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 $310 per night (USD)
VRBO
Bright 3-Bedroom Historical Cottage w/ pool table
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Charming & bright 3-bedroom cottage located across from the authentic covered Henry Bridge! Newly renovated this past s ...
From $310 per night (USD)
VRBO
From $578 per night (USD)
Expedia
Summit Views - Stratton-Manchester Mountain and Golf Retreat w/Hot Tub and Sauna
Bedrooms:
2
Bathrooms:
4
Sleeps:
12
Introducing "Summit View Chalet" Stratton VT Slopeside Ski Home with incredible summit views, Minutes from Manchester, B ...
From $578 per night (USD)
Expedia
$Perfect \Goldilocks\ Ski & Golf House on Stratton Resort$
From $215 per night (USD)
VRBO
Perfect \"Goldilocks\" Ski & Golf House on Stratton Resort
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
We call this house "Goldilocks" because it is just right for a family or group stay for upto 6 people; spacious and comf ...
From $215 per night (USD)
VRBO
From $291 per night (USD)
Expedia
Experience a VT one of a kind Renovated Barn- Leaf Peeping and all season fun
Bedrooms:
1
Bathrooms:
3
Sleeps:
9
Welcome to The Barn Retreat – A Rustic Escape with Modern Comfort Highlights: Renovated barn with rustic vibe has 2 bed ...
From $291 per night (USD)
Expedia
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VRBO
The Manchester Center of it all!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Whether you are sitting in the living room looking at the Equinox Mountains or relaxing on the back deck viewing the Gre ...
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VRBO
From $481 per night (USD)
Expedia
Vermont Getaway near Stratton Mountain
Bedrooms:
1
Bathrooms:
4
Sleeps:
8
A peaceful place to enjoy with this 4 bedroom vacation rental. From hiking and mountain biking trails to lakes, fishing, ...
From $481 per night (USD)
Expedia
From $1228 per night (USD)
VRBO
It's the Perfect Reunion House! Fireplace. Indoor pool. Ski. Dogs loved!
Bedrooms:
5
Bathrooms:
8
Sleeps:
18
The Reunion House is perfect for family and friends to gather for holidays and reunions! Imagine yourself playing board ...
From $1228 per night (USD)
VRBO
From $578 per night (USD)
VRBO
Minutes from Manchester Village/Center; near Stratton and Bromley Mtns
Bedrooms:
4
Bathrooms:
5
Sleeps:
14
Whether you are in town to enjoy skiing two of Vermont's best ski areas (Stratton and Bromley) or there to enjoy the bea ...
From $578 per night (USD)
VRBO
From $922 per night (USD)
VRBO
Multi-Level Stratton Retreat with family friendly amenities
Bedrooms:
4
Bathrooms:
6
Sleeps:
17
You will love this gorgeous 5,000+ sq 6 Bed 5 bath home looking directly at the Stratton Mountain Ski Slope. Only 5 mins ...
From $922 per night (USD)
VRBO
From $796 per night (USD)
VRBO
Mount Snow Chalet-modern family home, chefs kitchen, gameroom, Clubhouse pool
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Instagram @bearlairlodge Nestled in the Green Mountains, this spacious 4 bedroom chalet is the perfect location for you ...
From $796 per night (USD)
VRBO
From $260 per night (USD)
VRBO
Summer getaway-walk to Stratton Village, tennis, fitness, and pool-Mtn. Views
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 $260 per night (USD)
VRBO
$Luxurious 4b/3.5bath \Mountainview\ House on 10acres, mins to lakes and hiking$
From $590 per night (USD)
VRBO
Luxurious 4b/3.5bath \"Mountainview\" House on 10acres, mins to lakes and hiking
Bedrooms:
3
Bathrooms:
4
Sleeps:
9
After a 2 year long term rental, this sought after property is back with new carpets, freshly sanded and polished floors ...
From $590 per night (USD)
VRBO
From $117 per night (USD)
VRBO
CUTE 1 BEDROOM APARTMENT WITHIN A FARM SETTING
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Peaceful and Idyllic 1 bedroom apartment at Jermain Hill Farm. Perfect for those looking to escape somewhere peaceful. J ...
From $117 per night (USD)
VRBO
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Expedia
Coffee Lover's Retreat w/ hot tub & game room
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
Retreat to the Java House, a spacious 4 BR/3.5 BA home tucked away on a quiet lot. This home is perfect for large grou ...
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Expedia
From $795 per night (USD)
VRBO
3 Level Stratton Mountain Condo Only 2 Miles To The Base Of Stratton
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Perfect family ski end unit Condo with just 2 miles away from the base of Stratton. There are 4 bedrooms, 3 full baths ...
From $795 per night (USD)
VRBO
From $831 per night (USD)
VRBO
Spacious Luxury Stratton Mountain Home w/Weekend/Holiday Winter Shuttle to Mtn
Bedrooms:
4
Bathrooms:
5
Sleeps:
14
New Listing to VRBO! Enjoy luxury mountain living in this well-appointed home in Stratton, Vermont! With over 5k sq ft o ...
From $831 per night (USD)
VRBO
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VRBO
Nostalgic Vermont Escape in Manchester Center
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Experience the beauty of Vermont in any season at this charming vacation rental home, situated on 1.5 peaceful, quiet, a ...
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VRBO
From $344 per night (USD)
Expedia
The Owls Nest-A quaint cabin in the woods of VT-Near Bromley, Magic & Stratton
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Our recently renovated cabin is the perfect escape during any season! Located within minutes of Bromley, Magic, and Str ...
From $344 per night (USD)
Expedia
From $491 per night (USD)
VRBO
Renovated 2 BR/1BA guest house on private 18-acre property
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Completely renovated 2 bedroom/1 bath guest house on a picturesque, private 18-acre property, nestled in the valley betw ...
From $491 per night (USD)
VRBO
From $365 per night (USD)
Expedia
Classic Alpine Vermont Chalet
Bedrooms:
2
Bathrooms:
4
Sleeps:
12
This classic chalet is perfect for a group of family or friends. Open concept living/dining/kitchen area with 2 entertai ...
From $365 per night (USD)
Expedia
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VRBO
Beautiful Winter Escape on Bromley Mountain!
Bedrooms:
2
Bathrooms:
4
Sleeps:
12
Experience the best of Vermont right from your doorstep at this Peru vacation rental located at the base of Bromley Ski ...
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VRBO
From $656 per night (USD)
Expedia
3 minute drive to the heart of Manchester! Peaceful 5 bedroom home on 5 acres.
Bedrooms:
3
Bathrooms:
5
Sleeps:
11
Come enjoy a peaceful Vermont get away! This home is set on 5 acres in Manchester Center, Vermont. It is surrounded by ...
From $656 per night (USD)
Expedia
From $414 per night (USD)
VRBO
Beautiful!! Bromley-Stratton VT Slopeside Ski Home, Minutes from Manchester
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Introducing "Manchester Moose Inn" Beautifully remodeled Vermont vacation getaway nestled in the Green Mountain National ...
From $414 per night (USD)
VRBO
From $732 per night (USD)
VRBO
Stratton Slopeside Condos at The Landmark! 400 FEET TO LIFT!
Bedrooms:
2
Bathrooms:
2
Sleeps:
10
400 FEET TO THE LIFT! SKI-ON SKI-OFF IN STRATTON VILLAGE @ THE LANDMARK! STRATTON SLOPESIDE CONDOS at THE LANDMARK: Str ...
From $732 per night (USD)
VRBO
From $750 per night (USD)
VRBO
Charming Vermont Home on 7 Acres w/ Hot Tub, Fireplace and Pond!
Bedrooms:
3
Bathrooms:
5
Sleeps:
11
Travel back in time to the picturesque, quaint villages and outdoor beauty of the Green Mountains in this sprawling Verm ...
From $750 per night (USD)
VRBO
From $290 per night (USD)
Expedia
Cozy Mountain Escape to Southern Vermont
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Your winter getaway awaits with easy access to Mt. Snow! Enjoy a day on the slopes and then come back to enjoy a hot dri ...
From $290 per night (USD)
Expedia
From $322 per night (USD)
VRBO
Cozy Vermont home for your Summer and Fall getaway
Bedrooms:
1
Bathrooms:
4
Sleeps:
9
Located in the beautiful Chimney Hill neighborhood, our house is just a short drive to Mount Snow! Our house has 4 bedr ...
From $322 per night (USD)
VRBO
From $1449 per night (USD)
Expedia
Top Flr Duplex 3BR 4BA - Walk to All @ Stratton Mt
Bedrooms:
4
Bathrooms:
3
Sleeps:
11
New Rising Bear Duplex 411 at Stratton Mt-Seasonal Rental Available Spacious 3Br/4Bth Lodge With Ice Skating Pond, Heate ...
From $1449 per night (USD)
Expedia
From $789 per night (USD)
VRBO
Stratton Stylesbrook - 3BR/2.5 Bath Stylesbrook Condo.
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Newly renovated 3 Bedroom, 2.5 Bathroom condo that sleeps 8. Comfortable open floor plan, three-level family home with c ...
From $789 per night (USD)
VRBO
From $255 per night (USD)
Expedia
Log Cabin In The Woods
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Our cabin is on 11 acres, and we have only one neighbor in the summer only. The cabin is on the side of a private mounta ...
From $255 per night (USD)
Expedia
From $720 per night (USD)
VRBO
Karin's Place VT: Phenomenal Safe Guest House with sauna, pool, playground...
Bedrooms:
2
Bathrooms:
5
Sleeps:
12
Board Member of VTSTRA (Vermont Short Term Rental Alliance) Are you looking for a private pool, fire pit, sauna, AND a ...
From $720 per night (USD)
VRBO
From $1094 per night (USD)
Expedia
2 Free Nights* , Hot Tub,Sauna,Stratton Shuttle,
Bedrooms:
4
Bathrooms:
5
Sleeps:
12
Summary: *Book Fri & Sat Nights, Stay 2 Weeknights For Free (excludes 12/27/25-3/22/26 & holidays). Beautiful renovated ...
From $1094 per night (USD)
Expedia
From $523 per night (USD)
VRBO
The Spruce Guesthouse: A Beautifully Renovated Contemporary Barn.
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Beautifully converted barn sits on 10 acres nestled amongst pines, hemlocks and birch trees. Situated in Peru Vermont, t ...
From $523 per night (USD)
VRBO
From $250 per night (USD)
VRBO
1828 Vermont Cottage Feet From The Famous Battenkill River
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
WELCOME TO THE HISTORIC SAMUEL BENEDICT HOMESTEAD Located on the southern bank of the picturesque Battenkill River in W ...
From $250 per night (USD)
VRBO
From $1215 per night (USD)
VRBO
MANCHESTER HOME - BREATHTAKING VIEWS! LOCATION! GOLF! SKIING! SHOPPING! HOT TUB!
Bedrooms:
5
Bathrooms:
5
Sleeps:
12
Enjoy your next vacation here at this spectacular getaway home on Sleighbelll Lane nestled on 13 private acres in th ...
From $1215 per night (USD)
VRBO
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Expedia
Spacious Home Near Bromley Mountain Ski Resort!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Experience one of Vermont's most charming towns, Manchester Center, at this 4-bedroom, 2-bath vacation rental! Situated ...
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Expedia
From $338 per night (USD)
VRBO
Barn House at Light-Filled Octagon, wifi, pet-friendly, close to ski areas
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This secluded architectural gem sits on a knoll in a high mountain valley surrounded by ridgelines, near the end of a di ...
From $338 per night (USD)
VRBO
From $612 per night (USD)
VRBO
Stratton Mountain/ 2 BR/2BA Ski in/Ski out Condo at Obertal C Bldg
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Wake up to the beautiful views of the Bromley mountain from your living/dining room. Our property is a 2 floor duplex wi ...
From $612 per night (USD)
VRBO
From $224 per night (USD)
VRBO
Vermont Treehouse compound: no cleaning fee. Spend a few days In the Trees
Bedrooms:
1
Bathrooms:
5
Sleeps:
11
THE VERMONT TREEHOUSE COMPOUND, available only for dates between June 1st and Oct. 20th. Detail summary: The rental is ...
From $224 per night (USD)
VRBO
From $791 per night (USD)
VRBO
High Quality Home, In-town Location and Great Views of Mt. Equinox
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
Our home was built in 2010 and recently expanded in 2020. It features top quality construction from one of Manchester's ...
From $791 per night (USD)
VRBO
From $471 per night (USD)
VRBO
Get away to the '‘High Country’' in Southern Vermont
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
Come see what Vermont's Green Mountains have to offer! Surrounded by National Forest this newer Post and Beam style vaca ...
From $471 per night (USD)
VRBO
From $391 per night (USD)
Expedia
Cozy Country Cottage
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
This completely remodeled, 3 story Country Cottage is nestled in a private and scenic area overlooking the beautiful Ver ...
From $391 per night (USD)
Expedia
From $915 per night (USD)
VRBO
Classic village home with large porch, washer/dryer, cable, grill & partial AC
Bedrooms:
3
Bathrooms:
5
Sleeps:
8
The Worden House Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $915 per night (USD)
VRBO
From $447 per night (USD)
VRBO
Family-Friendly Stratton Gem Close to Slopes!
Bedrooms:
3
Bathrooms:
4
Sleeps:
13
Skiers and adventurous families can appreciate the comfort and convenience of this Stratton vacation rental! The 4-bedro ...
From $447 per night (USD)
VRBO
From $584 per night (USD)
VRBO
Shuttle to Village/lifts! .5 miles to base! Cozy Chalet!
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
***CURRENTLY OFFERING A GREAT DEAL - RENT 4 NIGHTS, GET THE 5th FREE! Simply book your four night vaca and send us a mes ...
From $584 per night (USD)
VRBO
From $515 per night (USD)
Expedia
Stratton Mtn Studio | Renovated | Walk to Lifts
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Completely remodeled Studio condo at the Long Trail House at Stratton Mountain, Vermont. The Long Trail House is locate ...
From $515 per night (USD)
Expedia
From $1332 per night (USD)
VRBO
Slopeside ski on/off 100 yards from Home Run. 3BR/2Bth condo, walk to village
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Spacious and newly renovated 3BR/3Bth Slopeside condo, walk to Stratton village. Walking Access to pool, gym and ski sl ...
From $1332 per night (USD)
VRBO
From $441 per night (USD)
VRBO
4 Bed /3 Bath Mountain Chalet in Stratton, VT
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Newly renovated 4 bed / 3 bath chalet tucked away in the Green Mountains just 8 minutes from Stratton, 5 minutes from Br ...
From $441 per night (USD)
VRBO
From $706 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 $706 per night (USD)
VRBO
From $463 per night (USD)
Expedia
Stylish Chimney Hill Home - Close to Mt. Snow!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: Perfect home to enjoy a quiet stay in Vermont. Located, in the desirable Chimney Hill neighborhood only a short ...
From $463 per night (USD)
Expedia
From $1497 per night (USD)
VRBO
Ski in Out Awesome/ Penthouse- Top two floors-Walk to All
Bedrooms:
3
Bathrooms:
4
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)
VRBO
Great location!Walk to trail 3 min. Christmas 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)
VRBO
From $926 per night (USD)
VRBO
Wonderful Stratton Mtn Home - 3 miles to Base Lodge!
Bedrooms:
4
Bathrooms:
5
Sleeps:
14
Conveniently located just off the Stratton Mountain Access Road, our 5 Bedroom house offers the comfort and amenities to ...
From $926 per night (USD)
VRBO
From $518 per night (USD)
Expedia
Newly Renovated 2BR - walk to lift; walk to Stratton Village; easy parking
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Newly renovated 2 bedroom condo at Ober Tal. * Easy walk to Tamarack lift. * (point) .3 mile walk to Stratton villag ...
From $518 per night (USD)
Expedia
From $985 per night (USD)
VRBO
Newly Renovated! North Brookwood Area 1 Minute To Stratton 4 Bedrooms
Bedrooms:
4
Bathrooms:
4
Sleeps:
14
NEWLY RENOVATED Private home in the beautiful North Brookwood area. 4 Bedrooms, 4 Full Baths, 3 Separate living areas, ...
From $985 per night (USD)
VRBO
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Expedia
Stratton Comfort & Convenience - Walk or Quick Shuttle to Village
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
Styles Brook Townhome offers a great layout and convenient mountain location. 15-minute walk or quick shuttle ride to t ...
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Expedia
From $404 per night (USD)
VRBO
Spacious Stratton Mountain Home - Perfect for families!
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
Situated in the Strattonwald neighborhood, this home offers a convenient location to Stratton and Bromley Mountain. Our ...
From $404 per night (USD)
VRBO
From $268 per night (USD)
Expedia
Lovely ski-in/out condo steps from ski lift with trails and amazing views
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Ober Tal Getaway Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $268 per night (USD)
Expedia
From $128 per night (USD)
VRBO
Getaway Near Mass MoCA, Great Hiking, Scenic Views
Bedrooms:
2
Bathrooms:
1
Sleeps:
2
With almost seven years of hosting experience and 200+ great reviews through other platforms, you can't go wrong with ou ...
From $128 per night (USD)
VRBO
From $381 per night (USD)
Expedia
Secluded Cottage
Bedrooms:
3
Bathrooms:
3
Sleeps:
7
4 Minutes to Bromley 15 Minutes to Manchester Center 12 Minutes to Magic Mountain. Excellent for a small family or a ...
From $381 per night (USD)
Expedia
From $1274 per night (USD)
VRBO
Your own Private Lake - Breathtaking Views - Gym - Sauna - Hot Tub
Bedrooms:
5
Bathrooms:
7
Sleeps:
15
Beautiful Lake House with 5,600 sq ft on 13 wooded acres and private lake. Direct view of the sun setting over the lak ...
From $1274 per night (USD)
VRBO
From $639 per night (USD)
Expedia
Stratton Mountain Getaway: Ski Chalet w/Hot Tub, Fireplace, BBQ & Pond Views
Bedrooms:
4
Bathrooms:
5
Sleeps:
16
Welcome to your perfect Vermont getaway! This spacious 5-bedroom, 4.5-bath chalet is nestled in the heart of Strattonwal ...
From $639 per night (USD)
Expedia
From $776 per night (USD)
VRBO
New Renovated 3BR/4BTH Condo Sleeps 10 Gym Heated Pool Walk to Stratton Mtn
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
This is a newly renovated, top-floor 3BR / 4BT 2-story loft with cathedral ceilings at the Rising Bear Condos. Brand ne ...
From $776 per night (USD)
VRBO
$Peaceful Stay at Birds of a Feather Farm & Spa\n$
From $139 per night (USD)
Expedia
Peaceful Stay at Birds of a Feather Farm & Spa\n
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Our cozy upstairs studio apartment accommodates up to 4. A separate unit from the main house. It has heating/cooling re ...
From $139 per night (USD)
Expedia
From $1130 per night (USD)
VRBO
Stratton Chalet with Hot Tub and Golf Simulator
Bedrooms:
3
Bathrooms:
5
Sleeps:
14
This massive 4000 sqft chalet on 6 acres of pristine land is the perfect spot for anyone looking for a fun ski weekend o ...
From $1130 per night (USD)
VRBO
From $294 per night (USD)
Expedia
8 Guest 3BR, 2 BA Stratton Condo with Fireplace and forest views.
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Newly renovated 8 guest condo on Stratton mountain. 2 minute drive to Stratton golf course, 4 minute drive to Stratton V ...
From $294 per night (USD)
Expedia
Click For Pricing
VRBO
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 ...
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VRBO
From $2184 per night (USD)
VRBO
SKI-IN OUT GEM!-3 BR 3 BA Top floor Duplex.2 mins Walk2Village.
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Watch Villager lift start from your window to get first tracks! An ‘A’ location property w ease of Ski-IN Out offers fre ...
From $2184 per night (USD)
VRBO
From $256 per night (USD)
VRBO
Lakeview Cabin in the Mountains
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
3 Bedroom log-sided cabin with large deck facing Woodford Lake with beautiful lake view. High ceiling Great Room with lo ...
From $256 per night (USD)
VRBO
From $200 per night (USD)
VRBO
The Crik House: Modern digs, American farm country
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
ABOUT THE AREA: Situated in the small rural hamlet of White Creek, NY, the Crik House is a fully wired, but bucolic retr ...
From $200 per night (USD)
VRBO
From $1036 per night (USD)
VRBO
Stylish Mountain Getaway w/ Hot Tub & Firepit Near Stratton
Bedrooms:
3
Bathrooms:
5
Sleeps:
8
Escape to this Vermont chalet, nestled at the end of a quiet street amongst the trees. This home is centrally located be ...
From $1036 per night (USD)
VRBO
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Expedia
Perfect 3 Br. Getaway Condo in Stratton, Vermont!!
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Beautiful 3 br/3 full bath condo has it all!! This condo is a four-minute walk to the ski lifts and base lodge, or if yo ...
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Expedia
From $475 per night (USD)
VRBO
Dragonfly Cottage -Luxurious Mountain View A-Frame -quiet street close to town.
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Kick back and relax in this calm, stylish space with beautiful mountain views and fall foliage! Designed by an award-win ...
From $475 per night (USD)
VRBO
From $1623 per night (USD)
Expedia
Luxury Condo Near Stratton and Bromley Mountains
Bedrooms:
4
Bathrooms:
4
Sleeps:
12
Forget your worries in this spacious and comfortable space. At the bottom of the Stratton access road you will be conve ...
From $1623 per night (USD)
Expedia
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VRBO
Charming retreat close to skiing with firepit, W/D, & fireplace - dog friendly
Bedrooms:
3
Bathrooms:
5
Sleeps:
14
Vermont Country Ski House Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ent ...
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VRBO
From $332 per night (USD)
Expedia
Above the Mat- Downtown Apartment
Bedrooms:
1
Bathrooms:
2
Sleeps:
8
About this space Welcome to "Above the Mat"! They say you shouldn't judge a book by its cover, and once you open the doo ...
From $332 per night (USD)
Expedia
Click For Pricing
VRBO
Charming Heart of Dorset Village 4 Season Retreat
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Located on the West side of Dorset Village, nestled into a small mountain with lovely hiking trails behind, this renovat ...
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VRBO
From $1574 per night (USD)
VRBO
Ski On/Off Stratton VT Slopeside Townhouse/Hot tub, 3bed/3bath, sleeps 11
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Stratton Slopeside newly renovated 3B/3B with loft. Sleeps up to 11. 2 bedrooms have ensuites. All New kitchen, baths ...
From $1574 per night (USD)
VRBO
From $410 per night (USD)
VRBO
Bright Modern Secluded Vermont Home: Trout Pond + Trails, 5 Mins to Williamstown
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
The Cottage At Mountain Meadow Originally built as a guest house on a 45 acre country estate in Vermont just five minute ...
From $410 per night (USD)
VRBO
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Expedia
Short walk to Main St. and SVMC and under 1 hour to skiing.
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This house comes fully furnished with linens, dishes, washer/dryer, WiFi and 3 Roku TVs. It has 2 bedrooms, 2.5 baths a ...
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Expedia
From $554 per night (USD)
VRBO
Charming dog-friendly home on 4+ acres with mountain/valley views & firepit
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Stratton View Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $554 per night (USD)
VRBO
From $581 per night (USD)
VRBO
Bluebird - Large cottage for all season getaway
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
House set in a natural setting < 5min min drive from Stratton parking. You will feel the true nature Vermont has to offe ...
From $581 per night (USD)
VRBO
From $246 per night (USD)
VRBO
Fun Filmmaker's Bungalow wPool & Pro Screening Room
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Hollywood Bungalow in the Berkshires is a cool cozy rustic country bungalow featuring a screening room with incredible ...
From $246 per night (USD)
VRBO
From $333 per night (USD)
Expedia
Mountain-view condo with private balcony, fireplace, & updated interior
Bedrooms:
2
Bathrooms:
2
Sleeps:
7
Vantage Point #8 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $333 per night (USD)
Expedia
From $478 per night (USD)
VRBO
Your Vermont Mountain Haven Pet Friendly home with Hot tub!
Bedrooms:
5
Bathrooms:
4
Sleeps:
9
Perfectly positioned between Stratton and Bromley ski resorts, and just a 10-minute drive from Manchester, the Stratton ...
From $478 per night (USD)
VRBO
From $476 per night (USD)
VRBO
Large Home with Stunning Views and Close to Manchester and Skiing!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Stunning views on immaculately landscaped garden-filled grounds. Recent interior renovations in every room and every am ...
From $476 per night (USD)
VRBO
From $912 per night (USD)
VRBO
Barrel Sauna + Hot Tub & Mtn Views
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
This Fall, watch the leaves change from this wellness retreat at Stratton Chalet and enjoy the new hydrotherapy hot tub ...
From $912 per night (USD)
VRBO
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Expedia
Stratton Village Ski-in/Ski-out
Bedrooms:
2
Bathrooms:
4
Sleeps:
12
True ski-in / ski-out condo, located in Village Watch #3 at the bottom of Tamarack and Villager lifts. Quiet location, y ...
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Expedia
From $213 per night (USD)
VRBO
Cozy private apartment with winter views of Mt Equinox
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Beautifully detailed separate and private 2nd floor living space on the grounds of a 2 acre 1890's farmhouse. In season, ...
From $213 per night (USD)
VRBO
From $303 per night (USD)
Expedia
Less the 1 mile to Bromley!
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
The Little Matterhorn is your quintessential Vermont experience. Our cozy home built in 1964 gives off a vintage vibe wi ...
From $303 per night (USD)
Expedia
From $626 per night (USD)
VRBO
Idyllic Dorset Home: Serene Escape w/amazing views
Bedrooms:
3
Bathrooms:
4
Sleeps:
9
Experience the beauty of Vermont's Green Mountains with a bird's eye view of the Taconic Valley from this fabulous home ...
From $626 per night (USD)
VRBO
From $451 per night (USD)
Expedia
Stratton TreeTop condo with private hot tub, fireplace, decks & mountain view
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Vermont Mountain Chalet Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $451 per night (USD)
Expedia
From $271 per night (USD)
VRBO
Bear Pass Bunkhouse
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Bear Pass Bunkhouse is the perfect spot to take advantage of all Manchester and the surroundings have to offer! Whether ...
From $271 per night (USD)
VRBO
From $290 per night (USD)
Expedia
Location off Stratton Mt Rd! Spacious Pet & Family Friendly Townhouse: 5 BR/3BA
Bedrooms:
3
Bathrooms:
5
Sleeps:
11
Enjoy the best that Stratton Vermont has to offer in this perfect location off Stratton Mountain access road! This spaci ...
From $290 per night (USD)
Expedia
From $486 per night (USD)
VRBO
Escape to This Mountain Retreat Near Hiking Trails, Pools, and Golf Courses
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Get away from it all in this spacious and serene mountain retreat in Stratton, at the heart of Southern Vermont. Perfect ...
From $486 per night (USD)
VRBO
From $370 per night (USD)
VRBO
Beautiful 5 Bedroom in Manchester close to skiing and Golf
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
The Perfect VT Location! 1-month min rental. This modern 5 bedroom, 3.5 bathroom rental (unit #4) is located in a conver ...
From $370 per night (USD)
VRBO
From $572 per night (USD)
VRBO
Breathtaking views at Hillside Getaway
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This two-story, fully equipped dog-friendly home nestled in the green hills of Southern Vermont offers expansive mountai ...
From $572 per night (USD)
VRBO
From $393 per night (USD)
Expedia
Vermont house in stunning private country setting and 360 degree panoramic views
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
For your 2025 outdoor recharge enjoy secluded privacy on our 60 acre retreat at the base of Equinox Mountain. (NO INTER ...
From $393 per night (USD)
Expedia
From $434 per night (USD)
VRBO
Summer Festival, East Dorset Vermont, Cape Style 4-season Vacation Home,
Bedrooms:
2
Bathrooms:
4
Sleeps:
7
Our house is beautifully situated on 3 acres, top of a hill in a clearing. Large covered porch faces east across a meado ...
From $434 per night (USD)
VRBO
From $336 per night (USD)
VRBO
Ski-in/Ski-Out Peru Condo w/ Fire Pit & Grill!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
No matter the season, the 'Arlington House' in Peru, Vermont, is the perfect getaway! Just steps from ski-in access on B ...
From $336 per night (USD)
VRBO

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