Jefferson Holiday Rentals

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Check prices for these dates

In two weeks
20 Feb - 22 Feb
In two months
3 Apr - 5 Apr
In three months
1 May - 3 May
In four months
29 May - 31 May

Our top choices for Jefferson holiday rentals

Exterior

A little home away to decompress, meditate, or get some work done.

A little home away to decompress, meditate, or get some work done.
Edgerton
The price is HK$313
HK$659 total
includes taxes & fees
8 Feb - 9 Feb
A little home away to decompress, meditate, or get some work done.
Private kitchen

Charming 2-bedroom cottage near Lake Koshkonong - The Overlook Too!

Charming 2-bedroom cottage near Lake Koshkonong - The Overlook Too!
Milton
9.6 out of 10, Exceptional, (5 reviews)
"This house was exactly what we were looking for. It was secluded from the hustle and bustle of everyday life. Yet, close enough to the city if you wanted to dip back in at any time. Would absolutely stay again. "
United States
Anonymous traveller
The price is HK$485
HK$1,213 total
includes taxes & fees
8 Feb - 9 Feb
Charming 2-bedroom cottage near Lake Koshkonong - The Overlook Too!
Smart TV, DVD player

Bright, cozy 3BR ranch in Lake Country with fenced yard and covered patio.

Bright, cozy 3BR ranch in Lake Country with fenced yard and covered patio.
Oconomowoc
10.0 out of 10, Exceptional, (1 review)
"Our stay was wonderful. Our host was very responsive to questions, and the home was welcoming and had all needed amenities. "
United States
Heather F.
The price is HK$910
HK$2,035 total
includes taxes & fees
8 Feb - 9 Feb
Bright, cozy 3BR ranch in Lake Country with fenced yard and covered patio.
Exterior

Pool. Gym. Your Next Trip!

Pool. Gym. Your Next Trip!
Oconomowoc
The price is HK$1,526
HK$1,941 total
includes taxes & fees
12 Feb - 13 Feb
Pool. Gym. Your Next Trip!
Exterior

Historic Downtown Luxury-Lake-Coffee-Spa like BA

Historic Downtown Luxury-Lake-Coffee-Spa like BA
Delafield
9.6 out of 10, Exceptional, (7 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 HK$992
HK$1,792 total
includes taxes & fees
8 Feb - 9 Feb
Historic Downtown Luxury-Lake-Coffee-Spa like BA
Interior

Historic Downtown- King Bed-St Johns Acad-Shopping

Historic Downtown- King Bed-St Johns Acad-Shopping
Delafield
9.6 out of 10, Exceptional, (7 reviews)
"Comfortable, clean, convenient location and stylish decor. Owner was great! Will recommend to my friends."
United States
Susan D.
The price is HK$1,367
HK$2,375 total
includes taxes & fees
8 Feb - 9 Feb
Historic Downtown- King Bed-St Johns Acad-Shopping
Property grounds

Log Cabin at Lake Koshkonong - “The Overlook”

Log Cabin at Lake Koshkonong - “The Overlook”
Edgerton
9.2 out of 10, Wonderful, (49 reviews)
"The cabin itself is beautiful and well equipped. It is in a beautiful location. It was a very relaxing and peaceful stay. We had a great stay. I recommend it very very highly."
United States
Gordon P.
The price is HK$539
HK$1,269 total
includes taxes & fees
8 Feb - 9 Feb
Log Cabin at Lake Koshkonong - “The Overlook”
Smart TV, fireplace, video games, DVD player

Private 3br, with SwimSpa, Gym, by Hwy 43, 67 & 50-Alpine Valley, Ice Age Trail-

Private 3br, with SwimSpa, Gym, by Hwy 43, 67 & 50-Alpine Valley, Ice Age Trail-
Elkhorn
9.4 out of 10, Exceptional, (20 reviews)
"Enjoyed our stay, great location and back yard"
United States
Jon L.
The price is HK$2,335
HK$5,417 total
includes taxes & fees
11 Feb - 12 Feb
Private 3br, with SwimSpa, Gym, by Hwy 43, 67 & 50-Alpine Valley, Ice Age Trail-
Exterior

Pool. Gym. Near Aurora Medical Center!

Pool. Gym. Near Aurora Medical Center!
Oconomowoc
The price is HK$774
HK$1,036 total
includes taxes & fees
15 Feb - 16 Feb
Pool. Gym. Near Aurora Medical Center!
Interior

New Owner Special > Hot Tub - Sauna - Private Gym

New Owner Special > Hot Tub - Sauna - Private Gym
Janesville
10.0 out of 10, Exceptional, (2 reviews)
"Very nice property and area. Hosts were very easy to work with. We would stay there again. "
United States
Jennifer S.
New Owner Special > Hot Tub - Sauna - Private Gym
Interior

Spacious Condo: Historic Boutique Rental in Downtown Edgerton

Spacious Condo: Historic Boutique Rental in Downtown Edgerton
Edgerton
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 HK$781
HK$1,987 total
includes taxes & fees
8 Feb - 9 Feb
Spacious Condo: Historic Boutique Rental in Downtown Edgerton
Fridge, microwave, oven, stovetop

Charming 3-bedroom Duplex unit with WiFi in Cottage Grove

Charming 3-bedroom Duplex unit with WiFi in Cottage Grove
Village of Cottage Grove
10.0 out of 10, Exceptional, (9 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 HK$1,153
HK$3,579 total
includes taxes & fees
16 Feb - 17 Feb
Charming 3-bedroom Duplex unit with WiFi in Cottage Grove
Outdoor spa tub

Waterfront - Hot Tub - Sauna - Game Room - Pets

Waterfront - Hot Tub - Sauna - Game Room - Pets
Edgerton
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 HK$1,383
HK$5,138 total
includes taxes & fees
9 Feb - 10 Feb
Waterfront - Hot Tub - Sauna - Game Room - Pets
Exterior

Historic Downtown-Old World Charm-Dining-Coffee

Historic Downtown-Old World Charm-Dining-Coffee
Delafield
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 HK$1,211
HK$2,172 total
includes taxes & fees
8 Feb - 9 Feb
Historic Downtown-Old World Charm-Dining-Coffee
Exterior

Studio | Free Breakfast. Pool. Gym

Studio | Free Breakfast. Pool. Gym
Oconomowoc
The price is HK$774
HK$1,036 total
includes taxes & fees
11 Feb - 12 Feb
Studio | Free Breakfast. Pool. Gym
Exterior

Free Breakfast | Great for Business Travelers!

Free Breakfast | Great for Business Travelers!
Oconomowoc
The price is HK$1,526
HK$1,941 total
includes taxes & fees
12 Feb - 13 Feb
Free Breakfast | Great for Business Travelers!
Exterior

Free Breakfast. Suite Near Aurora Medical Center!

Free Breakfast. Suite Near Aurora Medical Center!
Oconomowoc
The price is HK$1,526
HK$1,941 total
includes taxes & fees
12 Feb - 13 Feb
Free Breakfast. Suite Near Aurora Medical Center!
Exterior

Free Breakfast, Gym, Great for Business Travelers!

Free Breakfast, Gym, Great for Business Travelers!
Oconomowoc
The price is HK$925
HK$1,203 total
includes taxes & fees
15 Feb - 16 Feb
Free Breakfast, Gym, Great for Business Travelers!
Exterior

Free Breakfast, Pool, Hot Tub, Gym. Great Suite!

Free Breakfast, Pool, Hot Tub, Gym. Great Suite!
Oconomowoc
4.0 out of 10, (1 review)
The price is HK$925
HK$1,203 total
includes taxes & fees
12 Feb - 13 Feb
Free Breakfast, Pool, Hot Tub, Gym. Great Suite!
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

Staybridge Suites Milwaukee West-Oconomowoc by IHG

Staybridge Suites Milwaukee West-Oconomowoc by IHG

10/10 Excellent
"Very clean and quiet hotel. Great breakfast including fresh fruit. The staff were courteous and helpful. Nice lobby lounge area to gather with a fireplace. My only complaint is that they kept putting on Fox News at breakfast in the morning. I don't want to listen to partisan politics first thing in the morning, and everyone should feel comfortable and welcome there."
Linda 4-night trip
Posted 4 days ago
Staybridge Suites Milwaukee West-Oconomowoc by IHG

Find out more about Jefferson

Search for holiday rentals in Jefferson on Expedia! You can easily find your home rentals, villas, holiday apartments in Jefferson using one of the methods below:

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  • Enter your travel dates to view the best deals on holiday rentals in Jefferson while they last

Look no further and take a look at our great range of rental properties in Jefferson!

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?

Magnificently restored, charming, 8+ Bed-Victorian on a beautiful 1.5 acres.: This holiday home rental outside of Jefferson offers a fireplace, a patio and a BBQ to help you feel perfectly comfortable 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. You can relax into your holiday with a garden and 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 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.