A vast agricultural landscape with fields, roads, and scattered buildings under a clear sky.

Chilton Vacation Rentals

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Our top choices for Chilton vacation rentals

1. Victorian Inn Elkhart Lake Wisconsin

Victorian Inn Elkhart Lake Wisconsin
3.0 star property
Elkhart Lake
8.8 out of 10, Excellent, (3 reviews)
"Perfect location, great amenities."
United States
Deirdre
The price is CA $95
CA $815 total
includes taxes & fees
Nov 15 - Nov 16
Victorian Inn Elkhart Lake Wisconsin

2. Cozy Cottage near Schwarz Supper Club, Road America, and Whistling Straights!!

Cozy Cottage near Schwarz Supper Club, Road America, and Whistling Straights!!
New Holstein
10.0 out of 10, Exceptional, (182 reviews)
"We stay there every year and are never disappointed. Great location and experience. Thank you!"
United States
Doug S.
The price is CA $321
CA $516 total
includes taxes & fees
Nov 29 - Nov 30
Cozy Cottage near Schwarz Supper Club, Road America, and Whistling Straights!!

3. Lakefront Cottage on Lake Winnebago

Lakefront Cottage on Lake Winnebago
Hilbert
9.8 out of 10, Exceptional, (12 reviews)
"Liked the fire pits and the view "
United States
Mark M.
The price is CA $218
CA $495 total
includes taxes & fees
Nov 17 - Nov 18
Lakefront Cottage on Lake Winnebago

4. First Floor Pet Friendly Queen Suite with Single Pull-out

First Floor Pet Friendly Queen Suite with Single Pull-out
Elkhart Lake
10.0 out of 10, Exceptional, (3 reviews)
"So convenient to all things Elkhart Lake. Great accommodations and host. Would highly recommend!"
United States
Brenda H.
The price is CA $205
CA $377 total
includes taxes & fees
Nov 16 - Nov 17
First Floor Pet Friendly Queen Suite with Single Pull-out

5. Victorian Inn #241 | 2 Queen Beds

Victorian Inn #241 | 2 Queen Beds
Elkhart Lake
The price is CA $145
CA $246 total
includes taxes & fees
Nov 22 - Nov 23
Victorian Inn #241 | 2 Queen Beds

6. Behnke's Country Center, Reedsville WI. EAA, Green Bay Packers, Road America

Behnke's Country Center, Reedsville WI. EAA, Green Bay Packers, Road America
Reedsville
9.8 out of 10, Exceptional, (36 reviews)
"Our 4th time here. Great stay as always."
United States
Jason R.
The price is CA $428
CA $623 total
includes taxes & fees
Nov 16 - Nov 17
Behnke's Country Center, Reedsville WI. EAA, Green Bay Packers, Road America

7. The Esker Ridge Chalet, Pristine Elkhart Solitude

The Esker Ridge Chalet, Pristine Elkhart Solitude
Elkhart Lake
10.0 out of 10, Exceptional, (73 reviews)
"Absolutely Beautiful. Great, quiet location...clean and well kept. Recommend buying some of their amazing home made maple syrup!!"
United States
Barbara
The price is CA $321
CA $431 total
includes taxes & fees
Nov 17 - Nov 18
The Esker Ridge Chalet, Pristine Elkhart Solitude

8. Beautifully Updated Two Queen Suite

Beautifully Updated Two Queen Suite
Elkhart Lake
9.6 out of 10, Exceptional, (4 reviews)
"Center located and great access to pools beach etc….dog also had a blast!"
United States
John M.
The price is CA $205
CA $377 total
includes taxes & fees
Nov 27 - Nov 28
Beautifully Updated Two Queen Suite

9. Accessible & Family-Friendly Comfort in an ADA-Compliant Suite

Accessible & Family-Friendly Comfort in an ADA-Compliant Suite
Brillion
The price is CA $319
CA $381 total
includes taxes & fees
Nov 15 - Nov 16
Accessible & Family-Friendly Comfort in an ADA-Compliant Suite

10. Luxury Historic Rental in Kiel minutes to Elkhart Lake, Road America and Kohler

Luxury Historic Rental in Kiel minutes to Elkhart Lake, Road America and Kohler
Kiel
9.0 out of 10, Wonderful, (7 reviews)
"This is an amazing and fun property. If you are in town for any event at Road America it makes it a little more special."
United States
Ryan K.
The price is CA $379
CA $648 total
includes taxes & fees
Nov 16 - Nov 17
Luxury Historic Rental in Kiel minutes to Elkhart Lake, Road America and Kohler

11. Wisconsin Avenue Flat w/ View |Sleeps 2

Wisconsin Avenue Flat w/ View |Sleeps 2
Neenah
10.0 out of 10, Exceptional, (4 reviews)
"Great location and clean and very cute apartment! "
United States
Kari H.
The price is CA $111
CA $313 total
includes taxes & fees
Nov 16 - Nov 17
Wisconsin Avenue Flat w/ View |Sleeps 2

12. Cabin on Lake 75 Acre Lake: Couples Get Away or Fun Family Vacation

Cabin on Lake 75 Acre Lake: Couples Get Away or Fun Family Vacation
Fond du Lac
10.0 out of 10, Exceptional, (1 review)
"Great Place to stay with group of friends! Very clean and well kept place with lots to do outside highly recommend this place! Will be staying here again."
United States
Dylan
The price is CA $71
CA $981 total
includes taxes & fees
Nov 15 - Nov 16
Cabin on Lake 75 Acre Lake: Couples Get Away or Fun Family Vacation

13. Indoor Pool-Golf Simulator-RaceCar Simulator-HotTub-Movie Theatre-PoolTables

Indoor Pool-Golf Simulator-RaceCar Simulator-HotTub-Movie Theatre-PoolTables
Fond du Lac
The price is CA $1
CA $4,846 total
includes taxes & fees
Nov 15 - Nov 16
Indoor Pool-Golf Simulator-RaceCar Simulator-HotTub-Movie Theatre-PoolTables

14. Downtown Chic Retreat | Sleeps 4

Downtown Chic Retreat | Sleeps 4
Neenah
8.0 out of 10, Very good, (1 review)
"There is a loose screw on the cupboard to the trash--the cupboard door is going to fall off. Also the conditioner dispenser in the shower is not working. We had a very nice weekend."
United States
Greg A.
The price is CA $128
CA $361 total
includes taxes & fees
Nov 16 - Nov 17
Downtown Chic Retreat | Sleeps 4

15. Heart of Downtown Neenah - Sleeps 4 - Free parking

Heart of Downtown Neenah - Sleeps 4 - Free parking
Neenah
The price is CA $136
CA $369 total
includes taxes & fees
Nov 16 - Nov 17
Heart of Downtown Neenah - Sleeps 4 - Free parking

16. Cozy Home on Evans | Mins to UW, EAA & Downtown

Cozy Home on Evans | Mins to UW, EAA & Downtown
Oshkosh
10.0 out of 10, Exceptional, (2 reviews)
"This house is very cute and very vibrant. The host was amazing and very accommodating. I had a very easy check in and check out."
United States
Tonia G.
The price is CA $201
CA $706 total
includes taxes & fees
Nov 15 - Nov 16
Cozy Home on Evans | Mins to UW, EAA & Downtown

17. College Avenue Look Out | Sleeps 2

College Avenue Look Out | Sleeps 2
Appleton
10.0 out of 10, Exceptional, (2 reviews)
"A wonderful place. I would have liked a better description of where to park and how to get into the building."
United States
D T.
The price is CA $175
CA $417 total
includes taxes & fees
Nov 16 - Nov 17
College Avenue Look Out | Sleeps 2

18. Waterfront and Pool View Condo!!

Waterfront and Pool View Condo!!
Elkhart Lake
10.0 out of 10, Exceptional, (4 reviews)
"We were in town for activities at Road America. The location of this villa is ideal and only a couple of miles from the track"
United States
Jason A.
The price is CA $385
CA $705 total
includes taxes & fees
Nov 17 - Nov 18
Waterfront and Pool View Condo!!

19. Bright Little Chute Condo w/ Deck & Yard!

Bright Little Chute Condo w/ Deck & Yard!
Little Chute
10.0 out of 10, Exceptional, (25 reviews)
"This is a beautiful place with a well stocked kitchen and ample room for our family. Having a garage for our car was another big plus. I would highly recommend it."
United States
Esther D.
The price is CA $171
CA $587 total
includes taxes & fees
Nov 24 - Nov 25
Bright Little Chute Condo w/ Deck & Yard!

20. Family-friendly 2-bedroom, 1-bath units in a 7-unit apartment setting.

Family-friendly 2-bedroom, 1-bath units in a 7-unit apartment setting.
Brillion
The price is CA $319
CA $381 total
includes taxes & fees
Nov 15 - Nov 16
Family-friendly 2-bedroom, 1-bath units in a 7-unit apartment setting.
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 Chilton Hotel Reviews

Find out more about Chilton

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Chilton. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a vacation rental in Chilton?

Yes, we have vacation rentals in Chilton near The Plaid Squirrel, or you can select a more remote option if you want a relaxing stay. Chilton is known for its riverfront and breweries. Make sure you have time to check out the sporting events while you're in the area.

What are some of the best vacation home rentals that Chilton has to offer?

Hidden Haven - Modern Cottage w/ Hot Tub & Views: Visitors like this Chilton vacation home rental. It is located on the waterfront and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation.

How many vacation rentals will I find in Chilton?

Choose from 9 Expedia vacation rentals in Chilton for a memorable vacation.

What’s there to see and do in Chilton?

Lake Winnebago and Brothertown Harbor are a couple of lovely local spots to enjoy the outdoors, whereas family-friendly attractions include The Plaid Squirrel. Chilton Speedway and Ledge View Nature Center are other places to visit while you're in town.

What’s a vacation rental in Chilton like?

Vacation rentals are private properties you can book for a long or short time in Chilton. Vacation rentals feature amenities like kitchens and laundry facilities so you'll have everything you want. If you're concerned about a clean environment, a vacation rental can offer a sense of seclusion away from shared hotel elevators and bustling concierge desks while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a standard hotel, which makes a vacation rental a great choice for a family trip or a small group gathering.