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

Holiday Homes in Chilton

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Check prices for these dates

In two weeks
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

Our top choices for Chilton holiday homes

A wooden deck with a Char-Broil grill, overlooking a body of water.

1. Lakefront Cottage on Lake Winnebago

Lakefront Cottage on Lake Winnebago
Hilbert
9.8 out of 10, Exceptional, (12 reviews)
"Liked the fire pits and the view "
United States
Mark M.
The price is AU$504
includes taxes & fees
31 Oct - 1 Nov
Lakefront Cottage on Lake Winnebago
A wooden sign with "Woodland Cottage" written on it, surrounded by potted flowers and greenery.

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, (181 reviews)
"We stay there every year and are never disappointed. Great location and experience. Thank you!"
United States
Doug S.
The price is AU$470
includes taxes & fees
2 Nov - 3 Nov
Cozy Cottage near Schwarz Supper Club, Road America, and Whistling Straights!!
A resort with a pool, beach, and multiple buildings surrounded by trees.

3. Victorian Inn #241 | 2 Queen Beds

Victorian Inn #241 | 2 Queen Beds
Elkhart Lake
The price is AU$262
includes taxes & fees
1 Nov - 2 Nov
Victorian Inn #241 | 2 Queen Beds
A cabin with a deck, a covered porch, and a paved driveway.

4. The Esker Ridge Chalet, Pristine Elkhart Solitude

The Esker Ridge Chalet, Pristine Elkhart Solitude
Elkhart Lake
10.0 out of 10, Exceptional, (71 reviews)
"Absolutely Beautiful. Great, quiet location...clean and well kept. Recommend buying some of their amazing home made maple syrup!!"
United States
Barbara
The price is AU$391
includes taxes & fees
17 Nov - 18 Nov
The Esker Ridge Chalet, Pristine Elkhart Solitude
A wooden deck with a bench, a door with frosted glass, and two wall-mounted lights.

5. 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, (36 reviews)
"Our 4th time here. Great stay as always."
United States
Jason R.
The price is AU$665
includes taxes & fees
28 Oct - 29 Oct
Behnke's Country Center, Reedsville WI. EAA, Green Bay Packers, Road America
A black sports car parked in front of a building with a Shell gas station sign.

6. 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
9.0 out of 10, Wonderful, (7 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.
The price is AU$684
includes taxes & fees
6 Nov - 7 Nov
Luxury Historic Rental in Kiel minutes to Elkhart Lake, Road America and Kohler
A room with a hanging chair, a dining area, and a view of the outdoors.

7. 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.
The price is AU$690
includes taxes & fees
28 Oct - 29 Oct
Cozy Oshkosh Home Minutes from UW, EAA & Downtown
A living room with a sofa, armchairs, a coffee table, a television, and a staircase.

8. Charming 2-bedroom Craftsman close to downtown Appleton perfect for relaxing

Charming 2-bedroom Craftsman close to downtown Appleton perfect for relaxing
Appleton
10.0 out of 10, Exceptional, (3 reviews)
"This house was charming and the host was great!! We had a lovely stay! I highly recommend it!!"
United States
Terri B.
The price is AU$492
includes taxes & fees
28 Oct - 29 Oct
Charming 2-bedroom Craftsman close to downtown Appleton perfect for relaxing
A house with a front yard, a dock, and a small body of water.

9. 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, (38 reviews)
"Very nice stay, well accommodating."
United States
Chris S.
The price is AU$488
includes taxes & fees
28 Oct - 29 Oct
Waterfront Retreat on Lake Winnebago, Kayaks, Firepit, Dog Friendly
A spacious living room with hardwood floors, a large potted plant, a hanging chair, and a dining area with a patterned rug.

10. 2 Min to Downtown Appleton! 4BD/2BA

2 Min to Downtown Appleton! 4BD/2BA
Appleton
9.8 out of 10, Exceptional, (39 reviews)
"Great place and was a great stay. Would recommend as Nichole and team were responsive and helpful. Would definitely stay here again. "
United States
Stephen P.
The price is AU$670
includes taxes & fees
1 Nov - 2 Nov
2 Min to Downtown Appleton! 4BD/2BA
A wooden front door with a number plate, a mailbox, and a small porch with steps leading up to it.

11. 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.
The price is AU$524
includes taxes & fees
28 Oct - 29 Oct
Lake Channel 'Brewhaus' Townhouse: 2 bedrooms with 6 levels on Lake Winnebago
A cozy room with a sofa, two nightstands, a wooden coffee table, and a rustic wall.

12. Cozy Retreat • Fireplace Loft •Walk to Park & Lake

Cozy Retreat • Fireplace Loft •Walk to Park & Lake
Oshkosh
9.6 out of 10, Exceptional, (14 reviews)
"Was a great place for our Oshkosh fly in stay! "
United States
William N.
The price is AU$537
includes taxes & fees
3 Nov - 4 Nov
Cozy Retreat • Fireplace Loft •Walk to Park & Lake
A kitchen with wooden cabinets, a sink, and a window.

13. Cozy 1-bedroom house w/ Washer and dryer available

Cozy 1-bedroom house w/ Washer and dryer available
Fond du Lac
8.8 out of 10, Excellent, (3 reviews)
"Priced high due to EAA week. Only about 20 minutes from Oshkosh. Very clean."
United States
Leslie W.
The price is AU$333
includes taxes & fees
2 Nov - 3 Nov
Cozy 1-bedroom house w/ Washer and dryer available
A living room with two grey sofas, a black coffee table, and a white door.

14. Oshkosh's #1 Home Away From Home

Oshkosh's #1 Home Away From Home
Oshkosh
The price is AU$501
includes taxes & fees
28 Oct - 29 Oct
Oshkosh's #1 Home Away From Home
A modern kitchen with dark cabinets, a stone backsplash, a stainless steel sink, a microwave, a toaster, and a coffee maker.

15. Relaxing 2BR Home • Massage Shower • Near Lake

Relaxing 2BR Home • Massage Shower • Near Lake
Fond du Lac
9.2 out of 10, Wonderful, (5 reviews)
"Awesome place, we will be staying here again when back in the area."
United States
Daniel M.
The price is AU$370
includes taxes & fees
30 Oct - 31 Oct
Relaxing 2BR Home • Massage Shower • Near Lake
A spacious living room with a sofa, coffee table, and a TV. There is a wooden floor, a bookshelf, and a dining area with a table and chairs.

16. Riverfront Retreat | Sleeps 7

Riverfront Retreat | Sleeps 7
Appleton
6.8 out of 10, (3 reviews)
"The house was lovely. "
United States
MaryAnne G.
The price is AU$564
includes taxes & fees
9 Nov - 10 Nov
Riverfront Retreat | Sleeps 7
A grassy outdoor area with a wooden deck, a small shed, and a green hose coiled on the ground.

17. 5 min from Road America. Great yard and plenty of parking

5 min from Road America. Great yard and plenty of parking
Elkhart Lake
9.8 out of 10, Exceptional, (8 reviews)
"My family and I enjoyed a wonderful night in this beautiful family friendly home. All adminities were perfect. Everybody had a great time and I really appreciated. Thank you very much. I/We would recommend this place and this renter to anybody!!! Also, hoping to meet up with him again next year. Again thank you!Joan"
United States
Joan B.
The price is AU$1,414
includes taxes & fees
30 Oct - 31 Oct
5 min from Road America. Great yard and plenty of parking
A dining area with a wooden board displaying various cheeses, meats, and fruits, and two glasses of red wine.

18. Lux Designer Lakefront Home with Views, Firepit, Dock, Kayaks, and up to 2 Dogs

Lux Designer Lakefront Home with Views, Firepit, Dock, Kayaks, and up to 2 Dogs
Menasha
9.6 out of 10, Exceptional, (38 reviews)
"Great place to stay. Peaceful and clean."
United States
Josh W.
The price is AU$829
includes taxes & fees
28 Oct - 29 Oct
Lux Designer Lakefront Home with Views, Firepit, Dock, Kayaks, and up to 2 Dogs
A spacious indoor swimming pool with a high ceiling and a balcony overlooking the pool area.

19. Indoor Pool-Golf Simulator-RaceCar Simulator-HotTub-Movie Theatre-PoolTables

Indoor Pool-Golf Simulator-RaceCar Simulator-HotTub-Movie Theatre-PoolTables
Fond du Lac
The price is AU$4,866
includes taxes & fees
28 Oct - 29 Oct
Indoor Pool-Golf Simulator-RaceCar Simulator-HotTub-Movie Theatre-PoolTables
A hallway with a dark wall, a mirror, a wicker chair, a sofa, and a plant.

20. Roomy Central Hub • Games, Fire Pit & Downtown Fun

Roomy Central Hub • Games, Fire Pit & Downtown Fun
Oshkosh
10.0 out of 10, Exceptional, (1 review)
"Host were very accommodating to everything my group needed. Quick communications, great location, and plenty of room!"
United States
Matthew D.
The price is AU$1,289
includes taxes & fees
28 Oct - 29 Oct
Roomy Central Hub • Games, Fire Pit & Downtown Fun
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
"We enjoyed our stay. The room was clean and the bed and pillows were super comfortable. The breakfast was very good also. Staff was friendly, attentive and did their jobs with excellence.Would definitely stay at this hotel again!"
Jeremy J. 1-night trip
Posted 8 hours ago
Best Western Plus Paper Valley Hotel

Find out more about Chilton

Chilton Holiday Homes information

Number of reviews
305
Accommodation
446 Holiday Homes
Lowest Price
AU$262
Highest Price
AU$4,866