Kohler vacation rentals

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Top-rated vacation rentals in Kohler

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

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Guest favorite

Cottage in Oostburg

4.97 out of 5 average rating, 231 reviews

Sandalwood Cottage - 300 Feet From Lake Michigan

A HIDEAWAY one mile East of I-43 nestled in beautiful wooded acreage across from Lake Michigan, on a private drive. Just South of Sheboygan. Close by: Whistling Straits & PGA golf courses. Ice Age Trail in the Kettle Moraine, Elkhart Lake - Road America, Charter Fishing, Kohler Andrae State Park, Several State & local beaches, & several 5 star restaurants. 2 hours & 20 min from Chicago. 45 min from Milwaukee, 65 min from Green Bay. Rest, Relax and Unwind in the tranquil setting at Sandalwood.

Oct 31 – Nov 7

R3,031 ZAR per night

Guest favorite

Home in Howards Grove

4.95 out of 5 average rating, 151 reviews

Spacious lower level priv entrance no cleaning fee

Entire basement is for rent with a separate entrance. Kitchen area includes refrigerator, microwave, coffee pot, toaster, sink, dining table and chairs. NO STOVE OR OVEN IS AVAILABLE. Free Wifi and Cable TV. Air conditioning. Plenty of parking, keyless entry. 14 min to Road America, 13 min to Kohler, 9 min to Whistling Straits, 5 min to Lakeland University, 1 hr to Milwaukee, 1 hr to Green Bay. Lots of nice amenities, clean, spacious. No cleaning fee. Unit NOT set up for babies or toddlers.

Apr 30 – May 7

R2,078 ZAR per night

Guest favorite

Home in Sheboygan

4.97 out of 5 average rating, 150 reviews

Dog Friendly Blue Door Cottage / Fully Fenced Yard

Nobody should have to leave their fur baby behind while on vacation. This is exactly why we created this comfortable home with your family & puppy in mind. You'll be at ease knowing that your pooch will be having just as much fun as you are. Modern hints are complemented by the cozy, welcoming decor found throughout. The coffee bar is a fav for any morning person, and the "take-a-wine leave-a-wine" wine bar offers evening excitement! The huge yard features a fire pit, gas grill, & cornhole.

Oct 23 – 30

R2,950 ZAR per night

Guest favorite

Home in Sheboygan

4.97 out of 5 average rating, 151 reviews

Logan's Guest Nest

Logan's Guest Nest is located in a nice small town feel area. With a small look on the outside your Nest has a big feel on the inside. Spacious rooms and quiet area to rest after a day at the many beaches lining Lake Michigan. Or coming back from the races at Road America. Not to mention a day of golf at the many area courses, Whistling Straits maybe. All these wonderful outings are just minutes from the Nest. Plenty of local dinning or delivery for a nice ending of the day.

Jun 19 – 26

R3,025 ZAR per night

Guest favorite

Apartment in Sheboygan

4.92 out of 5 average rating, 394 reviews

Cozy Sheboygan Upper

We began caring for this home and property in 2018, and this 1870's home needed some love. We have been steadily remodeling since we moved in and it's starting to feel pretty great. We're excited to share it and the neighborhood with you. We are two blocks west of North Beach/Deland Park, 4 blocks to the river front boardwalk, home to many restaurants, cafe's, and shops. We are also four quick blocks to downtown which hosts many more restaurants, shops, museums and parks.

Jan 2 – 9

R1,575 ZAR per night

Guest favorite

Apartment in Kohler

5.0 out of 5 average rating, 155 reviews

Church Street Romance & Retreats-Village of Kohler

“A well-appointed, cozy and stylish retreat close to everything in Kohler.” -Kim Take the stairs to my secluded 2nd floor tree view retreat! A private side entrance and open floor plan flanked by two bedrooms makes this unit perfect for couples or a girl's getaway spa weekend. Romantic turn-of-the-century touches meet modern convenience & comfort. Baker furniture, previously a Kohler Company, can be found throughout the apartment enhancing your Village of Kohler stay.

Nov 30 – Dec 7

R3,428 ZAR per night

Guest favorite

Condo in Sheboygan

4.87 out of 5 average rating, 192 reviews

Beachside Lake View - 2br - First Floor - Garage

Located just one lot in from the beautiful shores or Lake Michigan. Amazing location provides year round stunning views . This is a lower 2 bedroom 1 bath condo in a 4unit building were all the units have the same basic layout. You can listen to the waves or walk just a few feet and have the sand on your feet. This condo features front and rear balconies. Makes for a great place to enjoy a weekend get away or a place to relax at night while on a business trip.

Mar 7 – 14

R2,818 ZAR per night

Guest favorite

Home in Sheboygan

4.94 out of 5 average rating, 171 reviews

Beachfront getaway in Sheboygan

One of the few homes in Sheboygan that walks out onto the sands of Lake Michigan, this 3 bedroom/ 2 bath home is meant for total relaxation and fun. The open kitchen, dining and living room is full of light from the sliding glass doors on the back of the house, which access a deck and a large back yard. Upstairs is a spacious loft with a pull out couch. Fire pit in the back yard. Just steps from a playground at King Park. Amazing sunrises, worth waking up for.

Oct 23 – 30

R4,987 ZAR per night

Guest favorite

Apartment in Sheboygan

4.84 out of 5 average rating, 183 reviews

Sheboygan Surf House "Jetties"

Located just 24 steps above Wisconsin's first Surf Shop, EOS Surf. Our Urban living oasis is a fully equipped studio apartment conveniently located in the heart of downtown, just steps from bars and restaurants and only blocks to Lake Michigan South Pier and Blue Harbor. Whether you are here for adventure sports like Surfing on the Great Lake, Kite boarding, charter fishing, a Wedding or leisure time SSH is perfect for you. Support Dog friendly

Dec 8 – 15

R1,085 ZAR per night

Guest favorite

Guesthouse in Sheboygan

4.83 out of 5 average rating, 367 reviews

Carriage House Sheboygan, Lake Mich beach access!

The Carriage House is the perfect getaway. Located in a beautiful historic neighborhood with Lake Michigan public beach access across the street, 100 yards away. Ideal for a family of four or an individual in town for business. Amenities have been thoughtfully placed to create the most comfortable and convenient stay for guests. We pride ourselves on ensuring you enjoy your stay with us and guarantee you'll love the neighborhood!

Feb 12 – 19

R2,723 ZAR per night

Guest favorite

Apartment in Waldo

4.98 out of 5 average rating, 258 reviews

The Blue Cobb House

My place is close to 20 minutes south of Elkhart Lake and Road America. You’ll love my place because of the outdoors space, the comfy bed, and the kitchen. My place is good for couples, solo adventurers, and business travelers. The Blue Cobb House is about 15 minutes from Kohler-Andrae State Park and 30 minutes from Harrington Beach State Park. The Kettle Moraine area is just to our west and it is filled with hiking trails.

Dec 22 – 29

R2,045 ZAR per night

Guest favorite

Home in Sheboygan

4.97 out of 5 average rating, 115 reviews

Lake Michigan home with gorgeous views!

Our beautiful lakefront home is perfect for bringing everyone together - Ladies weekend, guys golf trip, family reunion, Packers games...this is your place. Minutes to downtown Sheboygan/Kohler, with 5 star PGA championship golf courses (Black Wolf Run, Whistling Straits, The Bull of Pinehurst), Kohler Waters Spa, and the beaches/dunes of Kohler Andrae State Park. Renovated bedroom and movie room completed early 2020.

Jan 30 – Feb 6

R9,777 ZAR per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Kohler vacation rentals

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

Stay near Kohler's top sights

Bookworm Gardens31 locals recommend

The American Club12 locals recommend

Kohler Waters Spa at Destination Kohler21 locals recommend

Marcus Cinema8 locals recommend

Meijer6 locals recommend

Pizza Ranch4 locals recommend

Other great vacation rentals in Kohler

Guest favorite

Home in Sheboygan

4.96 out of 5 average rating, 122 reviews

Bright and Beautiful Lake Escape

May 2 – 9

R4,980 ZAR per night

Superhost

Apartment in Sheboygan

4.84 out of 5 average rating, 63 reviews

The Beach | Sheboygan 2Br/1 Ba

Nov 21 – 28

R2,319 ZAR per night

Guest favorite

Home in Kohler

4.96 out of 5 average rating, 23 reviews

The Kohler House

Sep 18 – 25

R3,694 ZAR per night

Guest favorite

Apartment in Sheboygan

4.98 out of 5 average rating, 89 reviews

Lovely modern two bedroom home with fire pit

Dec 6 – 13

R2,480 ZAR per night

Guest favorite

Guest suite in Sheboygan

4.92 out of 5 average rating, 66 reviews

Cozy 1BD RM W/ fireplace by lake

May 8 – 15

R1,870 ZAR per night

Guest favorite

Apartment in Sheboygan

5.0 out of 5 average rating, 87 reviews

Modern Upstairs Apt - Steps from Lake Michigan

Feb 27 – Mar 6

R2,531 ZAR per night

Guest favorite

Home in Sheboygan

5.0 out of 5 average rating, 63 reviews

Relaxing Sheboygan/Kohler Getaway

Aug 26 – Sep 2

R2,709 ZAR per night

Guest favorite

Cottage in Sheboygan

5.0 out of 5 average rating, 68 reviews

Cozy one bedroom cottage near lake Michigan!

May 14 – 21

R2,616 ZAR per night

Show all

Other great vacation rentals in Kohler

Guest favorite

Townhouse in Sheboygan

4.94 out of 5 average rating, 81 reviews

Danz Sheboygan Retreat. Newly Remodeled in 2021.

Nov 5 – 12

R1,882 ZAR per night

Guest favorite

Home in Sheboygan

4.94 out of 5 average rating, 17 reviews

House on a quiet street w/ off street parking 3bdr

May 9 – 16

R2,212 ZAR per night

Guest favorite

Apartment in Sheboygan

5.0 out of 5 average rating, 22 reviews

The Sheboygan Foodie Flat

Jul 13 – 20

R2,868 ZAR per night

Guest favorite

Apartment in Sheboygan

4.96 out of 5 average rating, 26 reviews

A Wave From It All! - Lake Condo

Aug 15 – 22

R2,765 ZAR per night

Guest favorite

Home in Sheboygan Falls

4.98 out of 5 average rating, 55 reviews

Adorable bungalow in historic Sheboygan Falls,WI

Sep 25 – Oct 2

R3,269 ZAR per night

Guest favorite

Home in Sheboygan

4.89 out of 5 average rating, 55 reviews

Quaint and Cozy home near beach on Lake Michigan

Oct 25 – Nov 1

R2,092 ZAR per night

Guest favorite

Home in Sheboygan

4.94 out of 5 average rating, 54 reviews

ClaraVida - Cheerful 1 Bed/2 Bath Near Beach

Oct 26 – Nov 2

R2,712 ZAR per night

Guest favorite

Condo in Sheboygan

5.0 out of 5 average rating, 42 reviews

Urban Townhouse

Feb 14 – 21

R3,313 ZAR per night

Show all

Quick stats about vacation rentals in Kohler

Total rentals
20 properties
Wifi availability
20 properties include access to wifi
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Family-friendly rentals
20 properties are a good fit for families
Total number of reviews
940 reviews
Nightly prices starting at
R767 ZAR before taxes and fees

Frequently Asked Questions

Are there vacation rentals with a dedicated workspace in Kohler?
Yes! Work meets play with ease at over 10 vacation rentals in Kohler featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there family-friendly house rentals in Kohler?
Kohler has more than 10 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Do house rentals in Kohler have a bbq area?
Absolutely! We offer over 10 house rentals with a bbq area in Kohler. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in house rentals in Kohler?
Experience the best of Kohler with our house rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do house rentals in Kohler have air conditioning?
Absolutely! We offer over 10 house rentals with air conditioning in Kohler. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Kohler have wifi?
Absolutely! We offer over 10 house rentals with wifi in Kohler. Enjoy a tailored experience with all the comforts you desire.

Kohler vacation rentals

Top-rated vacation rentals in Kohler

Vacation rentals for every style

Houses

Hotels

Unique stays

Popular amenities for Kohler vacation rentals

Stay near Kohler's top sights

Other great vacation rentals in Kohler

Home in Sheboygan

Apartment in Sheboygan

Home in Kohler

Apartment in Sheboygan

Guest suite in Sheboygan

Apartment in Sheboygan

Home in Sheboygan

Cottage in Sheboygan

Other great vacation rentals in Kohler

Townhouse in Sheboygan

Home in Sheboygan

Apartment in Sheboygan

Apartment in Sheboygan

Home in Sheboygan Falls

Home in Sheboygan

Home in Sheboygan

Condo in Sheboygan

Quick stats about vacation rentals in Kohler

Total rentals

Wifi availability

Rentals with dedicated workspaces

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Frequently Asked Questions

Are there vacation rentals with a dedicated workspace in Kohler?

Are there family-friendly house rentals in Kohler?

Do house rentals in Kohler have a bbq area?

How much does it cost to stay in house rentals in Kohler?

Do house rentals in Kohler have air conditioning?

Do house rentals in Kohler have wifi?

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