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Search results; Over 1,000 homes in Portland

Guest favourite
Hotel room in Portland
Explore Old Port | Private Hostel Room for 3
1 bedroom, 2 beds, 3.5 shared bathrooms
12–17 Sept
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4.92 out of 5 average rating, 149 reviews
Top guest favourite
Flat in Portland
Quiet Comfy Victorian Escape
2 bedrooms, 2 queen beds
2–7 Nov
4.97 out of 5 average rating, 216 reviews
Superhost
Room in South Portland
HomeAwhile - Extended Stay Suites
2 beds
23–28 Aug
4.92 out of 5 average rating, 166 reviews
Top guest favourite
Guest house in Saco
Brand-New Private Studio with Large Balcony – Saco
1 bedroom, 2 beds
26–31 Oct
5.0 out of 5 average rating, 17 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, 223 reviews
Guest favourite
Guest suite in Portland
Large, spacious, and eclectic Room, Private Bath
1 bedroom, 1 queen bed
26–31 Oct
4.89 out of 5 average rating, 747 reviews
Top guest favourite
Cabin in Freeport
The Maine Frame | Modern A-Frame Cabin in Freeport
2 bedrooms, 2 beds
14–19 Nov
5.0 out of 5 average rating, 144 reviews
Top guest favourite
Treehouse in Pownal
The Copper Fox Treehouse
1 bedroom, 3 beds
13–18 Sept
4.99 out of 5 average rating, 186 reviews
Top guest favourite
Tiny home in Scarborough
Cozy Tiny Cottage • 9mi Portland • 6mi Beach
1 bedroom, 2 beds
25–30 Aug
4.98 out of 5 average rating, 129 reviews
Top guest favourite
Room in Biddeford
King Bedroom at Thistle Pond. Close to UNE & Beach
1 king bed
16–21 Aug
4.99 out of 5 average rating, 71 reviews
Guest favourite
Flat in Portland
1-bedroom unit (3 beds) with free parking
1 bedroom, 3 beds
19–24 Sept
4.96 out of 5 average rating, 143 reviews
Top guest favourite
Flat in South Portland
2 bedroom, 1 bath of coastal comfort & airy charm
2 bedrooms, 3 beds
28 Oct – 2 Nov
5.0 out of 5 average rating, 15 reviews
Top guest favourite
Tiny home in Scarborough
Southern Maine Tiny Home Cottage
1 bedroom, 2 beds
30 Oct – 4 Nov
5.0 out of 5 average rating, 76 reviews
Guest favourite
Loft in Portland
Spacious Arts District Studio with Free Parking
1 queen bed
25–30 Oct
4.95 out of 5 average rating, 844 reviews
Top guest favourite
Flat in Portland
The Howard on Munjoy Hill
1 bedroom, 1 queen bed
25–30 Oct
4.97 out of 5 average rating, 220 reviews
Top guest favourite
Flat in Portland
Old Port Loft - 302
1 bedroom, 2 beds
16–21 Aug
5.0 out of 5 average rating, 24 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, 386 reviews
Top guest favourite
Flat in Portland
Bright and cozy Munjoy Hill neighborhood apartment
2 bedrooms, 2 queen beds
1–6 Nov
4.97 out of 5 average rating, 516 reviews
Top guest favourite
Apartment in Portland
Mary J. Eastburn House - Baxter Suite
1 bedroom, 2 beds
16–21 Aug
5.0 out of 5 average rating, 148 reviews