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Search results; Over 1,000 homes

Guest favourite
Guest house in Cumberland
Cottage Under a Crabapple Tree
Studio, 1 bed, 1 private bathroom
10–15 Aug
,
4.95 out of 5 average rating, 291 reviews
Top guest favourite
Home in Gray
cozy 3 bedroom ranch with deck and screen porch
3 bedrooms, 4 beds, 2 bathrooms
15–20 Aug
4.98 out of 5 average rating, 84 reviews
Top guest favourite
Home in Portland
"Good Vibes" 4 Wonderful Seasons @ Portland Home!
3 bedrooms, 5 beds, 1.5 bathrooms
14–19 Sept
4.96 out of 5 average rating, 168 reviews
Top guest favourite
Home in Poland
Hillside Hideaway at Blackcat Mountain
2 bedrooms, 3 beds, 2 bathrooms
8–13 Jul
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Home in Windham
Serene Modern Lakefront Escape l 20 min Portland
4 bedrooms, 5 beds, 2.5 bathrooms
4–9 Sept
5.0 out of 5 average rating, 13 reviews
Guest favourite
Cottage in Windham
Cozy camp near highland lake
2 bedrooms, 2 queen beds, 1 bathroom
30 Aug – 4 Sept
4.83 out of 5 average rating, 163 reviews
Guest favourite
Flat in Brunswick
New Modern Townhouse by Bowdoin College & DT(#1)
2 bedrooms, 2.5 bathrooms
8–13 Aug
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Guest suite in Freeport
Studio Apartment in Freeport
3 beds, 1 bathroom
10–15 Aug
4.98 out of 5 average rating, 124 reviews
Top guest favourite
Home in Windham
Waterfront Gem walkable to Restaurants!
2 bedrooms, 2 queen beds, 1 bathroom
26 Sept – 1 Oct
4.95 out of 5 average rating, 192 reviews
Top guest favourite
Flat in Portland
The Yankee Dugout
2 bedrooms, 3 beds, 1 bathroom
31 Aug – 5 Sept
4.98 out of 5 average rating, 186 reviews
Flat in South Portland
2 bedroom, 1 bath of coastal comfort & airy charm
2 bedrooms, 3 beds, 1 bathroom
16–21 Aug
New place to stay
Top guest favourite
Home in Casco
All seasons Thompson Lake house
3 bedrooms, 5 beds, 2.5 bathrooms
27 Sept – 2 Oct
5.0 out of 5 average rating, 11 reviews
Top guest favourite
Cottage in Windham
The Purple House by Pettingill Pond
3 bedrooms, 4 beds, 1 bathroom
25–30 Aug
4.9 out of 5 average rating, 96 reviews
Top guest favourite
Guest house in Freeport
Cozy Maine Barn Hideaway- 2nd Floor Guesthouse
2 bedrooms, 2 beds, 1 bathroom
29 Aug – 3 Sept
5.0 out of 5 average rating, 234 reviews
Guest favourite
Home in Old Orchard Beach
Luxury Home w/HOT TUB & Fire Pit
3 bedrooms, 3 beds, 2.5 bathrooms
1–6 Nov
4.96 out of 5 average rating, 222 reviews
Superhost
Bed and breakfast in Portland
Aerie 2 reg:STHR-007375-2025 Peaks Island, Me
1 bedroom, 1 bed, 1 bathroom
14–19 Jul
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Tiny home in Windham
The Chickadee House on Pettingill Pond
1 bedroom, 2 beds, 1 bathroom
10–15 Aug
4.97 out of 5 average rating, 232 reviews
Top guest favourite
Home in Windham
Cozy Camp on the lake
3 bedrooms, 5 beds, 1 bathroom
5–10 Oct
5.0 out of 5 average rating, 52 reviews
Top guest favourite
Home in Standish
Arthur's Place • Sebago Lakefront • Near Windham
2 bedrooms, 3 beds, 1.5 bathrooms
22–27 Aug
5.0 out of 5 average rating, 28 reviews