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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
11–16 Sept
,
4.95 out of 5 average rating, 303 reviews
Top guest favourite
Treehouse in Sanford
Luxury Year-round Treehouse with private hot tub
2 bedrooms, 2 queen beds, 1 bathroom
20–25 Sept
4.91 out of 5 average rating, 598 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
Superhost
Flat in New Gloucester
Cozy Winter Suite & Hot Tub
1 bedroom, 3 beds, 1 bathroom
28 Aug – 2 Sept
4.92 out of 5 average rating, 62 reviews
Top guest favourite
Tiny home in Freeport
Cozy Rock Cabin #thewaylifeshouldbe
2 bedrooms, 2 beds, 1 bathroom
28 Aug – 2 Sept
4.99 out of 5 average rating, 387 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, 135 reviews
Top guest favourite
Home in Windham
The Quiet Perch - Modern Getaway with Water Views
2 bedrooms, 2 beds, 1.5 bathrooms
31 Aug – 5 Sept
5.0 out of 5 average rating, 12 reviews
Cottage in Windham
*NEW* Peaceful Waterfront Retreat
2 bedrooms, 4 beds, 1 bathroom
28 Aug – 2 Sept
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Yurt in Chebeague Island
Yurt on Chebeague Island
1 bedroom, 1 queen bed, 1 bathroom
21–26 Aug
4.98 out of 5 average rating, 198 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, 474 reviews
Guest favourite
Guest house in Falmouth
Garden Guesthouse in Falmouth, 5 mins to Portland
1 bedroom, 2 king beds, 1 bathroom
14–19 Sept
5.0 out of 5 average rating, 7 reviews
Guest favourite
Home in Naples
Lakefront Estate | Hot Tub, Pool Table, Dock & Gym
6 bedrooms, 11 beds, 4 bathrooms
9–14 Sept
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Home in Raymond
Lake front home on Little Sebago
4 bedrooms, 5 beds, 1.5 bathrooms
7–12 Sept
5.0 out of 5 average rating, 14 reviews
Guest favourite
Home in Portland
Charming house near downtown and comfortable.
3 bedrooms, 3 beds, 1.5 bathrooms
4–9 Oct
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Tiny home in Limerick
The Fish Bowl-Waterfront Tiny House
1 bedroom, 2 beds, 1 bathroom
19–24 Oct
5.0 out of 5 average rating, 14 reviews
Top guest favourite
Apartment in Portland
First Floor Portland Condo 3 Bed 2 Bath + Parking
3 bedrooms, 3 beds, 2 bathrooms
12–17 Sept
4.96 out of 5 average rating, 366 reviews
Flat in Portland
Back Cove Retreat | Walk, Relax, Explore
2 bedrooms, 2 beds, 1 bathroom
17–22 Oct
New place to stay
Top guest favourite
Flat in Windham
The Nest
1 bedroom, 2 beds, 1 bathroom
23–28 Aug
5.0 out of 5 average rating, 22 reviews
Top guest favourite
Cabin in Oxford
Glamping Cabin with Hot Tub and Onsite Sauna
1 bedroom, 1 king bed, 1 bathroom
30 Aug – 4 Sept
5.0 out of 5 average rating, 6 reviews