Search results; Over 1,000 places in Windham

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Top guest favorite
Guesthouse in Windham
Cottage on Black Brook Preserve
Free cancellation
Jul 26 – 31
ﺩ.ﺇ2,906 for 5 nights
for 5 nights
4.99 out of 5 average rating, 256 reviews
Guest favorite
Cottage in Windham
Cozy camp near highland lake
2 queen beds
May 19 – 24
ﺩ.ﺇ3,017 for 5 nights
for 5 nights
4.82 out of 5 average rating, 138 reviews
Guest favorite
Guest suite in Windham
Millers Private Studio on Highland Lake
2 beds
May 27 – Jun 1
ﺩ.ﺇ2,583 for 5 nights
for 5 nights
4.92 out of 5 average rating, 181 reviews
Superhost
Home in Windham
Windham Wind Down-Lakefront, Dock, Kayaks, & SUPs
6 beds
May 8 – 13
ﺩ.ﺇ5,311 for 5 nights
for 5 nights
New place to stay
Guest favorite
Home in Windham
The Lake House
4 beds
May 12 – 17
ﺩ.ﺇ3,874 for 5 nights
for 5 nights
4.9 out of 5 average rating, 42 reviews
Guest favorite
Cabin in Windham
Cozy Private Lake Getaway (Seasonal)
Free cancellation
May 26 – 31
ﺩ.ﺇ3,660 for 5 nights
for 5 nights
4.93 out of 5 average rating, 28 reviews
Guest favorite
Guesthouse in Cumberland
Cottage Under a Crabapple Tree
Free cancellation
Jun 21 – 26
ﺩ.ﺇ4,456 for 5 nights
for 5 nights
4.96 out of 5 average rating, 219 reviews
Top guest favorite
Home in Windham
Modern Chic Home in Windham
3 beds
May 11 – 16
ﺩ.ﺇ5,489 for 5 nights
for 5 nights
5.0 out of 5 average rating, 44 reviews
Top guest favorite
Place to stay in Gorham
Private & Spacious in a Convenient Location
Free cancellation
May 13 – 18
ﺩ.ﺇ2,756 for 5 nights
for 5 nights
4.97 out of 5 average rating, 132 reviews
Guest favorite
Camper/RV in Windham
Tiny House Camper - Trail Access!
2 beds
May 11 – 16
ﺩ.ﺇ2,648 for 5 nights
for 5 nights
5.0 out of 5 average rating, 14 reviews
Guest favorite
Room in Gorham
Stay with WandaRetired manager,
Cozy bedroom in Gorham
May 13 – 18
ﺩ.ﺇ1,377 for 5 nights
for 5 nights
4.88 out of 5 average rating, 240 reviews
Top guest favorite
Room in Freeport
Stay with SandraRetired!,
Freeport, Maine
May 9 – 14
ﺩ.ﺇ1,830 for 5 nights
for 5 nights
4.95 out of 5 average rating, 237 reviews
Top guest favorite
Cottage in Pownal
Upscale Timber-Frame Cottage, Shop/Dine/Hike/Bike
2 beds
May 12 – 17
ﺩ.ﺇ5,234 for 5 nights
for 5 nights
4.99 out of 5 average rating, 389 reviews
Top guest favorite
Home in Windham
Maine Vacation Home on the Water
Free cancellation
May 18 – 23
ﺩ.ﺇ11,021 for 5 nights
for 5 nights
5.0 out of 5 average rating, 27 reviews
Top guest favorite
Cottage in Windham
Romantic waterfront cottage for two in Maine
Free cancellation
Jul 13 – 18
ﺩ.ﺇ5,958 for 5 nights
for 5 nights
5.0 out of 5 average rating, 76 reviews
Top guest favorite
Guest suite in South Portland
Oceanfront with amazing views and private entrance
1 queen bed
May 23 – 28
ﺩ.ﺇ6,393 for 5 nights
for 5 nights
5.0 out of 5 average rating, 788 reviews
Guest favorite
Cottage in Windham
Cozy Cottage on Highland Lake
Free cancellation
Sep 7 – 12
ﺩ.ﺇ4,305 for 5 nights
for 5 nights
4.93 out of 5 average rating, 106 reviews
Superhost
Farm stay in Westbrook
Summer House at Conant Homestead
Free cancellation
Jun 1 – 6
ﺩ.ﺇ2,217 for 5 nights
for 5 nights
4.76 out of 5 average rating, 169 reviews