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Windham Family & Kid Friendly Rentals

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155 rentals in Windham.
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Charming Mountain Retreat Lg Mod/Kit on Stream/Fire-pit/Hot Tub
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Kid friendly
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Dancing Horse Farm - Ski Lodge and Farm 3 Miles from Windham Mountain
Rental Home
9 bedrooms
5 bathrooms
Sleeps 30
Match: Sleeps, Kid friendly
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FRESH SNOWSTORM Cutest Cabin in Windham for 2 People
Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps, Kid friendly
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Luxury Log Home with Ski Windham views
Rental Home
4 bedrooms
5 bathrooms
Sleeps 16
Match: Sleeps, Kid friendly
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View of Le Chalet Montreuil from Fire Pit with 8 Adirondack Chairs
View of Windham Mountain from Fire Pit with 8 Adirondack Chairs
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*4 Season Nirvana*Hot Tub, WiFi, Fire Pit, Fireplace, 2 WEBERs, Wndhm Mtn Vw
Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps, Kid friendly
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Windham Log Cabin on 35 Acres
Rental Home
6 bedrooms
5 bathrooms
Sleeps 16
Match: Sleeps, Kid friendly
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DREAM LOG CABIN 110 Acres/Hot Tub/ 5 Minutes to the slopes/pond/river/internet
Rental Home
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps, Kid friendly
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'Windham Manor' on 45 Acres - 5 Mi. to Ski Resort!
Rental Home
12 bedrooms
10 bathrooms
Sleeps 33
Match: Sleeps, Kid friendly
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Timber frame home 5 minutes from Windham Mountain. Perfect for 2 families!
Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps, Kid friendly
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5-Star Luxury Condo On Mountain: Ski-in & Ski-out
Condo/Apartment
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps, Kid friendly
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Ski Windham House Family Friendly!
Rental Home
3 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps, Kid friendly
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5 Min to Windham Mtn! Luxury Retreat w/ Mountain Views! Natural Swimming Pond
Rental Home
8 bedrooms
7 bathrooms
Sleeps 22
Match: Sleeps, Kid friendly
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Windham Condominium! Strong Private WiFi! 2BR/2B, Sleeps 6-8 ⬇️
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps, Kid friendly
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*4 Season Nirvana*Hot Tub*WiFi*Fire Pit*Fireplace*2 WEBERs*Windhm Mtn Views*
Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps, Kid friendly
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Walk to slopes at Windham! Great ski home for families. Golf, bike, & hike too.
Rental Home
3 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps, Kid friendly
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Windham Mtn.-Walking distance to trail and base lodge!
Rental Home
4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps, Kid friendly
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Windham: Ski Weeks/Wknds Avail! High Speed WIFI, Private deck, Watch Video
Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps, Kid friendly
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****ON Mountain!*** Steps From Slopes! Welcome to our Windham Mountain Escape!
Rental Home
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps, Kid friendly
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Ultra Clean, Modern, Close to Windham Mountain... Available tonight, Book Now!.
Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps, Kid friendly
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ON MOUNTAIN - 4 BED, 4 BATH RETREAT - WALK TO SLOPES!
Rental Home
4 bedrooms
4 bathrooms
Sleeps 13
Match: Sleeps, Kid friendly
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Waterfront Secluded Log-house w/Sauna, Games, More, Mins To Town & Activities
Rental Home
4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps, Kid friendly
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The Xenia - A 4 Seasons Family Friendly Spacious Mountain Home
Rental Home
4 bedrooms
3 bathrooms
Sleeps 14
Match: Sleeps, Kid friendly
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ON MOUNTAIN - 4 BED, 4 BATH RETREAT - WALK TO SLOPES!
Rental Home
4 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps, Kid friendly
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Spacious Retreat with Luxurious View
Rental Home
5 bedrooms
5 bathrooms
Sleeps 14
Match: Sleeps, Kid friendly
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Mountain House Retreat
Rental Home
5 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps, Kid friendly
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Windham Family Getaway
Rental Home
3 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps, Kid friendly
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Year-Round Relaxing Mountain Escape
Rental Home
5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps, Kid friendly
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Above & beyond. Perfect house for family, friends & fresh air.
Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps, Kid friendly
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Foot of fresh SNOW Amazing skiing & snowboarding
Rental Home
2 bedrooms
2 bathrooms
Sleeps 2
Match: Sleeps, Kid friendly
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Relax!! Escape the city!! Updated condo w Mtn views from deck w/ turbo internet
Rental Home
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps, Kid friendly
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The perfect mountain getaway nestled in the woods 2 min from downtown Windham.
Rental Home
4 bedrooms
3 bathrooms
Sleeps 15
Match: Sleeps, Kid friendly
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'New Home' Idyllic Mt Views ,Pond & Horse farm views 2 min to Town
Rental Home
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps, Kid friendly
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Ready for your family if you need a retreat.
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Kid friendly
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Luxury Home on Windham Mountain! Walk to Slopes
Rental Home
4 bedrooms
4 bathrooms
Sleeps 11
Match: Sleeps, Kid friendly
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Luxurious,spacious 4500 sq ft home,hot tub & sauna,in center of downtown Windham
Rental Home
4 bedrooms
3 bathrooms
Sleeps 11
Match: Sleeps, Kid friendly
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Redwood Retreat in Windham - Pool! Tennis!
Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Kid friendly
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Mountain House Retreat
Rental Home
5 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps, Kid friendly
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'The Mountain House' Windham Retreat w/ Hot Tub!
Rental Home
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps, Kid friendly
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Windham Townhouse - Base of Mountain
Rental Home
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps, Kid friendly
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Windham ski house! 4 miles to Windham Mtn!
Rental Home
3 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps, Kid friendly
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Cozy townhouse steps away from Windham Mountain- zip code 12496
Rental Home
2 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps, Kid friendly
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Beautiful home, beautiful views, spacious living room
Rental Home
3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps, Kid friendly
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Enjoy any season at this beautiful townhouse in Windham
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Kid friendly
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Windham Mountain Village - Walk to Slopes - 2 Bedroom/2 Bathroom Condo
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps, Kid friendly
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All Season Luxury Condo in Windham/ Ski On - Ski Off
Condo/Apartment
4 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps, Kid friendly
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TOWNHOUSE-LOFT-30 ft balcony Mt View/6 BEDS/ Sleeps 6
Rental Home
2 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps, Kid friendly
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Gorgeous, First Class, 2 King apartment in downtown Windham
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps, Kid friendly
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Crystal Pond New 4BR & 3.5 bath
Condo/Apartment
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps, Kid friendly
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Ultra Clean, Modern, Close to Windham Mountain. Available tonight, Book Now!
Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps, Kid friendly
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Modern Mountain House 5Bd/3Ba, HotTub, 4 Season Room, 5 min from Windham Mtn
Rental Home
5 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps, Kid friendly
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