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Compare 101 Cottages in Windham with updated reviews, rates, and availability.

Secluded covered entry
Beautiful Honeymoon Cottage close to Manchester Vermont. {Manchester Center}
9.6 out of 10, Exceptional, (178)
"We stayed the weekend for our 26th anniversary and had a wonderful time. Very private and everything was as described. The cottage is super charming! Will definitely be going back!"
Beautiful Honeymoon Cottage close to Manchester Vermont. {Manchester Center}
Pool
Home with a spring-fed pond and mountain view.
10.0 out of 10, Exceptional, (101)
"We had a great stay with our pup for a late ski season weekend! The house was clean, well-stocked, and very cozy. The location was beautiful and perfectly situated a few minutes away from everything you could want to do in Manchester. We will definitely be back!"
Home with a spring-fed pond and mountain view.
Front of the cottage
Perfect Country Cottage
9.6 out of 10, Exceptional, (73)
"This house is in a great location and has everything you need to feel at home. Great house to cook in or sit out on the porch. Quick rides to town or out for a hike. More importantly Nick was so great to work with; anyone who stays here is in good hands. Thank you for everything Nick! Can’t wait to come back."
Perfect Country Cottage
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Exterior
Vermont Country Cottage (Near Village)
10.0 out of 10, Exceptional, (3)
"A nice clean place in a perfect location for us and plenty of room for the dog. We loved it and would definitely go back."
The price is AED 606
AED 1,382 total
includes taxes & fees
30 May - 31 May
Vermont Country Cottage (Near Village)
Renovated lakefront cottage with deep-water dock, swim platform, & firepit
9.6 out of 10, Exceptional, (4)
"Location was awesome, house met the description and was comfortable. Stayed with dog and 3 kids. Doors (or walls?) were a little drafty in the winter, but heating seemed to be ok. Heated floors in bathrooms were really nice. Suggest more than 2 dishwasher tabs per renter. Basement is quite cold but we didn't need to use it for sleeping. Still, 5 stars, great property and would stay again."
Renovated lakefront cottage with deep-water dock, swim platform, & firepit
"Great location, comfortable, and spacious. A great home base for a fly-fishing trip to southern Vermont!" - Taylor, *****
This cottage is a 1 bedroom(s), 1.5 bathrooms, located in Manchester, VT.
10.0 out of 10, Exceptional, (18)
"Really cozy and comfortable, several fine restaurants walkable, spectacular unobstructed view of Equinox Mountain behind the property. A very special place."
This cottage is a 1 bedroom(s), 1.5 bathrooms, located in Manchester, VT.
Exterior
The Cairn, 1840s Cozy Stone Cottage, Pet Friendly
10.0 out of 10, Exceptional, (2)
"Had a wonderful stay and romp in the spring snow. Probably the best appointed kitchen we've experienced so far. House is full of character, quirks and picturesque surroundings as well as thoughtful elements for both humans and canines. Perfect location for exploring, skiing or good old relaxation. Loved the streams, covered bridge and variety of eggs available up and down the road!"
The Cairn, 1840s Cozy Stone Cottage, Pet Friendly
Cottage Across Street from the Lake w/ 60' Water Frontage Access, Private Dock
9.0 out of 10, Wonderful, (45)
"The house is super nice and cozy, but there was a lot of mud in the parking lot, making things quite difficult to pack and unpack the car. The WiFi signal was good, but super low speed. Other than these two things, we loved the place and would recommend it, specially because it is very close to Okemo Ski resort."
Cottage Across Street from the Lake w/ 60' Water Frontage Access, Private Dock
Cottage charm! The Front Cottage at MeadowView
Charming Meadow View Cottage in heart of historic Dorset VT! Pet friendly!
10.0 out of 10, Exceptional, (18)
"The host put a lot of thought into the space, with a cute gift of local maple syrup, a binder full of nearby things to do and restaurants, and overall the space was clean and well maintained. Nice historic location, we had fun walking around the town. This was a fun stay as we drove up for the solar eclipse and drove to our viewing area the next morning. Minus 1 star, because though the home did appear clean, there did seem to be a kitchen mouse. Made the property owner aware of this issue."
Charming Meadow View Cottage in heart of historic Dorset VT! Pet friendly!
Property grounds
Adorable Cottage in the heart of Dorset Village!
10.0 out of 10, Exceptional, (11)
"..."
Adorable Cottage in the heart of Dorset Village!
Outdoor dining
4bdrm Cottage central to year round fun w/fireplace
4bdrm Cottage central to year round fun w/fireplace
Interior
Cozy Falls Brook Cabin: Hike & Swim On-site!
3.5 star property
Cozy Falls Brook Cabin: Hike & Swim On-site!
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!
Property grounds
Charming Wilmington Cabin, 8 Mi. to Mt Snow!
3.5 star property
10.0 out of 10, Exceptional, (1)
"The house was everything we wanted and more. Loaded with space, kitchen supplies, comfort, a grill, gorgeous stone fireplace. The location on. sleepy back road in the woods was beautiful and quiet. The only complaint is that they make you take your trash with you when you go. There was a pass for the local dump which helped offset the inconvenience. Otherwise, A+"
Charming Wilmington Cabin, 8 Mi. to Mt Snow!
Exterior
Wilmington Home on 18 Acres ~ 9 Mi to Skiing!
3.5 star property
10.0 out of 10, Exceptional, (1)
Wilmington Home on 18 Acres ~ 9 Mi to Skiing!
Exterior
Spacious Home Near Bromley Mountain Ski Resort!
3.5 star property
Spacious Home Near Bromley Mountain Ski Resort!
Property grounds
Historic New Hampshire Home: 1 Mi to Boat Launch
3.0 star property
Historic New Hampshire Home: 1 Mi to Boat Launch
Game room
Beautiful Winter Escape on Bromley Mountain!
3.5 star property
Beautiful Winter Escape on Bromley Mountain!
Outdoor spa tub
Londonderry Retreat ~ 3 Mi to Lowell Lake!
3.0 star property
Londonderry Retreat ~ 3 Mi to Lowell Lake!
Exterior
Manchester Center Home w/ Green Mtn Views!
3.0 star property
Manchester Center Home w/ Green Mtn Views!
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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.

Other property types in Windham

Exterior
Secluded Escape in Rural Vermont! Sauna Pool, Hot Tub,Game House Mountain Views.
10.0 out of 10, Exceptional, (30)
"Awesome home on a beautiful piece of land. Suki was a great host and the house was well stocked with everything we needed!"
Secluded Escape in Rural Vermont! Sauna Pool, Hot Tub,Game House Mountain Views.
Exterior
Cozy Hideaway near Ludlow/Okemo. HOT TUB!!
9.8 out of 10, Exceptional, (175)
"This was a great stay- thank you so much! The property was clean and serene, the house adorable and cozy and the hot tub is always a plus! It was a great area, we’ll have to visit again sometime :)"
Cozy Hideaway near Ludlow/Okemo. HOT TUB!!
Secluded dog-friendly chalet in the woods w/fireplace, jetted tub, deck, & grill
9.4 out of 10, Exceptional, (47)
"We loved our stay at the chalet. It's perfectly situated in the cutest little neighborhood, while also feeling very secluded. The chalet had everything we needed for our stay. While visiting we walked a few of the trails nearby, part of the Valley Trail and the Hoot, Toot and Whistle. They were both perfect for our pups, especially during hunting season. We gave our pups an extra squeeze in honor of Scarlet. Thank you for sharing your place with us! We would love to stay again!!"
Secluded dog-friendly chalet in the woods w/fireplace, jetted tub, deck, & grill
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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