The 10 best vacation homes in Windham, US | Booking.com
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Vacation Homes in Windham

Find the vacation homes that appeal to you the most

The best vacation homes in Windham

Check out our selection of great vacation homes in Windham

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Long Trail House Condos

Stratton (Near Windham)

2.1 miles from Stratton Mountain in Stratton, Long Trail House Condos provides accommodations with access to a hot tub and fitness room. The vacation home has access to a restaurant.

O
O'Brien
From
United States
Didn’t have bearkfast. Didn’t know there was one
Scored out of 10, guest rating 7.1
Good - What previous guests thought, 14 reviews
Price from
$223
1 night, 2 adults
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Birch House: Cozy Cabin 5 min from Okemo

Ludlow (Near Windham)

A recently renovated vacation home, Birch House: Cozy Cabin 5 min from Okemo offers accommodations in Ludlow.

S
Staci
From
United States
A door code was emailed to me a few days before arrival!
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 11 reviews
Price from
$169.20
1 night, 2 adults
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Vermont Farm

Proctorsville (Near Windham)

Vermont Farm enjoys a location in Proctorsville, 29 miles from Killington Peak and 30 miles from Stratton Mountain. The vacation home has access to a restaurant.

D
Daniel
From
United States
great value. close to okemo mt resort. clean and comfortable. was perfect for our two day ski trip.
Scored out of 10, guest rating 5.4
Fair - What previous guests thought, 7 reviews
Price from
$181
1 night, 2 adults
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Magic Birch Lodge

Windham

Magic Birch Lodge offers accommodations in Windham, 17 miles from Stratton Mountain and 21 miles from Mount Equinox. The vacation home has access to a restaurant.

H
Harry
From
United States
Excellent and well appointed 2 bedroom apartment close to skiing. Great kitchen well stocked with every utensil you'd need, comfortable beds and living room with fast streaming TV and even a mini fossball table. Highly recommend!
Scored out of 10, guest rating 9.1
Wonderful - What previous guests thought, 10 reviews
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Mountains View Cabin

Ludlow (Near Windham)

Mountains View Cabin is located in Ludlow, just 23 miles from Stratton Mountain and 28 miles from Killington Peak. The vacation home has access to a restaurant.

J
Jessica
From
United States
Great location, short drive to Okemo to ski
Scored out of 10, guest rating 8.6
Excellent - What previous guests thought, 5 reviews
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A1 at Castle Hill - Townhome

Cavendish (Near Windham)

28 miles from Killington Peak in Cavendish, A1 at Castle Hill - Townhome offers accommodations with access to a sauna, hot tub, and spa facilities. The vacation home has access to a restaurant.

E
Eliezer
From
United States
Amazing property, the easiest check in-check out experience.
Scored out of 10, guest rating 9.2
Wonderful - What previous guests thought, 5 reviews
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Magical Retreat Cottage, Autum Colors and Waterfalls - Extreme Peace

South Newfane (Near Windham)

Magical Retreat Cottage, Autum Colors and Waterfalls - Extreme Peace offers accommodations in South Newfane, 26 miles from Stratton Mountain and 8.8 miles from Mount Snow Resort.

W
Wessel
From
United States
The inside was so beautiful! Everything was simple and very clean. The location was secluded but not too far from the town.
Scored out of 10, guest rating 10.0
Exceptional - What previous guests thought, 9 reviews
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366 Ghia Farm Road

Ludlow (Near Windham)

366 Ghia Farm Road is located in Ludlow, just 26 miles from Killington Peak and 28 miles from Stratton Mountain.

J
Jeanne
From
United States
The kitchen is a fabulous space for a group. The location s wonderful.
Scored out of 10, guest rating 8.8
Excellent - What previous guests thought, 5 reviews
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Stratton Woods

West Wardsboro (Near Windham)

Stratton Woods offers accommodations in West Wardsboro, 16 miles from Ball Mountain State Park.

M
Mark
From
United States
This cabin was clean, comfortable and cozy with character and charm. The fire pit was also a nice feature.
Scored out of 10, guest rating 8.8
Excellent - What previous guests thought, 5 reviews
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A1 at Castle Hill - Apartment

Cavendish (Near Windham)

28 miles from Killington Peak in Cavendish, A1 at Castle Hill - Apartment offers accommodations with access to a sauna, hot tub, and spa facilities. The vacation home has access to a restaurant.

c
chris
From
United States
Quiet, clean and close to the mountain.
Scored out of 10, guest rating 7.3
Good - What previous guests thought, 6 reviews
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All vacation homes in Windham

Looking for a vacation home?

Great for families or large parties, vacation homes are privately owned accommodations, available for long or short-term rental. These homes are furnished and equipped with kitchen facilities, though breakfast might be offered as an add-on. These properties have their own independent front door, which makes them different than apartments.

Most booked vacation homes in Windham and surrounding area in the past month

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

  • 18 miles from Mount Equinox in Londonderry, South Londonderry Home, Walk to Magic Mtn Ski Area provides accommodations with access to a spa center.

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

    Londonderry Chalet with Deck, Fire Pit and Views! offers accommodations in Londonderry, 20 miles from Mount Equinox and 18 miles from Ball Mountain State Park.

  • Justin Lake Lodge

    Londonderry
    Budget options available
    Scored out of 10, guest rating 10.0
    Exceptional - What previous guests thought, 1 review

    Justin Lake Lodge is located in Londonderry, just 13 miles from Stratton Mountain and 17 miles from Mount Equinox. With lake views, this accommodation features a balcony.

  • The Greens at Londonderry Links is located in Londonderry, just 18 miles from Mount Equinox and 10 miles from Ball Mountain State Park.

  • Frozen Jamaica

    Jamaica
    Budget options available

    Frozen Jamaica is located in Jamaica, just 6.2 miles from Stratton Mountain and 17 miles from Mount Equinox. The vacation home has access to a restaurant.

  • Cozy Cabin in the Woods

    Londonderry
    Budget options available

    Cozy Cabin in the Woods is located in Londonderry, just 8.5 miles from Stratton Mountain and 18 miles from Mount Equinox. The vacation home has access to a restaurant.

  • 15 miles from Mount Equinox in Londonderry, Londonderry Retreat about 3 Mi to Lowell Lake! offers accommodations with access to a hot tub and spa center.

  • 18 miles from Mount Equinox in Jamaica, Jamaica Vacation Home with Deck 8 Mi to Skiing! offers accommodations with access to a sauna and spa center.

Enjoy breakfast in Windham and nearby

  • 15 miles from Mount Equinox in Londonderry, Award-Winning Log Cabin, Top 5 in New England! provides accommodations with access to a spa center.

  • Turner Hill Cottage is located in West Townshend, just 26 miles from Stratton Mountain and 30 miles from Mount Equinox. The vacation home has access to a restaurant.

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

    Offering a garden, Green Mountain base camp for year-round adventure! features accommodations in Londonderry. This property offers access to a terrace and free private parking.

  • Sweet Berry Farm

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

    Sweet Berry Farm offers accommodations in Jamaica, 6 miles from Stratton Mountain and 17 miles from Mount Equinox. Guests staying at this vacation home have access to a patio.

  • The Loft at Pine Rock is located in Weston, just 14 miles from Stratton Mountain and 18 miles from Mount Equinox. The vacation home has access to a restaurant.

  • Green Mountain Getaway offers accommodations in Jamaica, 6.8 miles from Stratton Mountain and 18 miles from Mount Equinox. Guests staying at this vacation home have access to a patio.

Research, refine, and make plans for your whole trip

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