Photo by Timothy Kilkenny

Oregon Vacation Rentals

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Vacation Rentals in Oregon

Property grounds
Cozy cottage retreat that’s perfect for recharging.
10.0 out of 10, Exceptional, (35)
"We were just in town for the weekend for my son’s college graduation. We wanted a place away from all the crazy crowds where we could relax. This place was perfect. The location next to the water was amazing. I enjoyed my coffee on the screened in porch in the mornings listening to the birds. The house had everything we needed and was clean and comfortable. We loved our stay there"
Cozy cottage retreat that’s perfect for recharging.
Fridge, microwave, oven, stovetop
Legacy Guest House , Mount Horeb WI
10.0 out of 10, Exceptional, (36)
"Nice place to stay"
Legacy Guest House , Mount Horeb WI
Property grounds
Hot Tub with a View, Private Modern Garden Level Apartment, Conservancy Access
10.0 out of 10, Exceptional, (80)
"Clean, easy check in and quiet. As advertised."
Hot Tub with a View, Private Modern Garden Level Apartment, Conservancy Access
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Fridge, microwave, oven, stovetop
Amazing townhouse, amazing attractions, amazing city!
10.0 out of 10, Exceptional, (136)
"We rented this place to visit family in Madison and attend a ren faire. It was great as we were looking for a small place with a full kitchen to cook. Neat touches with the Alexa with song and light recommendations. We enjoyed the living room white board - played lots of Pictionary. Our group was myself, my daughter, and my sister. The basement den made a great third bedroom. I might recommend a pull out couch."
Amazing townhouse, amazing attractions, amazing city!
Outdoor dining
Countryside Beauty - Min to Madison/Perfect for families/Events&Dogs! Lrg yard
10.0 out of 10, Exceptional, (132)
"We loved our stay. The house was comfortable and clean. It had all the amenities. The location was spectacular, and the backyard was super peaceful. Joan was a great host and communication was easy. There are three bedrooms for six people and a full-size futon, which is great for our group of 6."
Countryside Beauty - Min to Madison/Perfect for families/Events&Dogs! Lrg yard
Exterior
A Pleasant Retreat- No Cleaning Fee & New Discounts
10.0 out of 10, Exceptional, (186)
"This was our first experience renting this home & we're definitely booking this home again next year. Everything from very attentive, kind renters, too extremely clean & renovated home, extremely comfortable beds & pillows. Not to mention the gorgeous & relaxing back yard. Perfect place to stay, for sure"
A Pleasant Retreat- No Cleaning Fee & New Discounts
Property grounds
Near DT Madison - One Block from Lake Monona & Lake Loop Bike Path
10.0 out of 10, Exceptional, (17)
"Our stay at the Pink Acorn was amazing! Kelly truly makes her guests feel welcome. She left a sweet note and lovely treats. The house is stocked with everything you need and was exceptionally clean. The beds are super comfortable and have nice cozy blankets. Am added bonus was seeing rabbits and chipmunks in the backyard. Kelly leaves directions to walk to the beach around the corner and it’s a must do…and make sure to grab some ice cream at the shop across from the park."
Near DT Madison - One Block from Lake Monona & Lake Loop Bike Path
Fridge, microwave, oven, stovetop
Newly updated water retreat. PONTOON for rent, FREE golf & ICE at local course
10.0 out of 10, Exceptional, (21)
"We absolutely enjoyed our stay. Great location, clean, and had everything we needed. Would stay there again. Excellent communication and customer service! Thank you!"
Newly updated water retreat. PONTOON for rent, FREE golf & ICE at local course
Fridge, microwave, oven, stovetop
Monona Home
10.0 out of 10, Exceptional, (19)
"Great property. Fenced in back yard great for dogs!"
Monona Home
Property grounds
Newly renovated home close to downtown New Glarus
10.0 out of 10, Exceptional, (48)
"Property is a perfect place for a getaway. House is blocks from downtown and neighborhood is absolutely charming. Great amenities and all the comforts of home. Hosts were great with communication and recommendations. Beds are super comfortable. We will absolutely love to stay there again."
Newly renovated home close to downtown New Glarus
Fridge, microwave, oven, stovetop
Cozy, Spacious Downtown Verona 3 Bedroom Home
10.0 out of 10, Exceptional, (17)
"The property was clean, tidy and highly functional. 5 stars!"
Cozy, Spacious Downtown Verona 3 Bedroom Home
Property grounds
Spacious Home + Fire Pit, Waterfall, Hot Tub, Home Theater! 20 min to DT Madison
10.0 out of 10, Exceptional, (13)
"We stayed the weekend to watch our son play baseball against University of Wisconsin. Go Illini!! We also celebrated his 21st birthday with 3 other families. The house was clean and had plenty of space for everyone to sleep comfortably. We would definitely rent this house again."
Spacious Home + Fire Pit, Waterfall, Hot Tub, Home Theater! 20 min to DT Madison
Exterior
Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!
10.0 out of 10, Exceptional, (18)
"Everything about our stay was fantastic! The house was nicely decorated and extremely clean. The kitchen was well appointed and had everything we needed. Beds were comfy. Shower was great. A perfect place for our group of friends to spend a long weekend. I wouldn’t hesitate to stay here again!"
The price is MXN$4,241
MXN$8,830 total
includes taxes & fees
18 Jun - 19 Jun
Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!
Exterior
The EarthHouse ~ Wall-to-wall unique style, Luxury Linens and Amazing Comfort
10.0 out of 10, Exceptional, (4)
"Our family enjoyed a delightful weekend stay at the EarthHouse for the graduation of our oldest son from UW. Pam wished us well from the onset & was extremely helpful when we added our middle son to our stay. At the time of booking, we were unaware that he would be able to join us for the graduation festivities. However, Pam accommodated our changing needs after arrival without creating any anxiety for us on our exciting weekend. We enjoyed a fantastic dinner in Mt Horeb Friday evening at Bistro...
The EarthHouse ~ Wall-to-wall unique style, Luxury Linens and Amazing Comfort
Indoor pool
*Family Retreat* *Indoor Pool* *Arcade*
10.0 out of 10, Exceptional, (4)
"Amazing home! Highly recommend for families with children or those that are children at heart. The property manager, Philip, is responsive, friendly and maintains a clean house. I cannot recommend this home enough. The home is much larger than the photos lead us to believe. I hope to visit again someday in the near future."
*Family Retreat* *Indoor Pool* *Arcade*
Marina
Near DT Madison - Half Block from Lake Monona & 1 Block from Lake Loop Bike Path
10.0 out of 10, Exceptional, (13)
"We loved our visit to Madison, made even more special with our stay in this awesome retro house! All of the special touches throughout the house were amazing, we would definitely stay here again in the future."
Near DT Madison - Half Block from Lake Monona & 1 Block from Lake Loop Bike Path
Smart TV, fireplace, table tennis
Your Dream Vacay Starts Here Firepit/Dock/Gameroom
10.0 out of 10, Exceptional, (1)
"Very clean. Thoughtful amenities from babies to elderly. Easy in and out. Very happy with our choice."
The price is MXN$3,229
MXN$10,067 total
includes taxes & fees
29 May - 30 May
Your Dream Vacay Starts Here Firepit/Dock/Gameroom
Interior
Conveniently Located just off University Avenue on Madison's West Side
10.0 out of 10, Exceptional, (105)
"Had a great time enjoyed the place very much."
Conveniently Located just off University Avenue on Madison's West Side
Property grounds
Enjoy Nature with Full Comfort!
9.8 out of 10, Exceptional, (9)
"I enjoyed this location. Was the perfect size for one person (or a couple’s getaway). The room was secure and safe. Clean and had some nice little extras in the room. Marca was very attentive to all communication we had. The scenery out the big bay window was lovely as well. Would stay again if the opportunity arose."
The price is MXN$1,358
MXN$2,184 total
includes taxes & fees
27 May - 28 May
Enjoy Nature with Full Comfort!
On the beach
Madison & ~UW~-Madison Area Lakefront Home
9.8 out of 10, Exceptional, (165)
"The cottage is clean and well stocked for a long weekend. The view of the lake is beautiful, and I'm sure it's even better in the warm months. We had everything we needed. Great little house for a long weekend."
Madison & ~UW~-Madison Area Lakefront Home
Don't see what you're looking for?
See all available properties in Oregon
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.

Other types of properties in Oregon you may be interested in

Exterior
The Madison Concourse Hotel and Governor's Club
3.5 star property
9.4 out of 10, Exceptional, (1610)
"Convenient. Quality. Quiet. Secure."
The price is MXN$2,136
MXN$2,467 total
includes taxes & fees
26 May - 27 May
The Madison Concourse Hotel and Governor's Club
Exterior
Sleep Inn & Suites Oregon - Madison
2.5 star property
9.2 out of 10, Wonderful, (158)
"I got a room with two queen beds and the beds were way too soft and wasn’t comfortable. I wasn’t able to sleep on the beds as it gave me back pain. "
The price is MXN$1,384
MXN$1,571 total
includes taxes & fees
29 May - 30 May
Sleep Inn & Suites Oregon - Madison
Exterior
Best Western Plus InnTowner Madison
3.0 star property
9.0 out of 10, Wonderful, (1000)
"Friendly staff and very clean room. Seems recently remodeled."
The price is MXN$2,235
MXN$2,581 total
includes taxes & fees
27 May - 28 May
Best Western Plus InnTowner Madison
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.

Frequently asked questions

Are there vacation rentals in Oregon?

Yes, you can find vacation rentals close to the most popular points of interest in Oregon, or you can select a more remote option if you're looking for a relaxing stay. Oregon is known for its golf courses.

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 larger area, you’ll find Legend at Bergamont and Alliant Energy Center.

What are vacation rentals like in Oregon?

Vacation rentals are private properties you can stay in for a short or long stay in Oregon. Vacation rentals feature amenities like WiFi and washers and dryers so your stay will be comfortable. If you're concerned about a clean environment, a vacation rental can offer a sense of privacy away from shared hotel elevators and lobbies bustling with people while still allowing you to travel. You'll also have more space in a vacation rental than in a traditional hotel, which makes a vacation rental a popular option for a small group gathering.

Recent reviews of Oregon properties
Expedia verified reviews

The Madison Concourse Hotel and Governor's Club

The Madison Concourse Hotel and Governor's Club

5/5 Excellent
"Convenient. Quality. Quiet. Secure."
A verified traveler stayed at The Madison Concourse Hotel and Governor's Club
Posted 8 hours ago
The Madison Concourse Hotel and Governor's Club