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Search results; Over 1,000 homes in Portland

Top guest favourite
Guest house in Portland
Tiny Cottage Hideaway, close to everything
1 bedroom, 1 bed, 1 private bathroom
28 Aug – 2 Sept
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4.96 out of 5 average rating, 168 reviews
Guest favourite
Hotel in South Portland
HomeAwhile - Extended Stay Suites
4.93 out of 5 average rating, 136 reviews, 1 bedroom, 2 beds, No bathroom
12–17 Jul
Superhost
Hotel room in Portland
Steps to Old Port | Hostel Bed in 8-Bed Coed Dorm
4.92 out of 5 average rating, 213 reviews, 1 bedroom, 8 beds, 3.5 bathrooms
19–24 Jul
Top guest favourite
Cabin in Freeport
The Maine Frame | Modern A-Frame Cabin in Freeport
5.0 out of 5 average rating, 135 reviews, 2 bedrooms, 2 beds, 1 bathroom
8–13 Nov
Guest favourite
Flat in Portland
Modern Studio Loft w/ Parking in Perfect Location
4.95 out of 5 average rating, 766 reviews, 1 bed, 1 bathroom
25–30 Oct
Top guest favourite
Room in Freeport
Freeport, Maine
4.96 out of 5 average rating, 271 reviews, 1 queen bed, 1 bathroom
17–22 Oct
Top guest favourite
Tiny home in Portland
The Garden Cabin Tiny Home
4.95 out of 5 average rating, 537 reviews, 1 bedroom, 1 bed, 1.5 bathrooms
1–6 Dec
Flat in Portland
Studio on Old Farm
New place to stay, 1 bedroom, 1 bed, 1 bathroom
29 Aug – 3 Sept
Superhost
Bed and breakfast in Portland
Aerie 2 reg:STHR-007375-2025 Peaks Island, Me
5.0 out of 5 average rating, 4 reviews, 1 bedroom, 1 bed, 1 bathroom
14–19 Jul
Top guest favourite
Room in Biddeford
King Bedroom at Thistle Pond. Close to UNE & Beach
5.0 out of 5 average rating, 60 reviews, 1 king bed, 1 bathroom
2–7 Aug
Superhost
Flat in Portland
Funky and Eclectic Parkside Apartment
5.0 out of 5 average rating, 4 reviews, 1 bedroom, 1 bed, 1 bathroom
27 Jul – 1 Aug
Top guest favourite
Home in Cape Elizabeth
"Periwinkle" ~ a Charming Oceanfront Cottage
5.0 out of 5 average rating, 35 reviews, 3 bedrooms, 3 beds, 1.5 bathrooms
26 Sept – 1 Oct
Top guest favourite
Flat in Portland
Central-Local Studio in Vibrant Portland, Maine!
4.9 out of 5 average rating, 453 reviews, 1 bedroom, 1 bed, 1 bathroom
23–28 Nov
Top guest favourite
Cottage in Pownal
Dreamy Post&Beam Hideaway Near Portland & Freeport
4.99 out of 5 average rating, 463 reviews, 1 bedroom, 2 beds, 1 bathroom
16–21 Aug
Top guest favourite
Room in Falmouth
Swedish Room in Foreside Farmhouse
4.93 out of 5 average rating, 110 reviews, 1 queen bed, 1 bathroom
19–24 Jul
Top guest favourite
Room in Biddeford
Queen Suite at Thistle Pond. Close to UNE & Beach
5.0 out of 5 average rating, 41 reviews, 2 queen beds, 1 bathroom
27 Jul – 1 Aug
Top guest favourite
Flat in Portland
Peaks Island Master Bedroom Suite
4.99 out of 5 average rating, 218 reviews, 1 bedroom, 2 beds, 1 bathroom
29 Aug – 3 Sept
Guest favourite
Dome in Freeport
Large, luxurious geodesic dome - 07
4.97 out of 5 average rating, 38 reviews, 2 bedrooms, 2 beds, 1 bathroom
27 Jul – 1 Aug
Top guest favourite
Flat in Portland
Quiet Comfy Victorian Escape
4.97 out of 5 average rating, 211 reviews, 2 bedrooms, 2 beds, 1 bathroom
17–22 Oct