Bennington Area Rentals
From $669 per night (USD)VRBO
Peaceful getaway at Stratton View Lodge
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Welcome to Stratton View Lodge, Your Ultimate Mountain Retreat! Nestled in the picturesque town of Winhall, Vermont, ...
From $669 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
From $279 per night (USD)VRBO
Mountain Views & Fire Pit: Sandgate Getaway
- Bedrooms:
- 1
- Bathrooms:
- 2
- 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 $279 per night (USD)VRBO
From $1013 per night (USD)VRBO
RidgeHouse@SnowValley -Enjoy a great Vermont escape all 4 seasons-entire family!
- Bedrooms:
- 4
- 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 $1013 per night (USD)VRBO
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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 ...
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From $767 per night (USD)VRBO
Stratton Mtn Ski Chalet w/ Giant Views in Winhall
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Secluded Natural Surroundings | Sun-Soaked Living Space Enjoy all-season adventures just beyond your doorstep at this ...
From $767 per night (USD)VRBO
From $597 per night (USD)VRBO
Spacious 5 Bedroom Hot Home Game Room Patio Fire Pit Yard Ski Bromley Stratton
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
Get ready to relax in this 5-bedroom house in East Arlington. This charming property boasts 1 king bed, 1 queen bed, 2 t ...
From $597 per night (USD)VRBO
From $543 per night (USD)VRBO
The Vermont Hideaway. Cozy up in this newly remodeled chalet.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
The Vermont Hideaway has been a 5 star listing for several years. We are the new owners and look forward to hosting you ...
From $543 per night (USD)VRBO
From $612 per night (USD)VRBO
Room for the whole family 8 minutes to Manchester
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
Welcome to the Azimuth, a stunning retreat nestled in the heart of Southern Vermont. This exquisite 5-bedroom, 2-bathroo ...
From $612 per night (USD)VRBO
From $790 per night (USD)Expedia
Classic Stratton Ski Chalet: Perfect for Families
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 8
- Escape to this cozy 5-bedroom chalet surrounded by lush forests and mountains - Perfect for families, with 2 living ...
From $790 per night (USD)Expedia
From $455 per night (USD)VRBO
Modern Woodford Estate, Lake, Mountain, VAST entrance
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to this quiet, lake house in Woodford. With 4 bedrooms including 1 full bed, 2 queen beds, and 1 full bunk bed, ...
From $455 per night (USD)VRBO
From $508 per night (USD)Expedia
Elegant house in quiet neighborhood, close to ski mountains, gas fireplace, wifi
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 7
Vermont Ski House Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $508 per night (USD)Expedia
From $1736 per night (USD)VRBO
Stratton Vermont Ski House with Stunning Views of Bromley Mountain
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Welcome to Rainbow's End, our home away in the Green Mountains of Vermont. Our home is in the town of Bondville, just 10 ...
From $1736 per night (USD)VRBO
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Spacious 4+ bedrm VT house near Stratton,Bromley, Wild Wings or Viking Resorts.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
We're having a terrific snow filled winter this year so come to enjoy a great stay at this delightful 4-bedroom house in ...
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From $1419 per night (USD)VRBO
5 Bedroom House | Golf Course + Pool & Hot Tub
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 12
Book a stay in our spacious 5 Bedroom House in Vermont and enjoy sunny days on the golf course in the summer or amazing ...
From $1419 per night (USD)VRBO
From $836 per night (USD)VRBO
Updated Mountain Chalet with shuttle to Stratton
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
This spacious home, situated on a beautiful pond, is a great spot for a family looking to ski or explore the area year-r ...
From $836 per night (USD)VRBO
From $445 per night (USD)VRBO
Manchester Renovated Historic 3 Bed, 3 Bath Mountain View, Large Yard
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy the perfect balance of comfort, history, and mountain views in Manchester Village while you unwind with the whole ...
From $445 per night (USD)VRBO
From $182 per night (USD)Expedia
Oceans 8 minutes to Manchester Vermont
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Oceans 8 at The Brittany, is less than an hour from 3 great peaks and only 2 miles to Manchester Center. The Queen room ...
From $182 per night (USD)Expedia
From $187 per night (USD)VRBO
Alpine 5, cozy Vermont retreat
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Alpine 5 is your relaxing retreat in the heart of Vermont, with a cozy queen bed. The room decor is Vermont vintage, sou ...
From $187 per night (USD)VRBO
From $196 per night (USD)Expedia
Cloud 9 family double sleeps 4
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Nestled in the Green Mountains minutes to Manchester Center, this charming room, with its soft, sage green walls and coz ...
From $196 per night (USD)Expedia
From $196 per night (USD)VRBO
6 Bam Boo Cozy escape in the heart of Vermont
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
6 Bam-Boo! is your cozy escape in the heart of Vermont just minutes to Manchester Center. Stay in the center of the acti ...
From $196 per night (USD)VRBO
From $183 per night (USD)Expedia
Zen 10, relax and retreat in the heart of Vermont
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Zen 10 is your relaxing retreat in the heart of Vermont, with a cozy queen bed. The room decor is Vermont vintage, sourc ...
From $183 per night (USD)Expedia
From $175 per night (USD)VRBO
Room 4 - Prickly Pear double room
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Nestled in the Green Mountains minutes to Manchester Center, this charming room, with 2 double beds and cozy furnishings ...
From $175 per night (USD)VRBO
From $182 per night (USD)Expedia
Room 7 - family room sleeps 4
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Nestled in the Green Mountains minutes to Manchester Center, this charming room, with its soft, sage green walls and coz ...
From $182 per night (USD)Expedia
From $215 per night (USD)VRBO
Vermont Downtown Oasis - Two Bedroom in Picturesque Downtown
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
The Shopkeeper's Oasis is a property on the state historic register right in the center of downtown Bennington. The for ...
From $215 per night (USD)VRBO
From $1092 per night (USD)Expedia
Luxury slopeside ski-in/ski-out getaway with hot tub
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Unwind in Stratton at this charming condo. With four bedrooms including two king beds and four bunk beds, this serene re ...
From $1092 per night (USD)Expedia
From $140 per night (USD)VRBO
Cozy Loft steps from VT Downtown
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This third floor loft apartment is walking distance from Historic Old Bennington and the downtown proper. Enjoy local sh ...
From $140 per night (USD)VRBO
From $611 per night (USD)Expedia
Elegant house w/ mountain views, trail to riverfront, balcony, dog-friendly, bbq
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Timber Riverhouse Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $611 per night (USD)Expedia
From $528 per night (USD)VRBO
Secluded dog-friendly home with two living rooms, chef's kitchen, smart TVs, W/D
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Trailhead Resting Spot Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $528 per night (USD)VRBO
From $593 per night (USD)Expedia
Picturesque, Euro-style ski chalet with beautiful setting, deck & fireplace
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Treetop Chalet Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $593 per night (USD)Expedia
From $233 per night (USD)VRBO
< 6 Mi to Arlington: 'Whimsical Stone Abode!'
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Near Trails & Parks | Day Trip to NYC & Boston Part Flintstones, part Hobbit dream, 'Whimsical Stone Abode' is the uniq ...
From $233 per night (USD)VRBO
From $673 per night (USD)VRBO
The Skyline Cabin - Hot Tub- Fire Pit - Panoramic Views - Manchester
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Discover The Skyline Cabin, a distinctive and contemporary Vermont retreat convenient to local dining, shopping, and oth ...
From $673 per night (USD)VRBO
From $1180 per night (USD)VRBO
Cozy 4-bedroom condo with AC, WiFi in charming Stratton
- Bedrooms:
- 3
- 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 $238 per night (USD)VRBO
Artistic Nature Cottage
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
Kalarama Cottage is a newly renovated space in the middle of nature! Make yourself right at home at this quiet, private ...
From $238 per night (USD)VRBO
From $606 per night (USD)VRBO
Historic Depot Area Farmhouse
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Thoughtfully restored 1890 Colonial in the Historic Depot Area of Manchester. Recently renovated to today’s standards w ...
From $606 per night (USD)VRBO
From $396 per night (USD)VRBO
Cozy 4-Bedroom Townhouse on Stratton Mountain
- Bedrooms:
- 3
- 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 $396 per night (USD)VRBO
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Rivers Edge 2-bedroom house in Manchester with WiFi, AC on second floor.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Cozy and spacious 2-bedroom home with an extra room for added space! Enjoy a large kitchen, dining area, living room, an ...
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From $430 per night (USD)Expedia
Cozy 4 BR home with hot tub in Weston near 4 ski areas & many hiking trails!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 12
Escape to picturesque Weston, home of the famous Vermont Country Store, and the perfect retreat for nature lovers and ad ...
From $430 per night (USD)Expedia
From $628 per night (USD)VRBO
New! Designer 3BR Cabin–Walk to Pond + Mtn Views
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to your design-forward escape in Vermont’s Green Mountains. Tucked in the storybook town of Peru, this newly ren ...
From $628 per night (USD)VRBO
From $1163 per night (USD)VRBO
Gorgeous Williamstown Estate 6BD/5BA
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 16
Magnificent estate, ideal for family gatherings and retreats! This 5,300 sqft house offers ample space to sleep, hang ou ...
From $1163 per night (USD)VRBO
From $1446 per night (USD)VRBO
Private 7-BR Retreat on 12 Acres w/ Mountain Views
- Bedrooms:
- 5
- Bathrooms:
- 7
- Sleeps:
- 15
Summary: Tucked into the hills of Dorset, Vermont, Green Haven is a peaceful escape set on a sprawling 12-acre estate ju ...
From $1446 per night (USD)VRBO
From $438 per night (USD)Expedia
Spacious village house, dog-friendly, patio, fireplace, a/c, air hockey, w/d
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
The Village House Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $438 per night (USD)Expedia
From $404 per night (USD)VRBO
In Town Delight!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
In town and convenient to all Manchester has to offer, we are within walking distance to restaurants and shops. This is ...
From $404 per night (USD)VRBO
From $337 per night (USD)Expedia
Enjoy the views and Vermont Vibes
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to Green River Escape, your peaceful getaway nestled on 8 acres of open land along the Green River and 30 acres ...
From $337 per night (USD)Expedia
From $474 per night (USD)VRBO
Charming 3-bedroom cabin in Woodford private with mountain and pond view
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Unwind in Woodford at this quaint hunting cabin. With 3 sleeping areas and 2 full bathrooms , guests can relax and recha ...
From $474 per night (USD)VRBO
From $290 per night (USD)Expedia
Converted silo apartment, peaceful grounds, two ponds, kitchenette, internet
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
The Red Silo Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $290 per night (USD)Expedia
From $462 per night (USD)VRBO
Modern cabin oasis close to Stratton, Okemo, Bromley and Magic
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Nestled in the heart of Southern Vermont, this cozy, modern chalet offers the perfect winter getaway. The house is nea ...
From $462 per night (USD)VRBO
From $525 per night (USD)Expedia
Cozy 2-BR Cottage on a Private Estate in Dorset
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Summary: Welcome to your own quiet corner of Green Haven. Surrounded by forest and mountain views, this charming 2-bedro ...
From $525 per night (USD)Expedia
From $462 per night (USD)VRBO
Four bedroom retreat in Vermont's Golden Triangle
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
In the heart of the Green Mountains, our newly renovated four-bedroom home blends rustic charm with modern luxury. Set o ...
From $462 per night (USD)VRBO
From $430 per night (USD)VRBO
3 Level Townhome on Private Property ~ Walk in Town ~ Spacious & Spotless
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
This terrific Townhome is on a quiet street with views looking above and beyond town. If you would like to be in town an ...
From $430 per night (USD)VRBO
From $296 per night (USD)VRBO
Private 2-bedroom condo with mountain views in charming Dorset, Vermont.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Charming Dorset Condo with Stunning Mountain Views Nestled in the quaint and historic village of Dorset, this inviting ...
From $296 per night (USD)VRBO
From $1065 per night (USD)VRBO
Quartermile Mountain Home
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Nestled just minutes away from the bustling Stratton Village on picturesque Quarter Mile Road, this stunning 5 bedroom, ...
From $1065 per night (USD)VRBO
From $473 per night (USD)VRBO
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)VRBO
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 $403 per night (USD)VRBO
Updated ground floor condo w/ patio, fireplace, ski locker, door to door shuttle
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Vantage Point #7 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $403 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
From $1448 per night (USD)VRBO
Top Flr Duplex 4BR 4BA - Walk to All @ Stratton Mt
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 9
New Rising Bear Duplex 409 at Stratton Mt-Seasonal Rental Available Spacious 4Br/4Bth Lodge With Ice Skating Pond, Heate ...
From $1448 per night (USD)VRBO
From $1275 per night (USD)VRBO
Unwind in Luxury: Elegant 4BR House for Relaxation | Pool | Bar | Restaurant
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 9
Experience historic charm and modern luxury in Vermont’s Green Mountains. Enjoy fine dining, an 18-hole golf course, and ...
From $1275 per night (USD)VRBO
From $1278 per night (USD)VRBO
Charming 4BR Perfect for Exploring Manchester's Beauty | Pool | Bar | Restaurant
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 9
Experience historic charm and modern luxury in Vermont’s Green Mountains. Enjoy fine dining, an 18-hole golf course, and ...
From $1278 per night (USD)VRBO
From $1481 per night (USD)VRBO
Nature Retreat: Plush House Stay w/ Spectacular Views | Near Equinox Preserve
- 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 $1481 per night (USD)VRBO
From $990 per night (USD)VRBO
Nature Retreat: Plush 3BR Stay w/ Spectacular Views w/ Balcony | Pool | Spa
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Experience historic charm and modern luxury in Vermont’s Green Mountains. Enjoy fine dining, an 18-hole golf course, and ...
From $990 per night (USD)VRBO
From $1886 per night (USD)VRBO
Ultimate Comfort in 2 3BR Units w/ Stunning Mountain Setting | Onsite Pool
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 16
Experience historic charm and modern luxury in Vermont’s Green Mountains. Enjoy fine dining, an 18-hole golf course, and ...
From $1886 per night (USD)VRBO
From $1886 per night (USD)VRBO
Green Mountain Retreat – Golf | Spa | Heated Pool | Hiking & Minutes to Bromley
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 16
Experience historic charm and modern luxury in Vermont’s Green Mountains. Enjoy fine dining, an 18-hole golf course, and ...
From $1886 per night (USD)VRBO
From $990 per night (USD)VRBO
2 Units | Relaxing 3BR Retreat Perfect for Your Green Mountain Escape | Pool
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Experience historic charm and modern luxury in Vermont’s Green Mountains. Enjoy fine dining, an 18-hole golf course, and ...
From $990 per night (USD)VRBO
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 $262 per night (USD)Expedia
Historic Home with Colonial Charm in Manchester
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Experience timeless elegance at Manchester's 1812 House. This duplex home, nestled in a picturesque meadow and surrounde ...
From $262 per night (USD)Expedia
From $197 per night (USD)VRBO
Red Country Escape with Mountain Views
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 7
Enjoy our 3 bedroom, 1 bath red farmhouse home sitting on 16 acres in upstate New York. Amazing views of the Taconic Mou ...
From $197 per night (USD)VRBO
From $397 per night (USD)Expedia
Modern Mountain Retreat w/ Chef’s Kitchen
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Experience comfort, style, and warmth in this beautifully appointed open-concept home, perfect for families or groups se ...
From $397 per night (USD)Expedia
From $422 per night (USD)VRBO
Secluded 4 bedroom home with sweeping mountain views in Williamstown
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 7
Your cozy getaway awaits in Williamstown at this lovely home with sweeping mountain views. With 4 bedrooms including a k ...
From $422 per night (USD)VRBO
From $738 per night (USD)Expedia
1812 House, 2 Stays, 1 home
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Experience the bucolic charm of Vermont at 1812 House! This colonial gem has been converted into two distinctive apartme ...
From $738 per night (USD)Expedia
From $251 per night (USD)VRBO
Modern, Stylish apartment on Stunning Horse Farm in Shaftsbury Vermont.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Enjoy a peaceful stay at this elegant 1-bedroom apartment in Shaftsbury. The Zen bedroom features a comfortable queen be ...
From $251 per night (USD)VRBO
From $1313 per night (USD)VRBO
Ski in Ski Out newly renovated Slopeside G2
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Book your stay today and start planning your dream vacation! This newly renovated townhome is the perfect blend of adven ...
From $1313 per night (USD)VRBO
From $301 per night (USD)VRBO
Charming 2-bedroom Stratton Mountain Condo with shuttle service
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Experience the Charm of Stratton in This Cozy 2-Bedroom Condo Escape to the beauty of Stratton with a stay in this invi ...
From $301 per night (USD)VRBO
From $392 per night (USD)VRBO
Charming 3 BR Barn House in Landgrove overlooking the valley and near Bromley
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Experience small town Vermont at it's finest in this quaint 3-bedroom post and beam barn house in Landgrove. Relax on th ...
From $392 per night (USD)VRBO
From $431 per night (USD)VRBO
Enchanting 5-bedroom farmhouse in Landgrove
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Lovely 1840s farmhouse available for preferred two week/monthly or seasonal rentals! Located on a dirt road along a bab ...
From $431 per night (USD)VRBO
From $693 per night (USD)Expedia
Tranquil farmhouse in Manchester - perfect for ski or summer fun!
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 8
Whether summer or winter, stay comfortably in Manchester at our charming 5-bedroom farmhouse. The bedrooms feature 2 ful ...
From $693 per night (USD)Expedia
From $453 per night (USD)VRBO
Timber frame ski chalet w/hot tub & fireplace - pet friendly.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Discover a serene escape that is perfect for memory-making family trips, friend getaways, or restful retreats. This inv ...
From $453 per night (USD)VRBO
From $493 per night (USD)Expedia
LUXURY CONDO l 2 EN SUITES l FALL FOLIAGE l POOL & HOT TUB
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
LUXURY @ STRATTON Your Perfect Vermont Escape Plan your perfect fall getaway at this newly upgraded, beautifully desig ...
From $493 per night (USD)Expedia
From $384 per night (USD)VRBO
Come stay at the Bromley Two Bedroom Suite!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Bromley Suite is a second floor unit featuring two bedrooms, each with king beds and private bathrooms. The larger of th ...
From $384 per night (USD)VRBO
From $224 per night (USD)VRBO
Come experience Weekender and get in touch with your creative side!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Deluxe Two Queen rooms feature luxury bedding, a mini-fridge, Keurig coffee maker, and flat-screen web-enabled TV with c ...
From $224 per night (USD)VRBO
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Come experience Weekender and get in touch with your creative side!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 1
Equinox King units are located in a more private area of our property. Notable features include a shared semi-private de ...
Click For PricingVRBO
From $247 per night (USD)VRBO
Come experience Weekender and get in touch with your creative side!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Deluxe King Suites are larger and more spacious than our Deluxe King rooms. One King bed and one daybed. This suite is c ...
From $247 per night (USD)VRBO
From $198 per night (USD)VRBO
Come experience Weekender and get in touch with your creative side!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Deluxe King rooms feature luxury bedding, a mini-fridge, Keurig coffee maker, and flat-screen web-enabled TV with compli ...
From $198 per night (USD)VRBO
From $557 per night (USD)VRBO
Come experience Weekender and get in touch with your creative side!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Our completely renovated Guesthouses provide comfortable and spacious accommodations for a weekend getaway or multi-week ...
From $557 per night (USD)VRBO
From $441 per night (USD)VRBO
Come experience Weekender and get in touch with your creative side!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Our completely renovated Guesthouses provide comfortable and spacious accommodations for a weekend getaway or multi-week ...
From $441 per night (USD)VRBO
From $661 per night (USD)VRBO
Come experience Weekender and get in touch with your creative side!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Our completely renovated Guesthouses provide comfortable and spacious accommodations for a weekend getaway or multi-week ...
From $661 per night (USD)VRBO
From $529 per night (USD)VRBO
Fall Foliage 🍁 Special 🍁Stratton Slopeside Condo at The Landmark!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Your Stratton adventure begins at this 2-bedroom condo located in the village. Park your car and never have to worry abo ...
From $529 per night (USD)VRBO
From $549 per night (USD)Expedia
Family-friendly log cabin with Fireplace & Mountain Views near 4 Ski Resorts
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Make Highland View Lodge in Weston your family or group's home for the winter season. This spacious 4-bedroom, 3-bathroo ...
From $549 per night (USD)Expedia
From $1576 per night (USD)VRBO
Nature Retreat: Plush House Stay w/ Spectacular Views | Near Equinox Preserve
- 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 $1576 per night (USD)VRBO
From $681 per night (USD)Expedia
Ski-in/ski-out townhouse w/ trail access, fireplace, balcony, pool, hot tub
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Slopeside A2 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $681 per night (USD)Expedia
From $2331 per night (USD)VRBO
Ultimate Comfort in 2 3BR Units w/ Stunning Mountain Setting | Onsite Pool
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 16
This listing is for 2 separate rooms within a hotel. The price shown in the listing covers all 2 rooms. ✦ Each room is ...
From $2331 per night (USD)VRBO
From $2331 per night (USD)VRBO
2 Units Mountain Retreat w/ Golf, Spa, Heated Pool | Hiking & Minutes to Bromley
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 16
Experience historic charm and modern luxury in Vermont’s Green Mountains. Enjoy fine dining, an 18-hole golf course, and ...
From $2331 per night (USD)VRBO
From $1564 per night (USD)VRBO
Charming 4BR Perfect for Exploring Manchester's Beauty | Pool | Bar | Restaurant
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 9
Experience historic charm and modern luxury in Vermont’s Green Mountains. Enjoy fine dining, an 18-hole golf course, and ...
From $1564 per night (USD)VRBO
From $1564 per night (USD)VRBO
Unwind in Luxury: Elegant 4BR House for Relaxation | Pool | Bar | Restaurant
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 9
Experience historic charm and modern luxury in Vermont’s Green Mountains. Enjoy fine dining, an 18-hole golf course, and ...
From $1564 per night (USD)VRBO
From $1186 per night (USD)VRBO
Relaxing 3BR Retreat Perfect for Your Green Mountain Escape | Pool
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Experience historic charm and modern luxury in Vermont’s Green Mountains. Enjoy fine dining, an 18-hole golf course, and ...
From $1186 per night (USD)VRBO
From $1150 per night (USD)VRBO
Nature Retreat: Plush 3BR Stay w/ Spectacular Views w/ Balcony | Pool | Spa
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Experience historic charm and modern luxury in Vermont’s Green Mountains. Enjoy fine dining, an 18-hole golf course, and ...
From $1150 per night (USD)VRBO
From $615 per night (USD)VRBO
Three Peaks Hideaway, a Tranquil 4-bedroom house with Mountain Views in Peru
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Bring the whole family to this comfortable, spacious base for your Green Mountain adventures. A beautiful, private home ...
From $615 per night (USD)VRBO
From $1180 per night (USD)Expedia
Monthly/Seasonal Home in Sunderland
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Seasonal Rental in Sunderland: A Cozy and Well-Appointed Home Are you seeking a comfortable and stylish retreat for y ...
From $1180 per night (USD)Expedia