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Stratton Mountain vacation rentals

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Top-rated vacation rentals in Stratton Mountain

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Tiny home in Jamaica

4.89 out of 5 average rating, 241 reviews

Brookside Cabin ~ 7min to Stratton, Private, Views

Authentic VT post & beam cabin, private, 3 miles from Stratton's Sun Bowl-a 7 minute drive away. Dogs welcome, $30 fee per dog. Sorry, no cats due to allergies. A staircase leading to a large loft, hammock on back deck, propane BBQ, fire pit, spectacular mountain brook view. VCR, turntable, Satellite Internet/WiFi 20-100 mbps. Swimming hole at brook on property. There is an easy to use composting toilet. The cabin has running water for showering & cooking & a 5 gallon bubbler for drinking water.

Jun 8 – 15

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!

Aug 21 – 28

Home in Winhall

4.98 out of 5 average rating, 130 reviews

Modern Cabin with Hot Tub & EV Charging Station

Welcome to the Tea House - a retreat in the woods of Vermont. Just minutes to skiing at Stratton Mountain, Bromley and Magic. Explore 27+ acres of forest with trails, river, sculpture gardens and private pond. Relax and unwind in a cozy, modern space that lends itself to mindful living. Vinyl records, good books, stargazing from the hot tub. A short drive to Manchester with shops and restaurants. Your Vermont adventure awaits. - Private Hot Tub Open All Year - EV Charging Station - AC/Heat

Aug 4 – 11

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.

Jun 26 – Jul 3

Apartment 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.

Apr 29 – May 6

Condo 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.*

Jun 27 – Jul 4

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.

Apr 25 – May 2

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.

Nov 14 – 21

Condo 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!

May 17 – 24

Condo in Stratton

4.96 out of 5 average rating, 115 reviews

Cozy condo within walking distance to the slopes.

Cozy condo within walking distance of the slopes and restaurants and shops at Stratton Mountain Village. After a day on the slopes relax in the hot tub or take a dip in the heated pool or maybe enjoy some time in the sauna. Then enjoy sitting in front of the gas fireplace and maybe watch a movie. TV is a smart TV, basic cable is included - personal password needed for Netflix, Hulu, etc.

May 22 – 29

Home in Winhall

4.99 out of 5 average rating, 346 reviews

Stunning mid-century house on 2.5 private acres

Stay at our relaxing, mid-century retreat! The house was built in the 60s but has modern amenities. A 4-wheel-drive vehicle is recommended. Our house is conveniently located 7 miles from Stratton and 12 miles from the outlets/restaurants in Manchester. Floor to ceiling windows provide a stunning view of the property. Please note, the house has a non-working fireplace.

Jun 25 – Jul 2

Apartment in Londonderry

4.94 out of 5 average rating, 333 reviews

Cozy Suite in a Historic Building Near Ski Resorts

Located on the second floor of a historical building in the Village of South Londonderry, Vermont, this renovated studio suite features unique touches of modern amenities but with a Vermont feel. Your room will include a 65 inch Smart TV, WiFi, electric fireplace, lush queen bed, full renovated bathroom, small kitchenette, as well as on site parking.

Jun 4 – 11

Vacation rentals for every style

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Cabins

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Popular amenities for Stratton Mountain vacation rentals

Laptop-friendly workspace

Stratton Mountain house rentals

Home in Winhall

4.94 out of 5 average rating, 107 reviews

Beautiful Stratton-Manchester VT Retreat w/hot tub

May 15 – 22

Home in Weston

4.95 out of 5 average rating, 226 reviews

Reillys Rest -GreenMtns! Secluded-Pet-Kid friendly

May 30 – Jun 6

Home in Shaftsbury

4.92 out of 5 average rating, 101 reviews

Cheerful 1 bedroom cottage

Mar 8 – 15

Home in Putney

4.94 out of 5 average rating, 334 reviews

Vermont Botanical Studio Apartment

Jan 20 – 27

Home in Winhall

4.88 out of 5 average rating, 138 reviews

The Mushroom House of Manchester Vermont

Jun 27 – Jul 4

Home in Bennington

4.99 out of 5 average rating, 236 reviews

Cozy Modern Sugar House with spectacular views.

Feb 11 – 18

Home in Putney

4.84 out of 5 average rating, 119 reviews

Spacious Loft with View

Jan 21 – 28

Home in Putney

4.95 out of 5 average rating, 307 reviews

Cozy Train Depot in Putney Vermont

Apr 18 – 25

Stratton Mountain condo rentals

Condo in West Dover

4.94 out of 5 average rating, 181 reviews

Comfy Condo - 2 Min Walk to Carinthia Grommet Lift

Sep 29 – Oct 6

Condo in Stratton

4.98 out of 5 average rating, 107 reviews

Cozy, spacious mountain condo

Oct 31 – Nov 7

Condo in Brattleboro

4.92 out of 5 average rating, 281 reviews

Private & Quiet Studio Apt. in Vermont

Aug 2 – 9

Condo in Dover

4.99 out of 5 average rating, 100 reviews

Winter Dream! The Handle Lodge at Snowtree Condos

Jun 14 – 21

Condo in West Dover

4.74 out of 5 average rating, 121 reviews

Beautiful condo 2.5 miles from Mount Snow

Sep 27 – Oct 4

Condo in Dover

4.99 out of 5 average rating, 105 reviews

*Mountain Oasis: Base of Mount Snow Retreat*

Feb 26 – Mar 5

Condo in Londonderry

4.95 out of 5 average rating, 43 reviews

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

Aug 28 – Sep 4

Condo in Stratton

4.95 out of 5 average rating, 19 reviews

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

Oct 18 – 25

Stratton Mountain cabin rentals

Cabin in Winhall

4.91 out of 5 average rating, 151 reviews

Contemporary 4 bdrm Cabin Hot Tub and Sauna

Apr 24 – May 1

Cabin in Bennington

4.8 out of 5 average rating, 101 reviews

Vermont Cabin - Secluded Woods on South Stream

Oct 5 – 12

Cabin in Stratton

4.99 out of 5 average rating, 138 reviews

Dream Stratton Forest Cabin w/Hot Tub & Fast WiFi

Sep 1 – 8

Cabin in Winhall

4.96 out of 5 average rating, 291 reviews

A-Frame Mountain Retreat near Manchester

Aug 9 – 16

Cabin in Wardsboro

4.8 out of 5 average rating, 202 reviews

Log Cabin Near Stratton/Mt Snow

Aug 19 – 26

Cabin in Londonderry

4.96 out of 5 average rating, 99 reviews

Summit view cottage: Secluded cabin with hot tub

Mar 20 – 27

Cabin in Shaftsbury

4.99 out of 5 average rating, 200 reviews

The Hygge Loft- mid-mod cabin on 70 forested acres

Jan 29 – Feb 5

Cabin in Jamaica

4.9 out of 5 average rating, 134 reviews

Jamaica Mod A Frame

Oct 9 – 16

Destinations to explore