Holiday rentals in Stratton

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Top-rated holiday rentals in Stratton

Guests agree: these stays are highly rated for location, cleanliness and more.

Guest favourite

Cottage in Jamaica

4.82 out of 5 average rating, 461 reviews

Forest Cottage ~ 7min to Stratton, Private, Views

Authentic Vermont post & beam cottage with privacy. 3 miles to Stratton's Sun Bowl, a 7-minute drive. Nearby swimming hole at the brook on the property. Dogs welcome, $30 fee per dog. No cats due to allergies. Vinyl record player, VCR/DVD player, board games, Starlink Satellite Internet 20-100 mbps. Heat options: 2 gas wall furnaces & wood stove. Front porch, propane BBQ, fire pit, picnic table & spectacular views of Stratton Mountain. Back deck surrounded by woods with hammock, table & chairs.

4–11 May

£110 per night
Guest favourite

Cabin in Londonderry

4.93 out of 5 average rating, 308 reviews

Stone Fence Cabin

Cute, Cozy & Charming, our rustic, Studio Cabin is on 5 private acres near scenic Gale Meadows Pond in S Londonderry, VT. We are close to Stratton, Bromley & Manchester and you’ll enjoy beautiful scenery and hiking right outside your front door. The Cabin has an open floor plan with a galley kitchen, dining/living area with pullout futon couch & 1 full bathroom. The sleeping loft is accessible by ladder. Our place is a great fit for couples and solo adventurers looking to get away from it all!

4–11 Oct

£96 per night
Guest favourite

Cabin in Jamaica

4.99 out of 5 average rating, 180 reviews

New Cabin in Jamaica

Recently constructed 500sq ft passive solar cabin, 10 minutes to Stratton Mtn., 20 minutes to Mt. Snow and Dover for skiing, shopping, food, or a beer at Snow Republic. Quiet road but very accessible. Perfect area for hiking, biking, relaxing walks along the Ball Mountain Brook or kayaking on Grout Pond or Gale Meadows. Enjoy a campfire in the side yard/former pony corral or relax on the spacious screened in porch. 30 minutes from seasonal farmers market and from Manchester for outlets.

17–24 Sept

£139 per night

Popular amenities for Stratton holiday rentals

Stay near Stratton's top sights

Stratton Mountain Resort173 locals recommend
Green Mountain National Forest46 locals recommend
Stratton Sun Bowl Base Lodge4 locals recommend
Mulligan's43 locals recommend
The Fire Tower Restaurant & Tavern37 locals recommend
Stratton Adventures15 locals recommend

Other great holiday rentals in Stratton

Guest favourite

Chalet in Stratton

4.99 out of 5 average rating, 141 reviews

8 Min Ski Stratton Mtn/15 Min Mt Snow W/Fireplace!

24 Apr – 1 May

£155 per night
Guest favourite

Cabin in Stratton

4.99 out of 5 average rating, 136 reviews

Dream Stratton Forest Cabin w/Hot Tub & Fast WiFi

16–23 Jun

£189 per night
Guest favourite

Barn in Marlboro

4.95 out of 5 average rating, 260 reviews

The Studio With a View. Bring your dog, too!

21–28 Nov

£133 per night
Guest favourite

Apartment in Stratton

4.96 out of 5 average rating, 89 reviews

Premier Stratton Village Location - Pool & Hot Tub

10–17 Apr

£95 per night
Guest favourite

Apartment in Stratton

4.91 out of 5 average rating, 45 reviews

Stratton Mountain vacation spot

8–15 Jun

£102 per night
Superhost

Cabin in Wardsboro

4.82 out of 5 average rating, 65 reviews

Mountain side acres

26 Jul – 2 Aug

£140 per night
Guest favourite

Home in Dover

4.93 out of 5 average rating, 67 reviews

Cozy Riverfront Home, 1mi to Mt Snow, On Moover

6–13 May

£92 per night
Guest favourite

Chalet in Winhall

4.96 out of 5 average rating, 26 reviews

Beautiful renovated chalet mn to Stratton

11–18 Jun

£125 per night
Guest favourite

Apartment in Stratton

5.0 out of 5 average rating, 18 reviews

Your Vermondo awaits: Steps to Lifts & Village.

16–23 Apr

£310 per night
Guest favourite

Home in Jamaica

5.0 out of 5 average rating, 25 reviews

2-Bedroom Home, 7 Minutes From Stratton Mountain

15–22 Sept

£154 per night
Guest favourite

Apartment in Londonderry

4.95 out of 5 average rating, 42 reviews

Magical Ski-In/Ski-Out Condo at Magic w/ game room

8–15 May

£99 per night
Guest favourite

Loft in Jamaica

4.98 out of 5 average rating, 93 reviews

Cozy Loft for your Southern VT Adventures

15–22 Jun

£83 per night

Quick stats about holiday rentals in Stratton

Total rentals

150 properties

Rentals with a pool

40 properties have a pool

Pet-friendly rentals

30 properties allow pets

Family-friendly rentals

130 properties are a good fit for families

Total number of reviews

3.3K reviews

Nightly prices starting at

£55 before taxes and fees

Destinations to explore

  1. Airbnb
  2. United States
  3. Vermont
  4. Windham County
  5. Stratton