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Search results; Over 1,000 homes in Portland

Top guest favourite
Loft in Portland
Downtown Penthouse Suite - Stunning Harbor Views
2 bedrooms, 2 beds, 2 private bathrooms
25–30 Oct
,
4.97 out of 5 average rating, 320 reviews
Superhost
Room in South Portland
HomeAwhile - Extended Stay Suites
2 beds, 1 bathroom
23–28 Aug
4.91 out of 5 average rating, 179 reviews
Top guest favourite
Place to stay in Portland
Top of Portland's Munjoy Hill
2 bedrooms, 2 beds, No bathroom
16–21 Nov
4.92 out of 5 average rating, 1242 reviews
Guest favourite
Flat in South Portland
The Wild Yard Home
1 bedroom, 1 king bed, 1 bathroom
2–7 Nov
4.89 out of 5 average rating, 46 reviews
Top guest favourite
Room in Freeport
Freeport, Maine
1 queen bed, 1 bathroom
24–29 Oct
4.96 out of 5 average rating, 280 reviews
Top guest favourite
Room in Freeport
Aynsley-A short walk to shops and has Wifi
1 queen bed, 1.5 bathrooms
15–20 Sept
4.99 out of 5 average rating, 70 reviews
Top guest favourite
Guest suite in South Portland
Oceanfront with amazing views and private entrance
1 bedroom, 1 queen bed, 1 bathroom
2–7 Dec
4.99 out of 5 average rating, 902 reviews
Top guest favourite
Barn in Portland
Garrison Cove Studio
1 bed, 1 bathroom
29 Oct – 3 Nov
5.0 out of 5 average rating, 489 reviews
Guest favourite
Room in North Yarmouth
Conveniently located, quiet, in a wooded setting
1 queen bed, 1 bathroom
22–27 Aug
4.82 out of 5 average rating, 119 reviews
Top guest favourite
Room in Biddeford
King Bedroom at Thistle Pond. Close to UNE & Beach
1 king bed, 1 bathroom
31 Aug – 5 Sept
4.99 out of 5 average rating, 74 reviews
Top guest favourite
Tiny home in Durham
Crow’s Nest Tiny House at Old Crow Ranch
1 bedroom, 2 beds, 1 bathroom
7–12 Sept
4.99 out of 5 average rating, 396 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
4.94 out of 5 average rating, 203 reviews
Top guest favourite
Yurt in Chebeague Island
Yurt on Chebeague Island
1 bedroom, 1 queen bed, 1 bathroom
21–26 Aug
4.98 out of 5 average rating, 198 reviews
Top guest favourite
Room in Portland
Aerie 2 reg:STHR-007375-2025 Peaks Island, Me
1 bed, 1 bathroom
30 Aug – 4 Sept
5.0 out of 5 average rating, 9 reviews
Guest favourite
Flat in Portland
Extraordinary Architectural Masterpiece Downtown
1 bedroom, 1 bed, 1 bathroom
29 Oct – 3 Nov
4.94 out of 5 average rating, 758 reviews
Top guest favourite
Flat in Portland
Quiet Comfy Victorian Escape
2 bedrooms, 2 queen beds, 1 bathroom
2–7 Nov
4.97 out of 5 average rating, 218 reviews
Top guest favourite
Tiny home in Scarborough
Cozy Tiny Cottage • 9mi Portland • 6mi Beach
1 bedroom, 2 beds, 1 bathroom
3–8 Nov
4.98 out of 5 average rating, 130 reviews
Top guest favourite
Flat in Portland
RETRO BnB in the Heart of East End Portland
1 bedroom, 1 queen bed, 1 bathroom
28 Oct – 2 Nov
4.96 out of 5 average rating, 565 reviews
Top guest favourite
Loft in Portland
Sunny Arts Dist. Studio- Queen Bed & FREE Parking
2 beds, 1 bathroom
31 Oct – 5 Nov
4.94 out of 5 average rating, 798 reviews