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Search results; Over 1,000 homes in Portland

Guest favourite
Flat in Portland
Beachy 1BR Atop Munjoy Hill+Steps to Eastern Prom
1 bedroom, 1 bed, 1 private bathroom
15–20 Nov
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4.85 out of 5 average rating, 314 reviews
Top guest favourite
Home in Portland
Cheerful, Sunny, 3 Bedroom Island Home
3 bedrooms, 4 beds
20–25 Sept
4.97 out of 5 average rating, 67 reviews
Cottage in Portland
Cozy Renovated Home | Portland, ME
2 bedrooms, 2 beds
1–6 Nov
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Barn in Portland
Garrison Cove Studio
1 bed
5–10 Nov
5.0 out of 5 average rating, 495 reviews
Top guest favourite
Home in Freeport
Mermaid's Chair | Private Beach | Hot Tub
2 bedrooms, 2 beds
30 Oct – 4 Nov
5.0 out of 5 average rating, 18 reviews
Top guest favourite
Flat in Portland
Amazing Views! Perfect Location. Loft style feel.
1 bedroom, 1 king bed
6–11 Nov
4.98 out of 5 average rating, 654 reviews
Top guest favourite
Flat in Portland
Old Port Loft -400
4 bedrooms, 5 beds
13–18 Sept
4.96 out of 5 average rating, 57 reviews
Top guest favourite
Flat in Portland
Quiet Comfy Victorian Escape
2 bedrooms, 2 queen beds
2–7 Nov
4.96 out of 5 average rating, 223 reviews
Top guest favourite
Flat in Portland
Captain Axel's Sophisticated Ocean View Getaway!
1 bedroom, 1 queen bed
23–28 Oct
4.99 out of 5 average rating, 68 reviews
Top guest favourite
Flat in Portland
Large Sunny Apartment Near Downtown/Arts District
1 bedroom, 1 queen bed
20–25 Nov
4.96 out of 5 average rating, 483 reviews
Guest favourite
Flat in Portland
Historic + Modern, Sun Filled West End 1BR Apt.
1 bedroom, 1 queen bed
14–19 Nov
4.88 out of 5 average rating, 373 reviews
Top guest favourite
Flat in Portland
PortJoy Living
2 bedrooms, 2 queen beds
26–31 Oct
5.0 out of 5 average rating, 59 reviews
Guest favourite
Flat in Portland
Stylish 3BR/2BA Close to Downtown with Parking
3 bedrooms, 3 queen beds
25–30 Oct
4.92 out of 5 average rating, 317 reviews
Top guest favourite
Flat in Portland
1-bedroom unit (3 beds) with free parking
1 bedroom, 3 beds
1–6 Nov
4.96 out of 5 average rating, 150 reviews
Top guest favourite
Flat in Portland
Stylish Condo in Downtown Portland w/ Private Yard
1 bedroom, 1 queen bed
25–30 Oct
5.0 out of 5 average rating, 31 reviews
Top guest favourite
Home in Portland
Easy Old Port Access & Casco Bay View Craftsman
6 bedrooms, 10 beds
26–31 Oct
4.97 out of 5 average rating, 264 reviews
Top guest favourite
Cabin in Freeport
The Maine Frame | Modern A-Frame Cabin in Freeport
2 bedrooms, 2 beds
28 Nov – 3 Dec
5.0 out of 5 average rating, 153 reviews
Top guest favourite
Loft in Portland
Downtown Penthouse Suite - Stunning Harbor Views
2 bedrooms, 2 queen beds
25–30 Oct
4.97 out of 5 average rating, 322 reviews
Guest favourite
Flat in Portland
Adorable getaway on the Eastern Promenade
1 bedroom, 2 beds
15–20 Nov
4.93 out of 5 average rating, 705 reviews