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Search results; Over 1,000 homes in Portland

Photo 1 of 29
Guest favourite
Home in Portland
Top Deck - Portland Property with Views!
3 bedrooms, 10 beds, 2.5 shared bathrooms
25–30 Oct
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4.92 out of 5 average rating, 305 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
18–23 Oct
4.92 out of 5 average rating, 230 reviews
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Top guest favourite
Flat in Portland
1-bedroom unit (3 beds) with free parking
1 bedroom, 3 beds
1–6 Nov
4.95 out of 5 average rating, 154 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
30 Oct – 4 Nov
4.96 out of 5 average rating, 525 reviews
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Top guest favourite
Home in Portland
"Good Vibes" 4 Wonderful Seasons @ Portland Home!
3 bedrooms, 5 beds
2–7 Oct
4.96 out of 5 average rating, 179 reviews
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Top guest favourite
Guest suite in Portland
Sunset Suite 42
2 bedrooms, 2 queen beds
25–30 Oct
5.0 out of 5 average rating, 245 reviews
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Top guest favourite
Guest suite in Portland
PRlVATE SUlTE in the Heart of East End Portland
1 bedroom, 1 double bed
30 Oct – 4 Nov
4.97 out of 5 average rating, 761 reviews
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Top guest favourite
Barn in Portland
Garrison Cove Studio
1 bed
31 Oct – 5 Nov
5.0 out of 5 average rating, 498 reviews
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Top guest favourite
Home in Cape Elizabeth
"Periwinkle" ~ a Charming Oceanfront Cottage
3 bedrooms, 3 beds
1–7 Apr
5.0 out of 5 average rating, 40 reviews
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Top guest favourite
Guest suite in Portland
Sunflower Retreat in North Back Cove
1 bedroom, 1 queen bed
28 Oct – 2 Nov
4.97 out of 5 average rating, 325 reviews
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Top guest favourite
Flat in Portland
Peaceful Oasis on Munjoy Hill -2nd flr/3BR+parking
3 bedrooms, 4 beds
22–27 Nov
4.97 out of 5 average rating, 691 reviews
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Top guest favourite
Home in Portland
Historic Carriage House just steps from Casco Bay!
1 bedroom, 2 beds
30 Oct – 4 Nov
5.0 out of 5 average rating, 13 reviews
Photo 1 of 29
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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Top guest favourite
Flat in Portland
Boutique BnB in The Heart of East End Portland!
2 bedrooms, 3 beds
2–7 Nov
4.98 out of 5 average rating, 488 reviews
Photo 1 of 29
Top guest favourite
Flat in Portland
Harborview - Curated East End Escape w/ Parking
2 bedrooms, 4 beds
25–30 Oct
4.99 out of 5 average rating, 157 reviews
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Guest favourite
Flat in Portland
Stylish Portland Hideaway w/Patio
1 bedroom, 2 beds
2–7 Nov
4.9 out of 5 average rating, 291 reviews
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Cabin in Freeport
Chickadee A-Frame
3 bedrooms, 3 beds
18–23 Dec
4.98 out of 5 average rating, 90 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, 5 reviews
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Home in Portland
Waterfront-Beach Sunrise/Sunset Peaks Portland
2 bedrooms, 3 beds
26–31 Oct
5.0 out of 5 average rating, 88 reviews