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Search results; Over 1,000 homes in Portland

Top guest favourite
Apartment in Portland
Mary J. Eastburn House - Baxter Suite
1 bedroom, 2 beds, 1 private bathroom
7–12 Sept
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5.0 out of 5 average rating, 148 reviews
Top guest favourite
Flat in Portland
Old Port Loft -400
4 bedrooms, 5 beds, 3 bathrooms
13–18 Sept
4.96 out of 5 average rating, 56 reviews
Top guest favourite
Flat in Portland
Captain Axel's Sophisticated Ocean View Getaway!
1 bedroom, 1 queen bed, 1 bathroom
23–28 Oct
4.98 out of 5 average rating, 66 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, 3 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, 223 reviews
Top guest favourite
Flat in Portland
PortJoy Living
2 bedrooms, 2 queen beds, 1 bathroom
26–31 Oct
5.0 out of 5 average rating, 58 reviews
Top guest favourite
Barn in Portland
Garrison Cove Studio
1 bed, 1 bathroom
29 Oct – 3 Nov
5.0 out of 5 average rating, 493 reviews
Top guest favourite
Flat in Portland
Sunny 2-bedroom in Portland, ME
2 bedrooms, 2 beds, 1 bathroom
17–22 Oct
4.94 out of 5 average rating, 89 reviews
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, 38 reviews
Top guest favourite
Flat in Portland
Stylish Condo in Downtown Portland w/ Private Yard
1 bedroom, 1 queen bed, 1 bathroom
25–30 Oct
5.0 out of 5 average rating, 31 reviews
Guest favourite
Flat in Portland
Old Port Loft - 301
2 bedrooms, 2 king beds, 2 bathrooms
20–25 Sept
4.91 out of 5 average rating, 64 reviews
Top guest favourite
Flat in Portland
Luxury Retreat In Back Cove | 10 Min to Downtown
2 bedrooms, 3 beds, 1 bathroom
13–18 Sept
5.0 out of 5 average rating, 113 reviews
Top guest favourite
Flat in Portland
Penthouse Two Master Waterfront Suite with Rooftop
2 bedrooms, 2 king beds, 2.5 bathrooms
25–30 Oct
4.97 out of 5 average rating, 152 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, 154 reviews
Home in Cape Elizabeth
Crescent Meadows
3 bedrooms, 5 beds, 2 bathrooms
8–13 Sept
New place to stay
Top guest favourite
Home in Portland
Easy Old Port Access & Casco Bay View Craftsman
6 bedrooms, 10 beds, 3 bathrooms
26–31 Oct
4.97 out of 5 average rating, 264 reviews
Top guest favourite
Home in South Portland
The Garden House - Studio w/private entrance
1 bedroom, 1 bed, 1 bathroom
7–12 Sept
5.0 out of 5 average rating, 48 reviews
Top guest favourite
Flat in Portland
Glorious Getaway on the Eastern Promenade
2 bedrooms, 5 beds, 1 bathroom
18–23 Oct
4.93 out of 5 average rating, 653 reviews
Guest favourite
Flat in Portland
Adorable getaway on the Eastern Promenade
1 bedroom, 2 beds, 1 bathroom
15–20 Nov
4.93 out of 5 average rating, 705 reviews