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Search results; Over 1,000 homes in Portland

Descriptions are based on details hosts provide
Top guest favourite
Cottage in Portland
4br2ba House+parking@PeacefulOasis on Munjoy Hill
4 bedrooms, 4 beds, 2 private bathrooms
25–30 Oct
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4.96 out of 5 average rating, 283 reviews
Top guest favourite
Flat in Portland
High ceilings in Portland’s historic West End
1 bedroom, 1 queen bed, 1 bathroom
4–9 Nov
4.88 out of 5 average rating, 361 reviews
Top guest favourite
Flat in Portland
Charming Modern West End Gem
2 bedrooms, 2 beds, 1 bathroom
14–19 Nov
4.93 out of 5 average rating, 310 reviews
Top guest favourite
Flat in Portland
Quiet Libbytown retreat near Thompson’s Point
1 bedroom, 1 queen bed, 1 bathroom
19–24 Oct
5.0 out of 5 average rating, 111 reviews
Top guest favourite
Flat in Portland
West End Private One Bed/Bath
1 bedroom, 1 king bed, 1 bathroom
1–6 Nov
4.96 out of 5 average rating, 227 reviews
Flat in Portland
Restored barn studio near the Old Port
1 bedroom, 1 queen bed, 1 bathroom
29 Aug – 3 Sept
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Flat in Portland
Quiet Comfy Victorian Escape
2 bedrooms, 2 queen beds, 1 bathroom
17–22 Oct
4.97 out of 5 average rating, 212 reviews
Top guest favourite
Flat in Portland
Large Sunny Apartment Near Downtown/Arts District
1 bedroom, 1 queen bed, 1 bathroom
23–28 Nov
4.97 out of 5 average rating, 473 reviews
Top guest favourite
Loft in Portland
Historic Arts District loft with free parking
2 beds, 1 bathroom
25–30 Oct
4.94 out of 5 average rating, 795 reviews
Guest favourite
Hotel in South Portland
HomeAwhile - Extended Stay Suites
1 bedroom, 2 beds, No bathroom
26–31 Jul
4.93 out of 5 average rating, 137 reviews
Top guest favourite
Loft in Portland
Historic Arts District loft with free parking
1 queen bed, 1 bathroom
29 Oct – 3 Nov
4.95 out of 5 average rating, 837 reviews
Guest favourite
Flat in Portland
Renovated unit, 10 minutes from downtown
1 bedroom, 3 beds, 1 bathroom
17–22 Sept
4.96 out of 5 average rating, 142 reviews
Boat in Portland
A 40-foot sailboat docked in Portland
2 bedrooms, 1 single bed, 1 bathroom
16–21 Jul
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in Portland
East End, minutes from the waterfront
1 bedroom, 2 beds, 1 bathroom
1–6 Nov
4.94 out of 5 average rating, 174 reviews
Top guest favourite
Flat in South Portland
Fireplace and fire pit near the ocean
1 bed, 1 bathroom
12–17 Oct
4.98 out of 5 average rating, 140 reviews
Guest favourite
Home in Westbrook
Cozy Maine Cottage • Near Jetport & Coast
3 bedrooms, 3 queen beds, 2 bathrooms
24–29 Oct
4.89 out of 5 average rating, 625 reviews
Top guest favourite
Flat in Portland
Tower Suite Plus: Hot Tub, Pool, Parking, Spa Bath
2 bedrooms, 4 beds, 1 bathroom
10–15 Aug
4.98 out of 5 average rating, 83 reviews
Top guest favourite
Flat in Portland
Cozy East End 2 Bdrm. with Private Entrance
2 bedrooms, 2 queen beds, 1 bathroom
27 Sept – 2 Oct
4.97 out of 5 average rating, 576 reviews
Top guest favourite
Flat in Portland
Victorian farmhouse charm in East End
2 bedrooms, 3 beds, 1 bathroom
30 Aug – 4 Sept
4.98 out of 5 average rating, 468 reviews