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Search results; Over 1,000 homes in Portland

Guest favourite
Boutique hotel in Portland
Historic King Room in Boutique Hotel
1 bedroom, 1 bed, 1 shared bathroom
8–13 Sept
,
4.93 out of 5 average rating, 61 reviews
Top guest favourite
Room in South Portland
Peaceful Wooded Oasis Near Portland & Beaches
4.98 out of 5 average rating, 110 reviews, 1 queen bed, 1.5 bathrooms
22–27 Aug
Guest favourite
Flat in South Portland
Peaceful & minutes from Old Port w/private parking
4.91 out of 5 average rating, 85 reviews, 1 bedroom, 2 beds, 1 bathroom
27 Sept – 2 Oct
Guest favourite
Flat in Portland
Extraordinary Architectural Masterpiece Downtown
4.94 out of 5 average rating, 755 reviews, 1 bedroom, 1 bed, 1 bathroom
24–29 Oct
Top guest favourite
Home in Freeport
Mermaid's Chair | Private Beach | Hot Tub
5.0 out of 5 average rating, 15 reviews, 2 bedrooms, 2 beds, 1.5 bathrooms
27 Oct – 1 Nov
Top guest favourite
Flat in Portland
RETRO BnB in the Heart of East End Portland
4.96 out of 5 average rating, 562 reviews, 1 bedroom, 1 bed, 1 bathroom
28 Oct – 2 Nov
Top guest favourite
Flat in Portland
Stylish Condo in Downtown Portland w/ Private Yard
5.0 out of 5 average rating, 24 reviews, 1 bedroom, 1 bed, 1 bathroom
7–12 Oct
Top guest favourite
Guest suite in Portland
Joyful Munjoy Hill Garden Suite
4.96 out of 5 average rating, 224 reviews, 1 bedroom, 2 beds, 1 bathroom
11–16 Nov
Top guest favourite
Flat in Portland
Lovely 1 Bedroom West End Flat
4.97 out of 5 average rating, 95 reviews, 1 bedroom, 1 bed, 1 bathroom
13–18 Oct
Top guest favourite
Flat in Portland
The Howard on Munjoy Hill
4.98 out of 5 average rating, 215 reviews, 1 bedroom, 1 bed, 1 bathroom
23–28 Oct
Top guest favourite
Flat in Portland
Compact & Complete in residential neighborhood
4.97 out of 5 average rating, 236 reviews, 1 bedroom, 4 beds, 1 bathroom
1–6 Jan
Superhost
Room in Portland
Aerie 2 reg:STHR-007375-2025 Peaks Island, Me
5.0 out of 5 average rating, 4 reviews, 1 bed, 1 bathroom
30 Aug – 4 Sept
Top guest favourite
Room in Falmouth
Cozy bedroom and bath in a Falmouth house
4.94 out of 5 average rating, 102 reviews, 1 queen bed, 1 bathroom
9–14 Aug
Top guest favourite
Flat in Portland
Charming Modern West End Gem
4.93 out of 5 average rating, 313 reviews, 2 bedrooms, 2 beds, 1 bathroom
14–19 Nov
Top guest favourite
Guest suite in Scarborough
Completely Private Guest Suite Near Higgins Beach
4.93 out of 5 average rating, 198 reviews, 1 bedroom, 1 bed, 1 bathroom
13–18 Sept
Top guest favourite
Flat in Portland
Downtown Historical Victorian 2 BR APT
4.98 out of 5 average rating, 228 reviews, 2 bedrooms, 2 beds, 1 bathroom
13–18 Sept
Top guest favourite
Guest house in Portland
Tiny Cottage Hideaway, close to everything
4.97 out of 5 average rating, 172 reviews, 1 bedroom, 1 bed, 1 bathroom
14–19 Sept
Top guest favourite
Flat in Portland
Munjoy Hill | Sunny, Stylish + Walkable
4.99 out of 5 average rating, 231 reviews, 1 bedroom, 1 bed, 1 bathroom
31 Aug – 5 Sept
Flat in Portland
2BR Munjoy Hill w/ AC, walk to town & promenade
5.0 out of 5 average rating, 8 reviews, 2 bedrooms, 2 beds, 1 bathroom
25–30 Oct