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Oregon Holiday Rentals

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Check prices for these dates

Tonight
31 Dec - 1 Jan
Tomorrow
1 Jan - 2 Jan
This weekend
2 Jan - 4 Jan
Next weekend
9 Jan - 11 Jan

Our top choices for Oregon holiday rentals

Interior
Spacious Condo: Historic Boutique Rental in Downtown Edgerton

Spacious Condo: Historic Boutique Rental in Downtown Edgerton

Spacious Condo: Historic Boutique Rental in Downtown Edgerton
2.0 star property
Edgerton
10.0 out of 10, Exceptional, (5)
"Beautiful and interesting stay!! Comfortable and spacious accommodations for our visit to over the vines wedding venue.. "
United States
Amy S.
The price is HK$778
HK$1,978 total
includes taxes & fees
4 Jan - 5 Jan
Spacious Condo: Historic Boutique Rental in Downtown Edgerton
Property grounds
Log Cabin at Lake Koshkonong - “The Overlook”

Log Cabin at Lake Koshkonong - “The Overlook”

Log Cabin at Lake Koshkonong - “The Overlook”
Edgerton
9.2 out of 10, Wonderful, (48)
"Checkin was super easy, great amenities, and cozy cabin atmosphere."
United States
Nicholas R.
The price is HK$545
HK$1,272 total
includes taxes & fees
6 Jan - 7 Jan
Log Cabin at Lake Koshkonong - “The Overlook”
TV, offices
2 Bedroom - Main Street Sun Prairie WI

2 Bedroom - Main Street Sun Prairie WI

2 Bedroom - Main Street Sun Prairie WI
Sun Prairie
9.6 out of 10, Exceptional, (36)
"Clean and quiet. Nice neighborhood amenities. "
United States
Mark L.
The price is HK$949
HK$2,477 total
includes taxes & fees
11 Jan - 12 Jan
2 Bedroom - Main Street Sun Prairie WI
Fridge, microwave, oven, stovetop
Cannery Square Unit - 106 by Patriot Properties

Cannery Square Unit - 106 by Patriot Properties

Cannery Square Unit - 106 by Patriot Properties
Sun Prairie
9.4 out of 10, Exceptional, (26)
"Great place "
United States
Armando
The price is HK$988
HK$2,486 total
includes taxes & fees
4 Jan - 5 Jan
Cannery Square Unit - 106 by Patriot Properties
Exterior detail
Cannery Square Short Term Rentals -104 by Patriot

Cannery Square Short Term Rentals -104 by Patriot

Cannery Square Short Term Rentals -104 by Patriot
Sun Prairie
9.8 out of 10, Exceptional, (46)
"Roomy. Kitchen had basics. Good beds and pillows. "
United States
Susan
The price is HK$988
HK$2,512 total
includes taxes & fees
14 Jan - 15 Jan
Cannery Square Short Term Rentals -104 by Patriot
Private kitchen
One Bedroom Queen in the heart of downtown.

One Bedroom Queen in the heart of downtown.

One Bedroom Queen in the heart of downtown.
2.0 star property
Downtown Madison
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 "
United States
Alexandrines H.
The price is HK$1,315
HK$1,735 total
includes taxes & fees
4 Jan - 5 Jan
One Bedroom Queen in the heart of downtown.
Exterior detail
A little home away to decompress, meditate, or get some work done.

A little home away to decompress, meditate, or get some work done.

A little home away to decompress, meditate, or get some work done.
2.0 star property
Edgerton
The price is HK$311
HK$657 total
includes taxes & fees
2 Jan - 3 Jan
A little home away to decompress, meditate, or get some work done.
Outdoor dining
Sugar River Suite - Your Sweet Escape in the Heart of it All!

Sugar River Suite - Your Sweet Escape in the Heart of it All!

Sugar River Suite - Your Sweet Escape in the Heart of it All!
New Glarus
10.0 out of 10, Exceptional, (20)
"Super clean & right in the middle of town. Great place for a girls getaway weekend!"
United States
Rachel I.
The price is HK$875
HK$1,397 total
includes taxes & fees
4 Jan - 5 Jan
Sugar River Suite - Your Sweet Escape in the Heart of it All!
Exterior
The EarthHouse ~ Wall-to-wall unique style, Luxury Linens and Amazing Comfort

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

The EarthHouse ~ Wall-to-wall unique style, Luxury Linens and Amazing Comfort
Mount Horeb
10.0 out of 10, Exceptional, (20)
"Very clean and comfortable and a great location within walking distance to downtown."
United States
Holly
The price is HK$934
HK$1,643 total
includes taxes & fees
3 Jan - 4 Jan
The EarthHouse ~ Wall-to-wall unique style, Luxury Linens and Amazing Comfort
Fridge, microwave, oven, stovetop
Charming 3-bedroom Duplex unit with WiFi in Cottage Grove

Charming 3-bedroom Duplex unit with WiFi in Cottage Grove

Charming 3-bedroom Duplex unit with WiFi in Cottage Grove
Village of Cottage Grove
10.0 out of 10, Exceptional, (7)
"Stayed with friends for the weekend and really enjoyed the home. It was comfortable and had great amenities for our group!"
United States
Anakin F.
The price is HK$1,102
HK$3,547 total
includes taxes & fees
11 Jan - 12 Jan
Charming 3-bedroom Duplex unit with WiFi in Cottage Grove
Fridge, microwave, oven, stovetop
Hot Tub - King Suite - Game Room - Large Groups

Hot Tub - King Suite - Game Room - Large Groups

Hot Tub - King Suite - Game Room - Large Groups
Sun Prairie
10.0 out of 10, Exceptional, (16)
"We had a great visit "
United States
Jennifer D.
The price is HK$1,650
HK$4,983 total
includes taxes & fees
4 Jan - 5 Jan
Hot Tub - King Suite - Game Room - Large Groups
Fridge, microwave, oven, stovetop
Doty ★ Walk to Everything -Hotel Quality- Downtown

Doty ★ Walk to Everything -Hotel Quality- Downtown

Doty ★ Walk to Everything -Hotel Quality- Downtown
Downtown Madison
9.8 out of 10, Exceptional, (37)
"The property itself was fantastic-clean and comfortable. The location was also very convenient in terms of access to downtown, the lake and so on. The neighborhood seemed to be a lot of college housing so there was some evening noise that quieted down by 10 or so. "
United States
Lily H.
The price is HK$1,324
HK$2,230 total
includes taxes & fees
4 Jan - 5 Jan
Doty ★ Walk to Everything -Hotel Quality- Downtown
Exterior
Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!

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

Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!
Monona
9.8 out of 10, Exceptional, (47)
"We had a great time on our weekend trip to Madison. Location was super quick to get to downtown, house was clean, and we really enjoyed taking the canoe out on the lakes to explore."
United States
Molly S.
The price is HK$1,857
HK$3,865 total
includes taxes & fees
4 Jan - 5 Jan
Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!
Outdoor dining
Enjoy Nature with Full Comfort!

Enjoy Nature with Full Comfort!

Enjoy Nature with Full Comfort!
Verona
9.2 out of 10, Wonderful, (39)
"Clean room, nice host, good air conditioning, beautiful location."
United States
Michael S.
The price is HK$630
HK$993 total
includes taxes & fees
8 Jan - 9 Jan
Enjoy Nature with Full Comfort!
Terrace/patio
Free Breakfast Pool & Hot Tub. Near UW-Madison

Free Breakfast Pool & Hot Tub. Near UW-Madison

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 HK$1,795
HK$2,379 total
includes taxes & fees
2 Jan - 3 Jan
Free Breakfast Pool & Hot Tub. Near UW-Madison
Fridge, microwave, oven, stovetop
New Luxury & Spacious House in the Heart of Janesville

New Luxury & Spacious House in the Heart of Janesville

New Luxury & Spacious House in the Heart of Janesville
2.0 star property
Janesville
9.0 out of 10, Wonderful, (4)
"Great to have your own place in a nice area of town. "
United States
Amanda E.
The price is HK$1,380
HK$3,694 total
includes taxes & fees
4 Jan - 5 Jan
New Luxury & Spacious House in the Heart of Janesville
Fridge, microwave, oven, stovetop
Luxury loft in the heart of downtown Janesville

Luxury loft in the heart of downtown Janesville

Luxury loft in the heart of downtown Janesville
Janesville
9.8 out of 10, Exceptional, (25)
"Beautiful apartment; well-located"
United States
Erik M.
The price is HK$2,801
HK$4,548 total
includes taxes & fees
3 Jan - 4 Jan
Luxury loft in the heart of downtown Janesville
Lobby
Pool with Slide. Great for Business Travelers!

Pool with Slide. Great for Business Travelers!

Pool with Slide. Great for Business Travelers!
Fitchburg
The price is HK$955
HK$1,254 total
includes taxes & fees
2 Jan - 3 Jan
Pool with Slide. Great for Business Travelers!
Interior
Pet Friendly Fully Furnished Modern 1-Bedroom Oasis with Private Outdoor Retreat

Pet Friendly Fully Furnished Modern 1-Bedroom Oasis with Private Outdoor Retreat

Pet Friendly Fully Furnished Modern 1-Bedroom Oasis with Private Outdoor Retreat
2.0 star property
Middleton
10.0 out of 10, Exceptional, (2)
"We had a fantastic stay at this property, and it truly exceeded our expectations. The location is excellent—perfectly situated with convenient access to both the east and west sides of Madison, making it easy to get wherever we needed to go. The owners were incredibly helpful and responsive, answering the few questions we had quickly and kindly, which made the entire experience even smoother.One of the biggest highlights for us was the private fenced-in area, which was absolutely perfect for our...
United States
Jessi P.
The price is HK$1,113
HK$2,357 total
includes taxes & fees
4 Jan - 5 Jan
Pet Friendly Fully Furnished Modern 1-Bedroom Oasis with Private Outdoor Retreat
Interior
Citys EDGE of Madison- SLEEPS 10 & ONLY 6 Miles to downtown

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

Citys EDGE of Madison- SLEEPS 10 & ONLY 6 Miles to downtown
Sun Prairie
10.0 out of 10, Exceptional, (13)
"Everything about this stay was absolutely wonderful. The host was very responsive. The decor was charming, the accommodations were just as described and exceptionally clean. Couldn't ask for a better host or stay."
United States
Brenda R.
The price is HK$2,568
HK$4,429 total
includes taxes & fees
4 Jan - 5 Jan
Citys EDGE of Madison- SLEEPS 10 & ONLY 6 Miles 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.
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Top Oregon Hotel Reviews

The Madison Concourse Hotel and Governor's Club

The Madison Concourse Hotel and Governor's Club

10/10 Excellent
"Nice hotel. Great location."
Millard 3-night trip
Posted 2 days ago
The Madison Concourse Hotel and Governor's Club

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?

A Pleasant Retreat- No Cleaning Fee & New Discounts: This holiday home rental outside of Oregon offers a patio, a garden and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games.

How many holiday rentals are there in Oregon?

Choose from 4 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.