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Jefferson Holiday Rentals

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Holiday Rentals in Jefferson

Luxury 8-br Lake Home with Pool, Cinema, and Arcade in Oconomowoc on LacLaBelle

10.0 out of 10, Exceptional, (1)
"We had the most amazing family getaway at this beautiful lakefront house! The location was perfect, right on the water with a huge backyard. We spent so much time relaxing by the pier, lounging in comfy chairs, and taking out the canoes and paddleboat on the lake. The large patio was a favorite spot, where we enjoyed making s’mores around the firepit.The kids had an absolute blast in the game room, which had everything we could have wanted—like a mini Chuck E. Cheese right at the house! There...
Luxury 8-br Lake Home with Pool, Cinema, and Arcade in Oconomowoc on LacLaBelle

Adorable home w lake front- Paddle boats & kayaks ava, and 2 bathrooms!

9.8 out of 10, Exceptional, (158)
"We have been coming here for several years and love it. Super quiet neighborhood, home is clean and well maintained, Tammy is a great host and quick to answer messages. We will be back again next year!"
Adorable home w lake front- Paddle boats & kayaks ava, and 2 bathrooms!

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

10.0 out of 10, Exceptional, (101)
"One of the most beautiful homes in Wisconsin, cherished each night spend here. "
Spectacular 77 acre estate, fishing ponds & close to Kettle Moraine trails

Waterfront Lake Cottage - Upper Nemahbin Lake

9.6 out of 10, Exceptional, (26)
"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$1,512
includes taxes & fees
21 July - 22 July
Waterfront Lake Cottage - Upper Nemahbin Lake

Cozy cottage retreat that’s perfect for recharging.

10.0 out of 10, Exceptional, (68)
"I would recommend this place for a cozy cabin!"
Cozy cottage retreat that’s perfect for recharging.

Right on the Water! Private Pier, Excellent Sunsets & Swimming

9.4 out of 10, Exceptional, (100)
"Some things to note - 2 bedrooms with nice bed 1 bed in a loft upstairs not as private as a bedroom and then ( this "
Right on the Water! Private Pier, Excellent Sunsets & Swimming

LAKEFRONT HIDDEN GEM !

9.6 out of 10, Exceptional, (33)
"Greatly enjoyed our time here."
The price is NZ$2,373
includes taxes & fees
21 July - 22 July
LAKEFRONT HIDDEN GEM !

Charming 4-bedroom bungalow in lovely Fort Atkinson near Lake

Charming 4-bedroom bungalow in lovely Fort Atkinson near Lake

Lakefront Home w/ Gorgeous Sunsets, Kayaks, & Pier

10.0 out of 10, Exceptional, (21)
"Beautiful scenery, cozy yet spacious accommodations to celebrate an special anniversary with family."
Lakefront Home w/ Gorgeous Sunsets, Kayaks, & Pier

Charming 4-bedroom Lake house on Lake Ripley in Cambridge

10.0 out of 10, Exceptional, (11)
"Really enjoyed the space "
Charming 4-bedroom Lake house on Lake Ripley in Cambridge

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

10.0 out of 10, Exceptional, (31)
"Had a great time. Comfortable, plenty of sitting areas. Beautiful view of the lake. 3 bathrooms! Summertime would be great! It was chilly for our visit"
Lakeside Retreat at Lake Ripley - Swimming, Dock, Kayaks, & PONTOON RENTAL

Remodeled home with pontoon rental 2 decks Private beach playground volleyball

10.0 out of 10, Exceptional, (3)
"We really enjoyed this house! Short walk to the beautiful lake. Friendly neighbors and lots of wildlife in the area. The house had plenty of room for everyone and everything we needed for the week. Will definitely stay here again when in the area!"
Remodeled home with pontoon rental 2 decks Private beach playground volleyball

Blackhawk RV Campground

2.0 star property
6.6 out of 10, (4)
"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

comfortably sleeps 10 guests

10.0 out of 10, Exceptional, (32)
"We had everything we needed and more in a good location. Great host, great communication. "
The price is NZ$782
includes taxes & fees
20 July - 21 July
comfortably sleeps 10 guests

Okauchee Lake Vacation Rental w/ Boat Dock!

9.2 out of 10, Wonderful, (5)
"Ideal lake location near bars and town and on the water."
Okauchee Lake Vacation Rental w/ Boat Dock!

Kosh Cottage - Beach Vibes & Gorgeous Sunrises!

2.0 star property
10.0 out of 10, Exceptional, (1)
"Adorable home perfect for our weekend away"
Kosh Cottage - Beach Vibes & Gorgeous Sunrises!

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

9.8 out of 10, Exceptional, (161)
"Loved the lofted ceilings! Had everything we needed, including firewood. Can’t wait to come back"
YOUR DREAM GETAWAY 220’ WATERFRONT BEACH HOUSE ROCK RIVER WI FP POOL PIER KAYAKS

Beautiful Family Home on Quiet Lake Ashippun

10.0 out of 10, Exceptional, (19)
"Excellent place to stay, just as described, great neighborhood."
Beautiful Family Home on Quiet Lake Ashippun

Brand New Country Rustic Barn-R&R At It's Finest! Madison Area

9.8 out of 10, Exceptional, (21)
"It was great, good location near Madison for local dining.Loved the special touches, Christmas tree, dog bed, dog water bowls, rustic theme.Solo stove and stuff to make smores"
Brand New Country Rustic Barn-R&R At It's Finest! Madison Area

Cozy, private, cabin on a quiet lake.

9.8 out of 10, Exceptional, (66)
"Great first trip out. Hoping to come back when it’s warmer out to enjoy the lake more. "
Cozy, private, cabin on a quiet lake.
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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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?

Luxury 8-br Lake Home with Pool, Cinema, and Arcade in Oconomowoc on LacLaBelle: This holiday home rental outside of Jefferson is located on a lake, and has an indoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 8 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 balcony, 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.