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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Chilton holiday homes

A wooden sign with "Woodland Cottage" written on it, surrounded by potted flowers and greenery.

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 £248
includes taxes & fees
24 Oct - 25 Oct
Cozy Cottage near Schwarz Supper Club, Road America, and Whistling Straights!!
A wooden deck with a Char-Broil grill, overlooking a body of water.

2. 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 £319
includes taxes & fees
23 Oct - 24 Oct
Lakefront Cottage on Lake Winnebago
A spacious lobby with leather sofas, a chandelier, a large TV, and a foosball table.

3. 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 £386
includes taxes & fees
25 Oct - 26 Oct
Luxury Historic Rental in Kiel minutes to Elkhart Lake, Road America and Kohler
A wooden deck with a bench, a door with frosted glass, and two wall-mounted lights.

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, (36 reviews)
"Our 4th time here. Great stay as always."
United States
Jason R.
The price is £365
includes taxes & fees
11 Nov - 12 Nov
Behnke's Country Center, Reedsville WI. EAA, Green Bay Packers, Road America
A cabin with a deck, a covered porch, and a paved driveway.

5. 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 £209
includes taxes & fees
21 Oct - 22 Oct
The Esker Ridge Chalet, Pristine Elkhart Solitude
A hotel room with two beds, a dining area, and a view of the outdoors.

6. Victorian Inn #241 | 2 Queen Beds

Victorian Inn #241 | 2 Queen Beds
Elkhart Lake
The price is £135
includes taxes & fees
25 Oct - 26 Oct
Victorian Inn #241 | 2 Queen Beds
A house with a front yard, a dock, and a small body of water.

7. 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, (37 reviews)
"Very nice stay, well accommodating."
United States
Chris S.
The price is £263
includes taxes & fees
19 Oct - 20 Oct
Waterfront Retreat on Lake Winnebago, Kayaks, Firepit, Dog Friendly
A living room with a brown leather sofa, a red patterned rug, a television on a wooden stand, and a wooden cabinet.

8. Peabody Park Retreat | Office | Sleeps 5 | Fire Pit

Peabody Park Retreat | Office | Sleeps 5 | Fire Pit
Appleton
The price is £227
includes taxes & fees
15 Oct - 16 Oct
Peabody Park Retreat | Office | Sleeps 5 | Fire Pit
A wooden front door with a number plate, a mailbox, and a small porch with steps leading up to it.

9. 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 £285
includes taxes & fees
16 Oct - 17 Oct
Lake Channel 'Brewhaus' Townhouse: 2 bedrooms with 6 levels on Lake Winnebago
A cozy living room with a brick fireplace, leather furniture, and a television mounted above it.

10. Fox River Overlook | Sleeps 11 | Fire Pit

Fox River Overlook | Sleeps 11 | Fire Pit
Kaukauna
10.0 out of 10, Exceptional, (2 reviews)
"Great stay and location."
United States
Cody W.
The price is £325
includes taxes & fees
15 Oct - 16 Oct
Fox River Overlook | Sleeps 11 | Fire Pit
A spacious living room with hardwood floors, a large potted plant, a hanging chair, and a dining area with a patterned rug.

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

2 Min to Downtown Appleton! 4BD/2BA
Appleton
9.8 out of 10, Exceptional, (37 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 £326
includes taxes & fees
20 Oct - 21 Oct
2 Min to Downtown Appleton! 4BD/2BA
A dining area with a wooden table set for four, surrounded by a carpeted floor and a staircase.

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 £307
includes taxes & fees
21 Oct - 22 Oct
Cozy Retreat • Fireplace Loft •Walk to Park & Lake
A living room with two grey sofas, a black coffee table, and a white door.

13. Oshkosh's #1 Home Away From Home

Oshkosh's #1 Home Away From Home
Oshkosh
The price is £262
includes taxes & fees
21 Oct - 22 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.

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

Relaxing 2BR Home • Massage Shower • Near Lake
Fond du Lac
10.0 out of 10, Exceptional, (4 reviews)
"Great place, great location, great stay over all. We will be back."
United States
Chris B.
The price is £197
includes taxes & fees
15 Oct - 16 Oct
Relaxing 2BR Home • Massage Shower • Near Lake
A modern living room with a sectional sofa, a wooden coffee table, and a futsal table.

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, (68 reviews)
"Loved this place. Was able to walk to local businesses. Would definitely book again"
United States
Anonymous traveller
Hang out at The Hangar! Newly remodeled, beautiful home, fully furnished.
A kitchen with white cabinets, a wooden floor, and a hanging plant.

16. 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, (20 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 £172
includes taxes & fees
20 Oct - 21 Oct
Historic City Park home within walking distance to all downtown has to offer!
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)
" We enjoyed our stay very much. The house is lovely, spacious, and clean. The property is quite big and provides an excellent space to walk or room for younger children to play. Several family members enjoyed a walk about after our drive on Saturday. The house was perfect for our group, and the living room was our gathering place for Saturday evening as well as Sunday morning. We cooked our evening meal and our morning breakfast in the kitchen. The only minor issue was that our group had 9...
United States
Paul & Jacqleene M.
The price is £834
includes taxes & fees
16 Oct - 17 Oct
5 min from Road America. Great yard and plenty of parking
A hallway with a dark wall, a mirror, a wicker chair, a sofa, and a plant.

18. 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 £751
includes taxes & fees
26 Oct - 27 Oct
Roomy Central Hub • Games, Fire Pit & Downtown Fun
A living room with a fireplace, a sofa, a coffee table, and a dining table with chairs.

19. Third Ward Historic Mansion | Sleeps 13

Third Ward Historic Mansion | Sleeps 13
Appleton
9.0 out of 10, Wonderful, (6 reviews)
"Beautiful property but steps are a major concern and not kid friendlyNeeds more railing on the third level and block off basement steps since they are of no use to visitors. Great yard for play and lovely neighborhood for walks"
United States
mary beth r.
Third Ward Historic Mansion | Sleeps 13
A spacious living room with a wooden staircase, a ceiling fan, and a view through a glass door.

20. Charming Downtown Home w/ Modern Kitchen

Charming Downtown Home w/ Modern Kitchen
Appleton
9.2 out of 10, Wonderful, (9 reviews)
"Clean and comfortable. "
United States
Jessica B.
Charming Downtown Home w/ Modern Kitchen
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

Comfort Suites Appleton Airport

Comfort Suites Appleton Airport

10/10 Excellent
"Very Clean"
Thuytrang 2-night trip
Posted 9 hours ago
Comfort Suites Appleton Airport

Find out more about Chilton

Chilton Holiday Homes information

Number of reviews
448
Accommodation
445 Holiday Homes
Lowest Price
£135
Highest Price
£834