Windham Area Rentals
From $1426 per night (USD)VRBO
Beautiful townhome in charming Stratton for your relaxing getaway.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
This charming townhome is perfect for your escape to Stratton. Inside, guests find two queen beds, bunk beds and a futon ...
From $1426 per night (USD)VRBO
From $422 per night (USD)Expedia
Private 30-Acre Chalet - Hot tub, Sauna, Trails
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 16
Large Vermont mountain chalet on 30 private acres, sleeping up to 15 guests, with an optional converted sugar shack gues ...
From $422 per night (USD)Expedia
From $256 per night (USD)VRBO
Crafts Inn, Hotel Suite with pool and hot tub.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Nestled in the Green Mountains, come immerse yourself in quintessential Vermont. Enjoy your private suite with bedroom, ...
From $256 per night (USD)VRBO
From $284 per night (USD)Expedia
Crafts Inn, Hotel Suite with pool and hot tub.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Nestled in the Green Mountains, come immerse yourself in quintessential Vermont. Enjoy your private suite with bedroom, ...
From $284 per night (USD)Expedia
From $879 per night (USD)VRBO
5BR, 4.5Bath Secluded House With Game Room, Firepit, Hottub, Pizza Oven and More
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Escape to your own private mountain retreat—where luxury, fun, and relaxation come together in one unforgettable stay. ...
From $879 per night (USD)VRBO
From $456 per night (USD)Expedia
Historic Ski House, Walk to Town, Short Drive to Slopes
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 11
- Vermont Farm House with two comfortable, cozy, living rooms - 4 Bedrooms (all with Queen beds with fresh linens) + Q ...
From $456 per night (USD)Expedia
From $1483 per night (USD)VRBO
Large 7BR Chalet by Mt Snow • Hot Tub • Fire Pit
- Bedrooms:
- 5
- Bathrooms:
- 7
- Sleeps:
- 16
Spacious 7-Bedroom Vermont Retreat 5 Minutes from Mount Snow | Hot Tub • Pond • Total Privacy • Relaxed Mountain Living ...
From $1483 per night (USD)VRBO
From $689 per night (USD)Expedia
Cedar Hill Lodge | 10 Min to Mt Snow w/Hot Tub
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
The Space: Escape to this amenity-packed getaway in the heart of Vermont’s Green Mountains. Just 10 minutes from Mount S ...
From $689 per night (USD)Expedia
From $440 per night (USD)VRBO
Fishing Pond + Pool! Resort Retreat in Wilmington
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
BBQ-Ready Deck | Game Room | 3 Mi to Harriman Res Craving a resort-style stay in Vermont? Look no further than this amen ...
From $440 per night (USD)VRBO
From $409 per night (USD)Expedia
Tranquil lodge Ski. Stay. Hike. Soak in the River and Views.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
River Run Timber House – A Riverside Retreat in the Heart of Vermont Welcome to River Run, your quintessential timber f ...
From $409 per night (USD)Expedia
From $638 per night (USD)VRBO
The Cardinal Lodge- A Riverside Retreat
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Bring the whole family to this charming farmhouse. Enjoy the spacious fields and river. Cozy up by the fire after a day ...
From $638 per night (USD)VRBO
From $470 per night (USD)Expedia
Clean & Convenient - Dogs stay free!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
This 3-bedroom in-town bungalow in Brattleboro offers a full kitchen, enclosed porch overlooking an ample backyard and B ...
From $470 per night (USD)Expedia
From $3020 per night (USD)VRBO
Entire Hideaway Inn Buyout, 26 Rooms, Pool, Hot Tub, Sauna, Steps from Mt. Snow
- Bedrooms:
- 25
- Bathrooms:
- 25
- Sleeps:
- 72
The Whole Hotel. Just Your Crew. Forget booking a room — book the entire hotel. When you reserve Hideaway Inn Mt. Snow, ...
From $3020 per night (USD)VRBO
From $267 per night (USD)VRBO
Vermont Cozy Cabin with Fireplace Near Hiking Trails, Stratton, Manchester
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
The Vermont Cozy Cabin is a modern, peaceful retreat nestled in a tall pine forest in Townshend, Vermont. Cozy up by the ...
From $267 per night (USD)VRBO
From $488 per night (USD)VRBO
Long Trail House South Wing 2B2B Condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
While our family calls this home during the ski season, we’re delighted to share our Long Trail House condo with you for ...
From $488 per night (USD)VRBO
From $341 per night (USD)Expedia
Cozy 1-bedroom condo in Dover, VT steps away from Mount Snow
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
Discover this welcoming 1-bedroom gem in Dover. Step into a soothing space with a queen bed and a jetted bathtub for ult ...
From $341 per night (USD)Expedia
From $489 per night (USD)VRBO
Long River House
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
About this space Brand new house on 17 acres overlooking the Connecticut River Valley. An open concept post and beam hom ...
From $489 per night (USD)VRBO
From $384 per night (USD)VRBO
Modern A-Frame Cabin Near Town & Mt Snow- Fire Pit
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Perched on a quiet hill just minutes from the slopes, this stylish 2-bedroom home is the ultimate snowboarder's escape. ...
From $384 per night (USD)VRBO
From $199 per night (USD)VRBO
Enchanting pet-friendly and private cabin with cozy pellet fireplace
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Discover this charming cabin in Putney. This lovely 1-bedroom retreat offers a cozy atmosphere perfect for a relaxing ge ...
From $199 per night (USD)VRBO
From $982 per night (USD)Expedia
Lake Whitingham- Wards beach, Hot tub, views
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 8
Welcome to your perfect year-round Vermont getaway! This 5-bedroom lake home offers breathtaking lake and mountain views ...
From $982 per night (USD)Expedia
From $654 per night (USD)VRBO
New Construction- min from Mt, Hot tub, Shuttle
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Spacious open floor plan with high end finishes. Master suite and two additional guest bedrooms upstairs. Enjoy the war ...
From $654 per night (USD)VRBO
From $352 per night (USD)Expedia
4 Mi to Lake Raponda! Secluded Family Cottage
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 8
Peaceful Wooded Setting | Deck w/ Rocking Chairs | 9 Mi to Mount Snow Resort A serene alpine wonderland is calling! L ...
From $352 per night (USD)Expedia
From $266 per night (USD)VRBO
Fantastic Lakefront Wooden Cabin Settled Between Trees in Stratton, Vermont
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to our charming cabin nestled in the heart of Stratton Mountain, Vermont. This delightful home features 3 bedroo ...
From $266 per night (USD)VRBO
From $631 per night (USD)Expedia
Spectacular Cottage with Swimming Pool and Foosball in Stratton, Vermont
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Escape to the ultimate mountain retreat at our ski-in/ski-out townhome located in the prestigious Slope Side community. ...
From $631 per night (USD)Expedia
From $313 per night (USD)VRBO
Mountain Cabin Great for a Family Retreat in Vermont
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to our beautiful property in the heart of Stratton, Vermont! Our charming third-floor unit boasts two cozy bedro ...
From $313 per night (USD)VRBO
From $810 per night (USD)Expedia
Luxe 5,000 Sq Ft Retreat: 5 Mi to Stratton Resort
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
All-Ages Entertainment + Gaming Lounge | Dedicated Workspace | Sauna Craving adventure, indulgent comforts, and space t ...
From $810 per night (USD)Expedia
From $335 per night (USD)VRBO
The Cozy Summit in Wilmington -Near Mt. Snow, Indoor Pool access, Private Garage
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Make family memories at the Cozy Summit at Chimney Hill. This unique and peaceful property is set on a cul-de-sac and o ...
From $335 per night (USD)VRBO
From $306 per night (USD)Expedia
The Sugarhouse in Dummerston, Vermont
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The quintessential Vermont stay! The Sugarhouse is a fully furnished one bedroom cottage, formerly a working sugarhouse ...
From $306 per night (USD)Expedia
From $386 per night (USD)VRBO
Cozy 3 bedroom 2 bathroom chalet centrally located in Southern Vermont.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Stay comfortably in Windham at this 3-bedroom chalet. The superb property features 2 queen beds, 1 bunk bed, a cozy livi ...
From $386 per night (USD)VRBO
From $563 per night (USD)Expedia
Cozy 3-bedroom townhome in West Dover, steps from the magic carpet
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to your perfect Vermont getaway - a warm, comfortable mountain condo just steps from the Mount Snow magic carpet ...
From $563 per night (USD)Expedia
From $675 per night (USD)VRBO
La Maison.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Make some memories at this unique and family-friendly place. built in 1792 this charming colonial house is the most char ...
From $675 per night (USD)VRBO
From $189 per night (USD)Expedia
Luxe VT Summer Retreat: Sauna + Swimming Hole + Tiny House. Ideal for long Stays
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
Escape to a serene riverside retreat in Southern Vermont, just 2.5 hours from NYC and Boston. Perfect for 30–90 day summ ...
From $189 per night (USD)Expedia
From $441 per night (USD)VRBO
Walk to Mt Snow Lifts • Sleeps 8 • Fireplace, Hot Tub, Sauna, Pool • 2BR/2BA
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Enjoy unbeatable convenience and year-round comfort in this spacious two-bedroom, two-bath condo, ideally located just a ...
From $441 per night (USD)VRBO
From $325 per night (USD)Expedia
Enchanting barn in E Dover with 50 mile view
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This charming barn apartment in Dover is a unique choice for guests seeking a quiet retreat. Situated on 75 private acre ...
From $325 per night (USD)Expedia
From $428 per night (USD)VRBO
Chic Stratton Condo- Walking Distance to Village
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Designed with a clean, chic, and minimalist aesthetic, this condo is flooded with natural light and offers a breezy, ope ...
From $428 per night (USD)VRBO
From $451 per night (USD)Expedia
Enchanting 4-bedroom farmhouse in Londonderry
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 7
Welcome to our spacious, charming 4 bedroom, 2 bath farmhouse nestled in the picturesque mountains of southern Vermont 2 ...
From $451 per night (USD)Expedia
From $743 per night (USD)VRBO
2-bedroom condo at Vantage Point in Stratton VT with shuttle to mountain
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Located in Stratton, this lovely condo on the 2nd floor offers a comfortable and convenient ski home. With two bedrooms ...
From $743 per night (USD)VRBO
From $433 per night (USD)Expedia
Updated chalet- minutes to Mt Snow, Golf, Hot tub
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Escape to the mountains and enjoy all that Vermont has to offer at our beautifully renovated chalet just minutes from Mt ...
From $433 per night (USD)Expedia
From $792 per night (USD)VRBO
4 Mi to Stratton Mountain Resort! Cabin w/ Hot Tub
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
7 Mi to Jamaica State Park | Bring Your Pup | Wildlife Viewing On-Site | All-Season Escape Find your rhythm in the Gree ...
From $792 per night (USD)VRBO
From $601 per night (USD)VRBO
Dover VT, Mount Snow 3-bedroom condo. Renovated, access to trails, club house.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Newly renovated, well stocked, cozy 3-bedroom condo with breathtaking views of Mount Snow. Other amenities include saun ...
From $601 per night (USD)VRBO
From $588 per night (USD)VRBO
Mount Snow Vista Cabin • Hot Tub
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 8
Mount Snow Vista Cabin • Hot Tub ★☆ ABOUT THIS SPACE ☆★ Stay directly across from Mount Snow with unobstructed slope v ...
From $588 per night (USD)VRBO
From $559 per night (USD)Expedia
Bluebird Chalet | 5 Minutes to MtSnow w/ Fireplace
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: Your mountain getaway awaits just 3 miles from Mount Snow and minutes from the Hermitage Club. This welcoming ...
From $559 per night (USD)Expedia
From $779 per night (USD)VRBO
8 Mi to Mt Snow: 'Cozy Bear Cabin' w/ Hot Tub!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
Amenity-Rich Chimney Hill Community | Year-Round Outdoor Rec | Hop on Snowmobile Trails Trade the city lights for Vermo ...
From $779 per night (USD)VRBO
From $645 per night (USD)Expedia
New Townhome- Minutes from Mountain, Hot tub, game room
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 9
Spacious open floor plan with high end finishes. Master suite and two additional guest bedrooms upstairs. Enjoy the war ...
From $645 per night (USD)Expedia
From $227 per night (USD)VRBO
Cozy Private 2-bedroom Cabin in the Woods of Guilford Vermont • Hemlock Haven
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Tucked in the middle of 8 private wooded acres, this rustic and charming two-bedroom cabin is your personal Vermont esca ...
From $227 per night (USD)VRBO
From $524 per night (USD)Expedia
Spectacular Yurt with Breathtaking Outdoor and Indoor Spaces in Vermont
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This yurt is a one-of-a-kind luxury getaway nestled in the tranquil serenity of Vermont’s mountains, just 7 minutes from ...
From $524 per night (USD)Expedia
From $677 per night (USD)VRBO
Spacious 3-Bedroom Penthouse w/ Sauna & Fireplace
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
Unwind in luxury at this spacious 3-bedroom penthouse at the Grand Summit Resort, ideal for families or groups of up to ...
From $677 per night (USD)VRBO
From $366 per night (USD)Expedia
Cozy house w/ clubhouse heated pool, fireplace, balcony, jacuzzi, w/d, wifi
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Escape to the charming town of Wardsboro, VT, and make yourself at home in 'The Last Run,' a cozy chalet nestled in Snow ...
From $366 per night (USD)Expedia
From $520 per night (USD)VRBO
Dog-friendly home w/ WiFi, private washer/dryer, and electric fireplaces
- Bedrooms:
- 2
- Bathrooms:
- 6
- Sleeps:
- 16
A retreat surrounded by scenic forest, where everyone and their dogs can come to relax... that's the dream this home ful ...
From $520 per night (USD)VRBO
From $535 per night (USD)Expedia
Stratton TreeTop condo with private hot tub, fireplace, decks & mountain view
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
The year-round recreation of Stratton Mountain Resort is right outside your door at this four-story townhouse, where you ...
From $535 per night (USD)Expedia
From $396 per night (USD)VRBO
Golf course condo w/ views, close to skiing, balcony, w/d, wifi, cable, tv
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Nestled on the picturesque Haystack golf course in Wilmington, VT, this stunning 3-bedroom, 2.5-bathroom condo offers a ...
From $396 per night (USD)VRBO
From $576 per night (USD)Expedia
Old Ark Retreat | Secluded & spacious dog-friendly home in Wilmington
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Serenity awaits at this private all-season retreat, ideally located between Mount Snow, Wilmington Village, Lake Raponda ...
From $576 per night (USD)Expedia
From $242 per night (USD)VRBO
Updated ground floor condo w/ patio, fireplace, ski locker, door to door shuttle
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Discover the ultimate Vermont retreat at Vantage Point, a charming condo nestled in the heart of Stratton Mountain. Surr ...
From $242 per night (USD)VRBO
From $355 per night (USD)Expedia
Dog-friendly home with woodstove & W/D - next to golf course and near skiing
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 8
Tucked into the trees and offering charm to spare, this adorable aquamarine cottage offers easy access to four seasons o ...
From $355 per night (USD)Expedia
From $405 per night (USD)VRBO
Mountain View Condo with Fast WiFi, Shared Hot Tub, & Resort Amenities
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Located in the beautiful Founders Lodge at Stratton Mountain Resort, this condo boasts prime access to everything Stratt ...
From $405 per night (USD)VRBO
From $732 per night (USD)Expedia
Exquisite home with fireplace, balcony, fast WiFi, jetted tub & washer/dryer
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Escape to a beautiful retreat in the charming countryside of Vermont, away from the hustle and bustle of everyday life. ...
From $732 per night (USD)Expedia
From $706 per night (USD)VRBO
Comfortable Townhome with Shared Pool, Private Hot Tub & Wood-Burning Fireplace
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Perfect for either a cozy winter getaway or a warm-weather escape, this homey, three-level townhouse is perfect year-rou ...
From $706 per night (USD)VRBO
From $683 per night (USD)Expedia
Ski-in/ski-out townhouse w/ trail access, fireplace, balcony, pool, hot tub
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Experience the ultimate ski getaway at this stunning slopeside townhouse located at Stratton Mountain Resort. With three ...
From $683 per night (USD)Expedia
From $359 per night (USD)VRBO
Cozy Townhome with Shared Pool, W/D & Wood-Burning Fireplace
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Nestled in the charming community of Styles Brook in Stratton, VT, this two-bedroom plus loft, two-and-a-half-bathroom t ...
From $359 per night (USD)VRBO
From $314 per night (USD)Expedia
Lovely ski-in/out condo steps from ski lift with trails and amazing views
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
A treat for any season awaits at this Stratton Mountain condo. Cozy up in the living room while watching your favorite s ...
From $314 per night (USD)Expedia
From $680 per night (USD)VRBO
Dog-friendly chalet w/ deck, & outdoor firepit - close to Mt. Snow
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Only one mile from Mount Snow, this home is perfectly situated for your next vacation! Come home after a long day on the ...
From $680 per night (USD)VRBO
From $284 per night (USD)Expedia
Forest Home with Shared Pool & Hot Tub, WiFi, & Washer/Dryer - One Small Dog OK
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Surrounded by lovely views of birch trees, this home is perfect for guests who want to truly take in a wintry atmosphere ...
From $284 per night (USD)Expedia
From $440 per night (USD)VRBO
Two-story, dog-friendly house
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 12
Make yourself at home at this dog-friendly retreat in the heart of Wardsboro! With two levels full of comfort, great ame ...
From $440 per night (USD)VRBO
From $219 per night (USD)Expedia
Single-Level Duplex with Fast WiFi & a Full Kitchen - Close to Magic Mountain
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Enjoy a breath of fresh Magic Mountain air at this lower-level duplex located just five miles from the ski trails. This ...
From $219 per night (USD)Expedia
From $240 per night (USD)VRBO
Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 3
A fairytale retreat is tucked in the forest and near Lake Raponda in Wilmington. Here, you'll find scenic surroundings i ...
From $240 per night (USD)VRBO
From $1308 per night (USD)Expedia
Spacious townhouse w/ gas fireplace, balcony, game room, w/d, loft
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to your charming retreat in Dover, Vermont! This spacious three-bedroom townhouse, complete with a loft, beautif ...
From $1308 per night (USD)Expedia
From $564 per night (USD)VRBO
Spacious house w/ hot tub, sauna, woodstove, gas fireplace, wet bar, AC, w/d
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to your perfect getaway in West Dover, Vermont! This stunning 3-level, 3-bedroom, 3-bathroom chalet in Dover Hil ...
From $564 per night (USD)VRBO
From $487 per night (USD)Expedia
Classic, dog-friendly cabin in the woods w/ private deck
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Nestled in the forest of West Dover, this secluded home is the ideal place to experience the natural beauty of Vermont a ...
From $487 per night (USD)Expedia
From $409 per night (USD)VRBO
Mountain-view home near the slopes with at-home entertainment - dog-friendly
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This West Dover home is ideal for a family retreat in the mountains. You'll have lots of fun with the private pool table ...
From $409 per night (USD)VRBO
From $265 per night (USD)Expedia
Charming gingerbread A-frame situated on 3 acres, woodstove, A/C, deck
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Escape to this charming A-Frame chalet in South Windham, VT, nestled in the woods and set back from the road with no nei ...
From $265 per night (USD)Expedia
From $281 per night (USD)VRBO
2-story mountain condo w/ private deck, close to resort, jetted tub, w/d, wifi
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to your perfect getaway in Jamaica, Vermont! This charming dog-friendly condo offers a cozy retreat for families ...
From $281 per night (USD)VRBO
From $294 per night (USD)Expedia
Classic Vermont cabin with forest views, pools, hot tub & gym
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 6
Warm, cozy, and quintessentially Vermont, this cabin in the woods of Wilmington makes a wonderful and relaxing New Engla ...
From $294 per night (USD)Expedia
From $454 per night (USD)VRBO
Inviting mountain view home with game room, balcony & W/D
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Escape the everyday and experience the extraordinary when you book this fantastic vacation home in the countryside of be ...
From $454 per night (USD)VRBO
From $334 per night (USD)Expedia
Cozy chalet w/ woodstove, bbq, firepit, w/d, a/c, Chimney Hill Clubhouse access
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to your charming retreat in Wilmington, VT! This delightful 3-bedroom, 1.5-bathroom chalet in Chimney Hill is th ...
From $334 per night (USD)Expedia
From $461 per night (USD)VRBO
Ski-in/ski-out alpine condo w/ shared pool, hot tub & other resort amenities
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
Welcome to your perfect getaway in West Dover, VT! This stunning three-bedroom plus loft condo at The Seasons in Mount S ...
From $461 per night (USD)VRBO
From $252 per night (USD)Expedia
Potter's Place | House in Jamaica with mountain views
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Bordered by Jamaica State Park, Potter's Place offers a charming and private retreat for outdoor lovers and adventure en ...
From $252 per night (USD)Expedia
From $562 per night (USD)VRBO
Spacious house w/ winter mountain views, deck, woodstove, close to Mt Snow, BBQ
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to your serene getaway in Dover, Vermont! This charming three-level house is nestled in the picturesque Dover Hi ...
From $562 per night (USD)VRBO
From $256 per night (USD)Expedia
Stratton Mountain Condo with Shared Pool, Hot Tubs, and Sauna - Walk to Lifts
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This Stratton Mountain condo is all about location as it is right in the center of Stratton Village and within walking d ...
From $256 per night (USD)Expedia
From $411 per night (USD)VRBO
Spacious Mount Snow condo near slopes with private hot tub, sauna & fireplace
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Tucked into the trees close to Mount Snow Ski Resort, you'll find this inviting three-level condo boasting an ideal loca ...
From $411 per night (USD)VRBO
From $409 per night (USD)Expedia
Beautiful house w/ mountain views, fireplace, balcony, bbq, gameroom, w/d, a/c
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to your perfect getaway in Dover, Vermont! This spacious 4-bedroom, 3-bathroom house offers a delightful blend o ...
From $409 per night (USD)Expedia
From $246 per night (USD)VRBO
Slopeside condo with nearby skiing, balcony, fireplace, & washer/dryer
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
This third-floor condo makes a great home base for your snowy endeavors. Skiing enthusiasts will be happy to know a bris ...
From $246 per night (USD)VRBO
From $284 per night (USD)Expedia
3-story mountain condo with deck, balcony, shuttle to slopes, fireplace, & W/D
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Escape to the mountains and surround yourself with picture-perfect scenery when you book this three-story condo! Four an ...
From $284 per night (USD)Expedia
From $227 per night (USD)VRBO
Slopeside walk-to-lift condo w/ wood-burning fireplace, patio, washer/dryer
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Nestled in the heart of Dover, VT, this charming 2-bedroom, 2-bathroom condo is a ski enthusiast's dream. Just a brisk 5 ...
From $227 per night (USD)VRBO
From $259 per night (USD)Expedia
Mountain condo w/ views, hot tub, pool, sauna, gym, shuttle, w/d
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Nestled in the charming Snow Tree complex in Dover, VT, this delightful 2-bedroom, 2-full bathroom condo unit offers a c ...
From $259 per night (USD)Expedia
From $390 per night (USD)VRBO
Cozy house near Mt Snow w/ large deck and bbq, TV, wifi, kitchen, dvd player
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to your cozy retreat in Dover, Vermont! This charming two-story, 4-bedroom, 2-bathroom house is the perfect geta ...
From $390 per night (USD)VRBO
From $153 per night (USD)Expedia
Cozy retreat near slopes
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Your Perfect Home Base at Mt. Snow Resort Welcome to your cozy mountain retreat—just minutes from the slopes at Mt. Sno ...
From $153 per night (USD)Expedia
From $212 per night (USD)VRBO
Spacious condo with fireplace, pool, sauna, and hot tub access - near slopes
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Mountain Adventure Awaits – Year-Round Comfort at Mt. Snow Resort Welcome to your perfect mountain escape! Nestled righ ...
From $212 per night (USD)VRBO
From $408 per night (USD)Expedia
Walk-to-shuttle condo, balcony, fireplace, jacuzzi, pool, hot tubs, sauna
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Located in the heart of Dover, VT, this charming condo located on the main floor offers the perfect retreat for your mou ...
From $408 per night (USD)Expedia
From $270 per night (USD)VRBO
Cozy mountain condo w/ fireplace, views, hot tub, pool, sauna, gym, shuttle, w/d
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Nestled in the charming Snow Tree complex in West Dover, VT, this delightful 2-bedroom, 2-bathroom condo unit offers a c ...
From $270 per night (USD)VRBO
From $722 per night (USD)Expedia
Bears Crossing home next to Mt. Snow with fireplace, game tables, pool & tennis
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Idyllic no matter the season, this Bears Crossing home is as comfortable as it is convenient! In this wonderful spot adj ...
From $722 per night (USD)Expedia
From $414 per night (USD)VRBO
Cozy condo on Moover route w/ amazing views, fireplace, balcony, hot tubs, pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Perched in the charming town of Dover, VT, this second-floor condo unit with 2-bedrooms and 2-bathrooms offers breathtak ...
From $414 per night (USD)VRBO
From $748 per night (USD)Expedia
Beautiful house near Mt Snow w/ mountain & valley views, woodstove, deck, bbq
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Perched on 1.4 acres in Dover, VT, this fantastic house offers breathtaking valley and mountain views and plenty of room ...
From $748 per night (USD)Expedia
From $391 per night (USD)VRBO
Cozy house w/ mtn views, sauna, fire pit, BBQ, fireplace, w/d, deck, wifi, EV
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
Perched in the picturesque town of Jamaica, VT, this stunning 3-bedroom, 3-bathroom private house offers breathtaking vi ...
From $391 per night (USD)VRBO
From $558 per night (USD)Expedia
Beautiful dog-friendly house w/ fireplace, firepit, bbq, deck, patio, w/d, wifi
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 14
Escape to this spacious and expansive five-bedroom house nestled in a serene wooded setting in Jamaica, VT and just 15-m ...
From $558 per night (USD)Expedia
From $1538 per night (USD)VRBO
500 acre historic property w/private fishing lake, skiing + all-season fun
- Bedrooms:
- 4
- Bathrooms:
- 8
- Sleeps:
- 15
Your group will have the best vacation ever at this spacious, eight-bedroom, four-bathroom home nestled on 500 private a ...
From $1538 per night (USD)VRBO
From $346 per night (USD)Expedia
Dog-friendly vacation home with fast WiFi & washer/dryer - near ski areas
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Bordered by ancient stone walls and mountain streams, this home is a quiet, family-friendly oasis in the woods. Outdoor ...
From $346 per night (USD)Expedia
From $419 per night (USD)VRBO
Tranquil house w/ pond, 3-hole golf course, sandy beach, bbq, firepit, & trails
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Escape to this stunning two-story house nestled on 40 acres in Londonderry, VT, where adventure and relaxation await. Wi ...
From $419 per night (USD)VRBO
From $459 per night (USD)Expedia
Peaceful mountain home near skiing, hiking, mtn biking & more
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Escape to the serene beauty of Jamaica, Vermont, where adventure and relaxation await in this charming house. Perfectly ...
From $459 per night (USD)Expedia
From $1894 per night (USD)VRBO
Delightful updated farmhouse with original features, patio, and & W/D
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 11
Ready to spend your winter in a historic home near the the Stratton Mountain ski area? An enchanting stay awaits at this ...
From $1894 per night (USD)VRBO
From $530 per night (USD)Expedia
Unique & quaint home with loads of character, firepit, two wood stoves, & grill
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Looking for something unique and truly out of this world? Then, look no further than this two-level home known as 'Hoot ...
From $530 per night (USD)Expedia