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Guest favorite
Guest suite in Windham
Millers Private Studio on Highland Lake
4 guestsStudio2 beds1 bath
May 21 – 26
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May 21 – 26
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ﺩ.ﺇ2,519 for 5 nights
for 5 nights

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Top guest favorite
Guesthouse in Windham
Cottage on Black Brook Preserve
Free cancellation
Jul 21 – 26
ﺩ.ﺇ2,906 for 5 nights
for 5 nights
4.99 out of 5 average rating, 255 reviews
Guest favorite
Cottage in Windham
Cozy camp near highland lake
2 queen beds
May 5 – 10
ﺩ.ﺇ2,772 for 5 nights
for 5 nights
4.82 out of 5 average rating, 136 reviews
Guest favorite
Tiny home in Windham
The Chickadee House on Pettingill Pond
Free cancellation
May 7 – 12
ﺩ.ﺇ2,653 for 5 nights
for 5 nights
4.96 out of 5 average rating, 202 reviews
Top guest favorite
Home in Windham
Modern Chic Home in Windham
3 beds
May 1 – 6
ﺩ.ﺇ5,489 for 5 nights
for 5 nights
5.0 out of 5 average rating, 44 reviews
Guest favorite
Room in Gorham
Stay with WandaRetired manager,
Cozy bedroom in Gorham
May 1 – 6
ﺩ.ﺇ1,377 for 5 nights
for 5 nights
4.88 out of 5 average rating, 239 reviews
Guest favorite
Guest suite in Gorham
Farmhouse stay, near lakes and St. Joe's College
2 beds
May 1 – 6
ﺩ.ﺇ3,767 for 5 nights
for 5 nights
4.97 out of 5 average rating, 128 reviews
Guest favorite
Cottage in Gray
Charming lakefront cottage 20min to Portland
2 queen beds
May 9 – 14
ﺩ.ﺇ4,197 for 5 nights
for 5 nights
4.85 out of 5 average rating, 46 reviews
Superhost
Home in Windham
Windham Wind Down-Lakefront, Dock, Kayaks, & SUPs
6 beds
May 4 – 9
ﺩ.ﺇ6,126 for 5 nights
for 5 nights
New place to stay
Top guest favorite
Apartment in Westbrook
King bed apartment near Portland with free parking
Free cancellation
May 26 – 31
ﺩ.ﺇ2,282 for 5 nights
for 5 nights
4.95 out of 5 average rating, 62 reviews
Guest favorite
Home in Windham
Peaceful River House - 20 minutes from Portland!
Free cancellation
May 6 – 11
ﺩ.ﺇ7,103 for 5 nights
for 5 nights
4.91 out of 5 average rating, 33 reviews
Top guest favorite
Home in Windham
Maine Vacation Home on the Water
9 beds
May 4 – 9
ﺩ.ﺇ11,021 for 5 nights
for 5 nights
5.0 out of 5 average rating, 27 reviews
Home in Windham
Private 3Br Ranch
4 beds
May 2 – 7
ﺩ.ﺇ4,068 for 5 nights
for 5 nights
Top guest favorite
Home in Windham
Waterfront Gem walkable to Restaurants!
Free cancellation
Sep 21 – 26
ﺩ.ﺇ4,924 for 5 nights
for 5 nights
4.94 out of 5 average rating, 127 reviews
Guest favorite
Apartment in Falmouth
Peaceful & Cozy Falmouth Getaway
5 beds
May 1 – 6
ﺩ.ﺇ2,928 for 5 nights
for 5 nights
4.89 out of 5 average rating, 85 reviews
Superhost
Cabin in Raymond
Rustic, cozy cabin on Sebago Lake. A hidden gem.
Free cancellation
Jun 1 – 6
ﺩ.ﺇ3,660 for 5 nights
for 5 nights
4.93 out of 5 average rating, 154 reviews
Guest favorite
Home in Windham
The Lake House
4 beds
May 1 – 6
ﺩ.ﺇ3,874 for 5 nights
for 5 nights
4.9 out of 5 average rating, 42 reviews
Top guest favorite
Cottage in Windham
Romantic waterfront cottage for two in Maine
2 queen beds
May 10 – 15
ﺩ.ﺇ5,382 for 5 nights
for 5 nights
5.0 out of 5 average rating, 76 reviews
Guest favorite
Cabin in Windham
Cozy Private Lake Getaway (Seasonal)
Free cancellation
May 26 – 31
ﺩ.ﺇ3,668 for 5 nights
for 5 nights
4.93 out of 5 average rating, 28 reviews