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Search results; Over 1,000 homes in Portland

Top guest favorite
Apartment in Portland
Casco Bay views from a Victorian carriage house
1 bedroom, 1 bed, 1 private bath
Dec 29 – Jan 3
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4.98 out of 5 average rating, 159 reviews
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
Loft in Portland
Arts District loft with free parking
4.94 out of 5 average rating, 765 reviews, 1 bed, 1 bath
Nov 15 – 20
Top guest favorite
Tiny home in Scarborough
Brand-new with a fireplace, 6mi from beach
4.98 out of 5 average rating, 130 reviews, 1 bedroom, 2 beds, 1 bath
Nov 3 – 8
Top guest favorite
Guest suite in Scarborough
Renovated suite in a charming antique home
4.94 out of 5 average rating, 202 reviews, 1 bedroom, 1 bed, 1 bath
Sep 13 – 18
Top guest favorite
Apartment in Portland
Architect-designed eco-suite with soaking tub
5.0 out of 5 average rating, 111 reviews, 2 bedrooms, 3 beds, 1 bath
Sep 13 – 18
Top guest favorite
Apartment in Portland
Renovated Victorian near Deering Park
4.97 out of 5 average rating, 217 reviews, 2 bedrooms, 2 beds, 1 bath
Nov 2 – 7
Guest favorite
Room in Falmouth
Secluded wooded lot, 5 min from Portland
4.83 out of 5 average rating, 166 reviews, 1 queen bed, 1 bath
Aug 16 – 21
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
Room in Freeport
Walk to shops in historic Freeport
4.99 out of 5 average rating, 223 reviews, 1 queen bed, 1.5 baths
Aug 16 – 21
Apartment in Portland
Bright apartment atop Munjoy Hill
New place to stay, 2 bedrooms, 2 beds, 1 bath
Aug 18 – 23
Top guest favorite
Tiny home in Portland
Garden cabin with a fire pit
4.95 out of 5 average rating, 552 reviews, 1 bedroom, 1 bed, 1.5 baths
Dec 1 – 6
Top guest favorite
Room in Biddeford
Quiet 2-acre lot overlooking a pond
4.99 out of 5 average rating, 72 reviews, 1 king bed, 1 bath
Aug 31 – Sep 5
Superhost
Room in South Portland
HomeAwhile - Extended Stay Suites
4.92 out of 5 average rating, 170 reviews, 2 beds, 1 bath
Aug 20 – 25
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
Oct 26 – 31
Top guest favorite
Apartment in Portland
Rooftop deck loft with exposed beams
4.92 out of 5 average rating, 72 reviews, 1 bedroom, 2 beds, 1 bath
Oct 26 – 31
Top guest favorite
Home in Portland
East End, minutes from the waterfront
4.94 out of 5 average rating, 183 reviews, 1 bedroom, 2 beds, 1 bath
Nov 7 – 12
Top guest favorite
Home in South Portland
Private entrance on a flower farm
5.0 out of 5 average rating, 42 reviews, 1 bedroom, 1 bed, 1 bath
Sep 7 – 12
Top guest favorite
Apartment in Portland
Victorian mansion with a year-round hot tub
4.97 out of 5 average rating, 512 reviews, 1 bedroom, 2 beds, 1 bath
Aug 29 – Sep 3