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Search results; Over 1,000 homes

Top guest favourite
Guest house in Cumberland
Cottage Under a Crabapple Tree
Studio, 1 bed, 1 private bathroom
31 Aug – 5 Sept
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4.95 out of 5 average rating, 302 reviews
Top guest favourite
Tiny home in Portland
The Garden Cabin Tiny Home
1 bedroom, 1 double bed, 1.5 bathrooms
1–6 Dec
4.95 out of 5 average rating, 552 reviews
Home in Westbrook
Cozy Cape in the Brook
2 bedrooms, 3 beds, 1 bathroom
23–28 Aug
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Apartment in Portland
First Floor Portland Condo 3 Bed 2 Bath + Parking
3 bedrooms, 3 beds, 2 bathrooms
28 Aug – 2 Sept
4.96 out of 5 average rating, 365 reviews
Guest favourite
Flat in New Gloucester
Fresh Spring Suite & Hot Tub
2 bedrooms, 3 beds, 1 bathroom
16–21 Aug
4.89 out of 5 average rating, 65 reviews
Top guest favourite
Cottage in Pownal
Dreamy Post&Beam Hideaway Near Portland & Freeport
1 bedroom, 2 beds, 1 bathroom
25–30 Oct
4.99 out of 5 average rating, 471 reviews
Guest favourite
Home in Portland
Charming house near downtown and comfortable.
3 bedrooms, 3 beds, 1.5 bathrooms
28 Sept – 3 Oct
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Cabin in Oxford
Glamping A-Frame Cabin with Cold Plunge + Hot Tub
1 bedroom, 1 bed, 1 bathroom
16–21 Aug
4.98 out of 5 average rating, 57 reviews
Top guest favourite
Tiny home in Limerick
The Fish Bowl-Waterfront Tiny House
1 bedroom, 2 beds, 1 bathroom
28 May – 2 Jun
5.0 out of 5 average rating, 14 reviews
Superhost
Home in Windham
Highland Lake Cottage/Waterfront/Dock/Kayaks
3 bedrooms, 6 beds, 1.5 bathrooms
5–10 Sept
5.0 out of 5 average rating, 3 reviews
Guest favourite
Home in Naples
LUX Designer Private Waterfront Hot Tub - Secluded
1 king bed, 1 bathroom
30 Aug – 4 Sept
4.98 out of 5 average rating, 193 reviews
Top guest favourite
Home in Windham
Waterfront Gem walkable to Restaurants!
2 bedrooms, 2 queen beds, 1 bathroom
17–22 Oct
4.95 out of 5 average rating, 197 reviews
Top guest favourite
Guest suite in Freeport
Studio Apartment in Freeport
3 beds, 1 bathroom
22–27 Sept
4.98 out of 5 average rating, 134 reviews
Top guest favourite
Treehouse in Sanford
Luxury Year-round Treehouse with private hot tub
2 bedrooms, 2 queen beds, 1 bathroom
27 Sept – 2 Oct
4.96 out of 5 average rating, 262 reviews
Guest favourite
Cottage in Standish
The Loon's Nest Cottage
3 bedrooms, 4 beds, 1 bathroom
7–12 Sept
4.96 out of 5 average rating, 105 reviews
Top guest favourite
Flat in Windham
1 Bedroom with Beach Access
1 bedroom, 2 beds, 1 bathroom
20–25 Sept
4.97 out of 5 average rating, 65 reviews
Top guest favourite
Home in Bridgton
Lake Front Cabin on Desirable Highland Lake
3 bedrooms, 8 beds, 1 bathroom
20–25 Sept
4.98 out of 5 average rating, 61 reviews
Top guest favourite
Cabin in Yarmouth
Woodland Cottage
1 queen bed, 1 bathroom
1–6 Nov
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Treehouse in Pownal
The Copper Fox Treehouse
1 bedroom, 3 beds, 1 bathroom
13–18 Sept
4.99 out of 5 average rating, 186 reviews