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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
Room in South Portland
HomeAwhile - Extended Stay Suites
2 beds, No bathroom
2–7 Aug
4.93 out of 5 average rating, 137 reviews
Top guest favourite
Home in Falmouth
The little blue cottage
2 beds, 1 bathroom
8–13 Sept
5.0 out of 5 average rating, 6 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, 11 reviews
Top guest favourite
Home in Portland
Explore Portland from a 18th-Century Victorian
1 bedroom, 1 king bed, 1 bathroom
23–28 Aug
4.95 out of 5 average rating, 373 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, 541 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
Room in Biddeford
King Bedroom at Thistle Pond. Close to UNE & Beach
1 king bed, 1 bathroom
2–7 Aug
5.0 out of 5 average rating, 63 reviews
Guest favourite
Cabin in Freeport
Cozy romantic A-frame by a woodland stream - 25
1 bedroom, 1 queen bed, No bathroom
26–31 Jul
4.92 out of 5 average rating, 184 reviews
Top guest favourite
Flat in Portland
Quiet Comfy Victorian Escape
2 bedrooms, 2 queen beds, 1 bathroom
17–22 Oct
4.97 out of 5 average rating, 214 reviews
Top guest favourite
Flat in Portland
Sunny 2-bedroom in Portland, ME
2 bedrooms, 2 beds, 1 bathroom
18–23 Oct
4.95 out of 5 average rating, 80 reviews
Flat in Portland
Studio on Old Farm
1 bedroom, 1 queen bed, 1 bathroom
16–21 Sept
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Flat in Portland
The Howard on Munjoy Hill
1 bedroom, 1 queen bed, 1 bathroom
23–28 Oct
4.98 out of 5 average rating, 211 reviews
Top guest favourite
Apartment in Portland
Charming 2-Bedroom Back Cove Retreat
2 bedrooms, 2 queen beds, 1 bathroom
22–27 Aug
4.98 out of 5 average rating, 95 reviews
Guest favourite
Flat in Portland
Old Port Loft - 301
2 bedrooms, 2 king beds, 2 bathrooms
26–31 Jul
4.95 out of 5 average rating, 60 reviews
Top guest favourite
Guest suite in Saco
Private studio located 2 miles from the beach.
1 king bed, 1 bathroom
19–24 Oct
5.0 out of 5 average rating, 12 reviews
Top guest favourite
Cottage in Pownal
Dreamy Post&Beam Hideaway Near Portland & Freeport
1 bedroom, 2 beds, 1 bathroom
31 Aug – 5 Sept
4.99 out of 5 average rating, 465 reviews
Guest favourite
Cabin in Freeport
Luna 22-ft dome w/ star loft & full bath - 07
2 bedrooms, 2 queen beds, 1 bathroom
16–21 Aug
4.97 out of 5 average rating, 38 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