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Search results; Over 1,000 homes in Portland

Photo 1 of 14
Top guest favourite
Loft in Portland
Central Arts District Studio with Free Parking
Studio, 1 bed, 1 shared bathroom
15–20 Nov
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4.94 out of 5 average rating, 772 reviews
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Home in Portland
Top Deck - Portland Property with Views!
3 bedrooms, 10 beds, 2.5 bathrooms
12–17 Oct
4.92 out of 5 average rating, 304 reviews
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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
Photo 1 of 29
Top guest favourite
Home in Cape Elizabeth
"Periwinkle" ~ a Charming Oceanfront Cottage
3 bedrooms, 3 beds, 1.5 bathrooms
8–14 Nov
5.0 out of 5 average rating, 37 reviews
Photo 1 of 29
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
Loft in Portland
Spacious Arts District Studio with Free Parking
1 queen bed, 1 bathroom
30 Oct – 4 Nov
4.95 out of 5 average rating, 857 reviews
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Place to stay in Portland
Top of Portland's Munjoy Hill
2 bedrooms, 2 beds, No bathroom
1–6 Dec
4.92 out of 5 average rating, 1248 reviews
Photo 1 of 29
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Home in Portland
Home in Portland
4 bedrooms, 9 beds, 1.5 bathrooms
30 Oct – 4 Nov
5.0 out of 5 average rating, 34 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, 23 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, 520 reviews
Photo 1 of 16
Guest favourite
Flat in Portland
Clean and Bright, Two Blocks to the Prom!
3 bedrooms, 3 queen beds, 1 bathroom
13–18 Sept
4.89 out of 5 average rating, 277 reviews
Photo 1 of 29
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, 232 reviews
Photo 1 of 29
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, 301 reviews
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Home in Kennebunkport
Golden Slumbers, your coastal escape
5 bedrooms, 9 beds, 3.5 bathrooms
20–25 Sept
5.0 out of 5 average rating, 11 reviews
Photo 1 of 29
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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
Photo 1 of 29
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
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, 224 reviews
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Home in Freeport
Mermaid's Chair | Private Beach | Hot Tub
2 bedrooms, 2 beds, 1.5 bathrooms
27 Oct – 1 Nov
5.0 out of 5 average rating, 16 reviews
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Guest favourite
Flat in Portland
The Aerie
1 bedroom, 1 bed, 1 bathroom
1–6 Nov
4.77 out of 5 average rating, 279 reviews