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Search results; Over 1,000 homes in Portland

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Guest favourite
Loft in Portland
Large Loft—Walk to Breweries— Coffee Bar—King Bed
1 bedroom, 2 beds, 2 private bathrooms
11–16 Oct
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4.89 out of 5 average rating, 377 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, 3.5 bathrooms
16–21 Sept
4.92 out of 5 average rating, 229 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
12–17 Oct
4.96 out of 5 average rating, 178 reviews
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Superhost
Room in Portland
The Hope Island Room in Historic Downtown-Old Port
1 king bed, 1 bathroom
25–30 Oct
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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Superhost
Rooms in Portland
c1800 Loft Downtown/Walk to Old Port
4 bedrooms, 6 beds, 1 bathroom
25–30 Oct
5.0 out of 5 average rating, 3 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, 1 bathroom
7–12 Nov
5.0 out of 5 average rating, 31 reviews
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Top guest favourite
Guest house in Harpswell
The Bird House
2 bedrooms, 2 beds, 1 bathroom
12–17 Oct
5.0 out of 5 average rating, 9 reviews
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Top guest favourite
Guest house in Portland
Spacious & Convenient 2 Bd/1 bath w/ Free Parking
2 bedrooms, 3 beds, 1 bathroom
30 Oct – 4 Nov
4.96 out of 5 average rating, 522 reviews
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Top guest favourite
Barn in Portland
Garrison Cove Studio
1 bed, 1 bathroom
5–10 Nov
5.0 out of 5 average rating, 497 reviews
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Top guest favourite
Flat in Portland
The Howard on Munjoy Hill
1 bedroom, 1 queen bed, 1 bathroom
25–30 Oct
4.97 out of 5 average rating, 229 reviews
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Cottage in Portland
Cozy Renovated Home | Portland, ME
2 bedrooms, 2 beds, 2 bathrooms
1–6 Nov
5.0 out of 5 average rating, 4 reviews
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Top guest favourite
Cottage in Portland
4br2ba House+parking@PeacefulOasis on Munjoy Hill
4 bedrooms, 4 beds, 2 bathrooms
30 Nov – 5 Dec
4.97 out of 5 average rating, 304 reviews
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Top guest favourite
Guest suite in South Portland
Oceanfront with amazing views and private entrance
1 bedroom, 1 queen bed, 1 bathroom
2–7 Dec
4.99 out of 5 average rating, 905 reviews
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Top guest favourite
Flat in Portland
AMAZING! Working waterfront views, 94 walk score!
3 bedrooms, 4 beds, 2 bathrooms
25–30 Oct
4.95 out of 5 average rating, 394 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, 235 reviews
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Flat in Portland
Charming Victorian Home • West End • Parking
3 bedrooms, 3 beds, 1 bathroom
27 Sept – 2 Oct
5.0 out of 5 average rating, 4 reviews
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Top guest favourite
Room in Portland
Dog-friendly East End room w/private entrance
1 double bed, 1 bathroom
16–21 Oct
4.97 out of 5 average rating, 405 reviews
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Top guest favourite
Home in Portland
Historic Carriage House just steps from Casco Bay!
1 bedroom, 1 king bed, 2 bathrooms
30 Oct – 4 Nov
5.0 out of 5 average rating, 10 reviews