Holiday Rentals in Jefferson

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Holiday Rentals in Jefferson

Holiday Home in Oconomowoc

10.0 out of 10, Exceptional, (17)
"Clean, cozy and convenient for walks dowtown! Stayed a week- Loved all of the special touches- including lots of towels, keurig pods and the smores basket! Thank you for a liovely stay in Oconomowoc."
United States
sk k.
✨ Stylish Home with Fire Pit- Near Downtown & Weddings Venues ✨

Cabin in Edgerton

9.2 out of 10, Wonderful, (47)
"Checkin was super easy, great amenities, and cozy cabin atmosphere."
United States
Nicholas R.
The price is €144
includes taxes & fees
1 Dec - 2 Dec
Log Cabin at Lake Koshkonong - “The Overlook”

Holiday Home in Edgerton

9.8 out of 10, Exceptional, (168)
"The owners were great and super responsive. Wonderful property and location. "
United States
Michael R.
220’ WATERFRONT BEACH ROCK RIVER WI PETS PIER POOL FP KYAKS FISHNG BOAT INCLUDED

Holiday Home in Elkhorn

9.6 out of 10, Exceptional, (35)
"Property was clean and the layout is absolutely beautiful."
United States
Daniel C.
LAKEFRONT HIDDEN GEM !

Holiday Home in Oconomowoc

9.6 out of 10, Exceptional, (14)
"The lake activities kept the kids and I happy. The sunsets finished each day with beauty. "
United States
J P.
Sunset Lake House w Hot Tub, 4 fireplaces & kids bunkroom!

Holiday Home in Oconomowoc

10.0 out of 10, Exceptional, (3)
"The house was absolutely perfect for our group. The backyard was a great area for our group to get together play yard games and be able to enjoy the lake at the same time. For the few hours of rain we experienced, we were able to enjoy the fun arcade games in the basement to pass our time. Oh and how could I forget the indoor pool!Katie was a wonderful host. Great communication and she was readily available to help us on the property if any requests were asked. She is very knowledgeable about...
United States
Billy L.
Kohl Manor Luxury Lake 8-br exclusive retreat Pool, Cinema, Arcade on LacLaBelle

Holiday Home in Delavan

The price is €332
includes taxes & fees
9 Dec - 10 Dec
Downtown Delavan

Holiday Home in Cambridge

9.4 out of 10, Exceptional, (111)
"Perfect lake house, for our family with 3 teens. House was great and lots of communication from owner via email and binder. We did all the lake stuff.. paddleboard, kayak, swim, fish and it was perfect. My favorite was floating in the water and reading on the dock. According to the notes and reviews, upstairs loft and small bedroom were quite warm but it was also August and very hot outside. Otherwise a comfortable retreat. We only drove through town but it looked very quaint and inviting, I'd...
United States
Julie T.
Waterfront w/ Private Pier! Excellent Fishing Year Round! Sunsets & Swimming

Holiday Home in Waukesha

9.8 out of 10, Exceptional, (15)
"Awesome place - would definitely stay again! "
United States
Anonymous traveller
Magnificently restored, charming, 8+ Bed-Victorian on a beautiful 1.5 acres.

Cottage in Fort Atkinson

10.0 out of 10, Exceptional, (14)
"Perfect respite from days on the road! Spent two quiet days here enjoying the lake and nearby Madison. Kitchen is fully loaded. House was clean and cute as a bug! We will be back!"
United States
Noah M.
Lakefront Access Cottage on Lake Koshkonong

Holiday Home in Oconomowoc

9.6 out of 10, Exceptional, (36)
"Our stay at wildwood was fantastic,great place to focus on family. The house was so spacious. We are a group of 21 people. We loved the pool, played kickball in the yard and brought our boat and enjoyed tubing in a very clean lake."
United States
Lori S.
Beautiful Historic Tudor Mansion with sandy Private Beach

Condo in Deerfield

10.0 out of 10, Exceptional, (133)
"Clean, quiet neighborhood, and plenty of space for our whole crew during Ironman weekend. Would recommend for anyone visiting the Madison area. "
United States
Alex T.
Exceptional 4 Bed 3 Bath Hot tub next to woods -Comfortable! - 21 min to Madison

Holiday Home in Fort Atkinson

9.8 out of 10, Exceptional, (169)
"Great place!!"
United States
Tamara M.
Adorable home w lake front- Paddle boats & kayaks ava, and 2 bathrooms!

Holiday Home in Elkhorn

10.0 out of 10, Exceptional, (40)
"Great property for our week in Elkhorn! Will definitely book again."
United States
Jon B.
The price is €380
includes taxes & fees
1 Dec - 2 Dec
comfortably sleeps 10 guests

Cabin in Mukwonago

9.8 out of 10, Exceptional, (98)
"It was wonderful for our adult children to be close by our family home. Very well appointed and great accommodations. Hosts were very responsive."
United States
Kathi S.
Stunning Log Cabin Getaway Near Lake Beulah *Pool Table*Grill

Holiday Home in Edgerton

9.8 out of 10, Exceptional, (17)
"Wonderful place for family fun!"
United States
Joanne R.
Private Beach Waterfront w/ Dock - Rock River Hideaway

Cottage in Fort Atkinson

9.6 out of 10, Exceptional, (9)
"The cottage was great. We enjoyed sitting the deck looking out on the water watching the boats. Very peaceful "
United States
Cindy D.
Charming 2-bedroom cottage on Lake Koshkonong in Fort Atkinson, Wi.

Holiday Home in Elkhorn

9.8 out of 10, Exceptional, (19)
"This was an awesome stay and would recommend!"
United States
Carson H.
The price is €826
includes taxes & fees
31 Dec - 1 Jan 2026
Private 3br, with SwimSpa, Gym, by Hwy 43, 67 & 50-Alpine Valley, Ice Age Trail-

Holiday Home in Cambridge

9.6 out of 10, Exceptional, (17)
"They had a great stay!"
United States
Victoria S.
Charming 4-bedroom Lake house on Lake Ripley in Cambridge

Holiday Home in Cambridge

2.0 star property
9.6 out of 10, Exceptional, (17)
"The home was perfect for our large family. Fully stocked for all your cooking needs! Views were beautiful! Owners took great care of us during our stay. "
United States
christine h.
Bears Den: Year-round Comfortable 4-bdrm house on Lake Ripley in Cambridge WI
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

Find out more about Jefferson

Everything you need to know about Jefferson holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Jefferson holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Jefferson holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Jefferson holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Jefferson. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Jefferson holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Jefferson holiday rentals we have selected for you start as low as €144 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Jefferson rentals

At Expedia, we put the best Jefferson holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Jefferson rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Jefferson holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Jefferson. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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?

Sunset Lake House w Hot Tub, 4 fireplaces & kids bunkroom!: This holiday home rental outside of Jefferson is located on a lake, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 5 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 garden, a selection of games and 1 hot tub 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 Lake Ripley Park Beach. 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.