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

Chilton Vacation Rentals

Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

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.
$318 nightly
The price is $335
Sep 29 - Sep 30
Total with taxes and fees
Cozy Cottage near Schwarz Supper Club, Road America, and Whistling Straights!!
A modern kitchen with wooden cabinets, stainless steel appliances, and a dining table with chairs.

2. 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.
$229 nightly
The price is $251
Sep 23 - Sep 24
Total with taxes and fees
Brillion 2‑Bedroom Suite w/ Full Kitchen Near Ariens – Unit #1
A deck with a view of a lake, surrounded by various signs and advertisements.

3. 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 4 - Oct 5
Total with taxes and fees
Victorian Inn Elkhart Lake Wisconsin
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, (35 reviews)
"Our 4th time here. Great stay as always."
United States
Jason R.
$457 nightly
The price is $482
Sep 23 - Sep 24
Total with taxes and fees
Behnke's Country Center, Reedsville WI. EAA, Green Bay Packers, Road America
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, (70 reviews)
"Absolutely Beautiful. Great, quiet location...clean and well kept. Recommend buying some of their amazing home made maple syrup!!"
United States
Barbara
$253 nightly
The price is $267
Sep 29 - Sep 30
Total with taxes and fees
The Esker Ridge Chalet, Pristine Elkhart Solitude
A wooden deck with a Char-Broil grill, overlooking a body of water.

6. 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.
$360 nightly
The price is $379
Oct 4 - Oct 5
Total with taxes and fees
Lakefront Cottage on Lake Winnebago
A hotel room with two beds, a dining area, and a view of the outdoors.

7. Victorian Inn #241 | 2 Queen Beds

Victorian Inn #241 | 2 Queen Beds
Elkhart Lake
$155 nightly
The price is $175
Sep 23 - Sep 24
Total with taxes and fees
Victorian Inn #241 | 2 Queen Beds
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.

8. 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.
$272 nightly
The price is $298
Sep 23 - Sep 24
Total with taxes and fees
Brillion 2‑Bedroom Suite w/ Full Kitchen Near Ariens - Unit # 3

9. 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
Sep 23 - Sep 24
Total with taxes and fees
Brillion 2‑Bedroom Suite w/ Full Kitchen Near Ariens – Unit #6
A modern kitchen with a central island, wooden cabinets, and pendant lighting.

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, (2 reviews)
"Great property. Had everything we needed."
United States
Peter I.
$272 nightly
The price is $298
Sep 23 - Sep 24
Total with taxes and fees
ADA Accessible Brillion 2‑Bedroom Suite w/ Full Kitchen Near Ariens – Unit #1
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.

11. 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
Sep 23 - Sep 24
Total with taxes and fees
Brillion 2‑Bedroom Suite w/ Full Kitchen Near Ariens – Unit #2
A spacious lobby with leather sofas, a chandelier, a large TV, and a foosball table.

12. 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.
$509 nightly
The price is $537
Oct 15 - Oct 16
Total with taxes and fees
Luxury Historic Rental in Kiel minutes to Elkhart Lake, Road America and Kohler
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.

13. 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.
$165 nightly
The price is $190
Sep 23 - Sep 24
Total with taxes and fees
Luxury In A Quaint Little Package
A room with a hanging chair, a dining area, and a view of the outdoors.

14. Cozy Oshkosh Home Minutes from UW, EAA & Downtown

Cozy Oshkosh Home Minutes from 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.
$425 nightly
The price is $488
Sep 27 - Sep 28
Total with taxes and fees
Cozy Oshkosh Home Minutes from UW, EAA & Downtown
A modern living room with a large window, a flat-screen TV, a ceiling fan, and a dining area with chairs and a table.

15. Stylish City View Apartment w/ Free Parking

Stylish City View Apartment w/ Free Parking
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.
$316 nightly
The price is $364
Sep 25 - Sep 26
Total with taxes and fees
Stylish City View Apartment w/ Free Parking
A historic building with a prominent 'GRAND' sign, large windows, and a tree in front.

16. Stylish Downtown Loft – Free Parking & City Views!

Stylish Downtown Loft – Free Parking & City Views!
Oshkosh
9.0 out of 10, Wonderful, (2 reviews)
"Traveled with our two adult sons and we all loved this place. Incredibly convenient and a unique property. Yes, there is noise from the downtown area, but it didn't keep us up and it wasn't intrusive. It's part of being in the heart of the city. We would stay there again."
United States
Peggy L.
$348 nightly
The price is $401
Sep 23 - Sep 24
Total with taxes and fees
Stylish Downtown Loft – Free Parking & City Views!
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.

17. 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.
$457 nightly
The price is $526
Sep 27 - Sep 28
Total with taxes and fees
Charming cottage on Lake Winnebago
An outdoor patio with a metal fire table, a chair, and a white fence with string lights.

18. 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.
$260 nightly
The price is $299
Sep 27 - Sep 28
Total with taxes and fees
Cozy 2BR • Firepit • Minutes to Downtown & UW Campus • Near Lake Winnebago
A house with a front yard, a dock, and a small body of water.

19. 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.
$331 nightly
The price is $381
Sep 28 - Sep 29
Total with taxes and fees
Waterfront Retreat on Lake Winnebago, Kayaks, Firepit, Dog Friendly
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.
$332 nightly
The price is $382
Sep 26 - Sep 27
Total with taxes and fees
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

Best Western Plus Paper Valley Hotel

Best Western Plus Paper Valley Hotel

10/10 Excellent
"It was a good experience."
Susan 3-night trip
Posted 4 hours ago
Best Western Plus Paper Valley Hotel

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 $267 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 highly rated vacation home rental in Chilton 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.

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.