Holiday rentals 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
Tiny home in Portland
4.97 out of 5 average rating, 397 reviewsThe Garden Cabin Tiny Home
19–26 Sep
Guest suite in Scarborough
4.98 out of 5 average rating, 139 reviewsBeautiful, private apartment!! Great location!
23–30 Jan
Guest suite in Saco
4.94 out of 5 average rating, 382 reviewsBarn-Board Abode (private studio) powered by solar
26 Feb – 5 Mar
Apartment in Portland
4.96 out of 5 average rating, 164 reviews"Cornelia" Penthouse Waterfront Suite
5–12 Mar
Flat in Portland
4.88 out of 5 average rating, 381 reviewsModern East End studio, perfect Portland home base
29 Oct – 5 Nov
Flat in Portland
4.78 out of 5 average rating, 305 reviewsStudio w/ Patio, Sauna & Onsite Massage
11–18 Sep
Loft in South Portland
5.0 out of 5 average rating, 109 reviewsSerene studio apartment, close to everything.
27 Apr – 4 May
Guest house in South Bristol
4.98 out of 5 average rating, 345 reviewsWaterfront Guest House on the Maine Coast
28 Jan – 4 Feb
Quick stats about holiday rentals in Portland
Total rentals
1.5T 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
1.5L reviews
Destinations to explore
- Cambridge Holiday rentals
- Salem Holiday rentals
- Chebacco Lake Holiday rentals
- Old Orchard Beach Holiday rentals
- Lake Winnipesaukee Holiday rentals
- Jersey City Holiday rentals
- New York Holiday rentals
- The Hamptons Holiday rentals
- Boston Holiday rentals
- Montreal Holiday rentals
- Québec City Holiday rentals
- Québec Holiday rentals
- Rentals with pools Portland
- Rentals with outdoor seating Portland
- House rentals Portland
- Rentals with breakfast Portland
- Rentals with a washing machine and dryer Portland
- Family-friendly rentals Portland
- Apartment rentals Portland
- Monthly Rentals Portland
- Rentals with a patio Portland
- Private suite rentals Portland
- Rentals with a firepit Portland
- Fitness-friendly rentals Portland
- Pet-friendly rentals Portland
- Townhouse rentals Portland
- Rentals with an EV charger Portland
- Rentals with a fireplace Portland
- Waterfront rentals Portland
- Beachfront rentals Portland
- Cottage rentals Portland
- Family-friendly rentals Portland
- Rentals with beach access Portland
- Flat rentals Portland
- Hotel rentals Portland
- Rentals with a hot tub Portland
- Cabin rentals Portland
- Yurt Rentals United States
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