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
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 Dec

Our top choices for Jefferson holiday rentals

Property grounds

1. Log Cabin at Lake Koshkonong - “The Overlook”

Log Cabin at Lake Koshkonong - “The Overlook”
Edgerton
9.2 out of 10, Wonderful, (51 reviews)
"Checkin was super easy, great amenities, and cozy cabin atmosphere."
United States
Nicholas R.
The price is HK$942
HK$1,755 total
includes taxes & fees
16 Aug - 17 Aug
Log Cabin at Lake Koshkonong - “The Overlook”
Exterior

2. Relax & Reboot in this Charming 2-Bedroom Townhome

Relax & Reboot in this Charming 2-Bedroom Townhome
Ixonia
9.8 out of 10, Exceptional, (6 reviews)
"Clean place. "
United States
John M.
The price is HK$1,408
HK$1,974 total
includes taxes & fees
17 Aug - 18 Aug
Relax & Reboot in this Charming 2-Bedroom Townhome
Living area

3. Blue Lakeview Home

Blue Lakeview Home
Edgerton
The price is HK$1,059
HK$2,128 total
includes taxes & fees
24 Aug - 25 Aug
Blue Lakeview Home
Outdoor dining

4. Vast Lake Koshkonong Views from Pier, Deck, & Home

Vast Lake Koshkonong Views from Pier, Deck, & Home
Edgerton
The price is HK$1,405
HK$2,831 total
includes taxes & fees
9 Sept - 10 Sept
Vast Lake Koshkonong Views from Pier, Deck, & Home
Exterior

5. Queen Studio Suite w/ Kitchenette in Oconomowoc

Queen Studio Suite w/ Kitchenette in Oconomowoc
Oconomowoc
The price is HK$824
HK$1,109 total
includes taxes & fees
13 Sept - 14 Sept
Queen Studio Suite w/ Kitchenette in Oconomowoc
Interior

6. Spacious Condo: Historic Boutique Rental in Downtown Edgerton

Spacious Condo: Historic Boutique Rental in Downtown Edgerton
Edgerton
10.0 out of 10, Exceptional, (9 reviews)
"Beautiful.. just beautiful and right at the hert if town"
United States
Georgia S.
The price is HK$871
HK$2,103 total
includes taxes & fees
1 Sept - 2 Sept
Spacious Condo: Historic Boutique Rental in Downtown Edgerton
Terrace/patio

7. Edgewater Escape

Edgewater Escape
Milton
10.0 out of 10, Exceptional, (1 review)
"Peaceful & well-appointed. This quiet cabin on the lake served as ‘home base’ for a three day tour of southern Wisconsin. A perfect couples get-away for the two of us, it would have been just as well suited had we brought our two adult kids with separate rooms for each. Though among the smallest of the surrounding cabins, the floor plan was well-considered and spacious with a deck equally as spacious and while the dock was small, it still would have accommodated four of us in chairs or parking...
United States
Zane T.
The price is HK$1,412
HK$2,558 total
includes taxes & fees
23 Aug - 24 Aug
Edgewater Escape
Outdoor spa tub

8. Private Hot Tub • Bright Home Near Downtown

Private Hot Tub • Bright Home Near Downtown
Oconomowoc
10.0 out of 10, Exceptional, (6 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$1,453
HK$2,724 total
includes taxes & fees
17 Aug - 18 Aug
Private Hot Tub • Bright Home Near Downtown
Property grounds

9. Waterfront Lake Cottage - Upper Nemahbin Lake

Waterfront Lake Cottage - Upper Nemahbin Lake
Peninsular Park
9.6 out of 10, Exceptional, (36 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$1,962
HK$5,652 total
includes taxes & fees
2 Sept - 3 Sept
Waterfront Lake Cottage - Upper Nemahbin Lake
Exterior

10. Stylish Retreat Near Wedding Venues + Fire Pit

Stylish Retreat Near Wedding Venues + Fire Pit
Oconomowoc
10.0 out of 10, Exceptional, (27 reviews)
"Incredible stay in such a beautiful home! "
United States
Saarah B.
The price is HK$2,507
HK$5,333 total
includes taxes & fees
16 Aug - 17 Aug
Stylish Retreat Near Wedding Venues + Fire Pit
Exterior

11. Historic Downtown Luxury-Lake-Coffee-Spa like BA

Historic Downtown Luxury-Lake-Coffee-Spa like BA
Delafield
9.6 out of 10, Exceptional, (9 reviews)
"Loved the location and it was just the perfect size for the two of us. Will definitely stay here again when we are in Delafield. "
United States
Becky M.
The price is HK$1,217
HK$2,005 total
includes taxes & fees
1 Sept - 2 Sept
Historic Downtown Luxury-Lake-Coffee-Spa like BA
Interior

12. Accessible 1BR Suite | Pool & Daily Breakfast

Accessible 1BR Suite | Pool & Daily Breakfast
Oconomowoc
The price is HK$1,020
HK$1,330 total
includes taxes & fees
13 Sept - 14 Sept
Accessible 1BR Suite | Pool & Daily Breakfast
Smart TV, video games, DVD player, table football

13. Dome House on Whitewater Lake

Dome House on Whitewater Lake
Whitewater
10.0 out of 10, Exceptional, (2 reviews)
"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$2,069
HK$4,509 total
includes taxes & fees
14 Sept - 15 Sept
Dome House on Whitewater Lake
Coffee/tea maker, fridge, microwave, oven

14. 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, (14 reviews)
"Very comfortable, clean and quiet. Host very accommodating. "
United States
Marisa P.
Bright, Private 3BR Duplex Unit with Parking in Cottage Grove
Exterior

15. Accessible 1-BR Queen Suite w/ Roll-In Shower

Accessible 1-BR Queen Suite w/ Roll-In Shower
Oconomowoc
The price is HK$982
HK$1,287 total
includes taxes & fees
6 Sept - 7 Sept
Accessible 1-BR Queen Suite w/ Roll-In Shower
Exterior

16. Spacious Accessible Studio w/ Walk-In Shower

Spacious Accessible Studio w/ Walk-In Shower
Oconomowoc
The price is HK$824
HK$1,109 total
includes taxes & fees
13 Sept - 14 Sept
Spacious Accessible Studio w/ Walk-In Shower
Interior

17. Historic Downtown- King Bed-St Johns Acad-Shopping

Historic Downtown- King Bed-St Johns Acad-Shopping
Delafield
9.6 out of 10, Exceptional, (8 reviews)
"Comfortable, clean, convenient location and stylish decor. Owner was great! Will recommend to my friends."
United States
Susan D.
The price is HK$1,520
HK$2,489 total
includes taxes & fees
16 Aug - 17 Aug
Historic Downtown- King Bed-St Johns Acad-Shopping
Exterior

18. Accessible 1-BR Suite w/ Two Double Beds

Accessible 1-BR Suite w/ Two Double Beds
Oconomowoc
The price is HK$1,102
HK$1,422 total
includes taxes & fees
19 Aug - 20 Aug
Accessible 1-BR Suite w/ Two Double Beds
Exterior

19. Rustic Charm: Pewaukee Lake Cabin, Sauna & Hot Tub

Rustic Charm: Pewaukee Lake Cabin, Sauna & Hot Tub
Pewaukee
10.0 out of 10, Exceptional, (26 reviews)
"Great stay and great place!"
United States
Macauley M.
The price is HK$2,001
HK$3,296 total
includes taxes & fees
19 Aug - 20 Aug
Rustic Charm: Pewaukee Lake Cabin, Sauna & Hot Tub
Outdoor spa tub

20. Waterfront - Hot Tub - Sauna - Game Room - Pets

Waterfront - Hot Tub - Sauna - Game Room - Pets
Edgerton
9.0 out of 10, Wonderful, (11 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
The price is HK$3,877
HK$9,096 total
includes taxes & fees
1 Sept - 2 Sept
Waterfront - Hot Tub - Sauna - Game Room - Pets
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 place. I’ll stay again."
Thomas 1-night trip
Posted 1 hour 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:

  • View our selection of featured holiday rentals in Jefferson
  • Use the map to find apartments and other holiday homes in the Jefferson neighbourhood you prefer
  • 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?

Charming 4-bedroom bungalow in lovely Fort Atkinson near Lake: This holiday home rental outside of Jefferson is equipped with a garden, air conditioning and laundry facilities to help you feel comfortable during your stay. 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.

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.