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Stratton Mountain vacation rentals

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Top-rated vacation rentals in Stratton Mountain

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

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Cottage in Jamaica

4.82 out of 5 average rating, 463 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.

Apr 30 – May 7

R2,104 ZAR per night

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

R1,998 ZAR per night

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 12 – 19

R7,870 ZAR per night

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.

Sep 2 – 9

R2,926 ZAR per night

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 27 – May 4

R1,516 ZAR per night

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.*

May 28 – Jun 4

R2,447 ZAR per night

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.

Jun 13 – 20

R12,039 ZAR per night

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!

Aug 24 – 31

R3,046 ZAR per night

Condo in Stratton

4.96 out of 5 average rating, 116 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 24 – 31

R2,809 ZAR per night

Tiny home in Jamaica

4.85 out of 5 average rating, 213 reviews

Hot Tub Farmhouse - Buttercup Studio - Jamaica VT.

The calendar is accurate. Hot Tub accommodates 2-3 people comfortably. This private tiny house includes fresh linens, dedicated Wi-Fi, a kitchenette, hot shower, flushing toilet, and porch. Comfortable for up to 4 people. We are committed to AirBnB's enhanced cleaning protocol. All high-touch surfaces are sanitized. We provide extra cleaning supplies for our guests to use as they desire.

Aug 2 – 9

R1,841 ZAR per night

Home in Winhall

4.99 out of 5 average rating, 348 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.

Sep 9 – 16

R5,944 ZAR per night

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.

Jul 5 – 12

R2,472 ZAR per night

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Popular amenities for Stratton Mountain vacation rentals

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Other great vacation rentals in Stratton Mountain

Home in Winhall

4.94 out of 5 average rating, 108 reviews

Beautiful Stratton-Manchester VT Retreat w/hot tub

May 24 – 31

R8,097 ZAR per night

Home in Shaftsbury

4.92 out of 5 average rating, 102 reviews

Cheerful 1 bedroom cottage

Oct 14 – 21

R1,602 ZAR per night

Home in Putney

4.94 out of 5 average rating, 336 reviews

Vermont Botanical Studio Apartment

Mar 24 – 31

R2,209 ZAR per night

Home in Putney

4.84 out of 5 average rating, 119 reviews

Spacious Loft with View

Dec 10 – 17

R3,232 ZAR per night

Home in Winhall

4.88 out of 5 average rating, 138 reviews

The Mushroom House of Manchester Vermont

Oct 28 – Nov 4

R5,105 ZAR per night

Home in Bennington

4.99 out of 5 average rating, 238 reviews

Cozy Modern Sugar House with spectacular views.

Dec 18 – 25

R5,656 ZAR per night

Home in Putney

4.95 out of 5 average rating, 307 reviews

Cozy Train Depot in Putney Vermont

Sep 17 – 24

R2,347 ZAR per night

Home in Sunderland

4.97 out of 5 average rating, 213 reviews

MOUNTAIN NEST, views, Manchester, hot tub,

Mar 10 – 17

R8,715 ZAR per night

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

Mar 30 – Apr 6

R1,830 ZAR per night

Condo in Ludlow

4.92 out of 5 average rating, 122 reviews

Okemo Ski-in/Ski-out, Steps to lift Condo

Jul 27 – Aug 3

R1,931 ZAR per night

Condo in Ludlow

4.92 out of 5 average rating, 121 reviews

All Season Lovely and Zen Okemo Mt Lodge Condo

May 19 – 26

R1,998 ZAR per night

Condo in Brattleboro

4.92 out of 5 average rating, 281 reviews

Private & Quiet Studio Apt. in Vermont

Sep 25 – Oct 2

R1,744 ZAR per night

Condo in Stratton

4.98 out of 5 average rating, 107 reviews

Cozy, spacious mountain condo

Jun 18 – 25

R7,714 ZAR per night

Condo in Dover

4.99 out of 5 average rating, 100 reviews

Winter Dream! The Handle Lodge at Snowtree Condos

Jun 8 – 15

R3,242 ZAR per night

Condo in North Adams

4.91 out of 5 average rating, 209 reviews

Downtown Flat Iron Condo - walk to MoCA #12

Jun 13 – 20

R1,913 ZAR per night

Condo in Ludlow

4.99 out of 5 average rating, 100 reviews

Updated Main St Condo in downtown Ludlow!

May 28 – Jun 4

R2,104 ZAR per night

Stratton Mountain cabin rentals

Cabin in Jamaica

4.88 out of 5 average rating, 263 reviews

Green Mountain Modern House: iconic modern getaway

Dec 5 – 12

R9,265 ZAR per night

Cabin in Winhall

4.96 out of 5 average rating, 291 reviews

A-Frame Mountain Retreat near Manchester

Mar 28 – Apr 4

R5,328 ZAR per night

Cabin in Stratton

4.99 out of 5 average rating, 138 reviews

Dream Stratton Forest Cabin w/Hot Tub & Fast WiFi

Sep 14 – 21

R5,905 ZAR per night

Cabin in Winhall

4.91 out of 5 average rating, 151 reviews

Contemporary 4 bdrm Cabin Hot Tub and Sauna

Apr 24 – May 1

R3,146 ZAR per night

Cabin in Bennington

4.8 out of 5 average rating, 101 reviews

Vermont Cabin - Secluded Woods on South Stream

Oct 1 – 8

R2,001 ZAR per night

Cabin in Wardsboro

4.8 out of 5 average rating, 202 reviews

Log Cabin Near Stratton/Mt Snow

Sep 7 – 14

R2,861 ZAR per night

Cabin in Guilford

4.96 out of 5 average rating, 477 reviews

Serenity Now - Couples Retreat or Writer's Dream

Jan 19 – 26

R3,488 ZAR per night

Cabin in Londonderry

4.96 out of 5 average rating, 99 reviews

Summit view cottage: Secluded cabin with hot tub

Mar 22 – 29

R14,861 ZAR per night

Destinations to explore