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Search results; Over 1,000 homes in Portland

Top guest favourite
Guest house in Portland
Spacious & Convenient 2 Bd/1 bath w/ Free Parking
2 bedrooms, 3 beds, 1 private bathroom
30 Oct – 4 Nov
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4.96 out of 5 average rating, 521 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
14–19 Sept
4.96 out of 5 average rating, 222 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
Home in Freeport
Mermaid's Chair | Private Beach | Hot Tub
2 bedrooms, 2 beds, 1.5 bathrooms
27 Oct – 1 Nov
5.0 out of 5 average rating, 16 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, 492 reviews
Guest favourite
Flat in Portland
Stylish 3BR/2BA Close to Downtown with Parking
3 bedrooms, 3 queen beds, 2 bathrooms
25–30 Oct
4.92 out of 5 average rating, 315 reviews
Top guest favourite
Flat in Portland
Harborview - Curated East End Escape w/ Parking
2 bedrooms, 4 beds, 2 bathrooms
11–16 Apr
4.99 out of 5 average rating, 153 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
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
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
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
Flat in Portland
The Howard on Munjoy Hill
1 bedroom, 1 queen bed, 1 bathroom
25–30 Oct
4.97 out of 5 average rating, 225 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 South Portland
2 bedroom, 1 bath of coastal comfort & airy charm
2 bedrooms, 3 beds, 1 bathroom
7–12 Nov
5.0 out of 5 average rating, 23 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
Treehouse in Pownal
The Copper Fox Treehouse
1 bedroom, 3 beds, 1 bathroom
13–18 Sept
4.99 out of 5 average rating, 195 reviews
Top guest favourite
Flat in Portland
Historic + Modern, Sun Filled West End 1BR Apt.
1 bedroom, 1 queen bed, 1 bathroom
14–19 Nov
4.88 out of 5 average rating, 372 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