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Search results; Over 1,000 homes in Portland

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Guest favourite
Apartment in Portland
First Floor Portland Condo 3 Bed 2 Bath + Parking
3 bedrooms, 3 beds, 2 private bathrooms
20–25 Oct
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4.95 out of 5 average rating, 376 reviews
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Superhost
Hotel room in Portland
Steps to Old Port | Hostel Bed in 8-Bed Coed Dorm
1 bedroom, 4 bunk beds
16–21 Sept
4.92 out of 5 average rating, 229 reviews
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Top guest favourite
Flat in Portland
Central-Local Studio in Vibrant Portland, Maine!
1 bedroom, 1 queen bed
7–12 Dec
4.9 out of 5 average rating, 468 reviews
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Guest favourite
Home in Portland
Cheerful, Sunny, 3 Bedroom Island Home
3 bedrooms, 4 beds
25–30 Oct
4.97 out of 5 average rating, 67 reviews
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Superhost
Rooms in Portland
Two Historic Downtown King Rooms w/Private Bath
2 bedrooms, 2 king beds
25–30 Oct
New place to stay
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Top guest favourite
Loft in Portland
Spacious Arts District Studio with Free Parking
1 queen bed
2–7 Nov
4.95 out of 5 average rating, 863 reviews
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Top guest favourite
Home in Portland
East End Unit
1 bedroom, 2 beds
7–12 Nov
4.94 out of 5 average rating, 191 reviews
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Top guest favourite
Flat in Portland
Old Port Penthouse Suite - Amazing Harbor Views
2 bedrooms, 2 queen beds
26–31 Oct
4.97 out of 5 average rating, 327 reviews
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Top guest favourite
Cottage in Portland
Classic Peaks Island Cottage - 5 min walk to Ferry
3 bedrooms, 4 beds
20–25 Sept
5.0 out of 5 average rating, 75 reviews
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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, 32 reviews
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Top guest favourite
Flat in Portland
West End Bright Spot with Parking.
1 bedroom, 2 beds
16–21 Nov
4.97 out of 5 average rating, 148 reviews
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Top guest favourite
Flat in Portland
Peaks Island Master Bedroom Suite
1 bedroom, 2 beds
22–27 Oct
4.99 out of 5 average rating, 232 reviews
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Guest favourite
Holiday home in Portland
Heron's Perch on Peaks' Island
4 bedrooms, 8 beds
20–25 Sept
4.95 out of 5 average rating, 42 reviews
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Guest favourite
Flat in Portland
Lovely 4 Bedroom with free parking
4 bedrooms, 5 beds
20–25 Sept
4.86 out of 5 average rating, 206 reviews
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Cottage in Portland
Cozy Renovated Home | Portland, ME
2 bedrooms, 2 beds
1–6 Nov
5.0 out of 5 average rating, 4 reviews
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Top guest favourite
Home in Cape Elizabeth
Pastoral Tranquil Walk to Trails Dining Shopping
3 bedrooms, 4 beds
19–24 Oct
5.0 out of 5 average rating, 40 reviews
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Top guest favourite
Home in Freeport
Mermaid's Chair | Private Beach | Hot Tub
2 bedrooms, 2 queen beds
30 Oct – 4 Nov
4.95 out of 5 average rating, 19 reviews
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Top guest favourite
Flat in Portland
FABULOUS! Working waterfront views. 94 walk score.
6 bedrooms, 8 beds
25–30 Oct
4.96 out of 5 average rating, 156 reviews
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Top guest favourite
Home in Portland
Top Deck - Portland Property with Views!
3 bedrooms, 10 beds
25–30 Oct
4.92 out of 5 average rating, 304 reviews