Holiday Rentals in Jefferson

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Our top choices for Jefferson holiday rentals

9.6 out of 10, Exceptional, (5 reviews)
"Cute! Near winery and a supper club! "
United States
Juanita W.
The price is €146
includes taxes & fees
20 Jan - 21 Jan
Charming 2-bedroom cottage near Lake Koshkonong - The Overlook Too!

Apartment in Oconomowoc

Studio | Free Breakfast. Pool. Gym
The price is €113
includes taxes & fees
1 Feb - 2 Feb
Studio | Free Breakfast. Pool. Gym
10.0 out of 10, Exceptional, (5 reviews)
"Beautiful and interesting stay!! Comfortable and spacious accommodations for our visit to over the vines wedding venue.. "
United States
Amy S.
The price is €224
includes taxes & fees
25 Jan - 26 Jan
Spacious Condo: Historic Boutique Rental in Downtown Edgerton
9.2 out of 10, Wonderful, (48 reviews)
"Such a cute cabin across the street from Lake Koshkonong. Our host was very accommodating and quick to respond!"
United States
John & Debbie R.
The price is €153
includes taxes & fees
20 Jan - 21 Jan
Log Cabin at Lake Koshkonong - “The Overlook”
9.4 out of 10, Exceptional, (6 reviews)
"We were in town for a wedding and this place was perfect. Great location, close to restaurants, shopping and the wedding venue was only 15 minutes away. Unit was very clean and comfortable. It had everything we needed. We loved Angelina's Restaurant which is right around the corner. If you stay here definitely eat at Angelina's."
United States
Christopher M.
The price is €199
includes taxes & fees
28 Jan - 29 Jan
Historic Downtown Luxury-Lake-Coffee-Spa like BA
The price is €76
includes taxes & fees
16 Jan - 17 Jan
A little home away to decompress, meditate, or get some work done.
9.8 out of 10, Exceptional, (17 reviews)
"Was perfect for our weekend visit. Location was great for UW Whitewater parents weekend. Would definitely stay again!!"
United States
Chad A.
The price is €173
includes taxes & fees
26 Jan - 27 Jan
Pet-Friendly Farmhouse 2 Bedroom Near UWW Campus, Starin Park, & Kettle Moraine!
The price is €131
includes taxes & fees
1 Feb - 2 Feb
Free Breakfast, Gym, Great for Business Travelers!
Bright, cozy 3BR ranch in Lake Country with fenced yard and covered patio.
8.8 out of 10, Excellent, (5 reviews)
"Overall a really great place! Lots of space to spread out in the house and lots of fun stuff providing with the paddle boards, kayaks, and games. The back deck is huge, but could use a good cleaning. I would recommend this place. "
United States
Jessica D.
The price is €618
includes taxes & fees
20 Jan - 21 Jan
Waterfront - Hot Tub - Sauna - Game Room - Pets

Holiday Home in Village of Cottage Grove

Charming 3-bedroom Duplex unit with WiFi in Cottage Grove
10.0 out of 10, Exceptional, (8 reviews)
"Stayed with friends for the weekend and really enjoyed the home. It was comfortable and had great amenities for our group!"
United States
Anakin F.
The price is €394
includes taxes & fees
18 Jan - 19 Jan
Charming 3-bedroom Duplex unit with WiFi in Cottage Grove
9.6 out of 10, Exceptional, (7 reviews)
"Needed a low cost option for staying downtown for a business meeting. Super convenient and very nice."
United States
Eric B.
The price is €268
includes taxes & fees
20 Jan - 21 Jan
Historic Downtown- King Bed-St Johns Acad-Shopping
2.0 star property
The price is €313
includes taxes & fees
21 Jan - 22 Jan
3-bedroom 2-acre retreat steps from Nagawicka Lake and Park
The price is €113
includes taxes & fees
15 Feb - 16 Feb
Pool. Gym. Near Aurora Medical Center!
10.0 out of 10, Exceptional, (5 reviews)
"Great place to rest and relax on a fun weekend getaway. "
United States
Jeffrey C.
The price is €245
includes taxes & fees
18 Jan - 19 Jan
Historic Downtown-Old World Charm-Dining-Coffee
9.8 out of 10, Exceptional, (19 reviews)
"This was an awesome stay and would recommend!"
United States
Carson H.
The price is €704
includes taxes & fees
18 Jan - 19 Jan
Private 3br, with SwimSpa, Gym, by Hwy 43, 67 & 50-Alpine Valley, Ice Age Trail-
4.0 out of 10, (1 review)
Free Breakfast, Pool, Hot Tub, Gym. Great Suite!
The price is €211
includes taxes & fees
1 Feb - 2 Feb
Free Breakfast | Great for Business Travelers!
The price is €211
includes taxes & fees
1 Feb - 2 Feb
Free Breakfast. Suite Near Aurora Medical Center!

Condo in Oconomowoc

Pool. Gym. Your Next Trip!
The price is €211
includes taxes & fees
1 Feb - 2 Feb
Pool. Gym. Your Next Trip!
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 €146 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?

House - 1 minute to Alpine Valley Ski Hill. 5 acres with fireplace: This holiday home rental outside of Jefferson offers a fireplace, a balcony and a BBQ to help you feel perfectly comfortable 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. You and your friends and family can relax into your holiday with amenities such as a selection of games.

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 Jefferson Golf Club 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.