Holiday rentals in Stratton

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Top-rated holiday rentals in Stratton

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Guest favourite

Tiny home in Jamaica

4.88 out of 5 average rating, 344 reviews

Forest Cabin ~ 7min to Stratton, Cozy, Private

Authentic Vermont post and beam cabin is 3 miles from Stratton's Sun Bowl, a short 7 minute drive away. Swimming at the brook on the property. Dogs are welcome, $30 fee per dog. Sorry, no cats due to allergies. Vinyl record player & records, VHS & videos. Full kitchen. Satellite Internet/WiFi 20-100 mbps. The bathroom has a composting toilet - it is odorless and easy to use. Heat options: 2 gas wall furnaces, wood-stove & pellet stove. Front porch, picnic table, fire pit & propane BBQ grill.

6–13 May

$115 SGD 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!

21–28 Aug

$142 SGD per night

Guest favourite

Cabin in Jamaica

4.99 out of 5 average rating, 184 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.

18–25 Aug

$198 SGD per night

Guest favourite

Chalet in Dover

4.93 out of 5 average rating, 263 reviews

A charming VT chalet

Charming chalet nestled in the Mt Snow valley. Relax to the sound of a babbling brook in the back yard while you hang around a stone fire pit! Unwind in the quiet serenity of this country home complete with fully equipped kitchen with a newly installed gas fireplace , a comfy open living room with flat screen cable tv & DVD player Roko & High speed Internet . We have a lock box located on the post near the front entrance. combo provided upon arrival . Washer & dryer located on first level.

10–17 Mar

$224 SGD per night

Guest favourite

Flat in Manchester

4.99 out of 5 average rating, 145 reviews

Private two-bedroom suite within a two-story house

This is a private suite located on the second floor of a house. Separate entrance. The owners live downstairs. Great location with mountain views. Please note: 1) Our kitchen is fully equipped, but it has a hot plate instead of the traditional stove. 2) Instead of a full-size living room there is a small sitting area with a TV in the same area where the kitchen is located. 3) Guests don't have access to the backyard/patio, but you can enjoy the outside seating set in front of the house.

28 Apr – 5 May

$110 SGD per night

Guest favourite

Flat in Jamaica

4.84 out of 5 average rating, 199 reviews

The Getaway

Nestled in the woods but yet only; 10 min. (5.3 mls) to Stratton Mtn, 11 min. (7.6 mls) to Bromely Mtn, 26 min. (18.2 mls) to Magic Mtn, 33 min. (19.2 mls) to Mount Snow, 50 min. (38.2 mls) to Okemo and 68 min. (51.2 mls) to Killington. Also only minutes away from Southern Vermont golf resorts, Appalachian, Long and West River Trails, beautiful ponds rivers and falls, state parks, Manchester outlet shopping and the Equinox, fine dining and the most brilliant foliage in New England.

20–27 Aug

$184 SGD per night

Guest favourite

Apartment in Stratton

4.94 out of 5 average rating, 137 reviews

Updated Ski in/Ski out Stratton Condo!

Enjoy our cozy ski-in ski -out condo in the Ober Tal complex at Stratton. This newly renovated condo offers a warm, welcoming stay with modern farm house charm! Located just above the base of the mountain, our condo is a stones throw from the nearest lift ( 200 ft) and a ski lovers dream. Unwind after a long day of skiing/snowboarding or take convenient 5 minute stroll to the Village for a bite to eat or some shopping. *Mountain biking & concerts offered in the summer season.*

27 Jun – 4 Jul

$214 SGD per night

Superhost

Cabin in Wardsboro

4.8 out of 5 average rating, 202 reviews

Log Cabin Near Stratton/Mt Snow

Rustic log cabin for those looking for a getaway and a real Vermont experience. Pets allowed with *PET FEE* - add to your reservation There is Wifi &cell service (AT&T, Verizon). Please be aware this is not a luxury cabin, it is an authentic log cabin that we enjoy as a family during all seasons. No cable television - there is a TV with a Chromecast that you can use to stream from your phone over wifi. Firewood not provided 20 minutes to Stratton and 15 minutes to Mt. Snow

19–26 Aug

$203 SGD per night

Guest favourite

Home in Winhall

4.9 out of 5 average rating, 184 reviews

A+ Stratton shuttle, Hot Tub, Sauna, 2 masters

GREAT WINTER 2 FAMILY SHARE - 5 STAR HOME! 4 BD 3.5 BA with 2 MASTER SUITES SPA AMENITIES FREE TO USE. PREVIOUS GUEST'S REVIEW IS WRONG REGARDING A USAGE FEE. HOT TUB, SAUNA, 2 FIREPLACES, BBQ GRILL, OUTDOOR FIRE PIT, HEATED BEDS AND FLOORS, PIMA COTTON LINENS, GOOSE DOWN DUVET, COTTON TOWELS, COFFEE STATION, SNACK STATION, FIREWOOD PROVIDED. JUST BRING CLOTHES AND FOOD. SMART HOME WITH HOME THEATER , GAME LOFT WITH DUELING XBOX's, HULU LIVE, NETFLIX, PANDORA AND PRIME.

25 Apr – 2 May

$431 SGD per night

Superhost

Cabin in Jamaica

4.88 out of 5 average rating, 263 reviews

Green Mountain Modern House: iconic modern getaway

Our unique, contemporary home is in the heart of the Green Mountain National Forest, all while offering all the perks of modern luxury in a secluded setting. Our amenities include open concept living and dining room, sauna, wood burning fireplace, front deck, backyard with fire pit and Adirondack chairs, and contemporary design and decor throughout. Now with EV charger, on-demand backup generator and high speed Starlink wifi (200+ mbs)! Pets welcome with a $100 pet fee.

14–21 Nov

$659 SGD per night

Guest favourite

Flat in Townshend

4.94 out of 5 average rating, 203 reviews

Private Apt. on Farm, great views and Hot tub,

Self-contained apt with fantastic views, outside deck & private entrance with keypad lock. Two queen bedrooms and queen sleeping loft, kitchen and open plan living room. Located on a historic 38-acre working farm. If you need more space we have an adjoining apartment that sleeps 5. Apartment is above garage and attached to the main farmhouse. Pls note pricing is based on up to four guests; add'l $25/person/night up to max 6 guests added automatically.

15–22 Nov

$212 SGD per night

Superhost

Apartment in Stratton

4.88 out of 5 average rating, 106 reviews

Perfect Location! Steps to Village and Mountain

One-bedroom condo with beautiful rear-facing view of Mill Pond! Sleeps 4 with a Queen bed and a Full-size pull-out couch. Living room features a gas fireplace and smart TV (cable TV included; personal account required for Netflix and other streaming features). Access to pool, hot tubs, and sauna on-premises. Just steps away from the restaurants and shops in Stratton Mountain Village and the Base Lodge - no need to drive or wait for a shuttle!

17–24 May

$202 SGD per night

Holiday rentals for every style

Get the amount of space that is right for you

Popular amenities for Stratton holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

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

Guest house in North Bennington

4.98 out of 5 average rating, 149 reviews

Birch House - lake, green trees + modern comforts

19–26 Jul

$206 SGD per night

Guest favourite

Apartment in Stratton

4.96 out of 5 average rating, 93 reviews

Premier Stratton Village Location - Pool & Hot Tub

19–26 Jul

$225 SGD per night

Guest favourite

Flat in Winhall

4.85 out of 5 average rating, 34 reviews

Stratton Getaway 5 min-Mt/shops/restaurants/snow

21–28 Apr

$138 SGD per night

Guest favourite

Apartment in Stratton

4.9 out of 5 average rating, 48 reviews

Stratton Mountain vacation spot

30 Jul – 6 Aug

$186 SGD per night

Guest favourite

Chalet in Winhall

4.96 out of 5 average rating, 26 reviews

Beautiful renovated chalet mn to Stratton

18–25 Apr

$166 SGD per night

Guest favourite

Apartment in Londonderry

4.95 out of 5 average rating, 43 reviews

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

28 Aug – 4 Sep

$151 SGD per night

Guest favourite

Apartment in Stratton

4.95 out of 5 average rating, 19 reviews

Ski In/Out, Cozy 3BR Condo steps to Village

19–26 Oct

$530 SGD per night

Guest favourite

Home in Stratton

4.86 out of 5 average rating, 83 reviews

Stay mins from Mt. Snow & Stratton w/ EV charger

1–8 Aug

$219 SGD per night

Show all

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	4K reviews
Nightly prices starting at	$82 SGD before taxes and fees

Holiday rentals in Stratton

Top-rated holiday rentals in Stratton

Tiny home in Jamaica

Cabin in Londonderry

Cabin in Jamaica

Chalet in Dover

Flat in Manchester

Flat in Jamaica

Apartment in Stratton

Cabin in Wardsboro

Home in Winhall

Cabin in Jamaica

Flat in Townshend

Apartment in Stratton

Holiday rentals for every style

Houses

Hotels

Unique stays

Popular amenities for Stratton holiday rentals

Stay near Stratton's top sights

Other great holiday rentals in Stratton

Guest house in North Bennington

Apartment in Stratton

Flat in Winhall

Apartment in Stratton

Chalet in Winhall

Apartment in Londonderry

Apartment in Stratton

Home in Stratton

Quick stats about holiday rentals in Stratton

Total rentals

Rentals with a pool

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Destinations to explore