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Search results; Over 1,000 homes in Portland

Top guest favourite
Apartment in Portland
Walk to Top Dining • Boutique Stay • Parking
2 bedrooms, 1 bed, 1.5 private bathrooms
30 Jul – 4 Aug
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4.99 out of 5 average rating, 162 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
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
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
Guest favourite
Cabin in Freeport
Cozy romantic A-frame by a woodland stream - 25
4.92 out of 5 average rating, 184 reviews, 1 bedroom, 1 bed, No bathroom
25–30 Jul
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
Top guest favourite
Flat in Portland
Thompson's Point Studio
5.0 out of 5 average rating, 112 reviews, 1 bedroom, 1 bed, 1 bathroom
19–24 Oct
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
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
Guest favourite
Cabin in Freeport
Luna 22-ft dome w/ star loft & full bath - 07
4.97 out of 5 average rating, 38 reviews, 2 bedrooms, 2 beds, 1 bathroom
16–21 Aug
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
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
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
Peaks Island Master Bedroom Suite
4.99 out of 5 average rating, 221 reviews, 1 bedroom, 2 beds, 1 bathroom
19–24 Oct
Guest favourite
Flat in Portland
1-bedroom unit (3 beds) with free parking
4.96 out of 5 average rating, 143 reviews, 1 bedroom, 3 beds, 1 bathroom
17–22 Sept
Top guest favourite
Home in Portland
Wall St. Retreat: Family-Ready Portland Home
5.0 out of 5 average rating, 18 reviews, 3 bedrooms, 4 beds, 2 bathrooms
25–30 Oct
Top guest favourite
Flat in Portland
Sunny 2-bedroom in Portland, ME
4.95 out of 5 average rating, 80 reviews, 2 bedrooms, 2 beds, 1 bathroom
30 Aug – 4 Sept
Top guest favourite
Flat in Portland
Quiet Comfy Victorian Escape
4.97 out of 5 average rating, 213 reviews, 2 bedrooms, 2 beds, 1 bathroom
17–22 Oct
Top guest favourite
Cabin in Freeport
Glamping cabin w/ kitchenette & full bath - 17
5.0 out of 5 average rating, 55 reviews, 1 bedroom, 2 beds, 1 bathroom
9–14 Aug