Bennington Area, Vermont Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Bennington Area, Vermont on RentalSaver.com!

Bennington Area Rentals

From $467 per night (USD)
VRBO
Spacious A-Frame chalet, minutes to Stratton Mountain, Winhall, VT
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Enjoy complete privacy on a private road, close to surrounding Ski mountains in the beautiful Green Mountain State. This ...
From $467 per night (USD)
VRBO
From $924 per night (USD)
Expedia
Beautiful! 5 Beds-5 baths Home, Spectacular Views of Stratton, On Shuttle
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
Remarkable 5 bedroom 5 bath home in High Meadow on shuttle! Spectacular views of Stratton Mountain in the winter, you ca ...
From $924 per night (USD)
Expedia
From $690 per night (USD)
VRBO
Stratton Ski Inn - Shuttle to ski - Golf course - Hot tub
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Welcome to our Luxury Ski Inn!!!! A very private home hidden up a long driveway with beautiful mountain views, quiet nei ...
From $690 per night (USD)
VRBO
From $513 per night (USD)
Expedia
Picture Perfect Vermont log cabin - close to everything Manchester has to offer
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Straight out of a hollywood movie scene!!! Come prepared to go back in time. This charmingly authentic vacation home i ...
From $513 per night (USD)
Expedia
$Slopeside Ski-On\/Off Condo on Stratton. MNT access for hiking, biking, golf.$
From $367 per night (USD)
VRBO
Slopeside Ski-On\/Off Condo on Stratton. MNT access for hiking, biking, golf.
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Slopeside is named for its access to the Tamarack Ski lift and trails on Stratton Mountain. A short walk down the mainta ...
From $367 per night (USD)
VRBO
From $479 per night (USD)
Expedia
MINUTES TO STRATTON AND BROMLEY!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Minutes to Stratton and Bromley Mountains . Located in sought after Strattonwald! This four bedroom, two bath home offe ...
From $479 per night (USD)
Expedia
From $951 per night (USD)
VRBO
Cozy Ski Condo | 5 min from Stratton Mountain | Family-friendly!
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Come enjoy our Vermont getaway in comfort and convenience with this beautifully updated Stratton West condo. The main le ...
From $951 per night (USD)
VRBO
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Expedia
Beautiful Southern Vermont Farmhouse on 100 Acres, Spectacular Views, Swim Pond
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Located in the heart of Southern Vermont at the end of an unpaved road, Senecal Farms is a charming four bedroom farmhou ...
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Expedia
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VRBO
Beautiful ski house located between Stratton, Bromley and Magic
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Up on a mountain top, surrounded by 5 acres of forrest with direct views of Stratton Mountain. 21 Deeryard is a modern, ...
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VRBO
From $1634 per night (USD)
Expedia
Only 5 minutes away from Stratton Mountain
Bedrooms:
4
Bathrooms:
5
Sleeps:
14
Only 5 minutes away from the slopes there is this beautiful Big house with plenty of space that includes 2 Living Rooms ...
From $1634 per night (USD)
Expedia
$Mountain Home w\/Balcony, Pool Views, Shared Pool, Hot Tub, Free WiFi, Fireplace$
From $209 per night (USD)
VRBO
Mountain Home w\/Balcony, Pool Views, Shared Pool, Hot Tub, Free WiFi, Fireplace
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Long Trail House - 230 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $209 per night (USD)
VRBO
From $776 per night (USD)
Expedia
Historic 1780 Manchester Farm House With Mountain Views and 7 Bedrooms
Bedrooms:
4
Bathrooms:
7
Sleeps:
16
One of the oldest homes in the county, with 7 Bedrooms and 4 bathrooms on a secluded lot with mountain views. A spacious ...
From $776 per night (USD)
Expedia
From $260 per night (USD)
VRBO
NATURE RETREAT BUT MINUTES TO MANCHESTER SHOPS AND SKIING
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Our home is set back on a private road less than a minute to the Manchester shops, 7 minutes to Bromley and 20 to Stratt ...
From $260 per night (USD)
VRBO
$7 bed\/3 bath and 2 kitchens Mountain Top House near ski\/horse show$
From $1007 per night (USD)
Expedia
7 bed\/3 bath and 2 kitchens Mountain Top House near ski\/horse show
Bedrooms:
3
Bathrooms:
8
Sleeps:
15
Located on 10 acres consisting of woodland, meadows and trails, in Vermont's Green Mountains. Offering amazing view of t ...
From $1007 per night (USD)
Expedia
$Cross Country Ski? Downhill? Prospect and Mt \nSnow. Winter wonderland book now.$
From $248 per night (USD)
VRBO
Cross Country Ski? Downhill? Prospect and Mt \nSnow. Winter wonderland book now.
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
Come & stay at my beautiful Moose Lakehouse in Woodford VT! Just recently painted and decorated inside, with new siding ...
From $248 per night (USD)
VRBO
From $179 per night (USD)
Expedia
COME FOR THE VIEWS -- STAY FOR THE MANY ACTIVITIES OR SIMPLY RELAX
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Wake up and enjoy a leisurely cup of coffee in our spacious living room or on our beautiful wrap around deck while plann ...
From $179 per night (USD)
Expedia
From $404 per night (USD)
VRBO
Bromley Farmhouse close to skiing and hikes
Bedrooms:
6
Bathrooms:
6
Sleeps:
12
The Bromley Farmhouse is two miles from Bromley Mtn, a two minute drive to Seesaw's Lodge and has room to sleep twelve ( ...
From $404 per night (USD)
VRBO
$Ski-In\/Ski-Out Chalet on Bromley Mountain; Newly Renovated 2 bed$
From $275 per night (USD)
Expedia
Ski-In\/Ski-Out Chalet on Bromley Mountain; Newly Renovated 2 bed
Bedrooms:
1
Bathrooms:
2
Sleeps:
7
Escape to Our Newly Renovated Bromley Mountain Chalet! Welcome to our freshly renovated 2-bedroom, 1-bathroom chalet, w ...
From $275 per night (USD)
Expedia
From $457 per night (USD)
VRBO
Tree-lined lodge with deck, fireplaces, porch, game room, & fast WiFi
Bedrooms:
3
Bathrooms:
5
Sleeps:
8
Glen Road Lodge Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $457 per night (USD)
VRBO
$Super Private Estate w\/ Guest Cottage Near Center$
From $1616 per night (USD)
Expedia
Super Private Estate w\/ Guest Cottage Near Center
Bedrooms:
6
Bathrooms:
7
Sleeps:
16
Experience a private and historic VT country estate! 4 bd / 5 bath main house + 1 bd / 1 bath cottage in picturesque Do ...
From $1616 per night (USD)
Expedia
From $432 per night (USD)
VRBO
4 Bedroom Mountainside Condo - Enjoy Beautiful Vermont This Winter!
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Completely remodeled 4 bed, 3.5 bath, end unit condo on Bromley mountain. Three private bedrooms all King size beds (two ...
From $432 per night (USD)
VRBO
From $915 per night (USD)
Expedia
Lovely Home with a Sauna. Minutes to Stratton, Bromley and Magic!
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
This lovely Southern Vermont home is centrally located and close to everything a group needs for a fantastic vacation. M ...
From $915 per night (USD)
Expedia
From $290 per night (USD)
VRBO
Bromley Aframe - King Master Bed, Wood Fireplace
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Classic Aframe home nestled in the woods just down the road from the Bromley Ski area and historic downtown Peru, VT. T ...
From $290 per night (USD)
VRBO
From $271 per night (USD)
Expedia
Home with a spring-fed pond and mountain view.
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Entry hall with closet and washer/dryer. Leading to the kitchen (fully stocked) and pantry. Opening up to the living ro ...
From $271 per night (USD)
Expedia
$Ski In\/Ski Out Lofted 3BR\/3Bath Stratton Mountain Village Condo$
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VRBO
Ski In\/Ski Out Lofted 3BR\/3Bath Stratton Mountain Village Condo
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Comfortable three bedroom condo in Mountain Watch complex. Steps from the Villager chairlift at Stratton, short walk to ...
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VRBO
From $422 per night (USD)
Expedia
Beautiful Vermont 5 Bedroom farmhouse located in the picturesque Dorset Hollow.
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Situated 6 miles from Manchester in the picturesque Dorset Hollow, the farmhouse is surrounded by green fields and strea ...
From $422 per night (USD)
Expedia
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VRBO
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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VRBO
$Secluded, rustic home w\/ private hot tub & immense nature - 5 miles to Stratton$
From $405 per night (USD)
Expedia
Secluded, rustic home w\/ private hot tub & immense nature - 5 miles to Stratton
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Enjoy the beauty of Vermont at our private home! Our post and beam house with finished living space on both floors is f ...
From $405 per night (USD)
Expedia
From $387 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 $387 per night (USD)
VRBO
$Gorgeous house- near Manchester VT, shopping, hiking, arts, golf, skiing\n$
From $778 per night (USD)
Expedia
Gorgeous house- near Manchester VT, shopping, hiking, arts, golf, skiing\n
Bedrooms:
5
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)
Expedia
From $372 per night (USD)
VRBO
The Barn On Main is a Architectural Digest Quality historic building .
Bedrooms:
3
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 $372 per night (USD)
VRBO
$Secluded Home - Close to Skiing, Horse Show, Hiking, Dining\/Shopping$
From $574 per night (USD)
Expedia
Secluded Home - Close to Skiing, Horse Show, Hiking, Dining\/Shopping
Bedrooms:
2
Bathrooms:
5
Sleeps:
12
Situated on a secluded road with the Bourn Brook in your backyard and 100 yards from the Lye Brook Falls Trail, and Appa ...
From $574 per night (USD)
Expedia
From $1106 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 $1106 per night (USD)
VRBO
From $1036 per night (USD)
Expedia
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)
Expedia
From $1264 per night (USD)
VRBO
Views of Stratton, Minutes from the Slopes, EV Charging Level 2
Bedrooms:
5
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 $417 per night (USD)
Expedia
Cozy Ski retreat with new Pet 🦮 Yard and many upgrades! Close to 3 Ski 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 $417 per night (USD)
Expedia
$2400 sf 4BR\/4BA STRATTON CONDO. Walk to Village. Pool, spa, sauna, game room.$
From $2890 per night (USD)
VRBO
2400 sf 4BR\/4BA STRATTON CONDO. Walk to Village. Pool, spa, sauna, game room.
Bedrooms:
4
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 $2890 per night (USD)
VRBO
From $676 per night (USD)
Expedia
Family oriented community in country setting...10 minute walk to town center.
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Newly renovated. Comfortably furnished three level living offers space and privacy. Perfect location to four season acti ...
From $676 per night (USD)
Expedia
$Mountain & sunset views from balcony! Heated pool\/spas, walk to lifts & village!$
From $493 per night (USD)
VRBO
Mountain & sunset views from balcony! Heated pool\/spas, walk to lifts & village!
Bedrooms:
2
Bathrooms:
3
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 $493 per night (USD)
VRBO
$Reduced Rate! Lux Stratton Mtn Home w\/Bromley view-Huge Game Rm, VIP Mtn Parking$
From $1231 per night (USD)
Expedia
Reduced Rate! Lux Stratton Mtn Home w\/Bromley view-Huge Game Rm, VIP Mtn Parking
Bedrooms:
5
Bathrooms:
4
Sleeps:
12
Reduced Rates!! Pristine New Elegant Home on Stratton Mountain. Breathtaking Views of Nearby Bromley Mountain. 4 Large B ...
From $1231 per night (USD)
Expedia
From $330 per night (USD)
VRBO
Woodsy Retreat - Close to Mt. Snow w Fireplace!
Bedrooms:
3
Bathrooms:
4
Sleeps:
6
Summary: Beautiful 3 bedroom, 3 bathroom home in the Chimney Hill community. Convenient location close to lots of activi ...
From $330 per night (USD)
VRBO
From $232 per night (USD)
Expedia
Lovely Chalet, ChimneyHill Resort-Clubhouse 2 Pools & Hot tub. low 7 Night rates
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
This lovely, spacious chalet is secluded in the Green Mountains of Vermont. It is located at Chimney Hill, a private com ...
From $232 per night (USD)
Expedia
From $493 per night (USD)
VRBO
Serene Private Home | Hot Tub | Golf
Bedrooms:
5
Bathrooms:
5
Sleeps:
14
42 North Vermont is proud to present Wandering Moose at Stratton! Wandering Moose is a modern house secluded in the woo ...
From $493 per night (USD)
VRBO
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Expedia
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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Expedia
From $1023 per night (USD)
VRBO
The Lower Hollow House, dip into river in backyard
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Beautiful home in Dorset perched on the Metawee River 10 min to Bromley or Manchester Village. This 3500 square ft. home ...
From $1023 per night (USD)
VRBO
$Ski in\/ski out condo at base of Stratton village$
From $620 per night (USD)
Expedia
Ski in\/ski out condo at base of Stratton village
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Welcome to our Stratton condo! We bought this condo in 2020, and started renovations last summer- we replaced all the ti ...
From $620 per night (USD)
Expedia
From $652 per night (USD)
VRBO
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 $652 per night (USD)
VRBO
From $157 per night (USD)
Expedia
Stratton Mountain Condo with Shared Pool, Hot Tubs, and Sauna - Walk to Lifts
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Long Trail House 368 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $157 per night (USD)
Expedia
From $208 per night (USD)
VRBO
Starry Skies: 7min to SkiStratton+PikesFalls+DogOK
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Situated on 13 acres of forest with stunning views from indoors/out and flooded with light from the southern exposure. F ...
From $208 per night (USD)
VRBO
From $660 per night (USD)
Expedia
STRATTON 5 STAR SKI HOME: HOT TUB, SAUNA, 2 SUITES, 2 FIREPLACES
Bedrooms:
4
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)
Expedia
From $1290 per night (USD)
VRBO
River Road Farm: A Morgan Horse Barn Turned Luxe Escape
Bedrooms:
5
Bathrooms:
4
Sleeps:
14
Nestled within the picturesque Green Mountains in Southern Vermont, River Road Farm offers a historic, elegant, unique a ...
From $1290 per night (USD)
VRBO
$Dog Friendly Chalet in the Woods w\/ Pool, Mt. Snow, VT$
From $425 per night (USD)
Expedia
Dog Friendly Chalet in the Woods w\/ Pool, Mt. Snow, VT
Bedrooms:
3
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 $425 per night (USD)
Expedia
From $1680 per night (USD)
VRBO
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 $1680 per night (USD)
VRBO
From $252 per night (USD)
Expedia
Bright Bromley Mountain Condo with 2 Balconies!
Bedrooms:
1
Bathrooms:
4
Sleeps:
6
For a skiing adventure like no other, come and spend some time at this cozy condo on Bromley Mountain, just a short walk ...
From $252 per night (USD)
Expedia
From $351 per night (USD)
VRBO
Mountain View Condo with Fast WiFi, Shared Hot Tub, & Resort Amenities
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Founders Lodge 209 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $351 per night (USD)
VRBO
From $466 per night (USD)
Expedia
Comfortable Townhome with Shared Pool, Private Hot Tub & Wood-Burning Fireplace
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Stratton Hideaway Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $466 per night (USD)
Expedia
From $819 per night (USD)
VRBO
Perfect location! Walking distance to Stratton Village and Stratton Mountain!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Warm and cozy 2 bedroom 2 bath Long Trail House condo within walking distance of Stratton Village and Stratton Mountain. ...
From $819 per night (USD)
VRBO
From $3214 per night (USD)
Expedia
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 $3214 per night (USD)
Expedia
From $1369 per night (USD)
VRBO
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 $1369 per night (USD)
VRBO
From $496 per night (USD)
Expedia
Farmhouse; <2 Miles to Stratton Mtn.; 4 bedrooms, 3 bathrooms; Winter Season opt
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
*Full Winter Season lease available at $32,000 + utilities Summers are also amazing here! Spacious Farmhouse, 8 minut ...
From $496 per night (USD)
Expedia
From $237 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 $237 per night (USD)
VRBO
From $255 per night (USD)
Expedia
Two Brooks 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 $255 per night (USD)
Expedia
From $1441 per night (USD)
VRBO
Charming 5BR Chalet@Base of Stratton Mt Has It All
Bedrooms:
4
Bathrooms:
5
Sleeps:
12
Leave the car keys on the dresser. Everything you need is right here or just outside the doorstep. This newly renovated, ...
From $1441 per night (USD)
VRBO
From $1488 per night (USD)
Expedia
Steps to Equinox Hotel and close to Skiing & Summer Equestrian Festival
Bedrooms:
5
Bathrooms:
4
Sleeps:
10
Winterbrook is a 5,000 sq ft, renovated (2023), family home with room for everyone located in the Manchester Village dis ...
From $1488 per night (USD)
Expedia
$SKI IN \/ SKI OUT at base of Tamarack Lift, Walk to Village, Condo for 2 Families$
From $1129 per night (USD)
VRBO
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)
VRBO
From $545 per night (USD)
Expedia
Warm Brook Farm+Entertainers Paradise+Hot Tub+Close To Everything+Dogs Welcome
Bedrooms:
3
Bathrooms:
5
Sleeps:
8
Welcome to Warm Brook Farm, a serene and enchanting retreat nestled in the heart of Arlington, Vermont. This idyllic thr ...
From $545 per night (USD)
Expedia
From $198 per night (USD)
VRBO
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 $198 per night (USD)
VRBO
$Ski-in\/out family home w\/shared pool\/Ping-pong\/balcony\/free WiFi\/fireplace$
From $510 per night (USD)
Expedia
Ski-in\/out family home w\/shared pool\/Ping-pong\/balcony\/free WiFi\/fireplace
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Bromley Mountain Condo CD2 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply en ...
From $510 per night (USD)
Expedia
From $616 per night (USD)
VRBO
Beautiful home in Manchester Village with in-law suite
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Welcome to your home away from home! Settled in the scenic Manchester Village, the Harley House is at walking distance o ...
From $616 per night (USD)
VRBO
From $584 per night (USD)
Expedia
Log Cabin Escape Close to Skiing & Shops
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
The Green Mountain Log Cabin has you covered for all-season fun when you stay in this 3 bedroom, 2 bathroom log cabin wi ...
From $584 per night (USD)
Expedia
From $230 per night (USD)
VRBO
The Cozy Cabin - 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 $230 per night (USD)
VRBO
From $466 per night (USD)
Expedia
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 $466 per night (USD)
Expedia
$Secluded cabin with 70s vibe, large deck, wood-burning stove, WiFi, & W\/D$
Click For Pricing
VRBO
Secluded cabin with 70s vibe, large deck, wood-burning stove, WiFi, & W\/D
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Sherwood Forest Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
Click For Pricing
VRBO
From $424 per night (USD)
Expedia
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 $424 per night (USD)
Expedia
$TUCKED ABOVE: IN TOWN 3 BDR\/2 BATH$
From $836 per night (USD)
VRBO
TUCKED ABOVE: IN TOWN 3 BDR\/2 BATH
Bedrooms:
2
Bathrooms:
4
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 $836 per night (USD)
VRBO
$Beautiful Manchester VT Mountain Retreat w\/Hot Tub$
From $490 per night (USD)
Expedia
Beautiful Manchester VT Mountain Retreat w\/Hot Tub
Bedrooms:
4
Bathrooms:
5
Sleeps:
16
Introducing "Manchester Woods" A Beautiful VT Mountain Retreat just minutes from Manchester, Bromley, Stratton, and Magi ...
From $490 per night (USD)
Expedia
From $588 per night (USD)
VRBO
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 $588 per night (USD)
VRBO
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Expedia
A Real Farm Vacation
Bedrooms:
3
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 ...
Click For Pricing
Expedia
$Chimney Hill house 15 mins to Mount Snow, Clubhouse access indoor pool &hot tub\n$
From $221 per night (USD)
VRBO
Chimney Hill house 15 mins to Mount Snow, Clubhouse access indoor pool &hot tub\n
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 $221 per night (USD)
VRBO
From $498 per night (USD)
Expedia
Manchester Village Escape
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
We look forward to welcoming you to our pleasant village home on a quiet road in Manchester's Green Mountains. Come rela ...
From $498 per night (USD)
Expedia
$Historic c.1880 Victorian MA\/VT border near Williams College MassMoCA Freshgrass$
From $561 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 $561 per night (USD)
VRBO
From $1873 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 $1873 per night (USD)
Expedia
From $344 per night (USD)
VRBO
Stratton Mountain home in downtown Winhall
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Located in the heart of downtown Winhall. Walking distance to local market, restaurants, and ski shops. Only 3 miles to ...
From $344 per night (USD)
VRBO
From $2429 per night (USD)
Expedia
Luxurious Modern Home Steps to Gondola & Village
Bedrooms:
7
Bathrooms:
7
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 $2429 per night (USD)
Expedia
From $736 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 $736 per night (USD)
VRBO
From $232 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 $232 per night (USD)
Expedia
$Luxury Ski In\/Out House w\/ Private Hot Tub$
From $565 per night (USD)
VRBO
Luxury Ski In\/Out House w\/ Private Hot Tub
Bedrooms:
4
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 $565 per night (USD)
VRBO
From $1816 per night (USD)
Expedia
Green Mountain Manor - Ski and Summer Chalet
Bedrooms:
6
Bathrooms:
7
Sleeps:
16
Welcome to the exquisite and luxurious Green Mountain Manor, a hidden gem nestled amongst towering evergreens, babbling ...
From $1816 per night (USD)
Expedia
From $495 per night (USD)
VRBO
Cozy Manchester Getaway with Amazing Views!!!
Bedrooms:
2
Bathrooms:
5
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
Click For Pricing
Expedia
The Best Vermont Has to Offer!
Bedrooms:
3
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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Expedia
From $418 per night (USD)
VRBO
Stratton Condo - 400 feet to Lift
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Steps to Tamarack lift (no street to cross)! This ground level, 2 bedroom, 2 bath condo is located in the heart of Strat ...
From $418 per night (USD)
VRBO
From $566 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 $566 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 $445 per night (USD)
VRBO
The Burrow
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
The Burrow is a modern, yet rustic home surrounded by beautiful woods and stunning Vermont views. Located 5 min from Win ...
From $445 per night (USD)
VRBO
From $824 per night (USD)
VRBO
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 $824 per night (USD)
VRBO
From $605 per night (USD)
Expedia
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)
Expedia
$Secluded dog-friendly mountain home near Stratton w\/ firepit, deck, & fireplace$
From $522 per night (USD)
VRBO
Secluded dog-friendly mountain home near Stratton w\/ firepit, deck, & fireplace
Bedrooms:
2
Bathrooms:
4
Sleeps:
15
Ralph's Chalet Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $522 per night (USD)
VRBO
From $246 per night (USD)
Expedia
Cozy 3 bedroom house on 16 quiet acres, Mtn views, Close to Manchester
Bedrooms:
2
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 $246 per night (USD)
Expedia
From $452 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 $452 per night (USD)
VRBO
From $277 per night (USD)
Expedia
Stratton 1 Bedroom Long Trail Condo, Walk to Village and Lifts
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Come enjoy the convenience of this 1 bedroom condo located just across the street from the village and lifts at Stratton ...
From $277 per night (USD)
Expedia

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