Cottage vacation rentals in Windham
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Top-rated cottage rentals in Windham
Guests agree: these cottages are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Windham cottage rentals
Cottage rentals with a hot tub
Cottage in Middleton
4.96 out of 5 average rating, 142 reviews☀ Fox & Loon lake house: hot tub/pedal boat/kayaks
Cottage in Norway
4.96 out of 5 average rating, 118 reviewsCottage with Whirlpool tub - Ross
Cottage in Conway
4.9 out of 5 average rating, 301 reviewsHOT TUB! Saco River, Mt Views, Hike, Bike, Swim!
Cottage in York
4.98 out of 5 average rating, 153 reviewsAdorable cottage by Shorts Sands Beach
Cottage in Wells
4.93 out of 5 average rating, 137 reviewsCozy Cottage with Ocean Views, Wells Maine
Cottage in Gilmanton
4.93 out of 5 average rating, 15 reviewsCozy Cottage on a Lake, near Gunstock Mountain
Cottage in Gilmanton
4.84 out of 5 average rating, 61 reviewsHot tub, fire pit, lake, Gunstock & Pedal Boat
Cottage in Peaks Island
4.91 out of 5 average rating, 67 reviewsEscape to Peaks Island: ocean views & roof decks
Pet-friendly cottage rentals
Cottage in Gray
4.9 out of 5 average rating, 192 reviewsSunset Haven - Little Sebago Lake
Cottage in Georgetown
4.98 out of 5 average rating, 101 reviewsCottage on Todd Bay
Cottage in Kittery Point
4.95 out of 5 average rating, 140 reviewsCozy Maine Cottage by the Sea
Cottage in Freedom
4.78 out of 5 average rating, 446 reviewsLakefront, Beach Private, Amazing Views, & pets!
Cottage in Northwood
4.91 out of 5 average rating, 220 reviewsCottage near lake! Includes canoe! Dog friendly!
Cottage in Old Orchard Beach
4.95 out of 5 average rating, 292 reviews#2 Walk to the beach Vintage Cottage.
Cottage in Brownfield
4.86 out of 5 average rating, 128 reviewsTompeca Cottage - Pet Friendly
Cottage in Wakefield
4.93 out of 5 average rating, 147 reviewsLake View Cottage / Fenced in Yard
Private cottage rentals
Cottage in Conway
4.95 out of 5 average rating, 285 reviews20ft from the Water with Mountain View!
Cottage in Epsom
4.97 out of 5 average rating, 192 reviewsSmokey Pines Camp
Cottage in Harpswell
4.9 out of 5 average rating, 129 reviewsClassic Maine Cottage - dock, sauna & kayaks
Cottage in Jackson
4.98 out of 5 average rating, 294 reviewsThe River House In Jackson NH, R&M # 059525
Cottage in Gorham
4.94 out of 5 average rating, 165 reviewsArrowhead Lodge
Cottage in Sidney
4.91 out of 5 average rating, 101 reviewsWaterfront Cottage
Cottage in Sabattus
4.96 out of 5 average rating, 104 reviewsMaine lakehouse- close to Portland, 2.5 hr. Boston
Cottage in Jackson
4.99 out of 5 average rating, 165 reviewsJust the Two of Us
Quick stats about cottage rentals in Windham
Total rentals
40 properties
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
30 properties are a good fit for families
Total number of reviews
1.4K reviews
Nightly prices starting at
$90 before taxes and fees
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