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Search results; Over 1,000 homes in Portland

Top guest favourite
Room in South Portland
Peaceful Wooded Oasis Near Portland & Beaches
1 queen bed
22–27 Aug
4.98 out of 5 average rating, 110 reviews
Guest favourite
Flat in South Portland
Peaceful & minutes from Old Port w/private parking
1 bedroom, 2 beds
27 Sept – 2 Oct
4.91 out of 5 average rating, 85 reviews
Top guest favourite
Flat in Yarmouth
Sweet 1-Bedroom Apartment in Vintage Village Cape
1 bedroom, 1 queen bed
21–26 Sept
4.97 out of 5 average rating, 185 reviews
Superhost
Flat in Portland
Cozy 2 bdrm attic apartment
2 bedrooms, 2 queen beds
16–21 Aug
Top guest favourite
Flat in Portland
Lovely 1 Bedroom West End Flat
1 bedroom, 1 queen bed
13–18 Oct
4.97 out of 5 average rating, 95 reviews
Top guest favourite
Home in Portland
Stylish Home in the Heart of the East End
3 bedrooms, 3 beds
15–20 Nov
4.97 out of 5 average rating, 62 reviews
Top guest favourite
Flat in Portland
RETRO BnB in the Heart of East End Portland
1 bedroom, 1 queen bed
28 Oct – 2 Nov
4.96 out of 5 average rating, 562 reviews
Top guest favourite
Flat in Portland
Stylish Condo in Downtown Portland w/ Private Yard
1 bedroom, 1 queen bed
7–12 Oct
5.0 out of 5 average rating, 24 reviews
Top guest favourite
Guest suite in Portland
Joyful Munjoy Hill Garden Suite
1 bedroom, 2 beds
11–16 Nov
4.96 out of 5 average rating, 224 reviews
Top guest favourite
Home in Freeport
Mermaid's Chair | Private Beach | Hot Tub
2 bedrooms, 2 beds
27 Oct – 1 Nov
5.0 out of 5 average rating, 15 reviews
Top guest favourite
Flat in Portland
Compact & Complete in residential neighborhood
1 bedroom, 4 beds
1–6 Jan
4.97 out of 5 average rating, 236 reviews
Top guest favourite
Flat in Portland
The Howard on Munjoy Hill
1 bedroom, 1 queen bed
23–28 Oct
4.98 out of 5 average rating, 215 reviews
Top guest favourite
Room in Falmouth
Cozy bedroom and bath in a Falmouth house
1 queen bed
9–14 Aug
4.94 out of 5 average rating, 102 reviews
Top guest favourite
Flat in Portland
Charming Modern West End Gem
2 bedrooms, 2 beds
14–19 Nov
4.93 out of 5 average rating, 312 reviews
Superhost
Room in Portland
Aerie 2 reg:STHR-007375-2025 Peaks Island, Me
1 bed
30 Aug – 4 Sept
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Guest house in Portland
Tiny Cottage Hideaway, close to everything
1 bedroom, 1 queen bed
14–19 Sept
4.97 out of 5 average rating, 172 reviews
Top guest favourite
Flat in South Portland
Willard Square - The View
1 bedroom, 1 queen bed
15–20 Sept
4.91 out of 5 average rating, 245 reviews
Guest favourite
Cabin in Yarmouth
Woodland Cottage
1 queen bed
4–9 Oct
5.0 out of 5 average rating, 8 reviews