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Search results; Over 1,000 homes in Portland

Guest favourite
Cottage in Portland
Cozy Urban Cottage on Munjoy Hill
2 bedrooms, 2 beds, 1.5 private bathrooms
19–24 Sept
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4.92 out of 5 average rating, 356 reviews
Guest favourite
Room in South Portland
HomeAwhile - Extended Stay Suites
4.93 out of 5 average rating, 137 reviews, 2 beds, 1 bathroom
2–7 Aug
Top guest favourite
Treehouse in Pownal
The Copper Fox Treehouse
4.99 out of 5 average rating, 183 reviews, 1 bedroom, 3 beds, 1 bathroom
28 Aug – 2 Sept
Flat in Portland
A quintessential Portland getaway.
5.0 out of 5 average rating, 4 reviews, 2 bedrooms, 2 beds, 1 bathroom
9–14 Aug
Top guest favourite
Flat in Portland
Charming West End Victorian
4.95 out of 5 average rating, 450 reviews, 1 bedroom, 3 beds, 1 bathroom
31 Oct – 5 Nov
Home in Portland
Walton Home
New place to stay, 3 bedrooms, 3 beds, 1 bathroom
9–14 Aug
Top guest favourite
Flat in Portland
Large Sunny Apartment Near Downtown/Arts District
4.96 out of 5 average rating, 475 reviews, 1 bedroom, 1 bed, 1 bathroom
23–28 Nov
Top guest favourite
Flat in Portland
tHE nEST AT gRAY St. # 2
5.0 out of 5 average rating, 43 reviews, 4 bedrooms, 5 beds, 2 bathrooms
2–7 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
Flat in Portland
Cozy East End 2 Bdrm. with Private Entrance
4.97 out of 5 average rating, 580 reviews, 2 bedrooms, 2 beds, 1 bathroom
27 Sept – 2 Oct
Top guest favourite
Flat in Portland
Thompson's Point Studio
5.0 out of 5 average rating, 117 reviews, 1 bedroom, 1 bed, 1 bathroom
30 Oct – 4 Nov
Superhost
Hotel room in Portland
Steps to Old Port | Hostel Bed in 8-Bed Coed Dorm
4.92 out of 5 average rating, 217 reviews, 1 bedroom, 8 beds, 3.5 bathrooms
8–13 Aug
Top guest favourite
Guest suite in Saco
Private studio located 2 miles from the beach.
5.0 out of 5 average rating, 13 reviews, 1 bed, 1 bathroom
20–25 Dec
Top guest favourite
Home in Old Orchard Beach
Luxury Home w/HOT TUB & Fire Pit
4.96 out of 5 average rating, 224 reviews, 3 bedrooms, 3 beds, 2.5 bathrooms
1–6 Nov
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
Tiny home in Scarborough
Southern Maine Tiny Home Cottage
5.0 out of 5 average rating, 74 reviews, 1 bedroom, 2 beds, 1 bathroom
25–30 Sept
Boat in Portland
Stay Aboard Enchanted – Your Dockside Getaway
5.0 out of 5 average rating, 3 reviews, 2 bedrooms, 1 bed, 1 bathroom
2–7 Aug
Top guest favourite
Room in Biddeford
King Bedroom at Thistle Pond. Close to UNE & Beach
5.0 out of 5 average rating, 64 reviews, 1 king bed, 1 bathroom
16–21 Aug
Top guest favourite
Flat in Portland
Historic + Modern, Sun Filled West End 1BR Apt.
4.88 out of 5 average rating, 362 reviews, 1 bedroom, 1 bed, 1 bathroom
4–9 Nov