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 $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
From $1186 per night (USD)
Expedia
7200 sf Villa & Barn on 4 Acre Manchester Estate
Bedrooms:
5
Bathrooms:
5
Sleeps:
15
Swiss-style 5BR/5BA 5200 sq ft enchanting villa in the heart of Manchester on 4 stunning acres. Accommodates 15-20 guest ...
From $1186 per night (USD)
Expedia
From $836 per night (USD)
VRBO
Mountain view home with large yard, lovely deck, pool table & fireplace
Bedrooms:
3
Bathrooms:
6
Sleeps:
10
Dorset Mountain View House Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply en ...
From $836 per night (USD)
VRBO
From $360 per night (USD)
VRBO
Ambient Manchester Village Abode w/ Deck & Pond!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Escape to this Manchester Center vacation rental, which features a lush estate with modern comforts and natural beauty w ...
From $360 per night (USD)
VRBO
From $596 per night (USD)
VRBO
Winhall Home w/ Sauna < 1 Mi to Stratton Mountain!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Retreat to the Green Mountain National Forest and enjoy seasonal activities at this private chalet-style vacation rental ...
From $596 per night (USD)
VRBO
From $494 per night (USD)
Expedia
Winhall Woodland House | Winhall Home w/ large deck - near Stratton & Bromley
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Winhall Woodland House (All Season Rental) Our calendar is updated in real-time & our nightly rates are accurately disp ...
From $494 per night (USD)
Expedia
From $702 per night (USD)
VRBO
Winhall Home w/ Deck + Views, 6 Mi to Ski Slopes!
Bedrooms:
4
Bathrooms:
4
Sleeps:
7
Plan for plenty of outdoor fun when you book this Winhall vacation rental for your next exciting Vermont getaway! With a ...
From $702 per night (USD)
VRBO
From $207 per night (USD)
Expedia
Fly fishing, tubing, biking and shopping are steps away!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Enjoy views of the historic covered bridge as well as mountain and river views. This well appointed cozy home boasts cha ...
From $207 per night (USD)
Expedia
From $466 per night (USD)
VRBO
Countryside mountain-view retreat with screened-in porch, near skiing & golf
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Green Mountain Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $466 per night (USD)
VRBO
From $429 per night (USD)
Expedia
Cozy Cabin - walking distance to town and 10 minutes to Bromley. Pet friendly!
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Welcome to The Evergreen Cabin: Your Cozy Mountain Retreat, nestled amidst the tranquil beauty of the Vermont mountains. ...
From $429 per night (USD)
Expedia
Click For Pricing
VRBO
Charming 1830 Farmhouse
Bedrooms:
2
Bathrooms:
4
Sleeps:
9
Welcome to The Old Shoe! - our quintessential Vermont farmhouse, nestled on 60 acres of picturesque countryside. Built i ...
Click For Pricing
VRBO
From $803 per night (USD)
Expedia
Best location fresh Manchester townhome, pool, view!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Equestrians! Golfers! Enjoy the summer in this newly rennovated, very light/bright/open/spacious (2600 sq ft) townhome i ...
From $803 per night (USD)
Expedia
From $420 per night (USD)
VRBO
Secluded home with game room, private hot tub, golf, river & mtn views, firepit
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Back Nine Bluff Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $420 per night (USD)
VRBO
From $544 per night (USD)
Expedia
Outdoor enthusiast's dream with designer interior & Mt. Equinox views
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Sunderland Guest House Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $544 per night (USD)
Expedia
From $996 per night (USD)
VRBO
Luxurious Escape + Pool & Hot Tub Access
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Discover the timeless allure of Charles Orvis Inn, a 19th-century gem located adjacent to the Main Inn just steps from t ...
From $996 per night (USD)
VRBO
From $940 per night (USD)
Expedia
Luxurious Room Incl Pool & Hot Tub Access and More
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Uncover the enduring charm of Charles Orvis Inn, an historic 19th-century treasure nestled beside the Main Inn, mere mom ...
From $940 per night (USD)
Expedia
From $1360 per night (USD)
VRBO
Renovated House with Golf Course | Free Parking
Bedrooms:
4
Bathrooms:
4
Sleeps:
9
Escape to our relaxing retreat in Vermont and enjoy sunny days playing golf! Our newly renovated 4 Bedroom Split-level H ...
From $1360 per night (USD)
VRBO
From $916 per night (USD)
VRBO
Stratton 4BR 3 Bath Hot Tub, Game Room, Direct Mountain View Sleeps10 ON SHUTTLE
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Stunning townhouse in the center of it all! ❄️🛷Your kids can sled in my backyard! There is a small hill down back! ❄️ ...
From $916 per night (USD)
VRBO
From $355 per night (USD)
VRBO
Cozy cottage in the Dorset Hollow. Mountain views, patio & stream. Pet friendly!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Located in the coveted Dorset Hollow. Renovated schoolhouse with high ceilings in the living, dining and guest room area ...
From $355 per night (USD)
VRBO
From $408 per night (USD)
Expedia
Your next peaceful getaway in Arlington VT!
Bedrooms:
4
Bathrooms:
3
Sleeps:
6
Step back in time and experience the charm and history of The Deming House, a unique gem nestled in the heart of picture ...
From $408 per night (USD)
Expedia
From $866 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 $866 per night (USD)
VRBO
From $413 per night (USD)
Expedia
Picturesque creekside home with gorgeous deck & sunroom, near 4 ski mountains
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Timberbrook Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desire ...
From $413 per night (USD)
Expedia
$Cozy Cabin & 700 SQ FT Fun-Filled Barn\nVAST Access \nNear Mt Snow & Prospect Mt$
From $596 per night (USD)
VRBO
Cozy Cabin & 700 SQ FT Fun-Filled Barn\nVAST Access \nNear Mt Snow & Prospect Mt
Bedrooms:
1
Bathrooms:
4
Sleeps:
10
-Make unforgettable memories at our newly renovated, unique, cozy Cabin and Barn in the Green Mountain Forest with endle ...
From $596 per night (USD)
VRBO
From $2233 per night (USD)
Expedia
Luxury Mountain Chalet, Hot Tub, Fire Pit & Panoramic Stratton Views
Bedrooms:
5
Bathrooms:
5
Sleeps:
12
Welcome to Shaw Chalet, a modern mountain retreat with breathtaking views of eight surrounding peaks and the Stratton Va ...
From $2233 per night (USD)
Expedia
From $774 per night (USD)
VRBO
Room for the whole family!
Bedrooms:
3
Bathrooms:
4
Sleeps:
9
Welcome to The Bears Den, the perfect mountain retreat just 5 minutes away from Stratton mountain resort! With 4 bedroom ...
From $774 per night (USD)
VRBO
From $478 per night (USD)
VRBO
Modern Bromley Townhouse with Mountain Views
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Ski the East at Bromley, Vermont’s Sun Mountain and Ski Magazine’s #1 ski resort for family programs. When the lifts clo ...
From $478 per night (USD)
VRBO
From $319 per night (USD)
VRBO
Stratton; 8 min! Swimming, 2 min. Pet friendly
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
1st floor of a 2 family home (duplex). This lovely renovated 2/1 is perfect for a family or friend's group. Master with ...
From $319 per night (USD)
VRBO
From $1020 per night (USD)
Expedia
Charming home with hot tub, game room, fireplace, & ski lodge parking
Bedrooms:
7
Bathrooms:
7
Sleeps:
14
Ski You Later Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $1020 per night (USD)
Expedia
From $529 per night (USD)
VRBO
Cozy ski retreat on the Stratton Access Road - 5 minutes to the slope!
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Welcome to our charming five-bedroom townhouse nestled in the picturesque setting of Stratton Mountain. This spacious re ...
From $529 per night (USD)
VRBO
From $845 per night (USD)
Expedia
Mid-Century Arty Chalet - 2 Min to Stratton Slopes
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Escape to a beautifully designed mid-century modern retreat in Stratton Mountain, perfectly situated directly across fro ...
From $845 per night (USD)
Expedia
From $694 per night (USD)
VRBO
Luxury with Hot Tub, Billiards & Arcades! Close to Hiking, Golfing, Swimming!
Bedrooms:
4
Bathrooms:
5
Sleeps:
14
Introducing First Chair Lair at Stratton Vermont, a newly renovated 5-bedroom, 4-bath home in the desirable High Meadow ...
From $694 per night (USD)
VRBO
From $375 per night (USD)
Expedia
Charming Vermont Retreat with Mountain Views and Ski Proximity. Pet-Friendly!
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Welcome to your private 10-acre, idyllic Vermont retreat! Nestled near the quaint town of Arlington (Norman Rockwell's h ...
From $375 per night (USD)
Expedia
From $1145 per night (USD)
VRBO
Stratton Family Condo 25-26 Seasonal Rental
Bedrooms:
3
Bathrooms:
4
Sleeps:
9
Welcome to Stratton! We have everything you need for the perfect winter - a large kitchen to cook a cozy winter meal, a ...
From $1145 per night (USD)
VRBO
From $529 per night (USD)
Expedia
2-story dog-friendly mountain home with wood fireplace, balcony, deck, & grill
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Buzz's Place Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $529 per night (USD)
Expedia
From $573 per night (USD)
VRBO
Cozy dog-friendly house w/ fireplace, firepit, loft, deck, TV's, wifi, kitchen
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Sweet Rock Getaway Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $573 per night (USD)
VRBO
From $1014 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 $1014 per night (USD)
Expedia
From $364 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 $364 per night (USD)
VRBO
From $137 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 $137 per night (USD)
Expedia
Click For Pricing
VRBO
Relax & Recover Mt. Retreat Hot Tub + Home Gym
Bedrooms:
3
Bathrooms:
5
Sleeps:
15
About this space Escape to this spacious and serene mountain home, located just a 4-minute drive from Stratton Mountain ...
Click For Pricing
VRBO
From $473 per night (USD)
Expedia
Riverfront house, dog-friendly, mountain views, a/c, porch, deck, gas stove, w/d
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Stargazing Daydreamer Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter y ...
From $473 per night (USD)
Expedia
From $1340 per night (USD)
VRBO
Spacious Suite Perfect for Relaxation in Manchester | Pool, Restaurant, Bar
Bedrooms:
5
Bathrooms:
5
Sleeps:
12
Experience historic charm and modern luxury in Vermont’s Green Mountains. Enjoy fine dining, an 18-hole golf course, and ...
From $1340 per night (USD)
VRBO
From $433 per night (USD)
Expedia
Spacious New 1BR:Dorset,Equestrian,Ski & Outlets
Bedrooms:
3
Bathrooms:
2
Sleeps:
4
Green Mountain Getaway located in East Dorset | Spacious 1BR Retreat Near Vermont Summer Festival, Ski Resorts & Manches ...
From $433 per night (USD)
Expedia
$\Manchester Suite\ - Seasonal rental, heart of ski country, in-town walkability.$
Click For Pricing
VRBO
\"Manchester Suite\" - Seasonal rental, heart of ski country, in-town walkability.
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Get the best of both worlds with this 2025 renovated, fully furnished and highly equipped, 1-bedroom apartment in Manche ...
Click For Pricing
VRBO
From $293 per night (USD)
Expedia
Perfect Vermont Log Cabin - Footsteps from the famous Battenkill River!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
A Four-Season Vermont Escape on the Battenkill. Welcome to our classic log cabin tucked on fifteen private acres of fore ...
From $293 per night (USD)
Expedia
From $112 per night (USD)
VRBO
Cozy motel suite in charming Woodford with WiFi, AC
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
You won’t want to leave this charming, one-of-a-kind place. Our centrally located private suite is perfect for the outdo ...
From $112 per night (USD)
VRBO
From $307 per night (USD)
VRBO
Cottage in East Dorset on Deming Pond, AC, WiFi Washer Dryer
Bedrooms:
1
Bathrooms:
3
Sleeps:
4
Unwind in Dorset at this charming cottage. With 2 cozy bedrooms - one with a full bed and the other with two twin beds, ...
From $307 per night (USD)
VRBO
From $590 per night (USD)
VRBO
Cozy 3-BR Retreat Near Stratton & Manchester
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Summary: A reimagined Vermont escape just minutes from Stratton, where natural textures, thoughtful design, and mountain ...
From $590 per night (USD)
VRBO
From $549 per night (USD)
VRBO
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 $549 per night (USD)
VRBO
From $441 per night (USD)
VRBO
Gather and relax with friends and family
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Come stay in this bright, beautiful 3 bedroom house located in a quiet neighborhood with a 3-6 minute drive from all of ...
From $441 per night (USD)
VRBO
From $1024 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 $1024 per night (USD)
VRBO
From $716 per night (USD)
VRBO
Winterfell chalet - quiet, relaxing & private with Stratton on your doorstep.
Bedrooms:
2
Bathrooms:
5
Sleeps:
12
Located on the Stratton Mountain Resort, this quintessential Stratton Mountain Chalet is a newly renovated 70’s gem that ...
From $716 per night (USD)
VRBO
$Stratton Mountain Home\n$
From $860 per night (USD)
VRBO
Stratton Mountain Home\n
Bedrooms:
3
Bathrooms:
4
Sleeps:
7
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 $860 per night (USD)
VRBO
From $624 per night (USD)
VRBO
Mtn Views, 3 King Beds, Chef's Kitchen, Game Room
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Tired of run-down houses and furniture? Bennington's Green Mountain Escape is the place for you! Bennington’s Green Mo ...
From $624 per night (USD)
VRBO
From $1469 per night (USD)
VRBO
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 $1469 per night (USD)
VRBO
From $471 per night (USD)
VRBO
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 $471 per night (USD)
VRBO
From $311 per night (USD)
VRBO
Mountain view chalet near Manchester/Stratton
Bedrooms:
2
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 $311 per night (USD)
VRBO
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 $386 per night (USD)
VRBO
Cozy & Convenient Ski In/Ski Out Condo on Bromley Mountain
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 $386 per night (USD)
VRBO
From $701 per night (USD)
VRBO
Luxurious Rustic Chalet 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 $701 per night (USD)
VRBO
From $456 per night (USD)
VRBO
New Low Rates for March!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
SKI STRATTON Mountain! Incredible views from our one Bedroom apartment located in a private community on Beautiful Strat ...
From $456 per night (USD)
VRBO
From $3675 per night (USD)
VRBO
TripAdvisor #1! Magnificent Inn sleeps 32 up to 100! Reunions, Weddings Catering
Bedrooms:
12
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 $3675 per night (USD)
VRBO
From $3070 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:
10
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 $3070 per night (USD)
Expedia
From $315 per night (USD)
VRBO
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 $315 per night (USD)
VRBO
From $1142 per night (USD)
Expedia
Sleep 20, 6BR/6BA home on #1 TripAdvisor resort - ski, pool, dogs
Bedrooms:
6
Bathrooms:
6
Sleeps:
20
Strawberry Hill Villa is a spacious, private home on the 30-acre Wilburton Resort in Manchester Village VT. Just 1 mile ...
From $1142 per night (USD)
Expedia
From $495 per night (USD)
VRBO
Cozy Manchester Getaway with Amazing Views!!!
Bedrooms:
2
Bathrooms:
4
Sleeps:
12
Cozy getaway with views of the mountains above and river below. Sleeps 8+ people. Fireplace, Outdoor grill, Firepit, I ...
From $495 per night (USD)
VRBO
From $425 per night (USD)
VRBO
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 $425 per night (USD)
VRBO
From $660 per night (USD)
VRBO
STRATTON 5 STAR SKI HOME: HOT TUB, SAUNA, 2 SUITES, 2 FIREPLACES
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Sleeps 8 plus. Newly renovated with 2 MASTER SUITES on the main floor and 2 other bedrooms with 2 beds each upstairs. P ...
From $660 per night (USD)
VRBO
From $3136 per night (USD)
VRBO
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 $3136 per night (USD)
VRBO
From $1740 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 $1740 per night (USD)
VRBO
From $272 per night (USD)
VRBO
Escape to your cozy mountain retreat - 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 $272 per night (USD)
VRBO
From $481 per night (USD)
VRBO
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)
VRBO
From $584 per night (USD)
Expedia
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)
Expedia
From $1177 per night (USD)
VRBO
Modern Luxury at White Pine Lodge – 10 min from Stratton Mountain
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Architecturally significant home in South Londonderry, just 10 minutes from Stratton Mountain and less than 15 minutes f ...
From $1177 per night (USD)
VRBO
From $776 per night (USD)
Expedia
Ski In / Ski Out 4BR / 3BA Private Hot Tub and shared pool
Bedrooms:
3
Bathrooms:
4
Sleeps:
15
Location, Location, Location!!! Ski in / ski out or bike in / bike out with hot tub! Perfect location in the Slopesid ...
From $776 per night (USD)
Expedia
From $572 per night (USD)
VRBO
★No Cleaning Fee★10% OFF★Walk To Mountain★Amenities+
Bedrooms:
2
Bathrooms:
2
Sleeps:
7
⭐️"The condo is fantastic! The location is great, easy access from the garage, quick to get to Stratton Village. The pic ...
From $572 per night (USD)
VRBO
From $272 per night (USD)
Expedia
Stratton 1 Bedroom Long Trail Condo, Walk to Village and Lifts
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Come enjoy the convenience of this 1 bedroom condo located just across the street from the village and lifts at Stratton ...
From $272 per night (USD)
Expedia
From $272 per night (USD)
VRBO
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 $272 per night (USD)
VRBO
From $278 per night (USD)
Expedia
Stratton Mountain Condo with Shared Pool, Hot Tubs, and Sauna - Walk to Lifts
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Long Trail House 368 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $278 per night (USD)
Expedia
From $419 per night (USD)
VRBO
Starry Skies: 7min to SkiStratton+PikesFalls+DogOK
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Situated on 13 acres of forest with stunning views from indoors/out and flooded with light from the southern exposure. F ...
From $419 per night (USD)
VRBO
From $370 per night (USD)
Expedia
Mountain View Condo with Fast WiFi, Shared Hot Tub, & Resort Amenities
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Founders Lodge 209 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $370 per night (USD)
Expedia
From $559 per night (USD)
VRBO
Comfortable Townhome with Shared Pool, Private Hot Tub & Wood-Burning Fireplace
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Stratton Hideaway Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $559 per night (USD)
VRBO
From $932 per night (USD)
Expedia
Perfect location! Walking distance to Stratton Village and Stratton Mountain!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Warm and cozy 2 bedroom 2 bath Long Trail House condo within walking distance of Stratton Village and Stratton Mountain. ...
From $932 per night (USD)
Expedia
From $272 per night (USD)
VRBO
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 $272 per night (USD)
VRBO
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
From $2800 per night (USD)
VRBO
2400 sf 4BR/4BA STRATTON CONDO. Walk to Village. Pool, spa, sauna, game room.
Bedrooms:
3
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 $2800 per night (USD)
VRBO
From $220 per night (USD)
Expedia
Lovely Chalet, ChimneyHill Community-Clubhouse 2 Pools/Hot tub, minutes to lake
Bedrooms:
2
Bathrooms:
3
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 $2208 per night (USD)
VRBO
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 $2208 per night (USD)
VRBO
From $282 per night (USD)
Expedia
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 $282 per night (USD)
Expedia
From $392 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 $392 per night (USD)
VRBO
From $441 per night (USD)
VRBO
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 $441 per night (USD)
VRBO
From $474 per night (USD)
VRBO
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 $474 per night (USD)
VRBO
From $597 per night (USD)
Expedia
Two-story, spacious, dog-friendly house w/mountain views & large front porch
Bedrooms:
3
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 $597 per night (USD)
Expedia
From $345 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 $345 per night (USD)
VRBO
From $640 per night (USD)
Expedia
Stratton Mountain Home Hot Tub, Fire Pit and walk to the mountain.
Bedrooms:
2
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 $640 per night (USD)
Expedia
From $686 per night (USD)
VRBO
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 $686 per night (USD)
VRBO
From $1249 per night (USD)
Expedia
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 $1249 per night (USD)
Expedia
From $516 per night (USD)
VRBO
Walk on/Ski off @Stratton, hot tub, king beds, 2 living spaces, shuttle!
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Perfect spot for year round relaxation! Located on Stratton Mountain this townhome has everything you could want. • 4 ...
From $516 per night (USD)
VRBO
From $665 per night (USD)
Expedia
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)
Expedia
From $883 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 $883 per night (USD)
VRBO
From $454 per night (USD)
Expedia
Recently Renovated Spacious 4BR with POOL, GAME ROOM, LAKE minutes to MOUNT SNOW
Bedrooms:
2
Bathrooms:
4
Sleeps:
9
Perfect lake house for large families! Located in Chimney Hill, just 10 minutes from Mount Snow and Wilmington. Enjoy wi ...
From $454 per night (USD)
Expedia

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