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Homes in Windham NY US
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Search results; Over 1,000 places in Windham
Over 1,000 places in Windham
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Explore more homes
Top guest favorite
Guest favorite
Guesthouse in Windham
Cottage on Black Brook Preserve
Free cancellation
Free cancellation
Aug 10 – 15
Aug 10 – 15
ﺩ.ﺇ2,906
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ﺩ.ﺇ2,906 for 5 nights
for 5 nights
4.99 out of 5 average rating, 256 reviews
4.99 (256)
Guest favorite
Guest favorite
Cottage in Windham
Cozy camp near highland lake
2 queen beds
2 queen beds
May 27 – Jun 1
May 27 – Jun 1
ﺩ.ﺇ3,190
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ﺩ.ﺇ3,190 for 5 nights
for 5 nights
4.82 out of 5 average rating, 139 reviews
4.82 (139)
Guest favorite
Guest favorite
Guest suite in Windham
Millers Private Studio on Highland Lake
Free cancellation
Free cancellation
Sep 2 – 7
Sep 2 – 7
ﺩ.ﺇ2,583
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ﺩ.ﺇ2,583 for 5 nights
for 5 nights
4.92 out of 5 average rating, 182 reviews
4.92 (182)
Top guest favorite
Guest favorite
Home in Windham
Modern Chic Home in Windham
3 beds
3 beds
Jun 2 – 7
Jun 2 – 7
ﺩ.ﺇ4,714
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ﺩ.ﺇ4,714 for 5 nights
for 5 nights
5.0 out of 5 average rating, 44 reviews
5.0 (44)
Top guest favorite
Guest favorite
Apartment in Westbrook
King bed apartment near Portland with free parking
Free cancellation
Free cancellation
May 31 – Jun 5
May 31 – Jun 5
ﺩ.ﺇ2,136
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ﺩ.ﺇ2,136 for 5 nights
for 5 nights
4.95 out of 5 average rating, 64 reviews
4.95 (64)
Guest favorite
Guest favorite
Home in Windham
The Lake House
4 beds
4 beds
May 24 – 29
May 24 – 29
ﺩ.ﺇ6,027
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ﺩ.ﺇ6,027 for 5 nights
for 5 nights
4.9 out of 5 average rating, 42 reviews
4.9 (42)
Guest favorite
Guest favorite
Cabin in Windham
Cozy Private Lake Getaway (Seasonal)
1 bed
1 bed
May 26 – 31
May 26 – 31
ﺩ.ﺇ3,660
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ﺩ.ﺇ3,660 for 5 nights
for 5 nights
4.93 out of 5 average rating, 28 reviews
4.93 (28)
Superhost
Superhost
Home in Windham
Windham Wind Down-Lakefront, Dock, Kayaks, & SUPs
Free cancellation
Free cancellation
Aug 24 – 29
Aug 24 – 29
ﺩ.ﺇ11,817
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ﺩ.ﺇ11,817 for 5 nights
for 5 nights
5.0 out of 5 average rating, 3 reviews
5.0 (3)
Apartment in Windham
Maple Brook
Free cancellation
Free cancellation
Aug 11 – 16
Aug 11 – 16
ﺩ.ﺇ4,520
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ﺩ.ﺇ4,520 for 5 nights
for 5 nights
Top guest favorite
Guest favorite
Treehouse in Pownal
The Copper Fox Treehouse
Free cancellation
Free cancellation
Jul 19 – 24
Jul 19 – 24
ﺩ.ﺇ10,224
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ﺩ.ﺇ10,224 for 5 nights
for 5 nights
4.98 out of 5 average rating, 98 reviews
4.98 (98)
Superhost
Superhost
Cabin in Raymond
Rustic, cozy cabin on Sebago Lake. A hidden gem.
Free cancellation
Free cancellation
Jun 1 – 6
Jun 1 – 6
ﺩ.ﺇ3,660
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ﺩ.ﺇ3,660 for 5 nights
for 5 nights
4.93 out of 5 average rating, 154 reviews
4.93 (154)
Guest favorite
Guest favorite
21
Reviews
4.95
Stars
Rating
4
Years hosting
Room in Portland
Stay with Anna
Stay with Anna
Hosting for 4 years
,
·
Hosting for 4 years
Grey room with private bathroom.
May 24 – 29
May 24 – 29
ﺩ.ﺇ2,002
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ﺩ.ﺇ2,002 for 5 nights
for 5 nights
4.95 out of 5 average rating, 21 reviews
4.95 (21)
Top guest favorite
Guest favorite
Cottage in Windham
Romantic waterfront cottage for two in Maine
Free cancellation
Free cancellation
Sep 2 – 7
Sep 2 – 7
ﺩ.ﺇ5,963
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ﺩ.ﺇ5,963 for 5 nights
for 5 nights
5.0 out of 5 average rating, 77 reviews
5.0 (77)
Home in Gray
Coveside on Little Sebago
Free cancellation
Free cancellation
May 26 – 31
May 26 – 31
ﺩ.ﺇ8,180
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ﺩ.ﺇ8,180 for 5 nights
for 5 nights
5.0 out of 5 average rating, 3 reviews
5.0 (3)
Superhost
Superhost
Farm stay in Westbrook
Summer House at Conant Homestead
Free cancellation
Free cancellation
Jun 1 – 6
Jun 1 – 6
ﺩ.ﺇ2,217
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ﺩ.ﺇ2,217 for 5 nights
for 5 nights
4.76 out of 5 average rating, 169 reviews
4.76 (169)
Barn in Yarmouth
Maine Barn Studio
1 queen bed
1 queen bed
May 19 – 24
May 19 – 24
ﺩ.ﺇ3,766
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ﺩ.ﺇ3,766 for 5 nights
for 5 nights
New place to stay
New
Guest favorite
Guest favorite
Tiny home in Portland
The Garden Cabin Tiny Home
Free cancellation
Free cancellation
Jun 15 – 20
Jun 15 – 20
ﺩ.ﺇ3,039
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ﺩ.ﺇ3,039 for 5 nights
for 5 nights
4.96 out of 5 average rating, 472 reviews
4.96 (472)
Cabin in Madison
The Waffle Cone Couple's Retreat
Free cancellation
Free cancellation
Aug 10 – 15
Aug 10 – 15
ﺩ.ﺇ3,681
Show price breakdown
ﺩ.ﺇ3,681 for 5 nights
for 5 nights
5.0 out of 5 average rating, 4 reviews
5.0 (4)
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