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Search results; Over 1,000 homes in Portland

Superhost
Loft in Portland
Large Loft—Walk to Breweries— Coffee Bar—King Bed
1 bedroom, 2 beds, 2 private bathrooms
26 Sept – 1 Oct
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4.89 out of 5 average rating, 368 reviews
Superhost
Room in South Portland
HomeAwhile - Extended Stay Suites
2 beds
20–25 Aug
4.91 out of 5 average rating, 177 reviews
Guest favourite
Home in Portland
Charming house near downtown and comfortable.
3 bedrooms, 3 beds
4–9 Oct
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Flat in Portland
Old Port Loft - 302
1 bedroom, 2 beds
23–28 Aug
5.0 out of 5 average rating, 26 reviews
Superhost
Home in Portland
Historic Carriage House just steps from Casco Bay!
1 bedroom, 1 king bed
6–11 Sept
5.0 out of 5 average rating, 4 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, 222 reviews
Top guest favourite
Flat in Portland
Peaks Island Master Bedroom Suite
1 bedroom, 2 beds
22–27 Oct
4.99 out of 5 average rating, 226 reviews
Guest favourite
Guest house in Falmouth
Garden Guesthouse in Falmouth, 5 mins to Portland
1 bedroom, 2 king beds
14–19 Sept
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Flat in South Portland
Forest City Oasis and Spa/Beaches/Portland/Pets!
2 bedrooms, 3 beds
13–18 Sept
5.0 out of 5 average rating, 11 reviews
Top guest favourite
Flat in Portland
Old Port Loft -400
4 bedrooms, 5 beds
30 Aug – 4 Sept
4.96 out of 5 average rating, 54 reviews
Top guest favourite
Cabin in Freeport
Chickadee A-Frame
3 bedrooms, 3 beds
24–29 Oct
4.98 out of 5 average rating, 82 reviews
Guest favourite
Home in Portland
Humble abode
3 bedrooms, 3 beds
17–22 Aug
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Loft in Portland
Central Arts District Studio with Free Parking
1 queen bed
15–20 Nov
4.94 out of 5 average rating, 765 reviews
Top guest favourite
Room in Biddeford
King Bedroom at Thistle Pond. Close to UNE & Beach
1 king bed
31 Aug – 5 Sept
4.99 out of 5 average rating, 74 reviews
Top guest favourite
Flat in Portland
West End Bright Spot with Parking.
1 bedroom, 2 beds
24–29 Oct
4.97 out of 5 average rating, 143 reviews
Top guest favourite
Guest house in Portland
Spacious & Convenient 2 Bd/1 bath w/ Free Parking
2 bedrooms, 3 beds
11–16 Oct
4.96 out of 5 average rating, 520 reviews
Top guest favourite
Home in Portland
Fore River Getaway
3 bedrooms, 4 beds
13–18 Sept
4.99 out of 5 average rating, 103 reviews
Top guest favourite
Flat in South Portland
2 bedroom, 1 bath of coastal comfort & airy charm
2 bedrooms, 3 beds
3–8 Nov
5.0 out of 5 average rating, 17 reviews
Top guest favourite
Loft in Portland
Downtown Penthouse Suite - Stunning Harbor Views
2 bedrooms, 2 queen beds
25–30 Oct
4.97 out of 5 average rating, 320 reviews