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Search results; Over 1,000 homes in Portland

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Luxe
Apartment in Portland
Waterfront Two Master Suite Penthouse with Rooftop
2 bedrooms, 2 beds, 2.5 private bathrooms
1–6 Nov
,
4.96 out of 5 average rating, 256 reviews
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Top guest favourite
Home in Portland
"Good Vibes" 4 Wonderful Seasons @ Portland Home!
3 bedrooms, 5 beds
12–17 Oct
4.96 out of 5 average rating, 178 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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Guest favourite
Apartment in Portland
First Floor Portland Condo 3 Bed 2 Bath + Parking
3 bedrooms, 3 beds
20–25 Oct
4.96 out of 5 average rating, 378 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, 760 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
Peaceful Oasis on Munjoy Hill -2nd flr/3BR+parking
3 bedrooms, 4 beds
22–27 Nov
4.97 out of 5 average rating, 690 reviews
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Guest favourite
Flat in Portland
Extraordinary Architectural Masterpiece Downtown
1 bedroom, 1 bed
27 Nov – 2 Dec
4.94 out of 5 average rating, 768 reviews
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Top guest favourite
Flat in Portland
Peaks Island Master Bedroom Suite
1 bedroom, 2 beds
22–27 Oct
4.99 out of 5 average rating, 233 reviews
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Top guest favourite
Home in Old Orchard Beach
Luxury Home w/HOT TUB & Fire Pit
3 bedrooms, 3 beds
25–30 Oct
4.96 out of 5 average rating, 236 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
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
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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Guest favourite
Home in Falmouth
Large Historic 7 Bedroom home with Pool & Hot Tub
7 bedrooms, 10 beds
29 Nov – 4 Dec
4.88 out of 5 average rating, 119 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, 13 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
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
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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
Home in Portland
Entire House in Portland!
7 bedrooms, 12 beds
25–30 Oct
4.97 out of 5 average rating, 298 reviews