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Search results; Over 1,000 homes in Portland

Top guest favourite
Boutique hotel in Portland
Loft West
1 bedroom, 3 beds, 1 private bathroom
23–28 Aug
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5.0 out of 5 average rating, 67 reviews
Guest favourite
Room in South Portland
HomeAwhile - Extended Stay Suites
4.93 out of 5 average rating, 137 reviews, 2 beds, No bathroom
2–7 Aug
Top guest favourite
Home in Falmouth
The little blue cottage
5.0 out of 5 average rating, 6 reviews, 2 beds, 1 bathroom
8–13 Sept
Top guest favourite
Guest house in Saco
Brand-New Private Studio with Large Balcony – Saco
5.0 out of 5 average rating, 12 reviews, 1 bedroom, 2 beds, 1 bathroom
13–18 Oct
Top guest favourite
Home in Portland
Explore Portland from a 18th-Century Victorian
4.95 out of 5 average rating, 373 reviews, 1 bedroom, 1 bed, 1 bathroom
23–28 Aug
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
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
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
26–31 Jul
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
Flat in Portland
The Howard on Munjoy Hill
4.98 out of 5 average rating, 211 reviews, 1 bedroom, 1 bed, 1 bathroom
23–28 Oct
Flat in Portland
Studio on Old Farm
5.0 out of 5 average rating, 4 reviews, 1 bedroom, 1 bed, 1 bathroom
16–21 Sept
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
18–23 Oct
Top guest favourite
Apartment in Portland
Charming 2-Bedroom Back Cove Retreat
4.98 out of 5 average rating, 95 reviews, 2 bedrooms, 2 beds, 1 bathroom
22–27 Aug
Top guest favourite
Guest suite in Saco
Private studio located 2 miles from the beach.
5.0 out of 5 average rating, 12 reviews, 1 bed, 1 bathroom
19–24 Oct
Top guest favourite
Cottage in Pownal
Dreamy Post&Beam Hideaway Near Portland & Freeport
4.99 out of 5 average rating, 465 reviews, 1 bedroom, 2 beds, 1 bathroom
31 Aug – 5 Sept
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
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
Top guest favourite
Room in Freeport
Freeport, Maine
4.96 out of 5 average rating, 274 reviews, 1 queen bed, 1 bathroom
17–22 Oct