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

$Cozy ski retreat on Stratton mountain!\n Unwind in this newly renovated condo.$
From $1176 per night (USD)
VRBO
Cozy ski retreat on Stratton mountain!\n Unwind in this newly renovated condo.
Bedrooms:
4
Bathrooms:
5
Sleeps:
12
Escape to the mountains in this peaceful ski retreat; no need to drive only a quick shuttle ride to Stratton mountain. T ...
From $1176 per night (USD)
VRBO
From $407 per night (USD)
Expedia
Countryside Retreat, PET Friendly,CommunityPool, ChipnPut, AirHockey,GameRM
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Welcome to The Hideaway at Bear Lair Lane! This spacious 3-bedroom near Mount Snow offers a full kitchen, deck with gril ...
From $407 per night (USD)
Expedia
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VRBO
Amazing modern 2BR w views and 5 min walk to Village & Slopes
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
This is one of the nicest units of Long Trail House, which across the street from Stratton Village and the Slopes. It's ...
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VRBO
From $345 per night (USD)
Expedia
Two bedroom Condo With Mountain View And Fireplace
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
"Cozy 2-bed, 2-bath ski cabin with mountain views, fireplace, and village shuttle. Book your mountain getaway now! Mast ...
From $345 per night (USD)
Expedia
From $363 per night (USD)
VRBO
Summer & Fall Escape in the Green Mountains of Vermont
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
OVERVIEW Looking to escape the heat? Enjoy crisp mountain air, stunning views, and peaceful comfort at our spacious cond ...
From $363 per night (USD)
VRBO
$Modern 2BR\/2BA condo in Founders Lodge adjacent to Stratton Village and Mountain$
From $893 per night (USD)
Expedia
Modern 2BR\/2BA condo in Founders Lodge adjacent to Stratton Village and Mountain
Bedrooms:
2
Bathrooms:
2
Sleeps:
7
Beautifully updated 2 bedroom 2 bathroom condo in Founders Lodge which sleeps 7 people across the street from Stratton V ...
From $893 per night (USD)
Expedia
From $439 per night (USD)
VRBO
A cozy home nestled in the Green Mountains of Vermont!
Bedrooms:
2
Bathrooms:
4
Sleeps:
7
Our cozy home is great in all seasons! Comfortably furnished, it is a great place to read in front of the fire, set out ...
From $439 per night (USD)
VRBO
From $522 per night (USD)
Expedia
Just an Incredible Vermont Mountain Retreat
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Cabin style windowpanes offer brief glimpses of the Green Mountains from each room making this little cottage a great pl ...
From $522 per night (USD)
Expedia
$Cozy ski chalet - w\/ Assoc amenities. 10 mins from Mount Snow$
From $373 per night (USD)
VRBO
Cozy ski chalet - w\/ Assoc amenities. 10 mins from Mount Snow
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Nestled in the beautiful Green Mountains of southern Vermont, Swoosh Chalet is minutes from skiing (Mt. Snow), golfing, ...
From $373 per night (USD)
VRBO
From $247 per night (USD)
Expedia
Outdoor Enthusiasts Paradise in Beautiful Vermont!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Immaculate 3 bedroom 2 bath home located in the Chimney Hill 4 Season Resort community. Fishing, Hiking, Boating, Go ...
From $247 per night (USD)
Expedia
From $495 per night (USD)
VRBO
Just steps away from Stratton Village
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Welcome to our cozy and convenient trailside condo, nestled between the Tamarack Triple Chair Lift and the Village Lift. ...
From $495 per night (USD)
VRBO
$Londonderry Vacation Home w\/ Deck + Gas Grill!$
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Expedia
Londonderry Vacation Home w\/ Deck + Gas Grill!
Bedrooms:
3
Bathrooms:
3
Sleeps:
5
Escape to the picturesque town of Londonderry, Vermont, and indulge in a memorable vacation at this 3-bedroom, 3-bath va ...
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Expedia
From $191 per night (USD)
VRBO
Classic Vermont cabin with forest views, woodstove, pools, hot tub & gym
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Log Ski Lodge Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $191 per night (USD)
VRBO
From $355 per night (USD)
Expedia
Sunny Stratton Townhome ~ 1 Mi to Skiing!
Bedrooms:
3
Bathrooms:
3
Sleeps:
9
Experience the idyllic beauty of Stratton, VT, and stay in this lovely 3-bedroom, 2.5-bathroom vacation rental! Nestled ...
From $355 per night (USD)
Expedia
From $301 per night (USD)
VRBO
Condo--Walk to Stratton Village--Summer activities
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Summer in Stratton is jam packed with adventure and our condo is in the heart of it! This ground level, 2 bedroom, 2 bat ...
From $301 per night (USD)
VRBO
From $872 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 $872 per night (USD)
Expedia
$Secluded cabin with 70s vibe, large deck, wood-burning stove, WiFi, & W\/D$
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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 ...
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VRBO
From $334 per night (USD)
Expedia
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 $334 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
$Dog Friendly Chalet in the Woods w\/ Pool, Mt. Snow, VT$
From $433 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 $433 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 $448 per night (USD)
Expedia
Spacious Vacation home in Chimney Hill near Mt Snow
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
Plan your winter and ski vacation in the mountains! Lots of fall and winter things to do! Enjoy our 2600+ sq fr of spa ...
From $448 per night (USD)
Expedia
From $323 per night (USD)
VRBO
Luxury Condo*Hot Tub*Pool*Fireplace*Walk to Lifts*Near Golf Course & Fitness Ctr
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Come experience the thrill of vacationing at one of Vermont's premier resorts and relax in your luxury condo in the grea ...
From $323 per night (USD)
VRBO
$Extraordinary Stratton Ski On\/Ski Off Home$
From $355 per night (USD)
Expedia
Extraordinary Stratton Ski On\/Ski Off Home
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Whether you're looking to escape to the mountains during ski season or need a summertime getaway, this home promises an ...
From $355 per night (USD)
Expedia
$Rustic Modern Ski Home-Close to MtSnow w\/Fireplace$
From $465 per night (USD)
VRBO
Rustic Modern Ski Home-Close to MtSnow w\/Fireplace
Bedrooms:
3
Bathrooms:
5
Sleeps:
8
Summary: Beautiful 4 bedroom, 2.5 bathroom ski chalet located in the chimney hill community of Wilmington Vermont! **T ...
From $465 per night (USD)
VRBO
$Stratton MTN Retreat~4BR\/10Bed Ski House w\/2 MSTRS-Jacuzzi-Game RM-3mins to MTN!$
From $700 per night (USD)
Expedia
Stratton MTN Retreat~4BR\/10Bed Ski House w\/2 MSTRS-Jacuzzi-Game RM-3mins to MTN!
Bedrooms:
4
Bathrooms:
4
Sleeps:
14
Great Escape - Spacious Ski House at Stratton Mountain! Come make memories in our warm and inviting 4-bedroom (2 Master ...
From $700 per night (USD)
Expedia
From $261 per night (USD)
VRBO
Artistic Nature Cottage
Bedrooms:
2
Bathrooms:
1
Sleeps:
5
Kalarama Cottage is a newly renovated space in the middle of nature! Make yourself right at home at this quiet, private ...
From $261 per night (USD)
VRBO
From $615 per night (USD)
Expedia
A Village location, Swimming Pool, Hot Tub & Sauna
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Walk to the Lift, Walk to the Village, Live the dream ! We keep our condo up to date, fresh paint, super clean, persona ...
From $615 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
$Luxury Ski In\/Out House w\/ Private Hot Tub$
From $565 per night (USD)
Expedia
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)
Expedia
From $933 per night (USD)
VRBO
WONDERFUL LOCATION FOR UP TO 10 PEOPLE OR PERFECT FOR ONE FAMILY
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
SLOPESIDE Town Home, end unit, 3 floors. Great for 2 families or one family seeking a peaceful retreat after a long day ...
From $933 per night (USD)
VRBO
From $931 per night (USD)
Expedia
Long Trail, Walk to Lifts
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Sleeps 4 with pullout sleeper sofa in LR, and 1 Bdrm. Call/text for pricing info. Located directly across the street fro ...
From $931 per night (USD)
Expedia
$Ski-In Ski-Out OberTal F Building! Skiers and Lift Right Outside your Window!\n$
From $212 per night (USD)
VRBO
Ski-In Ski-Out OberTal F Building! Skiers and Lift Right Outside your Window!\n
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Beautiful 2 Bedroom, Ski-in / Ski-out Condo! Look out your living room window to the Tamarack Chair Lift and slopes. J ...
From $212 per night (USD)
VRBO
From $856 per night (USD)
Expedia
Beautiful Stratton Mountain townhouse on shuttle
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
This spacious and beautiful three-level townhouse sleeps 8 and is located in the highly desirable Styles Brook section. ...
From $856 per night (USD)
Expedia
From $1209 per night (USD)
VRBO
Cozy Mountain Ski House with Summit Views!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
On the mountain, this lovely home is the perfect Vermont mountain retreat. Located just off the access road with views o ...
From $1209 per night (USD)
VRBO
$Stratton light\/bright family friendly 4BDR 3.5 Bath Condo with Private Shuttle$
From $840 per night (USD)
VRBO
Stratton light\/bright family friendly 4BDR 3.5 Bath Condo with Private Shuttle
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Welcome to our luxurious four-bedroom, 3 1/2 bath condo nestled in Stratton Mountain! Perfectly situated for outdoor ent ...
From $840 per night (USD)
VRBO
From $736 per night (USD)
VRBO
Cozy ski retreat 7 minutes from Stratton's Sunbowl!
Bedrooms:
2
Bathrooms:
3
Sleeps:
12
Desired location for skiers (down hill mountain bikers, golfers and outdoor enthusiasts alike). Enjoy your stay with fam ...
From $736 per night (USD)
VRBO
$Summer get away-Up to early July still available! Walk to Village\/Tennis\/Fitness$
From $225 per night (USD)
Expedia
Summer get away-Up to early July still available! Walk to Village\/Tennis\/Fitness
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Important to know before booking: Non-smoking/vaping ID may be required for proof of age (minimum renter age is 28) Loca ...
From $225 per night (USD)
Expedia
From $201 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 $201 per night (USD)
VRBO
From $366 per night (USD)
Expedia
Secluded home with deck, hot tub, fireplace, woodstove, & foosball table
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Green Mountain Escape Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter y ...
From $366 per night (USD)
Expedia
From $499 per night (USD)
VRBO
Family sized condo steps from Stratton Mountain located in heart of the village.
Bedrooms:
3
Bathrooms:
3
Sleeps:
12
3Bd/3Ba condo conveniently located in the Landmark building in the village of Stratton Mountain, VT. This unit is steps ...
From $499 per night (USD)
VRBO
From $343 per night (USD)
Expedia
Stylish Chimney Hill Home - Close to Mt. Snow!
Bedrooms:
3
Bathrooms:
4
Sleeps:
6
Summary: Perfect home to enjoy a quiet stay in Vermont. Located, in the desirable Chimney Hill neighborhood only a short ...
From $343 per night (USD)
Expedia
$Ski in Out Awesome\/ Penthouse- Top two floors-Walk to All$
From $1497 per night (USD)
VRBO
Ski in Out Awesome\/ Penthouse- Top two floors-Walk to All
Bedrooms:
3
Bathrooms:
5
Sleeps:
8
Fantastic location, we are right on the Mountain and a 50 yard walk to the Villager Lift! This Condo is our home away f ...
From $1497 per night (USD)
VRBO
From $3390 per night (USD)
Expedia
Great location!Walk to trail 3 min.President 10% discount cfm by Dec, 5 day min.
Bedrooms:
4
Bathrooms:
6
Sleeps:
12
THE FAMILY SKI HOUSE Your family can walk to the slopes at their leisure and not depend on Mom and Dad to drive them t ...
From $3390 per night (USD)
Expedia

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Bennington Area Rentals

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Results: 744 Rentals