Vacation Rentals in Windham County

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Top Cities in Windham County

Stratton Pond #oxfordthemini
Vacation RentalsVacation Rentals

Stratton

Stratton

Top Vacation Rentals in Windham County

Long Trail House at Stratton Mountain Resort
Relax by the pool surrounded by lush trees and a distant church spire.

Long Trail House at Stratton Mountain Resort

3.0 star property
8.6 out of 10, Excellent, (74)
"Nice, clean room in prime location"
The price is ￥42,401
￥52,706 total
includes taxes & fees
Aug 19 - Aug 20
Long Trail House at Stratton Mountain Resort
Charming Fully Renovated One-Room Schoolhouse on 22+ acres
Situated amidst a serene landscape, this charming house features a covered porch, a chimney, and a small front porch with a bench.

Charming Fully Renovated One-Room Schoolhouse on 22+ acres

9.6 out of 10, Exceptional, (157)
"Thank you for a peaceful weekend away in a charming cottage!"
The price is ￥24,897
￥53,636 total
includes taxes & fees
Jul 29 - Jul 30
Charming Fully Renovated One-Room Schoolhouse on 22+ acres
Cozy Lakeside Tiny Home, Near Skiing with hot breakfast, lunch included
Enjoy cooking in this well-equipped kitchen with a fireplace, large island, and flat-screen TV.

Cozy Lakeside Tiny Home, Near Skiing with hot breakfast, lunch included

10.0 out of 10, Exceptional, (43)
"We enjoyed our stay at the tiny home!"
Cozy Lakeside Tiny Home, Near Skiing with hot breakfast, lunch included
Mountain Views•Summer Sunsets•Private Hiking Tail•Gameroom•Minimalist
Relax on the spacious deck with a table and chairs, surrounded by lush greenery.

Mountain Views•Summer Sunsets•Private Hiking Tail•Gameroom•Minimalist

10.0 out of 10, Exceptional, (34)
"Absolutely gorgeous mountain view, beautiful cabin, fully stocked kitchen, loved the hiking trails! Owners thought of every little detail to make it feel like home away from home. "
Mountain Views•Summer Sunsets•Private Hiking Tail•Gameroom•Minimalist
Timeless Red Sox Retreat w/ Scenic Mountain Views!
Enjoy cooking in this kitchen with a brick fireplace, large island, and modern appliances.

Timeless Red Sox Retreat w/ Scenic Mountain Views!

10.0 out of 10, Exceptional, (22)
"Beautiful property "
Timeless Red Sox Retreat w/ Scenic Mountain Views!
Cozy 'Fiddler's Rest:' Cabin: 11 Miles to Skiing!
Kitchen features a central stove, sink, and patterned tile backsplash, with light cabinets and a window offering a view of the outdoors.

Cozy 'Fiddler's Rest:' Cabin: 11 Miles to Skiing!

10.0 out of 10, Exceptional, (44)
"We had a wonderful stay! Perfect for two people !"
Cozy 'Fiddler's Rest:' Cabin: 11 Miles to Skiing!
Escape in Rural Vermont! 2 Homes SaunaPool, Hot Tub, Game House Mountain Views.
Cozy living area with a leather sofa, wooden coffee table, and staircase leading to an upper level.

Escape in Rural Vermont! 2 Homes SaunaPool, Hot Tub, Game House Mountain Views.

10.0 out of 10, Exceptional, (49)
"Consistently great time at this place (3rd time there)"
Escape in Rural Vermont! 2 Homes SaunaPool, Hot Tub, Game House Mountain Views.
Home with View of Mount Snow!! Indoor-pool, spa, sauna Gym & more Sleeps 23+
Enjoy a bright and airy space with a high ceiling, skylight, and large window offering a view of the outdoors.

Home with View of Mount Snow!! Indoor-pool, spa, sauna Gym & more Sleeps 23+

6.0 out of 10, (1)
"Inside property was great - house was very fun and spacious and clean . HOWEVER..the driveway clearly hadn’t been plowed for a long time when we got there and so once we pulled in our cars were stuck. We were trapped at the house for 3 days. The plow driver came to plow the neighbor and told us he hadn’t been paid by the owners so hadn’t been plowing for some time The owners finally arranged for a different plow to come but not being able to leave for 3 days really affected our ability to...
Home with View of Mount Snow!! Indoor-pool, spa, sauna Gym & more Sleeps 23+
Bright three-level home with water views, jetted tub, firepit, and pool table
Kitchen features a central island, dining area, and window with outdoor views.

Bright three-level home with water views, jetted tub, firepit, and pool table

8.4 out of 10, Very Good, (29)
"Had a fantastic weekend at this cabin. Beautifully maintained, sparking clean and beautiful cabin. Everything was exactly as pictured and is even better in person. Would stay here again x100"
Bright three-level home with water views, jetted tub, firepit, and pool table
Family Home w/ Great Yard, Fireplace, Kayaks, AC & WiFi - Near Skiing/Lakes
Enjoy a serene forest view from the arched window, surrounded by lush foliage.

Family Home w/ Great Yard, Fireplace, Kayaks, AC & WiFi - Near Skiing/Lakes

10.0 out of 10, Exceptional, (24)
"Great location close to the slopes. Clean and comfortable. Loved the fireplace. "
Family Home w/ Great Yard, Fireplace, Kayaks, AC & WiFi - Near Skiing/Lakes
Jacksonville Cabin w/ Wraparound Deck & Views
Cozy cabin-style accommodation with a dining area, staircase, and kitchen featuring a wooden cabinet and patterned rug.

Jacksonville Cabin w/ Wraparound Deck & Views

9.6 out of 10, Exceptional, (32)
"The cabin was great, beautiful surroundings. Very nice house."
Jacksonville Cabin w/ Wraparound Deck & Views
Cheerful Tiny Cabin hideaway near hiking, skiing & snowmobiling in small town VT
Situated in a wooded area, this cabin features a spacious porch, large windows, and a steeply pitched roof.

Cheerful Tiny Cabin hideaway near hiking, skiing & snowmobiling in small town VT

10.0 out of 10, Exceptional, (52)
"Would recommend if anyone wants a quiet, peaceful getaway."
Cheerful Tiny Cabin hideaway near hiking, skiing & snowmobiling in small town VT
Cozy apt in beautiful secluded spot 15 mins from Mt Snow
Enjoy breathtaking views from this balcony overlooking a serene winter landscape.

Cozy apt in beautiful secluded spot 15 mins from Mt Snow

10.0 out of 10, Exceptional, (2)
"We stayed here for couple of days. We loved it all! The place is lovely, very clean, spacious, big, and very convenient. The price is very reasonable. The property is beautiful overall! It has orchard trees and a lake. It reminded us the Vermont house in the movie Baby Boom. The location is very convenient too. 10 mins of driving to the MT Snow Ski Resort with lots of winter activities , and also 10 mins of driving to town center of West Dover. We walked in town and shopped in the small...
The price is ￥12,461
￥30,150 total
includes taxes & fees
Jul 31 - Aug 1
Cozy apt in beautiful secluded spot 15 mins from Mt Snow
Fantastic Townhouse on Mount Snow Shuttle – Prime Location for Your Adventure!
Enjoy al fresco dining on the deck, surrounded by a forest and mountain views, with a barbecue grill at your disposal.

Fantastic Townhouse on Mount Snow Shuttle – Prime Location for Your Adventure!

10.0 out of 10, Exceptional, (53)
"Clean, ideal location, great communication."
Fantastic Townhouse on Mount Snow Shuttle – Prime Location for Your Adventure!
Spacious Riverfront Home 7 Minutes to Stratton!
Enjoy cooking in this well-equipped kitchen with a central island and stainless steel appliances.

Spacious Riverfront Home 7 Minutes to Stratton!

10.0 out of 10, Exceptional, (30)
"Perfect house for a few families to gather and have fun. "
Spacious Riverfront Home 7 Minutes to Stratton!
Brand new listing! True Ski In & Ski Out with Private Hot Tub & Fire Pit.
Cozy living room with a fireplace, comfortable seating area, and large windows offering a view of the outdoors.

Brand new listing! True Ski In & Ski Out with Private Hot Tub & Fire Pit.

10.0 out of 10, Exceptional, (6)
"Great house, great location, Great communication with Todd. Will be back for sure!!!! Thanks for everything Todd. "
Brand new listing! True Ski In & Ski Out with Private Hot Tub & Fire Pit.
My Abode: Heated Pool - Hot Tub, Tennis court, Firepit, Sauna, Gym, Hot Tub
Fridge, microwave, oven, stovetop

My Abode: Heated Pool - Hot Tub, Tennis court, Firepit, Sauna, Gym, Hot Tub

My Abode: Heated Pool - Hot Tub, Tennis court, Firepit, Sauna, Gym, Hot Tub
Lovely ski-in/out condo steps from ski lift with trails and amazing views
Relax in the spacious living room with a comfortable sofa, coffee table, and TV, surrounded by a large window with a view of the outdoors.

Lovely ski-in/out condo steps from ski lift with trails and amazing views

8.6 out of 10, Excellent, (24)
"We loved staying at the townhome. It was a welcome place to stay while we traveled around, enjoying fall. It was very comfortable and the village amenities were great."
The price is ￥10,398
￥40,926 total
includes taxes & fees
Jul 27 - Jul 28
Lovely ski-in/out condo steps from ski lift with trails and amazing views
Summer retreat! Mountain View, Walk to Village/Tennis/Fitness/Dance camps; HITS
Fridge, microwave, oven, stovetop

Summer retreat! Mountain View, Walk to Village/Tennis/Fitness/Dance camps; HITS

10.0 out of 10, Exceptional, (41)
"We came to spend the day at Bromley. We climbed stratton as well in the rain. We had a great time"
Summer retreat! Mountain View, Walk to Village/Tennis/Fitness/Dance camps; HITS
Fabulous Mountain Top Retreat - 10 minutes from mount snow!
Relax in this serene space with a bed against the wall, flanked by windows and a cozy seating area.

Fabulous Mountain Top Retreat - 10 minutes from mount snow!

Fabulous Mountain Top Retreat - 10 minutes from mount snow!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Windham County Hotel Reviews

The Putney Inn

The Putney Inn

10/10 Excellent
"Nice, quiet spot for a night heading up to camp. Older building but kept clean and comfortable. "
David 1-night trip
Posted 3 days ago
The Putney Inn