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Search results; Over 1,000 homes in Portland

Superhost
Cottage in Portland
Cozy Urban Cottage on Munjoy Hill
2 bedrooms, 2 beds, 1.5 private bathrooms
19–24 Sept
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4.92 out of 5 average rating, 360 reviews
Superhost
Hotel room in Downtown Portland
Steps to Old Port | Hostel Bed in 8-Bed Coed Dorm
1 bedroom, 4 bunk beds, 3.5 bathrooms
15–20 Sept
4.92 out of 5 average rating, 229 reviews
Home in Peaks Island
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
Top guest favourite
Flat in Peaks Island
Peaks Island Master Bedroom Suite
1 bedroom, 2 beds, 1 bathroom
22–27 Oct
4.99 out of 5 average rating, 232 reviews
Guest favourite
Home in Peaks Island
Cheerful, Sunny, 3 Bedroom Island Home
3 bedrooms, 4 beds, 2 bathrooms
25–30 Oct
4.97 out of 5 average rating, 67 reviews
Top guest favourite
Flat in West End
West End Bright Spot with Parking.
1 bedroom, 2 beds, 1 bathroom
16–21 Nov
4.97 out of 5 average rating, 148 reviews
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, 151 reviews
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
Top guest favourite
Flat in Downtown Portland
AMAZING! Working waterfront views, 94 walk score!
3 bedrooms, 4 beds, 2 bathrooms
25–30 Oct
4.95 out of 5 average rating, 393 reviews
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, 304 reviews
Top guest favourite
Flat in Downtown Portland
Old Port Loft -400
4 bedrooms, 5 beds, 3 bathrooms
18–23 Oct
4.96 out of 5 average rating, 57 reviews
Cottage in Portland
Cozy Renovated Home | Portland, ME
2 bedrooms, 2 beds, 2 bathrooms
1–6 Nov
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Flat in Portland
Harborview - Curated East End Escape w/ Parking
2 bedrooms, 4 beds, 2 bathrooms
25–30 Oct
4.99 out of 5 average rating, 155 reviews
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, 522 reviews
Top guest favourite
Flat in Downtown Portland
FABULOUS! Working waterfront views. 94 walk score.
6 bedrooms, 8 beds, 4 bathrooms
25–30 Oct
4.96 out of 5 average rating, 156 reviews
Top guest favourite
Cottage in Peaks Island
Classic Peaks Island Cottage - 5 min walk to Ferry
3 bedrooms, 4 beds, 1 bathroom
20–25 Sept
5.0 out of 5 average rating, 75 reviews
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, 225 reviews
Superhost
Rooms in Downtown Portland
c1800 Loft Downtown/Walk to Old Port
4 bedrooms, 6 beds, 1 bathroom
25–30 Oct
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in Portland
Home in Portland
4 bedrooms, 9 beds, 1.5 bathrooms
11–16 Dec
5.0 out of 5 average rating, 36 reviews