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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
Apartment in Windham
The Roost - lovely one bedroom efficiency unit
1 bed
Sep 28 – Oct 3
ﺩ.ﺇ2,368 for 5 nights
4.99 out of 5 average rating, 155 reviews
Guest favorite
Guesthouse in Cumberland
Cottage Under a Crabapple Tree
2 beds
Oct 17 – 22
ﺩ.ﺇ3,828 for 5 nights
4.95 out of 5 average rating, 242 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
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
Superhost
Guesthouse in New Gloucester
On the water Boathouse!
3 beds
Sep 14 – 19
ﺩ.ﺇ4,198 for 5 nights
4.89 out of 5 average rating, 147 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
Superhost
Cottage in Gray
Edgewater Retreat - Lakefront w/Sauna & EV Charger
8 beds
Sep 7 – 12
ﺩ.ﺇ7,168 for 5 nights
4.82 out of 5 average rating, 83 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
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
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
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
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
Cabin in Windham
Cozy Waterfront Maine Retreat
4 beds
Sep 21 – 26
ﺩ.ﺇ7,986 for 5 nights
4.82 out of 5 average rating, 11 reviews
Top guest favorite
Cabin in Windham
Updated Cabin Little Sebago Lake
5 beds
Jul 7 – 12
ﺩ.ﺇ11,408 for 5 nights
5.0 out of 5 average rating, 27 reviews