The 10 best holiday homes in Windham, USA | Booking.com
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Holiday Homes in Windham

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The best holiday homes in Windham

Check out our pick of great holiday homes in Windham

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Vermont Getaway! Newly renovated!

Stratton Valley (Near Windham)

Set in Stratton Valley, Vermont Getaway! Newly renovated! is a recently renovated accommodation, 1.2 km from Stratton Mountain and 22 km from Mount Equinox.

Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 14 reviews
Price from
US$323.10
1 night, 2 adults
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Magic Birch Lodge

Windham

Located in Windham, 28 km from Stratton Mountain and 34 km from Mount Equinox, Magic Birch Lodge provides a restaurant. This holiday home offers accommodation with a patio.

Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 10 reviews
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Mountains View Cabin

Ludlow (Near Windham)

Located in Ludlow, Mountains View Cabin provides a restaurant and mountain views, 37 km from Stratton Mountain and 46 km from Killington Mountain.

Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 5 reviews
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Cozy Cabin in Stratton Mountain & Mount Snow 10min

Stratton (Near Windham)

Situated 37 km from Mount Equinox, 18 km from Mount Snow Resort and 30 km from Ball Mountain State Park, Cozy Cabin in Stratton Mountain & Mount Snow 10min offers accommodation located in Stratton.

Scored out of 10, guest rating 10.0
Exceptional - What previous guests thought, 5 reviews
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A1 at Castle Hill - Townhome

Cavendish (Near Windham)

Set in Cavendish, 46 km from Killington Mountain, A1 at Castle Hill - Townhome offers accommodation with a sauna, a hot tub and spa facilities.

Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 5 reviews
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Magical Retreat Cottage, Autumn Colors and Waterfalls - Vermont Getaway

South Newfane (Near Windham)

Set in South Newfane in the Vermont region and Stratton Mountain reachable within 41 km, Magical Retreat Cottage, Autumn Colors and Waterfalls - Vermont Getaway offers accommodation with free WiFi,...

S
Sara Brooke
From
United States
I had the most magical Thanksgiving week here. The property around the cottage is gorgeous, especially the mountain stream and waterfalls just through the trees. The cottage itself is full of windows and light and warmth. This Florida girl enjoyed sitting by the fire and watching the snow fall. The cottage is brand new and very well equipped. I highly recommend it and hope to come back again one day. And you could not ask for better hosts than Gene and Mary.
Scored out of 10, guest rating 10.0
Exceptional - What previous guests thought, 10 reviews
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Birch House: Cozy Cabin 5 min from Okemo

Ludlow (Near Windham)

Situated in Ludlow and only 39 km from Stratton Mountain, Birch House: Cozy Cabin 5 min from Okemo features accommodation with quiet street views, free WiFi and free private parking.

Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 11 reviews
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Back Nine Bluff

Manchester (Near Windham)

Featuring a hot tub, Back Nine Bluff is set in Manchester. The property is situated 26 km from Stratton Mountain, 47 km from Bennington Battle Monument and 8.4 km from Mount Equinox.

Scored out of 10, guest rating 8.4
Very good - What previous guests thought, 6 reviews
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366 Ghia Farm Road

Ludlow (Near Windham)

Boasting a hot tub, 366 Ghia Farm Road is located in Ludlow. Featuring a restaurant, the property also has ski-to-door access, as well as a hot tub and spa facilities.

Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 5 reviews
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Stratton Woods

West Wardsboro (Near Windham)

Stratton Woods is situated in West Wardsboro, 41 km from Mount Equinox, 17 km from Mount Snow Resort, as well as 26 km from Ball Mountain State Park.

Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 5 reviews
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All holiday homes in Windham

Looking for a holiday home?

Great for families or large parties, holiday homes are privately owned accommodation, available for long or short-term rental. These homes are furnished and equipped with kitchen facilities for self-catering, although breakfast may be offered as an add-on. These properties have their own independent front door, which makes them different to apartments.

Most booked holiday homes in Windham and surroundings in the past month

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Enjoy breakfast in Windham and nearby

  • Scored out of 10, guest rating 10.0
    Exceptional - What previous guests thought, 1 review

    Situated in Londonderry, 33 km from Mount Equinox and 29 km from Ball Mountain State Park, Londonderry Chalet with Deck, Fire Pit and Views! offers air conditioning.

  • Scored out of 10, guest rating 10.0
    Exceptional - What previous guests thought, 1 review

    Boasting lake views, Justin Lake Lodge features accommodation with a balcony, around 20 km from Stratton Mountain. With garden views, this accommodation offers a patio.

  • Boasting air-conditioned accommodation with a patio, The Greens at Londonderry Links is situated in Londonderry.

  • Frozen Jamaica

    Jamaica
    Breakfast options

    Situated in Jamaica, Frozen Jamaica features a restaurant, 10 km from Stratton Mountain and 28 km from Mount Equinox. This holiday home provides accommodation with a terrace.

  • Set in Londonderry, Cozy Cabin in the Woods offers a restaurant, 14 km from Stratton Mountain and 29 km from Mount Equinox. This holiday home is 16 km from Ball Mountain State Park.

  • Set in Londonderry, 18 km from Stratton Mountain and 24 km from Mount Equinox, Londonderry Retreat about 3 Mi to Lowell Lake! offers a spa and wellness centre and air conditioning.

  • Boasting a spa bath, Jamaica Vacation Home with Deck 8 Mi to Skiing! is set in Jamaica.

  • Offering river views, Award-Winning Log Cabin, Top 5 in New England! is an accommodation located in Londonderry, 16 km from Stratton Mountain and 24 km from Mount Equinox.

Save money on holiday homes in Windham and nearby – budget options available

  • Turner Hill Cottage

    West Townshend
    Budget options available

    Set in West Townshend, 43 km from Stratton Mountain and 49 km from Mount Equinox, Turner Hill Cottage offers a restaurant.

  • Scored out of 10, guest rating 10.0
    Exceptional - What previous guests thought, 1 review

    Featuring a hot tub, Green Mountain base camp for year-round adventure! is situated in Londonderry. This property offers access to a terrace, free private parking and free WiFi.

    From US$970.27 per night

  • Sweet Berry Farm

    Jamaica
    Budget options available
    Scored out of 10, guest rating 1.0
    Bad - What previous guests thought, 1 review

    Featuring a spa bath, Sweet Berry Farm is located in Jamaica. Guests staying at this holiday home have access to a patio. The property is non-smoking and is situated 10 km from Stratton Mountain.

  • The Loft at Pine Rock

    Weston
    Budget options available

    Situated in Weston, 23 km from Stratton Mountain and 29 km from Mount Equinox, The Loft at Pine Rock features a restaurant. This holiday home provides accommodation with a patio.

  • Green Mountain Getaway

    Jamaica
    Budget options available

    Set in Jamaica in the Vermont region, Green Mountain Getaway has a patio. The property is around 29 km from Mount Equinox, 5.4 km from Ball Mountain State Park and 40 km from Mount Snow Resort.

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