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Top Holiday Rentals in Chilton

'Twilight' - Just a few steps down to Lake Winnebago!

9.8 out of 10, Exceptional, (9)
"The home is beautiful and has plenty of space for the whole family. The sunsets were amazing and became a daily event to stop for. The fishing was great. We landed a 9 lb. catfish and many other big fish (Perch, blue gill, Bass, and Catfish) without leaving the dock. And close to some great restaurants and orchards."
'Twilight' - Just a few steps down to Lake Winnebago!

Lake Winnebago waterfront 3 bedroom Log home on a private lot with a great view!

10.0 out of 10, Exceptional, (35)
"Comfort, view, and accessibility were the main reasons for creating a wonderful stay. The owner was accommodating above and beyond expectations. Very attentive to the weather situations. Any issues were very small and not worth mentioning. Price was very reasonable for all we had. I would stay here again in a heartbeat. Thank you!"
Lake Winnebago waterfront 3 bedroom Log home on a private lot with a great view!

2025 NFL Draft!!! Spacious 5-Bedroom Retreat House In Chilton, WI!

10.0 out of 10, Exceptional, (2)
"This house has lots of space for a large group--it is clean, well organized, and has nice furnishings. Great workable kitchen with plenty of dishes, glasses, cookware, etc. We loved the game room area and all the separate areas for sleeping. Nice to cozy up in living room with the fire going and plenty of throw blankets. Terrific place for our ski team to recover after racing at Ariens! Thank you for a fun stay!"
2025 NFL Draft!!! Spacious 5-Bedroom Retreat House In Chilton, WI!

Spacious Escape Near Supper Clubs, Trails, Lake Winnebago,& Family Fun parks!

Spacious Escape Near Supper Clubs, Trails, Lake Winnebago,& Family Fun parks!

Family Home w/ Indoor Pool ~ 2 Mi to Elkhart Lake!

9.6 out of 10, Exceptional, (7)
"The last day we were there the pool cover would not open so we did not get to enjoy the pool the last day we were there. "
Family Home w/ Indoor Pool ~ 2 Mi to Elkhart Lake!

**Pet Friendly-Fenced In Yard** Centrally located in Fox Crossings / Menasha

9.8 out of 10, Exceptional, (9)
"Good for what we needed it for. House was clean except there were a lot of ants in the kitchen. Also wished it was stocked with basic necessities like salt and pepper, or extra blankets. Otherwise, it was perfect to stay the weekend for an event."
The price is €296
includes taxes & fees
28 Apr - 29 Apr
**Pet Friendly-Fenced In Yard** Centrally located in Fox Crossings / Menasha

Secluded Lake House Retreat – Book Now!

9.0 out of 10, Wonderful, (44)
"Cute little cabin right on the lake. Secluded. Bed was confy. Owner provided water ,coffe towels, etc. Gas station not to far away. The grill was perfect . And forepit was a plus. Would come back again. State park few minutes away. Great location. "
The price is €327
includes taxes & fees
11 May - 12 May
Secluded Lake House Retreat – Book Now!

Lakefront 2-bed house in Oshkosh with dock! Green Bay: 50 min.

10.0 out of 10, Exceptional, (10)
"We had a great long weekend stay over Easter at the cottage on the lake. Welcoming from the beginning, the house only got more welcoming around each corner. The owner even surprised us all with Easter specific decor. Property is well kept. We enjoyed wetting a line in the lake, the grill, and the beautiful deck. "
Lakefront 2-bed house in Oshkosh with dock! Green Bay: 50 min.

Lake Winnebago Waterfront Cottage W/Hot Tub

10.0 out of 10, Exceptional, (155)
"Nice place for 3 couples. We made Friday supper in the well stocked kitchen and enjoyed some time in the hot tub. Explored the Oshkosh area Saturday with a nice supper at TJ's Harbor. Loved Sunken Paddle Cidery in Oshkosh!"
Lake Winnebago Waterfront Cottage W/Hot Tub

Large, cozy lake home near Round Lake Farm, Nordic Center, Road America, Lambeau

10.0 out of 10, Exceptional, (57)
"A very large and clean property. Spacious for gathering a larger group. "
Large, cozy lake home near Round Lake Farm, Nordic Center, Road America, Lambeau

Grand Rural Wisconsin Retreat: Full Indoor Gym

10.0 out of 10, Exceptional, (5)
Grand Rural Wisconsin Retreat: Full Indoor Gym

Best House in Wisconsin! Live like a STAR! VRBO Luxury! Huge Bar & Movie Theater

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 ."
Best House in Wisconsin! Live like a STAR! VRBO Luxury! Huge Bar & Movie Theater

Lillibridge Lake Home on Tittle Lake/Long Lake All Season Fun

9.6 out of 10, Exceptional, (131)
"This home had everything we needed for a relaxing family stay. We played games in front of the fire and exercised our dog in the (surprise!) fenced-in backyard. "
Lillibridge Lake Home on Tittle Lake/Long Lake All Season Fun

Lake Michigan Beachfront - King Suite - Rec Room

2.0 star property
10.0 out of 10, Exceptional, (3)
"The grounds are maintained well, beautiful views of Lake Michigan! Love the house. Easy access to lake and beach from property.We had a wonderful girls getaway! Beds are very comfortable. "
Lake Michigan Beachfront - King Suite - Rec Room

Stunning custom built country home with the ultimate game room!

10.0 out of 10, Exceptional, (30)
"A spacious and gorgeous property. Sits off a small country road, so you'll enjoy plenty of peace and quiet if that's what you're looking for. Tyler was a great host, very responsive to anything we needed. While everything in the house was generally in good shape, I would probably have one of the sofas in the living room fixed up or replaced. The leather was pretty worn.We really liked the downstairs theater, very classy and comfortable.While there are some nearby restaurants, I would suggest...
Stunning custom built country home with the ultimate game room!

Beautiful Sunrises and Lakefront Views!

10.0 out of 10, Exceptional, (63)
"The most accommodating host you will come bu. Unbelievable communication throughout the stay. This was our second stay and plan to come back again soon. "
Beautiful Sunrises and Lakefront Views!

Lake Winnebago Water Front! NFL DRAFT!! Fishing! Boating! Quiet Bay! EAA!

9.8 out of 10, Exceptional, (43)
"Good location overall. "
Lake Winnebago Water Front! NFL DRAFT!! Fishing! Boating! Quiet Bay! EAA!

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

9.6 out of 10, Exceptional, (40)
"Good place to gather."
Hang out at The Hangar! Newly remodeled, beautiful home, fully furnished.

Modern Lake house on Lake winnebago

10.0 out of 10, Exceptional, (7)
"The house is super cozy and perfect for groups! The hosts were so gracious, would highly recommend to anyone who wants a peaceful retreat on the lake!"
Modern Lake house on Lake winnebago

Lakefront Getaway: With Modern Charm & Firepit!

9.6 out of 10, Exceptional, (8)
"Very nice and quiet stay with a great view of the lake!"
The price is €292
includes taxes & fees
28 Apr - 29 Apr
Lakefront Getaway: With Modern Charm & Firepit!
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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Other types of properties in Chilton you may be interested in

Best Western Stanton Inn

2.5 star property
9.2 out of 10, Wonderful, (448)
"Property was clean and quiet and convenient to where I needed to be"
The price is €130
includes taxes & fees
27 Apr - 28 Apr
Best Western Stanton Inn

2025 NFL Draft!!! Spacious 5-Bedroom Retreat House In Chilton, WI!

10.0 out of 10, Exceptional, (2)
"This house has lots of space for a large group--it is clean, well organized, and has nice furnishings. Great workable kitchen with plenty of dishes, glasses, cookware, etc. We loved the game room area and all the separate areas for sleeping. Nice to cozy up in living room with the fire going and plenty of throw blankets. Terrific place for our ski team to recover after racing at Ariens! Thank you for a fun stay!"
2025 NFL Draft!!! Spacious 5-Bedroom Retreat House In Chilton, WI!

DoubleTree by Hilton Appleton

4.0 star property
9.0 out of 10, Wonderful, (1332)
"Very convenient for flying out of Appleton "
The price is €98
includes taxes & fees
25 May - 26 May
DoubleTree by Hilton Appleton
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.

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.

How many holiday rentals will I find in Chilton?

Choose from 10 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.