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Search results; Over 1,000 homes in Portland

Guest favourite
Boutique hotel in Portland
The Library | Guestroom 6
1 bedroom, 1 bed, 1 bathroom
4–9 Oct
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4.97 out of 5 average rating, 74 reviews
Guest favourite
Hotel in South Portland
HomeAwhile - Extended Stay Suites
1 bedroom, 2 beds, No bathroom
2–7 Aug
4.93 out of 5 average rating, 137 reviews
Home in Falmouth
The little blue cottage
2 beds, 1 bathroom
26–31 Aug
5.0 out of 5 average rating, 4 reviews
Superhost
Hotel room in Portland
Steps to Old Port | Hostel Bed in 8-Bed Coed Dorm
1 bedroom, 4 bunk beds, 3.5 bathrooms
19–24 Jul
4.92 out of 5 average rating, 215 reviews
Top guest favourite
Guest house in Saco
Brand-New Private Studio with Large Balcony – Saco
1 bedroom, 2 beds, 1 bathroom
13–18 Oct
5.0 out of 5 average rating, 10 reviews
Superhost
Bed and breakfast in Portland
Aerie 2 reg:STHR-007375-2025 Peaks Island, Me
1 bedroom, 1 bed, 1 bathroom
30 Aug – 4 Sept
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Room in Freeport
Freeport, Maine
1 queen bed, 1 bathroom
17–22 Oct
4.96 out of 5 average rating, 273 reviews
Top guest favourite
Yurt in Windham
Sebago Sunrise Yurt - Trail Access!
1 bedroom, 1 queen bed, WC
27 Jul – 1 Aug
4.98 out of 5 average rating, 122 reviews
Guest favourite
Flat in Portland
Modern Studio Loft w/ Parking in Perfect Location
1 queen bed, 1 bathroom
25–30 Oct
4.95 out of 5 average rating, 770 reviews
Top guest favourite
Flat in Portland
Peaks Island Master Bedroom Suite
1 bedroom, 2 beds, 1 bathroom
19–24 Oct
4.99 out of 5 average rating, 221 reviews
Top guest favourite
Flat in Portland
Old Port Penthouse Suite - Amazing Harbor Views
2 bedrooms, 2 queen beds, 2 bathrooms
29 Aug – 3 Sept
4.97 out of 5 average rating, 318 reviews
Guest house in Falmouth
Charming Guest House in the heart of Falmouth
1 bedroom, 2 queen beds, 1 bathroom
15–20 Jul
New place to stay
Top guest favourite
Flat in Portland
Thompson's Point Studio
1 bedroom, 1 queen bed, 1 bathroom
19–24 Oct
5.0 out of 5 average rating, 111 reviews
Guest favourite
Home in Westbrook
Cozy Maine Cottage • Near Jetport & Coast
3 bedrooms, 3 queen beds, 2 bathrooms
24–29 Oct
4.89 out of 5 average rating, 625 reviews
Top guest favourite
Loft in Portland
Sunny Arts Dist. Studio- Queen Bed & FREE Parking
2 beds, 1 bathroom
25–30 Oct
4.94 out of 5 average rating, 795 reviews
Guest favourite
Cabin in Freeport
22-ft dome w/ stargazing loft and full bath - 08
2 bedrooms, 2 queen beds, 1 bathroom
29 Jul – 3 Aug
4.96 out of 5 average rating, 49 reviews
Top guest favourite
Tiny home in Portland
The Garden Cabin Tiny Home
1 bedroom, 1 double bed, 1.5 bathrooms
1–6 Dec
4.95 out of 5 average rating, 540 reviews
Top guest favourite
Flat in Portland
Garden Apartment Close to Everything
1 bedroom, 2 beds, 1 bathroom
16–21 Sept
4.95 out of 5 average rating, 228 reviews
Top guest favourite
Flat in Portland
Downtown Historical Victorian 2 BR APT
2 bedrooms, 2 beds, 1 bathroom
22–27 Aug
4.98 out of 5 average rating, 227 reviews