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Search results; Over 1,000 homes in Portland

Guest favourite
Flat in Portland
1875 West End Victorian | EV Charging + Parking
2 bedrooms, 2 beds, 1 private bathroom
2–7 Aug
,
4.86 out of 5 average rating, 511 reviews
Guest favourite
Hotel in South Portland
HomeAwhile - Extended Stay Suites
4.93 out of 5 average rating, 137 reviews, 1 bedroom, 2 beds, No bathroom
2–7 Aug
Top guest favourite
Flat in Portland
Thompson's Point Studio
5.0 out of 5 average rating, 113 reviews, 1 bedroom, 1 bed, 1 bathroom
19–24 Oct
Top guest favourite
Tiny home in Portland
The Garden Cabin Tiny Home
4.95 out of 5 average rating, 541 reviews, 1 bedroom, 1 bed, 1.5 bathrooms
1–6 Dec
Flat in Portland
Studio on Old Farm
5.0 out of 5 average rating, 4 reviews, 1 bedroom, 1 bed, 1 bathroom
29 Aug – 3 Sept
Top guest favourite
Cabin in Freeport
The Maine Frame | Modern A-Frame Cabin in Freeport
5.0 out of 5 average rating, 135 reviews, 2 bedrooms, 2 beds, 1 bathroom
8–13 Nov
Guest favourite
Flat in Portland
Old Port Loft - 301
4.95 out of 5 average rating, 60 reviews, 2 bedrooms, 2 beds, 2 bathrooms
26–31 Jul
Top guest favourite
Guest house in Saco
Brand-New Private Studio with Large Balcony – Saco
5.0 out of 5 average rating, 11 reviews, 1 bedroom, 2 beds, 1 bathroom
13–18 Oct
Superhost
Hotel room in Portland
Steps to Old Port | Hostel Bed in 8-Bed Coed Dorm
4.92 out of 5 average rating, 215 reviews, 1 bedroom, 8 beds, 3.5 bathrooms
19–24 Jul
Top guest favourite
Home in Cape Elizabeth
"Periwinkle" ~ a Charming Oceanfront Cottage
5.0 out of 5 average rating, 35 reviews, 3 bedrooms, 3 beds, 1.5 bathrooms
1–7 Nov
Top guest favourite
Flat in Portland
Old Port Penthouse Suite - Amazing Harbor Views
4.97 out of 5 average rating, 318 reviews, 2 bedrooms, 2 beds, 2 bathrooms
29 Aug – 3 Sept
Guest favourite
Cabin in Freeport
Secluded geodesic dome for two near stream - 27
4.93 out of 5 average rating, 56 reviews, 1 bedroom, 1 bed, No bathroom
15–20 Aug
Guest favourite
Home in Portland
Island Getaway, Short ferry ride to Portland
5.0 out of 5 average rating, 22 reviews, 1 bedroom, 1 bed, 1 bathroom
8–13 Sept
Top guest favourite
Barn in Portland
Garrison Cove Studio
5.0 out of 5 average rating, 481 reviews, 1 bed, 1 bathroom
29 Oct – 3 Nov
Top guest favourite
Flat in Portland
Old Port Loft -400
4.96 out of 5 average rating, 50 reviews, 4 bedrooms, 5 beds, 3 bathrooms
30 Aug – 4 Sept
Flat in Portland
A quintessential Portland getaway.
5.0 out of 5 average rating, 3 reviews, 2 bedrooms, 2 beds, 1 bathroom
9–14 Aug
Top guest favourite
Flat in South Portland
Second floor 3BR/2BA Near Willard Beach & Portland
4.91 out of 5 average rating, 11 reviews, 3 bedrooms, 4 beds, 1.5 bathrooms
20–25 Oct
Top guest favourite
Flat in Portland
Quiet Comfy Victorian Escape
4.97 out of 5 average rating, 214 reviews, 2 bedrooms, 2 beds, 1 bathroom
17–22 Oct
Top guest favourite
Farm stay in Brunswick
Cozy, Rustic Cabin on a Small Organic Farm
4.97 out of 5 average rating, 143 reviews, 1 bedroom, 1 bed, 1 bathroom
9–14 Aug