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
Guest suite in Scarborough
4.98 out of 5 average rating, 138 reviewsBeautiful, private apartment!! Great location!
9–16 Dec
$239 NZD per night
Guest favourite
Apartment in Portland
4.85 out of 5 average rating, 438 reviewsCozy, Private Apartment
23–30 Nov
$247 NZD per night
Superhost
Apartment in Portland
4.82 out of 5 average rating, 352 reviewsSpacious and Comfortable Private Apartment
5–12 Feb
$218 NZD 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
$278 NZD per night
Guest favourite
Apartment in Arundel
4.91 out of 5 average rating, 127 reviewsGinger Hilltop
10–17 Dec
$231 NZD per night
Guest favourite
Guesthouse in Cape Elizabeth
4.98 out of 5 average rating, 138 reviewsNewly built private guest suite off Shore Road
4–11 Apr
$316 NZD per night
Guest favourite
Cabin in Freeport
4.98 out of 5 average rating, 469 reviewsCozy Cottage-Near Harbor & Park
14–21 May
$308 NZD per night
Guest favourite
Apartment in Portland
4.91 out of 5 average rating, 289 reviewsSmall cozy downtown loft
25 Dec – 1 Jan
$294 NZD 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
- Private suite rentals Portland
- Rentals with a fire pit Portland
- Rentals with a fireplace Portland
- Rentals with an EV charger Portland
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- Rentals with pools Portland
- Rentals with a washing machine and dryer Portland
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