Holiday houses in Portland
Find and book unique accommodation on Airbnb
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 Portland
4.92 out of 5 average rating, 12 reviewsCozy waterview in-law apartment
16–23 Oct
$276 NZD per night
Guest favourite
Guesthouse in Portland
5.0 out of 5 average rating, 70 reviewsGuesthouse Farm Stay
20–27 Nov
$289 NZD per night
Guest favourite
Farm stay in Glastonbury
5.0 out of 5 average rating, 56 reviewsHistoric Farmhouse by the River (Duplex)
9–16 Sep
$239 NZD per night
Guest favourite
Home in Haddam
5.0 out of 5 average rating, 78 reviewsCozy Comforts!
20–27 Jan
$237 NZD per night
Guest favourite
Home in Middletown
5.0 out of 5 average rating, 12 reviewsHome with Fiber Optic Internet
16–23 Oct
$307 NZD per night
Guest favourite
Home in East Hampton
4.95 out of 5 average rating, 21 reviewsWaterfront Lake House
19–26 Mar
$988 NZD per night
Guest favourite
Holiday home in East Hampton
5.0 out of 5 average rating, 25 reviewsFamily Friendly Lake House Lake Pocotopaug Sunsets
8–15 May
$879 NZD per night
Guest favourite
Home in East Hampton
4.98 out of 5 average rating, 51 reviewsLake Fun: PingPong, Pool Table, Slide, EV Charger
10–17 Mar
$658 NZD per night
Quick stats about holiday rentals in Portland
Total rentals
20 properties
Popular amenities
Kitchen, Wi-Fi and Pool
Wi-Fi availability
20 properties include access to Wi-Fi
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Total number of reviews
1.2K reviews
Nightly prices starting at
$83 NZD before taxes and fees
Destinations to explore
- New City Holiday rentals
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- Newark Holiday rentals
- Cambridge Holiday rentals
- Montauk Holiday rentals
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- Yurt Rentals United States
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- Farm Houses United States
- Farm Cottages United Kingdom
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