Holiday rentals in Portland
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Top-rated holiday rentals in Portland
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Holiday rentals for every style
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Popular amenities for Portland holiday rentals
Other great holiday rentals in Portland
Tiny home in Portland
4.97 out of 5 average rating, 397 reviewsThe Garden Cabin Tiny Home
8–15 Sep
Guest suite in Saco
4.94 out of 5 average rating, 382 reviewsBarn-Board Abode (private studio) powered by solar
26 Feb – 5 Mar
Guest suite in Scarborough
4.98 out of 5 average rating, 139 reviewsBeautiful, private apartment!! Great location!
15–22 Mar
Cabin in Lovell
4.97 out of 5 average rating, 258 reviewsSecluded, cozy cabin nestled in the Maine woods
23–30 Jan
Home in Lisbon
4.94 out of 5 average rating, 335 reviewsUnplug at a Beachy Bolthole with Classic New England Style
14–21 Feb
Flat in Portland
4.87 out of 5 average rating, 383 reviewsModern East End studio, perfect Portland home base
11–18 Nov
Flat in Portland
4.94 out of 5 average rating, 118 reviewsRight in the City 2 Bedroom w/ Laundry in Unit
31 Dec – 7 Jan
Flat in Portland
4.91 out of 5 average rating, 289 reviewsSmall cozy downtown loft
4–11 Jan
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
- Rentals with an EV charger Portland
- Family-friendly rentals Portland
- Monthly Rentals Portland
- Beachfront rentals Portland
- Rentals with outdoor seating Portland
- Rentals with pools Portland
- Cabin rentals Portland
- Private suite rentals Portland
- Rentals with a washing machine and dryer Portland
- Apartment rentals Portland
- Pet-friendly rentals Portland
- House rentals Portland
- Flat rentals Portland
- Rentals with a fireplace Portland
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- Waterfront rentals Portland
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- Townhouse rentals Portland
- Fitness-friendly rentals Portland
- Rentals with breakfast Portland
- Rentals with beach access Portland
- Hotel rentals Portland
- Cottage rentals Portland
- Rentals with a hot tub Portland
- Family-friendly rentals Portland
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