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Search results; Over 1,000 homes in Portland

Guest favourite
Boutique hotel in Portland
Historic King Room in Boutique Hotel
1 bedroom, 1 bed, 1 shared bathroom
16–21 Aug
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4.93 out of 5 average rating, 61 reviews
Guest favourite
Room in South Portland
HomeAwhile - Extended Stay Suites
4.93 out of 5 average rating, 137 reviews, 2 beds, 1 bathroom
16–21 Aug
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
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
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
Top guest favourite
Home in Falmouth
The little blue cottage
5.0 out of 5 average rating, 7 reviews, 2 beds, 1 bathroom
8–13 Sept
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 Portland
Wall St. Retreat: Family-Ready Portland Home
5.0 out of 5 average rating, 21 reviews, 3 bedrooms, 4 beds, 2 bathrooms
25–30 Oct
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
Top guest favourite
Room in Freeport
Freeport, Maine
4.96 out of 5 average rating, 275 reviews, 1 queen bed, 1 bathroom
17–22 Oct
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
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
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
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
Top guest favourite
Flat in South Portland
Second floor 3BR/2BA Near Willard Beach & Portland
4.92 out of 5 average rating, 13 reviews, 3 bedrooms, 4 beds, 1.5 bathrooms
20–25 Oct
Top guest favourite
Home in Portland
East End Unit
4.94 out of 5 average rating, 178 reviews, 1 bedroom, 2 beds, 1 bathroom
8–13 Nov
Home in Westbrook
Cozy Cape in the Brook
New place to stay, 2 bedrooms, 3 beds, 1 bathroom
10–15 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