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Search results; Over 1,000 homes in Portland

Boutique hotel in Portland
Pet Friendly Garden King in Boutique Hotel
1 bedroom, 1 bed, No bathroom
2–7 Aug
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4.78 out of 5 average rating, 55 reviews
Guest favourite
Hotel in South Portland
HomeAwhile - Extended Stay Suites
1 bedroom, 2 beds
12–17 Jul
4.93 out of 5 average rating, 136 reviews
Top guest favourite
Cabin in Freeport
The Maine Frame | Modern A-Frame Cabin in Freeport
2 bedrooms, 2 beds
8–13 Nov
5.0 out of 5 average rating, 135 reviews
Superhost
Hotel room in Portland
Steps to Old Port | Hostel Bed in 8-Bed Coed Dorm
1 bedroom, 4 bunk beds
19–24 Jul
4.92 out of 5 average rating, 213 reviews
Top guest favourite
Yurt in Windham
Sebago Sunrise Yurt - Trail Access!
1 bedroom, 1 queen bed
27 Jul – 1 Aug
4.98 out of 5 average rating, 120 reviews
Guest favourite
Flat in Portland
Modern Studio Loft w/ Parking in Perfect Location
1 queen bed
25–30 Oct
4.95 out of 5 average rating, 766 reviews
Top guest favourite
Tiny home in Portland
The Garden Cabin Tiny Home
1 bedroom, 1 double bed
1–6 Dec
4.95 out of 5 average rating, 537 reviews
Flat in Portland
Studio on Old Farm
1 bedroom, 1 queen bed
29 Aug – 3 Sept
New place to stay
Top guest favourite
Room in Freeport
Freeport, Maine
1 queen bed
17–22 Oct
4.96 out of 5 average rating, 271 reviews
Superhost
Bed and breakfast in Portland
Aerie 2 reg:STHR-007375-2025 Peaks Island, Me
1 bedroom, 1 bed
14–19 Jul
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Home in Cape Elizabeth
"Periwinkle" ~ a Charming Oceanfront Cottage
3 bedrooms, 3 beds
26 Sept – 1 Oct
5.0 out of 5 average rating, 35 reviews
Top guest favourite
Room in Biddeford
King Bedroom at Thistle Pond. Close to UNE & Beach
1 king bed
2–7 Aug
5.0 out of 5 average rating, 60 reviews
Superhost
Flat in Portland
Funky and Eclectic Parkside Apartment
1 bedroom, 1 king bed
27 Jul – 1 Aug
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Flat in Portland
Central-Local Studio in Vibrant Portland, Maine!
1 bedroom, 1 queen bed
23–28 Nov
4.9 out of 5 average rating, 453 reviews
Top guest favourite
Cottage in Pownal
Dreamy Post&Beam Hideaway Near Portland & Freeport
1 bedroom, 2 beds
16–21 Aug
4.99 out of 5 average rating, 463 reviews
Guest favourite
Dome in Freeport
Large, luxurious geodesic dome - 07
2 bedrooms, 2 queen beds
27 Jul – 1 Aug
4.97 out of 5 average rating, 38 reviews
Top guest favourite
Room in Falmouth
Swedish Room in Foreside Farmhouse
1 queen bed
19–24 Jul
4.93 out of 5 average rating, 110 reviews
Top guest favourite
Room in Biddeford
Queen Suite at Thistle Pond. Close to UNE & Beach
2 queen beds
27 Jul – 1 Aug
5.0 out of 5 average rating, 41 reviews
Top guest favourite
Flat in Portland
Quiet Comfy Victorian Escape
2 bedrooms, 2 queen beds
17–22 Oct
4.97 out of 5 average rating, 211 reviews