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Search results; Over 1,000 homes in Portland

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Superhost
Hotel room in Portland
Romantic Getaway Near Scenic Waterfront Views!
1 bedroom, 1 private bathroom
14–19 Sept
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4.87 out of 5 average rating, 38 reviews
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Top guest favourite
Flat in Portland
Old Port Loft -400
4 bedrooms, 5 beds, 3 bathrooms
6–11 Sept
4.96 out of 5 average rating, 55 reviews
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Home in Cape Elizabeth
Crescent Meadows
3 bedrooms, 5 beds, 2 bathrooms
7–12 Sept
New place to stay
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Home in Portland
Lock's Nest on Peaks Island Maine
3 bedrooms, 3 beds, 1.5 bathrooms
20–25 Sept
5.0 out of 5 average rating, 3 reviews
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Top guest favourite
Home in Portland
"Good Vibes" 4 Wonderful Seasons @ Portland Home!
3 bedrooms, 5 beds, 1.5 bathrooms
18–23 Oct
4.97 out of 5 average rating, 174 reviews
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Top guest favourite
Home in Portland
Modern Portland House - Minutes to the Old Port!
3 bedrooms, 3 beds, 1.5 bathrooms
6–11 Sept
5.0 out of 5 average rating, 16 reviews
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Top guest favourite
Flat in South Portland
Stylish New Apartment Near Willard Beach w/ Yard
4 bedrooms, 5 beds, 2 bathrooms
20–25 Sept
4.99 out of 5 average rating, 84 reviews
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Top guest favourite
Flat in Portland
2 Floor 4 Bed/2 Bath Unit STHR0037112021
4 bedrooms, 6 beds, 2 bathrooms
7–12 Sept
5.0 out of 5 average rating, 87 reviews
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Top guest favourite
Flat in Portland
Old Port Gem- 2 BR Loft/418 Fore St
2 bedrooms, 2 queen beds, 1 bathroom
12–17 Sept
4.96 out of 5 average rating, 26 reviews
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Guest favourite
Home in Falmouth
Large Historic 7 Bedroom home with Pool & Hot Tub
7 bedrooms, 10 beds, 3 bathrooms
27 Sept – 2 Oct
4.88 out of 5 average rating, 118 reviews
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Home in Cape Elizabeth
Pastoral Tranquil Walk to Trails Dining Shopping
3 bedrooms, 4 beds, 1 bathroom
19–24 Oct
5.0 out of 5 average rating, 39 reviews
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Home in Portland
Easy Old Port Access & Casco Bay View Craftsman
6 bedrooms, 10 beds, 3 bathrooms
26–31 Oct
4.97 out of 5 average rating, 264 reviews
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Top guest favourite
Home in Portland
Ocean Paradise Sunrise/Sunset Peaks Portland
2 bedrooms, 3 beds, 1.5 bathrooms
7–12 Sept
5.0 out of 5 average rating, 86 reviews
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Top guest favourite
Apartment in Portland
First Floor Portland Condo 3 Bed 2 Bath + Parking
3 bedrooms, 3 beds, 2 bathrooms
20–25 Oct
4.96 out of 5 average rating, 371 reviews
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Guest favourite
Flat in Portland
West End | 1st Floor 3BR | Parking: Gull's Landing
3 bedrooms, 3 beds, 1 bathroom
26–31 Oct
4.98 out of 5 average rating, 621 reviews
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Top guest favourite
Flat in Portland
Glorious Getaway on the Eastern Promenade
2 bedrooms, 5 beds, 1 bathroom
25–30 Oct
4.93 out of 5 average rating, 650 reviews
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Top guest favourite
Cottage in Harpswell
Updated 1890s Cottage, Private Waterfront, Firepit
5 bedrooms, 7 beds, 2 bathrooms
9–14 Sept
5.0 out of 5 average rating, 16 reviews
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Flat in Portland
Comfortable Apartment top of Munjoy Hill
2 bedrooms, 2 beds, 1 bathroom
21–26 Sept
5.0 out of 5 average rating, 3 reviews
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Top guest favourite
Guest suite in Portland
Sunset Suite 42
2 bedrooms, 2 queen beds, 1 bathroom
11–16 Oct
5.0 out of 5 average rating, 238 reviews