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 21 - Aug 23
In two months
Oct 2 - Oct 4
In three months
Oct 30 - Nov 1
In four months
Nov 27 - Nov 29

Our top choices for Chilton vacation rentals

1 bedroom, iron/ironing board, WiFi (free), bed sheets

1. The Angel’s Share -- Historic 1BR with Complimentary Distillery Flight

The Angel’s Share -- Historic 1BR with Complimentary Distillery Flight
Oshkosh
$146 nightly
The price is $167
Aug 11 - Aug 12
Total with taxes and fees
The Angel’s Share -- Historic 1BR with Complimentary Distillery Flight
Exterior detail

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, (178 reviews)
"Great place would go back"
United States
William
$318 nightly
The price is $335
Aug 14 - Aug 15
Total with taxes and fees
Cozy Cottage near Schwarz Supper Club, Road America, and Whistling Straights!!
Coffee/tea maker, fridge, microwave, oven

3. 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 10 - Aug 11
Total with taxes and fees
Brillion 2‑Bedroom Suite w/ Full Kitchen Near Ariens – Unit #1
Exterior

4. The Esker Ridge Chalet, Pristine Elkhart Solitude

The Esker Ridge Chalet, Pristine Elkhart Solitude
Elkhart Lake
10.0 out of 10, Exceptional, (63 reviews)
"What a perfect getaway and the host was very accommodating while respecting our privacy. We would definitely recommend!!!"
United States
Brycie K.
$259 nightly
The price is $273
Aug 11 - Aug 12
Total with taxes and fees
The Esker Ridge Chalet, Pristine Elkhart Solitude
Property grounds

5. Lakefront Cottage on Lake Winnebago

Lakefront Cottage on Lake Winnebago
Hilbert
9.4 out of 10, Exceptional, (6 reviews)
"Liked the fire pits and the view "
United States
Mark M.
$393 nightly
The price is $414
Aug 19 - Aug 20
Total with taxes and fees
Lakefront Cottage on Lake Winnebago
House (3 Bedrooms) | Interior

6. 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 10 - Aug 11
Total with taxes and fees
Updated Plymouth Home ~ 5 Mi to Road America!
Exterior detail

7. 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 8 - Aug 9
Total with taxes and fees
Behnke's Country Center, Reedsville WI. EAA, Green Bay Packers, Road America
Interior

8. 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
10.0 out of 10, Exceptional, (4 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.
$579 nightly
The price is $611
Aug 9 - Aug 10
Total with taxes and fees
Luxury Historic Rental in Kiel minutes to Elkhart Lake, Road America and Kohler
Living area

9. 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 12 - Aug 13
Total with taxes and fees
Brillion 2‑Bedroom Suite w/ Full Kitchen Near Ariens - Unit # 3
Coffee/tea maker, fridge, microwave, stovetop

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

Updated Plymouth Home ~ 5 Mi to Road America!
Plymouth
10.0 out of 10, Exceptional, (19 reviews)
"This house was an excellent choice for our race weekend at Road America. It was very clean, the bedrooms were comfortable, check-in was easy, the neighborhood was quiet, and the proximity to the race track was great. Would definitely stay again!"
United States
Patricia V.
$386 nightly
The price is $407
Aug 10 - Aug 11
Total with taxes and fees
Updated Plymouth Home ~ 5 Mi to Road America!
Interior

11. Downtown Penthouse w/ City Views & Free Parking

Downtown Penthouse w/ City Views & Free Parking
Appleton
10.0 out of 10, Exceptional, (2 reviews)
"We enjoyed our stay"
United States
Danielle D.
$256 nightly
The price is $295
Aug 9 - Aug 10
Total with taxes and fees
Downtown Penthouse w/ City Views & Free Parking
TV, fireplace, books

12. Charming cottage on Lake Winnebago

Charming cottage on Lake Winnebago
Neenah
10.0 out of 10, Exceptional, (55 reviews)
"Amazing stay and accommodation!!"
United States
Samuel W.
$457 nightly
The price is $526
Aug 16 - Aug 17
Total with taxes and fees
Charming cottage on Lake Winnebago
Coffee/tea maker, fridge, microwave, oven

13. 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 11 - Aug 12
Total with taxes and fees
Brillion 2‑Bedroom Suite w/ Full Kitchen Near Ariens – Unit #6
Interior

14. 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 16 - Aug 17
Total with taxes and fees
ADA Accessible Brillion 2‑Bedroom Suite w/ Full Kitchen Near Ariens – Unit #1
Interior

15. Historic City Park home within walking distance to all downtown has to offer!

Historic City Park home within walking distance to all downtown has to offer!
Appleton
9.8 out of 10, Exceptional, (17 reviews)
"Nice, comfortable place easy location access to anything you want"
United States
Matthew M.
$198 nightly
The price is $229
Aug 17 - Aug 18
Total with taxes and fees
Historic City Park home within walking distance to all downtown has to offer!
Terrace/patio

16. Cozy 2BR • Firepit • Minutes to Downtown & UW Campus • Near Lake Winnebago

Cozy 2BR • Firepit • Minutes to Downtown & UW Campus • Near Lake Winnebago
Oshkosh
9.6 out of 10, Exceptional, (4 reviews)
"This was the perfect short-notice getaway for us. Pet friendly, extra quiet neighborhood, close to everything. Check in was a breeze, the place was clean. I am verry happy with our stay."
United States
Charles W.
$267 nightly
The price is $307
Aug 12 - Aug 13
Total with taxes and fees
Cozy 2BR • Firepit • Minutes to Downtown & UW Campus • Near Lake Winnebago
Coffee/tea maker, fridge, microwave, oven

17. 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
4 bedrooms, desk, iron/ironing board, travel crib

18. 2 Min to Downtown Appleton! 4BD/2BA

2 Min to Downtown Appleton! 4BD/2BA
Appleton
9.8 out of 10, Exceptional, (34 reviews)
"Nice location to lots of sites. Good communications. Fewer check-out requirements compared to other properties. We'd stay again. "
United States
Ross S.
$400 nightly
The price is $462
Aug 12 - Aug 13
Total with taxes and fees
2 Min to Downtown Appleton! 4BD/2BA
Interior

19. 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 16 - Aug 17
Total with taxes and fees
Brillion 2‑Bedroom Suite w/ Full Kitchen Near Ariens – Unit #2
Private kitchen

20. 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
"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
$857 nightly
The price is $904
Aug 8 - Aug 9
Total with taxes and fees
Cabin on Lake 75 Acre Lake: Couples Get Away or Fun Family Vacation
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

Harbor Town, BW Signature Collection

Harbor Town, BW Signature Collection

8/10 Good
"My father, son, and I stayed at Harbor Town Inn for the Road America Endurance Race Weekend. I thought the Harbor Town Inn was a very cost effective hotel. The hotel is clean and I had everything I needed for my stay. The staff was very helpful, and I really enjoyed the breakfast which was included with the room. I would stay here again."
Tom 2-night trip
Posted 1 hour ago
Harbor Town, BW Signature Collection

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 $414 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.