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Search results; Over 1,000 homes in Portland

Guest favourite
Flat in Portland
1875 West End Victorian | EV Charging + Parking
2 bedrooms, 2 beds, 1 private bathroom
2–7 Aug
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4.86 out of 5 average rating, 511 reviews
Top guest favourite
Home in Freeport
Mermaid's Chair | Private Beach | Hot Tub
5.0 out of 5 average rating, 15 reviews, 2 bedrooms, 2 beds, 1.5 bathrooms
23–28 Oct
Guest favourite
Flat in Portland
1-bedroom unit (3 beds) with free parking
4.96 out of 5 average rating, 143 reviews, 1 bedroom, 3 beds, 1 bathroom
1–6 Nov
Top guest favourite
Cabin in Gray
Chickadee Cottage
5.0 out of 5 average rating, 11 reviews, 2 bedrooms, 4 beds, 1 bathroom
14–19 May
Guest favourite
Room in South Portland
HomeAwhile - Extended Stay Suites
4.93 out of 5 average rating, 137 reviews, 2 beds, 1 bathroom
14–19 Aug
Top guest favourite
Home in Portland
Wall St. Retreat: Family-Ready Portland Home
5.0 out of 5 average rating, 20 reviews, 3 bedrooms, 4 beds, 2 bathrooms
25–30 Oct
Top guest favourite
Flat in Portland
Compact & Complete in residential neighborhood
4.97 out of 5 average rating, 236 reviews, 1 bedroom, 4 beds, 1 bathroom
1–6 Jan
Guest favourite
Island in Frye Island
Cozy Island Cottage
4.83 out of 5 average rating, 64 reviews, 3 bedrooms, 4 beds, 1.5 bathrooms
9–14 Aug
Top guest favourite
Flat in Portland
Sophisticated Charm at an unbeatable price!
4.92 out of 5 average rating, 642 reviews, 2 bedrooms, 2 beds, 1 bathroom
14–19 Nov
Top guest favourite
Cottage in Portland
4br2ba House+parking@PeacefulOasis on Munjoy Hill
4.97 out of 5 average rating, 286 reviews, 4 bedrooms, 4 beds, 2 bathrooms
29 Oct – 3 Nov
Top guest favourite
Place to stay in Portland
Top of Portland's Munjoy Hill
4.92 out of 5 average rating, 1229 reviews, 2 bedrooms, 2 beds, 1 bathroom
16–21 Nov
Flat in Portland
2BR Munjoy Hill w/ AC, walk to town & promenade
5.0 out of 5 average rating, 7 reviews, 2 bedrooms, 2 beds, 1 bathroom
6–11 Sept
Home in Kennebunk
Private, family friendly getaway.
5.0 out of 5 average rating, 4 reviews, 3 bedrooms, 8 beds, 2 bathrooms
28 Sept – 3 Oct
Top guest favourite
Flat in Portland
Hidden Garden Apartment in Portlands West End
4.94 out of 5 average rating, 266 reviews, 1 bedroom, 2 beds, 1 bathroom
4–9 Nov
Top guest favourite
Flat in Portland
Quiet Comfy Victorian Escape
4.97 out of 5 average rating, 214 reviews, 2 bedrooms, 2 beds, 1 bathroom
17–22 Oct
Top guest favourite
Apartment in Portland
First Floor Portland Condo 3 Bed 2 Bath + Parking
4.96 out of 5 average rating, 357 reviews, 3 bedrooms, 3 beds, 2 bathrooms
10–15 Aug
Flat in Portland
Studio on Old Farm
5.0 out of 5 average rating, 4 reviews, 1 bedroom, 1 bed, 1 bathroom
28 Sept – 3 Oct
Top guest favourite
Guest suite in Saco
Private studio located 2 miles from the beach.
5.0 out of 5 average rating, 12 reviews, 1 bed, 1 bathroom
20–25 Dec
Flat in Portland
A quintessential Portland getaway.
5.0 out of 5 average rating, 3 reviews, 2 bedrooms, 2 beds, 1 bathroom
3–8 Aug