A bridge over a calm river at sunset with a reflection of the sky and buildings.

Jefferson Holiday Rentals

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Check prices for these dates

In two weeks
17 Jul - 19 Jul
In two months
28 Aug - 30 Aug
In three months
25 Sept - 27 Sept
In four months
23 Oct - 25 Oct

Our top choices for Jefferson holiday rentals

Property grounds

Log Cabin at Lake Koshkonong - “The Overlook”

Log Cabin at Lake Koshkonong - “The Overlook”
Edgerton
9.2 out of 10, Wonderful, (50 reviews)
"Fairly private. "
United States
Cheryl H.
The price is HK$902
HK$1,696 total
includes taxes & fees
1 Jul - 2 Jul
Log Cabin at Lake Koshkonong - “The Overlook”
Living area

Blue Lakeview Home

Blue Lakeview Home
Edgerton
The price is HK$1,390
HK$2,518 total
includes taxes & fees
22 Jul - 23 Jul
Blue Lakeview Home
Terrace/patio

Edgewater Escape

Edgewater Escape
Milton
The price is HK$1,412
HK$2,540 total
includes taxes & fees
12 Jul - 13 Jul
Edgewater Escape
Property grounds

Inviting Lakefront Escape with Modern Comforts & High‑Speed Fiber

Inviting Lakefront Escape with Modern Comforts & High‑Speed Fiber
Edgerton
10.0 out of 10, Exceptional, (1 review)
"We truly loved this spot for our small family getaway. The host was so communicative and made it an easy process. The biggest and unexpected delight was the beach. There is a great little sand beach right on the lake and because the lake is shallow my kids could go in safely. They played in the sand for hours.The house itself was nice, well decorated, and clean. It honestly was bigger than I expected. It also had a lovely view of the lake where we had coffee each morning. Overall great...
United States
Kacie J.
The price is HK$1,412
HK$2,738 total
includes taxes & fees
13 Jul - 14 Jul
Inviting Lakefront Escape with Modern Comforts & High‑Speed Fiber
Interior

Spacious Condo: Historic Boutique Rental in Downtown Edgerton

Spacious Condo: Historic Boutique Rental in Downtown Edgerton
Edgerton
10.0 out of 10, Exceptional, (8 reviews)
"Beautiful.. just beautiful and right at the hert if town"
United States
Georgia S.
The price is HK$933
HK$2,159 total
includes taxes & fees
30 Jun - 1 Jul
Spacious Condo: Historic Boutique Rental in Downtown Edgerton
Exterior

Spacious Accessible Studio w/ Walk-In Shower

Spacious Accessible Studio w/ Walk-In Shower
Oconomowoc
The price is HK$844
HK$1,131 total
includes taxes & fees
5 Jul - 6 Jul
Spacious Accessible Studio w/ Walk-In Shower
Exterior

Spacious Edgerton Home w/ Private Beach & Views!

Spacious Edgerton Home w/ Private Beach & Views!
Edgerton
10.0 out of 10, Exceptional, (91 reviews)
"The view was great, the weather was perfect. The kitchen - amazing, parking - ample. The whole experience was ideal for what I wanted to accomplish. The Pig got a lot of business that weekend "
United States
Collier C.
The price is HK$2,745
HK$5,814 total
includes taxes & fees
5 Jul - 6 Jul
Spacious Edgerton Home w/ Private Beach & Views!
Fridge, microwave, oven, stovetop

Bright, Private 3BR Duplex Unit with Parking in Cottage Grove

Bright, Private 3BR Duplex Unit with Parking in Cottage Grove
Village of Cottage Grove
10.0 out of 10, Exceptional, (13 reviews)
"Very comfortable, clean and quiet. Host very accommodating. "
United States
Marisa P.
The price is HK$1,901
HK$4,605 total
includes taxes & fees
15 Jul - 16 Jul
Bright, Private 3BR Duplex Unit with Parking in Cottage Grove
Interior

Spacious Edgerton Home w/ Private Beach & Views!

Spacious Edgerton Home w/ Private Beach & Views!
3.0 star property
Edgerton
10.0 out of 10, Exceptional, (1 review)
The price is HK$3,278
HK$5,685 total
includes taxes & fees
5 Jul - 6 Jul
Spacious Edgerton Home w/ Private Beach & Views!
1 bedroom, WiFi, bed sheets

Romantic Bed and Breakfast Getaway with an Indoor Pool near Lake Geneva, Wisconsin

Romantic Bed and Breakfast Getaway with an Indoor Pool near Lake Geneva, Wisconsin
Elkhorn
The price is HK$2,378
HK$2,857 total
includes taxes & fees
30 Jun - 1 Jul
Romantic Bed and Breakfast Getaway with an Indoor Pool near Lake Geneva, Wisconsin
Outdoor spa tub

Private Hot Tub • Bright Home Near Downtown

Private Hot Tub • Bright Home Near Downtown
Oconomowoc
10.0 out of 10, Exceptional, (5 reviews)
"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$1,654
HK$2,959 total
includes taxes & fees
30 Jun - 1 Jul
Private Hot Tub • Bright Home Near Downtown
Property grounds

Waterfront Lake Cottage - Upper Nemahbin Lake

Waterfront Lake Cottage - Upper Nemahbin Lake
Peninsular Park
9.6 out of 10, Exceptional, (32 reviews)
"Our stay couldn’t have been better! Gorgeous place on the water. Hosts were super helpful and accommodating."
United States
Erin M.
The price is HK$3,688
HK$7,660 total
includes taxes & fees
30 Jun - 1 Jul
Waterfront Lake Cottage - Upper Nemahbin Lake
Exterior

Historic Downtown-Old World Charm-Dining-Coffee

Historic Downtown-Old World Charm-Dining-Coffee
Delafield
10.0 out of 10, Exceptional, (6 reviews)
"Great place to rest and relax on a fun weekend getaway. "
United States
Jeffrey C.
The price is HK$1,762
HK$2,868 total
includes taxes & fees
28 Jul - 29 Jul
Historic Downtown-Old World Charm-Dining-Coffee
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
9.6 out of 10, Exceptional, (25 reviews)
"Enjoyed our stay, great location and back yard"
United States
Jon L.
The price is HK$2,682
HK$6,112 total
includes taxes & fees
21 Jul - 22 Jul
Private 3br, with SwimSpa, Gym, by Hwy 43, 67 & 50-Alpine Valley, Ice Age Trail-
Interior

Downtown Lake Country Oconomowoc with River View

Downtown Lake Country Oconomowoc with River View
Oconomowoc
9.8 out of 10, Exceptional, (7 reviews)
"Great location. Host was very responsive. "
United States
Stephen R.
Downtown Lake Country Oconomowoc with River View
Smart TV, video games, DVD player, table football

Dome House on Whitewater Lake

Dome House on Whitewater Lake
Whitewater
10.0 out of 10, Exceptional, (1 review)
"Very quiet, clean and lots of amenities! We had a hiccup with the water/shower, and our host not only communicated quickly but had a plumber over to fix it before the day was over!! She went above and beyond to make our stay comfortable!! A very enjoyable stay!"
United States
Rachel
The price is HK$2,746
HK$5,321 total
includes taxes & fees
21 Jul - 22 Jul
Dome House on Whitewater Lake
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$2,064
HK$3,236 total
includes taxes & fees
27 Jul - 28 Jul
Historic Downtown- King Bed-St Johns Acad-Shopping
Exterior

Charming Historic Upper • Walk to Downtown, Festivals & Beach

Charming Historic Upper • Walk to Downtown, Festivals & Beach
Oconomowoc
10.0 out of 10, Exceptional, (40 reviews)
"Very cute and clean property. Location was great - walk to coffee, dinner etc."
United States
Stephanie B.
The price is HK$2,907
HK$5,650 total
includes taxes & fees
22 Jul - 23 Jul
Charming Historic Upper • Walk to Downtown, Festivals & Beach
Outdoor spa tub

Waterfront - Hot Tub - Sauna - Game Room - Pets

Waterfront - Hot Tub - Sauna - Game Room - Pets
Edgerton
9.4 out of 10, Exceptional, (8 reviews)
"This house was perfect for a weekend getaway with friends. Very spacious, lots of big beds, and perfect for the dogs as well. The hot tub and sauna were very refreshing. We'd definitely stay here again!"
United States
Tony
Waterfront - Hot Tub - Sauna - Game Room - Pets
Exterior

Queen Studio Suite w/ Kitchenette in Oconomowoc

Queen Studio Suite w/ Kitchenette in Oconomowoc
Oconomowoc
The price is HK$844
HK$1,131 total
includes taxes & fees
5 Jul - 6 Jul
Queen Studio Suite w/ Kitchenette in Oconomowoc
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

AmericInn by Wyndham Janesville

AmericInn by Wyndham Janesville

10/10 Excellent
"We enjoyed our stay. We had dinner at the adjoining restaurant/bar and the food was good. We had a poolside room which was nice. We used the hot tub, and it was nice, but would have been better if it wasn't full of kids. We were hoping that by using it later in the evening (8:30-10:00) that it would have less kids. I wish there was an adults only hour from 10:00-11-00. But, it was still enjoyable. My only complaint about the room is that the shampoo AND conditioner were both completely empty in the shower.... Which of course I didn't realize until I was already in the shower! I had to shut off the water, get out of the shower, and rummage through my travel bag to find random little bottles that I had leftover from other hotels. But, again, overall good experience and we would stay there again."
Kimberly 1-night trip
Posted 1 hour ago
AmericInn by Wyndham Janesville

Find out more about Jefferson

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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?

LAKEFRONT HIDDEN GEM !: This holiday home rental outside of Jefferson is located on the beach, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself 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.