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

Our top choices for Chilton vacation 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, (181 reviews)
"We stay there every year and are never disappointed. Great location and experience. Thank you!"
United States
Doug S.
The price is AED 744
AED 1,230 total
includes taxes & fees
1 Oct - 2 Oct
Cozy Cottage near Schwarz Supper Club, Road America, and Whistling Straights!!
Exterior detail

2. 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.
The price is AED 1,102
AED 1,693 total
includes taxes & fees
28 Sep - 29 Sep
Behnke's Country Center, Reedsville WI. EAA, Green Bay Packers, Road America
Property grounds

3. 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 AED 595
AED 1,337 total
includes taxes & fees
4 Oct - 5 Oct
Lakefront Cottage on Lake Winnebago
Exterior

4. 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
The price is AED 731
AED 980 total
includes taxes & fees
29 Sep - 30 Sep
The Esker Ridge Chalet, Pristine Elkhart Solitude
Iron/ironing board, WiFi, bed sheets

5. Victorian Inn #241 | 2 Queen Beds

Victorian Inn #241 | 2 Queen Beds
Elkhart Lake
The price is AED 367
AED 660 total
includes taxes & fees
19 Oct - 20 Oct
Victorian Inn #241 | 2 Queen Beds
Interior

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
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.
The price is AED 1,084
AED 1,972 total
includes taxes & fees
15 Oct - 16 Oct
Luxury Historic Rental in Kiel minutes to Elkhart Lake, Road America and Kohler
Smart TV, books

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 AED 475
AED 1,773 total
includes taxes & fees
28 Sep - 29 Sep
Cozy Oshkosh Home Minutes from UW, EAA & Downtown
Exterior

8. 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.
The price is AED 625
AED 1,306 total
includes taxes & fees
4 Oct - 5 Oct
Waterfront Retreat on Lake Winnebago, Kayaks, Firepit, Dog Friendly
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 AED 569
AED 1,098 total
includes taxes & fees
27 Sep - 28 Sep
Cozy 2BR • Firepit • Minutes to Downtown & UW Campus • Near Lake Winnebago
Exterior detail

10. 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 AED 808
AED 1,402 total
includes taxes & fees
26 Sep - 27 Sep
Lake Channel 'Brewhaus' Townhouse: 2 bedrooms with 6 levels on Lake Winnebago
4 bedrooms, desk, iron/ironing board, travel crib

11. 2 Min to Downtown Appleton! 4BD/2BA

2 Min to Downtown Appleton! 4BD/2BA
Appleton
9.8 out of 10, Exceptional, (37 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 AED 518
AED 1,668 total
includes taxes & fees
27 Sep - 28 Sep
2 Min to Downtown Appleton! 4BD/2BA
Living area

12. Oshkosh's #1 Home Away From Home

Oshkosh's #1 Home Away From Home
Oshkosh
The price is AED 496
AED 1,377 total
includes taxes & fees
28 Sep - 29 Sep
Oshkosh's #1 Home Away From Home
Interior

13. 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 AED 547
AED 836 total
includes taxes & fees
13 Oct - 14 Oct
Historic City Park home within walking distance to all downtown has to offer!
Smart TV, DVD player, video library

14. Steps from Downtown

Steps from Downtown
Appleton
9.8 out of 10, Exceptional, (64 reviews)
"We loved staying in this beautiful and comfortable home! Our hosts thought of everything we might need and were very responsive when we had a question. We would highly recommend renting this property!"
United States
Michelle G.
The price is AED 727
AED 1,430 total
includes taxes & fees
6 Oct - 7 Oct
Steps from Downtown
Smart TV, foosball

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

Hang out at The Hangar! Newly remodeled, beautiful home, fully furnished.
Oshkosh
9.6 out of 10, Exceptional, (66 reviews)
"Loved this place. Was able to walk to local businesses. Would definitely book again"
United States
Anonymous traveler
The price is AED 735
AED 1,681 total
includes taxes & fees
13 Oct - 14 Oct
Hang out at The Hangar! Newly remodeled, beautiful home, fully furnished.
3 bedrooms, iron/ironing board, WiFi (free), bed sheets

16. 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 AED 966
AED 1,749 total
includes taxes & fees
26 Sep - 27 Sep
Cozy Retreat • Fireplace Loft •Walk to Park & Lake
Interior

17. Pac-Man House: Spacious 4-bedroom house in charming Oshkosh

Pac-Man House: Spacious 4-bedroom house in charming Oshkosh
Oshkosh
10.0 out of 10, Exceptional, (10 reviews)
"Very clean, thoughtfully decorated, really great spot overall. Would definitely book again."
United States
Andy D.
The price is AED 1,183
AED 1,795 total
includes taxes & fees
5 Oct - 6 Oct
Pac-Man House: Spacious 4-bedroom house in charming Oshkosh
Private kitchen

18. 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 AED 386
AED 851 total
includes taxes & fees
4 Oct - 5 Oct
Cozy 1-bedroom house w/ Washer and dryer available
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, (37 reviews)
"Great place to stay. Peaceful and clean."
United States
Josh W.
The price is AED 796
AED 2,153 total
includes taxes & fees
29 Sep - 30 Sep
Lux Designer Lakefront Home with Views, Firepit, Dock, Kayaks, and up to 2 Dogs
Interior

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 AED 1,266
AED 3,575 total
includes taxes & fees
26 Sep - 27 Sep
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

Cobblestone Hotel & Suites - Appleton International Airport

Cobblestone Hotel & Suites - Appleton International Airport

10/10 Excellent
"Great property"
Olden 2-night trip
Posted 2 hours ago
Cobblestone Hotel & Suites - Appleton International Airport