. Just steps away from shopping, restaurants, golf, hiking, biking, the Woodstock Inn and the five-star spa at the Woodstock Inn. All amenities available to Woodstock Inn guests are also available to the public. Guest Access Guests have the entire front unit which is 70% of the house. It includes a large eat-in kitchen, dining room, study, elegant living room with fireplace, a bedroom with a king-sized bed and its own bath,...
Amenities
Wifi
Parking
Additional info
Bedrooms:4
Sleeps:8
Bathrooms:5
Rating Overall Score100%
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Excellent
Tribou Park Place
1br Other
1 Bedroom
2 Bathrooms
4 Sleeps
Wifi,
Pets OK,
Parking
- Details
Description
The Space This beautiful newly renovated apartment is conveniently located next to historic Tribou Park. It is walking distance to restaurants, shops, galleries as well as many other attractions. This apartment is perfect for both fun and relaxation. Two parking spaces are available. There are two lovely porches for sitting with a gas grill outside the kitchen door. In the summer the building is surrounded by flowers as well as a vegetable garden with the makings for a...
Amenities
Wifi
Pets OK
Parking
Additional info
Bedrooms:1
Sleeps:4
Bathrooms:2
Rating Overall Score100%
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Excellent
Dana Road House: Updated VT Country Home w/Hot Tub
3br Home/Apartment
3 Bedrooms
2 Bathrooms
6 Sleeps
Wifi,
Parking
- Details
Description
The Space Dana Road House is conveniently located 1.7 miles from beautiful Woodstock Village green. This lovely Vermont vacation house offers all the amenities in a relaxed and private country setting. Relax in front of a fire in the wood stove, BBQ and dine on the private patio or soak in the redwood hot tub. 3 bedrooms feature premium bedding for a comfortable night's sleep, The Master BR offers a king bed and en-suite bath with jetted tub. Bedroom 2 has...
Amenities
Wifi
Parking
Additional info
Bedrooms:3
Sleeps:6
Bathrooms:2
Rating Overall Score100%
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Excellent
New Modern Apartment - Woodstock Village on Mt Peg
1br Country House
1 Bedroom
1 Bathroom
3 Sleeps
Wifi,
Parking
- Details
Description
One bedroom apartment with private entrance, full kitchen and full bath on lower level of newly built warm modern home located in the village of Woodstock VT, at the edge of Woodstock's Mt Peg Town Forest. Able to comfortably accommodate two adults and one or two younger children, this apartment sits in a serenely peaceful location at the edge of extensive hiking and nordic ski trails and several minutes walk above the beautiful Village of Woodstock Vermont....
Amenities
Wifi
Parking
Additional info
Bedrooms:1
Sleeps:3
Bathrooms:1
Rating Overall Score100%
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Excellent
Grand Woodstock Home
3br Home/Apartment
3 Bedrooms
4 Bathrooms
7 Sleeps
Wifi,
Parking
- Details
Description
The Space Minutes walk to the Rec Centre-with gym, activities and summer pool. Close to Farmers Market and the Village Green. Walk to the Woodstock Village Green and enjoy the shops and restaurants. Beautiful walk or jog up Frenchs road Walk to Faulkner Park and Mt Tom ...
Amenities
Wifi
Parking
Additional info
Bedrooms:3
Sleeps:7
Bathrooms:4
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 260 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 $70 per night. The average price of accommodation in is $229 per night.

If you need an internet connection during your stay in Woodstock, then you can choose from over 65 places to stay that provide WiFi internet. 14 of our accommodations in include a breakfast in the price. You can keep up with your workout regime by staying at one of 7 accommodations that provide gym facilities. If you're planning on arriving in Woodstock by car, be sure to choose from 65 accommodations that provide parking. 7 hotels and vacation rentals have a pool or jacuzzi.

If you're traveling with a furry friend, then be sure to choose one of the 18 pet-friendly accommodations available.

We combine a wide variety of Woodstock accommodations including vacation rentals, homestays, hostels and other unique places to stay into one easy search. We show results from more than 5 providers, including 62 places to stay from Airbnb, 20 accommodations from Homeaway and 19 places to stay from VRBO.

143 of our places to stay in Woodstock have been rated by previous guests. They rated 73% as excellent or good. You can instantly book any of 48 places to stay right now.

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