Bennington Area Rentals
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Quintessential Cabin in the Woods near Town
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 10
At the center of an 18-acre private lot, get away from it all—whether it be sitting beside the large fireplace in the op ...
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From $399 per night (USD)VRBO
The Lodge at Fox Meadow Farm
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 4
One of the most sought after locations in southern Vermont, overlooking the valley & the Green Mountains. Filled with pe ...
From $399 per night (USD)VRBO
From $778 per night (USD)VRBO
Gorgeous house- near Manchester VT, shopping, hiking, arts, golf, skiing\n
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 8
NEW: VIDEO link to our house: https://youtu.be/KLilO77oHAQ Gorgeous,fully renovated Vermont Farmhouse in beautiful sett ...
From $778 per night (USD)VRBO
From $376 per night (USD)VRBO
The Barn On Main is a Architectural Digest Quality historic building .
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
The Barn On Main is a Architectural Digest Quality historic building situated on Main Street in Manchester Center. Set b ...
From $376 per night (USD)VRBO
From $544 per night (USD)VRBO
Secluded Home - Close to Skiing, Horse Show, Hiking, Dining/Shopping
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 12
Nestled on a quiet road with Bourne Brook flowing through your backyard, this classic Vermont home is just 100 yards fr ...
From $544 per night (USD)VRBO
From $395 per night (USD)Expedia
Long Trail House at Stratton Mountain Resort
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Mountain ski retreat with 10 restaurants and 2 bars/lounges Enjoy the slopes and an outdoor pool at Long Trail House at ...
From $395 per night (USD)Expedia
From $1189 per night (USD)VRBO
Historic Period Home in the Charming Town of Manchester Center
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 9
Historic Period Home in the Charming Town of Manchester Center. Home was originally built in 1850 and features gracious ...
From $1189 per night (USD)VRBO
From $1036 per night (USD)VRBO
Winter Season Rental on Stratton Mountain 35K
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
A winter season rental is available from late November to mid-April. $35,000.00 SLOPESIDE condo, end unit, 2 l ...
From $1036 per night (USD)VRBO
From $1264 per night (USD)VRBO
Views of Stratton, Minutes from the Slopes, EV Charging Level 2
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Charming ski cabin in the woods yet close to it all. Enjoys views of Stratton while relaxing in the hot tub. Stay warm ...
From $1264 per night (USD)VRBO
From $213 per night (USD)Expedia
Cozy Summer retreat with great Pet 🦮 Yard and upgrades! Close to hiking areas!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Nestled on a private 5 acres lot on the border of NY and Vermont this home is in the country but close to all the amenit ...
From $213 per night (USD)Expedia
From $2800 per night (USD)VRBO
2400 sf 4BR/4BA STRATTON CONDO. Walk to Village. Pool, spa, sauna, game room.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
We have owned this condo for 12 years and have just recently decided to share it with the rental community. We will onl ...
From $2800 per night (USD)VRBO
From $606 per night (USD)Expedia
Family oriented community in country setting...10 minute walk to town center.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Newly renovated. Comfortably furnished three level living offers space and privacy. Perfect location to four season acti ...
From $606 per night (USD)Expedia
From $557 per night (USD)VRBO
Mountain & sunset views from balcony! Heated pool/spas, walk to lifts & village!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
2 BR/2 BA MOUNTAIN-FACING end unit with extra windows, on top floor, with large private deck and unobstructed views of S ...
From $557 per night (USD)VRBO
From $2107 per night (USD)VRBO
Luxury Stratton Mtn Home w/Bromley view-Huge Game Rm, VIP Mtn Parking
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Pristine New Elegant Home on Stratton Mountain. Breathtaking Views of Nearby Bromley Mountain. 4 Large Bedrooms EACH wit ...
From $2107 per night (USD)VRBO
From $397 per night (USD)VRBO
Woodsy Retreat - Close to Mt. Snow w Fireplace!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: Beautiful 3 bedroom, 3 bathroom home in the Chimney Hill community. Convenient location close to lots of activi ...
From $397 per night (USD)VRBO
From $220 per night (USD)Expedia
Lovely Chalet, ChimneyHill Community-Clubhouse 2 Pools/Hot tub, minutes to lake
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This lovely, spacious chalet is secluded in the Green Mountains of Vermont. It is located at Chimney Hill, a private com ...
From $220 per night (USD)Expedia
From $2121 per night (USD)VRBO
Serene Escape | Comfort & Luxury | A/C | Hot Tub | Sauna | Golf Getaway
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 14
42 North Vermont is proud to present Wandering Moose at Stratton! Wandering Moose is a recently renovated modern house ...
From $2121 per night (USD)VRBO
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2024 Seasonal Summer Rental
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
2023 Intervale Renovation - Brand New Chef's Kitchen - Highly Sought After 3 BR/3 Bath + Loft/Office. Serene-woodland se ...
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From $463 per night (USD)VRBO
Ski in/ski out condo at base of Stratton village
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to our Stratton condo! We bought this condo in 2020, and started renovations last summer- we replaced all the ti ...
From $463 per night (USD)VRBO
From $1038 per night (USD)Expedia
Renovated Townhouse next to a Golf Course and Pool
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Escape to our relaxing retreat in Vermont and enjoy sunny days playing golf or hiking! Our newly renovated 3 Bedroom Tow ...
From $1038 per night (USD)Expedia
From $278 per night (USD)VRBO
Stratton Mountain Condo with Shared Pool, Hot Tubs, and Sauna - Walk to Lifts
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Long Trail House 368 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $278 per night (USD)VRBO
From $419 per night (USD)Expedia
Starry Skies: 7min to SkiStratton+PikesFalls+DogOK
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Situated on 13 acres of forest with stunning views from indoors/out and flooded with light from the southern exposure. F ...
From $419 per night (USD)Expedia
From $660 per night (USD)VRBO
STRATTON 5 STAR SKI HOME: HOT TUB, SAUNA, 2 SUITES, 2 FIREPLACES
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Sleeps 8 plus. Newly renovated with 2 MASTER SUITES on the main floor and 2 other bedrooms with 2 beds each upstairs. P ...
From $660 per night (USD)VRBO
From $1355 per night (USD)VRBO
River Road Farm: A Morgan Horse Barn Turned Luxe Escape
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 14
Nestled within the picturesque Green Mountains in Southern Vermont, River Road Farm offers a historic, elegant, unique a ...
From $1355 per night (USD)VRBO
From $446 per night (USD)VRBO
Dog Friendly Chalet in the Woods w/ Pool, Mt. Snow, VT
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Come and relax in our secluded, 2,000sq ft home in the woods. Our chalet is private and quiet, with enough room for your ...
From $446 per night (USD)VRBO
From $1395 per night (USD)Expedia
Hot Tub - Fire Place - Sauna - Gym - 4 min to Bromley on a Private Lake
- Bedrooms:
- 5
- Bathrooms:
- 7
- Sleeps:
- 16
Beautiful Lake House - centrally located between 4 ski areas Bromley - 4 minutes Magic Mountain - 12 minutes Manchester ...
From $1395 per night (USD)Expedia
From $282 per night (USD)VRBO
Bromley Mountain Escape w/ 2 Balconies: Hike & Ski
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Escape to this bright 2-bedroom, 1-bathroom condo tucked right on Bromley Mountain, perfect for a ski trip, a romantic e ...
From $282 per night (USD)VRBO
From $370 per night (USD)Expedia
Mountain View Condo with Fast WiFi, Shared Hot Tub, & Resort Amenities
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Founders Lodge 209 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $370 per night (USD)Expedia
From $559 per night (USD)VRBO
Comfortable Townhome with Shared Pool, Private Hot Tub & Wood-Burning Fireplace
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Stratton Hideaway Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $559 per night (USD)VRBO
From $932 per night (USD)Expedia
Perfect location! Walking distance to Stratton Village and Stratton Mountain!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Warm and cozy 2 bedroom 2 bath Long Trail House condo within walking distance of Stratton Village and Stratton Mountain. ...
From $932 per night (USD)Expedia
From $3136 per night (USD)VRBO
Beautiful Lakeview Log Cabin on 60-Acre Property
- Bedrooms:
- 7
- Bathrooms:
- 9
- Sleeps:
- 24
Welcome to Paradise! Our incredible log home is built on 60 acres, sleeps 24, and is perfect for a family reunion or a g ...
From $3136 per night (USD)VRBO
From $1740 per night (USD)Expedia
Kresge Luxurious Grand Cabin At Stratton and Bromley Mountains, up to 6 guests.
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 6
This beautiful, well appointed and recently renovated, upscale log home is both comfortable and cozy. It is convenientl ...
From $1740 per night (USD)Expedia
From $581 per night (USD)VRBO
Farmhouse; <2 Miles to Stratton Mtn.; 4 bedrooms, 3 bathrooms; Winter Season opt
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
*Full Winter Season lease available at $32,000 + utilities Summers are also amazing here! Spacious Farmhouse, 8 minut ...
From $581 per night (USD)VRBO
From $300 per night (USD)VRBO
Secluded forest hideaway with hot tub
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
The Vermont Summer Cabin sits on the edge of Green Mountain National Forest, set away from the road the house is almost ...
From $300 per night (USD)VRBO
From $215 per night (USD)VRBO
Cozy Vermont Lodge |Hot Tub||Stream | Private | Wifi | SatTV, Beautiful Waterfront Vermont Retreat
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
This scenic home is located in the quaint, historic town of Bennington, Vermont. Sit in the hot tub and enjoy the soothi ...
From $215 per night (USD)VRBO
From $1842 per night (USD)Expedia
Charming 5BR Chalet@Base of Stratton Mt Has It All
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Leave the car keys on the dresser. Everything you need is right here or just outside the doorstep. This newly renovated, ...
From $1842 per night (USD)Expedia
From $1591 per night (USD)VRBO
Village Jewel close-by Equinox Hotel & 15 min. to Skiing & Equestrian Festival
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Winterbrook is a 5,000 sq ft, renovated (2023), Colonial Revival family home with room for everyone and is located in hi ...
From $1591 per night (USD)VRBO
From $1129 per night (USD)Expedia
SKI IN / SKI OUT at base of Tamarack Lift, Walk to Village, Condo for 2 Families
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Ski In / Ski Out Condo at the base of Tamarack Lift. After you park in the gated lot directly at the base of the mounta ...
From $1129 per night (USD)Expedia
From $495 per night (USD)VRBO
Warm Brook Farm+Entertainers Paradise+Hot Tub+Close To Everything+Dogs Stay Free
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
Welcome to Warm Brook Farm, a serene and enchanting retreat nestled in the heart of Arlington, Vermont. This idyllic thr ...
From $495 per night (USD)VRBO
From $377 per night (USD)Expedia
Ski on ski off condo
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Great location! Steps from Tamarack lift. Walking distance to Stratton village. Now 2 bedrooms! 1 bedroom has queen bed ...
From $377 per night (USD)Expedia
From $587 per night (USD)VRBO
Ski-in/out family home w/shared pool/Ping-pong/balcony/free WiFi/fireplace
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Bromley Mountain Condo CD2 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply en ...
From $587 per night (USD)VRBO
From $744 per night (USD)VRBO
Log Cabin Escape: Well-stocked, clean, cozy & comfortable
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Our pristine and well-maintained log cabin is a peaceful retreat for families & friends. Enjoy a wood-burning fireplace, ...
From $744 per night (USD)VRBO
From $272 per night (USD)VRBO
Escape to your cozy mountain retreat - Bromley, Stratton, Magic
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
LOCATION! Restored to its original rustic charm and appointed with modern touches, The Cozy Cabin offers the best of bot ...
From $272 per night (USD)VRBO
From $757 per night (USD)VRBO
Stratton Slopeside Townhome - 5-minute walk to the slopes!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
*** AVAILABLE FOR '25/'26 SEASONAL RENTAL *** Welcome to Slopeside - one of the coveted on-mountain locations at Stratt ...
From $757 per night (USD)VRBO
From $425 per night (USD)VRBO
Next to Hildene. Walk to Equinox Pond.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
Bright and comfortable 3 bedroom, 2 bath house. Short walk to Equinox pond. 10 miles to Bromley. 20 miles (30 minutes) ...
From $425 per night (USD)VRBO
From $751 per night (USD)VRBO
TUCKED ABOVE: IN TOWN 3 BDR/2 BATH
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Tucked Above is a recently renovated 3 Bedroom/2 Bath in town. It sits on just under an acre with spectacular views of ...
From $751 per night (USD)VRBO
From $464 per night (USD)VRBO
Beautiful Manchester VT Mountain Retreat w/Hot Tub
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 16
Introducing "Manchester Woods" A Beautiful VT Mountain Retreat just minutes from Manchester, Bromley, Stratton, and Magi ...
From $464 per night (USD)VRBO
From $579 per night (USD)Expedia
New! Lovingly restored Antique Vermont Farm House- Horse Friendly!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Built circa 1860, our Rupert, VT farmhouse has been fully renovated for modern comfort while still retaining original ru ...
From $579 per night (USD)Expedia
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A Real Farm Vacation
- Bedrooms:
- 1
- Bathrooms:
- 5
- Sleeps:
- 12
White Rock Farm is a 295-acre working farm in Bennington VT, a three hour drive from New York or Boston. it is part of t ...
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From $272 per night (USD)Expedia
Mountain Chalet- Chimney Hill resort w/pools,hiking trails,lake/recreation areas
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Chimney Hill house - great location on top of the hill Premium luxury beds and bedding - all linens included Smart HDTV ...
From $272 per night (USD)Expedia
From $610 per night (USD)VRBO
Historic c.1880 Victorian MA/VT border near Williams College MassMoCA Freshgrass
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 12
This beautiful, spacious, and historic property was formerly the Inn at Oak Hill. It is located at the junction of Route ...
From $610 per night (USD)VRBO
From $1979 per night (USD)Expedia
Enjoy Every Season at this Serene Estate with Incredible Mountain Views !
- Bedrooms:
- 5
- Bathrooms:
- 9
- Sleeps:
- 23
Welcome to Paradise! Wonderful opportunity to vacation in an ideal mountain location. This beautiful home is built on a ...
From $1979 per night (USD)Expedia
From $277 per night (USD)VRBO
Stratton Mountain home in downtown Winhall
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Located in the heart of downtown Winhall. Walking distance to local market, restaurants, and ski shops. Only 3 miles to ...
From $277 per night (USD)VRBO
From $1474 per night (USD)Expedia
Luxurious Modern Home Steps to Gondola & Village
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 18
Just off the main access road is a secret place that's been tucked away, just waiting for your arrival. You'll be surpri ...
From $1474 per night (USD)Expedia
From $840 per night (USD)VRBO
Stratton 4 bed (3 plus loft and basement sleeping) with Shuttle & Rec Room
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Cozy ski/golf/hikers chalet only three minutes from Stratton. The property comfortably sleeps 10 with two full master b ...
From $840 per night (USD)VRBO
From $246 per night (USD)Expedia
200 Yr old Farmhouse on 45 acres
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This experience is Vermont at its best! Fully restored 200+ yr. old colonial farmhouse, on 40+ acres. Set on a spectacul ...
From $246 per night (USD)Expedia
From $1234 per night (USD)VRBO
Luxury Ski In/Out House w/ Private Hot Tub
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Truly amazing ski in/out townhome located just feet from the trail, and a 365 day community heated outdoor pool. No walk ...
From $1234 per night (USD)VRBO
From $1354 per night (USD)Expedia
Green Mountain Manor - Ski and Summer Chalet
- Bedrooms:
- 5
- Bathrooms:
- 7
- Sleeps:
- 16
Welcome to the exquisite and luxurious Green Mountain Manor, a hidden gem nestled amongst towering evergreens, babbling ...
From $1354 per night (USD)Expedia
From $495 per night (USD)VRBO
Cozy Manchester Getaway with Amazing Views!!!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 12
Cozy getaway with views of the mountains above and river below. Sleeps 8+ people. Fireplace, Outdoor grill, Firepit, I ...
From $495 per night (USD)VRBO
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The Best Vermont Has to Offer!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
GET AWAY to where you will have the best of all worlds! Within minutes of our beautiful spacious townhouse, there’s hi ...
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From $674 per night (USD)VRBO
Condo--Walk to Stratton Village--Summer activities
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Stratton is jam packed with adventure and our condo is in the heart of it! This ground level, 2 bedroom, 2 bath condo is ...
From $674 per night (USD)VRBO
From $508 per night (USD)Expedia
Historic Renovated Barn at Boorn Brook Farm - Manchester Vermont
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Your home is the beautifully restored historic French inspired barn, built in the 1820's, which has wide-plank floors, h ...
From $508 per night (USD)Expedia
From $280 per night (USD)VRBO
Newly renovated mountain view close to skiing and horse show
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Newly renovated top to bottom, two brand new sparkling clean bathrooms, great location close to Manchester, Dorset Villa ...
From $280 per night (USD)VRBO
From $868 per night (USD)Expedia
Luxury Duplex Condo·Stratton Ski in Ski Out
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
The Landmark at Stratton Luxury condos are by far the most requested location & building at Stratton MTN. This New luxur ...
From $868 per night (USD)Expedia
From $605 per night (USD)VRBO
Green Mountain National Forest Ski Chalet
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 15
3 Miles from Bromley, 10 miles from Stratton lodge, 6 miles from Manchester, VT. A frame ski chalet in newly updated de ...
From $605 per night (USD)VRBO
From $518 per night (USD)Expedia
Secluded dog-friendly mountain home near Stratton w/ firepit & deck
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 15
Ralph's Chalet Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $518 per night (USD)Expedia
From $286 per night (USD)VRBO
Cozy 3 bedroom house on 16 quiet acres, Mtn views, Close to Manchester
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Quiet house on 16 acres, newly renovated kitchen and bathrooms, fresh paint, screen porch with couch and table to sip yo ...
From $286 per night (USD)VRBO
From $373 per night (USD)VRBO
IDEAL LOCATION: Renovated Condo, Ski-In Walk Out To Tamarack Lift And Village
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
*** For the upcoming 2024-2025 ski season we are only accepting full season rentals, Nov 15 - April 15!!! Please inquir ...
From $373 per night (USD)VRBO
From $272 per night (USD)VRBO
Stratton 1 Bedroom Long Trail Condo, Walk to Village and Lifts
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Come enjoy the convenience of this 1 bedroom condo located just across the street from the village and lifts at Stratton ...
From $272 per night (USD)VRBO
From $291 per night (USD)Expedia
Long Trail House Studio at Stratton Mountain Resort
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Come enjoy the convenience of this cozy studio located adjacent to the village and lifts at Stratton Mountain. Our Stu ...
From $291 per night (USD)Expedia
From $331 per night (USD)VRBO
Cozy 4 season getaway in Vermont near Mt. Snow
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 12
This is a great vacation home for all seasons. Conveniently located just 7 miles to excellent hiking, skiing and biking ...
From $331 per night (USD)VRBO
From $212 per night (USD)Expedia
Perfect for a peaceful get away in clean fresh Vermont air!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
This cottage is nestled in the mountains of Woodford VT, in a private location directly on the lake. You will experienc ...
From $212 per night (USD)Expedia
From $272 per night (USD)VRBO
Chimney Hill resort mountain home w/clubhouse-heated pools, great lake & trails
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Chimney Hill house - great location on top of the hill Premium luxury beds and bedding - all linens included Smart HDTV' ...
From $272 per night (USD)VRBO
From $721 per night (USD)Expedia
Gorgeous Mountain View in Manchester, Shopping, Dining, Spa. 5 min walk to town.
- Bedrooms:
- 2
- Bathrooms:
- 6
- Sleeps:
- 8
Great Mountain View, ski access, shopping, fine dining, and a great place for a romantic getaway and/or family vacation. ...
From $721 per night (USD)Expedia
From $398 per night (USD)VRBO
Meme's High Mountain Lake House
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
Welcome to our high mountain lakeside getaway. Known fondly as Meme's lake house, let us show you why Vermont is the des ...
From $398 per night (USD)VRBO
From $880 per night (USD)VRBO
Stratton VT w/ views, stunning 26ft Fireplace, and just 5 min to base
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Enjoy stunning valley views from this home located on Slippery Fox a private drive with ample parking just minutes to th ...
From $880 per night (USD)VRBO
From $778 per night (USD)VRBO
1st Fl Condo 3BR @ Stratton Sleeps 7 Pool Hot Tub
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Inspired by the great lodges, Rising Bear is located on the Commons, with ice skating, fire-pits, heated outdoor pool & ...
From $778 per night (USD)VRBO
From $244 per night (USD)VRBO
Spacious 2nd floor apartment steps from popular corner market.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Located in a charming 1890's colonial home, this 2nd floor apartment has a convenient in town location that is close to ...
From $244 per night (USD)VRBO
From $763 per night (USD)VRBO
Something for everybody! This house is a crowd pleaser!\n6 Bedrooms/Sleeps 13!
- Bedrooms:
- 4
- Bathrooms:
- 7
- Sleeps:
- 11
Bright and cozy, lovingly maintained, barn style family home. Ideal for entertaining family and friends. Open concept m ...
From $763 per night (USD)VRBO
From $538 per night (USD)VRBO
Stratton Long Trail 5 Star Condo only Steps to the Lifts & Village
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Walk to the Lift, Walk to the Village, Live the dream ! We keep our condo up to date, fresh paint, super clean, persona ...
From $538 per night (USD)VRBO
From $521 per night (USD)VRBO
Beautiful -Slope-side- Stratton Mountain Condo, Walk to Chairlift, Village & Gym
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
*Best Location* Beautiful* Ski In-Ski Out Slopeside - Walk to Village & Gym Beautifully appointed unit. True Ski-on Sk ...
From $521 per night (USD)VRBO
From $640 per night (USD)Expedia
Stratton Mountain Home Hot Tub, Fire Pit and walk to the mountain.
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
Our 5 bedroom 4 bathroom home is located in the resort of Stratton Mountain. Walk to the Mountain and village. In the w ...
From $640 per night (USD)Expedia
From $1154 per night (USD)VRBO
Skiing, snowboarding, tubing, snowshoeing and all the other winter activities!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
All Seasons location for the best of the 3 key seasons. SUMMER: Best outdoor adventures and farmer's markets ...
From $1154 per night (USD)VRBO
From $235 per night (USD)VRBO
Cozy Cabin on Chimney Hill - Close to Mt Snow
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Charming 3 bedroom cabin nestled in the woods at the top of Chimney Hill on Haystack Mountain, a 15 minute drive from Mt ...
From $235 per night (USD)VRBO
From $409 per night (USD)VRBO
Green Mountains 4BR House
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Currently booking Fall/Holiday reservations for 2024! Quintessential Vermont Ski Chalet with grand fireplace facing an ...
From $409 per night (USD)VRBO
From $784 per night (USD)VRBO
Quarry Hill Farm - stunning views - cozy yet expansive
- Bedrooms:
- 5
- Bathrooms:
- 8
- Sleeps:
- 15
You've always wanted that perfect place in the country -- here it is! Quarry Hill Farm is secluded, surrounded by natura ...
From $784 per night (USD)VRBO
From $429 per night (USD)VRBO
Creekside Camp. NO CLEANING FEE. Relax in the Hot Tub Creekside - Vermont Style
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Take in the sights and sounds of the flowing stream while relaxing at Creekside Camp. Creekside Camp is a 1,300 square f ...
From $429 per night (USD)VRBO
From $595 per night (USD)VRBO
Wilmington Retreat w/ Deck, Lake Views & Game Room
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
From the quaint boutiques and eateries in the walkable downtown Wilmington to the crisp ski slopes in the Green Mountain ...
From $595 per night (USD)VRBO
From $376 per night (USD)VRBO
Stylish Mountain Home Near Ski, Golf + Manchester!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Situated in the heart of Vermont Ski Country and just minutes from premier ski resorts, this 4-bedroom, 2-bath vacation ...
From $376 per night (USD)VRBO
From $579 per night (USD)VRBO
Gorgeous Stratton Mtn. Townhome, 5 min Walk to Slopes and Village.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Stratton Vermont is a premier 4 season resort. Come visit in the late spring through the fall for breath taking views, h ...
From $579 per night (USD)VRBO
From $454 per night (USD)VRBO
Cozy Country Cabin Vermont
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
This cabin in southwest VT, is privately situated in a serene rural setting. It can accommodate up to 10 guests in 5 be ...
From $454 per night (USD)VRBO
Click For PricingExpedia
Amazing 5 bed/5 bath just a few minutes from Base Lodge @ Stratton Mountain!
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 12
Our home could be the perfect Vermont getaway space for your family and friends to gather and spend quality time togethe ...
Click For PricingExpedia
From $572 per night (USD)VRBO
★No Cleaning Fee★10% OFF★Walk To Mountain★Amenities+
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
⭐️"The condo is fantastic! The location is great, easy access from the garage, quick to get to Stratton Village. The pic ...
From $572 per night (USD)VRBO
From $495 per night (USD)VRBO
Secluded Chalet, Mountain Views, Sauna+ Hotub (Near Stratton, Magic, Bromley Mt)
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Nestled in Vermont's Green Mountains, The Vermont Mountain House is located on top of a mountain in Peru, VT, a short dr ...
From $495 per night (USD)VRBO
From $989 per night (USD)VRBO
Chic Cabin with Fireplace at Stratton Mountain
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Originally built as a corn crib in the 1800s, this 2 bedroom, two bath cabin has been lovingly maintained and features m ...
From $989 per night (USD)VRBO
From $1177 per night (USD)Expedia
Modern Luxury at White Pine Lodge – 10 min from Stratton Mountain
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Architecturally significant home in South Londonderry, just 10 minutes from Stratton Mountain and less than 15 minutes f ...
From $1177 per night (USD)Expedia
From $265 per night (USD)VRBO
Mountains, pond, old barn, hiking trails- quintessential Vermont
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 7
Cabin on 45 acres part of which is an active Christmas Tree Farm and the rest is wooded mountain. The property is bucol ...
From $265 per night (USD)VRBO
Click For PricingExpedia
Secluded Home, 7 Mins to Stratton Mountain Resort
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 11
Escape to Winhall and have the getaway of a lifetime at this 4-bedroom, 3.5-bath vacation rental home. The cozy-yet-spac ...
Click For PricingExpedia
From $776 per night (USD)VRBO
Ski In / Ski Out 4BR / 3BA Private Hot Tub and shared pool
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 15
Location, Location, Location!!! Ski in / ski out or bike in / bike out with hot tub! Perfect location in the Slopesid ...
From $776 per night (USD)VRBO
From $1656 per night (USD)VRBO
Charming and Warm Bromley Mountainside Home - Seasonal Rental
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Charming end unit Town home on 3 full floors located on Bromley Mountain, which sleeps 8 people. Seasonal rental avai ...
From $1656 per night (USD)VRBO