Photo by Timothy Kilkenny

Oregon Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Holiday Rentals in Oregon

Holiday Home in Oregon

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

4.0 star property
9.4 out of 10, Exceptional, (117)
"Great location and very comfortable stay. Love the extra space to hang out."
United States
Brian
The price is AU$195
includes taxes & fees
22 Dec - 23 Dec
The Dylin by Mint House

Holiday Home in Sun Prairie

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.
The price is AU$539
includes taxes & fees
1 Jan - 2 Jan 2026
A Pleasant Retreat- No Cleaning Fee & New Discounts

Condo in Sun Prairie

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.
The price is AU$960
includes taxes & fees
9 Dec - 10 Dec
Capital PrimeTime - 6 Miles from Madison w/ fireplace

Holiday Home in Edgerton

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

Holiday Home in Sun Prairie

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.
The price is AU$1,269
includes taxes & fees
7 Dec - 8 Dec
Private Pool - HOT TUB - Sauna - Game Room - Pets

Holiday Home in Spring Harbor

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

Holiday Home in Verona

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

Holiday Home in Madison

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

Holiday Home in Downtown Madison

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.
The price is AU$446
includes taxes & fees
14 Dec - 15 Dec
Doty ★ Walk to Everything -Hotel Quality- Downtown

Holiday Home in Cambridge

9.4 out of 10, Exceptional, (111)
"Perfect lake house, for our family with 3 teens. House was great and lots of communication from owner via email and binder. We did all the lake stuff.. paddleboard, kayak, swim, fish and it was perfect. My favorite was floating in the water and reading on the dock. According to the notes and reviews, upstairs loft and small bedroom were quite warm but it was also August and very hot outside. Otherwise a comfortable retreat. We only drove through town but it looked very quaint and inviting, I'd...
United States
Julie T.
Waterfront w/ Private Pier! Excellent Fishing Year Round! Sunsets & Swimming

Holiday Home in Faircrest

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

Apartment in Fitchburg

The price is AU$207
includes taxes & fees
14 Dec - 15 Dec
Pool with Slide. Great for Business Travelers!

Cabin in Edgerton

9.2 out of 10, Wonderful, (47)
"Checkin was super easy, great amenities, and cozy cabin atmosphere."
United States
Nicholas R.
The price is AU$249
includes taxes & fees
7 Dec - 8 Dec
Log Cabin at Lake Koshkonong - “The Overlook”

Holiday Home in Fort Atkinson

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!

Holiday Home in Monona

10.0 out of 10, Exceptional, (52)
"Great stay - very relaxing!"
United States
Karen S.
On the Yahara River, access to Madison Lakes

Cottage in McFarland

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

Condo in Madison

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.
The price is AU$419
includes taxes & fees
7 Dec - 8 Dec
Free Breakfast Pool & Hot Tub. Near UW-Madison

Cottage in Fort Atkinson

10.0 out of 10, Exceptional, (14)
"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

Holiday Home in Monona

9.8 out of 10, Exceptional, (47)
"Such a nice house! Great location and excellent amenities!"
United States
Carson M.
The price is AU$761
includes taxes & fees
7 Dec - 8 Dec
Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Oregon Hotel Reviews

Find out more about Oregon

Everything you need to know about Oregon holiday rentals

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

Oregon holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Oregon holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Oregon holiday rentals we have selected for you start as low as AU$195 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Oregon rentals

At Expedia, we put the best Oregon holiday 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 holiday.

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 holiday rentals 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. Oregon is known for its golf courses.

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

220’ WATERFRONT BEACH ROCK RIVER WI PETS PIER POOL FP KYAKS FISHNG BOAT INCLUDED: This holiday home rental outside of Oregon is located on the beach, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 7 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a balcony, a garden and a selection of games so that you can immerse yourself in your holiday.

How many holiday rentals are there in Oregon?

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

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 wider area, you’ll find Legend at Bergamont and Alliant Energy Center.

What are holiday rentals like in Oregon?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Oregon. Holiday rentals offer amenities like kitchens and laundry facilities so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, holiday rentals can offer a sense of privacy away from shared hotel lifts and busy reception areas while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a traditional hotel, which makes a holiday rental a great option for family trips.