Search results; Over 1,000 homes in Windham

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Top guest favorite
Guesthouse in Windham
Cottage on Black Brook Preserve
1 queen bed
Nov 7 – 12
ﺩ.ﺇ2,906 for 5 nights
4.99 out of 5 average rating, 266 reviews
Guest favorite
Home in Windham
Modern Chic Home in Windham
3 beds
Sep 2 – 7
ﺩ.ﺇ5,501 for 5 nights
4.96 out of 5 average rating, 52 reviews
Home in Windham
Portland & Lake Region Cozy Retreat
1 bed
Nov 1 – 6
ﺩ.ﺇ3,569 for 5 nights
New place to stay
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, 40 reviews
Top guest favorite
Home in Gray
Coveside on Little Sebago
3 beds
Oct 7 – 12
ﺩ.ﺇ8,718 for 5 nights
5.0 out of 5 average rating, 9 reviews
Guest favorite
Room in Standish
Stay with PamelaSupport specialist,
The Blue Dragonfly
Aug 19 – 24
ﺩ.ﺇ1,636 for 5 nights
4.91 out of 5 average rating, 34 reviews
Guest favorite
Tiny home in Portland
The Garden Cabin Tiny Home
1 double bed
Aug 17 – 22
ﺩ.ﺇ3,407 for 5 nights
4.95 out of 5 average rating, 504 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, 50 reviews
Top guest favorite
Treehouse in Pownal
The Copper Fox Treehouse
3 beds
Sep 7 – 12
ﺩ.ﺇ10,225 for 5 nights
4.98 out of 5 average rating, 123 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
Guest favorite
Camper/RV in Windham
Tiny House Camper - Trail Access!
2 beds
Sep 7 – 12
ﺩ.ﺇ2,648 for 5 nights
5.0 out of 5 average rating, 21 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, 89 reviews
Superhost
Room in Falmouth
Stay with MarkHosting for 10 years,
Master bedroom and private bath in Falmouth house
Aug 25 – 30
ﺩ.ﺇ2,648 for 5 nights
4.85 out of 5 average rating, 130 reviews
Guest favorite
Cottage in Gray
Sunset Haven - Little Sebago Lake
5 beds
Sep 1 – 6
ﺩ.ﺇ5,618 for 5 nights
4.91 out of 5 average rating, 213 reviews
Guest favorite
Cabin in Raymond
Sebago Lake Cottage on Raymond Cape
4 beds
Aug 23 – 28
ﺩ.ﺇ2,730 for 5 nights
4.92 out of 5 average rating, 66 reviews
Guest favorite
Home in Windham
Sebago Lake House
7 beds
Aug 18 – 23
ﺩ.ﺇ28,628 for 5 nights
4.91 out of 5 average rating, 11 reviews
Guest favorite
Home in Standish
Sebago Lake Retreat | Views, Fire Pit, Family Fun
4 beds
Sep 2 – 7
ﺩ.ﺇ7,241 for 5 nights
5.0 out of 5 average rating, 7 reviews
Top guest favorite
Home in Raymond
Lake front home on Little Sebago
5 beds
May 18 – 23
ﺩ.ﺇ15,068 for 5 nights
5.0 out of 5 average rating, 8 reviews