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Search results; Over 1,000 homes in Portland

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Top guest favourite
Flat in Portland
Penthouse Two Master Waterfront Suite with Rooftop
2 bedrooms, 2 beds, 2.5 private bathrooms
29 Oct – 3 Nov
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4.97 out of 5 average rating, 155 reviews
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Top guest favourite
Flat in Portland
Charming Modern West End Gem
2 bedrooms, 2 beds, 1 bathroom
8–13 Nov
4.93 out of 5 average rating, 328 reviews
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Home in Portland
Lock's Nest on Peaks Island Maine
3 bedrooms, 3 beds, 1.5 bathrooms
1–6 Oct
5.0 out of 5 average rating, 3 reviews
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Hotel room in Portland
Peaceful Room in Portland Near Old Port District
1 bedroom, 2 queen beds, 1 bathroom
16–21 Oct
5.0 out of 5 average rating, 4 reviews
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Top guest favourite
Home in Portland
Stylish Home in the Heart of the East End
3 bedrooms, 3 beds, 2 bathrooms
15–20 Nov
4.97 out of 5 average rating, 77 reviews
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Guest favourite
Guest house in Falmouth
Garden Guesthouse in Falmouth, 5 mins to Portland
1 bedroom, 2 king beds, 1 bathroom
1–6 Oct
5.0 out of 5 average rating, 9 reviews
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Superhost
Rooms in Portland
Two Historic Downtown King Rooms w/Private Bath
2 bedrooms, 2 king beds, 1 bathroom
25–30 Oct
New place to stay
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Guest favourite
Home in Portland
Cheerful, Sunny, 3 Bedroom Island Home
3 bedrooms, 4 beds, 2 bathrooms
25–30 Oct
4.97 out of 5 average rating, 67 reviews
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Top guest favourite
Home in Portland
Waterfront-Beach Sunrise/Sunset Peaks Portland
2 bedrooms, 3 beds, 1.5 bathrooms
26–31 Oct
5.0 out of 5 average rating, 86 reviews
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Guest favourite
Hotel room in Portland
Steps to Old Port | Hostel Bed in 8-Bed Coed Dorm
1 bedroom, 4 bunk beds, 3.5 bathrooms
18–23 Oct
4.92 out of 5 average rating, 230 reviews
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Top guest favourite
Flat in Portland
Peaceful Oasis on Munjoy Hill -2nd flr/3BR+parking
3 bedrooms, 4 beds, 1 bathroom
22–27 Nov
4.97 out of 5 average rating, 691 reviews
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Guest favourite
Home in Portland
The East End
4 bedrooms, 4 beds, 3 bathrooms
14–19 Nov
4.93 out of 5 average rating, 200 reviews
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Top guest favourite
Cottage in Harpswell
Updated Historic Cottage, Private Waterfront, 5BR
5 bedrooms, 7 beds, 2 bathrooms
16–21 Oct
5.0 out of 5 average rating, 19 reviews
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Guest favourite
Flat in Cape Elizabeth
Portland + Cape Elizabeth + Beaches + luxurious!
2 bedrooms, 3 beds, 1 bathroom
17–22 Oct
4.92 out of 5 average rating, 700 reviews
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Guest favourite
Room in Falmouth
Cozy bedroom and bath in a Falmouth house
1 queen bed, 1 bathroom
12–17 Oct
4.95 out of 5 average rating, 113 reviews
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Top guest favourite
Flat in Portland
Bright and cozy Munjoy Hill neighborhood apartment
2 bedrooms, 2 queen beds, 1 bathroom
1–6 Nov
4.97 out of 5 average rating, 524 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
2–7 Oct
4.96 out of 5 average rating, 179 reviews
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Top guest favourite
Home in Old Orchard Beach
Luxury Home w/HOT TUB & Fire Pit
3 bedrooms, 3 beds, 2.5 bathrooms
25–30 Oct
4.96 out of 5 average rating, 236 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
18–23 Oct
4.97 out of 5 average rating, 29 reviews