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Search results; Over 1,000 homes

Top guest favourite
Home in Portland
"Good Vibes" 4 Wonderful Seasons @ Portland Home!
3 bedrooms, 5 beds, 1.5 bathrooms
18–23 Oct
4.97 out of 5 average rating, 174 reviews
Top guest favourite
Apartment in Portland
First Floor Portland Condo 3 Bed 2 Bath + Parking
3 bedrooms, 3 beds, 2 bathrooms
20–25 Oct
4.96 out of 5 average rating, 373 reviews
Superhost
Home in Windham
Highland Lake Cottage/Waterfront/Dock/Kayaks
3 bedrooms, 6 beds, 1.5 bathrooms
8–13 Sept
5.0 out of 5 average rating, 4 reviews
Guest favourite
Home in Casco
Stunning 4,900 SF Lake House
4 bedrooms, 10 beds, 3.5 bathrooms
8–15 Sept
5.0 out of 5 average rating, 32 reviews
Top guest favourite
Home in Windham
Waterfront Gem walkable to Restaurants!
2 bedrooms, 2 queen beds, 1 bathroom
17–22 Oct
4.96 out of 5 average rating, 202 reviews
Top guest favourite
Home in Oxford
Exclusive Waterfront Cabin | Sauna | Private Beach
3 bedrooms, 7 beds, 2 bathrooms
20–25 Sept
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Home in Windham
The Quiet Perch - Modern Getaway with Water Views
2 bedrooms, 2 beds, 1.5 bathrooms
12–17 Sept
5.0 out of 5 average rating, 13 reviews
Top guest favourite
Cabin in Freeport
Chickadee A-Frame
3 bedrooms, 3 beds, 2 bathrooms
24–29 Oct
4.98 out of 5 average rating, 88 reviews
Top guest favourite
Guest suite in Freeport
Studio Apartment in Freeport
3 beds, 1 bathroom
24–29 Sept
4.97 out of 5 average rating, 142 reviews
Top guest favourite
Guest house in Freeport
Cozy Maine Barn Hideaway- 2nd Floor Guesthouse
2 bedrooms, 2 beds, 1 bathroom
20–25 Oct
5.0 out of 5 average rating, 247 reviews
Top guest favourite
Flat in Gray
Two bedroom duplex across st from crystal lake
2 bedrooms, 3 beds, 1 bathroom
15–20 Sept
4.96 out of 5 average rating, 182 reviews
Top guest favourite
Home in Gray
La Casita: Little Sebago Lake with hot tub!
3 bedrooms, 4 beds, 1 bathroom
14–19 Sept
5.0 out of 5 average rating, 32 reviews
Top guest favourite
Home in Windham
Stunning, pets ok, private lake-house with dock.
3 bedrooms, 5 beds, 1 bathroom
12–19 Sept
5.0 out of 5 average rating, 27 reviews
Top guest favourite
Home in Yarmouth
Luxe 5 Bed/ 3 Bath with Game Room, AC
5 bedrooms, 5 beds, 3 bathrooms
13–18 Sept
5.0 out of 5 average rating, 18 reviews
Top guest favourite
Cottage in Standish
Sebago Lake Cottage | Rare Private Beach & Views
3 bedrooms, 4 beds, 1.5 bathrooms
8–13 Sept
4.98 out of 5 average rating, 88 reviews
Superhost
Home in Windham
Lakeside Retreat | Lake Access | Grill & Fire Pit
4 bedrooms, 9 beds, 2.5 bathrooms
6–11 Sept
5.0 out of 5 average rating, 3 reviews
Guest favourite
Home in Windham
Quiet Garden Home near lakes & downtown Windham
1 bedroom, 2 beds, 1 bathroom
28 Oct – 2 Nov
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Flat in South Portland
2 bedroom, 1 bath of coastal comfort & airy charm
2 bedrooms, 3 beds, 1 bathroom
7–12 Nov
5.0 out of 5 average rating, 23 reviews