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Search results; Over 1,000 homes in Portland

Top guest favourite
Apartment in Portland
Top Of The Line Stay!
2 bedrooms, 2 beds, 1 private bathroom
26–31 Jul
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4.95 out of 5 average rating, 137 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
26–31 Jul
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
Guest house in Saco
Brand-New Private Studio with Large Balcony – Saco
5.0 out of 5 average rating, 10 reviews, 1 bedroom, 2 beds, 1 bathroom
13–18 Oct
Top guest favourite
Room in Freeport
Freeport, Maine
4.96 out of 5 average rating, 273 reviews, 1 queen bed, 1 bathroom
17–22 Oct
Guest favourite
Flat in Portland
Modern Studio Loft w/ Parking in Perfect Location
4.95 out of 5 average rating, 770 reviews, 1 bed, 1 bathroom
25–30 Oct
Superhost
Bed and breakfast in Portland
Aerie 2 reg:STHR-007375-2025 Peaks Island, Me
5.0 out of 5 average rating, 4 reviews, 1 bedroom, 1 bed, 1 bathroom
30 Aug – 4 Sept
Top guest favourite
Loft in Portland
Sunny Arts Dist. Studio- Queen Bed & FREE Parking
4.94 out of 5 average rating, 795 reviews, 2 beds, 1 bathroom
25–30 Oct
Top guest favourite
Flat in Portland
Thompson's Point Studio
5.0 out of 5 average rating, 111 reviews, 1 bedroom, 1 bed, 1 bathroom
19–24 Oct
Guest favourite
Cabin in Freeport
22-ft dome w/ stargazing loft and full bath - 08
4.96 out of 5 average rating, 49 reviews, 2 bedrooms, 2 beds, 1 bathroom
29 Jul – 3 Aug
Top guest favourite
Flat in Portland
Peaks Island Master Bedroom Suite
4.99 out of 5 average rating, 221 reviews, 1 bedroom, 2 beds, 1 bathroom
19–24 Oct
Superhost
Home in Windham
Highland Lake Cottage/Waterfront/Dock/Kayaks
2 bedrooms, 6 beds, 1 bathroom
8–13 Aug
Top guest favourite
Tiny home in Portland
The Garden Cabin Tiny Home
4.95 out of 5 average rating, 540 reviews, 1 bedroom, 1 bed, 1.5 bathrooms
1–6 Dec
Top guest favourite
Apartment in Portland
First Floor Portland Condo 3 Bed 2 Bath + Parking
4.96 out of 5 average rating, 355 reviews, 3 bedrooms, 3 beds, 2 bathrooms
15–20 Aug
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
Top guest favourite
Room in Biddeford
King Bedroom at Thistle Pond. Close to UNE & Beach
5.0 out of 5 average rating, 63 reviews, 1 king bed, 1 bathroom
2–7 Aug
Top guest favourite
Flat in Portland
Quiet Comfy Victorian Escape
4.97 out of 5 average rating, 212 reviews, 2 bedrooms, 2 beds, 1 bathroom
17–22 Oct
Top 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
31 Jul – 5 Aug
Top guest favourite
Flat in Portland
Bright & Sunny West End Apartment.
4.94 out of 5 average rating, 612 reviews, 2 bedrooms, 5 beds, 1 bathroom
25–30 Oct