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Browse Select Windham Cottages

Beautiful Honeymoon Cottage close to Manchester Vermont. {Manchester Center}
Cozy space with a high ceiling, round table, and four chairs, surrounded by large windows and a decorative wreath.

Beautiful Honeymoon Cottage close to Manchester Vermont. {Manchester Center}

9.6 out of 10, Exceptional, (225)
"Beautiful little cabin, very nice location quiet and secluded. Easy access to main road near to town."
Beautiful Honeymoon Cottage close to Manchester Vermont. {Manchester Center}
The Cairn, 1840s Cozy Stone Cottage, Pet Friendly
Relax in the cottage's outdoor seating area, featuring a wicker chair, cushioned bench, and small table.

The Cairn, 1840s Cozy Stone Cottage, Pet Friendly

10.0 out of 10, Exceptional, (13)
"We very much enjoyed our stay in this historic, architecturally significant home. We would definitely stay here again."
The Cairn, 1840s Cozy Stone Cottage, Pet Friendly
Renovated lakefront cottage w/ hot tub, dock, kayaks, swim platform, & firepit
Escape to a secluded cabin surrounded by tall trees, featuring a cozy porch and outdoor speakers for a peaceful retreat.

Renovated lakefront cottage w/ hot tub, dock, kayaks, swim platform, & firepit

9.8 out of 10, Exceptional, (16)
"We loved the house and especially the location. The views are beautiful and the proximity to town, the mountain and parks make it a fantastic spot to stay."
Renovated lakefront cottage w/ hot tub, dock, kayaks, swim platform, & firepit
Home with a spring-fed pond and mountain view.
Relax on the lakeside dock, surrounded by serene woods and a tranquil atmosphere.

Home with a spring-fed pond and mountain view.

10.0 out of 10, Exceptional, (118)
"Cute cottage with a lot of charm. The kiddos loved the concept of staying next to a pond. Convenient location to Manchester center and also to Bromley. Jeremy was quick to respond to all to all pf our questions."
Home with a spring-fed pond and mountain view.
Rustic Marlboro Cottage: 4 Mi to Lake Raponda!
Cozy cabin-style room with a high ceiling and large window, featuring a simple bed and wooden staircase.

Rustic Marlboro Cottage: 4 Mi to Lake Raponda!

3.0 star property
Rustic Marlboro Cottage: 4 Mi to Lake Raponda!
Near Skiing & Hiking: Quiet Home in West Wardsboro
Enjoy cooking in this well-equipped kitchen with a central island, oven, and sink with a window above.

Near Skiing & Hiking: Quiet Home in West Wardsboro

3.0 star property
Near Skiing & Hiking: Quiet Home in West Wardsboro
This cottage is a 0 bedroom(s), 1.5 bathrooms, located in Manchester, VT.
Set amidst lush greenery, this charming house features a gabled roof and a welcoming porch.

This cottage is a 0 bedroom(s), 1.5 bathrooms, located in Manchester, VT.

10.0 out of 10, Exceptional, (28)
"This was a great location… close to town but also close to skiing, hiking and skating."
This cottage is a 0 bedroom(s), 1.5 bathrooms, located in Manchester, VT.
Entire 3 Bedroom Cottage with lots of outdoor space 20 min to Brattleboro
Relax in this inviting living room with a checkered armchair, sofa, and dining table.

Entire 3 Bedroom Cottage with lots of outdoor space 20 min to Brattleboro

10.0 out of 10, Exceptional, (7)
"Great, clean, charming cottage. The hosts are amazing and communicated every detail, very hospitable. Highly recommend. "
The price is CA $304
CA $374 total
includes taxes & fees
Aug 11 - Aug 12
Entire 3 Bedroom Cottage with lots of outdoor space 20 min to Brattleboro
Beautiful Vacation Cottage with a View in Newfane, Vermont, near Mt. Snow
Situated in a wooded area, this cabin features a front porch and a welcoming entrance.

Beautiful Vacation Cottage with a View in Newfane, Vermont, near Mt. Snow

9.6 out of 10, Exceptional, (64)
"We enjoyed our stay in this cozy cabin on the ridge. The owners have great taste and they have thought of everything to make the stay pleasant. "
Beautiful Vacation Cottage with a View in Newfane, Vermont, near Mt. Snow
Cozy Wilmington Home: 6 Mi to Mount Snow!
House (4 Bedrooms) | Interior

Cozy Wilmington Home: 6 Mi to Mount Snow!

3.0 star property
Cozy Wilmington Home: 6 Mi to Mount Snow!
Wilmington Vacation Rental Near Hiking and Skiing!
Spacious interior with high ceilings, polished floors, and large windows offering a view.

Wilmington Vacation Rental Near Hiking and Skiing!

3.0 star property
Wilmington Vacation Rental Near Hiking and Skiing!
Wilmington Home on 18 Acres ~ 9 Mi to Skiing!
Enjoy cooking in this well-equipped kitchen with a stainless steel stove, dishwasher, and microwave.

Wilmington Home on 18 Acres ~ 9 Mi to Skiing!

3.0 star property
10.0 out of 10, Exceptional, (1)
Wilmington Home on 18 Acres ~ 9 Mi to Skiing!
'mount Pine' Getaway Near Green Mtn Nat'l Forest!
House (3 Bedrooms) | Interior

'mount Pine' Getaway Near Green Mtn Nat'l Forest!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Amazing place! Super clean and cozy, and host was extremely nice and communicative. Highly recommend."
'mount Pine' Getaway Near Green Mtn Nat'l Forest!
Peaceful Brookside Getaway ~10 Mi to Okemo Slopes!
Enjoy cooking in this kitchen with a window view of lush greenery.

Peaceful Brookside Getaway ~10 Mi to Okemo Slopes!

3.0 star property
Peaceful Brookside Getaway ~10 Mi to Okemo Slopes!
Wilmington Retreat Near Trails, Skiing & Festivals
House (3 Bedrooms) | Interior

Wilmington Retreat Near Trails, Skiing & Festivals

3.0 star property
10.0 out of 10, Exceptional, (1)
"Would definitely recommend! House had an everything we would need. So comfy and cozy! "
Wilmington Retreat Near Trails, Skiing & Festivals
Peaceful Marlboro Vacation Rental w/ Sauna & Yard!
House (2 Bedrooms) | Interior

Peaceful Marlboro Vacation Rental w/ Sauna & Yard!

3.0 star property
Peaceful Marlboro Vacation Rental w/ Sauna & Yard!
Ski & Lake Home-Minutes from Magic, Stratton, Bromley & Okemo-Southern Vermont
Enjoy cooking in this well-equipped kitchen with an oven, range hood, and stainless steel sink.

Ski & Lake Home-Minutes from Magic, Stratton, Bromley & Okemo-Southern Vermont

10.0 out of 10, Exceptional, (2)
"The Carriage House is lovely and surroundings beautiful. We had a very relaxing experience. Lizzie was a perfect host."
Ski & Lake Home-Minutes from Magic, Stratton, Bromley & Okemo-Southern Vermont
4 Mi to Mount Snow: West Dover Cabin w/ Game Room
House (5 Bedrooms) | Interior

4 Mi to Mount Snow: West Dover Cabin w/ Game Room

3.0 star property
4 Mi to Mount Snow: West Dover Cabin w/ Game Room
West Dover Vacation Rental w/ Hot Tub Near Mt Snow
Prepare meals in this kitchen with a microwave, oven, and sink.

West Dover Vacation Rental w/ Hot Tub Near Mt Snow

3.0 star property
West Dover Vacation Rental w/ Hot Tub Near Mt Snow
Charming pet-friendly, Meadow View Cottage in heart of historic Dorset VT!
Enjoy meals in the well-appointed kitchen and dining area, featuring a stainless steel stove, microwave, and wooden table for four.

Charming pet-friendly, Meadow View Cottage in heart of historic Dorset VT!

10.0 out of 10, Exceptional, (28)
"Loved Dorset and this house was great. Very clean and living area was nice to spend time with family. Also close to skiing which we took advantage of"
Charming pet-friendly, Meadow View Cottage in heart of historic Dorset VT!
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 Hotel Reviews

Mountaineer Inn

Mountaineer Inn

10/10 Excellent
"I love staying at the Mountaineer. I stay there every time I go to Vermont. The staff is very friendly and welcoming. Parking is very easy good location, central to many restaurants and other amenities. Very nice coffee bar beautiful pool for swimming. great atmosphere. Love the easy check-inprocess. Everything is digital no keys to worry about."
gina 2-night trip
Posted 2 days ago
Mountaineer Inn