Holiday Rentals in Windham
Where to?
Check-in
— / — / —
Check-out
— / — / —
Guests
0 rooms, 2+ guests
Bedrooms
Bathrooms
Amenities
Suitability
Property type
Distinctive Features
Distance from
1 km
181 rentals in Windham.
Sort by:
Tripadvisor Sort
Revenue impacts this sort order. Learn more.
Ski Windham House Family Friendly!
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
More info
Check-in
Check-out
Charming Mountain Retreat Lg Mod/Kit on Stream/Fire-pit/Hot Tub
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
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
More info
Check-in
Check-out
Dancing Horse Farm - Ski Lodge and Farm 3 Miles from Windham Mountain
Holiday Rental House
9 bedrooms
5 bathrooms
Sleeps 30
Match: Sleeps
More info
Check-in
Check-out
Windham: Ski Weeks & Weekends AVAIL! High Speed WIFI, Close to Mountain
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
*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
More info
Check-in
Check-out
Payment Protection
Cozy Caboose in the city
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out
Luxury Log Home with Ski Windham views
Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 16
Match: Sleeps
More info
Check-in
Check-out
Windham Mtn.-Walking distance to trail and base lodge!
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
More info
Check-in
Check-out
Timber frame home only 5 minutes from Windham Mountain - perfect for 2 families!
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
FRESH SNOWSTORM Cutest Cabin in Windham for 2 People
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out
Catskill Bungalow, Tiny House, Cozy Getaway Cabin for 2 by Hunter and Windham
Cabin Holiday Rental
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
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
More info
Check-in
Check-out
5-Star Luxury Condo On Mountain: Ski-in & Ski-out
Condo/Apartment
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
More info
Check-in
Check-out
5 Min to Windham Mtn! Luxury Retreat w/ Mountain Views! Natural Swimming Pond
Holiday Rental House
8 bedrooms
7 bathrooms
Sleeps 22
Match: Sleeps
More info
Check-in
Check-out
Catskill Cottage Vacation Rental - Cozy Getaway by Windham and Hunter Mountain
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Waterfront Secluded Log-house w/Sauna, Games, More, Mins To Town & Activities
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
More info
Check-in
Check-out
Gorgeous Windham Retreat With Views Of The Slopes Only 3 Minutes To Town!
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
More info
Check-in
Check-out
Retreat mountain home
Holiday Rental House
5 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
More info
Check-in
Check-out
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
More info
Check-in
Check-out
Foot of fresh SNOW Amazing skiing & snowboarding
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
The Xenia - A 4 Seasons Family Friendly Spacious Mountain Home
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 14
Match: Sleeps
More info
Check-in
Check-out
*4 Season Nirvana*Hot Tub*WiFi*Fire Pit*Fireplace*2 WEBERs*Windhm Mtn Views*
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
Windham Private heated indoor pool.
Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
More info
Check-in
Check-out
Redwood Retreat in Windham - minutes to the Mountain!
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Ready for your family if you need a retreat.
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
"New Home" Idyllic Mt Views ,Pond & Horse farm views 2 min to Town
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
Check-in
Check-out
3-Bedroom Family Home
Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
'Windham Manor' on 45 Acres - 5 Mi. to Ski Resort!
Holiday Rental House
12 bedrooms
10 bathrooms
Sleeps 33
Match: Sleeps
More info
Check-in
Check-out
Ultra Clean, Modern, Close to Windham Mountain... Available tonight, Book Now!.
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
ON MOUNTAIN - 4 BED, 4 BATH RETREAT - WALK TO SLOPES!
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 13
Match: Sleeps
More info
Check-in
Check-out
Cozy townhouse steps away from Windham Mountain- zip code 12496
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
More info
Check-in
Check-out
Windham Family Getaway
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
More info
Check-in
Check-out
Windham Mountain Village - Walk to Slopes - 2 Bedroom/2 Bathroom Condo
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
ON MOUNTAIN - 4 BED, 4 BATH RETREAT - WALK TO SLOPES!
Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 14
Match: Sleeps
More info
Check-in
Check-out
Year-Round Relaxing Mountain Escape
Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 5
Match: Sleeps
More info
Check-in
Check-out
Ski season 2022/23 nov-15 to april 1, 2023
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Spacious Retreat with Luxurious View
Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 14
Match: Sleeps
More info
Check-in
Check-out
'The Mountain House:' Windham Retreat w/ Hot Tub!
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
Tuscan Year Round Beauty / Weddings - Gatherings - Outdoor Kitchen - PickleBall
Holiday Rental House
6 bedrooms
3 bathrooms
Sleeps 14
Match: Sleeps
More info
Check-in
Check-out
The perfect mountain getaway nestled in the woods 2 min from downtown Windham.
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 15
Match: Sleeps
More info
Check-in
Check-out
Above & beyond. Perfect house for family, friends & fresh air.
Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
More info
Check-in
Check-out
Studio 3 BEDS-SLEEPS 3
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
More info
Check-in
Check-out
Catskill Getaway - Ideal for Skiers Windham and Hunter Mountain Vacation Rental
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Windham Condominium! 2BR/2B, Sleeps 6-8. Strong Private Wi-Fi! ⬇️
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
Luxury Home on Windham Mountain! Walk to Slopes
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 11
Match: Sleeps
More info
Check-in
Check-out
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
More info
Check-in
Check-out
All Season Luxury Condo in Windham/ Ski On - Ski Off
Condo/Apartment
4 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
More info
Check-in
Check-out
Catskill Domeo - Romantic and Magical Geodesic Glamping Dome in the Catskills!
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Modern Mountain House 5Bd/3Ba, HotTub, 4 Season Room, 5 min from Windham Mtn
Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
More info
Check-in
Check-out
Showing results 1-50 of 181
Frequently Asked Questions about Windham
- Yes, here are some popular holiday rentals in Windham that have a pool:
- WM Village walking distance to Windham Mt Hot Tub Pool 3b, 3Bath SKI
- 5-Star Luxury Condo On Mountain: Ski-in & Ski-out
- 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***