Search results; Over 1,000 places in Windham

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Guest favorite
Apartment in Windham
The Roost - lovely one bedroom efficiency unit
2 guests1 bedroom1 bed1 bath
Jun 1 – 6
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Jun 1 – 6
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ﺩ.ﺇ2,368 for 5 nights
for 5 nights

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Top guest favorite
Guesthouse in Windham
Cottage on Black Brook Preserve
Free cancellation
Aug 4 – 9
ﺩ.ﺇ2,906 for 5 nights
for 5 nights
4.99 out of 5 average rating, 257 reviews
Top guest favorite
Home in Windham
Modern Chic Home in Windham
3 beds
Jun 9 – 14
ﺩ.ﺇ4,714 for 5 nights
for 5 nights
5.0 out of 5 average rating, 44 reviews
Cabin in Windham
Cozy Waterfront Maine Retreat
Free cancellation
Jun 15 – 20
ﺩ.ﺇ7,426 for 5 nights
for 5 nights
Guest favorite
Guest suite in Gorham
Farmhouse stay, near lakes and St. Joe's College
2 beds
Jun 3 – 8
ﺩ.ﺇ3,930 for 5 nights
for 5 nights
4.97 out of 5 average rating, 129 reviews
Guest favorite
Home in Windham
Sebago Pine Lodge +Bonus Yurt!
Free cancellation
Jun 20 – 25
ﺩ.ﺇ12,247 for 5 nights
for 5 nights
5.0 out of 5 average rating, 5 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
Top guest favorite
Place to stay in Falmouth
The River Loft at The Mill
1 queen bed
Jun 7 – 12
ﺩ.ﺇ3,551 for 5 nights
for 5 nights
5.0 out of 5 average rating, 26 reviews
Top guest favorite
Home in Windham
Cozy Camp on the lake
Free cancellation
Sep 3 – 8
ﺩ.ﺇ6,242 for 5 nights
for 5 nights
5.0 out of 5 average rating, 35 reviews
Top guest favorite
Apartment in Westbrook
Cozy King bed apt near Portland with free parking
Free cancellation
Jul 22 – 27
ﺩ.ﺇ3,468 for 5 nights
for 5 nights
4.94 out of 5 average rating, 66 reviews
Superhost
Hotel in Portland
Eateries, nightlife, galleries – walk to it all
Jun 1 – 6
ﺩ.ﺇ3,299 for 5 nights
for 5 nights
4.87 out of 5 average rating, 444 reviews
Superhost
Home in Windham
Lakefront | Dock + Fire Pit Near Sebago & Portland
Free cancellation
Aug 24 – 29
ﺩ.ﺇ14,249 for 5 nights
for 5 nights
New place to stay
Superhost
Home in Windham
Luxury Lake House w/ Home Theater, Hot Tub & Gym
4 beds
Jun 1 – 6
ﺩ.ﺇ13,306 for 5 nights
for 5 nights
5.0 out of 5 average rating, 3 reviews
Home in Raymond
Lake front home on Little Sebago
5 beds
Jun 1 – 6
ﺩ.ﺇ6,242 for 5 nights
for 5 nights
New place to stay
Guest favorite
Home in Windham
Lakehouse on Highland Lake
Free cancellation
Sep 14 – 19
ﺩ.ﺇ9,471 for 5 nights
for 5 nights
4.95 out of 5 average rating, 42 reviews
Superhost
Cottage in Windham
Tranquil waterfront cottage
Free cancellation
Jun 4 – 9
ﺩ.ﺇ7,469 for 5 nights
for 5 nights
4.91 out of 5 average rating, 85 reviews
Superhost
Home in Windham
Sunny Chalet on Little Sebago with hot tub
Free cancellation
Jun 8 – 13
ﺩ.ﺇ6,435 for 5 nights
for 5 nights
4.67 out of 5 average rating, 6 reviews
Apartment in Windham
1BR Riverfront Apartment
Free cancellation
Oct 23 – 28
ﺩ.ﺇ2,962 for 5 nights
for 5 nights
5.0 out of 5 average rating, 3 reviews
Top guest favorite
Home in Windham
Waterfront Gem walkable to Restaurants!
Free cancellation
Sep 21 – 26
ﺩ.ﺇ4,550 for 5 nights
for 5 nights
4.94 out of 5 average rating, 136 reviews