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Compare 787 Vacation Homes in Windham with updated reviews, rates, and availability.

Fantastic Townhouse on Mount Snow Shuttle – Prime Location for Your Adventure!

10.0 out of 10, Exceptional, (43)
"right across from entrance and super convenient to town."
The price is SAR 413
SAR 1,344 total
includes taxes & fees
10 Mar - 11 Mar
Fantastic Townhouse on Mount Snow Shuttle – Prime Location for Your Adventure!

Beautiful! 5 Beds-5 baths Home, Spectacular Views of Stratton, On Shuttle

10.0 out of 10, Exceptional, (37)
"This was a fantastic home for our family of 8 plus a toddler. The house is spacious and yet cozy, with everything one would need. The beds were very comfortable as were the sectionals on each floor. Playing games with a warm fire and expansive views…. A really special treat to stay here. And Beth is responsive and super accommodating. "
Beautiful! 5 Beds-5 baths Home, Spectacular Views of Stratton, On Shuttle

Brand new listing! True Ski In & Ski Out with Private Hot Tub & Fire Pit.

10.0 out of 10, Exceptional, (4)
"This is one of the nicest places our family has ever stayed at. We have been skiing for at least 35 years at many different locations and this place is beautiful. Very accessible to the mountain. Todd is very easy to communicate with and answers any questions you may have right away. Plenty of room for our whole family of all ages. We will be coming back next ski season. "
Brand new listing! True Ski In & Ski Out with Private Hot Tub & Fire Pit.

Lake front house about 1 mile from Okemo's Jackson Gore Base Lodge

9.8 out of 10, Exceptional, (201)
"Beautiful cozy cottage, but the road is a little loud. The creek and backyard are gorgeous."
Lake front house about 1 mile from Okemo's Jackson Gore Base Lodge

Ski-In condo at Mount Snow with Fireplace, Bears Crossing

10.0 out of 10, Exceptional, (12)
"Wonderful time. The place was great just as advertised. Easy to get to slopes via moover shuttle. We were 6 adults and all enjoyed the space. Only surprise was bathrooms were on bottom floor. But no big deal. Thanks Nancy! We hope to make this an annual weekend. "
Ski-In condo at Mount Snow with Fireplace, Bears Crossing

Spacious Townhome with breathtaking views of Mount Snow. 5 min Shuttle to ski

10.0 out of 10, Exceptional, (21)
"This VRBO was the ideal spot for our ski trip! The property was exactly as described, clean and close to the resort and other amenities, and Gary was so hospitable - we had everything we needed for a comfortable stay. Our travel plans to Mount Snow were delayed, and Gary offered an extension for our stay so that we didn't miss out. We would absolutely stay with Gary again and are looking forward to our next visit! "
Spacious Townhome with breathtaking views of Mount Snow. 5 min Shuttle to ski

Your Vermont Mountain Haven Pet Friendly home with Hot tub!

10.0 out of 10, Exceptional, (13)
"This place was absolutely perfect and wonderful. It offered a cozy family getaway to enjoy the southern Vermont scene that we have grown to love so very much. The house and owner are absolutely amazing and we hope to stay here again for our trips back to this area. Highly recommend! "
The price is SAR 1,853
SAR 3,782 total
includes taxes & fees
16 Mar - 17 Mar
Your Vermont Mountain Haven Pet Friendly home with Hot tub!

Gorgeous Village Home 3 bd, 2 ba Short Walk To Shops, Restaurants, Ski Shuttle

9.8 out of 10, Exceptional, (91)
"Great location in town and close to shuttle. Able to walk to restaurants. Host very responsive and answered quickly. Comfortable beds. Great for 5 adults. Easily fit 3 cars in driveway."
The price is SAR 923
SAR 1,750 total
includes taxes & fees
4 Mar - 5 Mar
Gorgeous Village Home 3 bd, 2 ba Short Walk To Shops, Restaurants, Ski Shuttle

Secluded Rustic Home with Private Hot Tub & Huge Deck - 5 Miles to Okemo

9.8 out of 10, Exceptional, (38)
"The property is recently renovated so everything is relatively new and in good condition. The unique design choice of using cedar for the walls, floors and ceiling was a bit off putting initially but we got used to it. There was a small issue with the hot tub, but the host responded very quickly and the issue was resolved the next day. Will definitely consider staying here for the next Okemo ski vacation."
Secluded Rustic Home with Private Hot Tub & Huge Deck - 5 Miles to Okemo

Vermont's Mountain Villa: Hot tub, Ski views, Pet+

10.0 out of 10, Exceptional, (8)
"I love Winter and love to be in the snow and crisp air. The week was perfect for outside adventures and this home was perfect to warm us and nourish our hearts, bellies and spirits. The views at sunrise and sunset are extrodinary. "
Vermont's Mountain Villa: Hot tub, Ski views, Pet+

Historic 6-BR Across From Equinox Resort

9.0 out of 10, Wonderful, (8)
"Really enjoyed our stay"
Historic 6-BR Across From Equinox Resort

Modern Farm House…minutes to Okemo; 2 King beds!

9.4 out of 10, Exceptional, (9)
"It is the perfect house for two families to stay in for a ski weekend. There are plenty of arcade and board games to entertain the teens. We will be back!"
Modern Farm House…minutes to Okemo; 2 King beds!

Skiers townhouse close to Stratton w/ balcony, mudroom, w/d, wifi, kitchen

10.0 out of 10, Exceptional, (1)
"Beautiful house well stocked with spices and everything you need. The only thing they are missing is there’s no hairdryer and I called a few times to the property manager for a blanket because the master upstairs has no blanket and I never received one."
Skiers townhouse close to Stratton w/ balcony, mudroom, w/d, wifi, kitchen

Escape in Rural Vermont! 2 Homes SaunaPool, Hot Tub, Game House Mountain Views.

10.0 out of 10, Exceptional, (43)
"This house was so much fun! We had a large group of families with young children and there was plenty of space for everyone. The adults were able to hang upstairs in front of the fireplace while the kids were able to play downstairs in their own space. The additional house with game room was also a ton of fun! There were so many bedrooms as well!"
Escape in Rural Vermont! 2 Homes SaunaPool, Hot Tub, Game House Mountain Views.

New! Family Townhome with Hot Tub, Shuttle service

9.6 out of 10, Exceptional, (5)
"Very responsive host. Very close to Mount Snow"
New! Family Townhome with Hot Tub, Shuttle service

Lakefront house with skiing nearby, dock, and amazing views - dog-friendly

9.6 out of 10, Exceptional, (36)
"The home is as described with plenty of space for my family of 5. The kitchen was well stocked, and the bathrooms were clean. Plenty of towels and the beds were firm with clean sheets. The views of Lake Rescue were beautiful. The driveway was snow-covered, but with a 4WD, you should have no issue. The 'commute' to Okemo was easy - 8min max. The house seems to have been empty, so a musty smell permeated the home for the first day until the air circulated a few times. Not a big deal. The gas...
Lakefront house with skiing nearby, dock, and amazing views - dog-friendly

Mountain-view home near the slopes with at-home entertainment - dog-friendly

7.8 out of 10, Good, (64)
"Several items, microwave and dishwasher, were not working. House was somewhat clean. Great location, but very dated and in need of a upgrade."
Mountain-view home near the slopes with at-home entertainment - dog-friendly

Wilmington Vacation Rental Near Hiking and Skiing!

9.2 out of 10, Wonderful, (17)
"Perfect weekend house close to mt snow"
Wilmington Vacation Rental Near Hiking and Skiing!

Cozy retreat near slopes

4.4 out of 10, (7)
"It is a simple and clean place to stay when visiting Mount Snow. It is a great place to catch the bus. It would be nice to have the building number in the address. The instructions for the multiple types of codes, and codes for the inner and outer doors are not straightforward."
Cozy retreat near slopes

Townhome with patio & on-site pool, hot tub, sauna & tennis access

10.0 out of 10, Exceptional, (3)
"Clean and convenient "
Townhome with patio & on-site pool, hot tub, sauna & tennis access
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Windham

Escape in Rural Vermont! 2 Homes SaunaPool, Hot Tub, Game House Mountain Views.

10.0 out of 10, Exceptional, (43)
"This house was so much fun! We had a large group of families with young children and there was plenty of space for everyone. The adults were able to hang upstairs in front of the fireplace while the kids were able to play downstairs in their own space. The additional house with game room was also a ton of fun! There were so many bedrooms as well!"
Escape in Rural Vermont! 2 Homes SaunaPool, Hot Tub, Game House Mountain Views.

Long Trail House at Stratton Mountain Resort

3.0 star property
8.4 out of 10, Very Good, (72)
"Condo was great, cozy, and clean. Has access to the pool and hot tubs from back porch and has great Mountain View’s. The village had plenty of food, little expensive, but pretty good. Overall great place to stay and enjoy the mountain. "
The price is SAR 1,546
SAR 1,922 total
includes taxes & fees
2 Mar - 3 Mar
Long Trail House at Stratton Mountain Resort

Beautiful Honeymoon Cottage close to Manchester Vermont. {Manchester Center}

9.6 out of 10, Exceptional, (206)
"Perfect get away. "
Beautiful Honeymoon Cottage close to Manchester Vermont. {Manchester Center}
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.