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

Chilton Vacation Rentals

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Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

Our top choices for Chilton vacation rentals

A wooden sign with "Woodland Cottage" written on it, surrounded by potted flowers and greenery.

1. 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, (181 reviews)
"We stay there every year and are never disappointed. Great location and experience. Thank you!"
United States
Doug S.
The price is AED 744
AED 1,230 total
includes taxes & fees
18 Oct - 19 Oct
Cozy Cottage near Schwarz Supper Club, Road America, and Whistling Straights!!
Private kitchen

2. Brillion 2‑Bedroom Suite w/ Full Kitchen Near Ariens – Unit #6

Brillion 2‑Bedroom Suite w/ Full Kitchen Near Ariens – Unit #6
Brillion
9.0 out of 10, Wonderful, (2 reviews)
"Awesome place! Clean, quiet, and the beds were very comfortable!!!"
United States
Andrew J.
The price is AED 694
AED 1,094 total
includes taxes & fees
8 Oct - 9 Oct
Brillion 2‑Bedroom Suite w/ Full Kitchen Near Ariens – Unit #6
A wooden deck with a Char-Broil grill, overlooking a body of water.

3. Lakefront Cottage on Lake Winnebago

Lakefront Cottage on Lake Winnebago
Hilbert
9.8 out of 10, Exceptional, (11 reviews)
"Liked the fire pits and the view "
United States
Mark M.
The price is AED 579
AED 1,362 total
includes taxes & fees
8 Oct - 9 Oct
Lakefront Cottage on Lake Winnebago
A wooden deck with a bench, a door with frosted glass, and two wall-mounted lights.

4. 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 AED 1,102
AED 1,771 total
includes taxes & fees
10 Oct - 11 Oct
Behnke's Country Center, Reedsville WI. EAA, Green Bay Packers, Road America
A deck with a view of a lake, surrounded by various signs and advertisements.

5. Victorian Inn Elkhart Lake Wisconsin

Victorian Inn Elkhart Lake Wisconsin
4.0 star property
Elkhart Lake
8.8 out of 10, Excellent, (3 reviews)
"Perfect location, great amenities."
United States
Deirdre
The price is AED 595
AED 2,544 total
includes taxes & fees
13 Oct - 14 Oct
Victorian Inn Elkhart Lake Wisconsin
A cabin with a deck, a covered porch, and a paved driveway.

6. The Esker Ridge Chalet, Pristine Elkhart Solitude

The Esker Ridge Chalet, Pristine Elkhart Solitude
Elkhart Lake
10.0 out of 10, Exceptional, (71 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 AED 731
AED 1,004 total
includes taxes & fees
13 Oct - 14 Oct
The Esker Ridge Chalet, Pristine Elkhart Solitude
A modern kitchen with wooden cabinets, stainless steel appliances, and a marble countertop.

7. Brillion 2‑Bedroom Suite w/ Full Kitchen Near Ariens – Unit #5

Brillion 2‑Bedroom Suite w/ Full Kitchen Near Ariens – Unit #5
Brillion
The price is AED 694
AED 1,094 total
includes taxes & fees
8 Oct - 9 Oct
Brillion 2‑Bedroom Suite w/ Full Kitchen Near Ariens – Unit #5
A modern kitchen with wooden cabinets, stainless steel appliances, and a dining table with chairs.

8. Brillion 2‑Bedroom Suite w/ Full Kitchen Near Ariens – Unit #1

Brillion 2‑Bedroom Suite w/ Full Kitchen Near Ariens – Unit #1
Brillion
10.0 out of 10, Exceptional, (2 reviews)
"Great place to stay"
United States
Linda R.
The price is AED 555
AED 922 total
includes taxes & fees
8 Oct - 9 Oct
Brillion 2‑Bedroom Suite w/ Full Kitchen Near Ariens – Unit #1
A spacious lobby with leather sofas, a chandelier, a large TV, and a foosball table.

9. 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
8.8 out of 10, Excellent, (6 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 AED 975
AED 1,843 total
includes taxes & fees
15 Oct - 16 Oct
Luxury Historic Rental in Kiel minutes to Elkhart Lake, Road America and Kohler
A modern kitchen with wooden cabinets, stainless steel appliances, and a central island. There is a dining area with a leather sofa and a round coffee table.

10. Brillion 2‑Bedroom Suite w/ Full Kitchen Near Ariens - Unit # 3

Brillion 2‑Bedroom Suite w/ Full Kitchen Near Ariens - Unit # 3
Brillion
10.0 out of 10, Exceptional, (2 reviews)
"A perfect place for everything! Well kept and quiet Thank you!!"
United States
Tim S.
The price is AED 694
AED 1,094 total
includes taxes & fees
8 Oct - 9 Oct
Brillion 2‑Bedroom Suite w/ Full Kitchen Near Ariens - Unit # 3
A modern kitchen with a central island, wooden cabinets, and pendant lighting.

11. ADA Accessible Brillion 2‑Bedroom Suite w/ Full Kitchen Near Ariens – Unit #1

ADA Accessible Brillion 2‑Bedroom Suite w/ Full Kitchen Near Ariens – Unit #1
Brillion
10.0 out of 10, Exceptional, (2 reviews)
"Great property. Had everything we needed."
United States
Peter I.
The price is AED 694
AED 1,094 total
includes taxes & fees
8 Oct - 9 Oct
ADA Accessible Brillion 2‑Bedroom Suite w/ Full Kitchen Near Ariens – Unit #1
A modern kitchen with a marble countertop, wooden cabinets, and a built-in stove. There is a dining area with a wooden table and chairs, and a living room with a sofa and a flat-screen TV mounted on the wall.

12. Brillion 2‑Bedroom Suite w/ Full Kitchen Near Ariens – Unit #4

Brillion 2‑Bedroom Suite w/ Full Kitchen Near Ariens – Unit #4
Brillion
10.0 out of 10, Exceptional, (2 reviews)
"This was a beautiful place! The remodel they must have done was gorgeous. Unfortunately we did not spend much time there because we had a family wedding. Highly recommend this place. Would definitely go back if I need to be in that area. "
United States
Roberta P.
The price is AED 694
AED 1,094 total
includes taxes & fees
8 Oct - 9 Oct
Brillion 2‑Bedroom Suite w/ Full Kitchen Near Ariens – Unit #4
A modern kitchen with a built-in dishwasher, a dining area with a round table and chairs, and a living room with a sofa and a TV.

13. Brillion 2‑Bedroom Suite w/ Full Kitchen Near Ariens – Unit #2

Brillion 2‑Bedroom Suite w/ Full Kitchen Near Ariens – Unit #2
Brillion
10.0 out of 10, Exceptional, (1 review)
"Was in town for a wedding and this location was great- very quiet and clean!"
United States
Rich H.
The price is AED 694
AED 1,094 total
includes taxes & fees
8 Oct - 9 Oct
Brillion 2‑Bedroom Suite w/ Full Kitchen Near Ariens – Unit #2
A deck with a view of a lake, surrounded by various signs and advertisements.

14. 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, (2 reviews)
"So convenient to all things Elkhart Lake. Great accommodations and host. Would highly recommend!"
United States
Brenda H.
The price is AED 1,058
AED 1,703 total
includes taxes & fees
11 Oct - 12 Oct
First Floor Pet Friendly Queen Suite with Single Pull-out
A beach with clear turquoise water, people kayaking, and beach chairs lined up along the shore.

15. Beautifully Updated Two Queen Suite

Beautifully Updated Two Queen Suite
Elkhart Lake
9.6 out of 10, Exceptional, (4 reviews)
"Our host was extremely responsive and resourceful. The room was very clean and nice. "
United Kingdom
Brandon B.
The price is AED 1,058
AED 1,703 total
includes taxes & fees
8 Oct - 9 Oct
Beautifully Updated Two Queen Suite
A house with a front yard, a dock, and a small body of water.

16. Waterfront Retreat on Lake Winnebago, Kayaks, Firepit, Dog Friendly

Waterfront Retreat on Lake Winnebago, Kayaks, Firepit, Dog Friendly
Oshkosh
9.8 out of 10, Exceptional, (36 reviews)
"Very nice stay, well accommodating."
United States
Chris S.
The price is AED 625
AED 1,306 total
includes taxes & fees
8 Oct - 9 Oct
Waterfront Retreat on Lake Winnebago, Kayaks, Firepit, Dog Friendly
A deck with a view of a lake, surrounded by various signs and advertisements.

17. 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 AED 1,322
AED 2,340 total
includes taxes & fees
8 Oct - 9 Oct
Waterfront and Pool View Condo!!
A residential area with houses and a large body of water.

18. Waterfront Condo, Private Beach, Outdoor Pool & Hot Tub & Walkable to Downtown

Waterfront Condo, Private Beach, Outdoor Pool & Hot Tub & Walkable to Downtown
Elkhart Lake
9.8 out of 10, Exceptional, (20 reviews)
"Great location. Great communication. Would definitely stay again"
United States
mark o.
The price is AED 925
AED 1,891 total
includes taxes & fees
12 Oct - 13 Oct
Waterfront Condo, Private Beach, Outdoor Pool & Hot Tub & Walkable to Downtown
A room with a large window overlooking a grassy area and a body of water. There is a chair, a blue bean bag, and a small table with a vase of flowers.

19. Charming cottage on Lake Winnebago

Charming cottage on Lake Winnebago
Neenah
10.0 out of 10, Exceptional, (59 reviews)
"Great communication and easy check in and check out. Would definitely recommend!"
United States
Jocelyn S.
The price is AED 1,102
AED 1,930 total
includes taxes & fees
18 Oct - 19 Oct
Charming cottage on Lake Winnebago
A wooden front door with a number plate, a mailbox, and a small porch with steps leading up to it.

20. Lake Channel 'Brewhaus' Townhouse: 2 bedrooms with 6 levels on Lake Winnebago

Lake Channel 'Brewhaus' Townhouse: 2 bedrooms with 6 levels on Lake Winnebago
Oshkosh
10.0 out of 10, Exceptional, (4 reviews)
"We had a great time staying herePlenty of room to hang out inAnd for us it easily slept 4 adults Location was close to grocerys / resteraunts etc ."
United States
Michael B.
The price is AED 808
AED 1,369 total
includes taxes & fees
8 Oct - 9 Oct
Lake Channel 'Brewhaus' Townhouse: 2 bedrooms with 6 levels on Lake Winnebago
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

Cobblestone Hotel & Suites-Little Chute

Cobblestone Hotel & Suites-Little Chute

10/10 Excellent
"Very quite and clean. Good choices for breakfast buffet. We have stayed twice and would go back."
Donna 3-night trip
Posted 4 hours ago
Cobblestone Hotel & Suites-Little Chute

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.