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Search results; Over 1,000 homes in Portland

Top guest favourite
Flat in Portland
Beautiful West End studio, hot tub, park free.
1 bedroom, 1 bed, 1 private bathroom
26–31 Oct
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4.98 out of 5 average rating, 408 reviews
Top guest favourite
Flat in Portland
Old Port Loft -400
4 bedrooms, 5 beds
13–18 Sept
4.96 out of 5 average rating, 56 reviews
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, 223 reviews
Top guest favourite
Flat in Portland
PortJoy Living
2 bedrooms, 2 queen beds
26–31 Oct
5.0 out of 5 average rating, 58 reviews
Top guest favourite
Home in Cape Elizabeth
"Periwinkle" ~ a Charming Oceanfront Cottage
3 bedrooms, 3 beds
8–14 Nov
5.0 out of 5 average rating, 38 reviews
Top guest favourite
Flat in Portland
Bright and cozy Munjoy Hill neighborhood apartment
2 bedrooms, 2 queen beds
1–6 Nov
4.97 out of 5 average rating, 517 reviews
Cottage in Portland
Cozy Renovated Home | Portland, ME
2 bedrooms, 2 beds
1–6 Nov
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Flat in Portland
West End Bright Spot with Parking.
1 bedroom, 2 beds
24–29 Oct
4.97 out of 5 average rating, 145 reviews
Guest favourite
Hotel room in Portland
Steps to Old Port | Hostel Bed in 8-Bed Coed Dorm
1 bedroom, 4 bunk beds
7–12 Sept
4.92 out of 5 average rating, 229 reviews
Top guest favourite
Flat in Portland
Sunny 2-bedroom in Portland, ME
2 bedrooms, 2 beds
25–30 Oct
4.94 out of 5 average rating, 89 reviews
Top guest favourite
Flat in Portland
Glorious Getaway on the Eastern Promenade
2 bedrooms, 5 beds
18–23 Oct
4.93 out of 5 average rating, 653 reviews
Top guest favourite
Home in Portland
Easy Old Port Access & Casco Bay View Craftsman
6 bedrooms, 10 beds
26–31 Oct
4.97 out of 5 average rating, 264 reviews
Top guest favourite
Flat in Portland
Captain Axel's Sophisticated Ocean View Getaway!
1 bedroom, 1 queen bed
23–28 Oct
4.98 out of 5 average rating, 66 reviews
Guest favourite
Flat in Portland
1-bedroom unit (3 beds) with free parking
1 bedroom, 3 beds
1–6 Nov
4.96 out of 5 average rating, 149 reviews
Top guest favourite
Home in South Portland
The Garden House - Studio w/private entrance
1 bedroom, 1 bed
7–12 Sept
5.0 out of 5 average rating, 48 reviews
Guest favourite
Flat in Portland
Old Port Loft - 301
2 bedrooms, 2 king beds
20–25 Sept
4.91 out of 5 average rating, 64 reviews
Top guest favourite
Loft in Portland
Downtown Penthouse Suite - Stunning Harbor Views
2 bedrooms, 2 queen beds
25–30 Oct
4.97 out of 5 average rating, 322 reviews
Top guest favourite
Cabin in Freeport
The Maine Frame | Modern A-Frame Cabin in Freeport
2 bedrooms, 2 beds
28 Nov – 3 Dec
5.0 out of 5 average rating, 152 reviews
Top guest favourite
Home in Portland
Stylish Home in the Heart of the East End
3 bedrooms, 3 beds
11–16 Oct
4.97 out of 5 average rating, 74 reviews