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Search results; Over 1,000 homes in Portland

Top guest favourite
Flat in Portland
Urban Seaside Retreat- East End Overlook Casco Bay
1 bedroom, 1 bed, 1 private bathroom
19–24 Jul
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4.98 out of 5 average rating, 156 reviews
Guest favourite
Hotel in South Portland
HomeAwhile - Extended Stay Suites
1 bedroom, 2 beds
2–7 Aug
4.93 out of 5 average rating, 137 reviews
Superhost
Hotel room in Portland
Steps to Old Port | Hostel Bed in 8-Bed Coed Dorm
1 bedroom, 4 bunk beds
19–24 Jul
4.92 out of 5 average rating, 215 reviews
Guest favourite
Cabin in Freeport
Cozy romantic A-frame by a woodland stream - 25
1 bedroom, 1 queen bed
26–31 Jul
4.92 out of 5 average rating, 184 reviews
Top guest favourite
Tiny home in Portland
The Garden Cabin Tiny Home
1 bedroom, 1 double bed
1–6 Dec
4.95 out of 5 average rating, 541 reviews
Top guest favourite
Loft in Portland
Sunny Arts Dist. Studio- Queen Bed & FREE Parking
2 beds
25–30 Oct
4.94 out of 5 average rating, 795 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
Guest favourite
Cabin in Freeport
22-ft dome w/ stargazing loft and full bath - 08
2 bedrooms, 2 queen beds
29 Jul – 3 Aug
4.96 out of 5 average rating, 49 reviews
Home in Falmouth
The little blue cottage
2 beds
8–13 Sept
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Room in Freeport
Freeport, Maine
1 queen bed
17–22 Oct
4.96 out of 5 average rating, 273 reviews
Top guest favourite
Apartment in Portland
First Floor Portland Condo 3 Bed 2 Bath + Parking
3 bedrooms, 3 beds
16–21 Aug
4.96 out of 5 average rating, 355 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, 112 reviews
Top 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, 11 reviews
Top guest favourite
Flat in Portland
Sunny 2-bedroom in Portland, ME
2 bedrooms, 2 beds
30 Aug – 4 Sept
4.95 out of 5 average rating, 80 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
Top guest favourite
Flat in Portland
Peaks Island Master Bedroom Suite
1 bedroom, 2 beds
19–24 Oct
4.99 out of 5 average rating, 221 reviews
Top guest favourite
Cabin in Freeport
Glamping cabin w/ kitchenette & full bath - 17
1 bedroom, 2 beds
9–14 Aug
5.0 out of 5 average rating, 55 reviews
Top guest favourite
Flat in Portland
Bright & Sunny West End Apartment.
2 bedrooms, 5 beds
25–30 Oct
4.94 out of 5 average rating, 613 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