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Search results; Over 1,000 homes in Portland

Boutique hotel in Portland
King Room with Balcony
1 bedroom, 1 bed, No bathroom
2–7 Aug
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Guest favourite
Room in South Portland
HomeAwhile - Extended Stay Suites
2 beds
14–19 Aug
4.93 out of 5 average rating, 137 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, 139 reviews
Home in Portland
Walton Home
3 bedrooms, 3 beds
9–14 Aug
New place to stay
Top guest favourite
Treehouse in Pownal
The Copper Fox Treehouse
1 bedroom, 3 beds
26–31 Aug
4.99 out of 5 average rating, 180 reviews
Flat in Portland
A quintessential Portland getaway.
2 bedrooms, 2 beds
3–8 Aug
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in Portland
Stylish Home in the Heart of the East End
3 bedrooms, 3 beds
15–20 Nov
4.97 out of 5 average rating, 62 reviews
Guest favourite
Flat in Portland
Old Port Gem- 2 BR Loft/418 Fore St
2 bedrooms, 2 queen beds
2–7 Aug
4.94 out of 5 average rating, 16 reviews
Top guest favourite
Flat in Portland
Large Sunny Apartment Near Downtown/Arts District
1 bedroom, 1 queen bed
23–28 Nov
4.96 out of 5 average rating, 475 reviews
Top guest favourite
Flat in Portland
Charming West End Victorian
1 bedroom, 3 beds
31 Oct – 5 Nov
4.95 out of 5 average rating, 450 reviews
Home in Portland
Charming house near downtown and comfortable.
3 bedrooms, 3 beds
9–14 Aug
New place to stay
Top guest favourite
Flat in Portland
tHE nEST AT gRAY St. # 2
4 bedrooms, 5 beds
2–7 Nov
5.0 out of 5 average rating, 43 reviews
Guest favourite
Island in Frye Island
Cozy Island Cottage
3 bedrooms, 4 beds
9–14 Aug
4.83 out of 5 average rating, 64 reviews
Top guest favourite
Flat in Portland
The Yankee Dugout
2 bedrooms, 3 beds
23–28 Aug
4.98 out of 5 average rating, 191 reviews
Top guest favourite
Home in Portland
East End Unit
1 bedroom, 2 beds
8–13 Nov
4.94 out of 5 average rating, 177 reviews
Top guest favourite
Flat in Portland
Cozy East End 2 Bdrm. with Private Entrance
2 bedrooms, 2 queen beds
27 Sept – 2 Oct
4.97 out of 5 average rating, 578 reviews
Top guest favourite
Home in Portland
Wall St. Retreat: Family-Ready Portland Home
3 bedrooms, 4 beds
25–30 Oct
5.0 out of 5 average rating, 20 reviews
Top guest favourite
Flat in Portland
Historic + Modern, Sun Filled West End 1BR Apt.
1 bedroom, 1 queen bed
4–9 Nov
4.88 out of 5 average rating, 361 reviews
Top guest favourite
Apartment in Portland
Charming 2-Bedroom Back Cove Retreat
2 bedrooms, 2 queen beds
22–27 Aug
4.98 out of 5 average rating, 96 reviews