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Jefferson Holiday Rentals

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Holiday Rentals in Jefferson

Spectacular 77 acre estate, fishing ponds & close to Kettle Moraine trails

10.0 out of 10, Exceptional, (103)
"One of the most beautiful homes in Wisconsin, cherished each night spend here. "
Spectacular 77 acre estate, fishing ponds & close to Kettle Moraine trails

Kohl Manor Luxury Lake 8-br exclusive retreat Pool, Cinema, Arcade on LacLaBelle

10.0 out of 10, Exceptional, (2)
"Katie was the most welcoming host you can ask for. She was really sweet and the home was just breathtaking. Lots of space, big kitchen, and plenty of activities to pass time with. We were a group of 10 adult men celebrating for a bachelor party and we did not regret the house we selected. The lake activities really sell the experience. You have kayaks and then there's the boat tubing! Make sure you ask about that and schedule a time with Katie to take you out on the boat. We even got to see a...
Kohl Manor Luxury Lake 8-br exclusive retreat Pool, Cinema, Arcade on LacLaBelle

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

9.8 out of 10, Exceptional, (163)
"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

Remodeled home with pontoon rental 2 decks Private beach playground volleyball

10.0 out of 10, Exceptional, (4)
"Very nice place. The beds and blankets were so comfortable. "
Remodeled home with pontoon rental 2 decks Private beach playground volleyball

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

9.4 out of 10, Exceptional, (103)
"Some things to note - 2 bedrooms with nice bed 1 bed in a loft upstairs not as private as a bedroom and then ( this "
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, (160)
"Great stay that was super clean! Would definitely recommend and plan to stay again!"
Adorable home w lake front- Paddle boats & kayaks ava, and 2 bathrooms!

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

10.0 out of 10, Exceptional, (32)
"Peaceful, quiet"
Lakeside Retreat at Lake Ripley - Swimming, Dock, Kayaks, & PONTOON RENTAL

Beautiful Family Home on Quiet Lake Ashippun

10.0 out of 10, Exceptional, (23)
"Excellent place to stay, just as described, great neighborhood."
Beautiful Family Home on Quiet Lake Ashippun

Waterfront Lake Cottage - Upper Nemahbin Lake

9.6 out of 10, Exceptional, (28)
"We loved our stay. The home is cozy. Lake and pier and great. The owners are great with communicating. Would definitely come back!"
The price is NZ$511
includes taxes & fees
25 Aug - 26 Aug
Waterfront Lake Cottage - Upper Nemahbin Lake

Log Cabin at Lake Koshkonong - “The Overlook”

9.2 out of 10, Wonderful, (36)
"It was very comfortable, clean, and well equipped. The balcony on the second floor was really nice. Kitchen was a great size for the cabin."
The price is NZ$320
includes taxes & fees
20 Aug - 21 Aug
Log Cabin at Lake Koshkonong - “The Overlook”

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.

Plan your reunion/gathering now in beautiful rural South Central Wisconsin

10.0 out of 10, Exceptional, (162)
"Oak House is a unique property ideally suited for family gatherings - this was our fourth stay. The house is roomy, well appointed, and decorated for the holidays. It also has access to nature trails for daily walks. The location has quiet privacy with quick access to activities in Madison. The property manager Rachel is very responsive. We highly recommend a stay here. "
Plan your reunion/gathering now in beautiful rural South Central Wisconsin

Cozy cottage retreat that’s perfect for recharging.

10.0 out of 10, Exceptional, (72)
"Clean, comfortable and well appointed for a multi day stay."
Cozy cottage retreat that’s perfect for recharging.

LAKEFRONT HIDDEN GEM !

9.6 out of 10, Exceptional, (35)
"Greatly enjoyed our time here."
LAKEFRONT HIDDEN GEM !

Blackhawk RV Campground

2.0 star property
6.8 out of 10, (5)
"Events on the campground were a lot of fun and very well organized. The cabin we rented was dirty, had several broken things, and had dead bugs everywhere. I can't even imagine when it had been cleaned last. Extremely over priced!"
Blackhawk RV Campground

Charming 4-bedroom Lake house on Lake Ripley in Cambridge

10.0 out of 10, Exceptional, (13)
"Really enjoyed the space "
Charming 4-bedroom Lake house on Lake Ripley in Cambridge

Bears Den: Year-round Comfortable 4-bdrm house on Lake Ripley in Cambridge WI

2.0 star property
9.8 out of 10, Exceptional, (10)
"It was a nice accommodating place with easy to use immenaties. "
Bears Den: Year-round Comfortable 4-bdrm house on Lake Ripley in Cambridge WI

Executive Lakefront Home 30 Minutes From Madison!

10.0 out of 10, Exceptional, (93)
"Wonderful stay!!! House was beautiful and clean Would highly recommend this house Owner super nice and accommodating 👍🤗"
Executive Lakefront Home 30 Minutes From Madison!

Tranquil Waters Retreat, Delavan, WI

9.6 out of 10, Exceptional, (31)
"Very nice place a few questionable people walking around but never had any issues. We loved having the bathrooms fully stocked of supplies "
Tranquil Waters Retreat, Delavan, WI

Lakefront Access Cottage on Lake Koshkonong

10.0 out of 10, Exceptional, (10)
"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
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 Jefferson Hotel Reviews

Frequently asked questions

Can I find a holiday rental in Jefferson?

Yes, there are holiday rentals in Jefferson close to Jefferson County Fairgrounds, or you can select a more secluded option if you're looking for a relaxing stay. Jefferson is known for its festivals and cafés. Make sure you have time to check out the seafood restaurants and golf courses during your trip.

What are some of the best holiday rentals that Jefferson has to offer?

Spectacular 77 acre estate, fishing ponds & close to Kettle Moraine trails: This holiday home rental outside of Jefferson is located in a rural location, and has an outdoor pool, a fireplace and a BBQ 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 that you can cook with friends or family. It offers a patio, a garden and a selection of games so that you can immerse yourself in your holiday.

What can I see and do in Jefferson?

Enjoy the area's cultural attractions such as Hi-Way Outdoor Theatre, or get outdoors into nature at a spot like Glacial Drumlin State Trail West. While here, Jefferson County Fairgrounds and Aztalan State Park are other places worth a visit.

What are holiday rentals like in Jefferson?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Jefferson. Holiday rentals feature extras such as hot tubs, fire pits and patios so you'll feel just like you're at home. If you're concerned about cleanliness, a holiday rental can offer a sense of privacy away from public hotel lifts and bustling concierge desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is an attractive option for a small group gathering.