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Oregon Vacation Rentals

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Vacation Rentals in Oregon

Spacious 5-bedroom house sleeps 14 with pool, hot tub, sauna and more!

10.0 out of 10, Exceptional, (2)
"Wonderful Thanksgiving with family at this fabulous home. Plentiful gathering spaces and a fully stocked kitchen "
Spacious 5-bedroom house sleeps 14 with pool, hot tub, sauna and more!

The Dylin by Mint House

4.0 star property
9.2 out of 10, Wonderful, (88)
"Nice, clean, well-equipped and well-decorated rooms. "
$129 nightly
The price is $149
Sep 14 - Sep 15
Total with taxes and fees
The Dylin by Mint House

YOUR DREAM GETAWAY 220’ WATERFRONT BEACH HOUSE ROCK RIVER WI FP POOL PIER KAYAKS

9.8 out of 10, Exceptional, (164)
"Great spot for a large group of family and friends. Very comfortable size, nice porch/yard and great layout."
YOUR DREAM GETAWAY 220’ WATERFRONT BEACH HOUSE ROCK RIVER WI FP POOL PIER KAYAKS

Waterfront w/ Private Pier! Excellent Fishing Year Round! Sunsets & Swimming

9.4 out of 10, Exceptional, (105)
"Place was beautiful. Wished there were screens on the patio so we could hear the water and wildlife. Fire pit would have been nice. outside doors need work. But overall nice time."
Waterfront w/ Private Pier! Excellent Fishing Year Round! Sunsets & Swimming

Adorable home w lake front- Paddle boats & kayaks ava, and 2 bathrooms!

9.8 out of 10, Exceptional, (164)
"A quiet place to relax and enjoy."
Adorable home w lake front- Paddle boats & kayaks ava, and 2 bathrooms!

Pool with Slide. Great for Business Travelers!

$163 nightly
The price is $184
Sep 11 - Sep 12
Total with taxes and fees
Pool with Slide. Great for Business Travelers!

Log Cabin at Lake Koshkonong - “The Overlook”

9.2 out of 10, Wonderful, (41)
"Nice quiet cabin. Quick response from host. Would stay there again. RTW"
$165 nightly
The price is $174
Sep 15 - Sep 16
Total with taxes and fees
Log Cabin at Lake Koshkonong - “The Overlook”

Charming 4-bedroom Lake house on Lake Ripley in Cambridge

9.6 out of 10, Exceptional, (15)
"Really enjoyed the space "
Charming 4-bedroom Lake house on Lake Ripley in Cambridge

*Family Retreat* *Indoor Pool* *Arcade*

9.8 out of 10, Exceptional, (8)
"Great place. Love the big heated pool with a deep end. Arcade and table games was a nice touch. Very spacious and clean. "
*Family Retreat* *Indoor Pool* *Arcade*

Charming 2-bedroom cottage on Lake Koshkonong in Fort Atkinson, Wi.

10.0 out of 10, Exceptional, (4)
"The cottage was great. We enjoyed sitting the deck looking out on the water watching the boats. Very peaceful "
Charming 2-bedroom cottage on Lake Koshkonong in Fort Atkinson, Wi.

Doty ★ Walk to Everything -Hotel Quality- Downtown

9.8 out of 10, Exceptional, (33)
"We had a wonderful time in Madison. We were close to everything so we could walk. "
$485 nightly
The price is $561
Sep 10 - Sep 11
Total with taxes and fees
Doty ★ Walk to Everything -Hotel Quality- Downtown

Lakeside Retreat at Lake Ripley - Swimming, Dock, Kayaks, & PONTOON RENTAL

10.0 out of 10, Exceptional, (33)
"Excellent place to visit. Property was phenomenal. "
Lakeside Retreat at Lake Ripley - Swimming, Dock, Kayaks, & PONTOON RENTAL

Exceptional 4 Bed 3 Bath Hot tub next to woods -Comfortable! - 21 min to Madison

10.0 out of 10, Exceptional, (130)
"Clean, quiet neighborhood, and plenty of space for our whole crew during Ironman weekend. Would recommend for anyone visiting the Madison area. "
Exceptional 4 Bed 3 Bath Hot tub next to woods -Comfortable! - 21 min to Madison

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

9.8 out of 10, Exceptional, (42)
"Such a nice house! Great location and excellent amenities!"
$439 nightly
The price is $498
Sep 10 - Sep 11
Total with taxes and fees
Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!

Lakefront Access Cottage on Lake Koshkonong

10.0 out of 10, Exceptional, (12)
"Great little place with convenient access to Fort. It was nice to be a short walk to the lake. Fantastic hosts with very quick communication"
Lakefront Access Cottage on Lake Koshkonong

Capital PrimeTime - 6 Miles from Madison w/ fireplace

10.0 out of 10, Exceptional, (27)
"Would recommend - very good location, nice space, and great host!"
$562 nightly
The price is $632
Sep 16 - Sep 17
Total with taxes and fees
Capital PrimeTime - 6 Miles from Madison w/ fireplace

ONE OF A KIND vacation rental with a view

10.0 out of 10, Exceptional, (142)
"Awesome stay with Son and Grandsons. Great place to stay."
ONE OF A KIND vacation rental with a view

Paoli Den - Renovated Flat!

9.8 out of 10, Exceptional, (25)
"Prefect"
Paoli Den - Renovated Flat!

Enjoy Nature with Full Comfort!

9.4 out of 10, Exceptional, (30)
"Great location, beautiful, clean, and friendly host"
$121 nightly
The price is $128
Sep 14 - Sep 15
Total with taxes and fees
Enjoy Nature with Full Comfort!

Pet FriendlyHot tub space to relax 10min from Madison, Epic, MilitaryRidgeTrail

9.6 out of 10, Exceptional, (64)
"The property was beautiful and our group of 8 had tons of space. It was beautiful and we wish we could’ve stayed longer. We would definitely stay there again. "
Pet FriendlyHot tub space to relax 10min from Madison, Epic, MilitaryRidgeTrail
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

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 $128 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?

Waterfront w/ Private Pier! Excellent Fishing Year Round! Sunsets & Swimming: This vacation home rental near Oregon is located on a lake and has a fireplace, a patio, 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. You and your friends and family can relax into your vacation with amenities like a selection of games.

How many vacation rentals are there in Oregon?

Choose from 3 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 Wisconsin Brewing Company.

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.