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
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Jefferson holiday rentals

A small cabin with a wooden deck and a glass door.

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

Log Cabin at Lake Koshkonong - “The Overlook”
Edgerton
9.2 out of 10, Wonderful, (51 reviews)
"Thank you for a peaceful stay, we came from Arizona to host my mothers memorial and the comfort and relaxation was well needed, plus it was big enough to have my kids spend time with us as well. Thank you for everything!"
United States
Kelly T.
The price is AU$347
includes taxes & fees
7 Oct - 8 Oct
Log Cabin at Lake Koshkonong - “The Overlook”
A living room with a sofa, a television on a stand, a ceiling fan, and a window with curtains.

2. 3BR Home Near Hahns Lake – Newly Updated Kitchen

3BR Home Near Hahns Lake – Newly Updated Kitchen
Johnson Creek
10.0 out of 10, Exceptional, (1 review)
"House is great. Host was excellent when responding to any questions. FYI the bedrooms and bathroom were upstairs. Enjoy our time very much."
United States
D M.
The price is AU$469
includes taxes & fees
29 Sept - 30 Sept
3BR Home Near Hahns Lake – Newly Updated Kitchen

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

Vast Lake Koshkonong Views from Pier, Deck, & Home
Edgerton
The price is AU$507
includes taxes & fees
30 Sept - 1 Oct
Vast Lake Koshkonong Views from Pier, Deck, & Home
A library with wooden bookshelves, a staircase, and a chandelier.

4. 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 AU$388
includes taxes & fees
6 Oct - 7 Oct
Spacious Condo: Historic Boutique Rental in Downtown Edgerton
A cozy living room with a sofa, coffee table, and large windows offering a view of trees.

5. Blue Lakeview Home

Blue Lakeview Home
Edgerton
The price is AU$383
includes taxes & fees
4 Oct - 5 Oct
Blue Lakeview Home
A two-story house with a stone retaining wall, a wooden dock, and a clear view of the water.

6. Spacious Edgerton Home w/ Private Beach & Views!

Spacious Edgerton Home w/ Private Beach & Views!
Edgerton
10.0 out of 10, Exceptional, (94 reviews)
"This is a beautiful property and it came with everything you need to enjoy your time"
United States
Michael M.
Spacious Edgerton Home w/ Private Beach & Views!

7. Charming Historic Upper Walk to Downtown & Lakes

Charming Historic Upper Walk to Downtown & Lakes
Oconomowoc
10.0 out of 10, Exceptional, (42 reviews)
"Beautiful, comfortable house within easy walking distance of downtown and the beach. Thoughtful hosts with great communication. Thanks for a great return stay!"
United States
Mark G.
The price is AU$761
includes taxes & fees
6 Oct - 7 Oct
Charming Historic Upper Walk to Downtown & Lakes
A two-story house with a stone retaining wall, a wooden dock, and a clear view of the water.

8. 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)
Spacious Edgerton Home w/ Private Beach & Views!
A deck with a view of a lake, docked boats, and a covered area with a bench.

9. Waterfront Lake Cottage - Upper Nemahbin Lake

Waterfront Lake Cottage - Upper Nemahbin Lake
Peninsular Park
9.6 out of 10, Exceptional, (38 reviews)
"The entire process of renting this house was easy and streamlined. The hosts and the property itself were top notch. Highly recommend!"
United States
Payton C.
The price is AU$1,012
includes taxes & fees
28 Sept - 29 Sept
Waterfront Lake Cottage - Upper Nemahbin Lake
A dining area with a wooden table set for four, a sofa, and a TV in the background.

10. HotTub/FirePit/Arcade Your Fall Escape Starts Here

HotTub/FirePit/Arcade Your Fall Escape Starts Here
Milton
10.0 out of 10, Exceptional, (24 reviews)
"Clean, pet friendly and well appointed. Would be great to revisit in summer when we could enjoy all of the outdoor amenities. Highly recommend. "
United States
Vicky Z.
The price is AU$932
includes taxes & fees
28 Sept - 29 Sept
HotTub/FirePit/Arcade Your Fall Escape Starts Here

11. 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)
"The house worked out just perfect for us! The surrounding grounds are beautiful also. A’Lisa was a very nice host and very easy to get into contact with. We will definitely be back!"
United States
Jon S.
The price is AU$565
includes taxes & fees
25 Sept - 26 Sept
Relax & Reboot in this Charming 2-Bedroom Townhome
A house with a steep gable roof, a front deck with a wooden staircase, and a sliding glass door leading to an interior space.

12. Edgewater Escape

Edgewater Escape
Milton
10.0 out of 10, Exceptional, (2 reviews)
"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 AU$462
includes taxes & fees
4 Oct - 5 Oct
Edgewater Escape
A Staybridge Suites hotel with a brick facade, a central entrance with a covered porch, and a flagpole with an American flag.

13. Queen Studio Suite w/ Kitchenette in Oconomowoc

Queen Studio Suite w/ Kitchenette in Oconomowoc
Oconomowoc
The price is AU$200
includes taxes & fees
25 Oct - 26 Oct
Queen Studio Suite w/ Kitchenette in Oconomowoc
A hot tub under a covered area with a wooden roof, surrounded by a white fence, trees, and a clear sky.

14. 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 AU$479
includes taxes & fees
28 Sept - 29 Sept
Private Hot Tub • Bright Home Near Downtown
A compact kitchen with a wooden ceiling, a white door, and a window with a view.

15. 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 AU$342
includes taxes & fees
19 Oct - 20 Oct
Historic Downtown Luxury-Lake-Coffee-Spa like BA
A two-story house with a balcony, a front porch, and a visible garage.

16. Sytlish Retreat Near Wedding Venues & Downtown

Sytlish Retreat Near Wedding Venues & Downtown
Oconomowoc
10.0 out of 10, Exceptional, (29 reviews)
"Incredible stay in such a beautiful home! "
United States
Saarah B.
The price is AU$1,057
includes taxes & fees
30 Sept - 1 Oct
Sytlish Retreat Near Wedding Venues & Downtown
A spacious living area with a high ceiling, wooden beams, and large windows.

17. Dome House on Whitewater Lake

Dome House on Whitewater Lake
Whitewater
10.0 out of 10, Exceptional, (3 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 AU$663
includes taxes & fees
28 Sept - 29 Sept
Dome House on Whitewater Lake
A modern kitchen with white cabinets, a central island, a chandelier, and a dining area with orange chairs.

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

Historic Downtown- King Bed-St Johns Acad-Shopping
Delafield
9.8 out of 10, Exceptional, (12 reviews)
"Comfortable, clean, convenient location and stylish decor. Owner was great! Will recommend to my friends."
United States
Susan D.
The price is AU$453
includes taxes & fees
19 Oct - 20 Oct
Historic Downtown- King Bed-St Johns Acad-Shopping
A kitchen with white cabinets, stainless steel appliances, a granite countertop, and a window with blinds.

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

Bright, Private 3BR Duplex Unit with Parking in Cottage Grove
Village of Cottage Grove
9.8 out of 10, Exceptional, (19 reviews)
"Very comfortable, clean and quiet. Host very accommodating. "
United States
Marisa P.
The price is AU$670
includes taxes & fees
20 Oct - 21 Oct
Bright, Private 3BR Duplex Unit with Parking in Cottage Grove
A spacious interior with a staircase leading to a second floor, a dining area with a table and chairs, and a kitchen area with a stainless steel refrigerator.

20. New Owner Special > Hot Tub - Sauna - Private Gym

New Owner Special > Hot Tub - Sauna - Private Gym
Janesville
9.2 out of 10, Wonderful, (5 reviews)
"Lovely stay! Clean and comfortable! "
United States
Michelle Gabert
The price is AU$1,095
includes taxes & fees
8 Oct - 9 Oct
New Owner Special > Hot Tub - Sauna - Private Gym
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

Days Inn by Wyndham Johnson Creek

Days Inn by Wyndham Johnson Creek

10/10 Excellent
"Very nice place to stay while visiting family in Watertown. Rooms are clean, bed, comfortable, we will def stay again and recommend for others."
Gail 4-night trip
Posted 6 hours ago
Days Inn by Wyndham Johnson Creek

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, 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 favourite 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 depend 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 AU$347 per night. Entering your travel dates in the search wizard might find you 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?

Adorable home w lake front- Paddle boats & kayaks ava, and 2 bathrooms!: 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. Kitchen amenities include a dishwasher, a fridge and a stovetop. 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 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.