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Search results; Over 1,000 homes in Portland

Top guest favourite
Apartment in Portland
Renovated Exchange St. Loft w/Free Parking
2 bedrooms, 2 beds, 1 private bathroom
8–13 Nov
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4.88 out of 5 average rating, 538 reviews
Top guest favourite
Home in Portland
Stylish Home in the Heart of the East End
3 bedrooms, 3 beds
15–20 Nov
4.97 out of 5 average rating, 75 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
Home in Cape Elizabeth
"Periwinkle" ~ a Charming Oceanfront Cottage
3 bedrooms, 3 beds
1–7 Apr
5.0 out of 5 average rating, 39 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
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
Cottage in Portland
Cozy Renovated Home | Portland, ME
2 bedrooms, 2 beds
1–6 Nov
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Flat in Portland
Old Port Loft -400
4 bedrooms, 5 beds
3–8 Oct
4.96 out of 5 average rating, 57 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
Top guest favourite
Flat in Portland
1-bedroom unit (3 beds) with free parking
1 bedroom, 3 beds
1–6 Nov
4.95 out of 5 average rating, 151 reviews
Top guest favourite
Flat in Portland
Luxury Retreat In Back Cove | 10 Min to Downtown
2 bedrooms, 3 beds
13–18 Sept
5.0 out of 5 average rating, 113 reviews
Guest favourite
Flat in Portland
Back Cove Retreat | Walk, Relax, Explore
2 bedrooms, 2 beds
26–31 Oct
5.0 out of 5 average rating, 5 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
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
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, 484 reviews
Top guest favourite
Flat in Portland
Harborview - Curated East End Escape w/ Parking
2 bedrooms, 4 beds
25–30 Oct
4.99 out of 5 average rating, 154 reviews
Top guest favourite
Cabin in Freeport
Chickadee A-Frame
3 bedrooms, 3 beds
11–16 Oct
4.98 out of 5 average rating, 88 reviews
Guest favourite
Hotel room in Portland
Two Bedroom Loft featuring Curated Local Art
2 bedrooms, 3 beds
2–7 Nov
5.0 out of 5 average rating, 81 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