A room with two armchairs, a globe, shelves with canned goods, and a traffic sign.

Oregon Vacation Rentals

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Check prices for these dates

In two weeks
Sep 11 - Sep 13
In two months
Oct 23 - Oct 25
In three months
Nov 20 - Nov 22
In four months
Dec 18 - Dec 20

Our top choices for Oregon vacation rentals

Reception

1. The Dylin

The Dylin
4.0 star property
Downtown Madison
9.4 out of 10, Exceptional, (177 reviews)
"nice location"
United States
Mary
$142 nightly
The price is $164
Aug 31 - Sep 1
Total with taxes and fees
The Dylin
Smart TV, fireplace, stereo, printers

2. Sun-Soaked Madison Retreat

Sun-Soaked Madison Retreat
Fitchburg
10.0 out of 10, Exceptional, (26 reviews)
"Wonderful place with lots of room. "
United States
Brenda B.
$690 nightly
The price is $783
Sep 2 - Sep 3
Total with taxes and fees
Sun-Soaked Madison Retreat
Exterior

3. 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, (56 reviews)
"Great little lake house, close to downtown Madison. "
United States
LiHsin C.
$455 nightly
The price is $517
Sep 15 - Sep 16
Total with taxes and fees
Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!
Lobby

4. 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
$183 nightly
The price is $207
Sep 20 - Sep 21
Total with taxes and fees
King Suite. Free Breakfast. Pool with a Slide. Close to Olbrich Botanical Gardens!
Terrace/patio

5. 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.
$157 nightly
The price is $179
Sep 6 - Sep 7
Total with taxes and fees
King Suite | Free Breakfast. Pool and Hot Tub
Exterior

6. Spacious 3-bedroom apartment in Downtown Stoughton

Spacious 3-bedroom apartment in Downtown Stoughton
Stoughton
$326 nightly
The price is $370
Sep 8 - Sep 9
Total with taxes and fees
Spacious 3-bedroom apartment in Downtown Stoughton
Lobby

7. Pool with Slide. Great for Business Travelers!

Pool with Slide. Great for Business Travelers!
Fitchburg
$160 nightly
The price is $181
Sep 20 - Sep 21
Total with taxes and fees
Pool with Slide. Great for Business Travelers!
Dining

8. Accessible 1BR Suite w/ Tub | Hot Breakfast + Pool

Accessible 1BR Suite w/ Tub | Hot Breakfast + Pool
Madison
10.0 out of 10, Exceptional, (1 review)
"Clean, quiet, and convenient! Everything went smooth."
United States
Thomas C.
$223 nightly
The price is $258
Aug 30 - Aug 31
Total with taxes and fees
Accessible 1BR Suite w/ Tub | Hot Breakfast + Pool
Outdoor dining

9. A Room with a View

A Room with a View
Verona
9.0 out of 10, Wonderful, (53 reviews)
"Beautiful view and pet friendly!"
United States
Ashley J.
$128 nightly
The price is $135
Sep 8 - Sep 9
Total with taxes and fees
A Room with a View
Smart TV

10. Doty ★ Walk to Everything -Hotel Quality- Downtown

Doty ★ Walk to Everything -Hotel Quality- Downtown
Downtown Madison
9.8 out of 10, Exceptional, (45 reviews)
"A perfect place for multiple adults! Well stocked with everything we needed in the kitchen as well as the bathroom. Exceptionally clean and well cared for. The lockbox setup for the key was perfect for using with multiple people. Definitely recommend staying here when coming to Madison!"
United States
Martha H.
$476 nightly
The price is $550
Sep 1 - Sep 2
Total with taxes and fees
Doty ★ Walk to Everything -Hotel Quality- Downtown
Smart TV, computer monitors

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

Pet Friendly Fully Furnished Modern 1-Bedroom Oasis with Private Outdoor Retreat
Middleton
10.0 out of 10, Exceptional, (14 reviews)
"This property is the nicest property we have stayed in. Everything was there for our convenience. It was extremely pet friendly and very nicely furnished. We hope to stay there again."
United States
Donald V.
$207 nightly
The price is $228
Sep 10 - Sep 11
Total with taxes and fees
Pet Friendly Fully Furnished Modern 1-Bedroom Oasis with Private Outdoor Retreat
Coffee/tea maker, fridge, microwave, oven

12. 2 Bedroom Apartment Downtown Sun Prairie!

2 Bedroom Apartment Downtown Sun Prairie!
Sun Prairie
9.6 out of 10, Exceptional, (40 reviews)
"This is the third time we have rented this property. Love the full kitchen and laundry! Comfy bed. Experience was great. Especially like the pizza shop on main level and coffe shop across the street!"
United States
Robert M.
$363 nightly
The price is $408
Aug 31 - Sep 1
Total with taxes and fees
2 Bedroom Apartment Downtown Sun Prairie!
Interior

13. 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, (21 reviews)
"It was a beautiful place and we love to be back!!!"
United States
Terri N.
$537 nightly
The price is $604
Aug 30 - Aug 31
Total with taxes and fees
Citys EDGE of Madison- SLEEPS 10 & ONLY 6 Miles to downtown
Coffee/tea maker, fridge, microwave, oven

14. Luxury loft in the heart of downtown Janesville

Luxury loft in the heart of downtown Janesville
Janesville
9.8 out of 10, Exceptional, (27 reviews)
"We got married in Janesville and stayed here over that weekend. It was the perfect space. The accommodations were clean and nice. The location is right in the heart of downtown Janesville. I highly recommend this loft for your stay in Janesville. "
United States
Joe and Carrie W.
$526 nightly
The price is $597
Aug 31 - Sep 1
Total with taxes and fees
Luxury loft in the heart of downtown Janesville
4 bedrooms, iron/ironing board, WiFi (free), bed sheets

15. Capital City- 6 Miles from Madison with fireplace

Capital City- 6 Miles from Madison with fireplace
Sun Prairie
10.0 out of 10, Exceptional, (53 reviews)
"Very nice place"
United States
Penny C.
$597 nightly
The price is $672
Aug 30 - Aug 31
Total with taxes and fees
Capital City- 6 Miles from Madison with fireplace
Interior

16. 2 Bed, 2 Bath Apartment at Cannery Square

2 Bed, 2 Bath Apartment at Cannery Square
Sun Prairie
9.4 out of 10, Exceptional, (28 reviews)
"Cute little spot, easy to walk to surrounding business "
United States
Lisa V.
$317 nightly
The price is $357
Aug 31 - Sep 1
Total with taxes and fees
2 Bed, 2 Bath Apartment at Cannery Square
3 bedrooms, WiFi (free), bed sheets

17. Entire 3 Bedroom with Fireplace - sleeps 12

Entire 3 Bedroom with Fireplace - sleeps 12
Sun Prairie
10.0 out of 10, Exceptional, (21 reviews)
"Tami was a wonderful host! Check in was fast and she was easy to communicate with. The house was clean and spacious."
United States
Joanna C.
$566 nightly
The price is $637
Aug 30 - Aug 31
Total with taxes and fees
Entire 3 Bedroom with Fireplace - sleeps 12
Coffee/tea maker, fridge, microwave, oven

18. Bright, Private 3BR Duplex Unit with Parking in Cottage Grove

Bright, Private 3BR Duplex Unit with Parking in Cottage Grove
Village of Cottage Grove
10.0 out of 10, Exceptional, (15 reviews)
"Very comfortable, clean and quiet. Host very accommodating. "
United States
Marisa P.
$407 nightly
The price is $462
Sep 1 - Sep 2
Total with taxes and fees
Bright, Private 3BR Duplex Unit with Parking in Cottage Grove
2 bedrooms, WiFi, bed sheets

19. Charming Downtown Two Bedroom w/ Fireplace

Charming Downtown Two Bedroom w/ Fireplace
New Glarus
10.0 out of 10, Exceptional, (23 reviews)
"Charming!! I was in Verona for a business conference and really wanted to be off of the beaten path & out of the city. This apartment was perfect! New Glarus is endearing, with local options for eating and drinking. The brewery is so close, and the surrounding area is truly the heartland!"
United States
Dorothy
$240 nightly
The price is $265
Sep 22 - Sep 23
Total with taxes and fees
Charming Downtown Two Bedroom w/ Fireplace
2 bedrooms, in-room safe, iron/ironing board, WiFi (free)

20. Free Breakfast. Pool & Hot Tub. Near East Towne Mall!

Free Breakfast. Pool & Hot Tub. Near East Towne Mall!
Madison
$353 nightly
The price is $409
Sep 4 - Sep 5
Total with taxes and fees
Free Breakfast. Pool & Hot Tub. Near East Towne Mall!
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

Super 8 by Wyndham Madison South

Super 8 by Wyndham Madison South

10/10 Excellent
"just the air conditioning is to low"
Francisco 1-night trip
Posted less than an hour ago
Super 8 by Wyndham Madison South

Find out more about Oregon

Everything you need to know about Oregon vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Oregon vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Oregon vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Oregon vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Oregon. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Oregon in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $135 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Oregon rentals

At Expedia, we put the best Oregon vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Oregon rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Oregon vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Oregon. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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 are some of the best vacation home rentals in Oregon?

Pet FriendlyHot tub space to relax 10min from Madison, Epic, MilitaryRidgeTrail: This vacation home near Oregon is located on a lake and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a private yard, a selection of games, and a hot tub so you can immerse yourself in your vacation.

How many vacation rentals are there in Oregon?

Choose from 5 Expedia vacation rentals in Oregon for a memorable vacation.

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.