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Search results; Over 1,000 homes in Portland

Top guest favourite
Guest house in Portland
Private Bungalow w/ Pool, Free Parking & Hot Tub
1 bedroom, 1 bed, 1 shared bathroom
19–24 Aug
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4.97 out of 5 average rating, 633 reviews
Superhost
Room in South Portland
HomeAwhile - Extended Stay Suites
2 beds, 1 bathroom
23–28 Aug
4.92 out of 5 average rating, 165 reviews
Top guest favourite
Tiny home in Portland
The Garden Cabin Tiny Home
1 bedroom, 1 double bed, 1.5 bathrooms
1–6 Dec
4.95 out of 5 average rating, 551 reviews
Guest favourite
Flat in South Portland
The Wild Yard Home
1 bedroom, 1 king bed, 1 bathroom
19–24 Oct
4.89 out of 5 average rating, 46 reviews
Top guest favourite
Room in Biddeford
King Bedroom at Thistle Pond. Close to UNE & Beach
1 king bed, 1 bathroom
16–21 Aug
5.0 out of 5 average rating, 70 reviews
Top guest favourite
Room in Orrs Island
Malaga Island Room
1 double bed, 1 bathroom
30 Aug – 4 Sept
4.92 out of 5 average rating, 133 reviews
Top guest favourite
Room in Freeport
Freeport, Maine
1 queen bed, 1 bathroom
24–29 Oct
4.96 out of 5 average rating, 277 reviews
Top guest favourite
Room in Portland
Dog-friendly East End room w/private entrance
1 double bed, 1 bathroom
29 Oct – 3 Nov
4.96 out of 5 average rating, 398 reviews
Guest favourite
Guest suite in Portland
Large, spacious, and eclectic Room, Private Bath
1 bedroom, 1 queen bed, 1 bathroom
26–31 Oct
4.89 out of 5 average rating, 746 reviews
Top guest favourite
Room in Freeport
Wedgwood- A short walk to shops and has Wifi
2 single beds, 1.5 bathrooms
25–30 Aug
4.95 out of 5 average rating, 151 reviews
Top guest favourite
Guest suite in Scarborough
Completely Private Guest Suite Near Higgins Beach
1 bedroom, 1 queen bed, 1 bathroom
13–18 Sept
4.94 out of 5 average rating, 201 reviews
Top guest favourite
Barn in Portland
Garrison Cove Studio
1 bed, 1 bathroom
29 Oct – 3 Nov
5.0 out of 5 average rating, 486 reviews
Top guest favourite
Loft in Portland
Central Arts District Studio with Free Parking
1 queen bed, 1 bathroom
15–20 Nov
4.94 out of 5 average rating, 761 reviews
Top guest favourite
Guest suite in Freeport
Studio Apartment in Freeport
3 beds, 1 bathroom
11–16 Sept
4.98 out of 5 average rating, 133 reviews
Boat in Portland
Stay Aboard Enchanted – Your Dockside Getaway
2 bedrooms, 1 single bed, 1 bathroom
15–20 Aug
5.0 out of 5 average rating, 4 reviews
Guest favourite
Room in Biddeford
Cozy Room in Big Bohemian House
1 double bed, 1.5 bathrooms
8–13 Sept
5.0 out of 5 average rating, 65 reviews
Top guest favourite
Yurt in Chebeague Island
Yurt on Chebeague Island
1 bedroom, 1 queen bed, 1 bathroom
30 Aug – 4 Sept
4.98 out of 5 average rating, 195 reviews
Top guest favourite
Room in Falmouth
Swedish Room in Foreside Farmhouse
1 queen bed, 1 bathroom
14–19 Sept
4.93 out of 5 average rating, 114 reviews
Top guest favourite
Guest suite in Saco
Private studio located 2 miles from the beach.
1 king bed, 1 bathroom
19–24 Oct
5.0 out of 5 average rating, 16 reviews