Holiday Rentals in Windham County

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Top Cities in Windham County

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Stratton

Stratton

Featured Holiday 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 €367
includes taxes & fees
14 Jul - 15 Jul
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 €321
includes taxes & fees
24 Jul - 25 Jul
Charming Fully Renovated One-Room Schoolhouse on 22+ acres
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)
"This house was the perfect family get away. My family enjoyed everything the property had to offer and also skiing close by. Amanda was very quick to respond to all my questions. Overall my family had a fantastic trip."
Mountain Views•Summer Sunsets•Private Hiking Tail•Gameroom•Minimalist
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
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!
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.
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, (42)
"We had a wonderful stay! Perfect for two people !"
Cozy 'Fiddler's Rest:' Cabin: 11 Miles to Skiing!
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
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+
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 €180
includes taxes & fees
31 Jul - 1 Aug
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
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, (40)
"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
Sleeps 30!! 2 Cabins, 10 Bedrooms, 3 Kitchens, Hot Tub, Fireplaces, Game Rooms
Enjoy a serene forest view from the comfort of this room, featuring two beds and a cozy seating area.

Sleeps 30!! 2 Cabins, 10 Bedrooms, 3 Kitchens, Hot Tub, Fireplaces, Game Rooms

9.4 out of 10, Exceptional, (23)
"ideal for a large group of adult friends "
Sleeps 30!! 2 Cabins, 10 Bedrooms, 3 Kitchens, Hot Tub, Fireplaces, Game Rooms
Countryside, mountain-view house near eagle's nest with patios - dog-friendly
Laundry room with washer and dryer, adjacent to a patio area with outdoor seating.

Countryside, mountain-view house near eagle's nest with patios - dog-friendly

9.6 out of 10, Exceptional, (5)
"Perfect little spot for a ski trip to Stratton!"
Countryside, mountain-view house near eagle's nest with patios - dog-friendly
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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