Search results; Over 1,000 homes in Windham

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Home in Windham
Portland & Lake Region Cozy Retreat
1 bed
Sep 14 – 19
ﺩ.ﺇ3,078 for 5 nights
New place to stay
Guest favorite
Home in Windham
Modern Chic Home in Windham
3 beds
Sep 1 – 6
ﺩ.ﺇ5,493 for 5 nights
4.96 out of 5 average rating, 52 reviews
Top guest favorite
Home in Windham
Maine Vacation Home on the Water
9 beds
Sep 7 – 12
ﺩ.ﺇ14,465 for 5 nights
5.0 out of 5 average rating, 38 reviews
Guest favorite
Home in Windham
Windham Wind Down-Lakefront, Dock, Kayaks, & SUPs
6 beds
Sep 24 – 29
ﺩ.ﺇ10,393 for 5 nights
5.0 out of 5 average rating, 12 reviews
Guest favorite
Guesthouse in Cumberland
Cottage Under a Crabapple Tree
2 beds
Sep 29 – Oct 4
ﺩ.ﺇ3,432 for 5 nights
4.95 out of 5 average rating, 242 reviews
Guest favorite
Guest suite in Raymond
Sebago Lake Waterfront Studio
2 beds
Sep 22 – 27
ﺩ.ﺇ4,566 for 5 nights
4.95 out of 5 average rating, 88 reviews
Guest favorite
Home in Windham
Woodland with Fireplace Home
5 beds
Aug 17 – 22
ﺩ.ﺇ8,826 for 5 nights
4.95 out of 5 average rating, 22 reviews
Top guest favorite
Apartment in Windham
The Roost - lovely one bedroom efficiency unit
1 bed
Sep 21 – 26
ﺩ.ﺇ2,368 for 5 nights
4.99 out of 5 average rating, 153 reviews
Guest favorite
Room in Falmouth
Stay with MarkHosting for 10 years,
Cozy bedroom and private bath in a Falmouth house
Aug 31 – Sep 5
ﺩ.ﺇ2,540 for 5 nights
4.94 out of 5 average rating, 78 reviews
Guest favorite
Tiny home in Hollis
Tiny Home on Organic Farm
1 single bed
Sep 8 – 13
ﺩ.ﺇ1,270 for 5 nights
5.0 out of 5 average rating, 14 reviews
Apartment in Windham
Christmas Tree Farm apartment
1 queen bed
Aug 24 – 29
ﺩ.ﺇ3,767 for 5 nights
5.0 out of 5 average rating, 3 reviews
Top guest favorite
Apartment in Windham
The Nest
2 beds
Aug 24 – 29
ﺩ.ﺇ8,933 for 5 nights
5.0 out of 5 average rating, 14 reviews
Top guest favorite
Room in Falmouth
Stay with SydMusician,
Green Room at Foreside Farmhouse
Aug 24 – 29
ﺩ.ﺇ2,131 for 5 nights
4.99 out of 5 average rating, 78 reviews
Guest favorite
Home in Windham
Luxury Lake House w/ Home Theater, Hot Tub & Gym
4 beds
Aug 29 – Sep 3
ﺩ.ﺇ23,949 for 5 nights
5.0 out of 5 average rating, 12 reviews
Top guest favorite
Room in Portland
Stay with Johanna
Sweet Pink-y House 1 Room
Nov 3 – 8
ﺩ.ﺇ1,615 for 5 nights
5.0 out of 5 average rating, 53 reviews
Top guest favorite
Cottage in Windham
Romantic waterfront cottage for two in Maine
1 queen bed
Dec 1 – 6
ﺩ.ﺇ5,166 for 5 nights
5.0 out of 5 average rating, 88 reviews
Top guest favorite
Home in Cumberland
Rustic charm close to Portland
3 beds
Sep 1 – 6
ﺩ.ﺇ4,482 for 5 nights
4.95 out of 5 average rating, 304 reviews
Guest favorite
Home in Windham
Lakehouse on Highland Lake
8 beds
Sep 21 – 26
ﺩ.ﺇ9,471 for 5 nights
4.96 out of 5 average rating, 49 reviews