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.
Holiday rentals for every style
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Popular amenities for Portland holiday rentals
Other great holiday rentals in Portland
Guest suite in Cumberland
4.92 out of 5 average rating, 108 reviewsSpringer Park! adorable guesthouse very stylish!
9 – 16 Mar
Home in Lisbon
4.94 out of 5 average rating, 335 reviewsUnplug at a Beachy Bolthole with Classic New England Style
18 – 25 Mar
Apartment in Portland
4.82 out of 5 average rating, 354 reviewsSpacious and Comfortable Private Apartment
12 – 19 Dec
Apartment in Portland
4.88 out of 5 average rating, 382 reviewsModern East End studio, perfect Portland home base
3 – 10 Nov
Guest suite in Scarborough
4.98 out of 5 average rating, 139 reviewsBeautiful, private apartment!! Great location!
23 – 30 Apr
Cabin in Lovell
4.97 out of 5 average rating, 258 reviewsSecluded, cozy cabin nestled in the Maine woods
13 – 20 Sept
Apartment in Portland
4.78 out of 5 average rating, 305 reviewsStudio w/ Patio, Sauna & Onsite Massage
19 – 26 Mar
Apartment in Gorham
4.96 out of 5 average rating, 195 reviewsCozy Private 1 Bedroom Apartment - Gorham Village
21 – 28 Oct
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 Accommodation & holiday rentals
- Salem Holiday rentals
- Chebacco Lake Accommodation & holiday rentals
- Old Orchard Beach Holiday rentals
- Lake Winnipesaukee Accommodation & holiday rentals
- New York Accommodation & holiday rentals
- Jersey City Holiday rentals
- The Hamptons Holiday rentals
- Boston Accommodation & holiday rentals
- Montreal Accommodation & holiday rentals
- Québec City Accommodation & holiday rentals
- Québec Accommodation & holiday rentals
- Waterfront rentals Portland
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- Rentals with pools Portland
- Rentals with an EV charger Portland
- Rentals with a fire pit Portland
- Apartment rentals Portland
- Hotel rentals Portland
- Rentals with a fireplace Portland
- Rentals with a patio Portland
- Monthly Rentals Portland
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