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Search results; Over 1,000 homes in Portland

Top guest favourite
Apartment in Portland
Top Of The Line Stay!
2 bedrooms, 2 beds, 1 private bathroom
26–31 Jul
,
4.95 out of 5 average rating, 137 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
Home in Falmouth
The little blue cottage
5.0 out of 5 average rating, 4 reviews, 2 beds, 1 bathroom
19–24 Jul
Top guest favourite
Flat in Portland
Thompson's Point Studio
5.0 out of 5 average rating, 109 reviews, 1 bedroom, 1 bed, 1 bathroom
19–24 Oct
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
Top guest favourite
Flat in Portland
Old Port Loft - 302
5.0 out of 5 average rating, 23 reviews, 1 bedroom, 2 beds, 1 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
30 Jul – 4 Aug
Top guest favourite
Room in Falmouth
Swedish Room in Foreside Farmhouse
4.93 out of 5 average rating, 110 reviews, 1 queen bed, 1 bathroom
14–19 Sept
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
Guest house in Saco
Brand-New Private Studio with Large Balcony – Saco
5.0 out of 5 average rating, 10 reviews, 1 bedroom, 2 beds, 1 bathroom
13–18 Oct
Top guest favourite
Flat in Portland
Peaks Island Master Bedroom Suite
4.99 out of 5 average rating, 221 reviews, 1 bedroom, 2 beds, 1 bathroom
4–9 Oct
Top guest favourite
Flat in Portland
The Howard on Munjoy Hill
4.98 out of 5 average rating, 210 reviews, 1 bedroom, 1 bed, 1 bathroom
16–21 Aug
Top guest favourite
Flat in Portland
Central-Local Studio in Vibrant Portland, Maine!
4.9 out of 5 average rating, 455 reviews, 1 bedroom, 1 bed, 1 bathroom
23–28 Nov
Superhost
Flat in Portland
Funky and Eclectic Parkside Apartment
5.0 out of 5 average rating, 5 reviews, 1 bedroom, 1 bed, 1 bathroom
27 Jul – 1 Aug
Top guest favourite
Tiny home in Freeport
Cozy Rock Cabin #thewaylifeshouldbe
4.99 out of 5 average rating, 380 reviews, 2 bedrooms, 2 beds, 1 bathroom
28 Aug – 2 Sept
Top guest favourite
Room in Biddeford
King Bedroom at Thistle Pond. Close to UNE & Beach
5.0 out of 5 average rating, 63 reviews, 1 king bed, 1 bathroom
2–7 Aug
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 Yarmouth
Private Guesthouse in the Woods
4.99 out of 5 average rating, 205 reviews, 1 bedroom, 2 beds, 1 bathroom
12–17 Oct
Superhost
Bed and breakfast in Portland
Aerie 2 reg:STHR-007375-2025 Peaks Island, Me
5.0 out of 5 average rating, 4 reviews, 1 bedroom, 1 bed, 1 bathroom
30 Aug – 4 Sept