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Search results; Over 1,000 homes in Portland

Descriptions are based on details hosts provide
Guest favourite
Hotel room in Portland
Luxury One Bedroom Loft in Portland’s Old Port
1 bedroom, 2 beds, 1 private bathroom
19–24 Jul
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4.89 out of 5 average rating, 167 reviews
Guest favourite
Hotel in South Portland
Extended-stay suite with kitchen and workspace
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
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
Guest favourite
Flat in Portland
Historic Arts District loft with free parking
4.95 out of 5 average rating, 770 reviews, 1 bed, 1 bathroom
25–30 Oct
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
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
Guest house in Saco
Brand-New Private Studio with Large Balcony – Saco
5.0 out of 5 average rating, 10 reviews, 1 bedroom, 2 beds, 1 bathroom
13–18 Oct
Top guest favourite
Room in Freeport
1795 home on a private 1.5-acre lot
4.96 out of 5 average rating, 273 reviews, 1 queen bed, 1 bathroom
25–30 Aug
Top guest favourite
Loft in Portland
Historic Arts District loft with free parking
4.94 out of 5 average rating, 795 reviews, 2 beds, 1 bathroom
25–30 Oct
Top guest favourite
Flat in Portland
Renovated Old Port loft, custom kitchen
5.0 out of 5 average rating, 23 reviews, 1 bedroom, 2 beds, 1 bathroom
19–24 Jul
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
Guest house in Falmouth
Charming Guest House in the heart of Falmouth
New place to stay, 1 bedroom, 2 beds, 1 bathroom
15–20 Jul
Top guest favourite
Tiny home in Portland
Garden cabin with a fire pit
4.95 out of 5 average rating, 539 reviews, 1 bedroom, 1 bed, 1.5 bathrooms
1–6 Dec
Top guest favourite
Flat in Portland
Quiet Libbytown retreat near Thompson’s Point
5.0 out of 5 average rating, 111 reviews, 1 bedroom, 1 bed, 1 bathroom
19–24 Oct
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
Top guest favourite
Flat in Portland
Garden Apartment Close to Everything
4.95 out of 5 average rating, 228 reviews, 1 bedroom, 2 beds, 1 bathroom
16–21 Sept
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
Top guest favourite
Room in Falmouth
Swedish Room in Foreside Farmhouse
4.93 out of 5 average rating, 110 reviews, 1 queen bed, 1 bathroom
14–19 Sept