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

Oregon Vacation Rentals

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Our top choices for Oregon vacation rentals

1. The Dylin

The Dylin
4.0 star property
Downtown Madison
9.4 out of 10, Exceptional, (178 reviews)
"The freaking best place."
United States
Seth
The price is CA $177
CA $204 total
includes taxes & fees
Sep 8 - Sep 9
The Dylin

2. Pool with Slide. Great for Business Travelers!

Pool with Slide. Great for Business Travelers!
Fitchburg
The price is CA $193
CA $251 total
includes taxes & fees
Sep 10 - Sep 11
Pool with Slide. Great for Business Travelers!

3. 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 CA $291
CA $374 total
includes taxes & fees
Oct 7 - Oct 8
King Suite. Free Breakfast. Pool with a Slide. Close to Olbrich Botanical Gardens!

4. Campus-Area 4BR | Panoramic Bluffs

Campus-Area 4BR | Panoramic Bluffs
Fitchburg
10.0 out of 10, Exceptional, (27 reviews)
"Wonderful place with lots of room. "
United States
Brenda B.
The price is CA $417
CA $1,073 total
includes taxes & fees
Sep 8 - Sep 9
Campus-Area 4BR | Panoramic Bluffs

5. A Room with a View

A Room with a View
Verona
9.0 out of 10, Wonderful, (54 reviews)
"Beautiful view and pet friendly!"
United States
Ashley J.
The price is CA $122
CA $187 total
includes taxes & fees
Sep 8 - Sep 9
A Room with a View

6. Spacious 3-bedroom apartment in Downtown Stoughton

Spacious 3-bedroom apartment in Downtown Stoughton
Stoughton
The price is CA $239
CA $500 total
includes taxes & fees
Sep 21 - Sep 22
Spacious 3-bedroom apartment in Downtown Stoughton

7. 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.
The price is CA $337
CA $706 total
includes taxes & fees
Sep 20 - Sep 21
Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!

8. King Suite | Free Breakfast. Pool and Hot Tub

King Suite | Free Breakfast. Pool and Hot Tub
Middleton
8.0 out of 10, Very good, (6 reviews)
"Great place for a stay."
United States
Andy D.
The price is CA $188
CA $247 total
includes taxes & fees
Sep 20 - Sep 21
King Suite | Free Breakfast. Pool and Hot Tub

9. Charming Downtown Two Bedroom w/ Fireplace

Charming Downtown Two Bedroom w/ Fireplace
New Glarus
10.0 out of 10, Exceptional, (23 reviews)
"Amazing location, nicely furnished and cozy!"
United States
Heather & Nick V.
The price is CA $187
CA $398 total
includes taxes & fees
Sep 30 - Oct 1
Charming Downtown Two Bedroom w/ Fireplace

10. Log Cabin at Lake Koshkonong - “The Overlook”

Log Cabin at Lake Koshkonong - “The Overlook”
Edgerton
9.2 out of 10, Wonderful, (51 reviews)
"Thank you for a peaceful stay, we came from Arizona to host my mothers memorial and the comfort and relaxation was well needed, plus it was big enough to have my kids spend time with us as well. Thank you for everything!"
United States
Kelly T.
The price is CA $125
CA $257 total
includes taxes & fees
Sep 9 - Sep 10
Log Cabin at Lake Koshkonong - “The Overlook”

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.
The price is CA $181
CA $313 total
includes taxes & fees
Sep 10 - Sep 11
Pet Friendly Fully Furnished Modern 1-Bedroom Oasis with Private Outdoor Retreat

12. 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.
The price is CA $263
CA $345 total
includes taxes & fees
Oct 4 - Oct 5
Accessible 1BR Suite w/ Tub | Hot Breakfast + Pool

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

Doty ★ Walk to Everything -Hotel Quality- Downtown
Downtown Madison
9.8 out of 10, Exceptional, (45 reviews)
"Great place!"
United States
Robert F.
The price is CA $529
CA $789 total
includes taxes & fees
Sep 8 - Sep 9
Doty ★ Walk to Everything -Hotel Quality- Downtown

14. Spacious Condo: Historic Boutique Rental in Downtown Edgerton

Spacious Condo: Historic Boutique Rental in Downtown Edgerton
Edgerton
10.0 out of 10, Exceptional, (9 reviews)
"Beautiful.. just beautiful and right at the hert if town"
United States
Georgia S.
The price is CA $158
CA $376 total
includes taxes & fees
Sep 22 - Sep 23
Spacious Condo: Historic Boutique Rental in Downtown Edgerton

15. 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
9.8 out of 10, Exceptional, (31 reviews)
"A very unique place in a fantastic location! Little touches made our stay wonderful."
United States
Mike L.
The price is CA $180
CA $344 total
includes taxes & fees
Sep 20 - Sep 21
The EarthHouse ~ Wall-to-wall unique style, Luxury Linens and Amazing Comfort

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, (29 reviews)
"Cute little spot, easy to walk to surrounding business "
United States
Lisa V.
The price is CA $179
CA $497 total
includes taxes & fees
Sep 8 - Sep 9
2 Bed, 2 Bath Apartment at Cannery Square

17. 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, (16 reviews)
"Very comfortable, clean and quiet. Host very accommodating. "
United States
Marisa P.
The price is CA $251
CA $702 total
includes taxes & fees
Oct 4 - Oct 5
Bright, Private 3BR Duplex Unit with Parking in Cottage Grove

18. Studio Apartment at Cannery Square

Studio Apartment at Cannery Square
Sun Prairie
8.4 out of 10, Very good, (16 reviews)
"Great little town to stay the night. Woke early 5:30 am to tow truck towing cars in front lot. We luckily parked in back lot as instructed. Other than the noise of this unfortunate event, we enjoyed our stay. Loved the town and many places to walk to. Pizza place was amazing!"
United States
Cheryl B.
The price is CA $161
CA $385 total
includes taxes & fees
Sep 13 - Sep 14
Studio Apartment at Cannery Square

19. Lake Cabin | Sauna · River · Game Room

Lake Cabin | Sauna · River · Game Room
Brodhead
9.8 out of 10, Exceptional, (11 reviews)
"We love this property on the Sugar River. Very spacious, rustic but with all the modern amenities. Beautiful view of the water and lots of wildlife in area. "
United States
Lisa and Peter R.
The price is CA $343
CA $1,088 total
includes taxes & fees
Sep 8 - Sep 9
Lake Cabin | Sauna · River · Game Room

20. Studio Apartment at Cannery Square

Studio Apartment at Cannery Square
Sun Prairie
8.0 out of 10, Very good, (1 review)
The price is CA $133
CA $394 total
includes taxes & fees
Oct 6 - Oct 7
Studio Apartment at Cannery Square
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

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, cottages, cabins, villas... 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Oregon vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Oregon vacation rentals we have selected for you start as low as CA $190 per night. Entering your travel dates in the search wizard 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 Verona Ice Arena, 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.