Portland Holiday Rentals

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Our top choices for Portland holiday rentals

#StayinMyDistrict Alberta Arts Daylight Studio

#StayinMyDistrict Alberta Arts Daylight Studio
2.0 star property
Northeast Portland
10.0 out of 10, Exceptional, (7)
"I had a wonderful stay "
United States
Sharada B.
The price is NZ$333
includes taxes & fees
30 Dec - 31 Dec
#StayinMyDistrict Alberta Arts Daylight Studio

❤️ CLEAN ★ NEAR DOWNTOWN | PRIVATE PATIO ★ WALKABLE

❤️ CLEAN ★ NEAR DOWNTOWN | PRIVATE PATIO ★ WALKABLE
Northeast Portland
9.8 out of 10, Exceptional, (152)
"Great location, comfortable and well stocked!"
United States
Edla P.
The price is NZ$430
includes taxes & fees
2 Jan - 3 Jan 2026
❤️ CLEAN ★ NEAR DOWNTOWN | PRIVATE PATIO ★ WALKABLE

Large SE Apartment • Walk to Eats • 1BR • Sleeps 4

Large SE Apartment • Walk to Eats • 1BR • Sleeps 4
2.0 star property
Southeast Portland
The price is NZ$317
includes taxes & fees
5 Jan - 6 Jan 2026
Large SE Apartment • Walk to Eats • 1BR • Sleeps 4

#StayinMyDistrict Sellwood Coco Rose Retreat

#StayinMyDistrict Sellwood Coco Rose Retreat
2.0 star property
Southeast Portland
10.0 out of 10, Exceptional, (33)
"Beautiful little space, steps away from great food and coffee."
United States
Christine M.
The price is NZ$344
includes taxes & fees
30 Dec - 31 Dec
#StayinMyDistrict Sellwood Coco Rose Retreat

Margaux the Vintage Airstream - Portland's Glamping Garden Oasis

Margaux the Vintage Airstream - Portland's Glamping Garden Oasis
2.0 star property
Southeast Portland
9.6 out of 10, Exceptional, (7)
"Amazing host with great communication, a gorgeous and perfectly placed spot, and a fun, cozy place that had everything I needed. The commissary was incredible, and the whole experience was perfect!"
United States
Kierra P.
The price is NZ$259
includes taxes & fees
30 Dec - 31 Dec
Margaux the Vintage Airstream - Portland's Glamping Garden Oasis

#StayInMyDistrict Piedmont Near Parks and Shopping

#StayInMyDistrict Piedmont Near Parks and Shopping
North Portland
10.0 out of 10, Exceptional, (4)
"Clean, roomy, and comfortable!"
United States
Nebil Fetwi
The price is NZ$353
includes taxes & fees
30 Dec - 31 Dec
#StayInMyDistrict Piedmont Near Parks and Shopping

#StayinMyDistrict Sellwood Private Garden Casita

#StayinMyDistrict Sellwood Private Garden Casita
Southeast Portland
9.2 out of 10, Wonderful, (15)
"What a little slice of heaven! Perfect location and comfortable. I’ll be back:)"
United States
Amy C.
The price is NZ$337
includes taxes & fees
30 Dec - 31 Dec
#StayinMyDistrict Sellwood Private Garden Casita

Coastal Vibes Studio • Kerns Eats & Coffee • AC

Coastal Vibes Studio • Kerns Eats & Coffee • AC
2.0 star property
Northeast Portland
10.0 out of 10, Exceptional, (1)
"This is my second stay at this property, that alone should say a lot. This studio may not be the biggest , but it has everything you need. And the host is courteous and helped address my needs promptly. Highly recommended!!"
Canada
Chris
The price is NZ$329
includes taxes & fees
4 Jan - 5 Jan 2026
Coastal Vibes Studio • Kerns Eats & Coffee • AC

Cool basement apartment with WiFi in vibrant Portland, Oregon.

Cool basement apartment with WiFi in vibrant Portland, Oregon.
North Portland
9.8 out of 10, Exceptional, (6)
"Patty was very clear on check in. The place was clean and comfy. We just needed a place to rest our heads while visiting our son and future daughter in law. "
United States
Virginia A.
The price is NZ$265
includes taxes & fees
31 Dec - 1 Jan 2026
Cool basement apartment with WiFi in vibrant Portland, Oregon.

Modern Hawthorne Studio - Food Carts & Local Shops

Modern Hawthorne Studio - Food Carts & Local Shops
Southeast Portland
10.0 out of 10, Exceptional, (5)
"Great area"
United States
Katy S.
The price is NZ$317
includes taxes & fees
5 Jan - 6 Jan 2026
Modern Hawthorne Studio - Food Carts & Local Shops

Inn at Northrup Station

Inn at Northrup Station
3.0 star property
Northwest Portland
9.4 out of 10, Exceptional, (2139)
"Nice big room in a very good location. Staff were very helpful and recommended food options near by. "
United States
Fiona
Inn at Northrup Station

Modern & Bright Walkable U of P Studio, Fast WiFi

Modern & Bright Walkable U of P Studio, Fast WiFi
North Portland
10.0 out of 10, Exceptional, (9)
"Great experience and location is perfect for parents visiting students at UP. Will definitely stay here again!"
United States
Thomas G.
The price is NZ$309
includes taxes & fees
11 Jan - 12 Jan 2026
Modern & Bright Walkable U of P Studio, Fast WiFi

Charming 2-bedroom in historic home

Charming 2-bedroom in historic home
2.0 star property
Southeast Portland
9.8 out of 10, Exceptional, (32)
"Great location, cute and clean space, would stay here again! "
United States
Calandra D.
Charming 2-bedroom in historic home

#StayInMyDistrict Buckman Bright Spacious Townhome

#StayInMyDistrict Buckman Bright Spacious Townhome
Southeast Portland
9.4 out of 10, Exceptional, (19)
"I had a great time staying in the Buckman District. Very comfortable stay and lots of dining options!"
United States
Ben L.
The price is NZ$384
includes taxes & fees
4 Jan - 5 Jan 2026
#StayInMyDistrict Buckman Bright Spacious Townhome

Modern Suite Nearby Convention Center (2bd, 1bth)

Modern Suite Nearby Convention Center (2bd, 1bth)
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 NZ$347
includes taxes & fees
1 Jan - 2 Jan 2026
Modern Suite Nearby Convention Center (2bd, 1bth)

1 block to Washington Park & short walk to shops, eateries on NW 23rd, Downtown

1 block to Washington Park & short walk to shops, eateries on NW 23rd, Downtown
Southwest Portland
9.8 out of 10, Exceptional, (266)
"Our host was very friendly and the accommodations were very comfortable."
United States
Gary Y.
The price is NZ$441
includes taxes & fees
30 Dec - 31 Dec
1 block to Washington Park & short walk to shops, eateries on NW 23rd, Downtown

Private Greenhouse Suite for 1 or 2 Guests

Private Greenhouse Suite for 1 or 2 Guests
Northeast Portland
10.0 out of 10, Exceptional, (17)
"Nice neighborhood, very convenient for us"
United States
Ted B.
The price is NZ$328
includes taxes & fees
7 Jan - 8 Jan 2026
Private Greenhouse Suite for 1 or 2 Guests

Private, cozy, airy garden studio suite, for 1 or 2 guests

Private, cozy, airy garden studio suite, for 1 or 2 guests
Northeast Portland
9.8 out of 10, Exceptional, (20)
"Beautiful location, not far from dowtown portland, and was a very relaxing stay."
United States
Kelsey L.
The price is NZ$261
includes taxes & fees
5 Jan - 6 Jan 2026
Private, cozy, airy garden studio suite, for 1 or 2 guests

#StayInMyDistrict Woodlawn Eclectic -Walk to Dekum

#StayInMyDistrict Woodlawn Eclectic -Walk to Dekum
Northeast Portland
9.6 out of 10, Exceptional, (7)
"Nice cozy place to stay and good area "
Canada
Maximus T.
The price is NZ$319
includes taxes & fees
4 Jan - 5 Jan 2026
#StayInMyDistrict Woodlawn Eclectic -Walk to Dekum

Portland Sanctuary

Portland Sanctuary
Northeast Portland
9.8 out of 10, Exceptional, (102)
"Great stay, lovely place, excellent communication. "
United States
Jen S.
The price is NZ$496
includes taxes & fees
1 Jan - 2 Jan 2026
Portland Sanctuary
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 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$154 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 great live music.

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

Exquisite Historic Suite Close to Downtown 14-21673: This highly rated holiday home rental in Portland is located in the city centre, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a microwave and kitchenware. Make the most of games in this rental home to help you unwind. Some other top choices in Portland are Location, style and space! - Midcentury Modern Home - Steps from Restaurant Row and Alberta Arts Treehouse.

How many holiday rentals are there in Portland?

With 1009 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 Zoo 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, Portlandia and Portland Art Museum 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.