Kohler Holiday Rentals

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Our top choices for Kohler holiday rentals

Grandstay Residential Suites Hotel - Sheboygan

Grandstay Residential Suites Hotel - Sheboygan
2.5 star property
Downtown Sheboygan
8.6 out of 10, Excellent, (1012)
"Would definitely stay here again!"
United States
Donna
The price is HK$972
HK$1,103 total
includes taxes & fees
22 Dec - 23 Dec
Grandstay Residential Suites Hotel - Sheboygan

Chic 1-bedroom apartment with WiFi, AC in fabulous Sheboygan

Chic 1-bedroom apartment with WiFi, AC in fabulous Sheboygan
Ellis Historical District
9.8 out of 10, Exceptional, (24)
"Great place! Nice location and very comfortable. "
United States
Jana F.
The price is HK$739
HK$1,016 total
includes taxes & fees
30 Dec - 31 Dec
Chic 1-bedroom apartment with WiFi, AC in fabulous Sheboygan

Beachy 3-bedroom upper with WiFi and AC minutes from Lake Michigan

Beachy 3-bedroom upper with WiFi and AC minutes from Lake Michigan
Sheboygan
10.0 out of 10, Exceptional, (1)
"In town for family celebration. This was a convenient location to my parent’s home! Thanks!"
United States
Shelly E.
The price is HK$700
HK$1,325 total
includes taxes & fees
5 Jan - 6 Jan 2026
Beachy 3-bedroom upper with WiFi and AC minutes from Lake Michigan

Logan Ave Holiday House - Upper

Logan Ave Holiday House - Upper
Sheboygan
9.4 out of 10, Exceptional, (3)
"We had a great stay here during the boat races. The host was so nice and left us local cheese & beer to welcome us to the house/city. We would definitely stay here again!"
United States
MELISSA C.
The price is HK$714
HK$2,339 total
includes taxes & fees
4 Jan - 5 Jan 2026
Logan Ave Holiday House - Upper

Quaint Blast from the Past - Walk to Lake Michigan, Riverwalk and 8th St Shops!

Quaint Blast from the Past - Walk to Lake Michigan, Riverwalk and 8th St Shops!
Downtown Sheboygan
9.8 out of 10, Exceptional, (9)
"The flat is gorgeous and in a fantastic location. "
United States
Sarah G.
The price is HK$739
HK$1,943 total
includes taxes & fees
11 Jan - 12 Jan 2026
Quaint Blast from the Past - Walk to Lake Michigan, Riverwalk and 8th St Shops!

Eclectic 3-BR Lower w King Bed & Pack-n-Play & Fire Pit near Lake MI

Eclectic 3-BR Lower w King Bed & Pack-n-Play & Fire Pit near Lake MI
Sheboygan
10.0 out of 10, Exceptional, (4)
"Very clean and good location; nice place for our dog; we would definitely stay again if the opportunity presents itself."
United States
Stephanie K.
The price is HK$700
HK$1,325 total
includes taxes & fees
12 Jan - 13 Jan 2026
Eclectic 3-BR Lower w King Bed & Pack-n-Play & Fire Pit near Lake MI

Victorian Inn Elkhart Lake Wisconsin

Victorian Inn Elkhart Lake Wisconsin
4.0 star property
Elkhart Lake
8.8 out of 10, Excellent, (3)
"Perfect location, great amenities."
United States
Deirdre
Victorian Inn Elkhart Lake Wisconsin

Coastal 3-BR Lower Near Lake MI and Downtown Sheboygan

Coastal 3-BR Lower Near Lake MI and Downtown Sheboygan
Sheboygan
9.2 out of 10, Wonderful, (10)
"Coastal Comfort was very clean, pleasantly decorated and comfortable. It is within driving distance to the lake as well as restaurants in Sheboygan. Perfect stay for the two of us. "
United States
Kim K.
The price is HK$700
HK$1,325 total
includes taxes & fees
11 Jan - 12 Jan 2026
Coastal 3-BR Lower Near Lake MI and Downtown Sheboygan

Cozy 1-bedroom house in Sheboygan walking distance to the lake and downtown.

Cozy 1-bedroom house in Sheboygan walking distance to the lake and downtown.
2.0 star property
Ellis Historical District
9.6 out of 10, Exceptional, (12)
"A warm and cozy place to stay. Beautifully decorated and friendly hosts. Would stay again anytime we’re in Sheboygan."
United States
Rebecca S.
The price is HK$895
HK$1,192 total
includes taxes & fees
22 Dec - 23 Dec
Cozy 1-bedroom house in Sheboygan walking distance to the lake and downtown.

Eclectic Spacious 3 BR Home Near Lake MI w/ Fire Pit

Eclectic Spacious 3 BR Home Near Lake MI w/ Fire Pit
Sheboygan
10.0 out of 10, Exceptional, (6)
"4 forever friends getaway. Relaxation, eats and drinks with a little antique and thrift shopping"
United States
Stacy P.
The price is HK$887
HK$1,554 total
includes taxes & fees
12 Jan - 13 Jan 2026
Eclectic Spacious 3 BR Home Near Lake MI w/ Fire Pit

Tranquil Cottage in the Woods with Lake Michigan only 300 feet away.

Tranquil Cottage in the Woods with Lake Michigan only 300 feet away.
Oostburg
10.0 out of 10, Exceptional, (116)
"We loved the cozy cottage and cuddled up with books under the afghans on the cool evenings. The lake was a pleasant walk away."
United States
bev w.
The price is HK$934
HK$1,149 total
includes taxes & fees
5 Jan - 6 Jan 2026
Tranquil Cottage in the Woods with Lake Michigan only 300 feet away.

Sleeps 7{SPACIOUS}Pets Welcome!

Sleeps 7{SPACIOUS}Pets Welcome!
Sheboygan
9.4 out of 10, Exceptional, (3)
"Great location and amenities. Would definitely book again!"
United States
Elizabeth S.
The price is HK$924
HK$2,710 total
includes taxes & fees
13 Jan - 14 Jan 2026
Sleeps 7{SPACIOUS}Pets Welcome!

Pet friendly, freshly renovated, 5 minute walk to beach in the heart of the city

Pet friendly, freshly renovated, 5 minute walk to beach in the heart of the city
Sheboygan
10.0 out of 10, Exceptional, (21)
"Wonderfully close to the lake. Sad there was no off street parking."
United States
Lucas T.
The price is HK$1,226
HK$3,104 total
includes taxes & fees
22 Dec - 23 Dec
Pet friendly, freshly renovated, 5 minute walk to beach in the heart of the city

Modern Room Near Indoor Pool

Modern Room Near Indoor Pool
Elkhart Lake
9.6 out of 10, Exceptional, (4)
"Our host was extremely responsive and resourceful. The room was very clean and nice. "
United Kingdom
Brandon B.
The price is HK$1,279
HK$2,333 total
includes taxes & fees
27 Dec - 28 Dec
Modern Room Near Indoor Pool

First Floor Pet Friendly Queen Suite with Single Pull-out

First Floor Pet Friendly Queen Suite with Single Pull-out
Elkhart Lake
10.0 out of 10, Exceptional, (2)
"So convenient to all things Elkhart Lake. Great accommodations and host. Would highly recommend!"
United States
Brenda H.
The price is HK$1,279
HK$2,333 total
includes taxes & fees
27 Dec - 28 Dec
First Floor Pet Friendly Queen Suite with Single Pull-out

Large Backyard, Walk to Hospital: Sheboygan Abode!

Large Backyard, Walk to Hospital: Sheboygan Abode!
3.0 star property
Sheboygan
The price is HK$1,144
HK$3,133 total
includes taxes & fees
22 Dec - 23 Dec
Large Backyard, Walk to Hospital: Sheboygan Abode!

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
2.0 star property
Kiel
10.0 out of 10, Exceptional, (3)
"Wonderful place! "
United States
Colleen & Mark G.
The price is HK$2,801
HK$4,745 total
includes taxes & fees
22 Dec - 23 Dec
Luxury Historic Rental in Kiel minutes to Elkhart Lake, Road America and Kohler

The Suncatcher- Steps to Lake Michigan. Pet Friendly & Fully Fenced

The Suncatcher- Steps to Lake Michigan. Pet Friendly & Fully Fenced
Sheboygan
10.0 out of 10, Exceptional, (39)
"Very clean, cute, great communication, location & walkability! "
United States
Sandee M.
The price is HK$973
HK$3,082 total
includes taxes & fees
13 Jan - 14 Jan 2026
The Suncatcher- Steps to Lake Michigan. Pet Friendly & Fully Fenced

Sheboygan Riverside Condo

Sheboygan Riverside Condo
2.0 star property
Sheboygan
The price is HK$1,245
HK$2,063 total
includes taxes & fees
22 Dec - 23 Dec
Sheboygan Riverside Condo

Cozy Lake Michigan Cottage Direct Lakefront Views of Lake Michigan Premier Host!

Cozy Lake Michigan Cottage Direct Lakefront Views of Lake Michigan Premier Host!
Sheboygan
9.8 out of 10, Exceptional, (255)
"Beautiful view and perfect for our Wisconsin lake getaway."
United States
Holly A.
The price is HK$1,085
HK$2,438 total
includes taxes & fees
31 Dec - 1 Jan 2026
Cozy Lake Michigan Cottage Direct Lakefront Views of Lake Michigan Premier Host!
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 Kohler Hotel Reviews

Find out more about Kohler

Search for holiday rentals in Kohler on Expedia! You can easily find your home rentals, villas, holiday apartments in Kohler using one of the methods below:

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Look no further and take a look at our great range of rental properties in Kohler!

Frequently asked questions

Are there holiday rentals in Kohler?

Yes, there are holiday rentals close to the most popular sights in Kohler, or you can select a more secluded option if you're looking for a relaxing stay. Kohler is known for its golf courses and riverfront. Make sure you have time to check out the cafés and spas during your trip.

What are some of the best holiday rentals that Kohler has to offer?

Large Unique & Artistic Lake Michigan Beachfront House with Awesome Game Room: This holiday home rental outside of Kohler is located on the beach, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a private garden and a selection of games.

What can I see and do in Kohler?

Cultural attractions to visit include Kohler Design Center and The Waelderhaus. In the wider area, you’ll find Blackwolf Run and Sheboygan County Historical Museum.

What are holiday rentals like in Kohler?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Kohler. Holiday rentals offer extras such as laundry facilities and kitchens so you'll have a home away from home. If you're concerned about a clean environment, a holiday rental can offer a sense of seclusion away from public hotel lifts and busy lobbies while still allowing you to travel. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a great choice for family trips.