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Search results; Over 1,000 homes in Portland

Top guest favourite
Home in Portland
Explore Portland from a 18th-Century Victorian
1 bedroom, 1 bed, 1 private bathroom
13–18 Jul
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4.95 out of 5 average rating, 370 reviews
Top guest favourite
Cabin in Freeport
The Maine Frame | Modern A-Frame Cabin in Freeport
2 bedrooms, 2 beds, 1 bathroom
8–13 Nov
5.0 out of 5 average rating, 130 reviews
Top guest favourite
Home in Freeport
Mermaid's Chair | Private Beach | Hot Tub
2 bedrooms, 2 beds, 1.5 bathrooms
25–30 Oct
5.0 out of 5 average rating, 10 reviews
Home in Old Orchard Beach
Entire home in Old Orchard Beach
3 bedrooms, 5 beds, 2 bathrooms
7–12 Sept
New place to stay
Flat in Portland
Studio on Old Farm
1 bedroom, 1 bed, 1 bathroom
24–29 Aug
New place to stay
Top guest favourite
Flat in Portland
Peaks Island Master Bedroom Suite
1 bedroom, 2 beds, 1 bathroom
16–21 Aug
4.99 out of 5 average rating, 212 reviews
Top guest favourite
Flat in Portland
Thompson's Point Studio
1 bedroom, 1 queen bed, 1 bathroom
12–17 Oct
5.0 out of 5 average rating, 102 reviews
Guest favourite
Flat in Portland
Modern Studio Loft w/ Parking in Perfect Location
1 queen bed, 1 bathroom
25–30 Oct
4.95 out of 5 average rating, 763 reviews
Guest favourite
Flat in Portland
Cozy Two Bedroom West End
2 bedrooms, 2 queen beds, 1 bathroom
1–6 Jul
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Room in Portland
Comfy room with Private Bath in 1884 Portland Home
1 queen bed, 1 bathroom
4–9 Dec
4.87 out of 5 average rating, 77 reviews
Home in Portland
Newly Renovated • Group-Friendly • On-Site Parking
3 bedrooms, 3 beds, 2 bathrooms
4–9 Jul
5.0 out of 5 average rating, 3 reviews
Guest favourite
Apartment in Portland
First Floor Portland Condo 3 Bed 2 Bath + Parking
3 bedrooms, 3 beds, 2 bathrooms
26–31 Jul
4.96 out of 5 average rating, 347 reviews
Top guest favourite
Flat in Portland
Quiet Cozy Victorian Delight
2 bedrooms, 2 queen beds, 1 bathroom
6–11 Sept
4.91 out of 5 average rating, 299 reviews
Top guest favourite
Flat in Portland
Sophisticated Charm at an unbeatable price!
2 bedrooms, 2 beds, 1 bathroom
11–16 Nov
4.92 out of 5 average rating, 634 reviews
Top guest favourite
Room in Freeport
Freeport, Maine
1 queen bed, 1 bathroom
17–22 Oct
4.96 out of 5 average rating, 267 reviews
Top guest favourite
Flat in Portland
Sunny 2-bedroom in Portland, ME
2 bedrooms, 2 beds, 1 bathroom
3–8 Jul
4.95 out of 5 average rating, 74 reviews
Top guest favourite
Guest suite in Portland
Updated Studio Apartment
1 bedroom, 1 queen bed, 1 bathroom
13–18 Sept
4.99 out of 5 average rating, 90 reviews
Top guest favourite
Flat in Portland
Historic Home in the West End. Private Parking.
1 bedroom, 2 beds, 2 bathrooms
18–23 Oct
4.94 out of 5 average rating, 680 reviews
Top guest favourite
Home in Portland
Home in Portland
4 bedrooms, 9 beds, 1.5 bathrooms
30 Oct – 4 Nov
5.0 out of 5 average rating, 23 reviews