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Search results; Over 1,000 homes in Portland

Top guest favorite
Apartment in Portland
Eclectic art-filled top-floor on Munjoy Hill
1 bedroom, 1 bed, 1 private bath
Sep 15 – 20
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4.94 out of 5 average rating, 161 reviews
Top guest favorite
Apartment in South Portland
Airy and walkable to Willard Beach
5.0 out of 5 average rating, 15 reviews, 2 bedrooms, 3 beds, 1 bath
Oct 28 – Nov 2
Top guest favorite
Apartment in Portland
Mansard ceilings, walkable to downtown Portland
4.96 out of 5 average rating, 480 reviews, 1 bedroom, 1 bed, 1 bath
Nov 20 – 25
Top guest favorite
Apartment in Portland
East End, 4 minutes from Casco Bay
4.93 out of 5 average rating, 698 reviews, 1 bedroom, 2 beds, 1 bath
Nov 13 – 18
Top guest favorite
Home in Cape Elizabeth
Oceanfront cottage with Portland Headlight views
5.0 out of 5 average rating, 35 reviews, 3 bedrooms, 3 beds, 1.5 baths
Nov 1 – 7
Guest favorite
Apartment in Portland
Luxury loft with local art, Old Port
4.9 out of 5 average rating, 48 reviews, 2 bedrooms, 2 beds, 2 baths
Aug 29 – Sep 3
Top guest favorite
Guesthouse in Saco
Brand-new studio with a 200 sq ft balcony
5.0 out of 5 average rating, 17 reviews, 1 bedroom, 2 beds, 1 bath
Sep 13 – 18
Top guest favorite
Treehouse in Pownal
A hand-crafted fox-shaped treehouse
4.99 out of 5 average rating, 186 reviews, 1 bedroom, 3 beds, 1 bath
Sep 13 – 18
Guest favorite
Apartment in Portland
Old Port loft with ocean views
4.95 out of 5 average rating, 60 reviews, 2 bedrooms, 2 beds, 2 baths
Oct 4 – 9
Top guest favorite
Place to stay in Portland
Harbor views and a Swedish sauna
4.92 out of 5 average rating, 1240 reviews, 2 bedrooms, 2 beds, 1 bath
Nov 16 – 21
Superhost
Room in South Portland
HomeAwhile - Extended Stay Suites
4.92 out of 5 average rating, 168 reviews, 2 beds, 1 bath
Aug 21 – 26
Top guest favorite
Condo in Portland
1891 home with White Mountain views
5.0 out of 5 average rating, 148 reviews, 1 bedroom, 2 beds, 1 bath
Aug 16 – 21
Top guest favorite
Guest suite in Saco
Quiet studio 2 miles from the beach
5.0 out of 5 average rating, 17 reviews, 1 bed, 1 bath
Oct 19 – 24
Home in Kennebunk
Heated pool and game room on 3 acres
5.0 out of 5 average rating, 4 reviews, 3 bedrooms, 8 beds, 2 baths
Oct 19 – 24
Top guest favorite
Apartment in Portland
Renovated 1893 home on Munjoy Hill
5.0 out of 5 average rating, 53 reviews, 2 bedrooms, 2 beds, 1 bath
Oct 22 – 27
Top guest favorite
Apartment in Portland
Harbor views from a top-floor deck
4.99 out of 5 average rating, 151 reviews, 2 bedrooms, 4 beds, 2 baths
Oct 25 – 30
Guest favorite
Apartment in Portland
Renovated unit, 10 minutes from downtown
4.96 out of 5 average rating, 143 reviews, 1 bedroom, 3 beds, 1 bath
Sep 19 – 24
Guest favorite
Cabin in Freeport
A-frame with a glass wall over woods
4.93 out of 5 average rating, 189 reviews, 1 bedroom, 1 bed, No bathroom
Aug 16 – 21
Top guest favorite
Barn in Portland
Waterfront barn with a river swing
5.0 out of 5 average rating, 487 reviews, 1 bed, 1 bath
Oct 29 – Nov 3