Bennington Area Rentals
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VRBO
Christmas - New Years! Founders Lodge mountain view condo. Short walk to lifts.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 13
Perfect for two families!! Four Bedroom Condo located directly across from Stratton Village where you have a short wal ...
Click For PricingVRBO
- From $500 per night (USD)
VRBO
Stunning VT Farmhouse minutes to Stratton\/Bromley
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 12
This beautiful architect designed farmhouse, built in 2000, provides a perfect mountain escape. A stone's throw to skiin ...
From $500 per night (USD)VRBO
- From $205 per night (USD)
VRBO
Cozy Converted Barn on Secluded 6.5 acres with Hot Tub
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 8
Spend the month, week or weekend in a beautiful rustic converted barn on 6.5 very private sunny country acres with south ...
From $205 per night (USD)VRBO
- From $1000 per night (USD)
VRBO
Stratton Mountain Townhouse - Great Location For Ski Families!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Comfortable Styles Brook, three-level townhouse in highly desired location across from Stratton Sports Center and walkin ...
From $1000 per night (USD)VRBO
- From $408 per night (USD)
VRBO
Mountain views. Ski Bromely, Stratton. Minutes to restaurants, Equinox, Ekwanok.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Vermont at our family getaway is relaxing and fun no matter what the season. Set on more than 5 acres with lovely flowe ...
From $408 per night (USD)VRBO
- From $499 per night (USD)
VRBO
Most asked for Luxury Large Home at Stratton Mountain.
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 16
This luxury home is aprox 5000 square feet. It has a large open floor plan with Big views of Stratton Mountain as soon ...
From $499 per night (USD)VRBO
- From $825 per night (USD)
VRBO
Stratton Trailside Condo
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Enjoy this Mountain Watch Trailside Condo at Stratton Mountain! A 2 minute Walk to the Village for shopping and dining. ...
From $825 per night (USD)VRBO
- From $185 per night (USD)
VRBO
AFFORDABLE, CHARMING, DORSET GETAWAY. PET FRIENDLY. CLOSE TO THE HORSE SHOW.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Snuggled in the quaint town of Doset on a nice quiet street, a recently renovated two bedroom home. New kitchen with upd ...
From $185 per night (USD)VRBO
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Expedia
Seven Springs House Nestled in the Heart of Dorset
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 12
** PLEASE NOTE WE WILL NOT BE RENTING THIS LISTING EFFECTIVE JANUARY 1, 2024 FOR THE FORESEEABLE FUTURE.** Seven Spring ...
Click For PricingExpedia
- From $381 per night (USD)
VRBO
A luxury cottage in the heart of Manchester Center
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Tucked In is a 720 sq.ft. well appointed cottage with all the amenities you'd expect in a first class hotel. It is all o ...
From $381 per night (USD)VRBO
- From $1800 per night (USD)
VRBO
NO LONG TERM RENTALS - Located across the street from the Lower Wanderer Trail
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 14
We know you'll love our wonderful family ski chalet on Stratton Mountain. Enjoy the convenience of ski-in/ski-out access ...
From $1800 per night (USD)VRBO
- From $292 per night (USD)
VRBO
Special lovely home for wedding, shopping, hiking, golfing, skiing and reunions
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Adjacent to the Equinox resort, perfect location, close to everything to do in Southern Vermont. Great home, spacious Ki ...
From $292 per night (USD)VRBO
- From $743 per night (USD)
VRBO
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 $743 per night (USD)VRBO
- From $500 per night (USD)
VRBO
Cozy Vermont ski house conveniently located between Stratton and Bromley Mtn.
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 11
This lovely five bedroom and two bathroom house is located on the quintessential Vermont property to enjoy everything wi ...
From $500 per night (USD)VRBO
- From $1189 per night (USD)
VRBO
7 Bedroom, 6 Bathroom Manchester Ctr, Mountain View, Hot Tub, and Private Pool
- Bedrooms:
- 6
- Bathrooms:
- 7
- Sleeps:
- 16
We want to welcome you to our Beautiful House in Manchester Center, VT. This property is located in a secluded area prov ...
From $1189 per night (USD)VRBO
- From $964 per night (USD)
VRBO
StylesBrook Townhouse - Great Location for Ski Families!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Comfortable three-level townhouse in highly desired location within Stratton Mountain Ski Resort; walking distance or th ...
From $964 per night (USD)VRBO
- From $133 per night (USD)
VRBO
Ski In\/ Ski Out. Steps To The Lifts
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
The master bedroom has a Queen sized bed with brand new mattress. The second bedroom has two sets of bunk beds and pull ...
From $133 per night (USD)VRBO
- From $800 per night (USD)
VRBO
A Beautiful Historic Home in the heart of Manchester Center
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Bonnet House is set on a half acre in the middle of downtown Manchester. Bonnet House features 5 bedrooms. Two kings, Tw ...
From $800 per night (USD)VRBO
- From $285 per night (USD)
VRBO
400 FT TO THE LIFT! IN STRATTON VILLAGE @ LANDMARK! COMES W\/ 25% OFF LIFT TIX!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Stratton Mountain Vermont Unit in the Clock Tower building. Our rates give you the best deal in Stratton Village for s ...
From $285 per night (USD)VRBO
- From $338 per night (USD)
VRBO
Great House Great Location. Perfect for Families. Stratton,Bromley, Manchester
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Luxury home, located 10 minutes from Stratton or Manchester, 5 minutes to Bromley. Spectacular winter views of Bromley M ...
From $338 per night (USD)VRBO
- From $875 per night (USD)
VRBO
Adjacent to Village\/Walking Distance To Ski Lifts
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
Lovely one bedroom, one bath condo on the ground floor ideally located near village and lifts. Unit is also close to ou ...
From $875 per night (USD)VRBO
- From $320 per night (USD)
Expedia
Getaway to the green mountain
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
If you want the feel of the Green Mountains of Vermont and the benefits of being near town activities this location is t ...
From $320 per night (USD)Expedia
- From $540 per night (USD)
VRBO
3 Mountain View home minutes to Stratton\/Bromley
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 18
Newly renovated 6 bedroom 5 bath home Spacious Kitchen/dining/living room with fantastic field-stone fireplace for relax ...
From $540 per night (USD)VRBO
- From $163 per night (USD)
VRBO
Great Village location to enjoy all the summer events in the Mancheste area.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Summer is the busiest and most enjoyable season in southern Vermont. All the great activities and events can be enjoyed ...
From $163 per night (USD)VRBO
- From $208 per night (USD)
VRBO
Manchester Center Home w\/ Green Mtn Views!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Head to Vermont and experience the best of the Green Mountains from the comfort of this 2-bedroom, 1.5-bath vacation ren ...
From $208 per night (USD)VRBO
- From $225 per night (USD)
VRBO
Guest House with stunning views from wrap-around deck
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
We have just completed renovating our 2 bedroom guest house and are now looking to rent the space for the summer. Dorset ...
From $225 per night (USD)VRBO
- From $826 per night (USD)
VRBO
6 bed 7 Bath VT retreat - rent a former B&B Greybourne House, Manchester VT
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 14
You'll love this gorgeous 5,400 sq. ft. 6 -bed, 7 bath former bed and breakfast inn - sleeps 12-14! Every room has its o ...
From $826 per night (USD)VRBO
- From $900 per night (USD)
VRBO
Best Location on Stratton Mountain!!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
1Bd/1Ba condo conveniently located in the Landmark building in the village of Stratton Mountain, VT. This unit is in the ...
From $900 per night (USD)VRBO
- From $394 per night (USD)
VRBO
*Shred Shack* Hot Tub w\/ Majestic Valley Views
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Welcome to the Shred Shack! Enjoy majestic valley views from the great room while relaxing in front of our huge fireplac ...
From $394 per night (USD)VRBO
- From $200 per night (USD)
Expedia
Private and Artistic cabin, Pet friendly, no cleaning fee
- Bedrooms:
- 4
- Bathrooms:
- 2
- Sleeps:
- 7
In this current time of concern over the Covid-19 coronavirus, I would like to assure all my up coming and future guests ...
From $200 per night (USD)Expedia
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VRBO
Owners Own Unit on Bromley Mountain - gorgeous views yet close to Manchester
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Just like our rental unit next door, B3, this unit is the exact same but with extra windows on the side as we are an end ...
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VRBO
True Vermont Experience! Spectacular home great for ski loving families!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Live out your fairytale Vermont experience with this cozy, family-friendly single-family home minutes from Stratton Moun ...
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- From $350 per night (USD)
VRBO
Beautiful Vermont Vacation Home- Mount Snow!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Follow/Tag us on Instagram: thevermontbarn Perfect place to kick back after a long day of hiking, skiing or even just th ...
From $350 per night (USD)VRBO
- From $170 per night (USD)
VRBO
4 BR, 2BA: Comfy, Clean & Family Friendly - 15 mins to Mount Snow!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
15 min to Mount Snow, 35 to Stratton! *No seasonal rentals, max stay 20 days Come enjoy our all season 4 bedroom, 2 bath ...
From $170 per night (USD)VRBO
- From $386 per night (USD)
VRBO
5 Star Rated. Small dogs allowed
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Enjoy stunning STRATTON Mountain views from our one Bedroom condo located within a private community on Beautiful Stratt ...
From $386 per night (USD)VRBO
- From $351 per night (USD)
VRBO
Located At Bromley Mountain
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Great family getaway! End unit, 2 bedrooms plus a full size loft with 2 bunk beds double on bottom single on top. Prim ...
From $351 per night (USD)VRBO
- From $140 per night (USD)
VRBO
Stratton Mountain, Nearly Ski In\/Ski Out, Obertal C Building, 2 Bedrooms, 1 Bath
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Prime location 'C' building, few minutes walk to base of Tamarack lift, great for easy beginner slopes. Walk to village ...
From $140 per night (USD)VRBO
- From $450 per night (USD)
VRBO
Beautifully restored 1806 Vermont farmhouse & “Cook’s Country” TV set
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
WELCOME TO THE JUDGE SHELDON RESIDENCE a.k.a THE “COOK’S COUNTRY” HOUSE. Built in 1806 by Judge David Sheldon, a former ...
From $450 per night (USD)VRBO
- From $700 per night (USD)
VRBO
Modern 5BR VT home minutes to Stratton w\/ Sauna
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Welcome to paradise in VT! Private Vermont home located less than 5 minutes from Stratton Mountain, Stratton golf cours ...
From $700 per night (USD)VRBO
- From $550 per night (USD)
Expedia
Stratton home with spectacular mountain view and hot tub!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Come and make memories with your family and friends in this beautiful vacation home. Round hill is a large post and bea ...
From $550 per night (USD)Expedia
- From $459 per night (USD)
VRBO
Newly Designed Chalet w\/Views, Minutes to Stratton
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
A perfect little getaway. This 3 bedroom, 2 bath chalet is less than 10 minutes from Stratton, and just a little further ...
From $459 per night (USD)VRBO
- From $334 per night (USD)
Expedia
Bennington Cabin w\/ Deck & Views of 3 States!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Experience true beauty at this 100-acre ‘Big Sky’ vacation rental. This secluded cabin is immersed in nature, making it ...
From $334 per night (USD)Expedia
- From $283 per night (USD)
VRBO
Cheerful 4-bedroom chalet close to Ski slopes
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
This beautiful family friendly Vermont home, in a secluded prime location between Stratton Mountain, Magic Mountain, Oke ...
From $283 per night (USD)VRBO
- From $150 per night (USD)
Expedia
Stratton South Long Trail Studio Adjacent to the Village and Lifts
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 4
Come enjoy the convenience of this cozy studio located adjacent to the village and lifts at Stratton Mountain. Our Studi ...
From $150 per night (USD)Expedia
- From $300 per night (USD)
VRBO
Cozy & Convenient Ski In\/Out Bromley Condo. Steps to Trail!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
Bromley Mountain is the perfect family mountain located in easily accessible southern Vermont. Known as the Sun Mountai ...
From $300 per night (USD)VRBO
- From $283 per night (USD)
VRBO
STRATTON MOUNTAIN SKI IN\/OUT Tamarack lift
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
The Ober Tal condominiums are located on the Lower Tamarack Slope with easy access to the Tamarack Lift. We have a vie ...
From $283 per night (USD)VRBO
- From $350 per night (USD)
VRBO
Private Centrally Located 3 BR 2 1\/2 Bath 1950Sq' Open Main Floor Space!!!!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
The unique layout of this home puts distance between the bedrooms for privacy but keeps the conversation going with its ...
From $350 per night (USD)VRBO
- From $600 per night (USD)
Expedia
Cozy ski home with amazing views of Stratton & Bromley Mountains.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 11
Recently updated Vermont ski home located off of the access road to Stratton Mountain with hot tub, four bedrooms, two f ...
From $600 per night (USD)Expedia
- From $207 per night (USD)
VRBO
This cottage is a 1 bedroom(s), 1.5 bathrooms, located in Manchester, VT.
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Enjoy a storied stay at the Lyman Cottage, a quintessential Vermont cottage in the heart of historic Manchester Village. ...
From $207 per night (USD)VRBO
- From $437 per night (USD)
VRBO
Luxurious Rustic Contemporary in Solitude
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 14
Experience true Vermont luxury in the solitude of a spectacular but warmly furnished winter retreat located on a very pr ...
From $437 per night (USD)VRBO
- From $1369 per night (USD)
VRBO
Luxury Custom Built Post and Beam
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 16
This custom built home is located on 70 private acres surrounded by National Forest. It has 4 bedrooms and a private den ...
From $1369 per night (USD)VRBO
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VRBO
Ski House at Stratton Mountain
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Great cozy ski house at Stratton Mountain. this spacious house has five bedrooms (3 with Queen's, 1 Kids Bunk Bed Room ...
Click For PricingVRBO
- From $219 per night (USD)
VRBO
Bennington Guest Farm
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 9
Large Gracious Victorian Farmhouse lovingly restored to accommodate nine guests in a quaint relaxed atmosphere. Conveni ...
From $219 per night (USD)VRBO
- From $175 per night (USD)
VRBO
1920's Bennington Vermont Guest Barn
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 7
Very comfortable accommodations with just about everything brand new down to quality mattresses and bedding. New kitchen ...
From $175 per night (USD)VRBO
- From $254 per night (USD)
VRBO
Stratton Mountain Chalet Style Loft
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
This wonderful 4 bedroom Chalet was recently renovated in 2021 and is stocked with all of the essentials! Being only 5 m ...
From $254 per night (USD)VRBO
- From $874 per night (USD)
VRBO
Luxury home in the heart of Manchester. Walk to shops; minutes to mountains.
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 9
About Trout Pond: A perfect getaway for family and friends! Very private yet right in town, this spacious home is locat ...
From $874 per night (USD)VRBO
- From $350 per night (USD)
VRBO
2B\/2b Family friendly condo in Stratton Landmark
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 10
Great two bedroom unit in the middle of the Stratton Village; you can be in the center of it all in this recently update ...
From $350 per night (USD)VRBO
- From $248 per night (USD)
Expedia
Hike In\/Hike Out VTFun
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
LR with high ceilings & deck overlooking Plaza Chair. Eat in kitchen with table for six, and all amenities needed to co ...
From $248 per night (USD)Expedia
- From $323 per night (USD)
VRBO
Relax in Vermont: gorgeous views, a pond, gazebo, and sheep! A beautiful spot!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 5
Dancing Barefoot Farms is a small hobby farm that produces CBD products, and raises rare Valais Blacknose sheep! The ho ...
From $323 per night (USD)VRBO
- From $600 per night (USD)
Expedia
Vermont Summer Festival Property, 5 Stalls and riding trails
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Classic Red Vermont Barn with a sleek modern 2 bedroom, 2 twin "bunk" rooms, 2.5 baths, kitchen, living area, office, 5 ...
From $600 per night (USD)Expedia
- From $1629 per night (USD)
VRBO
Slope side Stratton Condo - fully equipped and perfect for families
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
With four bedrooms and four baths, this condo is great for a large family or two families traveling together. Each bedro ...
From $1629 per night (USD)VRBO
- From $199 per night (USD)
Expedia
Downtown Victorian House
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Fully furnished first floor apartment located in a recently renovated Victorian House. The large living room boasts a f ...
From $199 per night (USD)Expedia
- From $280 per night (USD)
VRBO
Charming Cottage in historic Dorset VT!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Pet-friendly cozy cottage in the heart of Dorset, Vermont. Steps to Dorset shops, inns and bakery, minutes to Manchester ...
From $280 per night (USD)VRBO
- From $334 per night (USD)
Expedia
Two-story, spacious, dog-friendly house w\/mountain views & large front porch
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 13
Haven on the Hill Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $334 per night (USD)Expedia
- Click For Pricing
VRBO
Mountain chalet close to Manchester Center
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This beautifully renovated, modern cabin is located 3 miles from Manchester Center and mere minutes from multiple ski ar ...
Click For PricingVRBO
- From $400 per night (USD)
Expedia
Luxury Oasis w\/Serene Views! Close to Ski Slopes w\/Shuttle. Gameroom. Golf. WiFi
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 16
Located in Stratton's exclusive High Meadow neighborhood, this luxury 10 room home boasts spacious accommodations with a ...
From $400 per night (USD)Expedia
- From $395 per night (USD)
VRBO
The Nest at Birch Quarry
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
After renting places at the Jersey Shore and OBX, where the kitchen, and, the contents of the kitchen, seemed like a com ...
From $395 per night (USD)VRBO
- From $199 per night (USD)
Expedia
Lake life at Woodford Cottage
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 7
Walk out the door for an adventure on the Molly Stark Trail during the winter season and beach side on Woodford Lake dur ...
From $199 per night (USD)Expedia
- From $625 per night (USD)
VRBO
New Custom Log Home 3BR, Loft, 2.5 Bath, Sleeps 8
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
New custom built log home, open concept with cathedral ceiling, exposed beams throughout, fireplace, fully equipped kitc ...
From $625 per night (USD)VRBO
- From $232 per night (USD)
Expedia
By Manchester, VT-Circa 1840 Hand Hewn Barn on private pond close to skiing.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Located 6 miles from Manchester Center. Minutes from Bromley and Magic Mountain Ski Centers and within 25 minutes from S ...
From $232 per night (USD)Expedia
- From $809 per night (USD)
VRBO
The Franklin luxury Chalet with two fireplaces & guest house. Walk to Equinox.
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 11
Brand New construction. Exceptional quality. First floor has a living room with two fireplaces, dining area, breakfast ...
From $809 per night (USD)VRBO
- From $187 per night (USD)
VRBO
Luxury Living High Above the Center of Town.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Breathtaking views up & down Main Street. In the heart of downtown Bennington, steps from the four corners of US Rte 7 a ...
From $187 per night (USD)VRBO
- From $760 per night (USD)
VRBO
The Bear Ski House - 5 mins from Stratton Mountain
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 16
Welcome to The Bear House! A peaceful, mountain-top getaway. Nestled in the tranquil Green Mountain National Forest and ...
From $760 per night (USD)VRBO
- From $373 per night (USD)
VRBO
Modern Ski Chalet 10 mins from Stratton & Bromley
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
This charming, modern family-friendly ski chalet just 10 mins from both Stratton and Bromley and 20 mins from Manchester ...
From $373 per night (USD)VRBO
- From $585 per night (USD)
VRBO
School Street House in heart of Manchester Center
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
The School House is both luxurious and super comfortable. We moved to Vermont years ago and renovated this 130 year old ...
From $585 per night (USD)VRBO
- From $338 per night (USD)
Expedia
Perfect House for Leaf Peeping.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Beautifully Renovated 3 bedroom 2 bath Chalet surrounded by National forest and 5 minutes to Bromley mountain and 15 min ...
From $338 per night (USD)Expedia
- From $483 per night (USD)
VRBO
**Stratton's Best Kept Secret** Ski On\/Off ** Unit E
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This is a highly desirable, one of a kind, ground floor E unit property. It is a 60 second walk to the never crowded Ta ...
From $483 per night (USD)VRBO
- From $381 per night (USD)
Expedia
Spacious Three-level Home , Well-Furnished, Fun Playroom, Minutes to Mt. Snow
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
4 Bedrooms, 3 Baths, sleeps 10 well-appointed, comfortable & roomy. Set high in family-friendly Chimney Hill above the ...
From $381 per night (USD)Expedia
- From $294 per night (USD)
VRBO
Stratton Mtn. Ski In\/Ski Out OberTal 'F' Bldg 2 Bedrm, 1 Bth.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Stratton OberTal Condo. Ski-in ski-out prime location, 'F' Building, at base of tamarack lift, 2nd floor unit. Look ou ...
From $294 per night (USD)VRBO
- From $1250 per night (USD)
VRBO
Secluded Estate with Private Lake, Swimming Pool and Hot Tub
- Bedrooms:
- 6
- Bathrooms:
- 9
- Sleeps:
- 24
We want to welcome you to our Beautiful House in Peru, VT. This secluded property located on 10 private acres with its o ...
From $1250 per night (USD)VRBO
- From $181 per night (USD)
VRBO
Cool Barn reno with views. 5 mins to hike, restaurants, fishing...
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Experience the Manchester area and all it has to offer in our converted barn on 6+ acres. Enjoy mountain views or walk t ...
From $181 per night (USD)VRBO
- From $1256 per night (USD)
VRBO
Luxury Stratton-Area Mountain House minutes from the lodge
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 11
Welcome Home!! Get ready to enjoy the outdoors with your family and friends, then relax in your mountain getaway. This ...
From $1256 per night (USD)VRBO
- From $383 per night (USD)
VRBO
Breaktime - Quiet and Private on dead end street
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
This 3 bedroom, two bath house is perfect for a couple, family or group looking to be centrally located in Manchester Vi ...
From $383 per night (USD)VRBO
- From $209 per night (USD)
Expedia
Centrally located condo…minutes from major ski resorts.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Newly updated condo in centrally located Manchester,VT. Master br has a King bed and en-suite modern bathroom and walk i ...
From $209 per night (USD)Expedia
- From $219 per night (USD)
VRBO
Hillside Haven- Weekly + Monthly Discounts Available!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
In Chimney Hill, walking distance to the Clubhouse! This free standing home has everything you need to make the most out ...
From $219 per night (USD)VRBO
- From $206 per night (USD)
VRBO
Peaceful Summer Getaway Cozy Mountain Condo
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to your next home away from home in beautiful Southern Vermont! This “gem” of a place is a cozy, bright, well de ...
From $206 per night (USD)VRBO
- From $227 per night (USD)
VRBO
Spectacular Green Mountain views, walk to pool and charming Manchester village
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Quiet home with airy open floor plan and incredible mountain views from all three floors. Fully equipped kitchen, breakf ...
From $227 per night (USD)VRBO
- From $643 per night (USD)
VRBO
Three Maple Drive Contemporary with Beautiful Views
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Our house is bright, airy and well appointed. Located on a beautiful dirt road with two horse farms within walking dista ...
From $643 per night (USD)VRBO
- Click For Pricing
VRBO
Stratton Mountain Condo Close to Main Base & Village - Perfect Family Vacation!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Close to all mountain activities from this 2 BR/2 BA completely renovated Condo at Stratton Mountain Vantage Point. Thi ...
Click For PricingVRBO
- From $357 per night (USD)
VRBO
Feel Right At Home... While Being A Spectator Of Nature.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
There are so many things you will love about our home in Manchester, Vermont, but I will begin with the wonderful feelin ...
From $357 per night (USD)VRBO
- From $125 per night (USD)
VRBO
Brian Piece of Heaven for fall Foliage. Beautiful colors
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This beautiful log cabin is on four and half acres viewing the mountains rap around deck . 10 miles from Mt. Bromly a ...
From $125 per night (USD)VRBO
- From $359 per night (USD)
Expedia
Dog-Friendly Two-Story House w\/Free WiFi, Wood Fireplace, Gas Grill, Jetted Tub
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
Delightful Seclusion Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $359 per night (USD)Expedia
- From $183 per night (USD)
VRBO
Beat the Heat, Head to the Mountains!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
When you walk through the doors you feel like you're home! You will be since we have a minimum 4 month rental period. Dr ...
From $183 per night (USD)VRBO
- From $783 per night (USD)
Expedia
MLK WEEKEND DISCOUNT! Fireside Fun. Ski vacations & Family Reunion dream house: Huge covered deck, double height ceilings, great hang out space. Dogs welcome.
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 12
The Green Mountain House in Manchester Village, Vermont is a private 6 bedroom, 3 bathroom home on the grounds of The Wi ...
From $783 per night (USD)Expedia
- From $300 per night (USD)
VRBO
Beautiful home near Manchester and the Mountains -
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Our home is located on a beautiful country road which leads through a covered bridge straight into Manchester, Vermont. ...
From $300 per night (USD)VRBO
- From $347 per night (USD)
Expedia
Walk to the village 6bed 4bath sleeps 15; newly renovated with 2 skylights.
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 18
This mountain chalet is 0.2miles to village center. It was updated from new metal roof to state of art carpet. Freshly p ...
From $347 per night (USD)Expedia
- From $185 per night (USD)
VRBO
FARM-TO-TABLE eating, a good hot tub soak, S'mores around the FIRE PIT!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
We are pleased to once again offer our ever-popular home-away-from-home, fully-appointed, secluded guest apartment with ...
From $185 per night (USD)VRBO
- From $704 per night (USD)
Expedia
Adventure Home: Trails, Pool, Gym & Tennis Access
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Breathe in the crisp, clean air of Vermont at this 3-bedroom, 2-bath vacation rental at Bromley Mountain Ski Resort! Spe ...
From $704 per night (USD)Expedia
- Click For Pricing
VRBO
Bromley Village Condo With Shuttle Service
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Inviting and Immaculate!! This condominium has it all! 3 Levels and beautifully furnished and decorated. Featuring 2 bed ...
Click For PricingVRBO
- From $450 per night (USD)
VRBO
Green Mountain Retreat. Explore. Discover. Connect.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
30 minutes to Stratton/Bromley, less than an hour to Killington/Okemo! Less than 5 miles to the Vermont Summer Festival ...
From $450 per night (USD)VRBO