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Holiday Rentals in Oregon

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Holiday Rentals in Oregon

Spacious 5-bedroom house sleeps 14 with pool, hot tub, sauna and more!

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!

The Dylin by Mint House

4.0 star property
Tenney-Lapham
9.4 out of 10, Exceptional, (116)
"Great location and very comfortable stay. Love the extra space to hang out."
United States
Brian
The price is €116
includes taxes & fees
29 Dec - 30 Dec
The Dylin by Mint House

A Pleasant Retreat- No Cleaning Fee & New Discounts

Sun Prairie
10.0 out of 10, Exceptional, (258)
"A great stay! A wonderful location and excellent property, along with kind and warm hosts. Thank you. "
United States
Rachel Z.
A Pleasant Retreat- No Cleaning Fee & New Discounts

Capital PrimeTime - 6 Miles from Madison w/ fireplace

Sun Prairie
9.8 out of 10, Exceptional, (31)
"Very, very nice, neat, and comfortable! Enjoyed our stay!"
United States
Mark P.
The price is €554
includes taxes & fees
29 Nov - 30 Nov
Capital PrimeTime - 6 Miles from Madison w/ fireplace

220’ WATERFRONT BEACH ROCK RIVER WI PETS PIER POOL FP KYAKS FISHNG BOAT INCLUDED

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

Pet FriendlyHot tub space to relax 10min from Madison, Epic, MilitaryRidgeTrail

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

Private Pool - HOT TUB - Sauna - Game Room - Pets

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 €732
includes taxes & fees
1 Dec - 2 Dec
Private Pool - HOT TUB - Sauna - Game Room - Pets

Doty ★ Walk to Everything -Hotel Quality- Downtown

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 €257
includes taxes & fees
30 Nov - 1 Dec
Doty ★ Walk to Everything -Hotel Quality- Downtown

Conveniently Located just off University Avenue on Madison's West Side

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

Adorable home w lake front- Paddle boats & kayaks ava, and 2 bathrooms!

Fort Atkinson
9.8 out of 10, Exceptional, (169)
"Great place!!"
United States
Tamara M.
Adorable home w lake front- Paddle boats & kayaks ava, and 2 bathrooms!

Log Cabin at Lake Koshkonong - “The Overlook”

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 €144
includes taxes & fees
30 Nov - 1 Dec
Log Cabin at Lake Koshkonong - “The Overlook”

Waterfront w/ Private Pier! Excellent Fishing Year Round! Sunsets & Swimming

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

ONE OF A KIND vacation rental with a view

Madison
10.0 out of 10, Exceptional, (146)
"Came to Madison for a family wedding. Had a great time staying in the house, really enjoying the screened porch, everything was perfect for our needs."
United States
Lesley A D.
ONE OF A KIND vacation rental with a view

Pool with Slide. Great for Business Travelers!

Fitchburg
The price is €121
includes taxes & fees
30 Nov - 1 Dec
Pool with Slide. Great for Business Travelers!

Free Breakfast Pool & Hot Tub. Near UW-Madison

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 €226
includes taxes & fees
29 Nov - 30 Nov
Free Breakfast Pool & Hot Tub. Near UW-Madison

Lakefront Access Cottage on Lake Koshkonong

Fort Atkinson
10.0 out of 10, Exceptional, (14)
"Perfect respite from days on the road! Spent two quiet days here enjoying the lake and nearby Madison. Kitchen is fully loaded. House was clean and cute as a bug! We will be back!"
United States
Noah M.
Lakefront Access Cottage on Lake Koshkonong

Charming 4-bedroom Lake house on Lake Ripley in Cambridge

Cambridge
9.6 out of 10, Exceptional, (17)
"They had a great stay!"
United States
Victoria S.
Charming 4-bedroom Lake house on Lake Ripley in Cambridge

Exceptional 4 Bed 3 Bath Hot tub next to woods -Comfortable! - 21 min to Madison

Deerfield
10.0 out of 10, Exceptional, (133)
"Clean, quiet neighborhood, and plenty of space for our whole crew during Ironman weekend. Would recommend for anyone visiting the Madison area. "
United States
Alex T.
Exceptional 4 Bed 3 Bath Hot tub next to woods -Comfortable! - 21 min to Madison

On the Yahara River, access to Madison Lakes

Monona
10.0 out of 10, Exceptional, (51)
"Great stay - very relaxing!"
United States
Karen S.
On the Yahara River, access to Madison Lakes

Enjoy Nature with Full Comfort!

Verona
9.2 out of 10, Wonderful, (37)
"Well-appointed, very clean space on a stunning property! Easy check-in. Everything we needed. Good communication with the host. We hope to return!"
United States
Thea S.
The price is €122
includes taxes & fees
29 Dec - 30 Dec
Enjoy Nature with Full Comfort!
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 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, apart-hotels, 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 favorite 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 depends 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 €116 per night. Entering your travel dates in the search wizard you might find 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?

Private Pool - HOT TUB - Sauna - Game Room - Pets: This holiday home rental outside of Oregon offers a fireplace, a balcony and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 5 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 garden, a selection of games and 1 hot tub 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 Wisconsin Brewing Company.

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.