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Search results; Over 1,000 homes in Portland

Top guest favourite
Flat in Portland
Portland Island View 2BR Apt. Views of Casco Bay
2 bedrooms, 2 beds, 1 shared bathroom
28 Aug – 2 Sept
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4.96 out of 5 average rating, 121 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
19–24 Jul
Top guest favourite
Cabin in Freeport
Cozy, secluded geodesic dome - 27
4.93 out of 5 average rating, 56 reviews, 1 bedroom, 1 bed, No bathroom
29 Jul – 3 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
Guest favourite
Guest house in Saco
Brand-New Private Studio with Large Balcony – Saco
5.0 out of 5 average rating, 9 reviews, 1 bedroom, 2 beds, 1 bathroom
7–12 Sept
Top guest favourite
Tiny home in Portland
The Garden Cabin Tiny Home
4.95 out of 5 average rating, 538 reviews, 1 bedroom, 1 bed, 1.5 bathrooms
1–6 Dec
Top guest favourite
Room in Biddeford
King Bedroom at Thistle Pond. Close to UNE & Beach
5.0 out of 5 average rating, 61 reviews, 1 king bed, 1 bathroom
2–7 Aug
Flat in Portland
Studio on Old Farm
5.0 out of 5 average rating, 3 reviews, 1 bedroom, 1 bed, 1 bathroom
29 Aug – 3 Sept
Guest favourite
Cabin in Freeport
Large, luxurious geodesic dome - 07
4.97 out of 5 average rating, 38 reviews, 2 bedrooms, 2 beds, 1 bathroom
31 Jul – 5 Aug
Top guest favourite
Home in Portland
Explore Portland from a 18th-Century Victorian
4.95 out of 5 average rating, 371 reviews, 1 bedroom, 1 bed, 1 bathroom
13–18 Jul
Top guest favourite
Flat in Portland
Peaks Island Master Bedroom Suite
4.99 out of 5 average rating, 220 reviews, 1 bedroom, 2 beds, 1 bathroom
4–9 Oct
Top guest favourite
Flat in Portland
RETRO BnB in the Heart of East End Portland
4.96 out of 5 average rating, 555 reviews, 1 bedroom, 1 bed, 1 bathroom
25–30 Oct
Top guest favourite
Guest house in Portland
Spacious & Convenient 2 Bd/1 bath w/ Free Parking
4.96 out of 5 average rating, 517 reviews, 2 bedrooms, 3 beds, 1 bathroom
26–31 Aug
Guest favourite
Home in Biddeford
Luxurious Beachfront New England Home
4.93 out of 5 average rating, 40 reviews, 3 bedrooms, 5 beds, 2.5 bathrooms
1–6 Aug
Guest favourite
Flat in Portland
West End apartment with parking
4.97 out of 5 average rating, 68 reviews, 1 bedroom, 1 bed, 1 bathroom
21–26 Aug
Top guest favourite
Room in Portland
Dog-friendly East End room w/private entrance
4.97 out of 5 average rating, 394 reviews, 1 double bed, 1 bathroom
18–23 Sept
Guest favourite
Hotel room in Portland
Luxury One Bedroom Loft in Portland’s Old Port
4.93 out of 5 average rating, 231 reviews, 1 bedroom, 2 beds, 1 bathroom
12–17 Jul
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
Top guest favourite
Tiny home in Scarborough
Cozy Tiny Cottage • 9mi Portland • 6mi Beach
4.98 out of 5 average rating, 125 reviews, 1 bedroom, 2 beds, 1 bathroom
8–13 Nov