Stratton Holiday Homes from £95: Search Holiday Homes in Stratton

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Our top choices for Stratton holiday homes

A spacious living room with a fireplace, leather sofas, a Christmas tree, and large windows.

1. Long Trail House 368 condo in Stratton Village, walk to the lifts

Stratton

includes taxes & fees

8 Nov - 9 Nov

A living room with a brick fireplace, a sofa, a chair, and a coffee table.

2. Relax & Recover Mountain Retreat - Hot Tub + Sauna + Home Gym

Winhall

Mark H.

includes taxes & fees

10 Nov - 11 Nov

A spacious kitchen with a large island, wooden ceiling beams, and a view to the outside.

3. 5BR Retreat w/ Hot Tub - Sleeps 12 in Stratton

Stratton

Brian G.

includes taxes & fees

11 Nov - 12 Nov

A deck with two wicker chairs and a string of lights against a backdrop of trees and a sunset.

4. The Eagles Wing at The CHM - Private Apartment

Dover

Ava M.

includes taxes & fees

11 Nov - 12 Nov

A spacious indoor area with multiple wooden tables and green chairs, large windows offering a view of a snowy mountain, and a stone fireplace with a fire.

5. Modern Mount Snow Gnarvana - Steps to Carinthia

Dover

Lynn B.

includes taxes & fees

9 Nov - 10 Nov

A hot tub surrounded by stone steps, wooden lounge chairs, and a wooden deck.

6. Your Vermont Mountain Haven Pet Friendly home with Hot tub!

Winhall

Victoria L.

includes taxes & fees

10 Nov - 11 Nov

A room with a large window, a wooden table, two chairs, and a woven basket on the table.

7. Cozy 3 Bedroom Condo in the Heart of Manchester VT

Manchester

Peggy S.

includes taxes & fees

15 Nov - 16 Nov

A lodge with a large fireplace, a covered porch, and a staircase leading to the upper level.

8. Cozy Vermont A-frame on a quiet private road, minutes from Stratton. Enjoy year-round adventure, then unwind in the hot tub under the stars. Spacious, stylish, and perfect for groups seeking both relaxation and outdoor fun.

Jamaica

Luke B.

includes taxes & fees

8 Nov - 9 Nov

A wooden barrel structure with a staircase and railing, surrounded by a forest.

9. 10 Mins to Mt Snow Golf Club-Game Room, Barrel Sauna, Hot Tub, Fire Pit, Dogs OK

Dover

Connor S.

includes taxes & fees

16 Nov - 17 Nov

A two-story house with a red roof, a front porch with a railing, and a gravel driveway.

10. The Ravens Nest - your next retreat tucked into the woods of Woodford, Vermont

Woodford

Dana W.

includes taxes & fees

9 Nov - 10 Nov

A rustic kitchen with wooden beams, a large island, and a hanging light fixture.

11. Enjoy this authentic and cozy VT Barn with Brand New Hot Tub

Londonderry

"I was "sold" & excited when I saw the pictures online bc the barn looked really neat. Although the barn was a neat concept, the pictures ARE NOT accurate, it is not as updated as pictured & it was VERY DISAPPOINTING. I now understand the non-refundable policy bc what you see online is definitely NOT what you walked into when you opened the door & they don't want to have to give people their back. Although we had fun, the accommodations were VERY misleading & disappointing. "

Christine M.

includes taxes & fees

19 Nov - 20 Nov

A spacious kitchen with a central island, stainless steel appliances, and pendant lighting.

12. 1812 House, 2 Stays, 1 home

Manchester

includes taxes & fees

11 Nov - 12 Nov

A spacious living area with a high ceiling, wooden beams, a dining table with chairs, a kitchen with modern appliances, and a cozy seating area with a sofa and armchairs.

13. MtSnow* HotTub* Pool * AirHockeyPingPong Darts

Wilmington

includes taxes & fees

11 Nov - 12 Nov

A street view at dusk with a restaurant and a shop with a mannequin in the window.

14. Downtown Manchester Center. SKI Bromley in 12 min, Stratton Mountain in 25 min.

Manchester

Corry B.

includes taxes & fees

8 Nov - 9 Nov

A modern kitchen with a built-in fireplace, wine storage, and a dining area with wooden furniture.

15. Brand New Listing! Amazing 4 Bedroom Townhome with your own private Hot Tub!!!

Dover

jim f.

includes taxes & fees

8 Nov - 9 Nov

A two-story white house with a front porch, a door with a wreath, and a chimney.

16. Cozy farmhouse in Manchester - short drive to multiple ski mountains!

Manchester

Marissa H.

includes taxes & fees

19 Nov - 20 Nov

A spacious room with wooden beams, large windows, and a cozy seating area with white furniture.

17. Gorgeous couples barn with WiFi & hot tub in lovely Londonderry

Londonderry

Tim M.

includes taxes & fees

9 Nov - 10 Nov

A cozy interior with a wooden ceiling, a large window, and a table with chairs.

18. VT escape for all occasions w/ New Kitchen, Game Rooms, Media Lounge, Chimney Hill Clubhouse Access!

Wilmington

Natalie

includes taxes & fees

11 Nov - 12 Nov

A rustic interior with a wooden ceiling, a bar area with stools, a sofa, and a dining table.

19. Wonderful hilltop house with breathtaking views

Dorset

includes taxes & fees

29 Nov - 30 Nov

A cozy living room with a stone fireplace, large windows, and a wooden ceiling.

20. Tranquil 3 bedroom Home with Hot Tub/Fast WIFI/Standby Generator in Andover

Andover

Lorraine C.

includes taxes & fees

8 Nov - 9 Nov

View all properties

Learn more about Stratton

Carve fresh powder on Stratton Mountain Resort's slopes, accessed by the Summit Gondola for breathtaking views. After skiing, unwind in the welcoming small-town atmosphere, enjoying local restaurants and the Stratton Golf School in warmer months.

See all hotels in Stratton

A stone structure with a red and white sign reading 'Stratton' and a bear silhouette.

Top reviews in Stratton

A modern living room with a fireplace, large windows, and a cozy seating area.

Inn At Mount Snow

West Dover

10/10 Excellent

Thomas W

A two-story building with a porch, American flag, and two white rocking chairs.

The Reluctant Panther Inn and Restaurant

Manchester Village Historic District

10/10 Excellent

Peter

A two-story house with a snow-covered roof and yard, featuring multiple lit windows and a visible chimney.

The Inn at Ormsby Hill

Manchester Center

10/10 Excellent

Kay

A white colonial-style building with a symmetrical facade, central entrance, and a small porch with chairs.

Four Columns Inn

Newfane

8/10 Good

We only had an opportunity to stay one night stay but overall had a very pleasant experience. The room was really nice apart from the wierd location of the television . The bar was "like a real bar " and the lady serving was great ( as was the live entertainment ). Our dining experience has room for improvement although the staff were really nice . Breakfast was "OK" . Good coffee . The owner was extremely friendly and the location and grounds are beautiful . Check in was a little fluffy - I...

Philip

A room with two single beds, a desk, and a radiator.

Colonel Williams Inn

Brattleboro

10/10 Excellent

Nicholas

A two-story building with a patio area featuring outdoor seating and a stone fire pit.

Hampton Inn and Suites Manchester

Manchester Center

10/10 Excellent

Thomas

A bedroom with a fireplace, two beds, a chair, and a nightstand.

The Manchester View

Manchester Center

10/10 Excellent

Neil

A covered outdoor seating area with wicker furniture and striped umbrellas.

Kimpton Taconic Hotel by IHG

Manchester Village Historic District

10/10 Excellent

What a wonderful hotel, of our trip to New England, this was probably our biggest (wonderful) surprise. It's just a joyous place. The room was wonderful, the staff in the bar and restaurant were amazing and the location is just truly wonderful. The reception staff when we checked on, were professional, but very disimterested and were more interested in themselves and their chat, but, it was a minor irritation in a wonderful stay. The restaurant serves great food and wine too, was busy, book...

Anonymous traveller

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Windham Holiday Rentals
Standard Link for Windham Holiday Rentals

Search Holiday Homes in Stratton

Change your mind

Treat yourself

Be picky

Find holiday rentals that suit your style

Check prices for these dates

Our top choices for Stratton holiday homes

1. Long Trail House 368 condo in Stratton Village, walk to the lifts

2. Relax & Recover Mountain Retreat - Hot Tub + Sauna + Home Gym

3. 5BR Retreat w/ Hot Tub - Sleeps 12 in Stratton

4. The Eagles Wing at The CHM - Private Apartment

5. Modern Mount Snow Gnarvana - Steps to Carinthia

6. Your Vermont Mountain Haven Pet Friendly home with Hot tub!

7. Cozy 3 Bedroom Condo in the Heart of Manchester VT

8. Cozy Vermont A-frame on a quiet private road, minutes from Stratton. Enjoy year-round adventure, then unwind in the hot tub under the stars. Spacious, stylish, and perfect for groups seeking both relaxation and outdoor fun.

9. 10 Mins to Mt Snow Golf Club-Game Room, Barrel Sauna, Hot Tub, Fire Pit, Dogs OK

10. The Ravens Nest - your next retreat tucked into the woods of Woodford, Vermont

11. Enjoy this authentic and cozy VT Barn with Brand New Hot Tub

12. 1812 House, 2 Stays, 1 home

13. MtSnow* HotTub* Pool * AirHockey*PingPong * Darts

14. Downtown Manchester Center. SKI Bromley in 12 min, Stratton Mountain in 25 min.

15. Brand New Listing! Amazing 4 Bedroom Townhome with your own private Hot Tub!!!

16. Cozy farmhouse in Manchester - short drive to multiple ski mountains!

17. Gorgeous couples barn with WiFi & hot tub in lovely Londonderry

18. VT escape for all occasions w/ New Kitchen, Game Rooms, Media Lounge, Chimney Hill Clubhouse Access!

19. Wonderful hilltop house with breathtaking views

20. Tranquil 3 bedroom Home with Hot Tub/Fast WIFI/Standby Generator in Andover

Learn more about Stratton

Top reviews in Stratton

Inn At Mount Snow

10/10 Excellent

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13. MtSnow* HotTub* Pool * AirHockeyPingPong Darts