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Search results; Over 1,000 homes in Portland

Top guest favourite
Cottage in Portland
4br2ba House+parking@PeacefulOasis on Munjoy Hill
4 bedrooms, 4 beds, 2 private bathrooms
25–30 Oct
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4.96 out of 5 average rating, 283 reviews
Guest favourite
Hotel in South Portland
HomeAwhile - Extended Stay Suites
1 bedroom, 2 beds
19–24 Jul
4.93 out of 5 average rating, 137 reviews
Top guest favourite
Flat in Portland
Old Port Loft - 302
1 bedroom, 2 beds
19–24 Jul
5.0 out of 5 average rating, 23 reviews
Top guest favourite
Cabin in Freeport
Cozy, secluded geodesic dome - 27
1 bedroom, 1 queen bed
29 Jul – 3 Aug
4.93 out of 5 average rating, 56 reviews
Guest favourite
Guest house in Saco
Brand-New Private Studio with Large Balcony – Saco
1 bedroom, 2 beds
13–18 Oct
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Flat in Portland
Peaks Island Master Bedroom Suite
1 bedroom, 2 beds
4–9 Oct
4.99 out of 5 average rating, 221 reviews
Guest favourite
Flat in Portland
Modern Studio Loft w/ Parking in Perfect Location
1 queen bed
25–30 Oct
4.95 out of 5 average rating, 770 reviews
Guest favourite
Home in Biddeford
Luxurious Beachfront New England Home
3 bedrooms, 5 beds
1–6 Aug
4.93 out of 5 average rating, 40 reviews
Top guest favourite
Flat in Portland
The Howard on Munjoy Hill
1 bedroom, 1 queen bed
16–21 Aug
4.98 out of 5 average rating, 210 reviews
Guest favourite
Cabin in Freeport
Large, luxurious geodesic dome - 07
2 bedrooms, 2 queen beds
31 Jul – 5 Aug
4.97 out of 5 average rating, 38 reviews
Top guest favourite
Room in Biddeford
King Bedroom at Thistle Pond. Close to UNE & Beach
1 king bed
2–7 Aug
5.0 out of 5 average rating, 62 reviews
Top guest favourite
Flat in Portland
In-town Artist Loft-walk to old port, waterfront
1 bedroom, 1 king bed
19–24 Sept
4.94 out of 5 average rating, 331 reviews
Flat in Portland
Studio on Old Farm
1 bedroom, 1 queen bed
29 Aug – 3 Sept
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Cottage in Pownal
Dreamy Post&Beam Hideaway Near Portland & Freeport
1 bedroom, 2 beds
31 Aug – 5 Sept
4.99 out of 5 average rating, 465 reviews
Top guest favourite
Flat in Portland
Historic + Modern, Sun Filled West End 1BR Apt.
1 bedroom, 1 queen bed
4–9 Nov
4.88 out of 5 average rating, 360 reviews
Top guest favourite
Tiny home in Scarborough
Cozy Tiny Cottage • 9mi Portland • 6mi Beach
1 bedroom, 2 beds
8–13 Nov
4.98 out of 5 average rating, 125 reviews
Top guest favourite
Room in Freeport
Freeport, Maine
1 queen bed
17–22 Oct
4.96 out of 5 average rating, 273 reviews
Guest favourite
Home in Westbrook
Cozy Maine Cottage • Near Jetport & Coast
3 bedrooms, 3 queen beds
24–29 Oct
4.89 out of 5 average rating, 624 reviews
Top guest favourite
Flat in Portland
Bright & Sunny West End Apartment.
2 bedrooms, 5 beds
24–29 Oct
4.94 out of 5 average rating, 612 reviews