A calm river surrounded by lush green trees and hills under a clear blue sky.

Portland Holiday Rentals

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Our top choices for Portland holiday rentals

Updated Getaway w/ Sauna & Yard in Bloomsbury!

Updated Getaway w/ Sauna & Yard in Bloomsbury!
3.0 star property
Bloomsbury
The price is NZ$796
includes taxes & fees
6 July - 7 July
Updated Getaway w/ Sauna & Yard in Bloomsbury!

Echo Valley Cottages

Echo Valley Cottages
3.0 star property
East Stroudsburg
8.6 out of 10, Excellent, (63 reviews)
"Everything was good from the start. Served my purpose perfectly. Close enough to the race track but still private and serene enough for a getaway. The host was great and personable also."
United States
Michael
The price is NZ$473
includes taxes & fees
6 July - 7 July
Echo Valley Cottages

Luxury Log Cabin w/ EV Charger & Mtn Views!

Luxury Log Cabin w/ EV Charger & Mtn Views!
3.0 star property
Blairstown
Luxury Log Cabin w/ EV Charger & Mtn Views!

Walk to Main St Stroudsburg! Pocono Townhome

Walk to Main St Stroudsburg! Pocono Townhome
4.0 star property
Stroudsburg
The price is NZ$1,002
includes taxes & fees
6 July - 7 July
Walk to Main St Stroudsburg! Pocono Townhome
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Find out more about Portland

Everything you need to know about Portland holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Portland holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Portland holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Portland holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Portland. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Portland holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Portland holiday rentals we have selected for you start as low as NZ$473 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Portland rentals

At Expedia, we put the best Portland holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Portland rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Portland holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Portland. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there holiday rentals in Portland?

Yes, there are holiday rentals close to the most popular sights in Portland, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Portland has to offer?

Pocono Mountain Villas by Exploria Resorts by Sonesta: This holiday home rental outside of Portland is located in the mountains, and has an indoor pool, a BBQ and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a full-sized fridge, a dishwasher and a stovetop.

What can I see and do in Portland?

Delaware River and Paulinskill River are a couple of lovely local spots to get outside and enjoy nature. In the wider area, you’ll find Columcille Megalith Park and Worthington State Forest.

What are holiday rentals like in Portland?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Portland. Holiday rentals offer amenities such as WiFi and washers and dryers so your stay will be comfortable. If you're concerned about cleanliness, holiday rentals can offer a sense of safety away from public hotel lifts and busy reception areas while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular choice for family trips.