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Jefferson County Holiday Rentals

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Top Holiday Rentals Destinations in Jefferson County

Waterfront w/ Private Pier! Excellent Fishing Year Round! Sunsets & Swimming
Outdoor dining

Waterfront w/ Private Pier! Excellent Fishing Year Round! Sunsets & Swimming

9.4 out of 10, Exceptional, (108)
"The Island is a great place to stay. It’s right on the water, and we enjoyed long days relaxing, swimming and being out on the water on the stand-up paddle boards and in the kayaks. We had a wonderful night a night of fishing right off the dock when the lake was calm and our boys caught some fish. The sunsets were gorgeous. The kitchen is well stocked and beds are comfortable. The loft room is quite warm as the a/c or fans don’t cool it down so our boys slept together in the second bedroom to...
Waterfront w/ Private Pier! Excellent Fishing Year Round! Sunsets & Swimming
Adorable home w lake front- Paddle boats & kayaks ava, and 2 bathrooms!
Terrace/patio

Adorable home w lake front- Paddle boats & kayaks ava, and 2 bathrooms!

9.8 out of 10, Exceptional, (166)
"Great place!!"
Adorable home w lake front- Paddle boats & kayaks ava, and 2 bathrooms!
Log Cabin at Lake Koshkonong - “The Overlook”
Property grounds

Log Cabin at Lake Koshkonong - “The Overlook”

9.2 out of 10, Wonderful, (42)
"Nice quiet cabin. Quick response from host. Would stay there again. RTW"
The price is NZ$295
includes taxes & fees
13 Oct - 14 Oct
Log Cabin at Lake Koshkonong - “The Overlook”
Timber Ridge Lodge and Waterpark
Water park

Timber Ridge Lodge and Waterpark

3.5 star property
8.6 out of 10, Excellent, (3008)
"Loved the stay staff went above and beyond will be back "
The price is NZ$342
includes taxes & fees
28 Oct - 29 Oct
Timber Ridge Lodge and Waterpark
Mill Creek Hotel
Indoor spa tub

Mill Creek Hotel

2.5 star property
9.2 out of 10, Wonderful, (1206)
"Enjoyed our stay, perfect location !"
The price is NZ$310
includes taxes & fees
2 Nov - 3 Nov
Mill Creek Hotel
Experience Stay at the Glamping Loft Lake Geneva |Group Stays |Stylish Tent Suites |Kitchen & Bar
Interior

Experience Stay at the Glamping Loft Lake Geneva |Group Stays |Stylish Tent Suites |Kitchen & Bar

10.0 out of 10, Exceptional, (31)
"We came to Wisconsin for a bachelorette party! This place was described perfectly and was absolutely perfect for our girls! We are very very pleased and would recommend this highly!"
The price is NZ$1,439
includes taxes & fees
14 Oct - 15 Oct
Experience Stay at the Glamping Loft Lake Geneva |Group Stays |Stylish Tent Suites |Kitchen & Bar
THE DOWNTOWNER....Largest House on Main St. 14 Beds, Sleeps 20
Fridge, microwave, oven, stovetop

THE DOWNTOWNER....Largest House on Main St. 14 Beds, Sleeps 20

9.8 out of 10, Exceptional, (193)
"Wonderful property. Clean with lots of space. Excellent location. Easy communication with host. Will return we."
THE DOWNTOWNER....Largest House on Main St. 14 Beds, Sleeps 20
Wrigley Beach House |Great Views of Lake |2nd Floor |Balcony |Steps to Beach & Shopping |Parking
Beach

Wrigley Beach House |Great Views of Lake |2nd Floor |Balcony |Steps to Beach & Shopping |Parking

9.8 out of 10, Exceptional, (93)
"Located right in town with a view of the lake and beach with a wonderful balcony."
The price is NZ$844
includes taxes & fees
20 Oct - 21 Oct
Wrigley Beach House |Great Views of Lake |2nd Floor |Balcony |Steps to Beach & Shopping |Parking
Lakefront Haven: Waterfront Oasis with Dock, Spacious Swim Pier & Pano Lake view
6 bedrooms, desk, iron/ironing board, travel cot

Lakefront Haven: Waterfront Oasis with Dock, Spacious Swim Pier & Pano Lake view

2.5 star property
10.0 out of 10, Exceptional, (10)
"We had this fabulous home during the fourth of July week for our family vacation. Kyle was a wonderful host and checked in with us often to make sure everything was perfect. Highly recommend this Super Host Property."
Lakefront Haven: Waterfront Oasis with Dock, Spacious Swim Pier & Pano Lake view
Private Country House near Lake Geneva, Como and Williams Bay
Outdoor dining

Private Country House near Lake Geneva, Como and Williams Bay

10.0 out of 10, Exceptional, (92)
"Good place to stay nice location "
Private Country House near Lake Geneva, Como and Williams Bay
10,000 Sq. Ft. Home on 15 hunting acres with an in-door pool and sauna
Indoor pool, a heated pool

10,000 Sq. Ft. Home on 15 hunting acres with an in-door pool and sauna

9.6 out of 10, Exceptional, (12)
"The house was great. The pool temp was very warm when we arrived we did our best to cool it down. We really enjoyed the stay."
10,000 Sq. Ft. Home on 15 hunting acres with an in-door pool and sauna
Charming 3-bedroom house with WiFi and AC in lovely Lake Geneva
Fridge, microwave, oven, stovetop

Charming 3-bedroom house with WiFi and AC in lovely Lake Geneva

2.0 star property
9.4 out of 10, Exceptional, (12)
"Had a great trip and the property was perfect for the 4 of us. Really appreciated the accessible shower."
The price is NZ$452
includes taxes & fees
27 Oct - 28 Oct
Charming 3-bedroom house with WiFi and AC in lovely Lake Geneva
YOUR DREAM GETAWAY 220’ WATERFRONT BEACH HOUSE ROCK RIVER WI FP POOL PIER KAYAKS
Property grounds

YOUR DREAM GETAWAY 220’ WATERFRONT BEACH HOUSE ROCK RIVER WI FP POOL PIER KAYAKS

9.8 out of 10, Exceptional, (166)
"Had a phenomenal weekend celebrating my brothers engagement. House was plenty big enough to host 13 of us with a huge backyard and beds for everyone.Airconditioning worked very well too in what have otherwise been a very toasty few days. Would definitely stay here again"
YOUR DREAM GETAWAY 220’ WATERFRONT BEACH HOUSE ROCK RIVER WI FP POOL PIER KAYAKS
Excellent getaway. Lake front home with Stunning lake views, come make memories!
Interior

Excellent getaway. Lake front home with Stunning lake views, come make memories!

9.0 out of 10, Wonderful, (27)
"We had a wonderful time here. The house is very big and worked perfectly for our group golf trip. Host is great! Propane ran out for the grill and she brought a new tank over very quickly which was above and beyond!"
Excellent getaway. Lake front home with Stunning lake views, come make memories!
Kohl Manor Luxury Lake 8-br exclusive retreat Pool, Cinema, Arcade on LacLaBelle
Dining

Kohl Manor Luxury Lake 8-br exclusive retreat Pool, Cinema, Arcade on LacLaBelle

9.0 out of 10, Wonderful, (4)
"The house was absolutely perfect for our group. The backyard was a great area for our group to get together play yard games and be able to enjoy the lake at the same time. For the few hours of rain we experienced, we were able to enjoy the fun arcade games in the basement to pass our time. Oh and how could I forget the indoor pool!Katie was a wonderful host. Great communication and she was readily available to help us on the property if any requests were asked. She is very knowledgeable about...
Kohl Manor Luxury Lake 8-br exclusive retreat Pool, Cinema, Arcade on LacLaBelle
#2 Tamarack aka Como Escape · Como Escape 4 bed 3 bath by LAKE
Fridge, microwave, oven, stovetop

#2 Tamarack aka Como Escape · Como Escape 4 bed 3 bath by LAKE

10.0 out of 10, Exceptional, (31)
"Excellent Stay"
The price is NZ$837
includes taxes & fees
14 Oct - 15 Oct
#2 Tamarack aka Como Escape · Como Escape 4 bed 3 bath by LAKE
17-acre Private Oasis estate with, an indoor pool, and private lake, sleeps 16
Terrace/patio

17-acre Private Oasis estate with, an indoor pool, and private lake, sleeps 16

8.0 out of 10, Very good, (7)
"This house is definitely a unique treasure. We took our Girl Scout troop here to celebrate. The property definitely has something for everyone. We caught and released some big fish down by the pond, and the girls liked catching frogs. The beautiful landscape made a perfect atmosphere for an outdoor fire. The girls loved the bunk bed, game room, tv room, and of course the pool! The girls kept calling it the jungle oasis with all the beautiful plants. "
The price is NZ$3,349
includes taxes & fees
12 Oct - 13 Oct
17-acre Private Oasis estate with, an indoor pool, and private lake, sleeps 16
Cozy Condo at Interlaken! Stay & Play on Lake Como
Property grounds

Cozy Condo at Interlaken! Stay & Play on Lake Como

4.0 star property
Cozy Condo at Interlaken! Stay & Play on Lake Como
THE ULTIMATE 6 BEDROOM LAKEHOUSE
Terrace/patio

THE ULTIMATE 6 BEDROOM LAKEHOUSE

9.6 out of 10, Exceptional, (38)
"Simply the best stay we have ever had. Thank you so much! "
The price is NZ$2,041
includes taxes & fees
16 Oct - 17 Oct
THE ULTIMATE 6 BEDROOM LAKEHOUSE
Best Location in Lake Geneva, walk to downtown!
Indoor pool, outdoor pool

Best Location in Lake Geneva, walk to downtown!

10.0 out of 10, Exceptional, (19)
"Amazing location wtih ease of access to anything you want to do downtown. "
Best Location in Lake Geneva, walk to downtown!
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 County Hotel Reviews

Microtel Inn & Suites by Wyndham Madison East

Microtel Inn & Suites by Wyndham Madison East

10/10 Excellent
"Jayda, the front desk clerk that checked us in was amazing. She was super informative and had such a positive attitude! I will definitely stay there again because she made our experience so great! All front desk reps could learn a thing or two from her. "
Stacy 1-night trip
Posted 3 days ago
Microtel Inn & Suites by Wyndham Madison East

Find out more about Jefferson County

Everything you need to know about Jefferson County 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 County 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 County holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Jefferson County holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Jefferson County. 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 County 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 County holiday rentals we have selected for you start as low as NZ$295 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Jefferson County rentals

At Expedia, we put the best Jefferson County 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 County 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 County 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 County. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.