Top 50 Vacation Rentals Windham (New York) 2018

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Nice
The Thompson House
70br 3-star Hotel
70 Bedrooms
Breakfast,
Gym,
Parking,
Pool,
Wifi
- Details
Description
Get an overview of this hotelFamily-friendly hotel with free breakfast and outdoor pool Location This family-friendly Windham hotel is located in a state park, within 2 mi (3 km) of Windham Country Club and Windham Mountain Resort. Windham Vineyards and Winery and Hunter Mountain are also within 9 mi (15 km). Hotel Features This smoke-free hotel features an outdoor pool, a fitness center, and a coffee shop/café. Free continental breakfast, free WiFi in public areas, and free self parking are also provided. Other...
Amenities
Breakfast
Gym
Parking
Pool
Wifi
Additional info
Bedrooms:70
Rating Overall Score76%
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Excellent
Albergo Allegria
21br 4-star Hotel
21 Bedrooms
Breakfast,
Parking,
Wifi
- Details
Description
Get an overview of this hotelRiverfront bed & breakfast with free breakfast and business center Location Situated in the historical district, this bed & breakfast is 0.3 mi (0.4 km) from Windham Country Club and 1.6 mi (2.6 km) from Windham Mountain Resort. Windham Vineyards and Winery and Hunter Mountain are also within 9 mi (15 km). Property Features Along with a microwave in a common area, this smoke-free bed & breakfast has a refrigerator in a common area and a business center....
Amenities
Breakfast
Parking
Wifi
Additional info
Bedrooms:21
Rating Overall Score90%
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Good
Beds on Clouds
5br 3-star Hotel
5 Bedrooms
Breakfast,
Parking,
Pets OK,
Wifi
- Details
Description
Get an overview of this hotel3-star bed & breakfast with full-service spa and ski-in/ski-out access Location Situated in Windham, this bed & breakfast is 0.8 mi (1.3 km) from Windham Mountain Resort and 1.3 mi (2.1 km) from Windham Country Club. Windham Vineyards and Winery and Zoom Flume are also within 12 mi (20 km). Property Features A full-service spa, ski-in/ski-out access, and tour/ticket assistance are available at this bed & breakfast. Free full breakfast, free WiFi in public areas, and free self...
Amenities
Breakfast
Parking
Pets OK
Wifi
Additional info
Bedrooms:5
Rating Overall Score82%
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Excellent
Brand New Windham Ski/Summer House
4br Home/Apartment
4 Bedrooms
4 Bathrooms
10 Sleeps
Wifi,
Parking
- Details
Description
The Space A spacious brand new 4 bedroom house located in Windham, NY just 5 minutes from the mountain. Built in 2012. Beautifully decorated with large wood doors, stone fireplace, and granite countertops. Wake up to view of the slopes from the large windows. Truly breathtaking views year round. Four bedrooms two with queen beds and 2 with bunks beds (full size beds on the bottom). Plus a futon couch located in the loft area. The...
Amenities
Wifi
Parking
Additional info
Bedrooms:4
Sleeps:10
Bathrooms:4
Rating Overall Score100%
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Excellent
Luxury Log Home with Ski Windham views
4br Estate
4 Bedrooms
5 Bathrooms
14 Sleeps
- Details
Description
Beautiful log home on 15 acres with amazing views of Ski Windham. This home has an outdoor hot tub and fire pit, as well as its own wine cellar on the bottom floor. Subzero 48' Refrigerator, Viking cook top, oven, microwave, Weber Genesis Grill, 2 Samsung 50' Plasma TV's with HD DVR DirecTV, Pool Table, Foosball Table, WIFI. Country Club and major golf courses within minutes. Lakes, rivers, swimming, hiking, mountain biking, inner tubing, water parks,...
Additional info
Bedrooms:4
Sleeps:14
Bathrooms:5
Rating Overall Score100%
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Excellent
WINDHAM SKI LOFT
1br Home/Apartment
1 Bedroom
1 Bathroom
5 Sleeps
Wifi,
Parking
- Details
Description
The Space Welcome to your piece of heaven in the historic Catskill mountains. Nestled in the mountains that have housed Rip Van Winkle and inspired painters and poets for centuries is the quintessential mountain chalet. Enjoy your morning coffee on your deck surrounded by million dollar views. Plan your day in the center of Americas first great vacation spot. If you are craving an adrenaline rush then take the short drive to Zip Line Canopy tours, described...
Amenities
Wifi
Parking
Additional info
Bedrooms:1
Sleeps:5
Bathrooms:1
Rating Overall Score100%
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Excellent
Knollwood Acres, Windham, New York
Bedroom
1 Bedroom
1 Bathroom
2 Sleeps
Wifi,
Breakfast,
Parking
- Details
Description
The Space A continental breakfast is served in the dining room or, during the warmer months, outside on the porch or patio. Check-out time is 10:00 AM unless other arrangements are made. ...
Amenities
Wifi
Breakfast
Parking
Additional info
Bedrooms:1
Sleeps:2
Bathrooms:1
Rating Overall Score100%
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Excellent
Just a walk away to all of Windham
2br Other
2 Bedrooms
1 Bathroom
4 Sleeps
Wifi
- Details
Description
The Space Make yourself at home in one of our beautiful, fully furnished apartments with a breath-taking view of Windham Mountain. Included in these beautiful rentals are wireless internet, cable TV, air conditioning, heating and brand new appliances as well as laundry on the premises. Join us through the seasons to escape life and enjoy all that Windham has to offer! We are located on Main street in Windham, NY. Enjoy the perks of our restaurant Neapolis just down the stairs...
Amenities
Wifi
Additional info
Bedrooms:2
Sleeps:4
Bathrooms:1
Rating Overall Score100%
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Excellent
Charming Log Cabin 110 Beautiful Acres/Hot Tub/ 5 MINUTES TO SLOPES
5br Cabin
5 Bedrooms
3 Bathrooms
10 Sleeps
- Details
Description
Tucked away on 110 acres of stunning Catskill Mountain landscape, this charming home awaits any family looking for a mountain getaway. A beautiful and private spring-fed pond lies directly on the property where you can take the row boat out to fish, jump right in for a swim, or ice skate during the winter. Ease your ski-sore muscles in the outdoor hot tub by the gas-barbecue, wood stove, and fire pit. Let the naturalist in you come out...
Additional info
Bedrooms:5
Sleeps:10
Bathrooms:3
Rating Overall Score100%
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Excellent
Charming Log Cabin 110 Beautiful Acres/Hot Tub/ 5 MINUTES TO SLOPES
5br Cabin
5 Bedrooms
3 Bathrooms
10 Sleeps
- Details
Description
Tucked away on 110 acres of stunning Catskill Mountain landscape, this charming home awaits any family looking for a mountain getaway. A beautiful and private spring-fed pond lies directly on the property where you can take the row boat out to fish, jump right in for a swim, or ice skate during the winter. Ease your ski-sore muscles in the outdoor hot tub by the gas-barbecue, wood stove, and fire pit. Let the naturalist in you come out...
Additional info
Bedrooms:5
Sleeps:10
Bathrooms:3
Rating Overall Score100%
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Excellent
Windham, NY - North ridge house
4br Home/Apartment
4 Bedrooms
4 Bathrooms
8 Sleeps
Wifi,
Parking
- Details
Description
The Space The North Ridge Country House is the perfect home away from home. The house is nestled in the woods and only minutes away from town! It is a quick 1.5 miles to Main Street and a short 2.5 miles to Windham Mountain Resort. This 3 story home offers 2 master suites, 2 bedrooms, 3 and a half bathrooms, a laundry room and a mudroom! The main level master suite has gorgeous high ceilings with rustic wooden beams, a...
Amenities
Wifi
Parking
Additional info
Bedrooms:4
Sleeps:8
Bathrooms:4
Rating Overall Score100%
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Excellent
*4SeasonNirvana*Hot Tub, WiFi, Fire Pit, Fireplace, 2 WEBERs, Wndhm Mtn Vw
4br Van
4 Bedrooms
2 Bathrooms
- Details
Description
WELCOME HOME TO YOUR OASIS AWAY FROM IT ALL! Le Chalet Montreuil is set up as a TRUE SECOND HOME FURNISHED with all that you need and want for the entire length of your stay. There is no reason to ever leave the COMFORTS & CONVENIENCES of the chalet, if you so desired to stay on the property with all of the MODERN AMENITIES & TECHNOLOGY you need indoors and all of the NATURE & WILDERNESS outdoors! Le Chalet Montreuil is...
Additional info
Bedrooms:4
Bathrooms:2
Rating Overall Score100%
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Excellent
Small house, Windham, NY
2br Home/Apartment
2 Bedrooms
1 Bathroom
6 Sleeps
Wifi,
Parking
- Details
Description
The Space Easy to get most places by walking Interaction with Guests Owners are easy available, we live next to our guests !!! ...
Amenities
Wifi
Parking
Additional info
Bedrooms:2
Sleeps:6
Bathrooms:1
Rating Overall Score100%
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Excellent
Knollwood Acres, Windham, NY
1br Other
1 Bedroom
1 Bathroom
2 Sleeps
Wifi,
Breakfast,
Parking
- Details
Description
The Space Check-out time is 10:00 AM unless special arrangements are made. Additional guest(s) in bedroom are $15 each. ...
Amenities
Wifi
Breakfast
Parking
Additional info
Bedrooms:1
Sleeps:2
Bathrooms:1
Rating Overall Score100%
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Excellent
All of Beautiful Windham within reach
2br Other
2 Bedrooms
1 Bathroom
4 Sleeps
Wifi
- Details
Description
The Space Make yourself at home in one of our beautiful, fully furnished apartments with a breath-taking view of Windham Mountain. Included in these beautiful rentals are wireless internet, cable TV, air conditioning, heating and brand new appliances as well as laundry on the premises. Join us through the seasons to escape life and enjoy all that Windham has to offer! We are located on Main street in Windham, NY. Enjoy the perks of our restaurant Neapolis as well as our...
Amenities
Wifi
Additional info
Bedrooms:2
Sleeps:4
Bathrooms:1
Rating Overall Score100%
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Excellent
SPECIAL SUMMER RATE for this Perfectly Private and Unique house on 13 acres
2br Home/Apartment
2 Bedrooms
2 Bathrooms
8 Sleeps
- Details
Description
Large windows on all sides plus skylights in each bedroom let the sun pour into the house. Sit on porch and face Windham Mountain. Every season is delightful - especially Summer. Glorious two level house with spiral staircase connecting the two floors. The upper floor has a fully equipped kitchen, living room with fireplace, two new bathrooms, open dining room and two bedrooms with king beds. Brand new deck installed in June. The lower level has new Italian tile flooring, a...
Additional info
Bedrooms:2
Sleeps:8
Bathrooms:2
Rating Overall Score100%
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Excellent
Windham Mountain cozy condo
3br Home/Apartment
3 Bedrooms
2 Bathrooms
12 Sleeps
Wifi,
Pets OK,
Parking
- Details
Description
The Space 3 level condo with 3 bedrooms, 3 bathrooms and open living kitchen area. 2 common sleeping areas available.Recently renovated kitchen and wood burning fireplace. (Wood is included) Guest Access Whole house rental Interaction with Guests I am available if guests need anything, but the space is theirs to use The Neighborhood Lots of great places to eat in town. Alpine Skiing at Windham Mountain, Winter fun park snow shoeing, cross country skiing nearby. Summer hiking, mountain biking, zip line, and festivals. Hunter Mountain and...
Amenities
Wifi
Pets OK
Parking
Additional info
Bedrooms:3
Sleeps:12
Bathrooms:2
Rating Overall Score100%
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Excellent
Albergo Allegria B&B
13br Bed & Breakfast
13 Bedrooms
29 Sleeps
Parking,
Wifi
- Details
Description
id="propery-desc">Set in the Northern Catskill mountain forest preserve, Albergo Allegria is circa. 1892 Victorian Mansion. Italian for the "Inn of Happiness", Albergo Allegria is a 4 Diamond AAA property with manicured lawns and country gardens. Victoriana in its full detail is the architectural and decorative theme that innkeepers Lenore and Vito Radelich have preserved through this 16 room bed & breakfast inn. The Radelich's have taken two of the original cottages of the former Osborn House, a summer vacation...
Amenities
Parking
Wifi
Additional info
Bedrooms:13
Sleeps:29
Rating Overall Score94%
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Excellent
Ski Windham House Family Friendly!
3br Home/Apartment
3 Bedrooms
2 Bathrooms
10 Sleeps
- Details
Description
This house is a 2700 square foot contemporary home with the best view of Ski Windham in Mitchell Hollow. The house is approx. 1.5 miles to the slopes. There is plenty of parking and snow plowing is free. We offer free firewood in the basement. We have just added Wireless Internet Access. We also just had an outside fire pit with Adirondack chairs if you want to chill by an outside fire. There is a 50" led smart tv with...
Additional info
Bedrooms:3
Sleeps:10
Bathrooms:2
Rating Overall Score100%
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Excellent
Mountain House Retreat !
5br Retreat
5 Bedrooms
2 Bathrooms
10 Sleeps
- Details
Description
Fully furnished, very comfortable, open living space. Property situated on 7 beautiful acres in the Catskill mountains with panoramic views, fresh water pond and lovely forest landscape. Only minutes from downhill and cross country skiing, ice skating, scenic golf courses, fishing, whitewater rafting, horseback riding and more. In the town of Windham you will find a variety of restaurants, antique shops, concert halls, art galleries, wineries, theatres, and more. Year round seasonal beauty abounds, with the changing high...
Additional info
Bedrooms:5
Sleeps:10
Bathrooms:2
Rating Overall Score100%
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Excellent
Great Windham House on 5 Private Acres; Hot Tub, Fireplace, Grill
3br Home/Apartment
3 Bedrooms
2 Bathrooms
12 Sleeps
- Details
Description
- 2 night minimum, fits 6-10 people more than comfortably; discounted rates for 4 or more nights; holiday pricing may differ. - Under a 3-hour drive from Manhattan - From the house, it's a 10 minute drive to WINDHAM MOUNTAIN SKI RESORT, and a 30 minute drive to HUNTER MOUNTAIN SKI RESORT. *************************************************************************** SLEEPING ACCOMMODATIONS - 3 BEDROOMS The master has a king-sized bed, the downstairs a queen bed and a queen sofa/futon bed, and the third bedroom has a trundle bed that can...
Additional info
Bedrooms:3
Sleeps:12
Bathrooms:2
Rating Overall Score100%
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Excellent
Spectacular view, close to everything!
3br Other
3 Bedrooms
3 Bathrooms
8 Sleeps
Wifi,
Parking
- Details
Description
The Space Our place has 3 bedrooms, each with an en-suite bathroom. We have fully-equipped kitchen so you can enjoy home-cooked meals whenever you like. Enjoy the wood-burning fireplace while enjoying a wide-array of entertainment options with our 50" HD Smart TV (Netflix access included). 32" HD Smart TVs are also in Master and Downstairs bedrooms. The Master bath includes a Jacuzzi tub, perfect for relaxing those muscles after a long day of skiing or hiking. Guest Access Super-fast WiFi is throughout the...
Amenities
Wifi
Parking
Additional info
Bedrooms:3
Sleeps:8
Bathrooms:3
Rating Overall Score100%
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Excellent
Chalet with Red Clay Tennis Court - Wild Fox Lodge
3br Chalet
3 Bedrooms
2 Bathrooms
8 Sleeps
Wifi,
Parking
- Details
Description
The Space Chalet was built in "72. The soaring ceiling, exposed beams and huge fireplace give it that authentic ski/tennis chalet vibe! The clay tennis court, though not commercial grade is in good condition, as it has been regularly maintained over the years. Totally acceptable for the average recreational player! Guest Access Entire house, tennis court and yard. Stay away from the creek at the bottom of the hill. Interaction with Guests In case of emergency, call 911, but I'm usually only 30 min away...
Amenities
Wifi
Parking
Additional info
Bedrooms:3
Sleeps:8
Bathrooms:2
Rating Overall Score100%
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Excellent
4 Season Secluded 3 Bedroom House with Lake Views
3br Bedroom
3 Bedrooms
2 Bathrooms
10 Sleeps
Pets OK,
Parking
- Details
Description
The Space Kitchen The kitchen features a refrigerator, oven with electric range, toaster, microwave, dishwasher and all the silverware, plates, bowls, etc any size party could need. The kitchen has an island that can seat three people. Dining Room There is also a large dining table in the dining room that can seat six people. The dining room features a view over-looking the backyard and the lake. The kitchen and dining room features an open floor plan. Mudroom Guests will...
Amenities
Pets OK
Parking
Additional info
Bedrooms:3
Sleeps:10
Bathrooms:2
Rating Overall Score100%
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Excellent
Charming Country Getaway - Golf/Skiing 2 Miles Mountain View
3br Other
3 Bedrooms
2 Bathrooms
8 Sleeps
- Details
Description
Brand new country guest house on 2 private acres with stream and pond surrounded by hundreds of acres of protected watershed land, is your family getaway for winter skiing, golf, summer adventures and viewing the fall foliage. Whether you like a private winery or a microbrewery; Alpine skiing or zip lining; antiquing or watching wildlife - it's all a few minutes from your doorstep. This newly constructed house has any amenity you would need. Upon arrival, you are greeted...
Additional info
Bedrooms:3
Sleeps:8
Bathrooms:2
Rating Overall Score100%
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Excellent
The Windham Loft
2br Home/Apartment
2 Bedrooms
1 Bathroom
5 Sleeps
Wifi,
Parking
- Details
Description
The Space The modern, open-air, loft apartment is cheerful and creatively appointed. The Windham Loft includes a full, modern kitchen stocked with a complete set of dishes, flatware and cookware. All towels and linens are provided with your stay. Satellite TV and high-speed internet are also included. Guest Access The entire apartment is private and completely available to guests. Interaction with Guests The Windham Loft is located above a ski/bike shop and adjoining cafe and staff are readily available for any...
Amenities
Wifi
Parking
Additional info
Bedrooms:2
Sleeps:5
Bathrooms:1
Rating Overall Score100%
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Excellent
Mountain House Retreat
5br Retreat
5 Bedrooms
2 Bathrooms
10 Sleeps
Wifi,
Pets OK,
Parking
- Details
Description
The Space Fully furnished, very comfortable, open living space. Property situated on 7+ beautiful acres in the Catskill mountains with panoramic views, large fresh water pond and lovely forest landscape. Guest Access The entire house and 7+ surrounding private acres of property, including private fresh water pond. Interaction with Guests We give you the key to the house at check-in, and the rest of your stay is yours to enjoy uninterrupted. But, if you need to get in touch with us during your stay,...
Amenities
Wifi
Pets OK
Parking
Additional info
Bedrooms:5
Sleeps:10
Bathrooms:2
Rating Overall Score100%
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Good
3 Minutes toWindham Mountain
3br Other
3 Bedrooms
3 Bathrooms
6 Sleeps
Wifi,
Parking
- Details
Description
The Space This house is less than 3 Minutes from Windham/ Windham Mountain. Complete high quality throughout. Outdoor Highlights ------------------------- Seasonal (winter) Views of Windham Mountain Huge Deck With BBQ and Seating Tree Lined Property with Open Field Kitchen ---------------- *Brand new kitchen with high end Frigidaire Range and commercial hood. *Pots, Pans, Plates, Forks, Knives... all the comforts of home. *Fully stocked spice rack with Old Bay Seasoning, salt, pepper, garlic, cinnamon, * Keurig coffee bar with a variety of coffees *Toaster...
Amenities
Wifi
Parking
Additional info
Bedrooms:3
Sleeps:6
Bathrooms:3
Rating Overall Score90%
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Excellent
*4SeasonNirvana*HotTub,WiFi,Frplc,WndhmMtnVw
4br Van
4 Bedrooms
2 Bathrooms
8 Sleeps
Wifi,
Parking
- Details
Description
The Space WELCOME HOME TO YOUR OASIS AWAY FROM IT ALL! Le Chalet Montreuil is set up as a TRUE SECOND HOME FURNISHED with all that you need and want for the entire length of your stay. There is no reason to ever leave the COMFORTS & CONVENIENCES of the chalet, if you so desired to stay on the property with all of the MODERN AMENITIES & TECHNOLOGY you need indoors and all of the NATURE & WILDERNESS outdoors! Le Chalet Montreuil is...
Amenities
Wifi
Parking
Additional info
Bedrooms:4
Sleeps:8
Bathrooms:2
Rating Overall Score100%
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Excellent
Windham NY, spacious home for families with kids
4br Home/Apartment
4 Bedrooms
3 Bathrooms
10 Sleeps
Wifi,
Parking
- Details
Description
This house is located on a cul-de-sac in a wooded area, you will like its privacy but also its closeness to Windham Ski Resort and downtown Windham. It is ideal for families with kids....
Amenities
Wifi
Parking
Additional info
Bedrooms:4
Sleeps:10
Bathrooms:3
Rating Overall Score100%
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Excellent
Brand new ski chalet five minutes to ski windham
4br Chalet
4 Bedrooms
3 Bathrooms
10 Sleeps
Wifi,
Parking
- Details
Description
The Space Beautiful new home on 4-1/2 landscaped acres surrounded with a fence and ranch entrance gate. Wooded area of property accessible by gates where there is a babbling brook. Front of home faces state forest and back of home faces rolling Meadow and lake. Home is complete with all the cooking supplies, toiletries, towels, linens, hairdryers, washer/dryer, hot tub on the rear deck, outdoor stone patio and fire pit ( wood supplied ) , outdoor dining area and lounge seating,...
Amenities
Wifi
Parking
Additional info
Bedrooms:4
Sleeps:10
Bathrooms:3
Rating Overall Score100%
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Excellent
Dancing Horse Farm - Ski Lodge and Horse Farm Near Windham Mountain
9br Hotel
9 Bedrooms
5 Bathrooms
32 Sleeps
Parking,
Wifi
- Details
Description
This luxury ski lodge is set on a working horse farm with 360 degree mountain views and is just minutes away from Windham Mountain Ski Resort. The lodge is situated at the end of a long, hemlock lined, private driveway. Once inside, your family and friends will find great spaces to be together and plenty of bedrooms to retreat to when the party is over. The main floor has a large kitchen, dining room and great room...
Amenities
Parking
Wifi
Additional info
Bedrooms:9
Sleeps:32
Bathrooms:5
Rating Overall Score100%
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Excellent
Luxury Log Home with Ski Windham Views
4br Home/Apartment
4 Bedrooms
5 Bathrooms
14 Sleeps
Wifi,
Pets OK,
Parking
- Details
Description
The Space Completely private and absolutely magnificent. Guest Access The entire home except locked and video recorded utility room. Interaction with Guests Available by phone. The Neighborhood Skiing, golfing, hiking, lakes, views. Getting Around Drive, especially a 4WD in snow. Other Things to Note You may not want to leave. ...
Amenities
Wifi
Pets OK
Parking
Additional info
Bedrooms:4
Sleeps:14
Bathrooms:5
Rating Overall Score100%
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Excellent
Winsome Windham - Secluded Chalet with Ski Windham Views
4br Chalet
4 Bedrooms
2 Bathrooms
14 Sleeps
Parking,
Wifi
- Details
Description
Built in 1987 this 4 bedroom, 2 full bathroom, charming tudor-style chalet was designed with an eye toward entertaining. The home has a large two and a half story great room with towering natural stone fireplace and massive two-story windows facing the runs at Windham Mountain. The great room is open to the kitchen and dining area which has a working woodstove, a dining table that seats eight, and a fully equipped kitchen. The dining room opens onto the...
Amenities
Parking
Wifi
Additional info
Bedrooms:4
Sleeps:14
Bathrooms:2
Rating Overall Score100%
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Excellent
NEW! 5BR Windham Home w/Game Room, Hot Tub & Views
5br Bedroom
5 Bedrooms
4 Bathrooms
16 Sleeps
Wifi,
Parking
- Details
Description
The Space THE PROPERTY RUNNING AN UPCOMING SUMMER SPECIAL: Book 3 nights get 1 night free. You can use it during your stay. Or you can come back. Please inquire with us. No holidays. Bedroom 1: King Bed | Bedroom 2: Queen Bed | Bedroom 3: 2 Twin Beds | Bedroom 4: 2 Twin Beds | Bedroom 5: 2 Twin-Over-Twin Bunk Beds | Common Room: Pullout Bed | Additional Sleeping: 2 Roll away Beds, Queen Air Mattress This Windham escape is a...
Amenities
Wifi
Parking
Additional info
Bedrooms:5
Sleeps:16
Bathrooms:4
Rating Overall Score100%
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Excellent
SNOWBIRD'S PARADISE! Minutes to Hunter & Windham
3br Other
3 Bedrooms
2 Bathrooms
8 Sleeps
Pets OK,
Parking,
Pool
- Details
Description
The Space Incredibly cozy, 3 bedroom/2 full bath chalet just minutes from Windham and Hunter Mountains. This home boasts wide plank floors, an incredible patio, expertly manicured grounds with fire-pit and bbq grill, a working wood-burning stove, HD Television (with DirectTV), a large eat-in-kitchen, giant loft and more. 8 acre grounds are extremely private and quiet - perfect for a romantic getaway or a full-season family/couples ski retreat. A fully fenced-in yard (2 acres) is perfect for well-behaved...
Amenities
Pets OK
Parking
Pool
Additional info
Bedrooms:3
Sleeps:8
Bathrooms:2
Rating Overall Score100%
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Excellent
SKIERS PARADISE! Just minutes to Windham & Hunter MTS
4br Chalet
4 Bedrooms
2 Bathrooms
8 Sleeps
- Details
Description
Incredibly cozy, 3 bedroom (plus loft bedroom with 3 beds)/2 full bath chalet just minutes from Windham and Hunter Mountains in the town of Lexington, NY. This home boasts wide plank floors, an incredible patio, expertly manicured grounds with fire-pit and bbq grill, a working wood-burning stove, HD Television (with DirectTV), a large eat-in-kitchen, giant loft and more. 8 acre grounds are extremely private and quiet - perfect for a romantic getaway or a full-season family/couples ski retreat....
Additional info
Bedrooms:4
Sleeps:8
Bathrooms:2
Rating Overall Score100%
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Excellent
Cutest Cabin in Windham with fire pit & BBQ Grill
1br Cabin
1 Bedroom
1 Bathroom
2 Sleeps
Parking
- Details
Description
The Space The cutest cabin is on 6 acres in Windham along with the main house my husband & I reside in. The cutest cabin was built by the Amish in Pennsylvania. Well made and the interior decorated adorably, aptly named, the cutest cabin! The cabin has a front porch with an Adirondack rocker sofa and table to relax with morning coffees. The cabin has a beautiful Queen Ann bed, sleeps 2 persons. Bed made up with fresh clean linens and comforter. Large flat...
Amenities
Parking
Additional info
Bedrooms:1
Sleeps:2
Bathrooms:1
Rating Overall Score100%
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Excellent
Cozy Condo- Windham, NY
Home/Apartment
1 Bathroom
4 Sleeps
Wifi,
Parking,
Pool
- Details
Description
The Space The space is yours for the weekend. You have access to the pool and tennis court. Interaction with Guests The owner and I live locally. We can answer any of your questions by text message or phone call. The Neighborhood Very close to Main Street Windham, Windham Mountain, Elm Ridge and the fun loops mountain bike trails, Windham high peak and Hunter Mountain. Getting Around Driving or biking is the best form of transportation ...
Amenities
Wifi
Parking
Pool
Additional info
Sleeps:4
Bathrooms:1
Rating Overall Score100%
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Excellent
No Longer Available - Beautiful Cabin in the Sky with Windham Mt Views
3br Cabin
3 Bedrooms
2 Bathrooms
7 Sleeps
- Details
Description
2018 will be A GREAT YEAR, come enjoy the SNOW and fresh mountain air with plenty of free firewood. Wonderfully Bright and Comfortable Log Cabin with a View of the Windham Mountain. This Lovely and Comfortable home is secluded in the mountains and is adjacent to two state forests, it is 2,300 feet elevation on a picturesque plowed mountain road, quiet and serene. Apres Ski come back to a wood burning fireplace and a well equipped kitchen. Enjoy...
Additional info
Bedrooms:3
Sleeps:7
Bathrooms:2
Rating Overall Score100%
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Excellent
Windham Ski house, beautiful views
3br Home/Apartment
3 Bedrooms
2 Bathrooms
6 Sleeps
- Details
Description
The Space Comfy home. Its location on a downslope makes it feel secluded. It faces southeast and with expansive views, the morning sunrise over Blackdome Mtn is beautiful. At night, its a great star gazing spot. Also, this home has a great sledding hill. Guest Access There are 3 sleds in the back of the house and there are snowshoes in utility room. Guests have access to hiking and sledding on property. Interaction with Guests Myself or my wife are available at any time to...
Additional info
Bedrooms:3
Sleeps:6
Bathrooms:2
Rating Overall Score100%
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Excellent
Luxurious and Peaceful Catskills Windham Chalet
5br Chalet
5 Bedrooms
3 Bathrooms
15 Sleeps
Wifi,
Parking
- Details
Description
The Space The home has a Modern open floor plan with vaulted ceiling, wood burning fireplace and gleaming hardwood floors. The wall of glass in the great room allows an abundance of natural sunlight. Sliding glass doors off the dining and living room leads to a large deck with mountain views. The peaceful master en suite offers a Jacuzzi tub and doors leading to a private deck with views. The full walkout with a 9' ceiling and radiant heat offers...
Amenities
Wifi
Parking
Additional info
Bedrooms:5
Sleeps:15
Bathrooms:3
Rating Overall Score100%
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Excellent
Charming Mountain Home/ Ultra Modern Big Kitchen
3br Home/Apartment
3 Bedrooms
2 Bathrooms
6 Sleeps
Wifi,
Parking
- Details
Description
Guest Access Large deck with barbecue is accessible as well as a walk over our bridge behind our home for a view of a serene setting. Interaction with Guests We are available daily for any information or help from morning till evening for any assistance. The Neighborhood You can go for a scenic walk across the street and see and interact with 6 beautiful horses or take a short scenic walk up the street for other animals to see , miniature ponies and others. Getting Around On...
Amenities
Wifi
Parking
Additional info
Bedrooms:3
Sleeps:6
Bathrooms:2
Rating Overall Score100%
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Excellent
Stargazers paradise
2br Other
2 Bedrooms
1 Bathroom
4 Sleeps
Wifi,
Pets OK,
Parking
- Details
Description
The Space The space is an apartment on the ground floor of a two story home. Furnished with country chic antiques, and 100% cotton linens. It sleeps 4 adults comfortably and a futon/couch for kids. The apartment is very sunny, spotlessly clean. Cool in the summer, and comfortable. It is fully equipped with everything you'll need including TV, Wifi and everything for the kitchen. All sheets towels, soap, and shampoo are included. There is also parking on the property. Guest Access You'll have...
Amenities
Wifi
Pets OK
Parking
Additional info
Bedrooms:2
Sleeps:4
Bathrooms:1
Rating Overall Score100%
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Excellent
Catskills Get Away - Windham
2br Other
2 Bedrooms
2 Bathrooms
4 Sleeps
Parking
- Details
Description
The Space Guests have use and access to fully equipped kitchen, 2 double bedrooms, 2 full bathrooms. A mezzanine with double bed and futon( pre-approval if 3 beds are needed for 4 people), large open plan living and dining area. Hot tub, private deck, gas and charcoal BBQ. DVD and book libraries Guest Access All first floor living areas, 2 bedrooms, 2 bathrooms, kitchen, living and dining area, mezzanine, deck area. Interaction with Guests I am available by phone and or text while guests are...
Amenities
Parking
Additional info
Bedrooms:2
Sleeps:4
Bathrooms:2
Rating Overall Score100%
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Excellent
Cozy ski house minutes from Town!
3br Home/Apartment
3 Bedrooms
1 Bathroom
6 Sleeps
Wifi,
Breakfast,
Parking
- Details
Description
The Space Enjoy the cosines of this small 3 bedroom home in the winter with all you need to keep warm after the slopes! Fireplace, hot tub and a warm soft bed. Guest Access Guests can access all spaces of the house. The barn is not accessible for guests. Plenty of car parking in the driveway. Interaction with Guests Eric and Heather are available to reach by text or call at any time. The Neighborhood This house is on one acre in a country setting. The house...
Amenities
Wifi
Breakfast
Parking
Additional info
Bedrooms:3
Sleeps:6
Bathrooms:1
Rating Overall Score100%
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Excellent
4 Bedroom Condo, Close to Golf Courses and Biking
4br Bedroom
4 Bedrooms
3 Bathrooms
10 Sleeps
Wifi,
Parking,
Pool
- Details
Description
The Space Washer/dryer Deck with gas grill Working firelplace Bedding provided Outdoor ski closet 2 parking spaces Community Pool ...
Amenities
Wifi
Parking
Pool
Additional info
Bedrooms:4
Sleeps:10
Bathrooms:3
Rating Overall Score100%
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Excellent
Charming Swiss chalet in Windham.
3br Chalet
3 Bedrooms
2 Bathrooms
8 Sleeps
Parking
- Details
Description
A charming chalet with beautiful views and a few minute drive to Windham mountain, minutes from hiking, biking and restaurants. 3 bedrooms plus a family room with a sofa bed, 2 bathrooms, front and back porch, 2 car garage plus outdoor space. Comfortably fits 8. House includes: washer/dryer, fully equipped kitchen including coffee maker and toaster, board games, toys and books for kids....
Amenities
Parking
Additional info
Bedrooms:3
Sleeps:8
Bathrooms:2
Rating Overall Score100%
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Excellent
Entire Home! Windham/Hunter Mountain Getaway! Beautiful Catskills & Fresh Air
3br Home/Apartment
3 Bedrooms
2 Bathrooms
6 Sleeps
- Details
Description
Single Family country style home with views of the slopes. 2 minute drive (2 miles) to Windham Ski Resort and 10 minutes from the Hunter Mountain Ski Resort. The house feels very welcoming and cozy! All amenities you have at your own home! Super yummy restaurants, Windham Movie Theatre, Mini-Golf, Gas station, Bank, Grocery Mart, and Library nearby The house has Wi-Fi, Laundry, all paper supplies provided, towels and bedding also provided, K-Cup Machine in the kitchen, microwave, stove/oven, dishwasher,...
Additional info
Bedrooms:3
Sleeps:6
Bathrooms:2
Rating Overall Score100%
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Excellent
Beautiful & clean 2 bedroom apt with great views!
2br Bedroom
2 Bedrooms
1 Bathroom
4 Sleeps
Wifi,
Parking
- Details
Description
Beautifully decorated, spacious, lower level apt in a new log home in Windham, NY. It comes fully equipped & is conveniently located near town; close to restaurants & bars, golf courses, mountain bike park, walking & hiking trails, lakes, waterfalls, music festivals, etc. It is also close to Hunter Mtn., Durham, & Woodstock. It has great views of the Catskill Mtns & is perfect for both vacationing couples or solo adventurers....
Amenities
Wifi
Parking
Additional info
Bedrooms:2
Sleeps:4
Bathrooms:1
Rating Overall Score100%

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Vacation Rentals in Windham

Choose the perfect accommodation for your trip at AllTheRooms.com. We aggregate Airbnb, Homeaway, VRBO and more. Windham has 339 hotels, vacation rentals and other unique places to stay, with prices to suit budget travelers, luxury travelers and everything in between. A trip to Windham can be affordable - our lowest price accommodation is available at $10 per night. The average price of accommodation in is $357 per night.

Those looking to get some work done during their trip to Windham can pick from 128 places to stay that provide WiFi. 19 of our accommodations in include a breakfast in the price. Fitness addicts can get a workout in during their stay by choosing from accommodations that have gym facilities. If you're planning on arriving in Windham by car, be sure to choose from 127 accommodations that provide parking. 14 accommodations come with a pool or jacuzzi

Those traveling with a dog, cat or some other animal can stay in one of 45 accommodations that are designated as pet-friendly.

In Windham AllTheRooms currently aggregates hotels, vacation rentals, hostels from more than 5 providers, including 133 places to stay from Airbnb, 43 accommodations from Homeaway and 43 places to stay from VRBO.

222 accommodations in Windham have been reviewed: 64% are rated excellent or good. You can instantly book any of 108 places to stay right now.

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Vacation Rentals in Windham

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