Oregon Holiday Rentals

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Check prices for these dates

In two weeks
27 Feb - 1 Mar
In two months
10 Apr - 12 Apr
In three months
8 May - 10 May
In four months
5 Jun - 7 Jun

Our top choices for Oregon holiday rentals

Property grounds

Log Cabin at Lake Koshkonong - “The Overlook”

Log Cabin at Lake Koshkonong - “The Overlook”
Edgerton
9.2 out of 10, Wonderful, (49 reviews)
"The cabin itself is beautiful and well equipped. It is in a beautiful location. It was a very relaxing and peaceful stay. We had a great stay. I recommend it very very highly."
United States
Gordon P.
The price is HK$633
HK$1,369 total
includes taxes & fees
17 Feb - 18 Feb
Log Cabin at Lake Koshkonong - “The Overlook”
Outdoor dining

Enjoy Nature with Full Comfort!

Enjoy Nature with Full Comfort!
Verona
9.2 out of 10, Wonderful, (39 reviews)
"Clean very friendly nice spot"
Canada
Oliver H.
The price is HK$633
HK$998 total
includes taxes & fees
17 Feb - 18 Feb
Enjoy Nature with Full Comfort!
2 bedrooms, WiFi, bed sheets

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, (21 reviews)
"Amazing location, nicely furnished and cozy!"
United States
Heather & Nick V.
The price is HK$879
HK$1,404 total
includes taxes & fees
17 Feb - 18 Feb
Sugar River Suite - Your Sweet Escape in the Heart of it All!
Private kitchen

Charming 2-bedroom cottage near Lake Koshkonong - The Overlook Too!

Charming 2-bedroom cottage near Lake Koshkonong - The Overlook Too!
Milton
9.6 out of 10, Exceptional, (5 reviews)
"This house was exactly what we were looking for. It was secluded from the hustle and bustle of everyday life. Yet, close enough to the city if you wanted to dip back in at any time. Would absolutely stay again. "
United States
Anonymous traveller
The price is HK$542
HK$1,272 total
includes taxes & fees
17 Feb - 18 Feb
Charming 2-bedroom cottage near Lake Koshkonong - The Overlook Too!
Exterior detail

A Pleasant Retreat- No Cleaning Fee & New Discounts

A Pleasant Retreat- No Cleaning Fee & New Discounts
Sun Prairie
10.0 out of 10, Exceptional, (269 reviews)
"Great place and the hosts were great!"
United States
Drew M.
The price is HK$2,150
HK$2,770 total
includes taxes & fees
17 Feb - 18 Feb
A Pleasant Retreat- No Cleaning Fee & New Discounts
Terrace/patio

King Suite | Free Breakfast. Pool and Hot Tub

King Suite | Free Breakfast. Pool and Hot Tub
Middleton
8.0 out of 10, Very good, (5 reviews)
"Great place for a stay."
United States
Andy D.
The price is HK$805
HK$1,100 total
includes taxes & fees
24 Feb - 25 Feb
King Suite | Free Breakfast. Pool and Hot Tub
Interior

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 reviews)
"Beautiful spacious property, extremely clean and excellent host!"
United States
Jen F.
The price is HK$2,579
HK$4,520 total
includes taxes & fees
17 Feb - 18 Feb
Citys EDGE of Madison- SLEEPS 10 & ONLY 6 Miles to downtown
Outdoor spa tub

Waterfront - Hot Tub - Sauna - Game Room - Pets

Waterfront - Hot Tub - Sauna - Game Room - Pets
Edgerton
9.0 out of 10, Wonderful, (6 reviews)
"Overall a really great place! Lots of space to spread out in the house and lots of fun stuff providing with the paddle boards, kayaks, and games. The back deck is huge, but could use a good cleaning. I would recommend this place. "
United States
Jessica D.
The price is HK$1,454
HK$5,473 total
includes taxes & fees
18 Feb - 19 Feb
Waterfront - Hot Tub - Sauna - Game Room - Pets
Lobby

King Suite. Free Breakfast. Pool with a Slide. Close to Olbrich Botanical Gardens!

King Suite. Free Breakfast. Pool with a Slide. Close to Olbrich Botanical Gardens!
Fitchburg
The price is HK$932
HK$1,231 total
includes taxes & fees
22 Feb - 23 Feb
King Suite. Free Breakfast. Pool with a Slide. Close to Olbrich Botanical Gardens!
Fridge, microwave, oven, stovetop

2 Bedroom - Main Street Sun Prairie WI

2 Bedroom - Main Street Sun Prairie WI
Sun Prairie
9.6 out of 10, Exceptional, (38 reviews)
"Clean and quiet. Nice neighborhood amenities. "
United States
Mark L.
The price is HK$1,509
HK$3,192 total
includes taxes & fees
17 Feb - 18 Feb
2 Bedroom - Main Street Sun Prairie WI
Exterior

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

A little home away to decompress, meditate, or get some work done.
Edgerton
The price is HK$313
HK$660 total
includes taxes & fees
17 Feb - 18 Feb
A little home away to decompress, meditate, or get some work done.
Smart TV, fireplace, stereo, printers

Snowy Madison Escape | Warm Executive Home

Snowy Madison Escape | Warm Executive Home
Fitchburg
10.0 out of 10, Exceptional, (20 reviews)
"Property was generally clean, spacious and had all the amenities that our family needed.An enjoyable stay at a nice property!"
United States
Kim & Jeff T.
The price is HK$2,001
HK$5,438 total
includes taxes & fees
17 Feb - 18 Feb
Snowy Madison Escape | Warm Executive Home
Interior

Spacious Condo: Historic Boutique Rental in Downtown Edgerton

Spacious Condo: Historic Boutique Rental in Downtown Edgerton
Edgerton
10.0 out of 10, Exceptional, (5 reviews)
"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$829
HK$2,045 total
includes taxes & fees
23 Feb - 24 Feb
Spacious Condo: Historic Boutique Rental in Downtown Edgerton
1 bedroom, iron/ironing board, free WiFi, bed sheets

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, (22 reviews)
"Very clean and comfortable and a great location within walking distance to downtown."
United States
Holly
The price is HK$1,016
HK$1,757 total
includes taxes & fees
27 Feb - 28 Feb
The EarthHouse ~ Wall-to-wall unique style, Luxury Linens and Amazing Comfort
Exterior

Avail this weekend! Lake Cabin w/King, Sauna

Avail this weekend! Lake Cabin w/King, Sauna
Brodhead
10.0 out of 10, Exceptional, (5 reviews)
"This is a beautiful home and area with a lot of fun activities. Love kayaking, playing pool, and sitting on the deck with the lake view."
United States
Jenelle K.
The price is HK$2,230
HK$6,453 total
includes taxes & fees
17 Feb - 18 Feb
Avail this weekend! Lake Cabin w/King, Sauna
Exterior

Cannery Square Short Term Rentals -104 by Patriot

Cannery Square Short Term Rentals -104 by Patriot
Sun Prairie
9.6 out of 10, Exceptional, (47 reviews)
"Roomy. Kitchen had basics. Good beds and pillows. "
United States
Susan
The price is HK$1,634
HK$3,359 total
includes taxes & fees
27 Feb - 28 Feb
Cannery Square Short Term Rentals -104 by Patriot
Fridge, microwave, oven, stovetop

Luxury loft in the heart of downtown Janesville

Luxury loft in the heart of downtown Janesville
Janesville
9.8 out of 10, Exceptional, (25 reviews)
"Beautiful apartment; well-located"
United States
Erik M.
The price is HK$2,814
HK$4,631 total
includes taxes & fees
18 Feb - 19 Feb
Luxury loft in the heart of downtown Janesville
Smart TV, books

New Luxury & Spacious House in the Heart of Janesville

New Luxury & Spacious House in the Heart of Janesville
Janesville
9.0 out of 10, Wonderful, (4 reviews)
"Great to have your own place in a nice area of town. "
United States
Amanda E.
The price is HK$1,055
HK$3,300 total
includes taxes & fees
17 Feb - 18 Feb
New Luxury & Spacious House in the Heart of Janesville
Lobby

Pool with Slide. Great for Business Travelers!

Pool with Slide. Great for Business Travelers!
Fitchburg
The price is HK$902
HK$1,202 total
includes taxes & fees
15 Mar - 16 Mar
Pool with Slide. Great for Business Travelers!
Exterior detail

Vast Lake Koshkonong Views from Pier, Deck, & Home

Vast Lake Koshkonong Views from Pier, Deck, & Home
Edgerton
The price is HK$907
HK$2,227 total
includes taxes & fees
15 Mar - 16 Mar
Vast Lake Koshkonong Views from Pier, Deck, & Home
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

Hampton Inn & Suites Madison / Downtown

Hampton Inn & Suites Madison / Downtown

10/10 Excellent
"Great room, clean, and friendly staff. We really enjoyed hanging out in the lobby area. A lot of great options with the continental breakfast. Have stayed here twice before and will definitely be back. "
Codi 1-night trip
Posted 4 days ago
Hampton Inn & Suites Madison / Downtown

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?

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 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.