Chilton Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Holiday Rentals in Chilton

Holiday Home in Chilton

10.0 out of 10, Exceptional, (27)
"Great place! Had everything we needed for a relaxing getaway."
United States
Lisa G.
'Twilight' - Just a few steps down to Lake Winnebago!

Holiday Home in Chilton

9.8 out of 10, Exceptional, (10)
"Check in was easy, host communicated well, every thing went well. Nice easy access to wifi."
United States
Anonymous traveller
Quiet Spacious 5-Bedroom House or Crafting Retreat In Chilton, WI!

Holiday Home in Chilton

10.0 out of 10, Exceptional, (48)
"We really enjoyed our weekend here! Absolutely spectacular views and perfect for sunset!"
United States
Arianna F.
Lake Winnebago waterfront 3 bedroom Log home on a private lot with a great view!

Holiday Home in Chilton

8.0 out of 10, Very good, (2)
"Cute cottage! We caught fish right off the dock! We visited one state park and a county park. Frogg’s Ice Cream is awesome! Great sunsets!"
United States
Kurt K.
New! Lake Front|PrivateDock|Kayaks&Paddleboards!

Cottage in Cleveland

10.0 out of 10, Exceptional, (25)
"Amazing place with spectacular views!"
United States
Tracey B.
Shoreline Serenity - 2 Private Acres

Holiday Home in Brillion

10.0 out of 10, Exceptional, (12)
"Our family had a great time at this VRBO.We would book it again."
United States
Glenn L.
Sleeps 20 * 4,400 Sq Ft * Indoor Heated Pool

Holiday Home in Fond du Lac

4.0 star property
10.0 out of 10, Exceptional, (1)
"Our large family had a magical Christmas! Our beautifully decorated rented home had everything we needed . We were all very comfortable during the day and night time sleeping . We had private spaces and family get together areas ."
United States
Brenda J.
The price is AU$5,011
includes taxes & fees
10 Dec - 11 Dec
Best House in Wisconsin! Live like a STAR! VRBO Luxury! Huge Bar & Movie Theater

Holiday Home in Fond du Lac

9.8 out of 10, Exceptional, (166)
"What a great location and place to relax. My family and I really enjoyed this vacation."
United States
Daren T.
Lake Winnebago Waterfront Cottage W/Hot Tub [2 King; 1 Queen]

Holiday Home in New Holstein

10.0 out of 10, Exceptional, (173)
"Great place would go back"
United States
William
The price is AU$516
includes taxes & fees
14 Dec - 15 Dec
Cozy Cottage near Schwarz Supper Club, Road America, and Whistling Straights!!

Apartment in Brillion

8.0 out of 10, Very good, (1)
"The listing stated it was 20 miles from Lambeau, it was more like 40. Also said 2 bed 2 bath, there was only 1 bath. Other then that everything was fine & we were only there the 1 night so 1 bath was sufficient. Very clean and comfortable."
United States
Jeannine
The price is AU$458
includes taxes & fees
4 Dec - 5 Dec
Luxury Suites #6

Holiday Home in Appleton

10.0 out of 10, Exceptional, (26)
"Great privacy and amenities at the house! Fun place"
United States
Andrew J.
Sleeps 30 | Crew-Friendly | Pool & Hot Tub

Holiday Home in Fond du Lac

The price is AU$5,144
includes taxes & fees
31 Dec - 1 Jan 2026
Indoor Pool-Golf Simulator-RaceCar Simulator-HotTub-Movie Theatre-Pool Tables

Holiday Home in Oshkosh

9.8 out of 10, Exceptional, (127)
"Great Lake property with all the amenities in a nice quiet cove!Very clean and well kept!Host Katie was very accommodating and easy to work with!"
United States
Scott S.
Retreat on Lake Winnebago

Villa in Appleton

8.0 out of 10, Very good, (15)
"It was the perfect place with lots of space and peace and quiet and a beautiful yard for our family! It was our second time there and we would go back again."
United States
Ann B.
The price is AU$1,228
includes taxes & fees
9 Dec - 10 Dec
Cozy 4 bedroom Luxury Villa retreat in Appleton.

Holiday Home in Campbellsport

9.6 out of 10, Exceptional, (148)
"Beautiful location and property. Very helpful property owners. Great stay, thank you so much."
United States
James
Lillibridge Lake Home on Tittle Lake/Long Lake All Season Fun

Holiday Home in Oshkosh

10.0 out of 10, Exceptional, (35)
"We had an amazing stay here for my sisters bachelorette weekend. House has so much character and charm! Clean and accommodating. Cute welcome gift! We will definitely be staying here again! "
United States
Bailey L.
The price is AU$1,213
includes taxes & fees
17 Dec - 18 Dec
Entire Victorian Mansion - Near Main St & Farmer’s Mkt - Sleeps12

Cottage in Kiel

10.0 out of 10, Exceptional, (191)
"The cabin was beautiful and very clean. We enjoyed the boats and the lake as well."
United States
Amy C.
Enjoy a relaxing vacation on a lake (1 Bedroom (sleeps 4) )

Holiday Home in Oshkosh

9.0 out of 10, Wonderful, (14)
"Comfortable home in a great location"
United States
Rosa R.
Perfect Lake House to gather with Friends and Family. Come make some memories!!

Holiday Home in Newton

10.0 out of 10, Exceptional, (45)
"Great property and host"
United States
CHUCK O.
Entire mansion with indoor pool! Perfect for hosting groups. On Lake Michigan

Holiday Home in Hilbert

8.8 out of 10, Excellent, (3)
"Our stay was great. The concrete going down to the dock is very sketchy, especially on rainy days. Other than that, we have no complaints. Very cozy home."
United States
stacy g.
Secluded Lake House Retreat
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Chilton Hotel Reviews

Find out more about Chilton

Everything you need to know about Chilton holiday rentals

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

Chilton holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Chilton holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Chilton holiday rentals we have selected for you start as low as AU$458 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Chilton rentals

At Expedia, we put the best Chilton holiday 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 holiday.

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. 

Frequently asked questions

Can I find a holiday rental in Chilton?

Yes, there are holiday rentals in Chilton close to The Plaid Squirrel, or you can select a more secluded option if you're looking for 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 holiday rentals that Chilton has to offer?

Insane luxury beachfront estate - complete with indoor pool, arcade and theater!: This holiday home rental outside of Chilton is located on a lake, and has an indoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 6 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a balcony, a garden and a selection of games so that you can immerse yourself in your holiday.

How many holiday rentals will I find in Chilton?

Choose from 9 Expedia holiday rentals in Chilton for a memorable holiday.

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. Chilton Speedway and Hickory Hills Country Club are other places to visit while you're in town.

What’s a holiday rental in Chilton like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Chilton. Holiday rentals feature extras such as hot tubs, fire pits and patios so you'll have everything you want. If you're concerned about a sanitised environment, holiday rentals can offer a sense of security away from shared hotel lifts and lobbies packed with people while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular choice for family trips.