Holiday rentals in Portland
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Top-rated holiday rentals in Portland
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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
Superhost
Rental unit in Downtown Portland
Walk-able Portland Studio
Guest favourite
Guest suite in Cumberland
Springer Park! adorable guesthouse very stylish!
Guest favourite
Guest house in Portland
Beautiful large studio on the ocean.
Guest favourite
Home in Portland
Explore Portland from a 18th-Century Victorian
Superhost
Rental unit in Portland
Spacious and Comfortable Private Apartment
Guest favourite
Home in Lisbon
Unplug at a Beachy Bolthole with Classic New England Style
Guest favourite
Rental unit in West End
Large Sunny Apartment Near Downtown/Arts District
Guest favourite
Guest suite in Saco
Barn-Board Abode (private studio) powered by solar
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
- Salem Holiday rentals
- Chebacco Lake Holiday rentals
- Old Orchard Beach Holiday rentals
- Lake Winnipesaukee Holiday rentals
- New York Holiday rentals
- Jersey City Holiday rentals
- The Hamptons Holiday rentals
- Boston Holiday rentals
- Montreal Holiday rentals
- Québec City Holiday rentals
- Québec Holiday rentals
- Cottage rentals Portland
- Waterfront rentals Portland
- Townhouse rentals Portland
- Pet-friendly rentals Portland
- Rentals with beach access Portland
- Hotel rentals Portland
- Rentals with a firepit Portland
- Rentals with a fireplace Portland
- Beachfront rentals Portland
- Rentals with a patio Portland
- Family-friendly rentals Portland
- Monthly Rentals Portland
- Private suite rentals Portland
- Rentals with a washing machine and dryer Portland
- Flat rentals Portland
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- Beach house rentals Portland
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- House rentals Portland
- Family-friendly rentals Portland
- Rentals with an EV charger Portland
- Rentals with pools Portland
- Rentals with a hot tub Portland
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