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

$Cozy dog-friendly house w\/ fireplace, firepit, loft, deck, TV's, wifi, kitchen$
From $256 per night (USD)
VRBO
Cozy dog-friendly house w\/ fireplace, firepit, loft, deck, TV's, wifi, kitchen
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Sweet Rock Getaway Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $256 per night (USD)
VRBO
From $155 per night (USD)
Expedia
Charming 2-bedroom apartment in superb Bennington with WiFi
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Unwind in Bennington at this delightful apartment. With 2 bedrooms including 1 queen bed, 1 twin bed, and 1 full bed, th ...
From $155 per night (USD)
Expedia
From $535 per night (USD)
VRBO
Escape to The Clyde’s View Hideaway in Manchester, Vt. New Home 3 Bed 2 Bath
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to The Clyde’s View, where comfort meets charm in the heart of Manchester, Vermont. This newly built ranch-style ...
From $535 per night (USD)
VRBO
From $301 per night (USD)
Expedia
Modern Chalet in Serene Valley
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
This high end 3-bedroom, 3-bathroom vacation rental is the ultimate home base for your next trip! Fully renovated from a ...
From $301 per night (USD)
Expedia
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VRBO
This luxurious property is anything but ordinary! Rent house, barn apt. or both
Bedrooms:
6
Bathrooms:
5
Sleeps:
8
Stay comfortably in Manchester at this luxurious 5-bedroom country house with all the bells and whistles. With 1 king be ...
Click For Pricing
VRBO
From $261 per night (USD)
Expedia
Mountain Views & Fire Pit: Sandgate Getaway
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Hiking Trail Access On-Site | Game Room Get a taste of small-town living when you stay at this charming apartment in Sa ...
From $261 per night (USD)
Expedia
$NEW!! Renovated historic 3 BR 2 full BA. Walkable to downtown. Restaurants\/Shops$
From $319 per night (USD)
VRBO
NEW!! Renovated historic 3 BR 2 full BA. Walkable to downtown. Restaurants\/Shops
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Step into a piece of Bennington history with this beautifully renovated historic home, nestled in the heart of downtown. ...
From $319 per night (USD)
VRBO
$Boulder Run Cabin-Mountain Views\/Sauna\/Hot Tub\/EV Charger$
From $978 per night (USD)
Expedia
Boulder Run Cabin-Mountain Views\/Sauna\/Hot Tub\/EV Charger
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Welcome to Boulder Run Cabin, one of Vermonts newest modern/rustic retreats in the amazing Green Mountains. Built in 2 ...
From $978 per night (USD)
Expedia
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VRBO
Relax & Recover Mt. Retreat Hot Tub + Home Gym
Bedrooms:
4
Bathrooms:
5
Sleeps:
15
About this space Escape to this spacious and serene mountain home, located just a 4-minute drive from Stratton Mountain ...
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VRBO
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Expedia
Spacious 5-bedroom house with WiFi and AC in wonderful Manchester Ctr
Bedrooms:
3
Bathrooms:
5
Sleeps:
7
Welcome to this charming house in the heart of Manchester Center, Vermont. This phenomenal 18th Century Saltbox farmhous ...
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Expedia
From $618 per night (USD)
VRBO
RidgeHouse@SnowValley -Enjoy a great Vermont escape all 4 seasons-entire family!
Bedrooms:
5
Bathrooms:
5
Sleeps:
12
Bring the entire family to this great Vermont escape! Lots of room for relaxation and fun. Ski season; close to Bromley ...
From $618 per night (USD)
VRBO
From $571 per night (USD)
Expedia
Vermont Farm Retreat on 130 acre private property!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This one of a kind family home is located on 130 acre New Spring Farm, a self-sustainable working farm and retreat space ...
From $571 per night (USD)
Expedia
$Ski I\/O Hot tub Fireplace Garage 4Bed\/3.5Bath Patio\/Grill Village Square$
From $2100 per night (USD)
VRBO
Ski I\/O Hot tub Fireplace Garage 4Bed\/3.5Bath Patio\/Grill Village Square
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
At “Gone Ski Inn”, you will be close to everything when you stay at this centrally-located townhouse! The slopes of St ...
From $2100 per night (USD)
VRBO
$Franklin luxury Chalet w\/ guest house and central AC$
From $1084 per night (USD)
Expedia
Franklin luxury Chalet w\/ guest house and central AC
Bedrooms:
4
Bathrooms:
6
Sleeps:
12
Welcome to your Vermont retreat - a sophisticated 5-bedroom chalet + guest house in the heart of Manchester. The main ho ...
From $1084 per night (USD)
Expedia
$Welcome to your Manchester\/Dorset, VT retreat. \nPet-friendly w\/ Gameroom & Brook$
From $528 per night (USD)
VRBO
Welcome to your Manchester\/Dorset, VT retreat. \nPet-friendly w\/ Gameroom & Brook
Bedrooms:
4
Bathrooms:
3
Sleeps:
6
Relax and enjoy this peaceful and centrally-located restored farmhouse in historic Dorset, Vermont. Minutes from all of ...
From $528 per night (USD)
VRBO
From $2066 per night (USD)
Expedia
Luxury Stratton Mtn Ski Chalet- 3 min to mtn base, on shuttle route!
Bedrooms:
5
Bathrooms:
5
Sleeps:
12
5 bedroom, 5 bath luxury Stratton Mountain ski chalet. Perfect for multi family stay. Home is a 3 minute drive to the m ...
From $2066 per night (USD)
Expedia
From $714 per night (USD)
VRBO
New! Perfect Stratton House w Hot Tub, sleeps 10
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
The perfect home is on Stratton Mountain, five minutes from the front door to the slopes, and is an amazing location to ...
From $714 per night (USD)
VRBO
From $640 per night (USD)
Expedia
Winterfell chalet - quiet, relaxing & private with Stratton on your doorstep.
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Located on the Stratton Mountain Resort, this quintessential Stratton Mountain Chalet is a newly renovated 70’s gem that ...
From $640 per night (USD)
Expedia
$Stratton Mountain Home\n$
From $565 per night (USD)
VRBO
Stratton Mountain Home\n
Bedrooms:
4
Bathrooms:
4
Sleeps:
12
Sleeps 11, 4 bed, 3.5 bath. 11 min to Stratton, 15 to Bromley. Perfect for 2 families. Kick back and relax in this cal ...
From $565 per night (USD)
VRBO
From $711 per night (USD)
Expedia
Mtn Views, 3 King Beds, Game Room, Chef's Kitchen
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Tired of run-down houses? Bennington's Green Mountain Escape is the place for you! Bennington’s Green Mountain Escape ...
From $711 per night (USD)
Expedia
$Mountain view chalet near Manchester\/Stratton$
From $254 per night (USD)
VRBO
Mountain view chalet near Manchester\/Stratton
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Family-friendly, comfy year-round 3-br house in the heart of The Green Mountains. The chalet is the perfect location fo ...
From $254 per night (USD)
VRBO
From $260 per night (USD)
Expedia
Renovated Long Trail 1BR, Steps from lifts - Hot tub, Pool, Sauna, Heated garage
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Come enjoy year-round outdoor activities at this one-of-a-kind peaceful resort-style North Long Trail House get-away. Th ...
From $260 per night (USD)
Expedia
From $203 per night (USD)
VRBO
4 Bed 3 bath Manchester VT home on large lot quiet cul de sac 2.5 car garage!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
4 bed 3 full bath 3,267 sq. ft. 2-story home with attached 2.5 car garage on quiet cul-de-sac in beautiful Manchester, V ...
From $203 per night (USD)
VRBO
From $562 per night (USD)
Expedia
Vermont Getaway near Stratton Mountain
Bedrooms:
2
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 $562 per night (USD)
Expedia
From $1074 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 $1074 per night (USD)
VRBO
$Shuttle to Village\/lifts! .5 miles to base! Cozy Chalet!$
From $466 per night (USD)
Expedia
Shuttle to Village\/lifts! .5 miles to base! Cozy Chalet!
Bedrooms:
4
Bathrooms:
5
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 $466 per night (USD)
Expedia
From $752 per night (USD)
VRBO
This house is a 3 bedroom(s), 3 bathrooms, located in Sunderland, VT.
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Welcome to The Skyline Cabin! A one-of-kind, modern Vermont escape central to dining, shopping, and culture. Overlooking ...
From $752 per night (USD)
VRBO
$Historic Downtown Home w\/Bar Room, Hot Tub$
From $1013 per night (USD)
Expedia
Historic Downtown Home w\/Bar Room, Hot Tub
Bedrooms:
6
Bathrooms:
6
Sleeps:
22
🏡Historic home with 6 bedrooms, 5.5 bathrooms 🍸Bar room perfect for entertaining guests. 🎮Game room, complete with an ...
From $1013 per night (USD)
Expedia
From $475 per night (USD)
VRBO
Luxury Post and Beam Barn Set On 10 Acres
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Early 19th century barn converted into modern home. Secluded on 10 Acres just minutes outside of Manchester and Dorset. ...
From $475 per night (USD)
VRBO
From $469 per night (USD)
Expedia
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 $469 per night (USD)
Expedia
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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 ...
Click For Pricing
VRBO
From $535 per night (USD)
Expedia
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 $535 per night (USD)
Expedia
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 $433 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 $433 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 $3254 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 $3254 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 $652 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 $652 per night (USD)
Expedia
From $4206 per night (USD)
VRBO
#1 on TripAdvisor. Magnificent Country Inn available as Private Home for 32. Up to 100 can stay on the 30-acre Wilburton resort. Family Reunions, Corporate Retreats. Weddings. Indoor & outdoor pool
Bedrooms:
13
Bathrooms:
12
Sleeps:
26
Why rent a house when you can rent a private mansion? Host your group in Great Gatsby style at The Wilburton, a magnific ...
From $4206 per night (USD)
VRBO
From $2857 per night (USD)
Expedia
HUGE Private VT Mansion: 15 bedrooms, 12 bath, Sleep 34! Yoga retreats, corporate offsites, DIY weddings, family reunions, Dogs welcome
Bedrooms:
12
Bathrooms:
15
Sleeps:
34
The Battenkill Valley Mansion is an ideal place for groups. Nestled on a private, 5 acre estate in charming Manchester V ...
From $2857 per night (USD)
Expedia
From $1349 per night (USD)
VRBO
Sleep 20. Pool. Tennis. Dogs loved. Private home on #1 resort on TripAdvisor.
Bedrooms:
7
Bathrooms:
7
Sleeps:
20
Strawberry Hill Villa is a spacious, private home on the 30-acre Wilburton Resort in Manchester Village VT. Just one mil ...
From $1349 per night (USD)
VRBO
From $321 per night (USD)
Expedia
Mountaintop House With Spectacular Views
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Mountain top house with breathtaking views. Guests have their own entrance to a 2 bedroom/1 bathroom entirely separate ...
From $321 per night (USD)
Expedia
From $537 per night (USD)
VRBO
Luxurious Rustic Chalet in Solitude
Bedrooms:
4
Bathrooms:
6
Sleeps:
14
Experience true Vermont luxury in the solitude of a spectacular but warmly furnished winter retreat located on a very pr ...
From $537 per night (USD)
VRBO
$Cozy & Convenient Ski In\/Ski Out Condo on Bromley Mountain$
From $569 per night (USD)
Expedia
Cozy & Convenient Ski In\/Ski Out Condo on Bromley Mountain
Bedrooms:
2
Bathrooms:
4
Sleeps:
9
Bromley Mountain is the perfect family mountain located in easily accessible southern Vermont. Known as the Sun Mountai ...
From $569 per night (USD)
Expedia
From $449 per night (USD)
VRBO
New Low Rates for March!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
SKI STRATTON Mountain! Incredible views from our one Bedroom apartment located in a private community on Beautiful Strat ...
From $449 per night (USD)
VRBO
From $264 per night (USD)
Expedia
Perfect Vermont Farmhouse At The Base Of The Stratton Mountain Access Road.
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
This is a very comfortable home instead of a rental. Home has three bedrooms, two baths. Queen bed in master. Queen i ...
From $264 per night (USD)
Expedia
From $1469 per night (USD)
VRBO
Farmhouse with Historic Event Barn in Manchester Vermont
Bedrooms:
6
Bathrooms:
6
Sleeps:
17
Welcome to Levity Mountain, our 200 acre organic farm and historic homestead in Manchester, VT. The property features a ...
From $1469 per night (USD)
VRBO
From $245 per night (USD)
Expedia
Family-Friendly Wooded Retreat with Deck, Fireplace, and WiFi - Near Slopes
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Sherwood Escape Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $245 per night (USD)
Expedia
$10 min from Stratton! Log Cabin w\/ Beautiful Views$
From $315 per night (USD)
VRBO
10 min from Stratton! Log Cabin w\/ Beautiful Views
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Spectacular views of Stratton Mountain! This cozy log cabin is set on 10 acres of land offering a quiet year round Vermo ...
From $315 per night (USD)
VRBO
From $448 per night (USD)
Expedia
Magical spot w-views -3 BR home - idyllic retreat yet close to everything
Bedrooms:
1
Bathrooms:
3
Sleeps:
7
Beautiful views in a tranquil setting yet close to everything that matters in Southern Vermont. Property itself is a 20 ...
From $448 per night (USD)
Expedia
From $268 per night (USD)
VRBO
LOVELY Condo on Stratton Mountain
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Fully renovated condo with short walk to Stratton Village, with restaurants , shops, and the slopes. Master bedroom has ...
From $268 per night (USD)
VRBO
$2B\/2b Family friendly condo in Stratton Landmark$
From $429 per night (USD)
Expedia
2B\/2b Family friendly condo in Stratton Landmark
Bedrooms:
2
Bathrooms:
2
Sleeps:
10
** BOOKED for 2024- 2025 Ski Season ** We have a seasonal rental this year ** Great two bedroom unit in the middle of t ...
From $429 per night (USD)
Expedia
$Post\/ Beam farmhouse with gorgeous views, a hot tub, no cleaning fees and sheep!$
From $352 per night (USD)
VRBO
Post\/ Beam farmhouse with gorgeous views, a hot tub, no cleaning fees and sheep!
Bedrooms:
3
Bathrooms:
3
Sleeps:
5
Dancing Barefoot Farms is a small hobby farm that raises rare Valais Blacknose sheep! Enjoy the views from the brand ne ...
From $352 per night (USD)
VRBO
From $678 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 $678 per night (USD)
Expedia
$Two-story, spacious, dog-friendly house w\/mountain views & large front porch$
From $360 per night (USD)
VRBO
Two-story, spacious, dog-friendly house w\/mountain views & large front porch
Bedrooms:
4
Bathrooms:
5
Sleeps:
8
Haven on the Hill Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $360 per night (USD)
VRBO
From $343 per night (USD)
Expedia
Spacious Three-level Home , Well-Furnished, Fun Playroom, Minutes to Mt. Snow
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
4 Bedrooms, 3 Baths, well-appointed, comfortable & roomy. Set high in family-friendly Chimney Hill above the Chimney H ...
From $343 per night (USD)
Expedia
$Stratton Mountain, Nearly Ski In\/Ski Out, Obertal C Building, 2 Bedrooms, 1 Bath$
From $420 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 $420 per night (USD)
VRBO
$Ski In\/Ski Out Lofted 3BR\/3Bath Stratton Mountain Village Condo$
Click For Pricing
Expedia
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 ...
Click For Pricing
Expedia
$Family\/Pet Friendly Cabin w\/ Modern Upgrades: Minutes to Mountains, Farms, Lake$
From $212 per night (USD)
VRBO
Family\/Pet Friendly Cabin w\/ Modern Upgrades: Minutes to Mountains, Farms, Lake
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This wood cabin is located in the Sherwood Forest neighborhood just 1.5 miles to downtown Londonderry where you have acc ...
From $212 per night (USD)
VRBO
$Slopeside Ski-On\/Off Condo on Stratton. MNT access for hiking, biking, golf.$
From $381 per night (USD)
Expedia
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 $381 per night (USD)
Expedia
$Mountain Home w\/Balcony, Pool Views, Shared Pool, Hot Tub, Free WiFi, Fireplace$
From $230 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 $230 per night (USD)
VRBO
From $220 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 $220 per night (USD)
Expedia
From $254 per night (USD)
VRBO
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 $254 per night (USD)
VRBO
From $208 per night (USD)
Expedia
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)
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 $363 per night (USD)
Expedia
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 $363 per night (USD)
Expedia
From $494 per night (USD)
VRBO
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 $494 per night (USD)
VRBO
From $819 per night (USD)
Expedia
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)
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
$Mountain Chalet- Chimney Hill resort w\/pools,hiking trails,lake\/recreation areas$
From $201 per night (USD)
Expedia
Mountain Chalet- Chimney Hill resort w\/pools,hiking trails,lake\/recreation areas
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Chimney Hill house - great location on top of the hill Premium luxury beds and bedding - all linens included Smart HDTV ...
From $201 per night (USD)
Expedia
From $277 per night (USD)
VRBO
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)
VRBO
From $259 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 $259 per night (USD)
Expedia
From $420 per night (USD)
VRBO
Best of Vermont
Bedrooms:
2
Bathrooms:
4
Sleeps:
12
This cozy Stratton Mountain home is located off of Pikes Falls Road 4 miles from Sunbowl Lodge, 4.5 miles to Stratton ma ...
From $420 per night (USD)
VRBO
From $1186 per night (USD)
Expedia
Modern Luxury at White Pine Lodge – 10 min from Stratton Mountain
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Architecturally significant home in South Londonderry, just 10 minutes from Stratton Mountain and less than 15 minutes f ...
From $1186 per night (USD)
Expedia
From $411 per night (USD)
VRBO
★No Cleaning Fee★10% OFF★Walk To Mountain★Amenities+
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
⭐️"The condo is fantastic! The location is great, easy access from the garage, quick to get to Stratton Village. The pic ...
From $411 per night (USD)
VRBO
From $653 per night (USD)
Expedia
Stratton Mountain Home Hot Tub, Fire Pit and walk to the mountain.
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Our 5 bedroom 4 bathroom home is located in the resort of Stratton Mountain. Walk to the Mountain and village. In the w ...
From $653 per night (USD)
Expedia
$Ski In \/ Ski Out 4BR \/ 3BA Private Hot Tub and shared pool$
From $608 per night (USD)
VRBO
Ski In \/ Ski Out 4BR \/ 3BA Private Hot Tub and shared pool
Bedrooms:
3
Bathrooms:
5
Sleeps:
15
Location, Location, Location!!! NEW FOR 2024/2025 ski season - Private hot tub on balcony overlooking ski trail!!! Sk ...
From $608 per night (USD)
VRBO
Click For Pricing
Expedia
Secluded 19th century Farmhouse with mountain views
Bedrooms:
5
Bathrooms:
8
Sleeps:
15
Mayunsook Farm has been cherished by our family for seven generations. Once a working dairy farm, providing our family w ...
Click For Pricing
Expedia
$Wilmington Retreat w\/ Deck, Lake Views & Game Room$
From $698 per night (USD)
VRBO
Wilmington Retreat w\/ Deck, Lake Views & Game Room
Bedrooms:
4
Bathrooms:
6
Sleeps:
10
From the quaint boutiques and eateries in the walkable downtown Wilmington to the crisp ski slopes in the Green Mountain ...
From $698 per night (USD)
VRBO
$Chimney Hill resort mountain home w\/clubhouse-heated pools, great lake & trails$
From $210 per night (USD)
Expedia
Chimney Hill resort mountain home w\/clubhouse-heated pools, great lake & trails
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Chimney Hill house - great location on top of the hill Premium luxury beds and bedding - all linens included Smart HDTV' ...
From $210 per night (USD)
Expedia
From $356 per night (USD)
VRBO
Cozy Cottage!
Bedrooms:
2
Bathrooms:
3
Sleeps:
11
Relax with the whole family at this peaceful place to stay. The space Comfortable 3 bedroom home with loft. You have acc ...
From $356 per night (USD)
VRBO
$Secluded dog-friendly home with two living rooms, chef's kitchen, smart TVs, W\/D$
From $433 per night (USD)
Expedia
Secluded dog-friendly home with two living rooms, chef's kitchen, smart TVs, W\/D
Bedrooms:
2
Bathrooms:
4
Sleeps:
14
Trailhead Resting Spot Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $433 per night (USD)
Expedia
$Stunning 4\/4 on Stratton, hot tub, 2 living spaces, shuttle, walk to trails!$
From $473 per night (USD)
VRBO
Stunning 4\/4 on Stratton, hot tub, 2 living spaces, shuttle, walk to trails!
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Skiers DREAM! 4 floors of pure vacation bliss. This home is located in the Tree Top community on Stratton Mountain. Ther ...
From $473 per night (USD)
VRBO
From $1516 per night (USD)
Expedia
Charming 4-bedroom Ski house in Stratton with Shuttle or walk to slope.
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Escape to this incredible ski house, just a stone's throw away from Stratton Mountain. Whether you prefer to hop on your ...
From $1516 per night (USD)
Expedia
$Dancing Bear @ Stratton Mt - Spacious 4 Bedrms\/4 Bath Home Hot Tub & Fireplaces$
From $3428 per night (USD)
VRBO
Dancing Bear @ Stratton Mt - Spacious 4 Bedrms\/4 Bath Home Hot Tub & Fireplaces
Bedrooms:
3
Bathrooms:
4
Sleeps:
14
Embrace Luxury and Adventure at Dancing Bear @ Stratton Mt - Your Ultimate Mountain Escape! Get ready to elevate your mo ...
From $3428 per night (USD)
VRBO
From $606 per night (USD)
Expedia
Ski on Ski off steps away from Stratton Village
Bedrooms:
3
Bathrooms:
4
Sleeps:
9
Welcome to the Stratton Village Luxe Loft, an exquisite end condo in the sought-after Village Watch community. This mode ...
From $606 per night (USD)
Expedia
From $665 per night (USD)
VRBO
Mountain views, Midcentury Modern with hottub, fireplaces, on 10 acres.
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Privately set back on 10 acres with epic eastern views off a large wrap-around deck, this mid-century style retreat is g ...
From $665 per night (USD)
VRBO
From $89 per night (USD)
Expedia
English style Cottage with Master bedroom bath, loft with sleeper, sleeps four.
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Barn conversion, English Style Cottage in a lovely, country setting. Comfortable, stylish furnishings and art. Open floo ...
From $89 per night (USD)
Expedia
$Beautifully renovated 2 bedroom condo in Stratton VT - walk to Village\/Lifts!$
From $443 per night (USD)
VRBO
Beautifully renovated 2 bedroom condo in Stratton VT - walk to Village\/Lifts!
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Located in Long Trail House directly across the street from Stratton Village and main base lodge, this beautifully renov ...
From $443 per night (USD)
VRBO
From $412 per night (USD)
Expedia
Recently Renovated Spacious 4BR with HOT TUB, GAME ROOM, minutes to MOUNT SNOW
Bedrooms:
2
Bathrooms:
4
Sleeps:
9
Perfect ski house for large families! Located in Chimney Hill, just 10 minutes from Mount Snow and Wilmington. Enjoy win ...
From $412 per night (USD)
Expedia
From $1180 per night (USD)
VRBO
Cozy 4-bedroom condo with AC, WiFi in charming Stratton
Bedrooms:
4
Bathrooms:
4
Sleeps:
12
Located in Stratton, enjoy what this 4-bedroom condo has to offer. With 2 king beds and 2 bunk beds, this delightful pro ...
From $1180 per night (USD)
VRBO
From $367 per night (USD)
Expedia
Cozy 4-Bedroom Townhouse on Stratton Mountain
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Nestled in the scenic mountains of Stratton, VT, this charming 4-bedroom rental home offers the perfect blend of comfort ...
From $367 per night (USD)
Expedia
From $499 per night (USD)
VRBO
Ski on Ski off Obertal at Stratton
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Great location! This Ski-in Ski-out community, Ober Tal, is situated alongside the Tamarack triple chairlift at Stratton ...
From $499 per night (USD)
VRBO
From $353 per night (USD)
Expedia
Stratton Slopeside Condos at The Landmark! 400 FEET TO LIFT!
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
400 FEET TO THE LIFT! STRATTON SLOPESIDE CONDOS SKI-ON SKI-OFF AT LANDMARK* - 1,450 sq ft Stratton Mountain Vermont Con ...
From $353 per night (USD)
Expedia
From $2354 per night (USD)
VRBO
VT Family Oasis - 10 Mins to Stratton
Bedrooms:
6
Bathrooms:
5
Sleeps:
12
This 5-bedroom, 5 bath luxury home less than 5 miles from the base of Stratton Mtn. With it's expansive great room welco ...
From $2354 per night (USD)
VRBO
From $3171 per night (USD)
Expedia
Luxurious Slopeside Tree Top Mid-Mountain Townhome with Views & Outdoor Hot Tub
Bedrooms:
4
Bathrooms:
4
Sleeps:
9
Straight out of magazine, this luxurious, Adirondack style, well-equipped slopeside mid-mountain town home offers ski in ...
From $3171 per night (USD)
Expedia
From $415 per night (USD)
VRBO
Lovely 2-bedroom condo at Stratton Mountain
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Perfect winter getaway! 2 bedroom 2 bathroom ground floor condo just 0.5 miles away from the slopes. Convenient shuttle ...
From $415 per night (USD)
VRBO
From $346 per night (USD)
Expedia
Cozy 4 season getaway in Vermont near Mt. Snow
Bedrooms:
2
Bathrooms:
4
Sleeps:
12
This is a great vacation home for all seasons. Conveniently located just 7 miles to excellent hiking, skiing and biking ...
From $346 per night (USD)
Expedia
From $416 per night (USD)
VRBO
Beautiful -Slope-side- Stratton Mountain Condo, Walk to Chairlift, Village & Gym
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
*Best Location* Beautiful* Ski In-Ski Out Slopeside - Walk to Village & Gym Beautifully appointed unit. True Ski-on Sk ...
From $416 per night (USD)
VRBO
From $294 per night (USD)
Expedia
Cozy Vermont home for your Summer and Fall getaway
Bedrooms:
2
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 $294 per night (USD)
Expedia

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