Sheboygan Area, Wisconsin Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Sheboygan Area, Wisconsin on RentalSaver.com!

Sheboygan Area Rentals

From $436 per night (USD)
VRBO
Super clean amazing location downtown Elkhart Lake
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
This is for the Upper Unit of the Duplex. Fresh and clean updated 3 bedroom!! One king bed, one queen & two twin beds sl ...
From $436 per night (USD)
VRBO
From $436 per night (USD)
Expedia
One Minute to Road America - Close to PGA Golfing
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Enjoy the activities at the Race track, and come back for relaxation. Plenty to do nearby as well. Osthoff Resort 6 min ...
From $436 per night (USD)
Expedia
From $262 per night (USD)
VRBO
30 Second Walk To Downtown
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Eloquent home that is a 30 second walk to downtown. This luxurious home has everything for your Elkhart Lake vacation. O ...
From $262 per night (USD)
VRBO
From $1185 per night (USD)
Expedia
House Neighboring Road America and the Mullet River
Bedrooms:
2
Bathrooms:
4
Sleeps:
14
Modern farmhouse nestled on a dead end road a mile from Road America and about an hour from Lambeau Field for the 2025 N ...
From $1185 per night (USD)
Expedia
From $324 per night (USD)
VRBO
Large Unique & Artistic Lake Michigan Beach House / Awesome Game Room
Bedrooms:
3
Bathrooms:
4
Sleeps:
14
Located at the very end of a beautiful private road, the Sand Castle Beach House is nestled between beautiful Lake Michi ...
From $324 per night (USD)
VRBO
From $345 per night (USD)
Expedia
Perfect Rating DT Home! Walk to Beach, Eats and More! 5 Min. to Road America!
Bedrooms:
2
Bathrooms:
4
Sleeps:
12
Welcome to ElkHEART Escape! You and your family& friends will fall in love with our newly renovated, 4 bedroom/2 Full ba ...
From $345 per night (USD)
Expedia
From $133 per night (USD)
VRBO
cute and cozy-minutes from beaches,parks,trails,entertainment!
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Cute comfortable open concept 2 bedroom apartment adjacent/ above The Dundee's Roadhouse super fun full service food and ...
From $133 per night (USD)
VRBO
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Expedia
Historic 1920s home with high speed WIFI and Air Conditioning
Bedrooms:
1
Bathrooms:
4
Sleeps:
8
Enjoy the comfort and charm of this historic 1920s custom built home. The beauty of this home resonates with its custom ...
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Expedia
From $198 per night (USD)
VRBO
The RandomCabin “On Random Lake”
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Suprising. Waterfront. Cozy. Unique. Rustic. Modern. These all describe the Random Cabin. In the Small inviting village ...
From $198 per night (USD)
VRBO
From $203 per night (USD)
VRBO
Elkhart Lake Flat - 3 min. to Road America
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
This rental is a fully furnished with two bedrooms, two portable single cots, one bath, full stocked kitchen, dining roo ...
From $203 per night (USD)
VRBO
From $308 per night (USD)
VRBO
Updated Victorian in the Heart of Sheboygan. Beach, Downtown, Golf, Road America
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
Lovingly restored 1890s Victorian home, updated to include the modern amenities you expect. Fully stocked kitchen, with ...
From $308 per night (USD)
VRBO
From $474 per night (USD)
VRBO
Rustic 3BR cottage on beach, 40 min from downtown Milwaukee.
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
This 3BR rustic cottage is quietly tucked away and just steps away from the shoreline of Lake Michigan. Large deck for ...
From $474 per night (USD)
VRBO
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VRBO
25 min. to Kohler Resort, Golf, Spa, Dining
Bedrooms:
5
Bathrooms:
6
Sleeps:
14
This 5,500 square feet home sits directly on Lake Michigan. 6 Bedrooms and 4 full baths plus 2 1/2 baths. Located in Ced ...
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VRBO
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Expedia
Apt w/ Shared Gas Grill, 2 Blocks to Dtwn!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Escape to Lake Michigan when you choose this centrally located Sheboygan vacation rental! Bring your fishing rods to spe ...
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Expedia
From $197 per night (USD)
VRBO
Ultimate Racing Fan Suite Near Road America – Relax Between Laps!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to our fresh new race ready suite in the Motorsport Villa complex, located just 1 mile from the legendary Road A ...
From $197 per night (USD)
VRBO
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Expedia
Spacious 6 bedroom Ryder Cup Getaway
Bedrooms:
3
Bathrooms:
6
Sleeps:
11
Your premier destination for the 2021 Ryder Cup. In the heart of the action, you will be conveniently located only 6 mi ...
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Expedia
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VRBO
Wander Back Inn to Sheboygan
Bedrooms:
3
Bathrooms:
3
Sleeps:
16
*Bring the whole family to this great place with lots of room for fun. Plenty of space inside and out! Foosball and ping ...
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VRBO
From $283 per night (USD)
VRBO
'McJugger’s Loft:' Walk to Lake, Park, Restaurants
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Experience small-town Wisconsin from this 3-bed, 2-bath vacation rental! 'McJugger's Loft' is ideal for a family trip, c ...
From $283 per night (USD)
VRBO
From $193 per night (USD)
VRBO
Private, Peaceful Retreat near Road America
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
If you like racing, hiking, biking, golf, antiquing or fishing our quaint, quiet apartment is for you! Road America race ...
From $193 per night (USD)
VRBO
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Expedia
Ryder Cup 2021 - Home near Lake Michigan, 6 miles from Whistling Straits
Bedrooms:
2
Bathrooms:
5
Sleeps:
10
This mid-century modern home is situated in a quiet north Sheboygan Neighborhood, a 2 min walk to the Lake Michigan shor ...
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Expedia
From $150 per night (USD)
VRBO
BEST LOCATION IN SHEBOYGAN! Steps to beach & marina, walk to historic downtown!
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
My husband and I love to stay in a reasonably priced condo or flat when we travel. We like to feel like we are at a home ...
From $150 per night (USD)
VRBO
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Expedia
Ryder Cup Ready-Minutes away from Whistling Straits
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
<p>Located in a rural area, this welcoming vacation home lets you experience it all in Sheboygan Falls. You'll easily ma ...
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Expedia
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VRBO
10 min drive to Whistling Straits Golf course
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
4 bedroom House with 2.5 baths and finished basement. Lots of extra room to spread out or add air mattresses to accommod ...
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VRBO
From $274 per night (USD)
Expedia
Sheboygan Waterfront 3 Bedroom 2.5 Bathroom Home
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Escape to this spacious downtown riverfront retreat with easy access to nearby beaches, restaurants, and local shopping ...
From $274 per night (USD)
Expedia
From $231 per night (USD)
VRBO
Scenic Lake Views in Sheboygan
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Watch the sun/moon come up over Lake Michigan across from the Sheboygan Marina and scenic lighthouse in this beautifully ...
From $231 per night (USD)
VRBO
From $809 per night (USD)
VRBO
'Beautiful Day Getaway' - Lake Michigan Views
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Set your sights on the coastal community of Sheboygan, where you can find 2 miles of sandy beaches, epic sailing, and a ...
From $809 per night (USD)
VRBO
From $337 per night (USD)
VRBO
Colorful Cottage w/ Hot Tub - Steps to Long Lake!
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Prepare to experience lake life at this vacation rental in Campbellsport. Sitting across the street from Long Lake, this ...
From $337 per night (USD)
VRBO
From $633 per night (USD)
Expedia
Remodeled lake house on Lake Michigan, near Kohler
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Located just south of Sheboygan, right on Lake Michigan. Blue Dune cottage has 3 bedrooms (2 upstairs, 1 on main level) ...
From $633 per night (USD)
Expedia
From $1832 per night (USD)
VRBO
Beachfront property with panoramic view of Lake Michigan!
Bedrooms:
6
Bathrooms:
6
Sleeps:
20
Create memories at this beautiful Lake Michigan beachfront home. At the end of a private road, this year-round lake hous ...
From $1832 per night (USD)
VRBO
From $923 per night (USD)
VRBO
Newly renovated home on Lake Michigan - heated pool- Ozaukee County
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Welcome to Wisco Lakehouse! Our lakefront home is perfect year-round for a fun family vacation, couple’s getaway, golf t ...
From $923 per night (USD)
VRBO
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VRBO
RYDER CUP RENTAL : rustic lake front log cabin - 45min to Ryder Cup
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Log Cabin with loads of rustic charm situated on Forest Lake, Campbellsport, WI., a spring feed lake surrounded by the n ...
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VRBO
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Expedia
2021 Ryder Cup Retreat
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Enjoy a cup of coffee or a drink on the two-tiered deck, sit around a bonfire roasting marshmallows or relax in the hot ...
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Expedia
From $269 per night (USD)
VRBO
Chic Plymouth Townhome < 1 Mi to Road America
Bedrooms:
2
Bathrooms:
2
Sleeps:
7
Prepare for an unforgettable retreat at this 2-bedroom, 2-bathroom Plymouth vacation rental next to Road America! Nestle ...
From $269 per night (USD)
VRBO
From $411 per night (USD)
Expedia
Private, Spacious Property, Hot Tub, Sleeps 9, EV Charger
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
Enhance your well being with a relaxing fall getaway at The Pines located in the beautiful southern Kettle Moraine Fores ...
From $411 per night (USD)
Expedia
From $195 per night (USD)
VRBO
Fall and Holiday Dates Available! Long stays welcome!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Two bedroom, 2 bath condominium includes a 2 car garage, laundry, and a 3 season room overlooking farm fields on the edg ...
From $195 per night (USD)
VRBO
From $1643 per night (USD)
VRBO
Spectacular Lake Michigan house just steps to the water
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Aptly named, the Crayola House where Lake Michigan hugs the property and you can see the water from nearly every room in ...
From $1643 per night (USD)
VRBO
From $305 per night (USD)
VRBO
Cozy Unit w/ Patio: Walk to Dining, Lake Elkhart!
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Experience small-town lakeside living with a trip to this Elkhart Lake vacation rental! The 2-bedroom, 1-bath unit belon ...
From $305 per night (USD)
VRBO
From $349 per night (USD)
VRBO
Pet-Friendly Sheboygan Home, 1 Mi to Lake Michigan
Bedrooms:
1
Bathrooms:
4
Sleeps:
10
Whether you’re on the hunt for some good cheese, a delicious fried brat or just a simple lake retreat, this vacation ren ...
From $349 per night (USD)
VRBO
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VRBO
Large Family Home DNC/Ryder Cup
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
4300 sq ft home boasts upper/lower living area, upper kitchen, lower kitchenette, 5 bedrooms, 3 full bathrooms; currentl ...
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VRBO
From $227 per night (USD)
VRBO
Walkable Lake Elkhart Apt: Dine, Shop, Swim!
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Dive headfirst into the lakeside life with a trip to Lake Elkhart, home to this 2-bedroom, 1-bath vacation rental. The d ...
From $227 per night (USD)
VRBO
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VRBO
Perfect location for a visit to Sheboygan County
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Ranch home with walkout lower level overlooking the woods. Enjoy the view from the windows, 3 seasons room, or the spaci ...
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VRBO
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Expedia
Fun family home near Ryder Cup
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Minutes from Ryder Cup, steps from Lake Michigan. 4 bedroom home with open concept family room, kitchen, and formal dini ...
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Expedia
From $832 per night (USD)
VRBO
Secluded Modern Beach Home
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Our beautiful lake house is tucked quietly away from the main road and is only steps from the beach. We designed our 3,5 ...
From $832 per night (USD)
VRBO
From $827 per night (USD)
Expedia
Central located. Seconds from the highway to get to kohler, and Elkhart lake
Bedrooms:
2
Bathrooms:
4
Sleeps:
14
Everything you need on one level. complete modern Open concept living room, kitchen and dinning area. Hosts two large k ...
From $827 per night (USD)
Expedia
From $288 per night (USD)
VRBO
Riverview Getaway
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
Lower level of a beautiful, spacious riverfront house built in classic Frank Lloyd Wright style. Lovely views from both ...
From $288 per night (USD)
VRBO
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Expedia
Ryder Cup rental just minutes from Whistling Straits Golf Course
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
A spacious, open concept ranch home that has three bedrooms, two and a half bathrooms, first floor laundry, and cable TV ...
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Expedia
From $202 per night (USD)
VRBO
2BR Duplex Lower Overlooking Kiwanis Park
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
This 2BR lower unit of a duplex is located in a quiet neighborhood, yet it is within walking distance of 2 coffee shops, ...
From $202 per night (USD)
VRBO
From $377 per night (USD)
VRBO
Lakefront Campbellsport Retreat w/ Dock & Yard!
Bedrooms:
2
Bathrooms:
4
Sleeps:
12
Discover your own slice of Wisconsin heaven at this 4-bedroom, 2.5-bathroom Campbellsport vacation rental! You'll be in ...
From $377 per night (USD)
VRBO
From $620 per night (USD)
VRBO
Beach Access near Kohler-Andrae
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
***New Softub Resort 300 6-person Hot Tub will be available for Winter guest use October 31st thru May 17th!*** Wheth ...
From $620 per night (USD)
VRBO
From $268 per night (USD)
VRBO
Country Homestead next to the City, with Perfect Location for Road America HPDE
Bedrooms:
0
Bathrooms:
4
Sleeps:
8
Welcome to our large country homestead next to the city of Plymouth, just minutes from Road America and Elkhart Lake. J ...
From $268 per night (USD)
VRBO
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VRBO
Northside Charmer!
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Charming Northside Sheboygan home just 5 miles from Whistling Straits, a ten minute walk to Lake Michigan and 15 minute ...
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VRBO
From $198 per night (USD)
Expedia
BEACHSIDE GETAWAY IN SHEBOYGAN
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Located just one lot in from the beautiful shores or Lake Michigan. This amazing location provides year round stunning v ...
From $198 per night (USD)
Expedia
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VRBO
Beautiful Historic Home Near Lake Michigan
Bedrooms:
2
Bathrooms:
4
Sleeps:
7
Beautiful historic home near Lake Michigan, only 6 blocks away. This house offers 4 bedrooms, 2 full bathrooms dinning ...
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VRBO
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Expedia
Perfect location for Ryder Cup!
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Tri-level home in a quiet neighborhood with modern updates and less than five miles from the Ryder Cup! Perfect backyard ...
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Expedia
From $404 per night (USD)
VRBO
BEACHVIEW GETAWAY
Bedrooms:
1
Bathrooms:
5
Sleeps:
10
Amazing location just off of Lake Michigan. A quick walk to the public beach across the street or downtown as well. Prev ...
From $404 per night (USD)
VRBO
From $367 per night (USD)
Expedia
Clara's Cottage, On Lake Michigan
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
The cottage is located approximately 45 minutes north of Milwaukee and ,10 minutes south of historic Sheboygan/Kohler ...
From $367 per night (USD)
Expedia
From $220 per night (USD)
VRBO
DOWNTOWN Elkhart Lake—Modern Cottage—Upper Condo AVAILABLE FOR OFF SEASON RENTAL
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
AVAILABLE OCTOBER THROUGH MAY FOR OFF SEASON MONTH TO MONTH RENTAL Lake Street Retreat is the UPPER unit in an origina ...
From $220 per night (USD)
VRBO
From $304 per night (USD)
VRBO
AAA 4 Diamond, Pristine Elkhart Lake, Award winning Spa, World Class Golf
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Picture #3 is a video tour!! For resort preview please go to http://www.osthoff.com RELAX and ENJOY our custom decor ...
From $304 per night (USD)
VRBO
From $8475 per night (USD)
VRBO
Serene Lakeview Retreat on Lake Michigan - Minutes to Whistling Straights
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Relax in this beautiful secluded home with breathtaking views of Lake Michigan. This spacious 4 bedroom home is showered ...
From $8475 per night (USD)
VRBO
From $193 per night (USD)
VRBO
Riverfront Sheboygan Townhome w/ Grill!
Bedrooms:
1
Bathrooms:
2
Sleeps:
8
Find rest and relaxation where the Sheboygan River flows into Lake Michigan at this 2-bedroom, 1.5-bathroom townhome. Th ...
From $193 per night (USD)
VRBO
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VRBO
The perfect Ryder Cup Rental
Bedrooms:
2
Bathrooms:
5
Sleeps:
8
Just 15 minutes away from Whistling Straits this 5 bedroom and 2.5 bath is perfect for you. Feel free to come as a fami ...
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VRBO
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Expedia
16 MIN FROM RYDERCUP Wooded Retreat
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
3000 sq ft ranch 16 minutes from the Ryder Cup, this lovely 4 bed/2 bath is nestled in a beautiful wooded neighborhood a ...
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Expedia
From $267 per night (USD)
VRBO
Lake Michigan Sand Beach & Wooded Privacy
Bedrooms:
1
Bathrooms:
2
Sleeps:
8
Located just east of Oostburg, Wisconsin beach and lake front home is a place to enjoy the seasons of Lake Michigan. You ...
From $267 per night (USD)
VRBO
From $347 per night (USD)
VRBO
Secluded Sanctuary with Beach and Woods
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
The Cottage is a beautifully decorated French Country bungalow located on 7.5 acres of a privately owned compound. Mile ...
From $347 per night (USD)
VRBO
From $556 per night (USD)
VRBO
4br Track View Townhome Next to Road America
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
With a view of Road America Racetrack, a short walk to Road America's Main Gate, a 5 minute drive into the historic Vill ...
From $556 per night (USD)
VRBO
From $155 per night (USD)
Expedia
GGG Log Cabin Apartment on the Ice Age Trail
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
With 10-11’ ceilings and 1000 sf, this sunny apartment is the second floor of an 1860’s log cabin. Completely updated wi ...
From $155 per night (USD)
Expedia
From $191 per night (USD)
VRBO
Sheboygan Getaway w/ Yard: 1 Mi to Lake Michigan
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Whether you're here to visit friends or family, this lower-level 2-bed, 1-bath Sheboygan vacation rental apartment has a ...
From $191 per night (USD)
VRBO
From $277 per night (USD)
Expedia
Malibu of the Midwest Condo steps from the Lake
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
7th Heaven Condo is in the popular South Pier district. Cute condo is on the 2nd floor with elevator access. Across the ...
From $277 per night (USD)
Expedia
From $199 per night (USD)
VRBO
Logan Ave Holiday House - Upper
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Unique attractions and endless days by Lake Michigan await at this ideally located vacation rental! Hosting 2 bedrooms, ...
From $199 per night (USD)
VRBO
From $346 per night (USD)
Expedia
Beach front luxury spacious villa !
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
Beach front luxury spacious condo! Beautiful remodeled four bedroom villa/condo overlooking Lake Michigan, well equippe ...
From $346 per night (USD)
Expedia
From $225 per night (USD)
VRBO
Riverfront Townhome with GIANT Rec Room and Private Riverfront Deck
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
More than just an inviting home away from home. It’s a friendly gesture, usually followed by a smile, and exchanged betw ...
From $225 per night (USD)
VRBO
From $262 per night (USD)
Expedia
4 Bedroom Home on the River with Private River access
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Take in the coastal vibes as you enjoy your stay at this Riverfront home. With private access to the river, kayaks to us ...
From $262 per night (USD)
Expedia
From $364 per night (USD)
VRBO
LUXE Manor with Modern, Elegant Vibes
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Modern chic blends with classic sophistication in this late 1800s Manor. Enjoy the expansive 4,500 square feet of elegan ...
From $364 per night (USD)
VRBO
From $219 per night (USD)
VRBO
Family-Friendly House: Walk to Lake Michigan!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Spend fun-filled days with your surfboard when you choose this conveniently located Sheboygan vacation rental! Just unde ...
From $219 per night (USD)
VRBO
From $225 per night (USD)
VRBO
Plymouth , Elkhart Lake area home, private country setting and newly renovated
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Beautiful private ranch home with farmhouse decor. Close to many attractions like Elkhart Lake, Road America, Mercury Ra ...
From $225 per night (USD)
VRBO
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Expedia
Dance Hall, Events Welcome, Sleeps 16+, Pets OK
Bedrooms:
0
Bathrooms:
0
Sleeps:
0
Dive into the history of this unique and memorable place. We allow guests to host small weddings and events during their ...
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Expedia
From $822 per night (USD)
VRBO
Beautiful home - Great for Road America, golf outings, NFL Draft, or just R&R!
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Beautiful home in a quiet neighborhood. Less than a minute from Road America, 10 minutes to Elkhart Lake. Enjoy the to ...
From $822 per night (USD)
VRBO
From $401 per night (USD)
VRBO
Retreat to Crystal Lake
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Beautiful Home on Crystal Lake. 120 feet of lake frontage. Large front yard and patio allows you to enjoy the beautifu ...
From $401 per night (USD)
VRBO
From $494 per night (USD)
VRBO
Modern Lakeside House with Treehouse
Bedrooms:
3
Bathrooms:
4
Sleeps:
11
Welcome to Curtiss Castle! Ideal for large families, remote workers, lake lovers, and golf enthusiasts! This peaceful, w ...
From $494 per night (USD)
VRBO
From $1349 per night (USD)
Expedia
Lake House w/ 6-BR's, Sauna - Kohler-Andrae
Bedrooms:
3
Bathrooms:
6
Sleeps:
15
Welcome to the House at Wilson Shore hosted by Sheboygan Vacation Rentals. Escape to the serene beauty of this stunning ...
From $1349 per night (USD)
Expedia
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VRBO
Top Floor Condo With Lake Michigan Views Throughout!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Relax in this luxurious new construction condo! Enjoy top floor Lake Michigan Views from every room! Balcony with lots o ...
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VRBO
From $728 per night (USD)
Expedia
4BR Villa on 25 Acres – 10min to Road America Fire Pit & Chef’s Kitchen
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Private 25-acre 4BR villa just 10 minutes from Road America & Elkhart Lake. A peaceful retreat with fire pit, orchard tr ...
From $728 per night (USD)
Expedia
From $1232 per night (USD)
VRBO
NEW!! Luxury Rental - Parker House. Private Beach Access & Walkable to Downtown
Bedrooms:
4
Bathrooms:
5
Sleeps:
14
Welcome to Parker House, a private vacation rental situated in Elkhart Lake, Wisconsin! Parker House is located off the ...
From $1232 per night (USD)
VRBO
From $110 per night (USD)
VRBO
COMFY, COZY, and CONVENIENT!!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Whether you are visiting for golf, fishing, a Green Bay Packer game, Road America, or simply a vacation, this convenient ...
From $110 per night (USD)
VRBO
From $355 per night (USD)
VRBO
*NEW* Sleeps 8 & Spacious!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Welcome to Superior Commons by Doorway Travel! This newly renovated and professionally decorated apartment is centrally ...
From $355 per night (USD)
VRBO
From $318 per night (USD)
Expedia
Newly Updated! Downtown & Shore
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Welcome to Superior Commons by Doorway Travel! This newly renovated and professionally decorated apartment is centrally ...
From $318 per night (USD)
Expedia
From $324 per night (USD)
VRBO
*NEW* Beautiful & Convenient!
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Welcome to Superior Commons by Doorway Travel! This newly renovated and professionally decorated apartment is centrally ...
From $324 per night (USD)
VRBO
From $438 per night (USD)
VRBO
Wisconsin Vacation Rental: 1 Mi to Road America!
Bedrooms:
3
Bathrooms:
5
Sleeps:
14
Bring the whole family along for a fun-filled vacation in Plymouth, Wisconsin! This unique vacation rental home near Roa ...
From $438 per night (USD)
VRBO
From $591 per night (USD)
VRBO
Racer’s Getaway - Rural, Upscale, Unique Home 8 minutes from Road America
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Our home is located on a very private 50 acre hobby farm in rural Elkhart Lake approximately 6 miles from Road America a ...
From $591 per night (USD)
VRBO
From $552 per night (USD)
Expedia
A Glorious Getaway Sheboygan - LUX Lake Condo
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
Summary: Welcome to a Glorious Getaway! Steps to Lake Michigan come and enjoy this luxury 4 bed 3 bath condo. Located i ...
From $552 per night (USD)
Expedia
From $220 per night (USD)
VRBO
Eclectic Spacious 3 BR Home Near Lake MI w/ Fire Pit
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Welcome to the Relax ‘n Retreat! Retreat: noun - a quiet or secluded place in which one can rest and relax Unwind at o ...
From $220 per night (USD)
VRBO
From $554 per night (USD)
VRBO
Close to Downtown Elkhart Lake!!
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Located 7 blocks from Beautiful Clear Elkhart Lake. Summertime is a Great Time in Elkhart Lake with the Lake for swimmin ...
From $554 per night (USD)
VRBO
From $277 per night (USD)
VRBO
Modern Room Near Indoor Pool
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
WELCOME RACE FANS AND VACATIONERS!!!! The Victorian Inn is the perfect lodging for families and friends. Located along a ...
From $277 per night (USD)
VRBO
Click For Pricing
Expedia
Pet Friendly Courtyard View
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
WELCOME RACE FANS AND VACATIONERS!!!! The Victorian Inn is located along a picturesque freshwater lake and within walkin ...
Click For Pricing
Expedia
From $228 per night (USD)
VRBO
Elegant Condo in Historic Sheboygan Falls, Licensed and inspected by Sheb County
Bedrooms:
2
Bathrooms:
2
Sleeps:
14
Beautiful Upper Condo in Historic Sheboygan Falls. Licensed and professionally inspected by Sheboygan County, next to th ...
From $228 per night (USD)
VRBO
From $495 per night (USD)
Expedia
Beach House on the shores of Lake Michigan Near downtown Sheboygan
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Amazing location on the shores of Lake Michigan. One of only a few homes in the city of Sheboygan that are right on the ...
From $495 per night (USD)
Expedia
From $313 per night (USD)
VRBO
Perfect Paradise - Lakeview Condo w/ 7 Beds, Jacuzzi, and Balcony
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Perfect Paradise by Great Lakes Getaways! Unwind in this spacious 4-bedroom, 3-bath beachfront condo—perfect for famili ...
From $313 per night (USD)
VRBO
From $290 per night (USD)
Expedia
Beautiful 3BR Home Near Lake MI
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
🏡 Overview Relax and recharge in this charming 3-bedroom, 1.5-bath home just one block from Lake Michigan. Nestled in a ...
From $290 per night (USD)
Expedia
From $284 per night (USD)
VRBO
Huron Ave · Spacious & Peaceful Home in the heart of Sheboygan
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
Come stay at a beautiful home close to Lake Michigan and downtown Sheboygan! Located in a quiet neighborhood, and two b ...
From $284 per night (USD)
VRBO
From $247 per night (USD)
Expedia
Serene Home One Block From Lake Michigan
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to our spacious, two-story 3-bedroom, 2-bathroom home just one block from Lake Michigan and beautiful Deland Par ...
From $247 per night (USD)
Expedia

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Results: 343 Rentals