Windham Area, Vermont Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Windham Area, Vermont on RentalSaver.com!

Windham Area Rentals

From $450 per night (USD)
VRBO
Stay and Wander VT in this Charming 3-bedroom house in enchanting Dover
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Updated prices for leaf peeping season! Your home away from home in Dover with 3 bedrooms. This terrific house features ...
From $450 per night (USD)
VRBO
From $616 per night (USD)
Expedia
NEW Private Chalet - 4 mins to Mt Snow
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
Escape to this newly renovated Vermont chalet! Located at the end of a private street, it’s just 4 minutes to Mt. Snow ( ...
From $616 per night (USD)
Expedia
From $438 per night (USD)
VRBO
Cozy mountain condo w/ fireplace, views, hot tub, pool, sauna, gym, shuttle, w/d
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Snow Tree 32A Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $438 per night (USD)
VRBO
From $547 per night (USD)
VRBO
Treehouse Chalet Near Mt. Snow w/ On-Site Trails!
Bedrooms:
3
Bathrooms:
5
Sleeps:
8
Pets Welcome w/ Fee | Massage Chair | Snowshoes | 6 Mi to Wilmington Treat your family or friends to a memorable Vermon ...
From $547 per night (USD)
VRBO
From $327 per night (USD)
VRBO
Snow Mountain Lodge- 6 miles from Mt Snow. Ski, Indoor Pool, Golf, Hike, Relax!
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
This cozy, rustic Log cabin sits on 1 acre in the Snow Mountain community. Located 10 minutes from Mt. Snow (7 miles) 2 ...
From $327 per night (USD)
VRBO
From $1601 per night (USD)
Expedia
Secluded Luxury Lodge | Minutes to Stratton
Bedrooms:
4
Bathrooms:
5
Sleeps:
8
STUNNING PANORAMIC MOUNTAIN VIEWS FROM EVERY ROOM Escape to nature at Whispering Pines Lodge, a private luxury retreat ...
From $1601 per night (USD)
Expedia
From $549 per night (USD)
VRBO
New listing! Updated 4 BR end unit townhouse 3 miles to Mount Snow
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Welcome to our newly listed 4 bedroom townhome in West Dover providing sleeping accomodations for 8 people. This newly ...
From $549 per night (USD)
VRBO
From $284 per night (USD)
VRBO
Charming 2BR semi-rural home in Southern VT - amazing setting & modern amenities
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Escape to this fabulous house in picturesque Guilford, VT. This charming retreat features 2 cozy bedrooms with a king an ...
From $284 per night (USD)
VRBO
From $357 per night (USD)
VRBO
Walk to Mt Snow: Cozy West Dover Condo
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Community Hot Tub | Fireplace | Snowtree Condominiums Comfort and convenience await in West Dover at this charming 3-be ...
From $357 per night (USD)
VRBO
From $1154 per night (USD)
VRBO
Cozy 4 Bedroom Designer Townhome - Walk to Mt. Snow - Hot Tub - Dog Friendly!
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Come ski and relax in our beautiful townhome located within walking distance to Mount Snow! We are located in a quiet p ...
From $1154 per night (USD)
VRBO
From $877 per night (USD)
VRBO
Well Appointed Crown Point, Mountain Views, & Shuttle to the Base Lodge!
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
This 3 bedroom, all one level condo boasts an open floor plan, cathedral ceilings, 2 wood burning fireplaces, one in the ...
From $877 per night (USD)
VRBO
From $453 per night (USD)
Expedia
Golf course condo w/ views, close to skiing, balcony, w/d, wifi, cable, tv
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Haystack 9 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...
From $453 per night (USD)
Expedia
From $453 per night (USD)
VRBO
Updated Chalet. Minutes from Mt, Lakes and Golf.
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Welcome to our newly updated classic Vermont chalet, situated in a private golf course development. This spacious 3 bedr ...
From $453 per night (USD)
VRBO
From $465 per night (USD)
VRBO
5 Star Rental in Mount Snow 4-bedroom house with game room
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
@casaazulvt Escape to this charming 4-bedroom, 3-bath vacation home in West Dover, Vermont, just 12 minutes from Mount S ...
From $465 per night (USD)
VRBO
Click For Pricing
VRBO
Country Home in Heart of Village Close to Mt.Snow!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: Enjoy this beautiful three bedroom, two bath home in Wilmington Village. Only 10 miles from Mount Snow, and 1 m ...
Click For Pricing
VRBO
From $325 per night (USD)
VRBO
Near Skiing & Hiking: Quiet Home in West Wardsboro
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Nestled on 15 Acres | Family Friendly | Gas Grill | Mountain Views Make the most of your Vermont retreat with this 4-be ...
From $325 per night (USD)
VRBO
From $1285 per night (USD)
VRBO
Brand new listing! True Ski In & Ski Out with Private Hot Tub & Fire Pit.
Bedrooms:
4
Bathrooms:
5
Sleeps:
16
Come enjoy the best of the best with one of the few True Ski In & Ski Out properties in Mount Snow. Ski right to your ba ...
From $1285 per night (USD)
VRBO
From $444 per night (USD)
Expedia
Mount Snow Best View - Sauna|HotTub|Pool|Fireplace
Bedrooms:
1
Bathrooms:
4
Sleeps:
10
- Unmatched mountain views just 1/4 mile from the Mount Snow main base - Enjoy a cozy fireplace with included firewood ...
From $444 per night (USD)
Expedia
From $893 per night (USD)
VRBO
Skiers townhouse close to Stratton w/ balcony, mudroom, w/d, wifi, kitchen
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Fox Chapel 26 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $893 per night (USD)
VRBO
From $1337 per night (USD)
VRBO
Ski in Ski Out Slopeside with Private Hot Tub
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Discover the perfect blend of adventure and relaxation in this renovated 4-bedroom, 3-bathroom townhome. This Slopeside ...
From $1337 per night (USD)
VRBO
From $380 per night (USD)
VRBO
Newly renovated condo- October Getaway - less than 2 miles to MT Snow
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Welcome to your dream Vermont escape, perfectly situated on the coveted Suntec Loop—just under 2 miles from Mount Snow! ...
From $380 per night (USD)
VRBO
From $977 per night (USD)
Expedia
Winter Retreat - Skiing and the town of Wilmington
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Forget your worries with this enchanting house in Wilmington offering 5 bedrooms with a mix of king and queen beds, perf ...
From $977 per night (USD)
Expedia
From $396 per night (USD)
VRBO
Brookside cabin with 3 levels and amenities near Mt Snow and Lake Whitingham
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Welcome to our rustic renovated cabin nestled in the heart of Vermont’s stunning Green Mountains perched above a cascadi ...
From $396 per night (USD)
VRBO
From $2373 per night (USD)
VRBO
Slopeside E-10 ski in ski out the door
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
This Ski In Ski Out townhome is an ideal location to reconnect in this family-friendly setting in Slopeside E-Building. ...
From $2373 per night (USD)
VRBO
From $235 per night (USD)
VRBO
Cozy Vermont Chalet- Nature, Comfort & Adventure.Snuggled on top of Chimney Hill
Bedrooms:
1
Bathrooms:
4
Sleeps:
6
Relax at this cozy chalet on top of Chimney Hill in Wilmington, VT. Perfect for up to 6 guest, enjoy fast WIFI, BBQ gril ...
From $235 per night (USD)
VRBO
Click For Pricing
Expedia
Luxury Ski House minutes from Mount Snow - 2 living areas + Pet friendly!
Bedrooms:
4
Bathrooms:
4
Sleeps:
12
Spacious and Upscale Family Ski Retreat Near Mount Snow. Never rented before! Perfect for families who love skiing, our ...
Click For Pricing
Expedia
From $78 per night (USD)
VRBO
Fully furnished 2 bdr apartment
Bedrooms:
1
Bathrooms:
2
Sleeps:
3
This fully furnished two bedroom apartment features light filled rooms with plenty of space to work or stretch out and r ...
From $78 per night (USD)
VRBO
From $191 per night (USD)
VRBO
Walk to Mount Snow Resort: Unit w/ Pool & Hot Tubs
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Snow Mountain Village Condos | Sauna Access | Fireplace | Furnished Balcony w/ Views Year-round excitement awaits at th ...
From $191 per night (USD)
VRBO
From $358 per night (USD)
VRBO
7 Mi to Mt Snow Resort: Family Home w/ Fire Pit!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Multiple Living Spaces | Dog Friendly w/ Fee | Children's Swing Set Seeking an adventurous getaway in the fresh Vermont ...
From $358 per night (USD)
VRBO
From $686 per night (USD)
Expedia
New Construction Barn style- Minutes from Skiing and Lakes
Bedrooms:
3
Bathrooms:
4
Sleeps:
9
Perfectly situated in the tranquil Green Mountains of Vermont, this stunning home offers luxury and comfort in a serene ...
From $686 per night (USD)
Expedia
From $236 per night (USD)
VRBO
Snow Mountain Condo: Hot Tub + Shuttle to Resort
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Mountain Views | Balcony | 2 Ski Lockers Adventure, relaxation, and family fun await at this 2-bed, 2-bath vacation re ...
From $236 per night (USD)
VRBO
From $1069 per night (USD)
VRBO
Stratton MTN Retreat~4BR/10Bed Ski House w/2 MSTRS-Jacuzzi-Game RM-3mins to MTN!
Bedrooms:
3
Bathrooms:
4
Sleeps:
14
Great Escape - Spacious Ski House at Stratton Mountain! Come make memories in our warm and inviting 4-bedroom (2 Master ...
From $1069 per night (USD)
VRBO
Click For Pricing
VRBO
Spacious 6-bedroom home in charming Wilmington minutes to Mt Snow
Bedrooms:
3
Bathrooms:
6
Sleeps:
16
Newly listed, spacious Wilmington lodge that is perfect for hosting families or groups of friends. Boasting 6 inviting ...
Click For Pricing
VRBO
From $367 per night (USD)
Expedia
Charming gingerbread A-frame situated on 3 acres, woodstove, A/C, deck
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
The Koliba Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...
From $367 per night (USD)
Expedia
From $1223 per night (USD)
VRBO
Ski on Ski off Obertal F building
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Adjacent to the Tamarack triple chairlift, this 2 bedroom / 1 bathroom Ober Tal unit offers a most convenient trailside ...
From $1223 per night (USD)
VRBO
From $1112 per night (USD)
VRBO
Exquisite Londonderry Home minutes to 3 Ski Mountains
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Beautiful home located in Londonderry, VT. Enjoy the newly renovated kitchen and baths by Ramsey Gourd, or relax in the ...
From $1112 per night (USD)
VRBO
From $880 per night (USD)
VRBO
Green Mountain Container | Best Views @ Mount Snow
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Summary: Experience a one-of-a-kind stay at this stunning Mount Snow container home, only 1 mile from the base of Mount ...
From $880 per night (USD)
VRBO
From $584 per night (USD)
Expedia
The Great Escape!
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Nestled in the forest just 7 minutes to Mt Snow and 15 minutes to Stratton, this charming cabin seamlessly blends comfor ...
From $584 per night (USD)
Expedia
Click For Pricing
VRBO
Greek Revival Ski/Farmhouse, Saltwater Hot Tub, 10 minutes to Stratton Mountain.
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Nestled in Jamaica, this lovely 1830 farmhouse is a haven for guests seeking a soothing retreat. Take a hike out the fro ...
Click For Pricing
VRBO
From $392 per night (USD)
VRBO
Spacious Cozy Ski condo with fireplace 5 minutes to Mount Snow
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Your winter adventure starts here! Come enjoy this all season 3 bedroom, 2-bathroom Dover vacation rental! 5 minutes to ...
From $392 per night (USD)
VRBO
From $454 per night (USD)
VRBO
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)
VRBO
From $455 per night (USD)
Expedia
4 BR Mt Snow Okemo Ski Chalet w Amazing views!
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Relax w/ the whole family & friends at this sweet, bright, open, & cozy ski cabin with amazing views of our Vermont hill ...
From $455 per night (USD)
Expedia
From $550 per night (USD)
VRBO
CheRob’s Chalet @ Seasons Mount Snow Two Bedroom Condo with amenities!
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Updated two bedroom condo at Seasons Mt. Snow With king size master bedroom with full bath. 2nd bedroom accommodates 2 w ...
From $550 per night (USD)
VRBO
From $584 per night (USD)
Expedia
Pet-friendly Farmhouse, near hiking!
Bedrooms:
4
Bathrooms:
5
Sleeps:
12
Escape to Ranney Brook Farm, your perfect secluded getaway in Townsend, Vermont. Nestled on a tranquil 5-acre property, ...
From $584 per night (USD)
Expedia
From $438 per night (USD)
VRBO
Spacious house, dog-friendly, hot tub, fire pit, bbq, balcony, yard, w/d, wifi
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Magical Holiday Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $438 per night (USD)
VRBO
From $764 per night (USD)
Expedia
Beautiful house w/ mountain & pond views, hot tub, pool table, bbq, firepit, w/d
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Wish Upon A Star Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $764 per night (USD)
Expedia
From $460 per night (USD)
VRBO
Cabin 7 min to Ski Stratton, Wood-Fired Sauna, Brook View, Woodstove, Dogs OK
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Unique glamping cabin across from babbling brook. Non-piped water system includes foot pumps for faucets, hand pump for ...
From $460 per night (USD)
VRBO
From $322 per night (USD)
VRBO
< 1 Mi to Mt Snow: Charming Condo w/ Fireplace
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Close to Resort Shuttle Stop | Firewood Provided | Central Location | Well-Equipped Kitchen Yearning for an outdoor get ...
From $322 per night (USD)
VRBO
From $527 per night (USD)
VRBO
Snow Owl Chalet - Dover, 4-Bd 3-Bth - 10 Min. - Mt Snow! Saltwater Hot Tub!
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Welcome to the stunning Snow Owl Chalet, your perfect year-round retreat nestled in the picturesque Dover Hills of Vermo ...
From $527 per night (USD)
VRBO
From $310 per night (USD)
Expedia
Lakes, Hiking, Fall Foliage - Spacious 4-bedroom Pet Friendly Vermont Home
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Escape to this private 3+ bedroom home just minutes from the tranquil waters of Lake Raponda and the scenic trails of Mo ...
From $310 per night (USD)
Expedia
From $599 per night (USD)
VRBO
Chimney Hill Haven | Close to Mt.Snow
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Summary: Beautiful updated chalet located just down from the Chimney Hill Clubhouse in Wilmington. Only a short drive to ...
From $599 per night (USD)
VRBO
Click For Pricing
Expedia
Rustic VT Retreat – Hot Tub, Fire Pit, 12 Minutes to Mt. Snow
Bedrooms:
1
Bathrooms:
3
Sleeps:
7
Discover rustic charm in our 3BR, 1BA Wilmington, VT home. Immerse yourself in the cozy, modern Vermont aesthetic. Enjoy ...
Click For Pricing
Expedia
From $181 per night (USD)
VRBO
Cozy apt in beautiful secluded spot 15 mins from Mt Snow
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Discover the beauty of Dover from this fabulous 1-bedroom apartment. The cozy space features a king bed and a sofa bed, ...
From $181 per night (USD)
VRBO
From $409 per night (USD)
VRBO
New England Lakeside Chalet near Downtown Wilmington & Mt Snow VT
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
This cozy lakeside 3 bedroom, 1.5 bath chalet is full of year-round Vermont charm. Located across the street from the Ha ...
From $409 per night (USD)
VRBO
From $1016 per night (USD)
VRBO
Spacious home with private hot tub near Mount Snow
Bedrooms:
4
Bathrooms:
6
Sleeps:
12
Make yourself at home in this phenomenal 6-bedroom/4 bathroom retreat with a private hot tub. With 2 king beds, 4 queen ...
From $1016 per night (USD)
VRBO
From $653 per night (USD)
Expedia
Greenspring Townhome at Mount Snow with free shuttle, Amenities
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Come experience the perfect mountain getaway at this beautiful Greenspring townhome. Located just steps from Mount Snow, ...
From $653 per night (USD)
Expedia
From $556 per night (USD)
VRBO
The House on the Hill, looking over the beautiful green mountains of Vermont.
Bedrooms:
2
Bathrooms:
4
Sleeps:
9
About this space Take it easy at this unique and tranquil getaway. Enjoy stunning views on this 10 acre hilltop property ...
From $556 per night (USD)
VRBO
From $605 per night (USD)
Expedia
Cozy house w/ clubhouse heated pool, fireplace, balcony, jacuzzi, w/d, wifi
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
The Last Run Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $605 per night (USD)
Expedia
From $294 per night (USD)
VRBO
Central & Stylish 6 Beds Retreat on Haystack Golf Course, 10 Mins to Mount Snow
Bedrooms:
3
Bathrooms:
2
Sleeps:
5
Welcome to our your Vermont home that has fostered many beautiful and enriching memories throughout the years - Upon ent ...
From $294 per night (USD)
VRBO
From $344 per night (USD)
VRBO
Luxury 2 Bedroom Lodge Unit 302
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
The Quaint town of Wilmington VT 7.8 miles to Mt Snow. 2 King Bedrooms, 1 with bath.2nd Full bath & Laundry. Kitchen din ...
From $344 per night (USD)
VRBO
From $289 per night (USD)
VRBO
Luxury 1 Bedroom Lodge Unit 301
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Wilmington VT 7.8 miles to Mt Snow, Vast Trails & Lake Whitingham 4 Seasons of FUN Biking, Hiking, Skiing, Snowmobiling, ...
From $289 per night (USD)
VRBO
From $337 per night (USD)
VRBO
Luxury 2 Bedroom Townhome 102
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Quaint Wilmington VT 7.8 miles to Mt Snow. Primary King, twin bunk room,full bath on 2nd floor. Full kitchen dining & ...
From $337 per night (USD)
VRBO
From $325 per night (USD)
VRBO
Luxury Townhome Unit 107
Bedrooms:
1
Bathrooms:
4
Sleeps:
8
Wilmington VT 7.8 miles to Mt Snow, Vast Trails & Lake Whitingham 4 Seasons of FUN Biking, Hiking, Skiing, Snowmobiling ...
From $325 per night (USD)
VRBO
From $299 per night (USD)
VRBO
Luxury 2 Bedroom Townhome 103
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Wilmington VT 7.8 miles to Mt Snow, Vast Trails & Lake Whitingham 4 Seasons of FUN Biking, Hiking, Skiing, Snowmobiling ...
From $299 per night (USD)
VRBO
From $325 per night (USD)
VRBO
Luxury Townhome Unit 106
Bedrooms:
1
Bathrooms:
4
Sleeps:
8
Wilmington VT 7.8 miles to Mt Snow, Vast Trails & Lake Whitingham 4 Seasons of FUN Biking, Hiking, Skiing, Snowmobiling ...
From $325 per night (USD)
VRBO
From $492 per night (USD)
Expedia
Luxury ADA Unit - 101
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
In the Quaint town of Wilmington VT 7.8 miles to Mt Snow. Two King bedrooms. Full ADA bath & Laundry. Kitchen dining & ...
From $492 per night (USD)
Expedia
From $405 per night (USD)
VRBO
Luxury Townhome Unit 105
Bedrooms:
1
Bathrooms:
4
Sleeps:
8
Wilmington VT 7.8 miles to Mt Snow, Vast Trails & Lake Whitingham 4 Seasons of FUN Biking, Hiking, Skiing, Snowmobiling ...
From $405 per night (USD)
VRBO
From $249 per night (USD)
Expedia
Dog friendly, near Stratton, Magic & Bromley
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Just miles from Stratton, Bromley, and Magic Mountains. Close to Lowell Lake and Jamaica Falls for hiking and water spo ...
From $249 per night (USD)
Expedia
From $506 per night (USD)
VRBO
Farmhouse at Viking Nordic, 5 minutes from Londonderry on a quiet country road.
Bedrooms:
1
Bathrooms:
4
Sleeps:
10
The Farmhouse is located at Viking Nordic Center, up a rise on a quiet secondary road less than 5 minutes from the cente ...
From $506 per night (USD)
VRBO
From $429 per night (USD)
Expedia
Peaceful chalet near Bromley, Magic, Okemo, Mount Snow, and Stratton
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
This quiet mountain get away is the perfect place for your friends and family to enjoy beautiful southern Vermont. Our ...
From $429 per night (USD)
Expedia
From $543 per night (USD)
VRBO
Ski, Golf & Hike: Spacious Dover Retreat!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Dogs Welcome w/ Fee | Play Billiards & Board Games Nestled on 2 private acres with surrounding forest views, this peace ...
From $543 per night (USD)
VRBO
From $379 per night (USD)
Expedia
The MountainTop
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to The MountainTop in Stratton! Located 10 minutes north of Mt. Snow and 15 minutes south of Stratton Village. T ...
From $379 per night (USD)
Expedia
$Welcome to \Down Under\ the Hall's House\nA peaceful escape in Southern Vermont.$
From $163 per night (USD)
VRBO
Welcome to \"Down Under\" the Hall's House\nA peaceful escape in Southern Vermont.
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
About this space A clean & cozy getaway nestled at the end of a quiet country road, this apartment provides direct acces ...
From $163 per night (USD)
VRBO
From $289 per night (USD)
Expedia
Spacious Ski-In Suite | Sleeps 6
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
Designed for comfort and versatility, the 1 Bedroom Deluxe suite at Grand Summit Resort offers plenty of space to relax ...
From $289 per night (USD)
Expedia
From $688 per night (USD)
VRBO
2BR Loft With Views | Ski-In Access
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
The 2 Bedroom Loft suite at Grand Summit Resort offers a spacious, multi-level layout ideal for up to six guests. The lo ...
From $688 per night (USD)
VRBO
From $329 per night (USD)
Expedia
Ski-In Mountain Suite | Cozy Escape
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Wake up to the beauty of Mount Snow in this charming 1 Bedroom Suite at Grand Summit Resort. Enjoy slopeside convenience ...
From $329 per night (USD)
Expedia
From $21226 per night (USD)
VRBO
Expansive 2BR | Sleeps 10 | Ski-In
Bedrooms:
2
Bathrooms:
2
Sleeps:
10
The 2 Bedroom Premier suite offers a spacious multi-room layout for up to 10 guests. It includes the Grand Summit Two Qu ...
From $21226 per night (USD)
VRBO
From $21226 per night (USD)
Expedia
Ski-In 1BR | Spacious With Murphy Bed
Bedrooms:
1
Bathrooms:
1
Sleeps:
8
The 1 Bedroom Premier suite at Grand Summit Resort offers a spacious two-room layout perfect for families and groups. Th ...
From $21226 per night (USD)
Expedia
From $238 per night (USD)
VRBO
Charming 1BR Retreat | Ski-In Access
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Perfect for a cozy retreat, the 1 Bedroom Junior Suite at Grand Summit Resort offers a private and comfortable stay for ...
From $238 per night (USD)
VRBO
From $196 per night (USD)
Expedia
King Room | Ski-In Resort Stay
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Perfect for a cozy getaway, the King room offers a comfortable king bed for up to two guests. This well-appointed space ...
From $196 per night (USD)
Expedia
From $494 per night (USD)
VRBO
Luxury 3BR Penthouse | Sauna + Fireplace
Bedrooms:
3
Bathrooms:
3
Sleeps:
12
The 3 Bedroom Penthouse offers an expansive layout with stunning mountain views. Featuring a master suite with a king be ...
From $494 per night (USD)
VRBO
From $221 per night (USD)
Expedia
Ski-In Resort Room | 2 Queen Beds
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
The Two Queen Beds room offers a comfortable and convenient stay for up to four guests. With two plush queen beds, a pri ...
From $221 per night (USD)
Expedia
From $20973 per night (USD)
VRBO
Ski-In 2BR Loft | Sleeps 8
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
The 2 Bedroom Deluxe suite at Grand Summit Resort offers a spacious two-room layout ideal for groups. The Grand Summit 1 ...
From $20973 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 $212 per night (USD)
VRBO
Goldfinch Cottage: Modern Timber Frame on 5 Private Acres
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Experience the magic of autumn in VT! Breathe crisp air, the earthy scent of fallen leaves, and the promise of cozy days ...
From $212 per night (USD)
VRBO
From $1358 per night (USD)
Expedia
6BR 3BA - MT SNOW, SKIBACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain House
Bedrooms:
3
Bathrooms:
6
Sleeps:
16
Green Mountain House - 16 person, 6 bedroom, 3 bathroom house with ski-back trail and shuttle (weekends and holidays) to ...
From $1358 per night (USD)
Expedia
From $461 per night (USD)
VRBO
Charming 3-bedroom cabin w/ fire place
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
This Wilmington cabin boasts 3 inviting bedrooms with a mix of cozy sleeping arrangements. The property features a hair ...
From $461 per night (USD)
VRBO
From $849 per night (USD)
Expedia
Stratton & Mountain Snow/ 3-bedroom bungalow/Hot Tub/Sauna/Pave Driveway
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Welcome to our charming two-story home, where comfort and style come together. On the main level, you’ll find a fully-e ...
From $849 per night (USD)
Expedia
From $1007 per night (USD)
VRBO
Spacious Chalet Near Stratton and Mt. Snow w/Indoor Hot Tub, Fireplace, Firepit
Bedrooms:
2
Bathrooms:
5
Sleeps:
14
Escape to this charming 5BR chalet, ideally located between Mount Snow and Stratton ski resorts. Enjoy our cozy stone fi ...
From $1007 per night (USD)
VRBO
From $234 per night (USD)
VRBO
Cozy Cottage at Cold Moon Farm!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Just minutes to Stratton Mountain, and within 30 minutes of four other mountains, this cozy cottage on Cold Moon Farm wi ...
From $234 per night (USD)
VRBO
From $833 per night (USD)
VRBO
Lodge on the Loop, a pet-friendly retreat with private hot tub & sauna
Bedrooms:
4
Bathrooms:
3
Sleeps:
10
Make extraordinary memories at this incredibly-located retreat in West Dover. This spacious, pet-friendly 3-bedroom hous ...
From $833 per night (USD)
VRBO
From $1059 per night (USD)
Expedia
Play & Relax in Windham – Spacious Bedrooms, Hot Tub, Fire Pit & Basement Den
Bedrooms:
4
Bathrooms:
5
Sleeps:
15
Get ready to relax in this 5-bedroom house in Windham - perfect for families or groups of friends looking for a place to ...
From $1059 per night (USD)
Expedia
From $1510 per night (USD)
VRBO
Delightful updated farmhouse with original features, patio, and & W/D
Bedrooms:
4
Bathrooms:
6
Sleeps:
11
Sweet Berry Farm Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $1510 per night (USD)
VRBO
From $528 per night (USD)
Expedia
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)
Expedia
From $467 per night (USD)
VRBO
Charming house w/ peaceful yard, close to village & recreation, kitchen, w/d
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Turner Hill Cottage Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $467 per night (USD)
VRBO
From $426 per night (USD)
VRBO
Pinecone Pond, nestled in Southern Vermont with its own pond and babbling brook
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Come visit southern Vermont at this magical spot next to a babbling brook with a footbridge that leads to the back yard ...
From $426 per night (USD)
VRBO
From $219 per night (USD)
VRBO
Attractive Saltbox in the Woods
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
A comfortable, cozy home nestled in the woods. Sounds of the brook, bird life, a private meadow and miles of trails outs ...
From $219 per night (USD)
VRBO
From $274 per night (USD)
Expedia
Four Season Woodsy Retreat with Private Pool. Skiing, Hiking, Kayaking
Bedrooms:
1
Bathrooms:
2
Sleeps:
8
Get ready to relax in this delightful 2-bedroom house in Dummerston. Located at the end of a gravel road with private p ...
From $274 per night (USD)
Expedia
From $495 per night (USD)
VRBO
Cozy condo on Moover route w/ amazing views, fireplace, balcony, hot tubs, pool
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Snow Mountain Village 13F Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ent ...
From $495 per night (USD)
VRBO
From $206 per night (USD)
Expedia
Charming 1-bedroom apartment with WiFi, & kitchen in fabulous Town of Rockingham
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Get ready to relax in this fantastic 1-bedroom apartment in the Town of Rockingham. This gorgeous space features a cozy ...
From $206 per night (USD)
Expedia

Search Your Destination Now!

Windham Area Rentals

Rental Rates ($USD weekly)

Guests

Check Rates & Availability:

Results: 1,000 Rentals