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Search results; Over 1,000 homes in Portland

Top guest favourite
Home in Portland
East End Unit
1 bedroom, 2 beds, 1 private bathroom
7–12 Nov
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4.94 out of 5 average rating, 190 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
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
Quiet Comfy Victorian Escape
2 bedrooms, 2 queen beds
2–7 Nov
4.96 out of 5 average rating, 224 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
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
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
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
Flat in Portland
Amazing Views! Perfect Location. Loft style feel.
1 bedroom, 1 king bed
10–15 Nov
4.98 out of 5 average rating, 654 reviews
Top guest favourite
Home in Portland
Fore River Getaway
3 bedrooms, 4 beds
13–18 Sept
4.99 out of 5 average rating, 106 reviews
Guest favourite
Bed and breakfast in South Portland
Spacious Room in Charming Antique Victorian - SOPO
1 bedroom, 1 queen bed
27 Oct – 1 Nov
4.88 out of 5 average rating, 498 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
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
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
Back Cove Retreat | Walk, Relax, Explore
2 bedrooms, 2 beds
26–31 Oct
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Flat in Portland
Glorious Getaway on the Eastern Promenade
2 bedrooms, 5 beds
18–23 Oct
4.93 out of 5 average rating, 653 reviews
Top guest favourite
Guest suite in Freeport
Studio Apartment in Freeport
3 beds
17–22 Oct
4.97 out of 5 average rating, 144 reviews
Top guest favourite
Guest house in Portland
Spacious & Convenient 2 Bd/1 bath w/ Free Parking
2 bedrooms, 3 beds
30 Oct – 4 Nov
4.96 out of 5 average rating, 522 reviews
Top guest favourite
Home in Portland
Wall St. Retreat: Family-Ready Portland Home
3 bedrooms, 4 beds
31 Oct – 5 Nov
5.0 out of 5 average rating, 30 reviews