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Search results; Over 1,000 homes in Portland

Descriptions are based on details hosts provide
Guest favourite
Flat in Portland
Historic Home in the West End. Private Parking.
1 bedroom, 2 beds, 2 private bathrooms
18–23 Oct
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4.94 out of 5 average rating, 683 reviews
Top guest favourite
Flat in Portland
Thompson's Point Studio
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
Sun-filled historic charm, modern updates
2 bedrooms, 2 beds, 1 bathroom
14–19 Nov
4.93 out of 5 average rating, 310 reviews
Top guest favourite
Flat in Portland
Central-Local Studio in Vibrant Portland, Maine!
1 bedroom, 1 queen bed, 1 bathroom
23–28 Nov
4.9 out of 5 average rating, 455 reviews
Top guest favourite
Flat in Portland
Exposed brick and a private porch
1 bedroom, 1 queen bed, 1 bathroom
3–8 Nov
4.9 out of 5 average rating, 415 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
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
Boat in Portland
Stay Aboard Enchanted – Your Dockside Getaway
2 bedrooms, 1 single bed, 1 bathroom
17–22 Jul
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Flat in Portland
Fenced yard and pool table near airport
2 bedrooms, 3 beds, 1 bathroom
31 Aug – 5 Sept
4.98 out of 5 average rating, 189 reviews
Guest favourite
Flat in Portland
1-bedroom unit (3 beds) with free parking
1 bedroom, 3 beds, 1 bathroom
17–22 Sept
4.96 out of 5 average rating, 142 reviews
Top guest favourite
Tiny home in Portland
Garden cabin with a fire pit
1 bedroom, 1 double bed, 1.5 bathrooms
1–6 Dec
4.95 out of 5 average rating, 539 reviews
Guest favourite
Flat in Portland
Historic Arts District loft with free parking
1 queen bed, 1 bathroom
25–30 Oct
4.95 out of 5 average rating, 770 reviews
Top guest favourite
Flat in Portland
Light-filled with Portland Observatory views
3 bedrooms, 4 beds, 1 bathroom
25–30 Oct
4.97 out of 5 average rating, 668 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 Portland
Mansard ceilings, walkable to downtown Portland
1 bedroom, 1 queen bed, 1 bathroom
23–28 Nov
4.97 out of 5 average rating, 473 reviews
Top guest favourite
Flat in Portland
Historic Munjoy Hill near the food hub
2 bedrooms, 2 queen beds, 1 bathroom
27 Sept – 2 Oct
4.97 out of 5 average rating, 576 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
Flat in Portland
Boutique BnB in The Heart of East End Portland!
2 bedrooms, 3 beds, 1 bathroom
30 Aug – 4 Sept
4.98 out of 5 average rating, 468 reviews