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

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Check prices for these dates

In two weeks
18 Sept - 20 Sept
In two months
30 Oct - 1 Nov
In three months
27 Nov - 29 Nov
In four months
25 Dec - 27 Dec

Our top choices for Chilton holiday homes

Exterior detail

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, (178 reviews)
"We stay there every year and are never disappointed. Great location and experience. Thank you!"
United States
Doug S.
The price is HK$1,588
HK$2,626 total
includes taxes & fees
7 Sept - 8 Sept
Cozy Cottage near Schwarz Supper Club, Road America, and Whistling Straights!!
Property grounds

2. 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.
The price is HK$1,200
HK$2,779 total
includes taxes & fees
2 Sept - 3 Sept
Lakefront Cottage on Lake Winnebago
Exterior

3. The Esker Ridge Chalet, Pristine Elkhart Solitude

The Esker Ridge Chalet, Pristine Elkhart Solitude
Elkhart Lake
10.0 out of 10, Exceptional, (67 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 HK$1,560
HK$2,159 total
includes taxes & fees
1 Sept - 2 Sept
The Esker Ridge Chalet, Pristine Elkhart Solitude
Exterior detail

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, (34 reviews)
"Our 4th time here. Great stay as always."
United States
Jason R.
The price is HK$2,352
HK$3,780 total
includes taxes & fees
7 Sept - 8 Sept
Behnke's Country Center, Reedsville WI. EAA, Green Bay Packers, Road America
Private kitchen

5. Downtown Retreat with BBQ & Workspace

Downtown Retreat with BBQ & Workspace
Oshkosh
9.0 out of 10, Wonderful, (12 reviews)
"Nicely remodeled house. Lots of construction surrounding the house."
United States
Nicole T.
Downtown Retreat with BBQ & Workspace
Room

6. Victorian Inn #241 | 2 Queen Beds

Victorian Inn #241 | 2 Queen Beds
Elkhart Lake
The price is HK$793
HK$1,418 total
includes taxes & fees
2 Sept - 3 Sept
Victorian Inn #241 | 2 Queen Beds
Interior

7. 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
8.4 out of 10, Very good, (5 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 HK$2,822
HK$4,814 total
includes taxes & fees
2 Sept - 3 Sept
Luxury Historic Rental in Kiel minutes to Elkhart Lake, Road America and Kohler
Living area

8. Oshkosh's #1 Home Away From Home

Oshkosh's #1 Home Away From Home
Oshkosh
The price is HK$991
HK$2,853 total
includes taxes & fees
13 Sept - 14 Sept
Oshkosh's #1 Home Away From Home
Terrace/patio

9. 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.
The price is HK$1,568
HK$2,840 total
includes taxes & fees
27 Sept - 28 Sept
Cozy 2BR • Firepit • Minutes to Downtown & UW Campus • Near Lake Winnebago
Exterior

10. 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.
The price is HK$1,517
HK$3,025 total
includes taxes & fees
8 Sept - 9 Sept
Waterfront Retreat on Lake Winnebago, Kayaks, Firepit, Dog Friendly
Private kitchen

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

Cozy 1-bedroom house w/ Washer and dryer available
Fond du Lac
9.0 out of 10, Wonderful, (2 reviews)
"Priced high due to EAA week. Only about 20 minutes from Oshkosh. Very clean."
United States
Leslie W.
The price is HK$916
HK$1,956 total
includes taxes & fees
1 Sept - 2 Sept
Cozy 1-bedroom house w/ Washer and dryer available
Interior

12. Historic City Park home within walking distance to all downtown has to offer!

Historic City Park home within walking distance to all downtown has to offer!
Appleton
9.8 out of 10, Exceptional, (19 reviews)
"The throwback vibes in this house were wonderful. Very clean and close enough to College Avenue that we didn’t drive anywhere once we got to the house. We were able to walk everywhere we wanted to. Overall it was a great experience!"
United States
Jeff U.
The price is HK$1,168
HK$1,802 total
includes taxes & fees
2 Sept - 3 Sept
Historic City Park home within walking distance to all downtown has to offer!
Interior

13. 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 HK$1,960
HK$3,597 total
includes taxes & fees
1 Sept - 2 Sept
Cozy Retreat • Fireplace Loft •Walk to Park & Lake
Private kitchen

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

Relaxing 2BR Home • Massage Shower • Near Lake
Fond du Lac
10.0 out of 10, Exceptional, (3 reviews)
"We enjoyed visiting the area. It is close to Kettle Moraine, Kohler Beach, and Kelley Creamery. I was thankful for the pet-friendly area."
United States
Gerald R.
The price is HK$908
HK$2,196 total
includes taxes & fees
13 Sept - 14 Sept
Relaxing 2BR Home • Massage Shower • Near Lake
Exterior detail

15. 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 HK$1,725
HK$2,867 total
includes taxes & fees
27 Sept - 28 Sept
Lake Channel 'Brewhaus' Townhouse: 2 bedrooms with 6 levels on Lake Winnebago
Private kitchen

16. 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.
The price is HK$1,160
HK$3,193 total
includes taxes & fees
20 Sept - 21 Sept
Updated Plymouth Home ~ 5 Mi to Road America!
Room

17. 2 Min to Downtown Appleton! 4BD/2BA

2 Min to Downtown Appleton! 4BD/2BA
Appleton
9.8 out of 10, Exceptional, (34 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.
The price is HK$1,107
HK$3,587 total
includes taxes & fees
2 Sept - 3 Sept
2 Min to Downtown Appleton! 4BD/2BA
Private kitchen

18. Sleeps 9, Riverview Get-A-Way with Hot Tub! 537 Broad Street Riverview Retreat

Sleeps 9, Riverview Get-A-Way with Hot Tub! 537 Broad Street Riverview Retreat
Menasha
9.8 out of 10, Exceptional, (34 reviews)
"Perfect location!"
United States
Shannon M.
The price is HK$1,748
HK$4,003 total
includes taxes & fees
1 Oct - 2 Oct
Sleeps 9, Riverview Get-A-Way with Hot Tub! 537 Broad Street Riverview Retreat
Dining

19. 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, (36 reviews)
"Great place to stay. Peaceful and clean."
United States
Josh W.
The price is HK$1,552
HK$4,400 total
includes taxes & fees
1 Sept - 2 Sept
Lux Designer Lakefront Home with Views, Firepit, Dock, Kayaks, and up to 2 Dogs
Exterior

20. 3 Mi to Road America: Spacious Elkhart Lake Home!

3 Mi to Road America: Spacious Elkhart Lake Home!
Elkhart Lake
10.0 out of 10, Exceptional, (11 reviews)
"Great place and location! "
United States
Sam B.
The price is HK$2,031
HK$6,448 total
includes taxes & fees
7 Sept - 8 Sept
3 Mi to Road America: Spacious Elkhart Lake Home!
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

AmericInn by Wyndham Appleton Downtown

AmericInn by Wyndham Appleton Downtown

10/10 Excellent
"Pool area was clean (natural salt) and not overpowering with the chlorine smell. Breakfast was decent (typical hotel options) but it was hot, fresh and clean"
Elisha 1-night trip
Posted 1 hour ago
AmericInn by Wyndham Appleton Downtown

Find out more about Chilton

Chilton Vacation Homes information

Number of reviews
486
Accommodation
454 Vacation Homes
Lowest Price
HK$1,418
Highest Price
HK$6,448

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