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

Our top choices for Chilton vacation rentals

Exterior detail

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, (178 reviews)
"Great place would go back"
United States
William
$318 nightly
The price is $335
Aug 23 - Aug 24
Total with taxes and fees
Cozy Cottage near Schwarz Supper Club, Road America, and Whistling Straights!!
Living area

2. 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, (1 review)
"Apartments were clean with easy access. Centrally located entertainment room was enjoyed by my granddaughter with claw machines, games, and TV. It is a newer property and still needs a few touches, like wall decor to soften the echoes. A bench outside the individual rentsls would be nice for seating, but there's a great area out back with chairs and heating if needed. "
United States
Debby
$272 nightly
The price is $298
Aug 17 - Aug 18
Total with taxes and fees
Brillion 2‑Bedroom Suite w/ Full Kitchen Near Ariens - Unit # 3
Exterior detail

3. 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, (34 reviews)
"Great place for family to stay for wedding of grandson. "
United States
Dawn C.
$457 nightly
The price is $482
Aug 17 - Aug 18
Total with taxes and fees
Behnke's Country Center, Reedsville WI. EAA, Green Bay Packers, Road America
Property grounds

4. Lakefront Cottage on Lake Winnebago

Lakefront Cottage on Lake Winnebago
Hilbert
9.6 out of 10, Exceptional, (7 reviews)
"Liked the fire pits and the view "
United States
Mark M.
$408 nightly
The price is $430
Sep 14 - Sep 15
Total with taxes and fees
Lakefront Cottage on Lake Winnebago
TV, fireplace, books

5. Charming cottage on Lake Winnebago

Charming cottage on Lake Winnebago
Neenah
10.0 out of 10, Exceptional, (57 reviews)
"Amazing stay and accommodation!!"
United States
Samuel W.
$457 nightly
The price is $526
Aug 23 - Aug 24
Total with taxes and fees
Charming cottage on Lake Winnebago
Interior

6. 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
8.4 out of 10, Very Good, (5 reviews)
"Wonderful place! "
United States
Colleen & Mark G.
$583 nightly
The price is $615
Aug 18 - Aug 19
Total with taxes and fees
Luxury Historic Rental in Kiel minutes to Elkhart Lake, Road America and Kohler
House (3 Bedrooms) | Interior

7. Updated Plymouth Home ~ 5 Mi to Road America!

Updated Plymouth Home ~ 5 Mi to Road America!
3.0 star property
Plymouth
10.0 out of 10, Exceptional, (3 reviews)
"Everything was great, very convenient to Road America."
United States
Kelis
$377 nightly
The price is $397
Aug 23 - Aug 24
Total with taxes and fees
Updated Plymouth Home ~ 5 Mi to Road America!
Exterior

8. The Esker Ridge Chalet, Pristine Elkhart Solitude

The Esker Ridge Chalet, Pristine Elkhart Solitude
Elkhart Lake
10.0 out of 10, Exceptional, (65 reviews)
"Absolutely Beautiful. Great, quiet location...clean and well kept. Recommend buying some of their amazing home made maple syrup!!"
United States
Barbara
$261 nightly
The price is $275
Aug 18 - Aug 19
Total with taxes and fees
The Esker Ridge Chalet, Pristine Elkhart Solitude
Interior

9. Entire Victorian Mansion - Near Main St & Farmer’s Mkt - Sleeps12

Entire Victorian Mansion - Near Main St & Farmer’s Mkt - Sleeps12
Oshkosh
10.0 out of 10, Exceptional, (39 reviews)
"Amazing property with such charm, perfect for our work retreat "
United States
Angela Z.
$617 nightly
The price is $710
Aug 18 - Aug 19
Total with taxes and fees
Entire Victorian Mansion - Near Main St & Farmer’s Mkt - Sleeps12
Interior

10. 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, (1 review)
"Did not need we were visiting family near by"
United States
Cathy G.
$272 nightly
The price is $298
Aug 17 - Aug 18
Total with taxes and fees
ADA Accessible Brillion 2‑Bedroom Suite w/ Full Kitchen Near Ariens – Unit #1
Property grounds

11. 5 min from Road America. Great yard and plenty of parking

5 min from Road America. Great yard and plenty of parking
Elkhart Lake
9.8 out of 10, Exceptional, (6 reviews)
" We enjoyed our stay very much. The house is lovely, spacious, and clean. The property is quite big and provides an excellent space to walk or room for younger children to play. Several family members enjoyed a walk about after our drive on Saturday. The house was perfect for our group, and the living room was our gathering place for Saturday evening as well as Sunday morning. We cooked our evening meal and our morning breakfast in the kitchen. The only minor issue was that our group had 9...
United States
Paul & Jacqleene M.
$1,314 nightly
The price is $1,386
Sep 11 - Sep 12
Total with taxes and fees
5 min from Road America. Great yard and plenty of parking
Terrace/patio

12. Stunning private home hidden in the woods. Can sleep 11 guests

Stunning private home hidden in the woods. Can sleep 11 guests
Plymouth
10.0 out of 10, Exceptional, (20 reviews)
"Our stay was great! Really enjoyed it!"
United States
Nic B.
$911 nightly
The price is $961
Aug 17 - Aug 18
Total with taxes and fees
Stunning private home hidden in the woods. Can sleep 11 guests
Coffee/tea maker, fridge, microwave, oven

13. 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, (1 review)
"This unit was extremely clean. Chandra was excellent with communication. We really enjoyed our stay here."
United States
Gretchen M.
$229 nightly
The price is $251
Aug 17 - Aug 18
Total with taxes and fees
Brillion 2‑Bedroom Suite w/ Full Kitchen Near Ariens – Unit #1
Smart TV, foosball

14. Hang out at The Hangar! Newly remodeled, beautiful home, fully furnished.

Hang out at The Hangar! Newly remodeled, beautiful home, fully furnished.
Oshkosh
9.6 out of 10, Exceptional, (64 reviews)
"Cool place to stay at! Had everything we needed and would recommend to others!"
United States
Tyler H.
$506 nightly
The price is $581
Aug 22 - Aug 23
Total with taxes and fees
Hang out at The Hangar! Newly remodeled, beautiful home, fully furnished.
Coffee/tea maker, fridge, microwave, oven

15. 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.
$272 nightly
The price is $298
Aug 30 - Aug 31
Total with taxes and fees
Brillion 2‑Bedroom Suite w/ Full Kitchen Near Ariens – Unit #4
Coffee/tea maker, fridge, microwave, oven

16. 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.
$272 nightly
The price is $298
Aug 17 - Aug 18
Total with taxes and fees
Brillion 2‑Bedroom Suite w/ Full Kitchen Near Ariens – Unit #6
Apartment (4 Bedrooms) | Interior

17. Home Near Road America & Elkhart Lake

Home Near Road America & Elkhart Lake
3.5 star property
Elkhart Lake
$1,001 nightly
The price is $1,126
Aug 31 - Sep 1
Total with taxes and fees
Home Near Road America & Elkhart Lake
Interior

18. 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.
$272 nightly
The price is $298
Aug 17 - Aug 18
Total with taxes and fees
Brillion 2‑Bedroom Suite w/ Full Kitchen Near Ariens – Unit #2
Interior

19. Charming dome house - 4-bedroom house with WiFi and AC in enjoyable Plymouth

Charming dome house - 4-bedroom house with WiFi and AC in enjoyable Plymouth
Plymouth
9.8 out of 10, Exceptional, (14 reviews)
"Great property! Close to many great places. Property was very kid and adult friendly. Great time with family. We'll be back again. "
United States
Andrew M.
$545 nightly
The price is $575
Aug 17 - Aug 18
Total with taxes and fees
Charming dome house - 4-bedroom house with WiFi and AC in enjoyable Plymouth
Interior

20. Cozy Retreat • Fireplace Loft •Walk to Park & Lake

Cozy Retreat • Fireplace Loft •Walk to Park & Lake
Oshkosh
9.6 out of 10, Exceptional, (14 reviews)
"Was a great place for our Oshkosh fly in stay! "
United States
William N.
$388 nightly
The price is $446
Aug 18 - Aug 19
Total with taxes and fees
Cozy Retreat • Fireplace Loft •Walk to Park & Lake
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

Country Inn & Suites by Radisson, Appleton North, WI

Country Inn & Suites by Radisson, Appleton North, WI

10/10 Excellent
"No hairdryer in room."
David 1-night trip
Posted less than an hour ago
Country Inn & Suites by Radisson, Appleton North, WI

Find out more about Chilton

Everything you need to know about Chilton vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Chilton vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 Chilton vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Chilton vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Chilton. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Chilton in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $430 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Chilton rentals

At Expedia, we put the best Chilton vacation 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 Chilton 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 Chilton vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Chilton. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

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?

Lake Winnebago waterfront 3 bedroom Log home on a private lot with a great view!: This Chilton vacation home rental is located on a lake and has a patio, a selection of games, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family. Another good choice for your trip to Chilton is Quiet Spacious 5-Bedroom House or Crafting Retreat In Chilton, WI!.

How many vacation rentals will I find in Chilton?

Choose from 10 Expedia vacation rentals in Chilton for a memorable vacation.

What’s there to see and do in Chilton?

Lake Winnebago and Ledge View Nature Center are a couple of lovely local spots to enjoy the outdoors, whereas family-friendly attractions include The Plaid Squirrel. Hickory Hills Country Club and Chilton Speedway 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.