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Search results; Over 1,000 homes in Portland

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Top guest favourite
Loft in Portland
Sunny Arts Dist. Studio- Queen Bed & FREE Parking
Studio, 2 beds, 1 private bathroom
31 Oct – 5 Nov
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4.94 out of 5 average rating, 808 reviews
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Hotel room in Portland
Peaceful Room in Portland Near Old Port District
1 bedroom, 2 queen beds, 1 bathroom
18–23 Sept
5.0 out of 5 average rating, 4 reviews
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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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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, 326 reviews
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Guest favourite
Flat in Portland
1-bedroom unit (3 beds) with free parking
1 bedroom, 3 beds, 1 bathroom
1–6 Nov
4.95 out of 5 average rating, 152 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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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
"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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Top guest favourite
Flat in Portland
Quiet Comfy Victorian Escape
2 bedrooms, 2 queen beds, 1 bathroom
2–7 Nov
4.96 out of 5 average rating, 226 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
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Top guest favourite
Flat in Portland
Peaceful Oasis on Munjoy Hill -1st flr/3BR+parking
3 bedrooms, 3 beds, 1 bathroom
8–13 Nov
4.96 out of 5 average rating, 668 reviews
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Guest favourite
Apartment in Portland
First Floor Portland Condo 3 Bed 2 Bath + Parking
3 bedrooms, 3 beds, 2 bathrooms
20–25 Oct
4.95 out of 5 average rating, 377 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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Top guest favourite
Flat in Portland
Charming West End Hideaway. Private Parking
1 bedroom, 1 queen bed, 1 bathroom
26–31 Oct
4.96 out of 5 average rating, 737 reviews
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Top guest favourite
Flat in Portland
Old Port Penthouse Suite - Amazing Harbor Views
2 bedrooms, 2 queen beds, 2 bathrooms
26–31 Oct
4.97 out of 5 average rating, 327 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, 1 bathroom
30 Oct – 4 Nov
4.97 out of 5 average rating, 760 reviews
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Top guest favourite
Home in South Portland
The Garden House - Studio w/private entrance
1 bedroom, 1 bed, 1 bathroom
11–16 Oct
5.0 out of 5 average rating, 49 reviews
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Top guest favourite
Guest suite in Portland
Sunflower Retreat in North Back Cove
1 bedroom, 1 queen bed, 1 bathroom
28 Oct – 2 Nov
4.97 out of 5 average rating, 322 reviews
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Top guest favourite
Home in Portland
East End Unit
1 bedroom, 2 beds, 1 bathroom
7–12 Nov
4.94 out of 5 average rating, 191 reviews