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
Sep 25 - Sep 27
In two months
Nov 6 - Nov 8
In three months
Dec 4 - Dec 6
In four months
Jan 1 - Jan 3

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, (179 reviews)
"We stay there every year and are never disappointed. Great location and experience. Thank you!"
United States
Doug S.
$318 nightly
The price is $335
Sep 14 - Sep 15
Total with taxes and fees
Cozy Cottage near Schwarz Supper Club, Road America, and Whistling Straights!!
A deck with a view of a lake, surrounded by various signs and advertisements.

2. 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
$644 nightly
The price is $706
Oct 1 - Oct 2
Total with taxes and fees
Victorian Inn Elkhart Lake Wisconsin
A modern kitchen with wooden cabinets, stainless steel appliances, and a dining table with chairs.

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, (2 reviews)
"Great place to stay"
United States
Linda R.
$228 nightly
The price is $250
Sep 8 - Sep 9
Total with taxes and fees
Brillion 2‑Bedroom Suite w/ Full Kitchen Near Ariens – Unit #1
A wooden deck with a Char-Broil grill, overlooking a body of water.

4. Lakefront Cottage on Lake Winnebago

Lakefront Cottage on Lake Winnebago
Hilbert
9.6 out of 10, Exceptional, (9 reviews)
"Liked the fire pits and the view "
United States
Mark M.
$350 nightly
The price is $369
Sep 9 - Sep 10
Total with taxes and fees
Lakefront Cottage on Lake Winnebago
A cabin with a deck, a covered porch, and a paved driveway.

5. The Esker Ridge Chalet, Pristine Elkhart Solitude

The Esker Ridge Chalet, Pristine Elkhart Solitude
Elkhart Lake
10.0 out of 10, Exceptional, (69 reviews)
"Absolutely Beautiful. Great, quiet location...clean and well kept. Recommend buying some of their amazing home made maple syrup!!"
United States
Barbara
$260 nightly
The price is $274
Sep 8 - Sep 9
Total with taxes and fees
The Esker Ridge Chalet, Pristine Elkhart Solitude
A wooden deck with a bench, a door with frosted glass, and two wall-mounted lights.

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, (35 reviews)
"Our 4th time here. Great stay as always."
United States
Jason R.
$454 nightly
The price is $479
Sep 8 - Sep 9
Total with taxes and fees
Behnke's Country Center, Reedsville WI. EAA, Green Bay Packers, Road America
A house with a front yard, a dock, and a small body of water.

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

Waterfront Retreat on Lake Winnebago, Kayaks, Firepit, Dog Friendly
Oshkosh
9.6 out of 10, Exceptional, (35 reviews)
"Very nice stay, well accommodating."
United States
Chris S.
$322 nightly
The price is $370
Sep 9 - Sep 10
Total with taxes and fees
Waterfront Retreat on Lake Winnebago, Kayaks, Firepit, Dog Friendly
A hotel room with two beds, a dining area, and a view of the outdoors.

8. Victorian Inn #241 | 2 Queen Beds

Victorian Inn #241 | 2 Queen Beds
Elkhart Lake
$155 nightly
The price is $175
Sep 8 - Sep 9
Total with taxes and fees
Victorian Inn #241 | 2 Queen Beds
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.
$583 nightly
The price is $615
Sep 9 - Sep 10
Total with taxes and fees
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.
$271 nightly
The price is $297
Sep 8 - Sep 9
Total with taxes and fees
Brillion 2‑Bedroom Suite w/ Full Kitchen Near Ariens - Unit # 3
A modern kitchen with a central island, stainless steel appliances, and a view to the outdoors.

11. 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
Sep 20 - Sep 21
Total with taxes and fees
Updated Plymouth Home ~ 5 Mi to Road America!
A modern kitchen with a central island, wooden cabinets, and pendant lighting.

12. 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.
$271 nightly
The price is $297
Sep 8 - Sep 9
Total with taxes and fees
ADA Accessible Brillion 2‑Bedroom Suite w/ Full Kitchen Near Ariens – Unit #1

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.
$271 nightly
The price is $297
Sep 8 - Sep 9
Total with taxes and fees
Brillion 2‑Bedroom Suite w/ Full Kitchen Near Ariens – Unit #6
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.

14. Charming cottage on Lake Winnebago

Charming cottage on Lake Winnebago
Neenah
10.0 out of 10, Exceptional, (58 reviews)
"Great communication and easy check in and check out. Would definitely recommend!"
United States
Jocelyn S.
$454 nightly
The price is $522
Sep 10 - Sep 11
Total with taxes and fees
Charming cottage on Lake Winnebago
A hotel room with two beds, a sofa, a ceiling fan, and a window with a view of trees.

15. Walkable Lake Escape! Elkhart Lake Condo

Walkable Lake Escape! Elkhart Lake Condo
Elkhart Lake
10.0 out of 10, Exceptional, (2 reviews)
"Perfect for our short week in Elkhart Lake. Close to everything and well appointed place that we loved"
United States
Tony B.
$349 nightly
The price is $393
Sep 26 - Sep 27
Total with taxes and fees
Walkable Lake Escape! Elkhart Lake Condo
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.

16. 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.
$271 nightly
The price is $297
Sep 8 - Sep 9
Total with taxes and fees
Brillion 2‑Bedroom Suite w/ Full Kitchen Near Ariens – Unit #2
A neatly made bed with a white and black color scheme, a small bedside table with a plant, and a bookshelf with books and a plant.

17. Luxury In A Quaint Little Package

Luxury In A Quaint Little Package
Oshkosh
8.0 out of 10, Very Good, (13 reviews)
"Very easy communication and good accommodations! Would recommend!"
United States
Brittany K.
$166 nightly
The price is $191
Sep 9 - Sep 10
Total with taxes and fees
Luxury In A Quaint Little Package
A kitchen with a brick wall, stainless steel appliances, wooden cabinets, and a granite countertop.

18. Vintage Downtown Loft w/Old School Pinball Machine

Vintage Downtown Loft w/Old School Pinball Machine
Appleton
9.8 out of 10, Exceptional, (7 reviews)
"This was such a great stay! Check in was easy, everything was clean and the pinball machine was unexpected fun! We loved how close it was to everything too. Will definitely be staying here again!"
United States
Indira B.
$205 nightly
The price is $236
Sep 20 - Sep 21
Total with taxes and fees
Vintage Downtown Loft w/Old School Pinball Machine
A modern kitchen with a central island, stainless steel appliances, and a view to the outdoors.

19. 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
Sep 20 - Sep 21
Total with taxes and fees
Updated Plymouth Home ~ 5 Mi to Road America!
A spacious living room with hardwood floors, a large potted plant, a hanging chair, and a dining area with a patterned rug.

20. 2 Min to Downtown Appleton! 4BD/2BA

2 Min to Downtown Appleton! 4BD/2BA
Appleton
9.8 out of 10, Exceptional, (35 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.
$393 nightly
The price is $454
Sep 8 - Sep 9
Total with taxes and fees
2 Min to Downtown Appleton! 4BD/2BA
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 Suites Oshkosh

Cobblestone Suites Oshkosh

10/10 Excellent
"Great breakfast! Clean rooms. Great pool for kids."
Cheryl 1-night trip
Posted 7 hours ago
Cobblestone Suites Oshkosh

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 $274 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?

Quiet Spacious 5-Bedroom House or Crafting Retreat In Chilton, WI!: This Chilton vacation home rental offers a fireplace, a patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of games. Another good choice for your trip to Chilton is Lake Winnebago waterfront 3 bedroom Log home on a private lot with a great view!.

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 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.