Portland Holiday Rentals

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Holiday Rentals in Portland

Larkspur Landing Extended Stay Suites Hillsboro

3.0 star property
8.2 out of 10, Very good, (1972)
"Very clean, great breakfast options, kitchen in room was very nice, quiet rooms!"
The price is NZ$169
includes taxes & fees
11 Oct - 12 Oct
Larkspur Landing Extended Stay Suites Hillsboro

Inn at Northrup Station

3.0 star property
9.4 out of 10, Exceptional, (2095)
"Best area for families, the property itself is a little outdated but well managed. Free parking, it's better to have breakfast outside with many good options."
The price is NZ$380
includes taxes & fees
13 Oct - 14 Oct
Inn at Northrup Station

Deluxe Room | Portland Hub + Pulitzer Display

10.0 out of 10, Exceptional, (1)
"Very nice for me and my daughter to stay for the Zach Bryan concert.."
The price is NZ$368
includes taxes & fees
15 Oct - 16 Oct
Deluxe Room | Portland Hub + Pulitzer Display

Spacious Premium King with 24-Hour Gym Access

8.0 out of 10, Very good, (2)
"The listing said parking available but did not specify there would be additional charges and that the garage was not attached. I was also surprised that there was not a mini refrigerator in the room"
Spacious Premium King with 24-Hour Gym Access

Portland Sanctuary

9.8 out of 10, Exceptional, (91)
"It is in a great neighborhood & convenient to our family. Beautiful gardens and lovely host. Loved it & will definitely stay there again if we are lucky enough to return!"
The price is NZ$507
includes taxes & fees
30 Sept - 1 Oct
Portland Sanctuary

Location, style and space! - Midcentury Modern Home - Steps from Restaurant Row

10.0 out of 10, Exceptional, (317)
"Great place to stay and close to restaurants and shops."
Location, style and space! - Midcentury Modern Home - Steps from Restaurant Row

Luxury Home • Great Location • 4BR • Sleeps 12

2.0 star property
10.0 out of 10, Exceptional, (2)
"Twelve family members stayed here for my daughter’s graduation weekend. Arrived to a clean house with enough beds, towels, face cloths, etc. check in was a snap and check out was easy peasy. All communication was top notch. Most grateful for our stay and would recommend to others! Places to walk to including an amazing dessert place, mart, and coffee. "
The price is NZ$1,495
includes taxes & fees
30 Sept - 1 Oct
Luxury Home • Great Location • 4BR • Sleeps 12

Hillsdale Spacious, comfortable home

9.6 out of 10, Exceptional, (137)
"Lovely property that close to family that we were visiting. Close drive to downtown and the rose gardens. "
Hillsdale Spacious, comfortable home

Pet friendly apartment with covered patio and fenced-in yard.

10.0 out of 10, Exceptional, (310)
"great get away and location. "
The price is NZ$349
includes taxes & fees
5 Oct - 6 Oct
Pet friendly apartment with covered patio and fenced-in yard.

Touch of Timeless Glamour in Unique Deluxe Queen

5.0 out of 10, (2)
"This place is nice and quiet and there’s nice touches like free tea and coffee. We did request the sheets to be changed and they just made up the"
Touch of Timeless Glamour in Unique Deluxe Queen

Tiny Farmhouse - Walk to Local Shops & Restaurants

10.0 out of 10, Exceptional, (2)
"First (and not last) tiny home stay! Perfectly appointed and comfortable space. Conveniently located with ample street parking. Great experience - would definitely book again."
The price is NZ$357
includes taxes & fees
15 Oct - 16 Oct
Tiny Farmhouse - Walk to Local Shops & Restaurants

The Tree House 1 BR Attached In-law Apartment with Private Spa

8.8 out of 10, Excellent, (8)
"Enjoyed everything "
The price is NZ$306
includes taxes & fees
30 Sept - 1 Oct
The Tree House 1 BR Attached In-law Apartment with Private Spa

Chinook Suite - 203 in Portland

2.0 star property
The price is NZ$704
includes taxes & fees
21 Oct - 22 Oct
Chinook Suite - 203 in Portland

Accessible Two Doubles | DT Portland & More Perks

10.0 out of 10, Exceptional, (1)
"Great proximity to dining and entertainment "
The price is NZ$394
includes taxes & fees
26 Oct - 27 Oct
Accessible Two Doubles | DT Portland & More Perks

Spacious Premium Queen with Signature Amenities

8.0 out of 10, Very good, (1)
Spacious Premium Queen with Signature Amenities

Classic Locale, ADA Glamour in Central Portland

9.0 out of 10, Wonderful, (2)
"Hotel was fantastic! As was the staff. Prior to arriving the third party I booked through was difficult to talk to. Didn’t answer my questions very well. But the stay itself was great!"
Classic Locale, ADA Glamour in Central Portland

Hot Tub + Huge Yard | Near Alberta & Miss. Ave

2.0 star property
10.0 out of 10, Exceptional, (1)
"A very comfortable space to relax in after you return from exploring Portland. This three bedroom home had everything we needed to meet our expectations. The beds were super comfortable top quality mattresses and bedding. We were provided with plenty of supplies and linens. Trevor was very responsive to messaging and checked in with us to make sure everything was as expected. Thank you Trevor we really enjoyed our time in Portland!"
The price is NZ$968
includes taxes & fees
6 Oct - 7 Oct
Hot Tub + Huge Yard | Near Alberta & Miss. Ave

Oregon Jade Lodging: Specious two bedroom, EV charger, green space

8.8 out of 10, Excellent, (19)
"Owner was extremely accommodating to a last minute change and the place was all set up and looked beautiful! "
The price is NZ$452
includes taxes & fees
30 Sept - 1 Oct
Oregon Jade Lodging: Specious two bedroom, EV charger, green space

Superior King | Global Fusion + Tailored Luxury

10.0 out of 10, Exceptional, (1)
The price is NZ$400
includes taxes & fees
30 Sept - 1 Oct
Superior King | Global Fusion + Tailored Luxury

#StayinMyDistrict Kenton Private Guest House

2.0 star property
10.0 out of 10, Exceptional, (4)
"We enjoyed our one night stay! The rental met allour needs for 4 people. It was a great location that was just minutes from the expo center and racetrack. "
The price is NZ$367
includes taxes & fees
30 Sept - 1 Oct
#StayinMyDistrict Kenton Private Guest House
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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Top Portland Hotel Reviews

Find out more about Portland

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$169 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 in Portland close to Oregon Museum of Science and Industry, or you can select a more secluded option if you're looking for a relaxing stay. Visitors like the array of shops and picturesque gardens in Portland. While you're in the area, you can also enjoy the scenic riverfront and acclaimed art scene.

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

Pet friendly apartment with covered patio and fenced-in yard.: This highly rated holiday home rental in Portland is located in the city centre, and has a patio, a private garden and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a fridge, a microwave and kitchenware. Some other top choices in Portland are Hillsdale Spacious, comfortable home and Spacious 4-bedroom house in charming Gresham with WiFi, AC, kitchen appliances,.

How many holiday rentals are there in Portland?

With 937 Expedia holiday rentals, you're guaranteed to find just the right place for your Portland stay.

What can I see and do in Portland?

Oregon Museum of Science and Industry and Rose Garden Children's Park are a couple of the family-friendly sights, whereas cultural attractions include Portland'5 Centers for the Arts and Arlene Schnitzer Concert Hall. While here, Moda Center and Portlandia are other places worth a visit.

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 provide amenities such as patios, hot tubs and fire pits so you'll feel right at home. If you're concerned about a sanitised environment, holiday rentals can provide a sense of seclusion away from shared hotel lifts and busy concierge desks while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a standard hotel, which makes a holiday rental a great choice for small groups.