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Search results; Over 1,000 homes in Portland

Guest favourite
Boutique hotel in Portland
Congress Queen | ADA Accessible
1 bedroom, 1 bed, 1 private bathroom
23–28 Aug
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4.94 out of 5 average rating, 146 reviews
Guest favourite
Hotel in South Portland
HomeAwhile - Extended Stay Suites
4.93 out of 5 average rating, 137 reviews, 1 bedroom, 2 beds, No bathroom
8–13 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
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
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
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
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
Treehouse in Pownal
The Copper Fox Treehouse
4.99 out of 5 average rating, 178 reviews, 1 bedroom, 3 beds, 1 bathroom
26–31 Aug
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
Quiet Comfy Victorian Escape
4.97 out of 5 average rating, 211 reviews, 2 bedrooms, 2 beds, 1 bathroom
17–22 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
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
Flat in Portland
Downtown Historical Victorian 2 BR APT
4.98 out of 5 average rating, 227 reviews, 2 bedrooms, 2 beds, 1 bathroom
22–27 Aug
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
Guest favourite
Apartment in Portland
First Floor Portland Condo 3 Bed 2 Bath + Parking
4.96 out of 5 average rating, 354 reviews, 3 bedrooms, 3 beds, 2 bathrooms
2–7 Aug
Top guest favourite
Home in Biddeford
The Blowfish - Oceanside Escape
4.96 out of 5 average rating, 50 reviews, 4 bedrooms, 4 beds, 2 bathrooms
26–31 Oct
Flat in Portland
Studio on Old Farm
New place to stay, 1 bedroom, 1 bed, 1 bathroom
29 Aug – 3 Sept
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
Apartment in Portland
Mary J. Eastburn House--Mountain View Suite
4.96 out of 5 average rating, 111 reviews, 2 bedrooms, 2 beds, 1 bathroom
8–13 Jul