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Oregon Vacation Rentals

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Our top choices for Oregon vacation rentals

10.0 out of 10, Exceptional, (2)
"Perfect location for a family get together. Away from the hustle bustle, but close enough to restaurants and stores. House is clean, spacious and the pool is well maintained."
United States
Nikil P.
Spacious 5-bedroom house sleeps 14 with pool, hot tub, sauna and more!

Aparthotel in Tenney-Lapham

The Dylin by Mint House
4.0 star property
9.4 out of 10, Exceptional, (121)
"Great location and very comfortable stay. Love the extra space to hang out."
United States
Brian
$112 nightly
The price is $129
Dec 22 - Dec 23
Total with taxes and fees
The Dylin by Mint House
10.0 out of 10, Exceptional, (260)
"A great stay! A wonderful location and excellent property, along with kind and warm hosts. Thank you. "
United States
Rachel Z.
$310 nightly
The price is $349
Jan 1 - Jan 2, 2026
Total with taxes and fees
A Pleasant Retreat- No Cleaning Fee & New Discounts
9.8 out of 10, Exceptional, (31)
"Everything about our experience staying here was excellent! Communication, very clean, nicely decorated, and in a great neighborhood with amenities close by."
United States
Nancy R.
$558 nightly
The price is $628
Dec 11 - Dec 12
Total with taxes and fees
Capital PrimeTime - 6 Miles from Madison w/ fireplace
9.8 out of 10, Exceptional, (168)
"The owners were great and super responsive. Wonderful property and location. "
United States
Michael R.
220’ WATERFRONT BEACH ROCK RIVER WI PETS PIER POOL FP KYAKS FISHNG BOAT INCLUDED
10.0 out of 10, Exceptional, (131)
"It was great!"
United States
Guitar string S.
Conveniently Located just off University Avenue on Madison's West Side
10.0 out of 10, Exceptional, (147)
"This is a unique home that is super clean and had everything needed to cook, entertain (we played games & watched football) and accommodate any family. The location was close to downtown, the interstate, and airport. Plenty of restaurants were nearby as well. We thoroughly enjoyed our stay and would absolutely stay again. "
United States
Connie C.
ONE OF A KIND vacation rental with a view
10.0 out of 10, Exceptional, (6)
"The house is great and the facilities in the house were well-functioning, and the dish washer saved us much time. The neighborhood is quiet and great views. We enjoyed our stay."
United States
Patti M.
$827 nightly
The price is $885
Dec 11 - Dec 12
Total with taxes and fees
Private Pool - HOT TUB - Sauna - Game Room - Pets
9.6 out of 10, Exceptional, (69)
"Beautiful location, nice spacious and clean spot. We had a great time. "
United States
Sarah B.
Pet FriendlyHot tub space to relax 10min from Madison, Epic, MilitaryRidgeTrail
10.0 out of 10, Exceptional, (119)
"Scenic property, super zen, lovely hosts!"
United States
Christina C.
Hot Tub with a View, Private Modern Garden Level Apartment, Conservancy Access
$144 nightly
The price is $163
Dec 14 - Dec 15
Total with taxes and fees
Pool with Slide. Great for Business Travelers!
9.8 out of 10, Exceptional, (170)
"Great place!!"
United States
Tamara M.
Adorable home w lake front- Paddle boats & kayaks ava, and 2 bathrooms!
9.8 out of 10, Exceptional, (36)
"Beautiful apartment with all we needed for a comfortable family July 4th weekend away!! "
United States
Mindi Z.
$251 nightly
The price is $290
Dec 15 - Dec 16
Total with taxes and fees
Doty ★ Walk to Everything -Hotel Quality- Downtown
10.0 out of 10, Exceptional, (1)
"It was comfortable and clean and the staff was so nice. It was well located and the pool and hot tub were lovely as well."
United States
Joy E.
$263 nightly
The price is $305
Dec 15 - Dec 16
Total with taxes and fees
Free Breakfast Pool & Hot Tub. Near UW-Madison
10.0 out of 10, Exceptional, (12)
"Nice stay"
United States
Rebecca S.
Charming 4 Bed, 2.5 Bath home minutes from Madison perfect for any occasion.
10.0 out of 10, Exceptional, (15)
"We had a wonderful stay at this cozy two-bedroom cottage on the lake. The home was clean, comfortable, and perfect for our getaway. The patio offered a beautiful, view of the water, and while we didn’t use the firepit, we loved spending time sitting by the lake enjoying the peace and quiet. The property is in a great location with two dining options within walking distance. The nearby supper club was especially amazing and definitely worth trying if you stay here. Overall, a relaxing and serene...
United States
Marion l.
Lakefront Access Cottage on Lake Koshkonong
9.2 out of 10, Wonderful, (48)
"Checkin was super easy, great amenities, and cozy cabin atmosphere."
United States
Nicholas R.
$175 nightly
The price is $185
Dec 17 - Dec 18
Total with taxes and fees
Log Cabin at Lake Koshkonong - “The Overlook”
10.0 out of 10, Exceptional, (202)
"What a lovely place to spend a few days with family! There was so much to do within a short distance but we loved being able to just chill on the water. We had a wonderful stay and can’t wait to visit again. Would highly recommend! "
United States
Jody G.
Madison & ~UW~-Madison Area Lakefront Home
10.0 out of 10, Exceptional, (2)
"We had a fantastic stay at this property, and it truly exceeded our expectations. The location is excellent—perfectly situated with convenient access to both the east and west sides of Madison, making it easy to get wherever we needed to go. The owners were incredibly helpful and responsive, answering the few questions we had quickly and kindly, which made the entire experience even smoother.One of the biggest highlights for us was the private fenced-in area, which was absolutely perfect for our...
United States
Jessi P.
$274 nightly
The price is $303
Jan 4 - Jan 5, 2026
Total with taxes and fees
Pet Friendly Fully Furnished Modern 1-Bedroom Oasis with Private Outdoor Retreat
10.0 out of 10, Exceptional, (133)
"Wonderful property. Very well stocked with everything we needed and close to Cambridge Winery for our son's wedding. Kids loved the air hockey table."
United States
Wendy D.
Exceptional 4 Bed 3 Bath Hot tub next to woods -Comfortable! - 21 min to 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.
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Top Oregon Hotel Reviews

Find out more about Oregon

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 $129 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?

A Pleasant Retreat- No Cleaning Fee & New Discounts: This vacation home rental near Oregon offers a patio, a garden, and a barbecue grill 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. You and your friends and family can relax into your vacation with amenities like a selection of games.

How many vacation rentals are there in Oregon?

Choose from 3 Expedia vacation rentals in Oregon for a memorable vacation.

What can I see and do in Oregon?

Explore the area and family-friendly sights such as Verona Ice Arena, or get out into nature at a spot like Lake Waubesa. In the larger area, you’ll find Legend at Bergamont and Wisconsin Brewing Company.

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.