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Search results; Over 1,000 homes in Portland

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Guest favourite
Flat in Portland
Oceanside Modern Victorian 2BR- East End/ Downtown
2 bedrooms, 3 beds, 1 private bathroom
25–30 Oct
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4.86 out of 5 average rating, 259 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
18–23 Sept
4.92 out of 5 average rating, 230 reviews
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Top guest favourite
Home in Portland
Historic Carriage House just steps from Casco Bay!
1 bedroom, 1 king bed
30 Oct – 4 Nov
5.0 out of 5 average rating, 12 reviews
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Top guest favourite
Room in Portland
Dog-friendly East End room w/private entrance
1 double bed
12–17 Nov
4.97 out of 5 average rating, 406 reviews
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Top guest favourite
Flat in Portland
Quiet Comfy Victorian Escape
2 bedrooms, 2 queen beds
2–7 Nov
4.96 out of 5 average rating, 226 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, 522 reviews
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Superhost
Rooms in Portland
c1800 Loft Downtown/Walk to Old Port
4 bedrooms, 6 beds
25–30 Oct
5.0 out of 5 average rating, 3 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, 39 reviews
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Guest favourite
Flat in Portland
Lovely studio in heart of Old Port
1 queen bed
31 Oct – 5 Nov
4.88 out of 5 average rating, 256 reviews
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Top guest favourite
Cottage in Portland
4br2ba House+parking@PeacefulOasis on Munjoy Hill
4 bedrooms, 4 beds
16–21 Nov
4.97 out of 5 average rating, 305 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, 33 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, 242 reviews
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Top guest favourite
Flat in Portland
AMAZING! Working waterfront views, 94 walk score!
3 bedrooms, 4 beds
25–30 Oct
4.95 out of 5 average rating, 394 reviews
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Top guest favourite
Guest house in Harpswell
The Bird House
2 bedrooms, 2 beds
21–26 Oct
5.0 out of 5 average rating, 10 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
2–7 Dec
4.99 out of 5 average rating, 905 reviews
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Top guest favourite
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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Top guest favourite
Home in Portland
Home in Portland
4 bedrooms, 9 beds
11–16 Dec
5.0 out of 5 average rating, 36 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
Home in Portland
Waterfront-Beach Sunrise/Sunset Peaks Portland
2 bedrooms, 3 beds
26–31 Oct
5.0 out of 5 average rating, 86 reviews