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Search results; Over 1,000 homes in Portland

Top guest favourite
Boutique hotel in Portland
The Library | Guestroom 6
1 bedroom, 1 bed, 1 bathroom
11–16 Oct
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4.97 out of 5 average rating, 75 reviews
Guest favourite
Flat in South Portland
Peaceful & minutes from Old Port w/private parking
4.91 out of 5 average rating, 85 reviews, 1 bedroom, 2 beds, 1 bathroom
27 Sept – 2 Oct
Top guest favourite
Flat in Portland
Comfy Munjoy Hill Getaway with Private Entrance
4.98 out of 5 average rating, 176 reviews, 1 bedroom, 2 beds, 1 bathroom
30 Aug – 4 Sept
Top guest favourite
Guest suite in South Portland
Oceanfront with amazing views and private entrance
4.99 out of 5 average rating, 896 reviews, 1 bedroom, 1 bed, 1 bathroom
1–6 Nov
Top guest favourite
Guest suite in Portland
Joyful Munjoy Hill Garden Suite
4.96 out of 5 average rating, 225 reviews, 1 bedroom, 2 beds, 1 bathroom
11–16 Nov
Top guest favourite
Flat in Portland
Peaceful Munjoy Hill | Walkable + Charming
4.99 out of 5 average rating, 281 reviews, 1 bedroom, 1 bed, 1 bathroom
29 Aug – 3 Sept
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
27 Oct – 1 Nov
Guest favourite
Flat in Portland
Lovely studio in downtown Portland
4.89 out of 5 average rating, 297 reviews, 1 bed, 1 bathroom
1–6 Nov
Top guest favourite
Flat in Portland
Downtown Historical Victorian 2 BR APT
4.98 out of 5 average rating, 228 reviews, 2 bedrooms, 2 beds, 1 bathroom
13–18 Sept
Top guest favourite
Flat in Portland
Stylish Condo in Downtown Portland w/ Private Yard
5.0 out of 5 average rating, 24 reviews, 1 bedroom, 1 bed, 1 bathroom
7–12 Oct
Guest favourite
Flat in Portland
Extraordinary Architectural Masterpiece Downtown
4.94 out of 5 average rating, 755 reviews, 1 bedroom, 1 bed, 1 bathroom
24–29 Oct
Guest favourite
Room in South Portland
HomeAwhile - Extended Stay Suites
4.92 out of 5 average rating, 160 reviews, 2 beds, 1 bathroom
16–21 Aug
Top guest favourite
Guest house in Portland
Tiny Cottage Hideaway, close to everything
4.97 out of 5 average rating, 172 reviews, 1 bedroom, 1 bed, 1 bathroom
14–19 Sept
Top guest favourite
Flat in Portland
Quiet Comfy Victorian Escape
4.97 out of 5 average rating, 216 reviews, 2 bedrooms, 2 beds, 1 bathroom
19–24 Oct
Flat in Portland
2BR Munjoy Hill w/ AC, walk to town & promenade
5.0 out of 5 average rating, 8 reviews, 2 bedrooms, 2 beds, 1 bathroom
25–30 Oct
Top guest favourite
Flat in Portland
The Howard on Munjoy Hill
4.98 out of 5 average rating, 216 reviews, 1 bedroom, 1 bed, 1 bathroom
23–28 Oct
Top guest favourite
Flat in Portland
Sophisticated Charm at an unbeatable price!
4.92 out of 5 average rating, 643 reviews, 2 bedrooms, 2 beds, 1 bathroom
14–19 Nov
Top guest favourite
Flat in Portland
Airy+Modern Studio + Portland's Historic West End!
4.9 out of 5 average rating, 423 reviews, 1 bedroom, 1 bed, 1 bathroom
3–8 Nov
Top guest favourite
Flat in Portland
Lovely 1 Bedroom West End Flat
4.97 out of 5 average rating, 95 reviews, 1 bedroom, 1 bed, 1 bathroom
13–18 Oct