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Oregon Holiday Rentals

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Holiday Rentals in Oregon

Spacious & Modern Home w/ Deck in Oregon!

8.0 out of 10, Very good, (3)
"Very nice and spacious house. "
Spacious & Modern Home w/ Deck in Oregon!

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

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

The Dylin by Mint House

4.0 star property
9.2 out of 10, Wonderful, (83)
"Nice, clean, well-equipped and well-decorated rooms. "
The Dylin by Mint House

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

9.6 out of 10, Exceptional, (27)
"The property was beautiful, safe, and in a perfect location for the event we were attending!"
The price is NZ$622
includes taxes & fees
1 Sept - 2 Sept
One Bedroom King with Den with views of Lake Monona in the heart of downtown.

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

9.4 out of 10, Exceptional, (103)
"Some things to note - 2 bedrooms with nice bed 1 bed in a loft upstairs not as private as a bedroom and then ( this "
Waterfront w/ Private Pier! Excellent Fishing Year Round! Sunsets & Swimming

Remodeled home with pontoon rental 2 decks Private beach playground volleyball

10.0 out of 10, Exceptional, (4)
"Very nice place. The beds and blankets were so comfortable. "
Remodeled home with pontoon rental 2 decks Private beach playground volleyball

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

9.8 out of 10, Exceptional, (160)
"Great stay that was super clean! Would definitely recommend and plan to stay again!"
Adorable home w lake front- Paddle boats & kayaks ava, and 2 bathrooms!

Two bedroom suite with city views in the heart of downtown Madison

9.8 out of 10, Exceptional, (34)
"Perfect for a weekend in Madison. A good location close to everything. "
The price is NZ$733
includes taxes & fees
1 Sept - 2 Sept
Two bedroom suite with city views in the heart of downtown Madison

Log Cabin at Lake Koshkonong - “The Overlook”

9.2 out of 10, Wonderful, (36)
"It was very comfortable, clean, and well equipped. The balcony on the second floor was really nice. Kitchen was a great size for the cabin."
The price is NZ$416
includes taxes & fees
1 Sept - 2 Sept
Log Cabin at Lake Koshkonong - “The Overlook”

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

2.0 star property
10.0 out of 10, Exceptional, (23)
"Super clean, well lit, and beautiful view! Would definitely stay again."
The price is NZ$601
includes taxes & fees
1 Sept - 2 Sept
One Bedroom King with Den with views of the heart of downtown.

Charming 2-bedroom cottage on Lake Koshkonong in Fort Atkinson, Wi.

10.0 out of 10, Exceptional, (4)
"The cottage was great. We enjoyed sitting the deck looking out on the water watching the boats. Very peaceful "
Charming 2-bedroom cottage on Lake Koshkonong in Fort Atkinson, Wi.

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

9.6 out of 10, Exceptional, (62)
"The property was beautiful and our group of 8 had tons of space. It was beautiful and we wish we could’ve stayed longer. We would definitely stay there again. "
Pet FriendlyHot tub space to relax 10min from Madison, Epic, MilitaryRidgeTrail

Doty ★ Walk to Everything -Hotel Quality- Downtown

9.8 out of 10, Exceptional, (33)
"Had a great stay!"
Doty ★ Walk to Everything -Hotel Quality- Downtown

Capital PrimeTime - 6 Miles from Madison w/ fireplace

10.0 out of 10, Exceptional, (25)
"Would recommend - very good location, nice space, and great host!"
The price is NZ$1,073
includes taxes & fees
1 Sept - 2 Sept
Capital PrimeTime - 6 Miles from Madison w/ fireplace

The EarthHouse ~ Wall-to-wall unique style, Luxury Linens and Amazing Comfort

10.0 out of 10, Exceptional, (14)
"I had the pleasure of spending a short weekend at The Earthhouse BnB in Mt. Horeb, and it was absolutely wonderful! The property is tucked away in a serene, peaceful location that provided the perfect escape from the hustle and bustle of everyday life. The BnB itself is charming and cozy, with unique touches that made it feel like a true home away from home."
The price is NZ$313
includes taxes & fees
23 Aug - 24 Aug
The EarthHouse ~ Wall-to-wall unique style, Luxury Linens and Amazing Comfort

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

10.0 out of 10, Exceptional, (1)
"The Sun Prairie house perfectly met the goals for our family gathering of six adults and golden retriever for social and private space and so many entertainment options! The house was spotless, the neighborhood quiet, with Woodmans close by for shopping. We had 5 days of sunshine, golfing nearby courses, enjoying afternoon pool time, evening hot tub, and bug-free outdoor dining-so private and relaxing! We never ran out of room for food/drinks in the large volume fridge (loved the beverage...
The price is NZ$2,256
includes taxes & fees
20 Aug - 21 Aug
Private Pool - HOT TUB - Sauna - Game Room - Pets

ONE OF A KIND vacation rental with a view

10.0 out of 10, Exceptional, (141)
"This is our second stay and will gladly come back. It is easy to maneuver around Madison and the house is a spectacular vintage 80’s home. "
ONE OF A KIND vacation rental with a view

Lakeside Retreat at Lake Ripley - Swimming, Dock, Kayaks, & PONTOON RENTAL

10.0 out of 10, Exceptional, (32)
"The lake home was beautiful and located off the lake. Lovely views and very quiet location. The home had lots of space and plenty of rooms to sleep comfortably. I highly recommend this home given the location."
Lakeside Retreat at Lake Ripley - Swimming, Dock, Kayaks, & PONTOON RENTAL

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

9.4 out of 10, Exceptional, (9)
"The property location is great, walking distance to great restaurants, the Farmers market, and close to walking/running trails. "
The price is NZ$466
includes taxes & fees
1 Sept - 2 Sept
Studio queen with views of Lake Monona in the heart of downtown Madison

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 NZ$811
includes taxes & fees
19 Aug - 20 Aug
New Luxury & Spacious House in the Heart of Janesville
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

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?

One Bedroom King with Den with views of Lake Monona in the heart of downtown.: This holiday home rental outside of Oregon is in the city centre and offers cable TV to help you feel perfectly comfortable in your new surroundings.

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 Henry Vilas Zoo, 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.