Portland Holiday Rentals

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Holiday Rentals in Portland

Apartment in Southeast Portland

2.0 star property
The price is AU$296
includes taxes & fees
1 Dec - 2 Dec
Large SE Apartment • Walk to Eats • 1BR • Sleeps 4

Apartment in Southeast Portland

10.0 out of 10, Exceptional, (4)
"Great area"
United States
Katy S.
The price is AU$298
includes taxes & fees
15 Dec - 16 Dec
Modern Hawthorne Studio - Food Carts & Local Shops

Aparthotel in Northwest Portland

3.0 star property
9.4 out of 10, Exceptional, (2128)
"Nice hotel"
United States
Nancy
The price is AU$317
includes taxes & fees
6 Dec - 7 Dec
Inn at Northrup Station

Apartment in Northeast Portland

2.0 star property
10.0 out of 10, Exceptional, (5)
"It has a great feel. It’s in a great location. We met the owner and he was a very nice person. We enjoyed staying there."
United States
Erina M.
The price is AU$374
includes taxes & fees
2 Dec - 3 Dec
#StayinMyDistrict Alberta Arts Daylight Studio

Apartment in Southeast Portland

2.0 star property
The price is AU$476
includes taxes & fees
3 Dec - 4 Dec
Osprey Suite - 205 in Portland

Apartment in Northeast Portland

9.6 out of 10, Exceptional, (318)
"Great location in a beautiful, historic area of Portland"
United States
Carolyn O.
The price is AU$389
includes taxes & fees
15 Dec - 16 Dec
A garden view hideaway in the Irvington neighborhood

Apartment in Northeast Portland

9.8 out of 10, Exceptional, (72)
"We enjoyed our stay a lot it was amazing "
United States
Christian F.
The price is AU$312
includes taxes & fees
1 Dec - 2 Dec
Modern Suite Nearby Convention Center (2bd, 1bth)

Holiday Home in Southeast Portland

The price is AU$450
includes taxes & fees
1 Dec - 2 Dec
2BR Upper unit - Sleeps 4 - Trendy Area - Walk Everywhere

Apartment in North Portland

10.0 out of 10, Exceptional, (4)
"Clean, roomy, and comfortable!"
United States
Nebil Fetwi
The price is AU$366
includes taxes & fees
2 Dec - 3 Dec
#StayInMyDistrict Piedmont Near Parks and Shopping

Apartment in Northeast Portland

10.0 out of 10, Exceptional, (16)
"Nice neighborhood, very convenient for us"
United States
Ted B.
The price is AU$295
includes taxes & fees
2 Dec - 3 Dec
Private Greenhouse Suite for 1 or 2 Guests

Apartment in Northeast Portland

9.8 out of 10, Exceptional, (18)
"Beautiful location, not far from dowtown portland, and was a very relaxing stay."
United States
Kelsey L.
The price is AU$235
includes taxes & fees
1 Dec - 2 Dec
Private, cozy, airy garden studio suite, for 1 or 2 guests

Apartment in Northeast Portland

9.6 out of 10, Exceptional, (7)
"Nice cozy place to stay and good area "
Canada
Maximus T.
The price is AU$326
includes taxes & fees
2 Dec - 3 Dec
#StayInMyDistrict Woodlawn Eclectic -Walk to Dekum

Apartment in Southwest Portland

9.8 out of 10, Exceptional, (266)
"The house has a great location and very walkable to many restaurants and stores for shopping. Miyoko is a great host, highly recommend the place! "
United States
James
The price is AU$398
includes taxes & fees
1 Dec - 2 Dec
1 block to Washington Park & short walk to shops, eateries on NW 23rd, Downtown

Apartment in Northeast Portland

9.8 out of 10, Exceptional, (99)
"Great stay, lovely place, excellent communication. "
United States
Jen S.
The price is AU$403
includes taxes & fees
1 Dec - 2 Dec
Portland Sanctuary

Apartment in Northeast Portland

2.0 star property
10.0 out of 10, Exceptional, (2)
"Super great spot. Really walkable to a lot of great places. Perfect place to stay when in town for a wedding weekend"
United States
Sean P.
The price is AU$298
includes taxes & fees
2 Dec - 3 Dec
Kerns Urban Cabin • New Build • AC • Walkable

Apartment in Northeast Portland

9.8 out of 10, Exceptional, (148)
"Fantastic property and great hosts. Very well appointed property and great location. "
United States
Shelli L.
The price is AU$393
includes taxes & fees
1 Dec - 2 Dec
❤️ CLEAN ★ NEAR DOWNTOWN | PRIVATE PATIO ★ WALKABLE

Apartment in Northeast Portland

9.8 out of 10, Exceptional, (102)
"Jean is a very friendly host, and Grandpa’s Cabin was clean and comfortable."
United States
Susan F.
Artful, Rustic Backyard Cabin-Sustainable Ethic, Downtown 20 Min, 5-Star Shower

Holiday Home in Northwest Portland

9.2 out of 10, Wonderful, (130)
"Great location. Close to stores and restaurants. Great having a parking space "
United States
KAREN F.
The price is AU$539
includes taxes & fees
2 Dec - 3 Dec
Beautiful Space w/ Patio & Central Location - Walk to Absolutely Everything

Apartment in Northeast Portland

2.0 star property
10.0 out of 10, Exceptional, (4)
"Great spot, either walking distance or many great restaurants or just a short drive away. "
United States
Bryan R.
The price is AU$487
includes taxes & fees
1 Dec - 2 Dec
Retro Hideaway - Trendy Location - 2BR - Sleeps 4

Cottage in North Portland

2.0 star property
9.8 out of 10, Exceptional, (9)
"This is the 4th time we have stayed at this wonderful cottage and it continues to be the perfect spot for us to be when visiting our son and his family. Quiet location, easy walk to Mississippi, well stocked, clean and comfortable. Highly recommend."
United States
Linda M.
The price is AU$512
includes taxes & fees
2 Dec - 3 Dec
Immaculate Detached Cottage - Walk to MAX, Drinks, Dining, 3 Miles to Dwntwn, Full Kitchen & BBQ
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

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 favourite 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 depend 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 AU$144 per night. Entering your travel dates in the search wizard might find you 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 scenic riverfront in Portland. While you're in the area, you can also enjoy the picturesque gardens and acclaimed theatre scene.

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

Location, style and space! - Midcentury Modern Home - Steps from Restaurant Row: This highly rated holiday home rental in Portland is located on a river, and has a patio, a selection of games and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Some other top choices in Portland are Pet friendly apartment with covered patio and fenced-in yard. and Designer Owned House on Vibrant Williams Avenue near Mississippi.

How many holiday rentals are there in Portland?

With 997 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 Oregon Rail Heritage Center 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.