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Search results; Over 1,000 homes in Portland

Top guest favourite
Apartment in Portland
Walk to Top Dining • Boutique Stay • Parking
2 bedrooms, 1 bed, 1.5 private bathrooms
23–28 Sept
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4.99 out of 5 average rating, 174 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
Loft in Portland
Downtown Penthouse Suite - Stunning Harbor Views
2 bedrooms, 2 queen beds, 2 bathrooms
25–30 Oct
4.97 out of 5 average rating, 322 reviews
Top guest favourite
Flat in Portland
Large Sunny Apartment Near Downtown/Arts District
1 bedroom, 1 queen bed, 1 bathroom
20–25 Nov
4.96 out of 5 average rating, 483 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
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
Top guest favourite
Flat in Portland
Downtown Historical Victorian 2 BR APT
2 bedrooms, 2 beds, 1 bathroom
25–30 Oct
4.98 out of 5 average rating, 237 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
1-bedroom unit (3 beds) with free parking
1 bedroom, 3 beds, 1 bathroom
1–6 Nov
4.96 out of 5 average rating, 149 reviews
Top guest favourite
Home in Portland
Stylish Home in the Heart of the East End
3 bedrooms, 3 beds, 2 bathrooms
11–16 Oct
4.97 out of 5 average rating, 74 reviews
Top guest favourite
Flat in Portland
Sunny 2-bedroom in Portland, ME
2 bedrooms, 2 beds, 1 bathroom
25–30 Oct
4.94 out of 5 average rating, 89 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
Top guest favourite
Home in Portland
Waterfront-Beach Sunrise/Sunset Peaks Portland
2 bedrooms, 3 beds, 1.5 bathrooms
7–12 Sept
5.0 out of 5 average rating, 86 reviews
Top guest favourite
Flat in Portland
Rooftop Deck | 5 Min to Downtown | Parking
1 bedroom, 2 beds, 1 bathroom
2–7 Nov
4.92 out of 5 average rating, 73 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
Guest favourite
Flat in Portland
The Aerie
1 bedroom, 1 bed, 1 bathroom
1–6 Nov
4.78 out of 5 average rating, 280 reviews
Top guest favourite
Cabin in Freeport
Chickadee A-Frame
3 bedrooms, 3 beds, 2 bathrooms
24–29 Oct
4.98 out of 5 average rating, 88 reviews