Book Holiday Homes in Stratton

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Featured Holiday Homes in Stratton

Quaint mountain retreat with a gas fireplace, balcony, central AC - dog-friendly

Quaint mountain retreat with a gas fireplace, balcony, central AC - dog-friendly

Londonderry
With a stay at this vacation home in South Londonderry, you'll be within a 15-minute drive of Stratton Mountain Resort and Stratton Mountain Golf Course.
Quaint mountain retreat with a gas fireplace, balcony, central AC - dog-friendly
Hike, Explore, Swim ~ Adventure in Vermont!

Hike, Explore, Swim ~ Adventure in Vermont!

Londonderry
With a stay at this vacation home in Londonderry, you'll be in the mountains, a 4-minute walk from West River and a 2-minute drive from West River Farmers ...
Hike, Explore, Swim ~ Adventure in Vermont!
Stratton Mountain Condo with Shared Pool, Hot Tubs, and Sauna - Walk to Lifts

Stratton Mountain Condo with Shared Pool, Hot Tubs, and Sauna - Walk to Lifts

Stratton
The price is AU$435 per night from 16 May to 17 May
AU$435
per night
16 May - 17 May
When you stay at this vacation home in Stratton, you'll be in the mountains, within a 5-minute walk of Stratton Mountain Resort and Villager Ski Lift.
Stratton Mountain Condo with Shared Pool, Hot Tubs, and Sauna - Walk to Lifts
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Vermont Treehouse compound: no cleaning fee. Spend a few days In the Trees

Vermont Treehouse compound: no cleaning fee. Spend a few days In the Trees

West Pawlet
With a stay at this vacation home in West Pawlet, you'll be 30.4 mi (49 km) from Six Flags Great Escape and 9.5 mi (15.2 km) from Lake Saint Catherine.
Vermont Treehouse compound: no cleaning fee. Spend a few days In the Trees
Beautiful, private log cabin with huge, relaxing screened porch

Beautiful, private log cabin with huge, relaxing screened porch

Townshend
When you stay at this vacation home in Townshend, you'll be in the mountains and 12 minutes by car from West River.
Beautiful, private log cabin with huge, relaxing screened porch
Victorian Home in Bennington, Vermont

Victorian Home in Bennington, Vermont

Bennington
With a stay at this vacation home in Bennington, you'll be within a 10-minute walk of Bennington Arts Guild Gallery and Fiddlehead at Four Corners.
Victorian Home in Bennington, Vermont
Historic Renovated Barn at Boorn Brook Farm - Manchester Vermont

Historic Renovated Barn at Boorn Brook Farm - Manchester Vermont

Manchester Center
The price is AU$1,200 per night from 20 May to 21 May
AU$1,200
per night
20 May - 21 May
When you stay at this vacation home in Manchester Center, you'll be on a river, within a 5-minute drive of Lye Brook Falls Trailhead and Gander Gallery.
Historic Renovated Barn at Boorn Brook Farm - Manchester Vermont
Amazing lake views & access,HotTub & sauna, quality game Rm.  190-5 star Reviews

Amazing lake views & access,HotTub & sauna, quality game Rm. 190-5 star Reviews

Wilmington
Located in Wilmington, this vacation home is on the waterfront, within a 5-minute walk of Deerfield River and Harriman Reservoir.
Amazing lake views & access,HotTub & sauna, quality game Rm. 190-5 star Reviews
Historic Inn w/Bar Room, Hot Tub, 6 Bedrooms

Historic Inn w/Bar Room, Hot Tub, 6 Bedrooms

Bennington
The price is AU$1,316 per night from 19 May to 20 May
AU$1,316
per night
19 May - 20 May
A stay at this vacation home places you in the heart of Bennington, within a 15-minute walk of Fiddlehead at Four Corners and Bennington Arts Guild Gallery.
Historic Inn w/Bar Room, Hot Tub, 6 Bedrooms
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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.

Stratton Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Stratton vacation homes are the perfect way for you to wing it.

Holiday houses in Stratton let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Stratton in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Stratton adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Stratton with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Stratton vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Stratton Holiday Homes essential information

Accommodation
587 Holiday Homes
Lowest Price
AU$265
Highest Price
AU$1,316
Popular accommodation
Quaint mountain retreat with a gas fireplace, balcony, central AC - dog-friendly, Hike, Explore, Swim ~ Adventure in Vermont! , Stratton Mountain Condo with Shared Pool, Hot Tubs, and Sauna - Walk to Lifts, Vermont Treehouse compound: no cleaning fee. Spend a few days In the Trees, Beautiful, private log cabin with huge, relaxing screened porch, Victorian Home in Bennington, Vermont, Historic Renovated Barn at Boorn Brook Farm - Manchester Vermont, Amazing lake views & access,HotTub & sauna, quality game Rm. 190-5 star Reviews, Historic Inn w/Bar Room, Hot Tub, 6 Bedrooms

Top trending hotels in Stratton

The Black Bear Lodge at Stratton Mountain Resort

The Black Bear Lodge at Stratton Mountain Resort

3 out of 5
5 Village Lodge Road, Stratton, VT
The price is AU$265 per night from 16 May to 17 May
AU$265
per night
16 May - 17 May
When you stay at The Black Bear Lodge at Stratton Mountain Resort in Stratton, you'll be next to a golf course, within a 5-minute walk of Stratton Mountain Resort ...
The Black Bear Lodge at Stratton Mountain Resort
Long Trail House at Stratton Mountain Resort

Long Trail House at Stratton Mountain Resort

3 out of 5
761 Stratton Access Rd, Stratton, VT
The price is AU$617 per night from 19 May to 20 May
AU$617
per night
19 May - 20 May
When you stay at Long Trail House at Stratton Mountain Resort in Stratton, you'll be in a state park, within a 5-minute walk of Stratton Mountain Resort and ...
Long Trail House at Stratton Mountain Resort
5 minute walk to lifts and Stratton Village! Cozy fireplace with a private patio

5 minute walk to lifts and Stratton Village! Cozy fireplace with a private patio

Stratton
With a stay at this condo in Stratton, you'll be within a 10-minute walk of Stratton Mountain Resort and Villager Ski Lift.
5 minute walk to lifts and Stratton Village! Cozy fireplace with a private patio
Save an average of 15% on thousands of hotels when you're signed in
Walk to the village 6bed 4bath sleeps 15; newly renovated with 2 skylights.

Walk to the village 6bed 4bath sleeps 15; newly renovated with 2 skylights.

Winhall
With a stay at this chalet in Stratton, you'll be within a 10-minute walk of Stratton Mountain Resort and Villager Ski Lift.
Walk to the village 6bed 4bath sleeps 15; newly renovated with 2 skylights.
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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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^Subject to availability and chosen travel dates.