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Search results; Over 1,000 homes

Holiday home in Cumberland
Coastal Modern Home By Woods, Near Portland
3 bedrooms, 3 beds, 2 bathrooms
11–16 Aug
,
4.89 out of 5 average rating, 28 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
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
Room in Frye Island
Frye Island's Waterfront Yoga Shala ~ Room #3
1 double bed, 1 bathroom
16–21 Aug
4.8 out of 5 average rating, 15 reviews
Guest favourite
Cabin in Gray
Chickadee Cottage
2 bedrooms, 4 beds, 1 bathroom
12–17 Jun
5.0 out of 5 average rating, 14 reviews
Guest favourite
Camper van/Motorhome in Otisfield
Ol' Charlie - The Cabin Camper
1 bedroom, 1 queen bed, 1 bathroom
6–11 Sept
4.96 out of 5 average rating, 25 reviews
Top guest favourite
Flat in South Portland
2 bedroom, 1 bath of coastal comfort & airy charm
2 bedrooms, 3 beds, 1 bathroom
28 Oct – 2 Nov
5.0 out of 5 average rating, 15 reviews
Guest favourite
Tiny home in Casco
Casco Tiny house, and HOT TUB!
1 bedroom, 2 beds, 1 bathroom
16–21 Aug
4.95 out of 5 average rating, 43 reviews
Top guest favourite
Farm stay in Brunswick
Cozy, Rustic Cabin on a Small Organic Farm
1 bedroom, 1 bed, 1 bathroom
4–9 Oct
4.97 out of 5 average rating, 148 reviews
Top guest favourite
Barn in Portland
Garrison Cove Studio
1 bed, 1 bathroom
29 Oct – 3 Nov
5.0 out of 5 average rating, 487 reviews
Top guest favourite
Yurt in Chebeague Island
Mongolian Yurt on Chebeague Island
1 bedroom, 1 bed, WC
7–12 Sept
4.98 out of 5 average rating, 119 reviews
Top guest favourite
Camper van/Motorhome in Windham
Tiny House Camper - Trail Access!
1 bedroom, 2 beds, 1 bathroom
4–9 Oct
4.97 out of 5 average rating, 58 reviews
Top guest favourite
Yurt in Chebeague Island
Yurt on Chebeague Island
1 bedroom, 1 queen bed, 1 bathroom
30 Aug – 4 Sept
4.98 out of 5 average rating, 195 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
Room in Portland
Aerie 2 reg:STHR-007375-2025 Peaks Island, Me
1 bed, 1 bathroom
30 Aug – 4 Sept
5.0 out of 5 average rating, 8 reviews
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
Guest suite in Yarmouth
Ash + Timber | Forest Sauna Suite Near Portland
1 bedroom, 2 beds, 1 bathroom
20–25 Oct
5.0 out of 5 average rating, 7 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, 13 reviews
Top guest favourite
Home in Raymond
Spacious Lakehouse +Private Dock+Firepit+Kayaks
2 bedrooms, 2 king beds, 2 bathrooms
17–22 Oct
4.97 out of 5 average rating, 30 reviews