Portland Holiday Rentals

Save an average of 15% on thousands of properties with Expedia Rewards

Most properties are fully refundable. Because flexibility matters.

Search over 2.9 million properties and 550 airlines worldwide

Holiday Rentals in Portland

Property entrance
Larkspur Landing Hillsboro - An All-Suite Hotel
3.0 star property
8.2 out of 10, Very good, (1471)
"Very friendly staff and had good communication throughout my stay. I accidentally left my new Sonicare toothbrush and they called me letting me know that they would hold it for me. I appreciated the overall hospitality from the staff. Dog friendly rooms that were clean and didn’t smell bad like some pet friendly hotels do. Breakfast was decent. Good location and good place to stay. I will return if I’m ever back in the area. "
The price is NZ$210
per night
19 May - 20 May
Larkspur Landing Hillsboro - An All-Suite Hotel
Building design
Inn at Northrup Station
3.0 star property
9.4 out of 10, Exceptional, (1891)
"kitschy"
The price is NZ$299
per night
21 May - 22 May
Inn at Northrup Station
Property grounds
Panoramic Riverside and Lush Forests Views, Pet Friendly, New Décor, Steps Away From Dockside
10.0 out of 10, Exceptional, (32)
"This rental surpassed all our expectations in every way! I’ve stayed in numerous vacation rentals over the years, and this one was by far the best. The setting in the forest and on the Tualatin River was surreal. The attention to detail amazing. The Goat Shed & Zen dens were quite clean & cozy. As 2 older women, we felt very safe staying here. Overall centrally located and a quick drive down the road into West Linn offered several wonderful dining options. Definitely plan on staying here again....
Panoramic Riverside and Lush Forests Views, Pet Friendly, New Décor, Steps Away From Dockside
Save an average of 15% on thousands of hotels when you're signed in
Terrace/patio
A garden view hideaway in the Irvington neighborhood
9.6 out of 10, Exceptional, (273)
"Very nice, very clean,and very comfortable"
The price is NZ$406
per night
20 May - 21 May
A garden view hideaway in the Irvington neighborhood
2 bedrooms, iron/ironing board, WiFi, bed sheets
MEDITERRANEAN URBAN VILLA
9.8 out of 10, Exceptional, (204)
"We really enjoyed our stay. We wish we had more time to just hang out and walk around the community. Everything in the unit was great ( except the beds). Both beds were extremely firm. For this reason alone i would have second thoughts about staying again. If the beds are replaced with medium soft beds we would stay again. Not a major issue but the parking was full both nights we were there and we had to park on the street. I drive a Ram 2500 Mega Cab so that was a trick to find a place big...
The price is NZ$577
per night
15 May - 16 May
MEDITERRANEAN URBAN VILLA
Fridge, microwave, oven, stovetop
Portland Sanctuary
10.0 out of 10, Exceptional, (40)
"The accommodations were wonderful and it felt like home. We had room to gather together and room to spend alone, as needed. Beds were very comfortable and we slept so well. It was close to all the activities we wanted to experience. Veronica was helpful and willing to make suggestions for our stay. It was our first trip to Portland and i would definitely return to this lovely home for any future trips. I can’t say enough good things about it!"
The price is NZ$423
per night
14 May - 15 May
Portland Sanctuary
Property grounds
Sleek Townhome w/ Patio - Walk to Amazing Restaurants, Breweries, Trails & Shops
9.2 out of 10, Wonderful, (117)
"Spacious & centrally located"
The price is NZ$676
per night
19 May - 20 May
Sleek Townhome w/ Patio - Walk to Amazing Restaurants, Breweries, Trails & Shops
Outdoor dining
Quaint private cottage apt. in highly desireable area, close to everything
10.0 out of 10, Exceptional, (143)
"The apartment was everything we expected. What you see in the pictures is absolutely accurate. The outside garden/side yard was just beautiful! Bob always answered any questions in a timely manner and was available by phone if we needed. The house is located in a wonderful neighborhood. We went for a long weekend and was able to walk to the park. Uber is readily available if you don't rent a car. We highly recommend this apartment and hope to stay here again in the future."
Quaint private cottage apt. in highly desireable area, close to everything
TV, books, video library
Newly Finished Nob Hill Condo w/ Central Location Perfect for Exploring the City
9.6 out of 10, Exceptional, (84)
"Excellent stay at a comfortable apartment in really nice building. Great place to explore from."
The price is NZ$658
per night
19 May - 20 May
Newly Finished Nob Hill Condo w/ Central Location Perfect for Exploring the City
Exterior
Location, style and space! - Midcentury Modern Home - Steps from Restaurant Row
10.0 out of 10, Exceptional, (253)
"Clean apartment and close to everything. Free parking on the street."
Location, style and space! - Midcentury Modern Home - Steps from Restaurant Row
Interior
1 block to Washington Park & short walk to shops, eateries on NW 23rd, Downtown
9.8 out of 10, Exceptional, (226)
"This is a cozy efficiency in very quiet and beautiful neighborhood near the park. Easy walk to park and shops and restaurants on 23rd. Hostess is lovely and all communications with her were prompt and helpful! Would definitely stay here again!"
The price is NZ$400
per night
14 May - 15 May
1 block to Washington Park & short walk to shops, eateries on NW 23rd, Downtown
Fridge, microwave, oven, stovetop
Beautiful Space w/ Patio & Central Location - Walk to Absolutely Everything
9.2 out of 10, Wonderful, (98)
"This property is well appointed and worked perfectly for our family of four. The space is wonderful, the location is great and very walkable. I would highly recommend and would stay again."
The price is NZ$683
per night
14 May - 15 May
Beautiful Space w/ Patio & Central Location - Walk to Absolutely Everything
Exterior
Tiny A-Frame Farm Meadow Retreat minutes from downtown
10.0 out of 10, Exceptional, (1)
"We had a wonderful time. The A frame is super cozy and great for a couples night out. You're in the privacy of the woods and even when it’s raining it’s beautiful. Loved the animals on the property too. They’re adorable."
The price is NZ$305
per night
14 May - 15 May
Tiny A-Frame Farm Meadow Retreat minutes from downtown
Property grounds
Two Rivers Relaxing Retreat
9.8 out of 10, Exceptional, (33)
"The apartment was in the basement of the home. It was clean and well appointed. My only issue is my wife and I are tall...6'3 and 5'10. A shorter person would not have to dodge the support beams...LOL! Other than that and not seeing the cats it was a very comfortable stay."
The price is NZ$363
per night
29 May - 30 May
Two Rivers Relaxing Retreat
Lake
Live the Dream on the Lovely Willamette River
9.4 out of 10, Exceptional, (185)
"We stayed for three nights in May. We really enjoyed the beautiful landscaping and looking out over the Willamette River. The ducks, geese and other birds are numerous. The house had the basic supplies needed for cooking and enjoying our stay. I recommend having the early birds stay in the master bedroom since it shares the space with the kitchen and living room. Access to our events downtown was an easy 10 to 15 min drive along the river. We enjoyed hanging out in the hot tub along the shores...
Live the Dream on the Lovely Willamette River
Fridge, microwave, oven, stovetop
New Condo Offers Great Location, Plenty of Services, Walk Everywhere
9.4 out of 10, Exceptional, (58)
"My son and his wife live in this neighborhood. So many wonderful places to eat. Great grocery store right across the street. The condo is as it looks. Nicely supplied, but as someone else said, only one wine glass? The washing machine does not work. We were there for 3 nights. Slept well. Very quiet. Easy to check in and out. Would stay here again."
New Condo Offers Great Location, Plenty of Services, Walk Everywhere
Exterior
Exquisite Historic Suite Close to Downtown 14-21673
10.0 out of 10, Exceptional, (435)
"Really enjoyed this unique property! The bathroom is truly a work of art. Incredibly comfortable and private space. Also very grateful for the local recommendations and communications with the host!"
The price is NZ$305
per night
14 May - 15 May
Exquisite Historic Suite Close to Downtown 14-21673
Exterior
Craftsman ADU in Central Alberta Arts District
10.0 out of 10, Exceptional, (24)
"A beauutiful and fully equipped place, located in a great neighborhood. The hosts went well out of their way to meet my needs as a last minute guest. Every detail of decor was exceptional. Clean as could be, and very comfortable. Luxerious bedding and linens were the cherry on top."
Craftsman ADU in Central Alberta Arts District
Fridge, microwave, oven, stovetop
Cedar Mill Getaway
9.8 out of 10, Exceptional, (90)
"Overall stay was good for the night we needed. Pool table was a nice plus."
The price is NZ$329
per night
28 May - 29 May
Cedar Mill Getaway
Smart TV, offices
The Riverfront Retreat-Woods Landing
9.2 out of 10, Wonderful, (14)
"Good property. Nice view. Low noise from either barges or trains. I'd stay there again."
The Riverfront Retreat-Woods Landing
Don't see what you're looking for?
See all available properties in Portland
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.

Other types of properties in Portland you may be interested in

Lobby
The Paramount Hotel
3.5 star property
9.2 out of 10, Wonderful, (1853)
"The hidden fees sucked $34 fee for $10 off on your bar tab? "
The price is NZ$173
per night
20 May - 21 May
The Paramount Hotel
Lobby
Red Lion Hotel Portland Airport
3.0 star property
7.2 out of 10, Good, (2023)
"Staff was great. Shuttle driver was wonderful. Beds were incredible. What can I say. I’m in love!"
The price is NZ$165
per night
24 May - 25 May
Red Lion Hotel Portland Airport
Exterior
Courtyard by Marriott Portland City Center
3.5 star property
8.6 out of 10, Excellent, (1009)
"All of the staff members were super friendly and helpful! The view from the 16th floor is incredible. Lots of food within walking distance. "
The price is NZ$168
per night
28 May - 29 May
Courtyard by Marriott Portland City Center
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.

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?

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 Gem in Milwaukie 2 bedroom - 2 Bathroom - Huge yard and Exquisite Historic Suite Close to Downtown 14-21673.

How many holiday rentals are there in Portland?

With 1050 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, Moda Center and Oregon Historical Society 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.