Photo by Timothy Kilkenny

Oregon Vacation Rentals

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    one key icon
    Treat yourself
    Save instantly and earn perks with One Key
    today icon
    Change your mind
    Book hotels with free cancellation

Vacation Rentals in Oregon

Enjoy Nature with Full Comfort!
9.8 out of 10, Exceptional, (10)
"Space is clean, property is very pretty! Pool wasn’t ready for use, but can imagine it would add even more to the a summer stay! Owner is easy to communicate with. Ran into severe weather - owners were welcoming and ensured we were safe at all times. We will definitely be back to visit again!"
The price is $90
$137 total
includes taxes & fees
Jun 5 - Jun 6
Enjoy Nature with Full Comfort!
Hot Tub with a View, Private Modern Garden Level Apartment, Conservancy Access
10.0 out of 10, Exceptional, (80)
"Everything was absolutely great! Location was perfect, lots of good restaurants and shopping near the house. Beautiful scenery and tranquil setting for relaxing. House was just as advertised and had everything we needed. Hosts are amazing and so kind! You’ll love the visits from their pups! Highly recommend!"
Hot Tub with a View, Private Modern Garden Level Apartment, Conservancy Access
Madison & ~UW~-Madison Area Lakefront Home
9.8 out of 10, Exceptional, (165)
"The cottage is clean and well stocked for a long weekend. The view of the lake is beautiful, and I'm sure it's even better in the warm months. We had everything we needed. Great little house for a long weekend."
Madison & ~UW~-Madison Area Lakefront Home
Save an average of 15% on thousands of hotels when you're signed in
Adorable home w lake front- Paddle boats & kayaks ava, and 2 bathrooms!
9.8 out of 10, Exceptional, (136)
"Our stay was just as the title describes! Clean, cozy home with enough room for 4-6 people. Beautiful view of the lake, sunrises and sunsets were awesome! Host was responsive, kept us informed of any changes or happenings we needed to know about. Thanks for a great stay!!!!"
Adorable home w lake front- Paddle boats & kayaks ava, and 2 bathrooms!
Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!
10.0 out of 10, Exceptional, (18)
"Everything about our stay was fantastic! The house was nicely decorated and extremely clean. The kitchen was well appointed and had everything we needed. Beds were comfy. Shower was great. A perfect place for our group of friends to spend a long weekend. I wouldn’t hesitate to stay here again!"
The price is $261
$530 total
includes taxes & fees
Jun 18 - Jun 19
Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!
Legacy Guest House , Mount Horeb WI
10.0 out of 10, Exceptional, (37)
"Very good stay!"
Legacy Guest House , Mount Horeb WI
Lakefront Home w/ Gorgeous Sunsets, Kayaks, & Pier
9.8 out of 10, Exceptional, (7)
"This wonderful lake home far exceeded our expectations !!!! Beautifully decorated, extremely inviting and extremely clean….. We will be back !!!"
Lakefront Home w/ Gorgeous Sunsets, Kayaks, & Pier
Near DT Madison - One Block from Lake Monona & Lake Loop Bike Path
10.0 out of 10, Exceptional, (18)
"This is our second visit to the property and are pleased to say high standards have been maintained. The property is comfortable and very clean. We also like the location. Would certainly return."
Near DT Madison - One Block from Lake Monona & Lake Loop Bike Path
Countryside Beauty - Min to Madison/Perfect for families/Events&Dogs! Lrg yard
10.0 out of 10, Exceptional, (132)
"We loved our stay. The house was comfortable and clean. It had all the amenities. The location was spectacular, and the backyard was super peaceful. Joan was a great host and communication was easy. There are three bedrooms for six people and a full-size futon, which is great for our group of 6."
Countryside Beauty - Min to Madison/Perfect for families/Events&Dogs! Lrg yard
Waterfront w/ HOT TUB + King Suite + Game Room
9.2 out of 10, Wonderful, (15)
"St pattys fun with friends and family"
The price is $386
$937 total
includes taxes & fees
Jun 5 - Jun 6
Waterfront w/ HOT TUB + King Suite + Game Room
Cozy cottage retreat that’s perfect for recharging.
10.0 out of 10, Exceptional, (39)
"Very quaint and well decorated space."
Cozy cottage retreat that’s perfect for recharging.
A Pleasant Retreat- No Cleaning Fee & New Discounts
10.0 out of 10, Exceptional, (187)
"We loved this house and the gardens! It is ideally located, a quick walk into town. The Frank Lloyd Wright accents compliment the furnishings and decor of the house to a tee. It is well-stocked with everything you need! Connie and Randy (the owners) are delightful. We will definitely stay here again when the opportunity arises."
A Pleasant Retreat- No Cleaning Fee & New Discounts
Newly renovated home close to downtown New Glarus
10.0 out of 10, Exceptional, (49)
"Great place for us. Came for a nearby high school graduation so spent time out and about with family. The house was a reat place to come back and rest each evening. Great town , will need come back again to explore the fun places in town"
Newly renovated home close to downtown New Glarus
Two bedroom suite with city views in the heart of downtown Madison
10.0 out of 10, Exceptional, (2)
"We enjoyed our stay at the Saddlery! The 2 bedroom suite was beautiful with plenty of room to relax. The building has a lovely exterior deck to sit and enjoy the view of Lake Monona. The location is great- a short walk to the capitol and its surrounding attractions. We would definitely stay there again!"
The price is $429
$555 total
includes taxes & fees
Jun 9 - Jun 10
Two bedroom suite with city views in the heart of downtown Madison
Amazing townhouse, amazing attractions, amazing city!
10.0 out of 10, Exceptional, (136)
"We rented this place to visit family in Madison and attend a ren faire. It was great as we were looking for a small place with a full kitchen to cook. Neat touches with the Alexa with song and light recommendations. We enjoyed the living room white board - played lots of Pictionary. Our group was myself, my daughter, and my sister. The basement den made a great third bedroom. I might recommend a pull out couch."
Amazing townhouse, amazing attractions, amazing city!
Log home Lake Koshkonong and Rock River !
10.0 out of 10, Exceptional, (15)
"We stayed here for a family wedding in Janesville, and it could not have been better. Everyone had fun out by the river or just relaxing in the house. The pictures are accurate, it’s a big beautiful Wisconsin cabin. Brian and Daniel were extremely responsive to any questions we had, and even shipped some shoes that I left there back to me! We could not have been happier with our stay, and would rent this house again without question."
Log home Lake Koshkonong and Rock River !
Cozy Cabin at Lake Koshkonong
10.0 out of 10, Exceptional, (29)
"Our recent stay at the cabin on Lake Koshkonong was an absolute delight for my family, including my dog This cozy retreat provided the perfect blend of comfort, cleanliness, and convenience, making our getaway truly memorable. Cleanliness: From the moment we stepped inside, we were impressed by the pristine condition of the cabin. Every room was spotless, and it was evident that the hosts take great pride in maintaining a high standard of cleanliness. The fresh linens, clean kitchen, and...
Cozy Cabin at Lake Koshkonong
The EarthHouse ~ Wall-to-wall unique style, Luxury Linens and Amazing Comfort
10.0 out of 10, Exceptional, (4)
"Our family enjoyed a delightful weekend stay at the EarthHouse for the graduation of our oldest son from UW. Pam wished us well from the onset & was extremely helpful when we added our middle son to our stay. At the time of booking, we were unaware that he would be able to join us for the graduation festivities. However, Pam accommodated our changing needs after arrival without creating any anxiety for us on our exciting weekend. We enjoyed a fantastic dinner in Mt Horeb Friday evening at Bistro...
The EarthHouse ~ Wall-to-wall unique style, Luxury Linens and Amazing Comfort
2 Bedroom - Main Street Sun Prairie WI
9.6 out of 10, Exceptional, (17)
"Overall awesome place. Chris stayed in contact the entire time but wasn’t overbearing. We enjoyed our stay."
The price is $105
$223 total
includes taxes & fees
Jun 5 - Jun 6
2 Bedroom - Main Street Sun Prairie WI
Social Distance in Our Gorgeous, Private Retreat in the Woods
9.4 out of 10, Exceptional, (51)
"We were in town for graduation and this provided a nice retreat from the crowds! Plenty of space and beautiful setting."
Social Distance in Our Gorgeous, Private Retreat in the Woods
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.

Oregon Vacation Rental Travel Info

Number of vacation rentals
2
Popular accommodation
Oregon private vacation homes
Known landmarks
Stoughton Opera House, Wisconsin Brewing Company and Troll Beach
International airport
Milwaukee, WI (MKE-General Mitchell Intl.)

Other types of properties in Oregon you may be interested in

Sleep Inn & Suites Oregon - Madison
2.5 star property
9.2 out of 10, Wonderful, (160)
"I didn’t like that Expedia was charged $163 n Expedia charged me $217, I will not book hotels with Expedia again!!"
The price is $85
$96 total
includes taxes & fees
Jun 23 - Jun 24
Sleep Inn & Suites Oregon - Madison
The Madison Concourse Hotel and Governor's Club
3.5 star property
9.4 out of 10, Exceptional, (1652)
"The menu options in The Bar/Circ were very limited if gluten free"
The price is $139
$161 total
includes taxes & fees
Jun 16 - Jun 17
The Madison Concourse Hotel and Governor's Club
Best Western Plus InnTowner Madison
3.0 star property
9.0 out of 10, Wonderful, (1005)
"Very good breakfast, espresso machine was a nice touch!"
The price is $170
$196 total
includes taxes & fees
Jun 9 - Jun 10
Best Western Plus InnTowner Madison
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.

Everything you need to know about Oregon vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Oregon vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 Oregon vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Oregon vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Oregon. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Oregon in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $90 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Oregon rentals

At Expedia, we put the best Oregon vacation 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 Oregon 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 Oregon vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Oregon. 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 vacation rentals in Oregon?

Yes, you can find vacation rentals close to the most popular points of interest in Oregon, or you can select a more remote option if you're looking for a relaxing stay. Oregon is known for its golf courses.

What are some of the best vacation home rentals in Oregon?

Legacy Guest House , Mount Horeb WI: This vacation home near Oregon offers a patio, a barbecue grill, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

What can I see and do in Oregon?

Explore the area and family-friendly sights such as Henry Vilas Zoo, or get out into nature at a spot like Lake Waubesa. In the larger area, you’ll find Legend at Bergamont and Alliant Energy Center.

What are vacation rentals like in Oregon?

Vacation rentals are private properties you can stay in for a short or long stay in Oregon. Vacation rentals feature amenities like WiFi and washers and dryers so your stay will be comfortable. If you're concerned about a clean environment, a vacation rental can offer a sense of privacy away from shared hotel elevators and lobbies bustling with people while still allowing you to travel. You'll also have more space in a vacation rental than in a traditional hotel, which makes a vacation rental a popular option for a small group gathering.

Recent reviews of Oregon properties
Expedia verified reviews