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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
8–13 Sept
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4.93 out of 5 average rating, 61 reviews
Guest favourite
Flat in South Portland
Peaceful & minutes from Old Port w/private parking
1 bedroom, 2 beds, 1 bathroom
27 Sept – 2 Oct
4.91 out of 5 average rating, 85 reviews
Top guest favourite
Flat in Portland
Comfy Munjoy Hill Getaway with Private Entrance
1 bedroom, 2 beds, 1 bathroom
30 Aug – 4 Sept
4.98 out of 5 average rating, 176 reviews
Top guest favourite
Guest suite in South Portland
Oceanfront with amazing views and private entrance
1 bedroom, 1 queen bed, 1 bathroom
1–6 Nov
4.99 out of 5 average rating, 896 reviews
Top guest favourite
Guest suite in Portland
Joyful Munjoy Hill Garden Suite
1 bedroom, 2 beds, 1 bathroom
11–16 Nov
4.96 out of 5 average rating, 225 reviews
Top guest favourite
Flat in Portland
Peaceful Munjoy Hill | Walkable + Charming
1 bedroom, 1 queen bed, 1 bathroom
29 Aug – 3 Sept
4.99 out of 5 average rating, 281 reviews
Top guest favourite
Home in Freeport
Mermaid's Chair | Private Beach | Hot Tub
2 bedrooms, 2 beds, 1.5 bathrooms
27 Oct – 1 Nov
5.0 out of 5 average rating, 16 reviews
Guest favourite
Flat in Portland
Lovely studio in downtown Portland
1 king bed, 1 bathroom
1–6 Nov
4.89 out of 5 average rating, 297 reviews
Top guest favourite
Flat in Portland
Stylish Condo in Downtown Portland w/ Private Yard
1 bedroom, 1 queen bed, 1 bathroom
16–21 Oct
5.0 out of 5 average rating, 24 reviews
Top guest favourite
Flat in Portland
Quiet Comfy Victorian Escape
2 bedrooms, 2 queen beds, 1 bathroom
19–24 Oct
4.97 out of 5 average rating, 216 reviews
Flat in Portland
2BR Munjoy Hill w/ AC, walk to town & promenade
2 bedrooms, 2 queen beds, 1 bathroom
25–30 Oct
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Flat in Portland
The Howard on Munjoy Hill
1 bedroom, 1 queen bed, 1 bathroom
23–28 Oct
4.98 out of 5 average rating, 216 reviews
Top guest favourite
Flat in Portland
Airy+Modern Studio + Portland's Historic West End!
1 bedroom, 1 queen bed, 1 bathroom
3–8 Nov
4.9 out of 5 average rating, 423 reviews
Top guest favourite
Guest house in Portland
Tiny Cottage Hideaway, close to everything
1 bedroom, 1 queen bed, 1 bathroom
14–19 Sept
4.97 out of 5 average rating, 173 reviews
Guest favourite
Flat in Portland
Extraordinary Architectural Masterpiece Downtown
1 bedroom, 1 bed, 1 bathroom
24–29 Oct
4.94 out of 5 average rating, 755 reviews
Top guest favourite
Flat in Portland
Lovely 1 Bedroom West End Flat
1 bedroom, 1 queen bed, 1 bathroom
13–18 Oct
4.97 out of 5 average rating, 95 reviews
Top guest favourite
Flat in Portland
Charming Modern West End Gem
2 bedrooms, 2 beds, 1 bathroom
14–19 Nov
4.93 out of 5 average rating, 313 reviews
Guest favourite
Cabin in Yarmouth
Woodland Cottage
1 queen bed, 1 bathroom
4–9 Oct
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Guest suite in Scarborough
Completely Private Guest Suite Near Higgins Beach
1 bedroom, 1 queen bed, 1 bathroom
13–18 Sept
4.93 out of 5 average rating, 199 reviews