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Search results; Over 1,000 homes in Portland

Guest favourite
Apartment in Portland
Waterfront Two Master Suite Penthouse with Rooftop
2 bedrooms, 2 beds, 2.5 private bathrooms
3–8 Oct
,
4.97 out of 5 average rating, 249 reviews
Superhost
Room in South Portland
HomeAwhile - Extended Stay Suites
2 beds, 1 bathroom
23–28 Aug
4.92 out of 5 average rating, 166 reviews
Guest favourite
Flat in Portland
Two Bedroom Loft at Boyd Block
2 bedrooms, 2 king beds, 2 bathrooms
29 Aug – 3 Sept
4.91 out of 5 average rating, 47 reviews
Top guest favourite
Flat in Portland
Peaks Island Master Bedroom Suite
1 bedroom, 2 beds, 1 bathroom
19–24 Oct
4.99 out of 5 average rating, 223 reviews
Top guest favourite
Flat in South Portland
2 bedroom, 1 bath of coastal comfort & airy charm
2 bedrooms, 3 beds, 1 bathroom
28 Oct – 2 Nov
5.0 out of 5 average rating, 15 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, 216 reviews
Top guest favourite
Tiny home in Scarborough
Southern Maine Tiny Home Cottage
1 bedroom, 2 beds, 1 bathroom
30 Oct – 4 Nov
5.0 out of 5 average rating, 76 reviews
Guest favourite
Guest suite in Portland
Large, spacious, and eclectic Room, Private Bath
1 bedroom, 1 queen bed, 1 bathroom
26–31 Oct
4.89 out of 5 average rating, 747 reviews
Top guest favourite
Tiny home in Freeport
Cozy Rock Cabin #thewaylifeshouldbe
2 bedrooms, 2 beds, 1 bathroom
28 Aug – 2 Sept
4.99 out of 5 average rating, 386 reviews
Guest favourite
Flat in Portland
Modern Studio Loft w/ Parking in Perfect Location
1 queen bed, 1 bathroom
2–7 Nov
4.95 out of 5 average rating, 776 reviews
Top guest favourite
Flat in Portland
Old Port Loft - 302
1 bedroom, 2 beds, 1 bathroom
16–21 Aug
5.0 out of 5 average rating, 24 reviews
Top guest favourite
Flat in Portland
Old Port Loft -400
4 bedrooms, 5 beds, 3 bathrooms
30 Aug – 4 Sept
4.96 out of 5 average rating, 53 reviews
Top guest favourite
Flat in Portland
The Howard on Munjoy Hill
1 bedroom, 1 queen bed, 1 bathroom
25–30 Oct
4.97 out of 5 average rating, 220 reviews
Top guest favourite
Loft in Portland
Downtown Penthouse Suite - Stunning Harbor Views
2 bedrooms, 2 queen beds, 2 bathrooms
13–18 Sept
4.97 out of 5 average rating, 317 reviews
Home in Westbrook
Cozy Cape in the Brook
2 bedrooms, 3 beds, 1 bathroom
23–28 Aug
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Cabin in Freeport
Chickadee A-Frame
3 bedrooms, 3 beds, 2 bathrooms
18–23 Oct
4.98 out of 5 average rating, 82 reviews
Top guest favourite
Flat in South Portland
Forest City Oasis and Spa/Beaches/Portland/Pets!
2 bedrooms, 3 beds, 1 bathroom
13–18 Sept
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Guest house in Portland
Spacious & Convenient 2 Bd/1 bath w/ Free Parking
2 bedrooms, 3 beds, 1 bathroom
20–25 Sept
4.96 out of 5 average rating, 520 reviews
Top guest favourite
Flat in Portland
Apt in Victorian Mansion w/ Hot Tub, Parking, Pool
1 bedroom, 2 beds, 1 bathroom
16–21 Aug
4.97 out of 5 average rating, 512 reviews