Holiday houses in Portland
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Top-rated holiday rentals in Portland
Guests agree: these stays are highly rated for location, cleanliness and more.
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Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Portland holiday rentals
Other great holiday rentals in Portland
Guest favourite
Guest suite in Cumberland
4.91 out of 5 average rating, 111 reviewsSpringer Park! adorable guesthouse very stylish!
Guest favourite
Apartment in Westbrook
4.88 out of 5 average rating, 176 reviewsCozy one bedroom on 2nd floor, close to Portland
Guest favourite
Apartment in Portland
4.97 out of 5 average rating, 362 reviewsLarge Sunny Apartment Near Downtown/Arts District
Superhost
Apartment in Portland
4.83 out of 5 average rating, 363 reviewsSpacious and Comfortable Private Apartment
Guest favourite
Home in Portland
4.95 out of 5 average rating, 294 reviewsExplore Portland from a 18th-Century Victorian
Guest favourite
Home in Lisbon
4.94 out of 5 average rating, 339 reviewsUnplug at a Beachy Bolthole with Classic New England Style
Guest favourite
Loft in South Portland
5.0 out of 5 average rating, 115 reviewsSerene studio apartment, close to everything.
Guest favourite
Guesthouse in Portland
4.95 out of 5 average rating, 284 reviewsBeautiful large studio on the ocean.
Quick stats about holiday rentals in Portland
Total rentals
1.5K properties
Rentals with dedicated workspaces
780 properties have a dedicated workspace
Rentals with a pool
70 properties have a pool
Pet-friendly rentals
400 properties allow pets
Family-friendly rentals
780 properties are a good fit for families
Total number of reviews
151K reviews
Destinations to explore
- Cambridge Holiday rentals
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- Cottage rentals Portland
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