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Search results; Over 1,000 homes in Portland

Top guest favourite
Flat in Portland
Urban Seaside Retreat- East End Overlook Casco Bay
1 bedroom, 1 bed, 1 private bathroom
30 Aug – 4 Sept
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4.98 out of 5 average rating, 151 reviews
Featured hotel
Hotel in Portland
Queen room private hall bathroom
1 bedroom, 1 queen bed, 1 bathroom
24–29 Aug
New place to stay
Top guest favourite
Guest suite in Portland
Sunset Suite 42
2 bedrooms, 2 queen beds, 1 bathroom
23–28 Aug
5.0 out of 5 average rating, 223 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, 104 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, 11 reviews
Top guest favourite
Home in Old Orchard Beach
The Whale Residence
2 bedrooms, 3 beds, 1 bathroom
2–7 Nov
5.0 out of 5 average rating, 24 reviews
Top guest favourite
Room in Freeport
Freeport, Maine
1 queen bed, 1 bathroom
15–20 Sept
4.96 out of 5 average rating, 270 reviews
Top guest favourite
Flat in Portland
The Yankee Dugout
2 bedrooms, 3 beds, 1 bathroom
7–12 Aug
4.98 out of 5 average rating, 183 reviews
Top guest favourite
Place to stay in Biddeford
Guest suite in Biddeford with 3 beds
1 bedroom, 3 beds, 1 bathroom
5–10 Jul
5.0 out of 5 average rating, 72 reviews
Guest house in Saco
Brand-New Private Studio with Large Balcony – Saco
1 bedroom, 2 beds, 1 bathroom
7–12 Sept
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Home in Cape Elizabeth
Pastoral Tranquil Walkable To Trails Shopping
3 bedrooms, 4 beds, 1 bathroom
20–25 Jul
5.0 out of 5 average rating, 29 reviews
Top guest favourite
Loft in Portland
Spacious Arts District Studio with Free Parking
1 queen bed, 1 bathroom
29 Oct – 3 Nov
4.95 out of 5 average rating, 828 reviews
Home in Windham
Lakeside escape in a family-friendly neighborhood.
2 bedrooms, 3 beds, 1 bathroom
6–11 Jul
New place to stay
Home in Portland
Historic West End Townhouse with Expansive Garden
4 bedrooms, 4 beds, 3.5 bathrooms
1–6 Jul
New place to stay
Superhost
Flat in Cape Elizabeth
1BR Apartment w/ Private Sauna Near Beach
1 bedroom, 2 beds, 1 bathroom
4–9 Jul
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Flat in Portland
Bright and cozy Munjoy Hill neighborhood apartment
2 bedrooms, 2 queen beds, 1 bathroom
29 Oct – 3 Nov
4.96 out of 5 average rating, 507 reviews
Top guest favourite
Flat in Portland
Old Port Loft - 302
1 bedroom, 2 beds, 1 bathroom
19–24 Jul
5.0 out of 5 average rating, 21 reviews
Guest favourite
Flat in Portland
1-bedroom unit (3 beds) with free parking
1 bedroom, 3 beds, 1 bathroom
17–22 Sept
4.96 out of 5 average rating, 138 reviews
Top guest favourite
Flat in Portland
Sunny 2-bedroom in Portland, ME
2 bedrooms, 2 beds, 1 bathroom
30 Aug – 4 Sept
4.95 out of 5 average rating, 75 reviews