Best Vacation Homes in Jefferson County
House
10.0(98 Reviews)
5 Bedrooms
3 Baths
10 Guests
3900 ft²
Hot Tub
Fireplace/Heating
Ocean View
Balcony/Terrace
US $755/Night
7 Nights - US $5,287
House
10.0(2 Reviews)
2 Bedrooms
2 Baths
6 Guests
1097.92 ft²
Spa- Fireplace/Heating
View
Pet Friendly
US $122/Night
7 Nights - US $854
Cottage
10.0(1 Review)
1 Bedroom
1 Bath
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $723/Night
7 Nights - US $5,060
House
10.0(91 Reviews)
3 Bedrooms
3 Baths
10 Guests
2654 ft²
- Fireplace/Heating
- Balcony/Terrace
- View
Kitchen
US $500/Night
7 Nights - US $3,498
House
9.0(1 Review)
4 Bedrooms
2 Baths
12 Guests
2981.6 ft²
Oceanfront- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $436/Night
7 Nights - US $3,052
House
10.0(85 Reviews)
2 Bedrooms
2 Baths
10 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $189/Night
7 Nights - US $1,325
House
10.0(66 Reviews)
4 Bedrooms
2 Baths
12 Guests
3000 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $802/Night
7 Nights - US $5,615
House
10.0(57 Reviews)
4 Bedrooms
3 Baths
14 Guests
2860 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $607/Night
7 Nights - US $4,246
Jefferson County Luxury Rentals
Villa
9 Bedrooms
4 Baths
18 Guests
8105.22 ft²
- Fireplace/Heating
Parking
Air Conditioner
Internet
US $2,707/Night
7 Nights - US $18,950
House
1 Bedroom
1 Bath
- Hot Tub
- Fireplace/Heating
- Kitchen
- Air Conditioner
US $2,290/Night
7 Nights - US $16,030
Villa
10.0(6 Reviews)
9 Bedrooms
4 Baths
18 Guests
8100 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $2,225/Night
7 Nights - US $15,575
House
4 Bedrooms
3 Baths
10 Guests
1500 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $830/Night
7 Nights - US $5,812
Cabin
9.6(13 Reviews)
3 Bedrooms
2 Baths
7 Guests
1000 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $703/Night
7 Nights - US $4,923
House
9.6(27 Reviews)
4 Bedrooms
3 Baths
10 Guests
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $671/Night
7 Nights - US $4,698
New
House
5 Bedrooms
4 Baths
10 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $663/Night
7 Nights - US $4,641
House
10.0(5 Reviews)
3 Bedrooms
2 Baths
10 Guests
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $603/Night
7 Nights - US $4,219
Jefferson County Pet Friendly Vacation Rentals
House
10.0(30 Reviews)
4 Bedrooms
3 Baths
8 Guests
1920 ft²
- Balcony/Terrace
- Pet Friendly
- Kitchen
- Parking
US $524/Night
7 Nights - US $3,668
House
4 Bedrooms
3 Baths
8 Guests
1915.98 ft²
- Pet Friendly
- Parking
- Internet
Child Friendly
US $412/Night
7 Nights - US $2,884
Cottage
10.0(17 Reviews)
2 Bedrooms
1 Bath
5 Guests
700 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $174/Night
7 Nights - US $1,219
House
2 Bedrooms
1 Bath
6 Guests
1001.04 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Parking
US $252/Night
7 Nights - US $1,766
House
10.0(8 Reviews)
3 Bedrooms
1 Bath
12 Guests
- Hot Tub
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $482/Night
7 Nights - US $3,375
Condo
10.0(7 Reviews)
2 Bedrooms
1 Bath
6 Guests
1000 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $230/Night
7 Nights - US $1,612
Cottage
10.0(2 Reviews)
2 Bedrooms
1 Bath
4 Guests
950 ft²
- Spa
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $405/Night
7 Nights - US $2,832
Cottage
10.0(2 Reviews)
1 Bedroom
1 Bath
4 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $279/Night
7 Nights - US $1,952
Jefferson County Large Vacation Homes
House
9.6(53 Reviews)
4 Bedrooms
2 Baths
14 Guests
2840 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $564/Night
7 Nights - US $3,951
Cabin
6.7(8 Reviews)
43 Bedrooms
5 Baths
18 Guests
Private Pool- Fireplace/Heating
Pool- Balcony/Terrace
US $101/Night
7 Nights - US $704
Villa
10.0(1 Review)
1 Bedroom
1 Bath
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Internet
US $499/Night
7 Nights - US $3,490
House
9.6(19 Reviews)
4 Bedrooms
2 Baths
10 Guests
3000 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $405/Night
7 Nights - US $2,833
Villa
1 Bedroom
1 Bath
4 Guests
602.78 ft²
- Fireplace/Heating
- Balcony/Terrace
- Parking
- Air Conditioner
US $311/Night
7 Nights - US $2,177
House
9.6(17 Reviews)
4 Bedrooms
2 Baths
12 Guests
1700 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $465/Night
7 Nights - US $3,257
Cottage
9.6(11 Reviews)
3 Bedrooms
3 Baths
10 Guests
1800 ft²
- Hot Tub
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $547/Night
7 Nights - US $3,829
Cabin
9.2(80 Reviews)
4 Bedrooms
3 Baths
12 Guests
- Fireplace/Heating
- Ocean View
- View
- Kitchen
US $479/Night
7 Nights - US $3,356
Why Choose Rent By Owner for your Jefferson County Vacation Rental Homes?
What makes our Vacation Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Best Times to Visit Jefferson County
When should you plan your Vacation Rentals stay?
Choosing the right time to visit here can greatly enhance your experience, allowing you to enjoy the region's natural beauty and local charm at its best throughout the year.
Peak Season Highlights
Summer (June to August)
During these warm months, you can enjoy longer days and comfortable weather ideal for outdoor activities in this region.
Average Temperature Daytime: 75-85°F - Nighttime: 55-65°F
Fall (September to November)
This season offers vibrant foliage and crisp air, perfect for exploring the area's scenic beauty and outdoor pursuits.
Average Temperature Daytime: 60-70°F - Nighttime: 40-50°F
Off-Season Highlights
Winter (December to February)
Visiting during winter allows you to experience quieter surroundings and enjoy cozy indoor settings amidst snowy landscapes.
Average Temperature Daytime: 20-30°F - Nighttime: 10-20°F
Spring (March to May)
In spring, the area begins to awaken with blooming flowers and milder weather, offering a tranquil retreat before the busy summer season.
Average Temperature Daytime: 50-60°F - Nighttime: 30-40°F
Weekly Weather Forecast for Jefferson County
How to Book Your Jefferson County Vacation Rental Home
What's our booking process?
Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Jefferson County
Common Vacation Rentals Amenities
What amenities can you expect?
Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
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
- Enjoy a private outdoor space with a spacious yard or garden area for relaxing and picnicking amidst scenic surroundings.
- Make the most of nearby lakes or rivers by accessing private docks or beaches for swimming, kayaking, or paddleboarding.
- Take advantage of outdoor fire pits or fireplaces ideal for evening gatherings and marshmallow roasting under the stars.
- Benefit from well-maintained patios or decks perfect for outdoor dining and soaking in the fresh air.
- Explore the region’s natural beauty through on-site hiking trails or forested areas directly accessible from your rental.
- Use outdoor grills or BBQ facilities to enjoy cookouts with family and friends while surrounded by picturesque views.
- Utilize covered porches or sunrooms that offer outdoor lounging options, providing comfort in all weather conditions.
Top Attractions Around Jefferson County
What attractions are nearby?
In this region, you can enjoy a variety of outdoor activities such as hiking, boating, and fishing, all conveniently accessible from your vacation rental in Jefferson County.
Family Activities
- St. Stephen's Lutheran Church & Museum: Discover this historic site to learn about local heritage and enjoy family-friendly exhibits within the region.
- Yellow River Park: Spend a day outdoors at this scenic park, ideal for picnics, fishing, and exploring nature trails suitable for all ages.
- Escape to the Lake Waterpark: Enjoy water slides, lazy rivers, and splash zones that promise fun-filled moments for children and parents alike in the area.
- Jefferson County Fairgrounds: Experience annual fairs and community events that bring families together, offering entertainment and local festivities.
Adult Activities
- Exploring Local Wineries: Discover the region's renowned wineries, where you can enjoy tastings and learn about Wisconsin's vibrant wine-making traditions.
- Paddling on Scenic Lakes: Experience the tranquility of the area's lakes by kayaking or canoeing, immersing yourself in the natural beauty of this destination.
- Visiting Historic Sites: Dive into the region's rich history through visits to preserved landmarks and museums that tell the story of the area's heritage.
- Participating in Art and Cultural Events: Engage with local arts and crafts festivals, gallery openings, and cultural celebrations that highlight the area's creative spirit.
Other Places to Stay in Jefferson County, WI
Palmyra
Palmyra Beach
Sullivan
Concord
Johnson Creek
Fort Atkinson
Lake Koshkonong
Koshkonong
Lake Ripley
Lake Koshkonong
Lake Mills
Jefferson
Jefferson County Travel Tips
How Can You Make the Most of Your Stay?
- Explore local outdoor activities: Take advantage of the natural beauty in this area by enjoying outdoor pursuits such as hiking, biking, or fishing directly from your vacation rental.
- Visit nearby scenic spots: Make time to discover the picturesque landscapes and hidden gems around here to fully immerse yourself in the region's charm.
- Plan for seasonal events: Check out the local calendar for festivals or seasonal celebrations, which enrich your stay and offer authentic regional experiences.
- Choose well-located accommodations: Select a vacation rental that offers easy access to key attractions and outdoor adventures to maximize your convenience during your visit.
Transportation Options
- Jefferson Transit: Offers reliable bus services within the area, making it easy to explore local attractions without a car.
- Rental Cars: Provides convenient access to various rental car agencies at nearby airports and throughout the region for flexible travel plans.
- Amtrak: Connects here with rail routes that link to major cities, ideal for travelers preferring scenic train journeys.
- Private Taxis and Rideshares: Available throughout the area, offering quick and convenient transportation options for exploring local sites comfortably.
Local Customs Options
- Local Farmer's Markets: Visiting farmer's markets here allows you to experience the region's emphasis on fresh, locally sourced produce and artisanal goods.
- Traditional Festivals: Participating in seasonal festivals provides a glimpse into the area's community spirit and celebration of local heritage.
- Respect for Nature: The region's residents value outdoor activities and environmental conservation, making eco-friendly practices a key aspect of local customs.
- Community Hospitality: You’ll find that welcoming attitudes and neighborly hospitality are deeply rooted in the area's culture, enriching your stay at nearby vacation rentals.
Jefferson County Vacation Rental Frequently Asked Questions
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!
- Spacious Edgerton Home w/Private Beach & Views!
- Welcome To Your Home Away From Home. Welcome To Cambridge Lake House.
- Waterfront Getaway: Kayaks, fishing, game room, fire pit, gathering room…
- June 19 - 26 is available for your family's vacation!
- Beach House
- Cozy cabin one block from lake, private beach and close to hiking/biking trails
- Lakefront Home w/Gorgeous Sunsets, Kayaks, & Pier
- Airy Cottage Close to Rock Lake w/Fire Pit!
- Spacious Rustic Log Home Retreat Near Madison & Milwaukee
2. Which vacation homes in Jefferson County are best for families?
If you are looking for a family-friendly vacation home in Jefferson County, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Jefferson County:
3. How many Rentbyowner vacation rentals are available in Jefferson County?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 110 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.
4. What is the cancellation policy for vacation rentals in Jefferson County, Wisconsin?
Cancellation policies vary by property, so it's important to review the specific listing details or contact the property owner directly to understand the terms and any potential fees associated with canceling your reservation.
5. Are there any additional fees I should be aware of when booking a vacation rental here?
Additional fees such as cleaning fees, service charges, or local taxes may apply. These details are typically outlined in the listing, but you can also reach out to the owner for clarification before confirming your booking.
6. How do I ensure the vacation rental I choose meets my needs?
You can browse detailed descriptions, photos, and reviews on each listing to assess whether it matches your preferences. If you have specific questions, contacting the property owner directly is recommended for personalized assistance.
7. What amenities are usually included in vacation rentals in this area?
Amenities vary between properties, but common features include kitchen facilities, Wi-Fi, parking, and outdoor spaces. Check the individual listing for a full list of available amenities and confirm any must-have features before booking.
8. Is there a secure way to pay for my reservation in Jefferson County, Wisconsin?
Yes, reputable booking platforms offer secure payment options that protect your personal and financial information. Always use the official platform to complete your reservation and avoid direct transactions with owners outside the established system.
Jefferson County Top Rated Vacation Rentals
US $119/Night
7 Nights - US $835
Hotel
9.4(669 Reviews)
1 Bath
- Fireplace/Heating
- Pool
- Balcony/Terrace
Breakfast
US $126/Night
7 Nights - US $881
Hotel
9.0(515 Reviews)
1 Bath
- Hot Tub
- Pool
- Breakfast
- Kitchen
US $126/Night
7 Nights - US $882
Hotel
8.9(155 Reviews)
6 Baths
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
US $158/Night
7 Nights - US $1,105
Hotel
8.9(127 Reviews)
1 Bath
374.05 ft²
- Private Pool
- Oceanfront
- Pool
- Ocean View
US $147/Night
7 Nights - US $1,029
Hotel
8.8(79 Reviews)
7 Baths
231.43 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Fireplace/Heating
US $143/Night
7 Nights - US $1,003
Hotel
8.5(52 Reviews)
5 Baths
88.26 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Spa
US $99/Night
7 Nights - US $693
Hotel
8.2(817 Reviews)
1 Bath
- Hot Tub
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $98/Night
7 Nights - US $688
