Oregon Holiday Rentals

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Holiday Rentals in Oregon

A 3-bedroom 2nd floor atop local bar/restaurant.
10.0 out of 10, Exceptional, (1)
"Had a great stay in Oregon, MO! Very roomy, clean, and easy access. The Goat has great pizza! Property manager Laura was awesome!"
The price is NZ$273
includes taxes & fees
7 Jun - 8 Jun
A 3-bedroom 2nd floor atop local bar/restaurant.
Large cabin for reunions , family gatherings or duck hunting
9.4 out of 10, Exceptional, (79)
"We enjoyed our stay and the property manger was quick to answer any questions and great to work with."
Large cabin for reunions , family gatherings or duck hunting
Riverfront Studio Cabin w/ view, Wi-Fi, & yard!
10.0 out of 10, Exceptional, (3)
"Sit by the River, listen to the birds, watch the eagles, feel the breeze, and have access to lots of great restaurants, all kinds of music, shopping and historic sites. Comfortable beds, well equipped kitchen, wi-fi and Roku TV. Very clean, and if you’re lucky you might get to meet a sweet dog named Finn. If you want an “upscale” resort with amenities this is probably not your spot, but we LOVED it! Thanks, Anthony for being a thoughtful host. 😊"
The price is NZ$237
includes taxes & fees
2 Jun - 3 Jun
Riverfront Studio Cabin w/ view, Wi-Fi, & yard!
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Peaceful Kansas Cottage w/ Wraparound Deck!
10.0 out of 10, Exceptional, (14)
"My husband and I needed a few days of quiet and solitude and Janet and her cottage were perfect in every way! The covered porch made for a wonderful spot to sit and enjoy the rain and the birds singing. The bed was so comfortable, the kitchen provided what I needed to cook (one of my ways to unwind), the fireplace was a great addition...Janet thought of everything. The property and the cottage exude peace...just what we needed!"
Peaceful Kansas Cottage w/ Wraparound Deck!
"The Edmond" an 1887 Arts & Crafts gem! - 1 King - 1 Queen
10.0 out of 10, Exceptional, (12)
"Beautifully furnished house. The bed was so comfortable and the sheets like silk. Had a lovely dinner at Boudreaux .Be sure and try the cajun mashed potatoes and the seafood jambalaya> Yum"
The price is NZ$337
includes taxes & fees
31 May - 1 Jun
"The Edmond" an 1887 Arts & Crafts gem! - 1 King - 1 Queen
Museum Hilltop Place Family-Friendly or Pet-Friendly
10.0 out of 10, Exceptional, (18)
"This was the perfect place for me to stay while working."
Museum Hilltop Place Family-Friendly or Pet-Friendly
Savannah Journalist Historic Site
9.8 out of 10, Exceptional, (55)
"Perfect spot! In town for a basketball tournament in St. Joseph. This place was perfect for our family, had everything we needed. Host was accommodating as we needed to extend our stay. Close to everything and town square is so cute. If ever in town again, would definitely stay again!"
The price is NZ$363
includes taxes & fees
3 Jun - 4 Jun
Savannah Journalist Historic Site
Adorable 2 bedroom cabin on the Missouri River
9.8 out of 10, Exceptional, (7)
"Our stay was very comfortable in a well appointed house. The location right on the Missouri River was amazing. Sunrises and sunsets over the river were postcard quality. The host was so gracious, communicated well with us, and had the home well stocked. It's a very peaceful place for a getaway."
Adorable 2 bedroom cabin on the Missouri River
Great Location! Very Clean 1-Bedroom Townhouse
10.0 out of 10, Exceptional, (9)
"Clean, centrally located condo in St. Joseph. It was perfect for our needs for a short visit to family in St. Joe. Our host David was communicative and accessible, although we had little need to reach him as everything was well organized and clear. The place was very clean and comfortable. We would stay here again when visiting the area."
Great Location! Very Clean 1-Bedroom Townhouse
Immersion Experience Into a Fictional Magical World
10.0 out of 10, Exceptional, (33)
"The house is extremely unique with a ton of attention to details. That is true for the house and furnishings but also in the way the house is stocked. Unlike other places where you can’t find spare toilet paper this one has everything you need and things can actually be found. No question I would recommend this property to others."
Immersion Experience Into a Fictional Magical World
French Quarters
9.6 out of 10, Exceptional, (11)
"We had a very nice stay for our week trip. Very quiet and clean place. We would definitely stay again."
French Quarters
1867 Gothic Van Deventer House
10.0 out of 10, Exceptional, (15)
"We really enjoyed our stay at this property. My elderly mom was with us and we had a wonderful time and enjoyed looking at all the antiques and the detail in this home. Anything you could ever need is provided for you and everything is so neat and clean. My mom didn’t want to leave. It was close to everything we did in Saint Joseph."
1867 Gothic Van Deventer House
Neat & Clean 2-Bedroom Property w/Lots of Features
10.0 out of 10, Exceptional, (1)
Neat & Clean 2-Bedroom Property w/Lots of Features
The Elm House
10.0 out of 10, Exceptional, (55)
"We had to cut our trip short due to family issues but found the property to be very charming and clean. The kitchen appeared well stocked if you needed to cook meals. Quiet street and safe to walk our dogs. About a 15 minute drive to Saint Joseph."
The price is NZ$258
includes taxes & fees
3 Jun - 4 Jun
The Elm House
Robidoux Retreat
9.8 out of 10, Exceptional, (17)
"I really enjoyed my stay here. The size of the living space felt rather large. I mostly stayed in the bedroom. There was a minor hiccup with the key not being in the designated lockbox but Terri was very responsive and helpful to get me access to the unit. I really appreciated how kind Terri was and how great the place was overall. I really enjoyed being able to do laundry here as well as I was in the midst of a two week long trip on the road and midway through a series of races I was running...
Robidoux Retreat
3bdrm 2bath Home in Quite Neighborhood , Work from Home Ready and Near Downtown
8.0 out of 10, Very good, (1)
"Funky old house. Had a great time."
3bdrm 2bath Home in Quite Neighborhood , Work from Home Ready and Near Downtown
Incredibly Clean and New Two-Bedroom Townhome!
10.0 out of 10, Exceptional, (8)
"Highly recommend this place! Very clean and comfortable beds. Nice, quiet neighborhood and convenient to go anywhere in St. Jo. Wouldn’t hesitate to stay again. Thank you!!"
Incredibly Clean and New Two-Bedroom Townhome!
Musem hilltop Place city views 6 sleeps Pet-friendly Friendly
10.0 out of 10, Exceptional, (1)
"This is an apartment in a building on top of the hill in the historic district. It is in a lovely, quiet neighborhood. The unit itself was very clean and comfortable. We received great communication from the host. It is a large 3 bedroom, one bath appartment on the second floor of a nice old building. The kitchen was fully equipped with dishes, utensils, pots, pans, etc. The bathroom had lots of products provided. It is an old bulding so, it's not perfect but it was super clean and we had...
Musem hilltop Place city views 6 sleeps Pet-friendly Friendly
Cozy home in St. Joseph, MO that is centrally located to hospital & university!
Cozy home in St. Joseph, MO that is centrally located to hospital & university!
Home Away From Home! Clean & Comfy 2-bedroom Home
10.0 out of 10, Exceptional, (24)
"Very nice house and host"
Home Away From Home! Clean & Comfy 2-bedroom Home
Don't see what you're looking for?
See all available properties in Oregon
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 Oregon you may be interested in

A 3-bedroom 2nd floor atop local bar/restaurant.
10.0 out of 10, Exceptional, (1)
"Had a great stay in Oregon, MO! Very roomy, clean, and easy access. The Goat has great pizza! Property manager Laura was awesome!"
The price is NZ$273
includes taxes & fees
7 Jun - 8 Jun
A 3-bedroom 2nd floor atop local bar/restaurant.
Stoney Creek Hotel St. Joseph
3.5 star property
9.0 out of 10, Wonderful, (1004)
"Great motel and good value for your money. It is close to the interstate. Clean, good, hot breakfast. One of the best in St. Joseph."
The price is NZ$254
includes taxes & fees
2 Jun - 3 Jun
Stoney Creek Hotel St. Joseph
Drury Inn & Suites St Joseph
3.0 star property
9.2 out of 10, Wonderful, (1005)
"Evening meal and warm breakfast are a big plus"
The price is NZ$255
includes taxes & fees
2 Jun - 3 Jun
Drury Inn & Suites St Joseph
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 Oregon 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 Oregon. 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 Oregon. Seeing all the best attractions is bound to make you fall in love with Oregon. 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 Oregon short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a holiday rental in Oregon?

Yes, there are holiday rentals close to the most popular sights in Oregon, or you can select a more secluded option if you're looking for a relaxing stay.

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

"The Edmond" an 1887 Arts & Crafts gem! - 1 King - 1 Queen: This holiday home rental outside of Oregon is equipped with a balcony, air conditioning and WiFi to help you feel comfortable during your stay. Kitchen amenities include a fridge, a stovetop and a microwave.

What’s there to see and do in Oregon?

While you're exploring the area, Missouri River and Big Lake State Park are a couple of picturesque spots to get outside and enjoy nature. In the wider area, you’ll find Loess Bluffs National Wildlife Refuge and White Cloud Casino.

What’s a holiday rental in Oregon like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Oregon. Holiday rentals feature amenities such as kitchens and laundry facilities to help you enjoy your stay. If you're concerned about a sanitised environment, holiday rentals can offer a sense of seclusion away from public hotel lifts and lobbies bustling with people while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a great option for families.

Recent reviews of Oregon properties
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