Photo by Linda ❤

Jefferson Holiday Rentals

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
3 Aug - 4 Aug
Tomorrow
4 Aug - 5 Aug
Next weekend
8 Aug - 10 Aug
In two weeks
15 Aug - 17 Aug

Holiday Rentals in Jefferson

Cozy cottage retreat that’s perfect for recharging.
Relax on the deck surrounded by lush greenery and trees, with a bench and outdoor lighting.

Cozy cottage retreat that’s perfect for recharging.

10.0 out of 10, Exceptional, (70)
"Clean, comfortable and well appointed for a multi day stay."
Cozy cottage retreat that’s perfect for recharging.
Spectacular 77 acre estate, fishing ponds & close to Kettle Moraine trails
Relax by the serene pool surrounded by lush greenery.

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
Dining

Kohl Manor Luxury Lake 8-br exclusive retreat Pool, Cinema, Arcade 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...
Kohl Manor Luxury Lake 8-br exclusive retreat Pool, Cinema, Arcade on LacLaBelle
Remodeled home with pontoon rental 2 decks Private beach playground volleyball
Enjoy cooking in this well-equipped kitchen with a stove, sink, and dishwasher.

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
YOUR DREAM GETAWAY 220’ WATERFRONT BEACH HOUSE ROCK RIVER WI FP POOL PIER KAYAKS
Relax by the serene lake with a fire pit and wooden dock, surrounded by lush greenery.

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

9.8 out of 10, Exceptional, (162)
"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
Adorable home w lake front- Paddle boats & kayaks ava, and 2 bathrooms!
Relax on the deck with seating and a view of the surrounding area.

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

9.8 out of 10, Exceptional, (160)
"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!
Right on the Water! Private Pier, Excellent Sunsets & Swimming
Relax in a serene lakeside retreat with a view of a peaceful waterway and a space for work or relaxation.

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

9.4 out of 10, Exceptional, (101)
"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
Lakeside Retreat at Lake Ripley - Swimming, Dock, Kayaks, & PONTOON RENTAL
Enjoy al fresco dining with a view of the surrounding landscape from this outdoor dining area featuring a table and chairs.

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

10.0 out of 10, Exceptional, (31)
"Peaceful, quiet"
Lakeside Retreat at Lake Ripley - Swimming, Dock, Kayaks, & PONTOON RENTAL
Waterfront - Hot Tub - Sauna - Game Room - Pets
Relax on the deck overlooking the calm water, where you can soak in the hot tub or enjoy a drink at the bar.

Waterfront - Hot Tub - Sauna - Game Room - Pets

10.0 out of 10, Exceptional, (1)
"This rental made for the perfect group weekend getaway. From the great shuffleboard table to the vintage arcade games like NBA Jam, this place was on fire! The beautiful view of the wide river from the hot tub was so tranquil a member of our group asked what lake we were on. It’s the perfect distance from Madison and Chicago that you feel like you’ve truly gotten away, but close enough that lots of activities feel easily accessible. The house was clean and well stocked with everything needed to...
Waterfront - Hot Tub - Sauna - Game Room - Pets
Log Cabin at Lake Koshkonong - “The Overlook”
Guests can enjoy a serene garden setting with a rustic shed, paved patio, and seating area.

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 HK$1,060
HK$1,880 total
includes taxes & fees
13 Aug - 14 Aug
Log Cabin at Lake Koshkonong - “The Overlook”
comfortably sleeps 10 guests
Exterior

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 HK$1,523
HK$3,766 total
includes taxes & fees
2 Sept - 3 Sept
comfortably sleeps 10 guests
Plan your reunion/gathering now in beautiful rural South Central Wisconsin
Enjoy a relaxing moment on the covered porch with a seating area and comfortable sofas.

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
LAKEFRONT HIDDEN GEM !
Enjoy serene lakeside views from our picnic tables, positioned to take in the tranquil surroundings and picturesque dock.

LAKEFRONT HIDDEN GEM !

9.6 out of 10, Exceptional, (34)
"Greatly enjoyed our time here."
LAKEFRONT HIDDEN GEM !
Waterfront Lake Cottage - Upper Nemahbin Lake
Relax in this inviting living room with a sofa, coffee table, and potted plant, offering a view of the lake through a sliding glass door.

Waterfront Lake Cottage - Upper Nemahbin Lake

9.6 out of 10, Exceptional, (27)
"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 HK$47
HK$2,398 total
includes taxes & fees
25 Aug - 26 Aug
Waterfront Lake Cottage - Upper Nemahbin Lake
Blackhawk RV Campground
Kitchen features a central island with sink and bar stools, a stove, and microwave.

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
Relax in this inviting living room with a sofa, coffee table, and comfortable seating area overlooking a serene landscape.

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
Charming 2-bedroom cottage on Lake Koshkonong in Fort Atkinson, Wi.
Enjoy meals in this dining area with a large table and six chairs, offering a view of the outdoors.

Charming 2-bedroom cottage on Lake Koshkonong in Fort Atkinson, Wi.

10.0 out of 10, Exceptional, (3)
"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.
Beautiful Family Home on Quiet Lake Ashippun
Enjoy meals in the kitchen with a sink and dining area with a view of the outdoors.

Beautiful Family Home on Quiet Lake Ashippun

10.0 out of 10, Exceptional, (21)
"Excellent place to stay, just as described, great neighborhood."
Beautiful Family Home on Quiet Lake Ashippun
Tranquil Waters Retreat, Delavan, WI
Kitchen features a central island, stainless steel appliances, and an oven.

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
Magnificently restored, charming, 8+ Bed-Victorian on a beautiful 1.5 acres.
Relax by the fire pit in this outdoor patio area, complete with comfortable seating and a basketball hoop nearby.

Magnificently restored, charming, 8+ Bed-Victorian on a beautiful 1.5 acres.

9.8 out of 10, Exceptional, (13)
"The house was amazing. The kitchen was fabulous. There was spices and supplies, even though we werent ther but during the night. Plenty of space, clean and beautiful. "
Magnificently restored, charming, 8+ Bed-Victorian on a beautiful 1.5 acres.
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Jefferson Hotel Reviews

AmericInn by Wyndham Janesville

AmericInn by Wyndham Janesville

10/10 Excellent
"Front desk personnel were friendly and helpful. "
Dan 4-night trip
Posted 22 hours ago
AmericInn by Wyndham Janesville

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.