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Oregon Holiday Rentals

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Holiday Rentals 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, (86)
"Nice, clean, well-equipped and well-decorated rooms. "
The Dylin by Mint House

YOUR DREAM GETAWAY 220’ WATERFRONT BEACH HOUSE ROCK RIVER WI FP POOL PIER KAYAKS

9.8 out of 10, Exceptional, (163)
"Great spot for a large group of family and friends. Very comfortable size, nice porch/yard and great layout."
YOUR DREAM GETAWAY 220’ WATERFRONT BEACH HOUSE ROCK RIVER WI FP POOL PIER KAYAKS

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

9.4 out of 10, Exceptional, (104)
"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

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

9.8 out of 10, Exceptional, (163)
"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!

Log Cabin at Lake Koshkonong - “The Overlook”

9.4 out of 10, Exceptional, (39)
"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 HK$780
HK$1,530 total
includes taxes & fees
23 Sept - 24 Sept
Log Cabin at Lake Koshkonong - “The Overlook”

Charming 4-bedroom Lake house on Lake Ripley in Cambridge

9.6 out of 10, Exceptional, (15)
"Really enjoyed the space "
Charming 4-bedroom Lake house on Lake Ripley in Cambridge

*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. "
*Family Retreat* *Indoor Pool* *Arcade*

Pool with Slide. Great for Business Travelers!

The price is HK$1,036
HK$1,346 total
includes taxes & fees
3 Sept - 4 Sept
Pool with Slide. Great for Business Travelers!

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.

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

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

10.0 out of 10, Exceptional, (33)
"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

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

10.0 out of 10, Exceptional, (130)
"Clean, quiet neighborhood, and plenty of space for our whole crew during Ironman weekend. Would recommend for anyone visiting the Madison area. "
Exceptional 4 Bed 3 Bath Hot tub next to woods -Comfortable! - 21 min to Madison

Lakefront Access Cottage on Lake Koshkonong

10.0 out of 10, Exceptional, (12)
"Great little place with convenient access to Fort. It was nice to be a short walk to the lake. Fantastic hosts with very quick communication"
Lakefront Access Cottage on Lake Koshkonong

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

9.6 out of 10, Exceptional, (64)
"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

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

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

10.0 out of 10, Exceptional, (3)
"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."
Private Pool - HOT TUB - Sauna - Game Room - Pets

Capital PrimeTime - 6 Miles from Madison w/ fireplace

10.0 out of 10, Exceptional, (26)
"Would recommend - very good location, nice space, and great host!"
The price is HK$2,923
HK$4,894 total
includes taxes & fees
17 Sept - 18 Sept
Capital PrimeTime - 6 Miles from Madison w/ fireplace

Waterfront - Hot Tub - Sauna - Game Room - Pets

9.0 out of 10, Wonderful, (4)
"Great place. Well outfitted and clean. Easy communication. No complaints and would return when in area."
The price is HK$2,105
HK$6,483 total
includes taxes & fees
3 Sept - 4 Sept
Waterfront - Hot Tub - Sauna - Game Room - Pets

Spacious Condo: Historic Boutique Rental in Downtown Edgerton

2.0 star property
10.0 out of 10, Exceptional, (4)
"The feel was exactly what we were looking for! Great and very helpful staff!! Highly recommend and will more than likely stay again!!"
The price is HK$1,084
HK$2,353 total
includes taxes & fees
11 Sept - 12 Sept
Spacious Condo: Historic Boutique Rental in Downtown Edgerton
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

Find out more about Oregon

Search for holiday rentals in Oregon on Expedia! You can easily find your home rentals, villas, holiday apartments in Oregon using one of the methods below:

  • View our selection of featured holiday rentals in Oregon
  • Use the map to find apartments and other holiday homes in the Oregon neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Oregon while they last

Look no further and take a look at our great range of rental properties in Oregon!

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?

YOUR DREAM GETAWAY 220’ WATERFRONT BEACH HOUSE ROCK RIVER WI FP POOL PIER KAYAKS: 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 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.