Portland Holiday Rentals

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Holiday Rentals in Portland

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
Fridge, microwave, oven, stovetop
Portland Sanctuary
10.0 out of 10, Exceptional, (41)
"My daughter and I enjoyed our Mother's Day trip to Portland. We had plenty of space! The kitchen was nice even though we didn't use it much. The patio was adorable and the landscaping was super nice. We had a nice chat with Veronika, too. Highly recommend!"
The price is NZ$418
per night
19 May - 20 May
Portland Sanctuary
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
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Exterior
Location, style and space! - Midcentury Modern Home - Steps from Restaurant Row
10.0 out of 10, Exceptional, (254)
"Clean apartment and close to everything. Free parking on the street."
Location, style and space! - Midcentury Modern Home - Steps from Restaurant Row
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$300
per night
17 Jun - 18 Jun
Tiny A-Frame Farm Meadow Retreat minutes from downtown
Exterior
Exquisite Historic Suite Close to Downtown 14-21673
10.0 out of 10, Exceptional, (436)
"The architecture is breathtaking. It was hard to leave this oasis and go do things in Portland. The studio apartment is so cozy quiet. I couldn’t wait to get back to the deck."
The price is NZ$300
per night
2 Jun - 3 Jun
Exquisite Historic Suite Close to Downtown 14-21673
Exterior
Craftsman ADU in Central Alberta Arts District
10.0 out of 10, Exceptional, (25)
"My husband and I enjoyed our stay and the scenery of Portland and the surrounding area. After hiking we enjoyed coming back to a clean and comfortable place to finish out the day."
Craftsman ADU in Central Alberta Arts District
Interior
Historical Portland Home < 2 Mi to Downtown!
10.0 out of 10, Exceptional, (3)
"Great place to stay close to good restaurants, the Moda center, and down town. Lots of room for gestures to spread out and visit. Judy was very ready to work with and had many, great suggestions for the area."
Historical Portland Home < 2 Mi to Downtown!
Property grounds
Designer Owned House on Vibrant Williams Avenue near Mississippi
10.0 out of 10, Exceptional, (155)
"Thank you for sharing your wonderful home with us! It made for such a special time! You were both incredibly gracious, attentive, and thoughtful hosts. We can't wait to return."
Designer Owned House on Vibrant Williams Avenue near Mississippi
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$566
per night
16 Jun - 17 Jun
MEDITERRANEAN URBAN VILLA
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$395
per night
19 May - 20 May
1 block to Washington Park & short walk to shops, eateries on NW 23rd, 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$392
per night
18 Jun - 19 Jun
Two Rivers Relaxing Retreat
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$250
per night
21 May - 22 May
Cedar Mill Getaway
Dining
NEW! - Bright Modern Entire Unit KING BED!
9.8 out of 10, Exceptional, (7)
"Two senior citizens plus adult daughter. Wi-Fi was sufficient for virtual work, kuerig coffee maker and ice water dispenser in the fridge, lovely walk-in shower. Host and his BIL cheerfully helped us when we locked our key in the car along with my road service info. Heads up that the entry is onto a stairway, but stairs are wide and railing is good. Huge TV that allowed us to log into our streaming services. Stone floors, coffee table, etc. maybe not the best for toddlers, but it all was perfect...
NEW! - Bright Modern Entire Unit KING BED!
Property grounds
Contemporary dog-friendly studio w/ cable, WiFi, and private balcony
9.8 out of 10, Exceptional, (43)
"All great, including overlooking a nice garden. The exception being the bed, a convertible sofa (access from one side, only one reading light, difficult to make), but what you expect in a studio apartment.. Otherwise 5 stars."
The price is NZ$513
per night
29 May - 30 May
Contemporary dog-friendly studio w/ cable, WiFi, and private balcony
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$402
per night
20 May - 21 May
A garden view hideaway in the Irvington neighborhood
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$647
per night
19 May - 20 May
Newly Finished Nob Hill Condo w/ Central Location Perfect for Exploring the City
Property grounds
Gem in Milwaukie 2 bedroom - 2 Bathroom - Huge yard
9.6 out of 10, Exceptional, (39)
"Super cute location. Recently renovated. Lots of windows for natural light. And a bidet! It is really close to downtown, but also has some neat coffee shops in the area."
The price is NZ$434
per night
21 May - 22 May
Gem in Milwaukie 2 bedroom - 2 Bathroom - Huge yard
Fridge, microwave, oven, stovetop
Entire Elegant Home For Your Perfect Vacation.
9.6 out of 10, Exceptional, (9)
"We had a wonderful long-weekend stay at the house. It was beautiful, clean, and family friendly. Would highly recommend!"
The price is NZ$763
per night
23 May - 24 May
Entire Elegant Home For Your Perfect Vacation.
Exterior
Comfy, Cozy, Central! Welcoming craftsman home near Hawthorne Blvd & Division
9.6 out of 10, Exceptional, (4)
"Cozy, warm and close to a great area in the hawthorn district"
Comfy, Cozy, Central! Welcoming craftsman home near Hawthorne Blvd & Division
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, (1863)
"Loved the location and proximity to the Schnitzer concert hall. Check-in was easy, the property was beautiful. The room was spacious and well appointed. Dining and drink options on-site were wonderful and it was very convenient to be able to charge to the room. I will definitely return. The only thing that was a minor inconvenience during our stay was how long it took valet to retrieve our car upon check out, which wasn’t a huge deal, but set us back on our travel time. "
The price is NZ$170
per night
20 May - 21 May
The Paramount Hotel
Property amenity
Moxy Portland Downtown
3.0 star property
8.8 out of 10, Excellent, (664)
"It would be great if the made the elevator the kind that you need a key card to use. I don’t like how anyone from the bar that is downstairs, can just go up to any room. Feels a little unsafe given the area. Besides that, pretty good stay. Small rooms but ample bathrooms/shower with waterfall showers. "
The price is NZ$175
per night
26 May - 27 May
Moxy Portland Downtown
Exterior
Courtyard by Marriott Portland City Center
3.5 star property
8.6 out of 10, Excellent, (1010)
"The staff was great. The bed was really comfortable. We always stay at Marriott hotels. This one tho, is not up to Marriott standards. Is not that is dated, but you can see the wear and tear throughout the hotel. The furniture in the lobby looked worn out and the room was dirty with finger prints and liquid splashes. Lobby furniture was also stained. Room furniture was worn out. I was surprised to see that the shower was one of those shower stall inserts with a really bad caulking job. Other...
The price is NZ$150
per night
9 Jun - 10 Jun
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Portland holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Portland. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Portland. Seeing all the best attractions is bound to make you fall in love with Portland. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Portland short-term rentals, that won’t be hard to do.

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.

Recent reviews of Portland properties
Expedia verified reviews