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Search results; Over 1,000 homes in Portland

Guest favourite
Flat in Portland
Historic Home in the West End. Private Parking.
1 bedroom, 2 beds, 2 private bathrooms
18–23 Oct
,
4.94 out of 5 average rating, 683 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
2–7 Aug
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
31 Jul – 5 Aug
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
Superhost
Hotel room in Portland
Steps to Old Port | Hostel Bed in 8-Bed Coed Dorm
4.92 out of 5 average rating, 215 reviews, 1 bedroom, 8 beds, 3.5 bathrooms
19–24 Jul
Guest favourite
Cabin in Freeport
Large, luxurious geodesic dome - 08
4.98 out of 5 average rating, 48 reviews, 2 bedrooms, 2 beds, 1 bathroom
29 Jul – 3 Aug
Top 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
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
Top guest favourite
Loft in Portland
Sunny Arts Dist. Studio- Queen Bed & FREE Parking
4.94 out of 5 average rating, 795 reviews, 2 beds, 1 bathroom
25–30 Oct
Top guest favourite
Room in Freeport
Freeport, Maine
4.96 out of 5 average rating, 273 reviews, 1 queen bed, 1 bathroom
17–22 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
Downtown Historical Victorian 2 BR APT
4.98 out of 5 average rating, 227 reviews, 2 bedrooms, 2 beds, 1 bathroom
22–27 Aug
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
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
Guest favourite
Flat in Portland
Old Port Loft - 301
4.95 out of 5 average rating, 60 reviews, 2 bedrooms, 2 beds, 2 bathrooms
26–31 Jul
Top guest favourite
Flat in Portland
Quiet Comfy Victorian Escape
4.97 out of 5 average rating, 212 reviews, 2 bedrooms, 2 beds, 1 bathroom
17–22 Oct
Top guest favourite
Tiny home in Biddeford
Tiny house near the beach!
4.96 out of 5 average rating, 246 reviews, 2 bedrooms, 1 bed, 1 bathroom
12–17 Sept
Guest favourite
Flat in Portland
West End apartment with parking
4.97 out of 5 average rating, 68 reviews, 1 bedroom, 1 bed, 1 bathroom
21–26 Aug
Flat in Portland
Studio on Old Farm
5.0 out of 5 average rating, 4 reviews, 1 bedroom, 1 bed, 1 bathroom
29 Aug – 3 Sept