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.
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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 house in Windham
5.0 out of 5 average rating, 218 reviewsCottage on Black Brook Preserve
29 May – 5 Jun
£118 per night
Guest favourite
Cabin in Lovell
4.97 out of 5 average rating, 254 reviewsSecluded, cozy cabin nestled in the Maine woods
22–29 Nov
£105 per night
Guest favourite
Guest suite in Scarborough
4.98 out of 5 average rating, 138 reviewsBeautiful, private apartment!! Great location!
6–13 Apr
£116 per night
Superhost
Flat in Portland
4.78 out of 5 average rating, 304 reviewsStudio w/ Patio, Sauna & Onsite Massage
6–13 Jan
£106 per night
Guest favourite
Tiny home in Portland
4.97 out of 5 average rating, 397 reviewsThe Garden Cabin Tiny Home
30 May – 6 Jun
£133 per night
Superhost
Flat in Portland
4.82 out of 5 average rating, 351 reviewsSpacious and Comfortable Private Apartment
27 Nov – 4 Dec
£101 per night
Guest favourite
Flat in Arundel
4.91 out of 5 average rating, 126 reviewsGinger Hilltop
23 Feb – 2 Mar
£112 per night
Guest favourite
Guest suite in Freeport
4.97 out of 5 average rating, 118 reviewsSolar Suite surrounded by Nature
4–11 Dec
£113 per night
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
- 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
- Family-friendly rentals Portland
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