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Search results; Over 1,000 homes in Portland

Descriptions are based on details hosts provide
Guest favourite
Boutique hotel in Portland
The Library | Guestroom 6
1 bedroom, 1 bed, 1 bathroom
4–9 Oct
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4.97 out of 5 average rating, 74 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
26–31 Jul
Superhost
Hotel room in Portland
One block from the Old Port
4.92 out of 5 average rating, 215 reviews, 1 bedroom, 8 beds, 3.5 bathrooms
19–24 Jul
Home in Falmouth
Private beach a 3-minute walk away
5.0 out of 5 average rating, 4 reviews, 2 beds, 1 bathroom
26–31 Aug
Guest favourite
Cabin in Freeport
Geodesic dome overlooking a stream in pines
4.96 out of 5 average rating, 49 reviews, 2 bedrooms, 2 beds, 1 bathroom
29 Jul – 3 Aug
Top guest favourite
Cabin in Freeport
Secluded dome overlooking a stream in pines
4.93 out of 5 average rating, 56 reviews, 1 bedroom, 1 bed, No bathroom
31 Jul – 5 Aug
Guest favourite
Flat in Portland
Modern Studio Loft w/ Parking in Perfect Location
4.95 out of 5 average rating, 770 reviews, 1 bed, 1 bathroom
25–30 Oct
Top guest favourite
Guest house in Saco
Brand-new studio with a 200 sq ft balcony
5.0 out of 5 average rating, 10 reviews, 1 bedroom, 2 beds, 1 bathroom
13–18 Oct
Top guest favourite
Room in Freeport
Freeport, Maine
4.96 out of 5 average rating, 273 reviews, 1 queen bed, 1 bathroom
25–30 Aug
Top guest favourite
Loft in Portland
Sunny Arts Dist. Studio- Queen Bed & FREE Parking
4.94 out of 5 average rating, 795 reviews, 2 beds, 1 bathroom
25–30 Oct
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
30 Aug – 4 Sept
Top guest favourite
Flat in Portland
Thompson's Point Studio
5.0 out of 5 average rating, 111 reviews, 1 bedroom, 1 bed, 1 bathroom
19–24 Oct
Top guest favourite
Flat in Portland
Light-filled suite, 4-minute walk from ferry
4.99 out of 5 average rating, 221 reviews, 1 bedroom, 2 beds, 1 bathroom
19–24 Oct
Top guest favourite
Flat in Portland
Old Port Loft - 302
5.0 out of 5 average rating, 23 reviews, 1 bedroom, 2 beds, 1 bathroom
19–24 Jul
Top guest favourite
Yurt in Windham
Meadow yurt with trail access and hammocks
4.98 out of 5 average rating, 122 reviews, 1 bedroom, 1 bed, WC
27 Jul – 1 Aug
Guest favourite
Home in Westbrook
Cozy Maine Cottage • Near Jetport & Coast
4.89 out of 5 average rating, 625 reviews, 3 bedrooms, 3 beds, 2 bathrooms
24–29 Oct
Guest favourite
Flat in Portland
Luxury loft with local art, Old Port
4.91 out of 5 average rating, 46 reviews, 2 bedrooms, 2 beds, No bathroom
20–25 Jul
Guest house in Falmouth
Private carriage house near the coast
New place to stay, 1 bedroom, 2 beds, 1 bathroom
15–20 Jul
Top guest favourite
Flat in Portland
Penthouse Two Master Waterfront Suite with Rooftop
4.97 out of 5 average rating, 146 reviews, 2 bedrooms, 2 beds, 2.5 bathrooms
21–26 Sept