Oregon vacation rentals

We found 15 vacation rentals — enter your dates for availability

Discover a selection of 8 homes and other vacation rentals in Oregon that are perfect for your trip. Vacation rentals provide the amenities you need and want for you and your friends, family, or even pets, such as a garden and pool. You'll be sure to find a rental that has what everyone needs, including places that are non-smoking or accessible.
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Find out more about Oregon

Find out more about Oregon

Why visit Oregon

  1. Outdoor Adventures: Enjoy miles of pristine landscapes, perfect for hiking, camping, and exploring nature.
  2. Scenic Beauty: Take in the stunning views of Oregon's rustic charm and picturesque surroundings.
  3. Rich History: Visit local history museums to learn about the area's cultural heritage.
  4. Welcoming Neighborhoods: Experience the friendly atmosphere and vibrant community spirit in nearby neighborhoods.
  5. Diverse Accommodations: Choose from a range of charming vacation rentals, including cozy cabins and stylish apartments.

Popular types of accommodation in Oregon

Oregon offers a diverse selection of vacation rentals to suit every traveler's needs, including houses, cozy cottages, and stylish apartments. Whether you're seeking a luxurious stay in an Oregon luxury apartment or a charming getaway at the Brodhead Cabin in Dixon, there's something for everyone. Explore the beauty of the Pacific Northwest and find the perfect cabin in Oregon for your next adventure!

  • Houses: These spacious and comfortable accommodations are the top choice for visitors to Oregon, perfect for families, friends, or couples seeking a home away from home.
  • Cottages: With their quaint charm, cottages offer a cozy and inviting atmosphere, making them the second most sought-after option for a relaxing getaway.
  • Apartments: Ideal for those wanting a more urban experience, apartments provide convenience and accessibility in Oregon, ranking third in popularity.**

Top attractions in Oregon

Oregon, Illinois, offers a fantastic blend of outdoor adventure and scenic beauty, making it a great vacation spot. Popular attractions include urban parks, nature preserves, and history museums, providing a variety of experiences for families and culture enthusiasts alike. Whether you're looking to explore the local scenery or delve into the area's rich history, Oregon has something to satisfy every traveler’s interests.

  1. Castle Rock State Park: A breathtaking natural wonder, Castle Rock State Park offers stunning vistas and outdoor adventures. Hike along scenic trails, enjoy rock climbing, or simply soak in the beauty of the Illinois River Valley.
  2. Dillehay Park: Located 5 miles from Oregon, Dillehay Park is perfect for families, featuring playgrounds, picnic areas, and open green spaces for recreational activities amidst the urban landscape.
  3. Stillman's Defeat Memorial Site: Situated 10 miles from Oregon, this memorial site honors the historical battle, providing a cultural and educational experience that highlights local heritage and history.

Things to do recommended for couples

For a romantic getaway in Oregon, don't miss the thrill of skydiving at Chicagoland Skydiving Center, just 16 miles away. Experience an adrenaline rush together as you soar through the sky, creating unforgettable memories in a breathtaking setting. It's the perfect adventure for couples seeking excitement.

Things to do recommended for families

Families visiting Oregon, Illinois, can explore the natural beauty of Lowden State Park and unwind in the serene White Pines Forest State Park, located 7 miles away. For more outdoor fun, Levings Park, 20 miles from Oregon, offers recreational activities perfect for all ages.

Things to do recommended for groups

Explore the Conover Square Mall for shopping and entertainment, enjoy a cultural experience at the Historic Dixon Theatre just 14 miles away, and unwind with a visit to Barnstormer Distillery 16 miles from Oregon for a taste of local spirits.

What do I need to keep in mind when booking a vacation in Oregon

If you're traveling with a group, family, or pets, or if you're planning an extended stay, be sure to set your filters based on your key priorities. Here are some helpful Vrbo booking tips for you.

  • Traveling to Oregon with a group: Think about how many bedrooms you'll require, along with features like a full kitchen or outdoor areas for group gatherings. Luckily, you can easily filter for these options and more on Vrbo.
  • Traveling to Oregon with young kids: Traveling with little ones can be quite a task. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Oregon: For many, a family vacation isn't truly fulfilling without their furry companion. If you can relate, explore Vrbo listings that welcome pets. Most pet-friendly accommodations offer essentials like food bowls and bedding to ensure that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Oregon: If you're searching for vacation rentals that offer discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay in Oregon

Oregon, Illinois, offers a delightful blend of outdoor adventures and scenic beauty, making it an ideal vacation spot. Explore miles of pristine landscapes and embrace the rustic charm of the area while enjoying family-friendly activities. Nearby neighborhoods provide a welcoming atmosphere filled with friendly people, rich culture, and recreational opportunities. Whether you're camping under the stars or soaking in the local vibes, Oregon promises a refreshing escape from the hustle and bustle of everyday life.

  • Rockford: Located 22 miles from Oregon, Rockford is a vibrant city known for its family-friendly atmosphere and outdoor adventures. Visitors can enjoy exhilarating experiences at the arena entertainment facilities and expansive campgrounds. Rockford is home to notable attractions, including the local stadium and sports facilities that host various events. Nature lovers will appreciate the city’s parks, offering picturesque spots for picnicking, hiking, and relaxation. With a mix of urban attractions and natural beauty, Rockford is a fantastic stop for both entertainment and outdoor exploration.
  • Mount Morris: Just 6 miles from Oregon, Mount Morris is a charming town that invites outdoor enthusiasts and adventure seekers alike. With its stunning scenery and recreational areas, visitors can dive into activities like hiking, camping, and exploring the nearby national and state parks. The lush forests provide an excellent backdrop for nature walks and wildlife watching, making it a perfect getaway for those looking to reconnect with nature. Mount Morris offers a peaceful retreat with a focus on outdoor recreation and scenic beauty.
  • Chana: Also situated 6 miles from Oregon, Chana is a small town that captivates travelers with its breathtaking landscapes and adventurous spirit. The area features numerous recreational spots and campgrounds, perfect for families and outdoor lovers. Visitors can explore the nearby national parks and state parks, as well as the dramatic canyon gorge that offers stunning views and opportunities for hiking and education. Chana is ideal for those seeking a blend of adventure, scenery, and a chance to experience the great outdoors.

Best time to go to Oregon

If you're planning a trip to Oregon, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs in June to July and September, while off-peak times, like November to January tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January21.2°F (-6.0°C)Light RainMostly CloudyModerately LowSlightly Low
February23.9°F (-4.5°C)Light RainMostly CloudyAverageSlightly High
March37.6°F (3.1°C)Light RainMostly CloudyAverageSlightly High
April48.0°F (8.9°C)Light RainMostly CloudyAverageSlightly Low
May60.3°F (15.7°C)Light RainMostly SunnyAverageAverage
June69.4°F (20.8°C)Light RainMostly SunnyModerately HighAverage
July72.5°F (22.5°C)Light RainMostly SunnyModerately HighAverage
August71.1°F (21.7°C)Light RainMostly SunnyAverageAverage
September64.8°F (18.2°C)Light RainMostly SunnyModerately HighAverage
October52.2°F (11.2°C)Light RainMostly SunnyAverageSlightly High
November39.2°F (4.0°C)Light RainMostly SunnyModerately LowAverage
December29.3°F (-1.5°C)Light RainMostly CloudyModerately LowSlightly Low

Booking with Vrbo is simple

Looking to save on your next vacation? Consider being flexible with your travel dates, as prices can fluctuate significantly. Also, extending your stay can often lead to substantial savings. To discover the ideal Vrbo property that fits your budget, utilize our filters to search by price, location, and type of vacation rental. We're here to help you find the perfect getaway!

Save more with One Key

Reserve a qualifying Vrbo for your group getaway and earn OneKeyCash™ on your booking. Being the planner certainly has its perks! When you join our travel rewards program, One Key, you can quickly access member discounts and earn OneKeyCash™ on eligible reservations. Sign up now and begin enjoying your savings!

Vrbo Trips: Effortless planning

Vrbo's unique Trip Board offers you a dedicated space to plan new trips, pick up where you left off, and manage your travel arrangements. You can easily access your previously saved and booked properties under Potential, Upcoming, or Current Trips. To start using Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties booked during 2023 and 2024.

Tranquil Oregon will entice you

The riverfront and surrounding scenery provide a peaceful ambiance to your vacation home in Oregon. This relaxing city allures visitors with its boating and restaurants. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

Exploring the natural features in Oregon

Whether you're an active traveler or just want to appreciate the scenery, Oregon is a great place to get out in nature. These are a few of the area's most enchanting natural features, all within 30 miles (48.2 km) of the city center:

  • Castle Rock State Park (2.8 mi / 4.6 km)
  • White Pines Forest State Park (7.1 mi / 11.5 km)
  • Rochelle Railroad Park (14.9 mi / 24 km)
  • Klehm Arboretum & Botanic Gardens (19.5 mi / 31.3 km)
  • Kishwaukee River Forest Preserve (21.1 mi / 34 km)
  • Sinnissippi Park (22.4 mi / 36 km)

How to get to and around Oregon

Fly into Rockford, IL (RFD-Greater Rockford), the closest airport, located 17.7 mi (28.6 km) from the city center.

Frequently asked questions

How much does it cost to rent a vacation rental in Oregon?
Different factors affect what you’ll pay for your vacation rental in Oregon, like the length of stay, season and type of property. Still, all of our vacation homes have something in common — amazing value. Just enter your travel dates to find your ideal escape.
How much does it cost to rent a beach house in Oregon?
When you travel and the style and size of the property will help determine the cost of your beachside escape. Type in your Oregon travel dates to view your available options on Vrbo. Can’t live without a hot tub? Use the filters to select the features and amenities you want in your vacation home.
Are there pet-friendly vacation rentals in Oregon?
Pack up a suitcase for your beloved pooch because Oregon has four vacation homes that welcome pets with open arms. Let your four-legged buddy enjoy fun with the family at one of our pet-friendly vacation rentals on Vrbo. Simply enter your travel dates then check the “Pets allowed” filter box.
What are popular rental amenities in Oregon?
When it comes to rental amenities that guests are on the lookout for in Oregon, a garden, a firepit and a water view are at the top of the list. With Vrbo vacation homes, there are choices to fit your style and taste, whether you’re vacationing with your partner, your friends or even pets.
Are there large group vacation rentals in Oregon?
Take your pick of two Vrbo vacation homes in Oregon that can host five or more guests. You’ll enjoy all the space and privacy you need to spend time with your loved ones — and no one else.
Are there vacation rentals in Oregon that welcome kids?
Oregon has three family-friendly vacation homes to choose from. And discovering a stay that welcomes kiddos is a cinch with our “Properties good for families” filter. Besides having the entire place to yourselves, you’ll also enjoy access to perks and amenities such as dining rooms, kitchens and yards.
What are the top attractions for families in Oregon?
Keep the kids amused at these awesome family-friendly attractions in Oregon:

  • Castle Rock State Park
  • Lowden State Park
  • Conover Square Mall

Can I find two-bedroom vacation rentals in Oregon?
Pick from two two-bedroom vacation properties in Oregon. Settle the kids into the second room or maybe fill it with a couple of your best friends. There’s a comfy spot for whoever’s lucky enough to be coming along.
Are there vacation rentals with WiFi in Oregon?
Oregon has two vacation rentals with WiFi, so you can stay connected while you’re away. Simply check the “WiFi” box in our handy search filter for a list of properties with this feature. From streaming movies with the family to posting pics on social media, these Vrbo homes make it a cinch to go online.
How can I find vacation rentals with air conditioning in Oregon?
Pick your travel dates and then use our filters to see vacation rentals with air conditioning in Oregon on Vrbo. With three air-conditioned properties available here, you can enjoy a cool and comfortable trip.
How old do you have to be to rent a vacation rental in Oregon?
You should check with the Oregon vacation property you want on Vrbo as the age limit differs. However, it’s normally 16, 18 or 21.
How long can I rent a vacation rental in Oregon for?
The length of time you can book a vacation rental in Oregon differs according to the property. Simply enter your preferred travel dates to see a list of options offering extended stays. With plenty of creature comforts such as washing machines and air conditioning, as well as some offering weekly or monthly discounted prices, you’re sure to find someplace just right to call your home away from home in Oregon.
Does Vrbo offer discounts for vacation homes in Oregon?
Whether you’re interested in one of our newly listed homes, or one of our weekly or monthly discounts on vacation rentals, you’re sure to find some amazing deals and discounts on Vrbo. From short stays to extended vacations, we’ve got the perfect space for your next Oregon escape.

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