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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
1 bedroom, 2 beds, No bathroom
26–31 Jul
4.93 out of 5 average rating, 137 reviews
Superhost
Hotel room in Portland
One block from the Old Port
1 bedroom, 4 bunk beds, 3.5 bathrooms
19–24 Jul
4.92 out of 5 average rating, 215 reviews
Home in Falmouth
The little blue cottage
2 beds, 1 bathroom
26–31 Aug
5.0 out of 5 average rating, 4 reviews
Guest favourite
Cabin in Freeport
Geodesic dome overlooking a stream in pines
2 bedrooms, 2 queen beds, 1 bathroom
29 Jul – 3 Aug
4.96 out of 5 average rating, 49 reviews
Top guest favourite
Cabin in Freeport
Secluded dome overlooking a stream in pines
1 bedroom, 1 queen bed, No bathroom
31 Jul – 5 Aug
4.93 out of 5 average rating, 56 reviews
Guest favourite
Flat in Portland
Historic Arts District loft with free parking
1 queen bed, 1 bathroom
25–30 Oct
4.95 out of 5 average rating, 770 reviews
Top guest favourite
Guest house in Saco
Brand-new studio with a 200 sq ft balcony
1 bedroom, 2 beds, 1 bathroom
13–18 Oct
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Room in Freeport
Freeport, Maine
1 queen bed, 1 bathroom
25–30 Aug
4.96 out of 5 average rating, 273 reviews
Top guest favourite
Loft in Portland
Historic Arts District loft with free parking
2 beds, 1 bathroom
25–30 Oct
4.94 out of 5 average rating, 795 reviews
Superhost
Bed and breakfast in Portland
Ocean sunsets from the garden porch
1 bedroom, 1 bed, 1 bathroom
30 Aug – 4 Sept
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Flat in Portland
Thompson's Point Studio
1 bedroom, 1 queen bed, 1 bathroom
19–24 Oct
5.0 out of 5 average rating, 111 reviews
Top guest favourite
Flat in Portland
Light-filled suite, 4-minute walk from ferry
1 bedroom, 2 beds, 1 bathroom
19–24 Oct
4.99 out of 5 average rating, 221 reviews
Top guest favourite
Flat in Portland
Renovated Old Port loft, custom kitchen
1 bedroom, 2 beds, 1 bathroom
19–24 Jul
5.0 out of 5 average rating, 23 reviews
Guest favourite
Home in Westbrook
Renovated barn with a loft and fireplace
3 bedrooms, 3 queen beds, 2 bathrooms
24–29 Oct
4.89 out of 5 average rating, 625 reviews
Top guest favourite
Yurt in Windham
Sebago Sunrise Yurt - Trail Access!
1 bedroom, 1 queen bed, WC
27 Jul – 1 Aug
4.98 out of 5 average rating, 122 reviews
Guest favourite
Flat in Portland
Two Bedroom Loft at Boyd Block
2 bedrooms, 2 king beds, No bathroom
20–25 Jul
4.91 out of 5 average rating, 46 reviews
Top guest favourite
Room in Biddeford
Quiet 2-acre lot overlooking a pond
1 king bed, 1 bathroom
2–7 Aug
5.0 out of 5 average rating, 63 reviews
Top guest favourite
Room in Falmouth
1851 farmhouse with a Steinway grand
1 bed, 1.5 bathrooms
19–24 Jul
4.99 out of 5 average rating, 89 reviews