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Top Holiday Rentals in Oregon

*Family Retreat* *Indoor Pool* *Arcade*

9.8 out of 10, Exceptional, (8)
"Great place. Love the big heated pool with a deep end. Arcade and table games was a nice touch. Very spacious and clean. "
The price is £1,334
includes taxes & fees
20 Jul - 21 Jul
*Family Retreat* *Indoor Pool* *Arcade*

New Luxury & Spacious House in the Heart of Janesville

2.0 star property
9.0 out of 10, Wonderful, (4)
"Audrey was very helpful, even let us check in early. We were there for my dad’s funeral and it was nice to have social spaces for us to gather. "
The price is £390
includes taxes & fees
7 Jul - 8 Jul
New Luxury & Spacious House in the Heart of Janesville

Waterfront - Hot Tub - Sauna - 30 Min to Madison

10.0 out of 10, Exceptional, (1)
"This rental made for the perfect group weekend getaway. From the great shuffleboard table to the vintage arcade games like NBA Jam, this place was on fire! The beautiful view of the wide river from the hot tub was so tranquil a member of our group asked what lake we were on. It’s the perfect distance from Madison and Chicago that you feel like you’ve truly gotten away, but close enough that lots of activities feel easily accessible. The house was clean and well stocked with everything needed to...
The price is £790
includes taxes & fees
7 Jul - 8 Jul
Waterfront - Hot Tub - Sauna - 30 Min to Madison

Charming townhome with AC, WiFi in fabulous Cottage Grove

The price is £93
includes taxes & fees
20 Jul - 21 Jul
Charming townhome with AC, WiFi in fabulous Cottage Grove

Charming 3-bedroom Duplex unit with WiFi in Cottage Grove

10.0 out of 10, Exceptional, (3)
"We enjoyed our stay in Cottage Grove. It was clean and a very lovely place. "
The price is £424
includes taxes & fees
14 Jul - 15 Jul
Charming 3-bedroom Duplex unit with WiFi in Cottage Grove

King Suite - Game Room - Large Groups - Yard

10.0 out of 10, Exceptional, (8)
"The house was spotlessly clean and spacious. Easy to get to Madison and also lots to do in Sun Prairie. "
The price is £528
includes taxes & fees
6 Jul - 7 Jul
King Suite - Game Room - Large Groups - Yard

Home away from home!!!

8.8 out of 10, Excellent, (14)
"Nice stay. Communication was good and owner was courteous and helpful with my requests. Plenty of room to spread out with a large living area. Kitchen fully equipped. "
The price is £189
includes taxes & fees
20 Jul - 21 Jul
Home away from home!!!

Citys EDGE of Madison- SLEEPS 10 & ONLY 6 Miles to downtown

10.0 out of 10, Exceptional, (1)
"Property was very clean and nicely decorated. Manager was very responsive and super helpful!! Would def stay again if we have any event in Madison! "
The price is £430
includes taxes & fees
13 Jul - 14 Jul
Citys EDGE of Madison- SLEEPS 10 & ONLY 6 Miles to downtown

Entire 3 Bedroom with Fireplace - sleeps 12

9.8 out of 10, Exceptional, (14)
"Plenty of blankets pillows bed were great"
The price is £452
includes taxes & fees
6 Jul - 7 Jul
Entire 3 Bedroom with Fireplace - sleeps 12

Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!

9.8 out of 10, Exceptional, (38)
"We enjoyed our stay!"
The price is £374
includes taxes & fees
14 Jul - 15 Jul
Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!

Studio Queen in the heart of downtown.

2.0 star property
10.0 out of 10, Exceptional, (3)
"I can’t say enough about this place. Great accommodations and location."
The price is £177
includes taxes & fees
14 Jul - 15 Jul
Studio Queen in the heart of downtown.

Studio queen with views of Lake Monona in the heart of downtown Madison

9.4 out of 10, Exceptional, (8)
"We had no issues with our stay and really enjoyed the unit we booked. "
The price is £187
includes taxes & fees
16 Jul - 17 Jul
Studio queen with views of Lake Monona in the heart of downtown Madison

One Bedroom Queen in the heart of downtown.

2.0 star property
10.0 out of 10, Exceptional, (2)
"We really enjoyed our stay and the close location to the capital. Great modern style and very functional "
The price is £236
includes taxes & fees
27 Jul - 28 Jul
One Bedroom Queen in the heart of downtown.

Studio Queen in the heart of downtown.

2.0 star property
The price is £227
includes taxes & fees
22 Jul - 23 Jul
Studio Queen in the heart of downtown.

One Bedroom King with Den with views of the heart of downtown.

2.0 star property
9.4 out of 10, Exceptional, (15)
"Great stay, easy location."
The price is £285
includes taxes & fees
6 Jul - 7 Jul
One Bedroom King with Den with views of the heart of downtown.

One Bedroom King with views of Lake Monona in the heart of downtown.

2.0 star property
The price is £256
includes taxes & fees
31 Jul - 1 Aug
One Bedroom King with views of Lake Monona in the heart of downtown.

One Bedroom King with views of the heart of downtown.

2.0 star property
10.0 out of 10, Exceptional, (1)
"The unit is very nice, clean and functional and has everything you may need for a short or long stay. The location is incredible. Can walk to many fine restaurants or travel to any part of Madison and environs quickly. "
The price is £266
includes taxes & fees
6 Jul - 7 Jul
One Bedroom King with views of the heart of downtown.

One Bedroom King with Office with views of Lake Monona in the heart of downtown.

2.0 star property
10.0 out of 10, Exceptional, (2)
"The place is beautiful and perfectly appointed with necessary equipment. Gorgeous view! Easy and convenient parking and check in. "
The price is £276
includes taxes & fees
6 Jul - 7 Jul
One Bedroom King with Office with views of Lake Monona in the heart of downtown.

One Bedroom King/accessible with views of Lake Monona in the heart of downtown.

10.0 out of 10, Exceptional, (2)
"Great place to land for a weekend in Madison."
The price is £227
includes taxes & fees
10 Jul - 11 Jul
One Bedroom King/accessible with views of Lake Monona in the heart of downtown.

One Bedroom King with views of the heart of downtown.

2.0 star property
10.0 out of 10, Exceptional, (1)
"The property was easy to check-in and very clean! It had all the amenities to feel right at home. Excellent location close to restaurants within walking distance. We had a lovely time!"
One Bedroom King with views of the heart of 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.
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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?

Relax in this clean cozy 3 bedroom, 2 bath home in the heart of Madison. Perfect: This holiday home rental outside of Oregon is equipped with a BBQ, air conditioning and laundry facilities to help you feel comfortable during your stay. Kitchen amenities include a dishwasher, a stovetop and a microwave.

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.