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Search results; Over 1,000 homes in Portland

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
Home in Falmouth
The little blue cottage
2 beds
19–24 Jul
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Flat in Portland
Thompson's Point Studio
1 bedroom, 1 queen bed
19–24 Oct
5.0 out of 5 average rating, 109 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
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
30 Jul – 4 Aug
4.93 out of 5 average rating, 56 reviews
Top guest favourite
Room in Falmouth
Swedish Room in Foreside Farmhouse
1 queen bed
14–19 Sept
4.93 out of 5 average rating, 110 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
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, 10 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
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
Top guest favourite
Flat in Portland
RETRO BnB in the Heart of East End Portland
1 bedroom, 1 queen bed
25–30 Oct
4.96 out of 5 average rating, 555 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, 63 reviews
Superhost
Flat in Portland
Funky and Eclectic Parkside Apartment
1 bedroom, 1 king bed
27 Jul – 1 Aug
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Tiny home in Freeport
Cozy Rock Cabin #thewaylifeshouldbe
2 bedrooms, 2 beds
28 Aug – 2 Sept
4.99 out of 5 average rating, 380 reviews
Top guest favourite
Guest house in Yarmouth
Private Guesthouse in the Woods
1 bedroom, 2 beds
12–17 Oct
4.99 out of 5 average rating, 205 reviews
Superhost
Bed and breakfast in Portland
Aerie 2 reg:STHR-007375-2025 Peaks Island, Me
1 bedroom, 1 bed
30 Aug – 4 Sept
5.0 out of 5 average rating, 4 reviews
Guest favourite
Flat in Portland
Spacious 1BR w/ In-Unit Laundry
1 bedroom, 2 beds
19–24 Jul
4.91 out of 5 average rating, 138 reviews