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Search results; Over 1,000 homes in Portland

Top guest favourite
Apartment in Portland
Walk to Top Dining • Boutique Stay • Parking
2 bedrooms, 1 bed, 1.5 private bathrooms
8–13 Jul
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4.99 out of 5 average rating, 159 reviews
Guest favourite
Hotel in South Portland
HomeAwhile - Extended Stay Suites
4.93 out of 5 average rating, 132 reviews, 1 bedroom, 2 beds, No bathroom
12–17 Jul
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
Cabin in Freeport
The Maine Frame | Modern A-Frame Cabin in Freeport
5.0 out of 5 average rating, 133 reviews, 2 bedrooms, 2 beds, 1 bathroom
8–13 Nov
Guest favourite
Dome in Freeport
Cozy, secluded geodesic dome - 27
4.93 out of 5 average rating, 55 reviews, 1 bedroom, 1 bed, No bathroom
12–17 Jul
Top guest favourite
Flat in Portland
Thompson's Point Studio
5.0 out of 5 average rating, 106 reviews, 1 bedroom, 1 bed, 1 bathroom
12–17 Oct
Top guest favourite
Room in Biddeford
King Bedroom at Thistle Pond. Close to UNE & Beach
5.0 out of 5 average rating, 59 reviews, 1 king bed, 1 bathroom
19–24 Jul
Top guest favourite
Flat in Portland
Old Port Loft - 302
5.0 out of 5 average rating, 22 reviews, 1 bedroom, 2 beds, 1 bathroom
19–24 Jul
Superhost
Flat in Portland
Funky and Eclectic Parkside Apartment
5.0 out of 5 average rating, 3 reviews, 1 bedroom, 1 bed, 1 bathroom
27 Jul – 1 Aug
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
Quiet Comfy Victorian Escape
4.97 out of 5 average rating, 211 reviews, 2 bedrooms, 2 beds, 1 bathroom
17–22 Oct
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
Place to stay in Portland
Spacious Room in Woodford Corner
5.0 out of 5 average rating, 7 reviews, 1 bedroom, 1 bed, 1 bathroom
1–6 Jan
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
30 Aug – 4 Sept
Top guest favourite
Flat in Portland
Cozy East End 2 Bdrm. with Private Entrance
4.97 out of 5 average rating, 573 reviews, 2 bedrooms, 2 beds, 1 bathroom
27 Sept – 2 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
17–22 Sept
Guest favourite
Flat in Portland
West End apartment with parking
4.97 out of 5 average rating, 66 reviews, 1 bedroom, 1 bed, 1 bathroom
16–21 Aug
Boat in Portland
Stay Aboard Enchanted – Your Dockside Getaway
5.0 out of 5 average rating, 3 reviews, 2 bedrooms, 1 bed, 1 bathroom
8–13 Jul
Guest favourite
Hotel room in Portland
Luxury One Bedroom Loft in Portland’s Old Port
4.93 out of 5 average rating, 231 reviews, 1 bedroom, 2 beds, 1 bathroom
6–11 Jul