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.
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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
Guesthouse in Windham
5.0 out of 5 average rating, 218 reviewsCottage on Black Brook Preserve
29 May – 5 June
$1,573 AUD total
Guest favourite
Cabin in Lovell
4.97 out of 5 average rating, 254 reviewsSecluded, cozy cabin nestled in the Maine woods
22 – 29 Nov
$1,396 AUD total
Guest favourite
Guest suite in Scarborough
4.98 out of 5 average rating, 138 reviewsBeautiful, private apartment!! Great location!
6 – 13 Apr
$1,541 AUD total
Superhost
Apartment in Portland
4.78 out of 5 average rating, 304 reviewsStudio w/ Patio, Sauna & Onsite Massage
6 – 13 Jan
$1,406 AUD total
Guest favourite
Tiny home in Portland
4.97 out of 5 average rating, 397 reviewsThe Garden Cabin Tiny Home
30 May – 6 June
$1,770 AUD total
Superhost
Apartment in Portland
4.82 out of 5 average rating, 351 reviewsSpacious and Comfortable Private Apartment
27 Nov – 4 Dec
$1,334 AUD total
Guest favourite
Apartment in Arundel
4.91 out of 5 average rating, 126 reviewsGinger Hilltop
23 Feb – 2 Mar
$1,479 AUD total
Guest favourite
Guest suite in Freeport
4.97 out of 5 average rating, 118 reviewsSolar Suite surrounded by Nature
4 – 11 Dec
$1,503 AUD total
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
- Jersey City Holiday rentals
- New York Accommodation & holiday rentals
- The Hamptons Holiday rentals
- Boston Accommodation & holiday rentals
- Montreal Accommodation & holiday rentals
- Québec City Accommodation & holiday rentals
- Québec Accommodation & holiday rentals
- Private suite rentals Portland
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