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Search results; Over 1,000 homes in Portland

Descriptions are based on details hosts provide
Guest favourite
Boutique hotel in Portland
The Library | Guestroom 6
1 bedroom, 1 bed, 1 bathroom
4–9 Oct
,
4.97 out of 5 average rating, 74 reviews
Guest favourite
Hotel in South Portland
Extended-stay suite with kitchen and workspace
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
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
Home in Falmouth
The little blue cottage
5.0 out of 5 average rating, 4 reviews, 2 beds, 1 bathroom
26–31 Aug
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
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
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
25–30 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
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
Peaks Island Master Bedroom Suite
4.99 out of 5 average rating, 221 reviews, 1 bedroom, 2 beds, 1 bathroom
19–24 Oct
Top guest favourite
Flat in Portland
Quiet Libbytown retreat near Thompson’s Point
5.0 out of 5 average rating, 111 reviews, 1 bedroom, 1 bed, 1 bathroom
19–24 Oct
Top guest favourite
Flat in Portland
Old Port Loft - 302
5.0 out of 5 average rating, 23 reviews, 1 bedroom, 2 beds, 1 bathroom
19–24 Jul
Top guest favourite
Apartment in Portland
Renovated Exchange St. Loft w/Free Parking
4.88 out of 5 average rating, 518 reviews, 2 bedrooms, 2 beds, 1 bathroom
21–26 Oct
Top guest favourite
Room in Biddeford
Quiet 2-acre lot overlooking a pond
5.0 out of 5 average rating, 63 reviews, 1 king bed, 1 bathroom
2–7 Aug
Guest favourite
Home in Westbrook
Renovated barn with a loft and fireplace
4.89 out of 5 average rating, 625 reviews, 3 bedrooms, 3 beds, 2 bathrooms
24–29 Oct
Guest house in Falmouth
Private carriage house near the coast
New place to stay, 1 bedroom, 2 beds, 1 bathroom
15–20 Jul
Guest favourite
Flat in Portland
Two Bedroom Loft at Boyd Block
4.91 out of 5 average rating, 46 reviews, 2 bedrooms, 2 beds, No bathroom
20–25 Jul