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Search results; Over 1,000 homes in Portland

Top guest favourite
Tiny home in Portland
The Garden Cabin Tiny Home
1 bedroom, 1 bed, 1.5 private bathrooms
1–6 Dec
,
4.95 out of 5 average rating, 547 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
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
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
Room in South Portland
Serene Wooded Oasis Near Portland & Beaches
1 king bed, 1.5 bathrooms
1–6 Sept
4.98 out of 5 average rating, 121 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, 15 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
Guest favourite
Room in Portland
Private guest room in cheerful home near airport
1 queen bed, 1.5 bathrooms
8–13 Oct
4.91 out of 5 average rating, 104 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, 224 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, 562 reviews
Top guest favourite
Flat in Portland
Stylish Condo in Downtown Portland w/ Private Yard
1 bedroom, 1 queen bed, 1 bathroom
7–12 Oct
5.0 out of 5 average rating, 24 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
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
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, 172 reviews
Top guest favourite
Room in Portland
Waterview loft w/balcony/king/pr bath/spacious
1 king bed, 1 bathroom
27 Aug – 1 Sept
4.97 out of 5 average rating, 358 reviews
Superhost
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, 4 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, 215 reviews
Top guest favourite
Flat in Portland
Compact & Complete in residential neighborhood
1 bedroom, 4 beds, 1 bathroom
1–6 Jan
4.97 out of 5 average rating, 236 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