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Search results; Over 1,000 homes in Portland

Guest favourite
Apartment in Portland
First Floor Portland Condo 3 Bed 2 Bath + Parking
3 bedrooms, 3 beds, 2 private bathrooms
20–25 Oct
,
4.95 out of 5 average rating, 376 reviews
Top guest favourite
Flat in Portland
Central-Local Studio in Vibrant Portland, Maine!
1 bedroom, 1 queen bed
21–26 Dec
4.9 out of 5 average rating, 468 reviews
Guest favourite
Flat in Portland
Extraordinary Architectural Masterpiece Downtown
1 bedroom, 1 bed
27 Nov – 2 Dec
4.94 out of 5 average rating, 765 reviews
Top guest favourite
Home in Portland
Waterfront-Beach Sunrise/Sunset Peaks Portland
2 bedrooms, 3 beds
19–24 Oct
5.0 out of 5 average rating, 86 reviews
Top guest favourite
Flat in Portland
Amazing Views! Perfect Location. Loft style feel.
1 bedroom, 1 king bed
16–21 Nov
4.98 out of 5 average rating, 654 reviews
Top guest favourite
Flat in Portland
Sophisticated Charm at an unbeatable price!
2 bedrooms, 2 beds
9–14 Nov
4.92 out of 5 average rating, 655 reviews
Top guest favourite
Home in Portland
East End Unit
1 bedroom, 2 beds
7–12 Nov
4.94 out of 5 average rating, 190 reviews
Top guest favourite
Barn in Portland
Garrison Cove Studio
1 bed
5–10 Nov
5.0 out of 5 average rating, 496 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
Flat in Portland
Large Sunny Apartment Near Downtown/Arts District
1 bedroom, 1 queen bed
1–6 Dec
4.96 out of 5 average rating, 484 reviews
Superhost
Flat in Portland
Prom Queen
2 bedrooms, 2 queen beds
25–30 Oct
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in Portland
Historic Carriage House just steps from Casco Bay!
1 bedroom, 1 king bed
30 Oct – 4 Nov
5.0 out of 5 average rating, 10 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
Flat in South Portland
2 bedroom, 1 bath of coastal comfort & airy charm
2 bedrooms, 3 beds
7–12 Nov
5.0 out of 5 average rating, 27 reviews
Top guest favourite
Flat in Portland
Captain Axel's Sophisticated Ocean View Getaway!
1 bedroom, 1 queen bed
28 Oct – 2 Nov
4.99 out of 5 average rating, 68 reviews
Top guest favourite
Cabin in Freeport
Chickadee A-Frame
3 bedrooms, 3 beds
18–23 Dec
4.98 out of 5 average rating, 89 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, 499 reviews
Top guest favourite
Room in South Portland
Serene Wooded Oasis Near Portland & Beaches
1 king bed
21–26 Oct
4.98 out of 5 average rating, 131 reviews