- USA
- Wisconsin
- Jefferson County
- Rentals by Owner
Discover Your Ideal Rental by Owner in Jefferson County, Wisconsin for a Seamless Stay
Discover Your Perfect Jefferson County Rentals by Owner
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Rentals by Owner
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Luxury Vacation Rentals
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Pet Friendly Vacation Rentals
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Sustainable Travel
Jefferson County Rentals by Owner
- Air Conditioner
- Pet Friendly
- Security/Safety
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- Pet Friendly
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- Balcony/Terrace
- Security/Safety
- Sports/Activities
- Air Conditioner
- Parking
- TV
- Air Conditioner
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- Pet Friendly
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- Pet Friendly
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- View
- Ocean View
- Air Conditioner
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- Air Conditioner
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Why Choose Rent By Owner for your Jefferson County vacation rental?
What makes our Rentals by Owner special?
Best Times to Visit Jefferson County
When should you plan your Rentals by Owner stay?
To make the most of your stay, consider planning your vacation during the region's optimal seasons, when the area's natural beauty and local events align perfectly for a memorable experience in Jefferson County, Wisconsin, USA.
Peak Season Highlights
Summer (June to August)
During the warm summer months, you'll enjoy longer daylight hours and vibrant outdoor activities, making it an ideal time to explore the natural beauty of the area.
Fall (September to November)
Autumn brings colorful foliage and a crisp climate, perfect for sightseeing and enjoying outdoor adventures in this scenic destination.
Off-Season Highlights
Winter (December to February)
The colder months offer a peaceful atmosphere, with fewer visitors and opportunities for quiet reflection amidst the snowy landscape.
Spring (March to May)
Spring signals renewal with blooming flora and milder temperatures, making it a charming yet less crowded time to visit.
Weekly Weather Forecast for Jefferson County
How to Book Your Jefferson County vacation rental
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in Jefferson County
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 outdoor grilling areas for barbecuing your favorite meals
- Private or shared patios and decks to enjoy the fresh air and scenic views
- Well-maintained hiking trails nearby for exploring the natural beauty of the region
- Outdoor fire pits perfect for relaxing evenings under the stars
- Seasonal outdoor swimming pools or hot tubs for added relaxation
- Spacious yards or gardens ideal for outdoor activities or picnics
- Recreational equipment such as kayaks, canoes, or bikes available for outdoor adventures
Top Attractions Around Jefferson County
What attractions are nearby?
In this charming area, you'll find a variety of outdoor activities and local attractions to enjoy during your stay, making it an ideal spot for exploring the natural beauty and regional highlights near your Rent By Owner accommodation in Jefferson County, Wisconsin.

Family Activities
- Wisconsin International Raceway: Experience thrilling family-friendly racing events and learn about the region's rich motorsports history at this popular destination.
- Cedar Creek Settlement: Enjoy a fun-filled day exploring local shops, tasting regional treats, and engaging in hands-on activities suitable for all ages in the area’s vibrant community hub.
- Lake Ripley Park: Spend quality time outdoors by the water with picnicking, fishing, and easy trails that make it perfect for a family day in nature.
- Fitzgerald Park: Discover scenic walking paths, playgrounds, and open green spaces ideal for relaxing outings and outdoor games with your loved ones here in the region.
Adult Activities
- Wine Tasting Tours: Explore local wineries in the area for a relaxing day of sampling regional wines and enjoying scenic vineyard views.
- Outdoor Recreation at State Parks: Engage in activities like hiking, birdwatching, or picnicking at nearby state parks nestled within the region’s natural beauty.
- Historic District Exploration: Discover the area's rich history by strolling through charming historic districts filled with well-preserved architecture and local museums.
- Boating and Fishing on Local Lakes: Enjoy a day on the water by renting boats or trying your hand at fishing in the region’s tranquil lakes and waterways.
Other Places to Stay in Jefferson County, WI
Jefferson County Travel Tips
How Can You Make the Most of Your Stay?
- Plan Ahead for Seasonal Activities: Research the region's seasonal events and outdoor activities to tailor your stay around unique local experiences.
- Explore Local Dining Options: Take advantage of the area's diverse eateries to enjoy authentic regional flavors during your visit.
- Utilize Your Rental’s Amenities: Maximize comfort and convenience by making full use of the amenities available at your Rent By Owner rental.
- Discover Hidden Gems Off the Beaten Path: Venture beyond typical tourist spots to find secluded spots that showcase the area's true charm.
Transportation Options
- Jefferson County Transportation Services: Local transportation options offer convenient ways to explore your rental and the surrounding area with reliable scheduled services.
- Regional Bus Lines: The region provides bus services that connect popular destinations and towns, making it easy to travel without a personal vehicle.
- Rental Car Agencies: Several car rental companies operate near major hubs, giving you the flexibility to discover this destination at your own pace.
- Taxi and Ride-Sharing Services: Taxis and ride-sharing options are available throughout here, providing quick and accessible transportation within the region.
Local Customs Options
- Local Farming Traditions: You might notice the area's rich agricultural heritage reflected in seasonal farmers' markets and community events celebrating local produce.
- Respect for Nature: The region emphasizes environmental stewardship, so be mindful of outdoor customs that prioritize conservation and sustainable practices.
- Community Gatherings: Participating in neighborhood festivals and gatherings can give you a genuine feel for the region’s welcoming spirit and close-knit culture.
- Historic Preservation: The area values its history, often observed through preservation efforts and local stories shared at historic landmarks and museums.
Frequently Asked Questions About Jefferson County Rentals by Owner
1. What are the top vacation rentals in Jefferson County?
There are a lot of options in Jefferson County. If you plan on staying in the Jefferson County area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Jefferson County:
- Executive Lakefront Home 30 Minutes From Madison!
- Welcome To Your Home Away From Home. Welcome To Cambridge Lake House.
- Welcome to the Treehouse. Our home away from home and hopefully yours too.
- Waterfront Getaway: Kayaks, fishing, game room, fire pit, gathering room…
- Wonderful home on beautiful Rock Lake!
- Beach House
- Lakeside Retreat at Lake Ripley - Swimming, Dock, Kayaks, & PONTOON RENTAL
- Cozy cabin one block from lake, private beach and close to hiking/biking trails
- Lakefront Home w/Gorgeous Sunsets, Kayaks, & Pier
- On-Site Trails: Rock River Retreat in Jefferson!
2. How many Rentbyowner vacation rentals are available in Jefferson County?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 69 in the Jefferson County 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 Jefferson County.
3. What is the cancellation policy for rental properties in Jefferson County, Wisconsin?
4. How do I verify the authenticity of a rental by owner in this region?
5. Are there any additional fees I should be aware of when booking a vacation home here?
6. What amenities can I expect from rental properties by owner in this area?
7. How can I ensure the rental property meets my needs before booking?
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