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Search results; Over 1,000 homes in Portland

Guest favourite
Flat in Portland
Cozy West End Victorian | EV Charging + Parking
2 bedrooms, 2 beds, 1 private bathroom
8–13 Nov
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4.86 out of 5 average rating, 516 reviews
Superhost
Room in South Portland
HomeAwhile - Extended Stay Suites
2 beds
23–28 Aug
4.91 out of 5 average rating, 176 reviews
Guest favourite
Flat in Portland
Extraordinary Architectural Masterpiece Downtown
1 bedroom, 1 bed
29 Oct – 3 Nov
4.94 out of 5 average rating, 758 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, 17 reviews
Top guest favourite
Flat in Portland
Old Port Penthouse Suite - Amazing Harbor Views
2 bedrooms, 2 queen beds
26–31 Oct
4.97 out of 5 average rating, 324 reviews
Top guest favourite
Cabin in Freeport
The Maine Frame | Modern A-Frame Cabin in Freeport
2 bedrooms, 2 beds
14–19 Nov
5.0 out of 5 average rating, 145 reviews
Top guest favourite
Home in Cape Elizabeth
"Periwinkle" ~ a Charming Oceanfront Cottage
3 bedrooms, 3 beds
8–14 Nov
5.0 out of 5 average rating, 35 reviews
Top guest favourite
Flat in Portland
Old Port Loft - 302
1 bedroom, 2 beds
23–28 Aug
5.0 out of 5 average rating, 25 reviews
Top guest favourite
Flat in South Portland
2 bedroom, 1 bath of coastal comfort & airy charm
2 bedrooms, 3 beds
28 Oct – 2 Nov
5.0 out of 5 average rating, 16 reviews
Top guest favourite
Flat in Portland
Old Port Loft -400
4 bedrooms, 5 beds
30 Aug – 4 Sept
4.96 out of 5 average rating, 54 reviews
Boat in Portland
Stay Aboard Enchanted – Your Dockside Getaway
2 bedrooms, 1 single bed
16–21 Aug
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Flat in Portland
Small cozy downtown loft
1 bedroom, 1 queen bed
9–14 Nov
4.91 out of 5 average rating, 373 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
Home in Old Orchard Beach
Luxury Home w/HOT TUB & Fire Pit
3 bedrooms, 3 beds
25–30 Oct
4.96 out of 5 average rating, 228 reviews
Guest favourite
Guest suite in Portland
Large, spacious, and eclectic Room, Private Bath
1 bedroom, 1 queen bed
26–31 Oct
4.89 out of 5 average rating, 749 reviews
Top guest favourite
Guest suite in South Portland
Oceanfront with amazing views and private entrance
1 bedroom, 1 queen bed
2–7 Dec
4.99 out of 5 average rating, 901 reviews
Top guest favourite
Home in Portland
"Good Vibes" 4 Wonderful Seasons @ Portland Home!
3 bedrooms, 5 beds
18–23 Sept
4.97 out of 5 average rating, 172 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, 481 reviews
Top guest favourite
Cabin in Freeport
Chickadee A-Frame
3 bedrooms, 3 beds
18–23 Oct
4.98 out of 5 average rating, 82 reviews