Discover Your Ideal Rental by Owner in Oregon, Wisconsin for a Comfortable Stay
Discover Your Perfect Oregon Rentals by Owner
-
Rentals by Owner
-
Luxury Vacation Rentals
-
Pet Friendly Vacation Rentals
-
Unique Vacation Rentals
-
Cabin Rentals
-
Cottage Rentals
-
Ski Chalet Rentals
-
Timeshares
-
Villa Rentals
-
Hotels with Suites
-
Resort Rentals
-
Family Vacation Rentals
-
Vacation Rentals with Pools
-
Oceanfront Vacation Rentals
-
Beach House Rentals
-
Summer Vacation Rentals
-
Winter Vacation Rentals
-
Short Term Rentals
-
Corporate Accommodation
-
Large Group Vacation Rentals
-
Sustainable Travel
Oregon Rentals by Owner
- Air Conditioner
- Pet Friendly
- Security/Safety
- Air Conditioner
- Parking
- Security/Safety
- Air Conditioner
- Parking
- TV
- Parking
- Accessibility
- Security/Safety
- Air Conditioner
- Parking
- Pool
- Parking
- Accessibility
- Security/Safety
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Security/Safety
- Bedding/Linens
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- TV
Why Choose Rent By Owner for your Oregon vacation rental?
What makes our Rentals by Owner special?
Best Times to Visit Oregon
When should you plan your Rentals by Owner stay?
Choosing the right time to visit the area ensures you enjoy the best weather and local events, making your vacation in Oregon, Wisconsin, USA, a memorable experience when you plan ahead for seasonal considerations.
Peak Season Highlights
Summer (June to August)
During the summer months, you can enjoy the warm weather and longer daylight hours, making it an ideal time to explore the area's natural beauty and outdoor activities.
Fall (September to November)
In early fall, the region experiences mild weather and vibrant foliage, offering a picturesque setting for outdoor adventures and scenic drives.
Off-Season Highlights
Winter (December to February)
The winter season brings cooler temperatures, providing a quieter atmosphere perfect for cozy stays and enjoying indoor comforts while avoiding peak crowds.
Spring (March to May)
Early spring offers milder weather and fewer visitors, making it a good time for those seeking tranquility and less crowded rental options before the summer rush begins.
Weekly Weather Forecast for Oregon
How to Book Your Oregon vacation rental
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in Oregon
Common Rentals by Owner Amenities
What amenities can you expect?
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- Access to spacious outdoor patios or decks for relaxing and entertaining
- Private yards or gardens ideal for outdoor activities and gatherings
- Outdoor dining areas with grills for enjoying meals al fresco
- Availability of fire pits or fireplaces for cozy evenings outdoors
- Convenient parking spaces within the property grounds
- Proximity to scenic walking or biking trails in the region
- Ample outdoor space for recreational activities such as lawn games or sports
Top Attractions Around Oregon
What attractions are nearby?
Within this charming area, you can enjoy a variety of outdoor activities, including scenic walking trails and lakeside relaxation, all easily accessible from your Rent By Owner rental in Oregon, Wisconsin.

Family Activities
- Devil’s Lake State Park: Experience outdoor adventures with hiking, swimming, and picnicking in this scenic natural area just a short drive away.
- Oregon Rotary Amphitheater: Enjoy family-friendly events and live performances amidst the charming community setting that makes this destination unique.
- Great Lakes Sports Facility: Engage in fun sports activities such as soccer, baseball, and other recreational games suitable for all ages at this local sports complex.
- Oregon Community Center: Take advantage of indoor amenities including swimming pools, fitness classes, and youth programs designed to entertain family members of all ages.
Adult Activities
- Visit the Green Bay Botanical Garden: Enjoy a relaxing stroll through beautifully maintained gardens that showcase local flora and seasonal displays, perfect for a peaceful day here.
- Explore the Bay Beach Amusement Park: Experience family-friendly fun with rides and attractions located along the picturesque waterfront, making it a great outing during your stay.
- Discover the Heritage Hill State Historical Park: Step back in time to learn about regional history through engaging exhibits and historic buildings preserved in this outdoor museum setting.
- Enjoy water activities at nearby Lake Michigan beaches: Whether you're swimming, kayaking, or simply soaking up the sun, the lakeshore offers scenic views and outdoor recreation options close by.
Other Places to Stay in Oregon, WI
Oregon Travel Tips
How Can You Make the Most of Your Stay?
- Explore local outdoor activities: Take advantage of the region’s natural surroundings by engaging in outdoor pursuits that showcase Oregon's scenic beauty and promote memorable experiences.
- Plan your visit during the off-peak season: Visiting during less crowded times allows you to enjoy a more relaxed stay and better access to popular recreational areas nearby.
- Choose a rental with convenient amenities: Select a vacation rental that offers essential comforts and easy access to the area's attractions for a smooth and enjoyable stay.
- Connect with local hosts: Engage with hosts who can offer insider tips on hidden gems and the best ways to experience everything this destination has to offer.
Transportation Options
- Oregon Transit Service: Offers convenient bus routes throughout the area, making it easy for you to explore local attractions without hassle.
- Regional Airport: Located nearby, this airport provides flights that connect you to major hubs, simplifying your transcontinental travel plans.
- Rental Car Services: Several rental agencies operate in this destination, giving you flexible transportation options during your stay.
- Taxi and Rideshare Options: Taxis and rideshare services like Uber and Lyft are readily available here, providing a dependable way to get around the neighborhood efficiently.
Local Customs Options
- Community Events and Festivals: You’re likely to find local festivals in the region that celebrate its unique heritage and community spirit, offering an authentic experience during your stay.
- Dining Etiquette: When visiting local eateries, it’s customary to appreciate the region’s culinary traditions with polite manners and an openness to regional flavors.
- Respect for Nature and Land: The area values environmental conservation, so observe designated trails and outdoor regulations to help preserve the natural beauty here.
- Local Craftsmanship: Supporting local artisans by exploring craft markets is appreciated, highlighting the region’s dedication to handmade and locally sourced goods.
Frequently Asked Questions About Oregon Rentals by Owner
1. What are the top vacation rentals in Oregon?
There are a lot of options in Oregon. If you plan on staying in the Oregon area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Oregon:
- Newly Constructed 1 Bedroom Home Located near Lake Waubesa
- Spacious 5-bedroom house sleeps 14 with pool, hot tub, sauna and more!
- Studio 104 at Foxboro
- Studio 104 at Foxboro
- Spacious country retreat w/pool 10 minutes to downtown Madison! Pet friendly!
- Spacious & Modern Home w/Deck in Oregon!
- 13 Mi to University of Wisconsin Suburban Home
- Spacious and Modern Home with Deck in Oregon!
- Waterfront 3-Bedroom Home with Modern Amenities
- Comfortable, Art-Filled Country Home Minutes from Madison
2. How many Rentbyowner vacation rentals are available in Oregon?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 19 in the Oregon area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Oregon.
3. How do I find the cancellation policy for a rental by owner in Oregon, Wisconsin?
4. What should I know about the check-in and check-out procedures for rentals in this region?
5. Are there any specific requirements or restrictions when booking a rental here?
6. How do I ensure my reservation is secure and reliable?
7. What amenities are typically included in rentals by owner in Oregon, Wisconsin?
More Rentals You May Like Near Oregon
- Air Conditioner
- Parking
- TV
- Air Conditioner
- View
- Bedding/Linens
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Balcony/Terrace
- Bedding/Linens
- Air Conditioner
- TV
- Security/Safety
- Air Conditioner
- Parking
- TV