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Check prices for these dates

Next weekend
7 Feb - 9 Feb
In two weeks
14 Feb - 16 Feb
In one month
28 Feb - 2 Mar
In two months
28 Mar - 30 Mar

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

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

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

10.0 out of 10, Exceptional, (41)
"Nice property, wonderful stay"
The price is AED 2,663
AED 4,246 total
includes taxes & fees
23 Feb - 24 Feb
Fantastic Townhouse on Mount Snow Shuttle – Prime Location for Your Adventure!
Beautiful! 5 Beds-5 baths Home, Spectacular Views of Stratton, On Shuttle
Exterior

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

10.0 out of 10, Exceptional, (36)
"Great property and location for our family and friends, we’ll be back in the future!"
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.
Interior

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

10.0 out of 10, Exceptional, (2)
"This place is somehow better than it looks online. It is truly spectacular. And incredibly easy ski in ski out. Ski in is right to the door and ski out is about 10 foot walk to the magic carpet in the backyard. Tina of room. First class appliances. Tons of parking. We had a big group. Also two great places to hang out upstairs in the great room then the kids needed up hanging out a lot on the main floor. Checking in was a piece of cake and Todd was very responsive if we needed anything. Can’t...
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
Lake

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
Moose House Great Room with soaring ceilings and beautiful view of the mountain.

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
Summit View from upper deck

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

10.0 out of 10, Exceptional, (19)
"We had a wonderful stay! Perfect condo for two families. The two living room areas were nice so the kids could watch a movie downstairs while the adults hung out upstairs. The ease to Mount Snow is unbeatable with the Moover shuttle pickup and drop off right out the front door. And access to the community center after a full day skiing was a great benefit. We highly recommend this property and will definitely return! "
Spacious Townhome with breathtaking views of Mount Snow. 5 min Shuttle to ski
Your Vermont Mountain Haven Pet Friendly home with Hot tub!

Your Vermont Mountain Haven Pet Friendly home with Hot tub!

10.0 out of 10, Exceptional, (12)
"My family enjoyed our stay at this house. It had plenty of room for all of us and the 5 bathrooms were great to have. Extremely clean. We didnt use the hot tub because it was too cold but that is definitely a plus to have. It is only a few minutes from Manchester Center and close to a lot of other restaurants and shops. The ownwr reached out days in advance and was available if needed, which we didnt. We will definitely be looking to book this house in the future! A++++"
The price is AED 1,814
AED 3,691 total
includes taxes & fees
2 Mar - 3 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
Living area

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

9.8 out of 10, Exceptional, (89)
"Everything about this property was perfect for our family of 6! Location, charm and cleanliness, perfection! "
The price is AED 856
AED 1,664 total
includes taxes & fees
4 Feb - 5 Feb
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

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+

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

10.0 out of 10, Exceptional, (8)
"My partner and I booked this property for a long weekend in December as a romantic getaway. This place was perfect for what we were looking for to escape the city. The house was a bit up the mountain, which was ideal as we wanted a bit of privacy and to enjoy nature. The kitchen was stocked with all the things we needed, including sharp knives! The beds were comfortable and the double-sided fireplace was fantastic, plus there was plenty of firewood in the garage. It was clean and bright, quite...
Vermont's Mountain Villa: Hot tub, Ski views, Pet+
Historic 6-BR Across From Equinox Resort

Historic 6-BR Across From Equinox Resort

9.0 out of 10, Wonderful, (7)
"Wonderful spot for a family holiday gathering! Had some plumbing issues but property manager was very responsive and did the very best he could to remedy. A helpful note if your party includes those who can’t do stairs - there are no bedrooms on the main floor. Given the age and charm of the house, the stairs to the basement and 2nd floor could be a challenge for older folks. Would definitely return!"
Historic 6-BR Across From Equinox Resort
Modern Farm House…minutes to Okemo; 2 King beds!
Interior

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

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
Secluded Escape in Rural Vermont! Sauna Pool, Hot Tub,Game House Mountain Views.
Exterior

Secluded Escape in Rural Vermont! Sauna Pool, Hot Tub,Game House Mountain Views.

10.0 out of 10, Exceptional, (41)
"This was the perfect house for a family and friend getaway. Spacious, clean with everything you need. The view from the hot tub was beautiful. The kids and grownups enjoyed sledding on the property."
Secluded Escape in Rural Vermont! Sauna Pool, Hot Tub,Game House Mountain Views.
New! Family Townhome with Hot Tub, Shuttle service
Living Room +Loft

New! Family Townhome with Hot Tub, Shuttle service

9.4 out of 10, Exceptional, (3)
"It is the vintage of most of the ski condos around Mt. Snow, but had everything needed, on the shuttle route, convenient location, good hot water, nice fireplace, and no problems."
New! Family Townhome with Hot Tub, Shuttle service
Lakefront house with skiing nearby, dock, and amazing views - dog-friendly

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

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!
Wilmington Vacation Rental | 4BR | 2BA | 1,336 Sq Ft | Stairs Required

Wilmington Vacation Rental Near Hiking and Skiing!

9.0 out of 10, Wonderful, (16)
"We enjoyed our stay and all that the property had to offer. It is close by Mount Snow and all of the shops and restaurants. It was cozy and great to come back to at the end of a day of skiing. The house was stocked with supplies and all of the cabinets were nicely labeled as well."
Wilmington Vacation Rental Near Hiking and Skiing!
Cozy retreat near slopes

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

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

10.0 out of 10, Exceptional, (2)
"Wonderful comfortable place Very clean. We had a great stay the space was perfect for two small families skiing"
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

Secluded Escape in Rural Vermont! Sauna Pool, Hot Tub,Game House Mountain Views.
Exterior

Secluded Escape in Rural Vermont! Sauna Pool, Hot Tub,Game House Mountain Views.

10.0 out of 10, Exceptional, (41)
"This was the perfect house for a family and friend getaway. Spacious, clean with everything you need. The view from the hot tub was beautiful. The kids and grownups enjoyed sledding on the property."
Secluded Escape in Rural Vermont! Sauna Pool, Hot Tub,Game House Mountain Views.
Long Trail House at Stratton Mountain Resort
Living room

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 AED 1,493
AED 1,855 total
includes taxes & fees
3 Mar - 4 Mar
Long Trail House at Stratton Mountain Resort
Beautiful Honeymoon Cottage close to Manchester Vermont. {Manchester Center}
Secluded covered entry

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.