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Search results; Over 1,000 homes in Portland

Top guest favourite
Cottage in Portland
Captain's Quarters on Peaks Island
1 bedroom, 1 bed, 1 shared bathroom
1–6 Jan
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4.98 out of 5 average rating, 40 reviews
Superhost
Room in South Portland
HomeAwhile - Extended Stay Suites
2 beds
6–11 Sept
4.91 out of 5 average rating, 188 reviews
Guest favourite
Flat in Portland
Two Bedroom Loft at Boyd Block
2 bedrooms, 2 king beds
6–11 Sept
4.9 out of 5 average rating, 51 reviews
Guest favourite
Bed and breakfast in South Portland
Room in Charming Antique Victorian - SOPO
1 bedroom, 1 queen bed
29 Sept – 4 Oct
4.9 out of 5 average rating, 525 reviews
Top guest favourite
Home in Freeport
Mermaid's Chair | Private Beach | Hot Tub
2 bedrooms, 2 beds
27 Oct – 1 Nov
5.0 out of 5 average rating, 16 reviews
Top guest favourite
Treehouse in Pownal
The Copper Fox Treehouse
1 bedroom, 3 beds
13–18 Sept
4.99 out of 5 average rating, 189 reviews
Top guest favourite
Flat in Portland
1-bedroom unit (3 beds) with free parking
1 bedroom, 3 beds
1–6 Nov
4.96 out of 5 average rating, 147 reviews
Guest favourite
Loft in Portland
Spacious Arts District Studio with Free Parking
1 queen bed
30 Oct – 4 Nov
4.95 out of 5 average rating, 849 reviews
Top guest favourite
Place to stay in Portland
Top of Portland's Munjoy Hill
2 bedrooms, 2 beds
16–21 Nov
4.92 out of 5 average rating, 1244 reviews
Top guest favourite
Guest house in Saco
Brand-New Private Studio with Large Balcony – Saco
1 bedroom, 2 beds
26–31 Oct
5.0 out of 5 average rating, 18 reviews
Top guest favourite
Flat in Portland
Quiet Comfy Victorian Escape
2 bedrooms, 2 queen beds
2–7 Nov
4.97 out of 5 average rating, 219 reviews
Top guest favourite
Flat in Portland
Charming Modern West End Gem
2 bedrooms, 2 beds
14–19 Nov
4.93 out of 5 average rating, 318 reviews
Top guest favourite
Flat in Portland
Large Sunny Apartment Near Downtown/Arts District
1 bedroom, 1 queen bed
20–25 Nov
4.96 out of 5 average rating, 482 reviews
Guest favourite
Hotel room in Portland
Two Bedroom Loft featuring Curated Local Art
2 bedrooms, 3 beds
7–12 Sept
5.0 out of 5 average rating, 81 reviews
Guest favourite
Flat in Portland
The Aerie
1 bedroom, 1 bed
1–6 Nov
4.77 out of 5 average rating, 278 reviews
Top guest favourite
Apartment in Portland
Charming 2-Bedroom Back Cove Retreat
2 bedrooms, 2 queen beds
1–6 Sept
4.98 out of 5 average rating, 98 reviews
Guest favourite
Home in Portland
Modern Portland House - Minutes to the Old Port!
3 bedrooms, 3 beds
6–11 Sept
5.0 out of 5 average rating, 15 reviews
Guest favourite
Flat in Portland
Adorable getaway on the Eastern Promenade
1 bedroom, 2 beds
15–20 Nov
4.93 out of 5 average rating, 701 reviews
Top guest favourite
Flat in Portland
Old Port Gem- 2 BR Loft/418 Fore St
2 bedrooms, 2 queen beds
3–8 Sept
4.96 out of 5 average rating, 25 reviews