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Search results; Over 1,000 homes in Portland

Top guest favourite
Flat in Portland
Tower Suite: Pool, Hot Tub, W/D, Spa Bath, Prking
1 bedroom, 2 beds, 1 private bathroom
25–30 Aug
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4.99 out of 5 average rating, 358 reviews
Superhost
Room in South Portland
HomeAwhile - Extended Stay Suites
2 beds, 1 bathroom
23–28 Aug
4.91 out of 5 average rating, 178 reviews
Guest favourite
Home in Portland
Charming house near downtown and comfortable.
3 bedrooms, 3 beds, 1.5 bathrooms
4–9 Oct
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Treehouse in Pownal
The Copper Fox Treehouse
1 bedroom, 3 beds, 1 bathroom
13–18 Sept
4.99 out of 5 average rating, 187 reviews
Top guest favourite
Flat in Portland
Old Port Loft - 302
1 bedroom, 2 beds, 1 bathroom
23–28 Aug
5.0 out of 5 average rating, 27 reviews
Top guest favourite
Flat in Portland
The Howard on Munjoy Hill
1 bedroom, 1 queen bed, 1 bathroom
25–30 Oct
4.97 out of 5 average rating, 222 reviews
Top guest favourite
Flat in Portland
Old Port Loft -400
4 bedrooms, 5 beds, 3 bathrooms
30 Aug – 4 Sept
4.96 out of 5 average rating, 54 reviews
Top guest favourite
Flat in Portland
Peaks Island Master Bedroom Suite
1 bedroom, 2 beds, 1 bathroom
22–27 Oct
4.99 out of 5 average rating, 226 reviews
Top guest favourite
Flat in South Portland
Forest City Oasis and Spa/Beaches/Portland/Pets!
2 bedrooms, 3 beds, 1 bathroom
13–18 Sept
5.0 out of 5 average rating, 11 reviews
Superhost
Home in Portland
Historic Carriage House just steps from Casco Bay!
1 bedroom, 1 king bed, 2 bathrooms
6–11 Sept
5.0 out of 5 average rating, 4 reviews
Guest favourite
Cabin in Freeport
22-ft dome w/ stargazing loft and full bath - 08
2 bedrooms, 2 queen beds, 1 bathroom
30 Aug – 4 Sept
4.96 out of 5 average rating, 50 reviews
Guest favourite
Guest house in Falmouth
Garden Guesthouse in Falmouth, 5 mins to Portland
1 bedroom, 2 king beds, 1 bathroom
14–19 Sept
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Guest house in Portland
Spacious & Convenient 2 Bd/1 bath w/ Free Parking
2 bedrooms, 3 beds, 1 bathroom
11–16 Oct
4.96 out of 5 average rating, 520 reviews
Top guest favourite
Loft in Portland
Central Arts District Studio with Free Parking
1 queen bed, 1 bathroom
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, 1 bathroom
31 Aug – 5 Sept
4.99 out of 5 average rating, 74 reviews
Top guest favourite
Flat in South Portland
2 bedroom, 1 bath of coastal comfort & airy charm
2 bedrooms, 3 beds, 1 bathroom
3–8 Nov
5.0 out of 5 average rating, 17 reviews
Top guest favourite
Flat in Portland
West End Bright Spot with Parking.
1 bedroom, 2 beds, 1 bathroom
24–29 Oct
4.97 out of 5 average rating, 143 reviews
Guest favourite
Flat in Portland
Lovely studio in downtown Portland
1 king bed, 1 bathroom
1–6 Nov
4.88 out of 5 average rating, 302 reviews
Guest favourite
Flat in Portland
Two Bedroom Loft at Boyd Block
2 bedrooms, 2 king beds, 2 bathrooms
29 Aug – 3 Sept
4.9 out of 5 average rating, 51 reviews