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204 timeshares
Beautiful mountain lodge home
Catskill Region / Windham
3 8 1 night min
- 3 bedrooms
- sleeps 8
- 1 night min
- Child Friendly
- Air conditioning
- Pet Friendly
Map
Price per night from
$373
Price per night from
$373
Certificate of Excellence
Catskill Cottage Vacation Rental - Cozy Getaway by Windham and Hunter Mountain
Catskill Region / Windham
2 6 min stay varies
- 2 bedrooms
- sleeps 6
- min stay varies
- Car not necessary
- Air conditioning
- Private garden
Certificate of Excellence
Map
Price per night from
$86
Responds fast!
avg. 2 hours 16 minutes
Price per night from
$86
Secluded Charming Water Front Log Home
Catskill Region / Windham
4 15 2 nights min
- 4 bedrooms
- sleeps 15
- 2 nights min
- Ski
- Child Friendly
- Private garden
Map
Price per night from
$343
Price per night from
$343
Certificate of Excellence
Catskill Bungalow, Tiny House, Cozy Getaway Cabin for 2 by Hunter and Windham
Catskill Region / Windham
1 2 min stay varies
- 1 bedroom
- sleeps 2
- min stay varies
- Car not necessary
- Air conditioning
Certificate of Excellence
Map
Price per night from
$81
Responds fast!
avg. 2 hours 16 minutes
Price per night from
$81
***2BR/2BA Beautiful Mountain Views, Close to Mtn & Downtown***
Catskill Region / Windham
2 5 2 nights min
- 2 bedrooms
- sleeps 5
- 2 nights min
- Child Friendly
- Pet Friendly
Map
Price per night from
$201
Responds fast!
avg. 2 hours 2 minutes
Price per night from
$201
Windham Mountain Ski House with Great Views
Catskill Region / Windham
3 8 2 nights min
- 3 bedrooms
- sleeps 8
- 2 nights min
- Child Friendly
Map
Price per night from
$401
Price per night from
$401
Two-Story, 3-Bedroom Family Home
Catskill Region / Windham
3 4 2 nights min
- 3 bedrooms
- sleeps 4
- 2 nights min
- Child Friendly
- Private garden
Map
Price per night from
$229
Price per night from
$229
The Mountain House: The Perfect 4 Season Retreat
Catskill Region / Windham
8 22 3 nights min
- 8 bedrooms
- sleeps 22
- 3 nights min
- Ski
- Child Friendly
- Air conditioning
Map
Price per night from
$2,930
Responds fast!
avg. 3 hours 28 minutes
Price per night from
$2,930
Brand new 4-bedroom ski chalet with bucolic mountain, lake and meadow views.
Catskill Region / Windham
4 10 2 nights min
- 4 bedrooms
- sleeps 10
- 2 nights min
- Ski
- Child Friendly
- Air conditioning
Map
Price per night from
$630
Price per night from
$630
A Stunning Upstate NY Property
Catskill Region / Windham
4 8 2 nights min
- 4 bedrooms
- sleeps 8
- 2 nights min
- Child Friendly
- Pet Friendly
Map
Price per night from
$879
Price per night from
$879
NEW! Sleek 4BR Windham House w/Hot Tub & Mtn Views
Catskill Region / Windham
4 10 min stay varies
- 4 bedrooms
- sleeps 10
- min stay varies
- Child Friendly
- Ask about pets
Map
Price per night from
$528
Responds fast!
avg. 9 minutes
Price per night from
$528
Certificate of Excellence
*4SeasonNirvana*Hot Tub, WiFi, Fire Pit, Fireplace, 2 WEBERs, Wndhm Mtn Vw
Catskill Region / Windham
4 8 min stay varies
- 4 bedrooms
- sleeps 8
- min stay varies
- Nearest beach 29 mi
- Child Friendly
- Air conditioning
Certificate of Excellence
Map
Price per night from
$206
Responds fast!
avg. 36 minutes
Price per night from
$206
Mountain House Retreat:Let It Snow! Book Now! Over 1 Foot Of Fresh Powdered Snow
Catskill Region / Windham
5 10 2 nights min
- 5 bedrooms
- sleeps 10
- 2 nights min
- Child Friendly
- Pet Friendly
- Private garden
Map
Price per night from
$352
Price per night from
$352
Chickadee Chalet
Catskill Region / Windham
2 4 2 nights min
- 2 bedrooms
- sleeps 4
- 2 nights min
- Ski
Map
Price per night from
$401
Price per night from
$401
Windham Mountain Ski House
Catskill Region / Windham
5 10 90 nights min
- 5 bedrooms
- sleeps 10
- 90 nights min
- Child Friendly
- Private garden
Map
Price per night from
$571
Price per night from
$571
The Catskills Tranquility House
Catskill Region / Windham
3 10 2 nights min
- 3 bedrooms
- sleeps 10
- 2 nights min
- Beach / lakeside relaxation
- Ski
- Child Friendly
Map
Price per night from
$344
Price per night from
$344
Country Convenient 2, 2bd townhouse Windham Hunter
Catskill Region / Windham
2 4 2 nights min
- 2 bedrooms
- sleeps 4
- 2 nights min
- Child Friendly
Map
Price per night from
$98
Responds fast!
avg. 2 hours 45 minutes
Price per night from
$98
The Presidential Suite at Brie & Bordeaux
Catskill Region / Windham
3 6 2 nights min
- 3 bedrooms
- sleeps 6
- 2 nights min
- Child Friendly
- Air conditioning
Map
Price per night from
$485
Price per night from
$485
Catskill Domeo - Romantic and Magical Geodesic Glamping Dome in the Catskills!
Catskill Region / Windham
1 4 min stay varies
- 1 bedroom
- sleeps 4
- min stay varies
- Car not necessary
- Air conditioning
Map
Price per night from
$101
Responds fast!
avg. 2 hours 16 minutes
Price per night from
$101
The Xenia
Catskill Region / Windham
4 16 2 nights min
- 4 bedrooms
- sleeps 16
- 2 nights min
- Child Friendly
Map
Price per night from
$571
Price per night from
$571
Beautiful apartment with great views!
Catskill Region / Windham
2 4 2 nights min
- 2 bedrooms
- sleeps 4
- 2 nights min
- Child Friendly
- Private garden
Map
Price per night from
$235
Responds fast!
avg. 3 hours 46 minutes
Price per night from
$235
Mountain Treasure Cottage, WIndham, NY
Catskill Region / Windham
2 8 2 nights min
- 2 bedrooms
- sleeps 8
- 2 nights min
- Child Friendly
- Car not necessary
- Air conditioning
Map
Price per night from
$286
Responds fast!
avg. 2 hours 47 minutes
Price per night from
$286
Cristal pound at Windham ski resort
Catskill Region / Windham
4 10 4 nights min
- 4 bedrooms
- sleeps 10
- 4 nights min
Price per night from
$235
Price per night from
$235
Amazing Mountain Views, Total Privacy
Catskill Region / Windham
4 13 2 nights min
- 4 bedrooms
- sleeps 13
- 2 nights min
- Child Friendly
- Air conditioning
- Private garden
Map
Price per night from
$331
Price per night from
$331
WINDHAM MAGNIFICENT HOLIDAY GETAWAY
Catskill Region / Windham
5 18 2 nights min
- 5 bedrooms
- sleeps 18
- 2 nights min
- Ski
- Child Friendly
Map
Price per night from
$1,054
Price per night from
$1,054
Catskill Getaway - Ideal for Skiers Windham and Hunter Mountain Vacation Rental
Catskill Region / Windham
1 3 min stay varies
- 1 bedroom
- sleeps 3
- min stay varies
- Car not necessary
- Air conditioning
Map
Price per night from
$79
Responds fast!
avg. 2 hours 16 minutes
Price per night from
$79
NEW! Cozy Windham Condo w/ Pool & Tennis Courts!
Catskill Region / Windham
1 4 min stay varies
- 1 bedroom
- sleeps 4
- min stay varies
- Swimming pool
- Ski
- Child Friendly
Map
Price per night from
$149
Responds fast!
avg. 36 minutes
Price per night from
$149
Restored Firehouse w/Theater 1mi to Windham Mtn!
Catskill Region / Windham
4 16 min stay varies
- 4 bedrooms
- sleeps 16
- min stay varies
- Ski
- Child Friendly
- Air conditioning
Map
Price per night from
$802
Responds fast!
avg. 36 minutes
Price per night from
$802
NEW! Catskills Area Loft-Style Condo in Downtown!
Catskill Region / Windham
Studio 6 min stay varies
- Studio
- sleeps 6
- min stay varies
- Ski
- Child Friendly
- Air conditioning
Map
Price per night from
$183
Responds fast!
avg. 36 minutes
Price per night from
$183
'Windham Manor' on 45 Acres - 5 Mi. to Ski Resort!
Catskill Region / Windham
12 33 min stay varies
- 12 bedrooms
- sleeps 33
- min stay varies
- Ski
- Child Friendly
- Air conditioning
Map
Price per night from
$1,947
Responds fast!
avg. 36 minutes
Price per night from
$1,947
NEW! Spacious House - 1 Mi. to Windham Ski Resort!
Catskill Region / Windham
5 13 min stay varies
- 5 bedrooms
- sleeps 13
- min stay varies
- Ski
- Child Friendly
Map
Price per night from
$172
Responds fast!
avg. 36 minutes
Price per night from
$172
Amazing 4 BR on Windham
Catskill Region / Windham
4 8 2 nights min
- 4 bedrooms
- sleeps 8
- 2 nights min
- Child Friendly
- Air conditioning
- Private garden
Map
Price per night from
$315
Price per night from
$315
Great rentals within 20 miles that match your search
Distance approx 7.83 km from Windham Show on Map
Lovely country home in the Catskills
Durham / East Durham
4 8 2 nights min
- 4 bedrooms
- sleeps 8
- 2 nights min
- Child Friendly
- Air conditioning
- Pet Friendly
Map
Price per night from
$352
Responds fast!
avg. 2 hours 54 minutes
Price per night from
$352
Distance approx 19.44 km from Windham Show on Map
Margaret's Cottage in Woodstock Village
Catskill Region / Woodstock
2 4 2 nights min
- 2 bedrooms
- sleeps 4
- 2 nights min
- Child Friendly
- Car not necessary
- Air conditioning
Map
Price per night from
$194
Price per night from
$194
Distance approx 16.91 km from Windham Show on Map
Certificate of Excellence
Mountain Top Retreat, 116 private acres
Catskill Region / Hobart
2 6 2 nights min
- 2 bedrooms
- sleeps 6
- 2 nights min
- Child Friendly
- Private garden
Certificate of Excellence
Map
Price per night from
$176
Responds fast!
avg. 3 hours 6 minutes
Price per night from
$176
Distance approx 10.95 km from Windham Show on Map
Cozy Cottage
Catskill Region / Hunter
2 4 2 nights min
- 2 bedrooms
- sleeps 4
- 2 nights min
- Nearest beach 2 mi
- Child Friendly
- Private garden
Map
Price per night from
$176
Responds fast!
avg. 3 hours 20 minutes
Price per night from
$176
Distance approx 17.84 km from Windham Show on Map
Blue Mountain Guest House
Catskill Region / Saugerties
1 4 2 nights min
- 1 bedroom
- sleeps 4
- 2 nights min
- Child Friendly
- Air conditioning
- Pet Friendly
Map
Price per night from
$264
Price per night from
$264
Distance approx 18.65 km from Windham Show on Map
Relaxing Zen Cabin
Catskill Region / Woodstock
1 4 min stay varies
- 1 bedroom
- sleeps 4
- min stay varies
- Child Friendly
Map
Price per night from
$184
Price per night from
$184
About Windham
Known to Native Americans as 'The Land in the Sky', Windham is perfect for the outdoor enthusiast. With nature and activities at the heart of the town, you'll have plenty to do and see. Book your Windham vacation rental with FlipKey today.
About Windham
Windham is a town located in Greene County and was first settled in around 1780. These days, locals gain their main source of income from the ski resort in the Windham mountains, which attracts tourists from the New York area three hours away. It features 54 trails and 12 lifts, with its highest peak at 3,100 feet.
If you fancy trekking around the rivers and streams, you'll be sure to find a large variety of fish and other wildlife, such as deer and turkeys.
What to do
As mentioned, Windham Mountain Resort is the main reason why tourists travel to this particular town in New York. With ninety-seven percent snow coverage, you'll have the best possible snow conditions to make the most of your trip. This activity would definitely be for thrill-seekers looking to add another cool activity to their bucket-list!
There's also an adventure park at Windham Mountain—another exciting experience for those looking for active pursuits. Here, you can have a go on a high zip-line, try off-road go-karting, trampolines and even test your skills at a skate park.
You may even decide to take a trip to Windham Golf Club where you can play on an 18-hole golf course. This charming course in the picturesque Catskills was designed in 1928.
While there's plenty to keep outdoors enthusiasts occupied, there's also the option to completely chill-out. The town is filled with relaxing spas which offer several treatments, so you can feel fully refreshed after a tiring day.
Top travel tips
To get around Windham, use a car—there are no major public transport. This is especially relevant if you wish to go to the Windham Mountain due to the remoteness of the area.
There are bike rentals you can hire for your vacation, which is perfect if you wish to explore more of the area.
The weather in Windham is fairly cool all year round, which is to be expected of a snow resort! In the months of January and February, temperatures can reach lows of -1 degree Fahrenheit.
Take a trip to Windham this year for an outdoor adventure you'll never forget. Packed with active pursuits and relaxing scenic views, this small town is definitely worth the visit. Book your Windham rental with FlipKey and experience it for yourself.
What is Certificate of Excellence?
TripAdvisor gives a Certificate of Excellence to accommodations, attractions and restaurants that consistently earn great reviews from travelers.