Holiday Rentals in Windham
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Bedrooms
Bathrooms
Amenities
Suitability
Property type
Distinctive Features
176 rentals in Windham.
Ski Windham House Family Friendly!
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
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DREAM LOG CABIN 110 Acres/Hot Tub/ 5 Minutes to the slopes/pond/river/internet
Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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*4 Season Nirvana*Hot Tub, WiFi, Fire Pit, Fireplace, 2 WEBERs, Wndhm Mtn Vw
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Charming Mountain Retreat Lg Mod/Kit on Stream/Fire-pit/Hot Tub
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Windham: Ski Weeks & Weekends AVAIL! High Speed WIFI, Close to Mountain
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Luxury Log Home with Ski Windham views
Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 16
Match: Sleeps
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Catskill Bungalow, Tiny House, Cozy Getaway Cabin for 2 by Hunter and Windham
Cabin Holiday Rental
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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FRESH SNOWSTORM Cutest Cabin in Windham for 2 People
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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'Windham Manor' on 45 Acres - 5 Mi. to Ski Resort!
Holiday Rental House
12 bedrooms
10 bathrooms
Sleeps 33
Match: Sleeps
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Windham Mtn.-Walking distance to trail and base lodge!
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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5-Star Luxury Condo On Mountain: Ski-in & Ski-out
Condo/Apartment
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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5 Min to Windham Mtn! Luxury Retreat w/ Mountain Views! Natural Swimming Pond
Holiday Rental House
8 bedrooms
7 bathrooms
Sleeps 22
Match: Sleeps
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Waterfront Secluded Log-house w/Sauna, Games, More, Mins To Town & Activities
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Catskill Cottage Vacation Rental - Cozy Getaway by Windham and Hunter Mountain
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Gorgeous Windham Retreat With Views Of The Slopes Only 3 Minutes To Town!
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Windham Private heated indoor pool.
Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Dancing Horse Farm - Ski Lodge and Farm 3 Miles from Windham Mountain
Holiday Rental House
9 bedrooms
5 bathrooms
Sleeps 30
Match: Sleeps
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*GUT RENO 4 Season Nirvana*Hot Tub*WiFi*Fire Pit*Fireplace*Windhm Mtn View*2BBQs
Holiday Rental House
5 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Walk to slopes at Windham! Great ski home for families. Golf, bike, & hike too.
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Foot of fresh SNOW Amazing skiing & snowboarding
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Timber frame home only 5 minutes from Windham Mountain - perfect for 2 families!
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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"New Home" Idyllic Mt Views ,Pond & Horse farm views 2 min to Town
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Cozy Caboose in the city
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Ultra Clean, Modern, Close to Windham Mountain... Available tonight, Book Now!.
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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ON MOUNTAIN - 4 BED, 4 BATH RETREAT - WALK TO SLOPES!
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 13
Match: Sleeps
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The Xenia - A 4 Seasons Family Friendly Spacious Mountain Home
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 14
Match: Sleeps
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Ski season 2022/23 nov-15 to april 1, 2023
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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'The Mountain House:' Windham Retreat w/ Hot Tub!
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Windham Family Getaway
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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ON MOUNTAIN - 4 BED, 4 BATH RETREAT - WALK TO SLOPES!
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
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Year-Round Relaxing Mountain Escape
Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 5
Match: Sleeps
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Tuscan Year Round Beauty / Pickle Ball- Outdoor Kitchen
Holiday Rental House
6 bedrooms
3 bathrooms
Sleeps 14
Match: Sleeps
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Spacious Retreat with Luxurious View
Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 14
Match: Sleeps
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Retreat mountain home
Holiday Rental House
5 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Ready for your family if you need a retreat.
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Wonderful mountain home for all of your family adventures!
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 15
Match: Sleeps
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Above & beyond. Perfect house for family, friends & fresh air.
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Relax!! Escape the city!! Updated condo w Mtn views from deck w/ turbo internet
Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Windham Condominium! 2BR/2B, Sleeps 6-8. Strong Private Wi-Fi! ⬇️
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Luxury Home on Windham Mountain! Walk to Slopes
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 11
Match: Sleeps
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Luxurious,spacious 4500 sq ft home,hot tub & sauna,in center of downtown Windham
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 11
Match: Sleeps
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Redwood Retreat in Windham - minutes to the Mountain!
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Catskill Domeo - Romantic and Magical Geodesic Glamping Dome in the Catskills!
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Catskill Getaway - Ideal for Skiers Windham and Hunter Mountain Vacation Rental
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Windham Townhouse - Base of Mountain
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Windham Mountain Ski House with great views of Windham and the Valley.
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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3-Bedroom Family Home
Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Catskill Mountain Home In Windham, NY
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Studio 3 BEDS-SLEEPS 3
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Private family home! 4 miles to Windham Mtn!
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Showing results 1-50 of 176
Frequently Asked Questions about Windham
- Yes, here are some popular holiday rentals in Windham that have a pool:
- 5-Star Luxury Condo On Mountain: Ski-in & Ski-out
- WM Village walking distance to Windham Mt Hot Tub Pool 3b, 3Bath SKI
- Catskill Bungalow, Tiny House, Cozy Getaway Cabin for 2 by Hunter and Windham
- Yes, here are some popular holiday rentals in Windham that have internet access:
- Catskill Bungalow, Tiny House, Cozy Getaway Cabin for 2 by Hunter and Windham
- Catskill Cottage Vacation Rental - Cozy Getaway by Windham and Hunter Mountain
- *4 Season Nirvana*Hot Tub, WiFi, Fire Pit, Fireplace, 2 WEBERs, Wndhm Mtn Vw
- Some of the most popular kid friendly rentals in Windham are:
- *4 Season Nirvana*Hot Tub, WiFi, Fire Pit, Fireplace, 2 WEBERs, Wndhm Mtn Vw
- Mountain House Retreat
- ***2BR/2BA Beautiful Mountain Views, Close to Mtn & Downtown***