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, 219 reviewsCottage on Black Brook Preserve
23 – 30 June
$1,564 AUD total
Guest favourite
Cabin in Lovell
4.97 out of 5 average rating, 254 reviewsSecluded, cozy cabin nestled in the Maine woods
6 – 13 Dec
$1,389 AUD total
Guest favourite
Apartment in Portland
4.97 out of 5 average rating, 351 reviewsLarge Sunny Apartment Near Downtown/Arts District
17 – 24 Dec
$1,803 AUD total
Superhost
Apartment in Portland
4.85 out of 5 average rating, 371 reviewsQuiet Retreat in the Heart of Portland's West End
3 – 10 Nov
$1,220 AUD total
Superhost
Apartment in Portland
4.78 out of 5 average rating, 304 reviewsStudio w/ Patio, Sauna & Onsite Massage
31 Dec – 7 Jan
$1,398 AUD total
Guest favourite
Apartment in Portland
4.85 out of 5 average rating, 438 reviewsCozy, Private Apartment
8 – 15 Nov
$1,572 AUD total
Guest favourite
Guest suite in Scarborough
4.98 out of 5 average rating, 138 reviewsBeautiful, private apartment!! Great location!
14 – 21 Apr
$1,569 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
$1,772 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
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- Condo rentals Portland
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