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Search results; Over 1,000 homes in Portland

Top guest favorite
Home in Portland
East End Portland, Water Views
3 bedrooms, 4 beds, 1 private bath
Sep 9 – 14
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4.96 out of 5 average rating, 161 reviews
Top guest favorite
Cabin in Freeport
The Maine Frame | Modern A-Frame Cabin in Freeport
2 bedrooms, 2 beds, 1 bath
Nov 14 – 19
5.0 out of 5 average rating, 145 reviews
Top guest favorite
Apartment in South Portland
2 bedroom, 1 bath of coastal comfort & airy charm
2 bedrooms, 3 beds, 1 bath
Oct 28 – Nov 2
5.0 out of 5 average rating, 15 reviews
Top guest favorite
Apartment in Portland
Large Sunny Apartment Near Downtown/Arts District
1 bedroom, 1 queen bed, 1 bath
Nov 20 – 25
4.96 out of 5 average rating, 480 reviews
Top guest favorite
Apartment in Portland
Adorable getaway on the Eastern Promenade
1 bedroom, 2 beds, 1 bath
Nov 13 – 18
4.93 out of 5 average rating, 698 reviews
Top guest favorite
Home in Cape Elizabeth
"Periwinkle" ~ a Charming Oceanfront Cottage
3 bedrooms, 3 beds, 1.5 baths
Nov 1 – 7
5.0 out of 5 average rating, 35 reviews
Guest favorite
Apartment in Portland
Two Bedroom Loft at Boyd Block
2 bedrooms, 2 king beds, 2 baths
Aug 29 – Sep 3
4.9 out of 5 average rating, 48 reviews
Top guest favorite
Guesthouse in Saco
Brand-New Private Studio with Large Balcony – Saco
1 bedroom, 2 beds, 1 bath
Sep 13 – 18
5.0 out of 5 average rating, 17 reviews
Guest favorite
Apartment in Portland
Old Port Loft - 301
2 bedrooms, 2 king beds, 2 baths
Oct 4 – 9
4.95 out of 5 average rating, 60 reviews
Top guest favorite
Treehouse in Pownal
The Copper Fox Treehouse
1 bedroom, 3 beds, 1 bath
Sep 13 – 18
4.99 out of 5 average rating, 186 reviews
Top guest favorite
Place to stay in Portland
Top of Portland's Munjoy Hill
2 bedrooms, 2 beds, 1 bath
Nov 16 – 21
4.92 out of 5 average rating, 1240 reviews
Top guest favorite
Condo in Portland
Mary J. Eastburn House - Baxter Suite
1 bedroom, 2 beds, 1 bath
Aug 16 – 21
5.0 out of 5 average rating, 148 reviews
Superhost
Room in South Portland
HomeAwhile - Extended Stay Suites
2 beds, 1 bath
Aug 21 – 26
4.92 out of 5 average rating, 168 reviews
Top guest favorite
Guest suite in Saco
Private king studio 2 miles from the beach.
1 king bed, 1 bath
Oct 19 – 24
5.0 out of 5 average rating, 17 reviews
Home in Kennebunk
Private, family friendly getaway.
3 bedrooms, 8 beds, 2 baths
Oct 19 – 24
5.0 out of 5 average rating, 4 reviews
Top guest favorite
Apartment in Portland
PortJoy Living
2 bedrooms, 2 queen beds, 1 bath
Oct 22 – 27
5.0 out of 5 average rating, 53 reviews
Top guest favorite
Apartment in Portland
Harborview - Curated East End Escape w/ Parking
2 bedrooms, 4 beds, 2 baths
Oct 25 – 30
4.99 out of 5 average rating, 151 reviews
Guest favorite
Apartment in Portland
1-bedroom unit (3 beds) with free parking
1 bedroom, 3 beds, 1 bath
Sep 19 – 24
4.96 out of 5 average rating, 143 reviews
Top guest favorite
Barn in Portland
Garrison Cove Studio
1 bed, 1 bath
Oct 29 – Nov 3
5.0 out of 5 average rating, 487 reviews