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 $362 per night (USD)
VRBO
Close to Road America and Beautiful Elkhart Lake and Great Golf Courses
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
COME ENJOY ALL FOUR BEAUTIFUL SEASONS! The beautiful fall colors can be seen for miles and are accented with gorgeous su ...
From $362 per night (USD)
VRBO
From $1108 per night (USD)
Expedia
Vacation In STYLE! 2 minutes to Road America, Beach, Golf, Downtown Elkhart Lake
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Gorgeous home! Rustic design with 3900 sq. ft. open concept floor plan provides perfect space for everyone in your part ...
From $1108 per night (USD)
Expedia
From $140 per night (USD)
VRBO
Experience Wisconsin in an old farmhouse in the beautiful Kettle Moraine
Bedrooms:
1
Bathrooms:
1
Sleeps:
5
My home sits on a 2 acre plot of land. It is in the country with lots of wildlife, trees, trails, and a hill with a view ...
From $140 per night (USD)
VRBO
From $699 per night (USD)
VRBO
Elkhart Lake lakeside cottage
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
A 4 bedroom, 2 bath private home directly on the shore of beautiful Elkhart Lake. Two large living rooms, lovely lakefro ...
From $699 per night (USD)
VRBO
From $274 per night (USD)
VRBO
The Esker Ridge Chalet, Pristine Elkhart Solitude
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Experience the solitude and peace of the Kettle Moraine forest while remaining within walking distance of the beautiful ...
From $274 per night (USD)
VRBO
From $542 per night (USD)
VRBO
A GREAT PLACE ON A GREAT LAKE!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Enjoy the breathtaking sunrises and awe-inspiring views of Lake Michigan from this year-round home. This home is a priva ...
From $542 per night (USD)
VRBO
From $492 per night (USD)
VRBO
Family Fun on Crystal Lake Island - minutes to Road America, hiking, PGA Golf
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
**2025 and 2026 calendar is open. Please note that our peak season rentals are a week minimum and run Monday-Monday** T ...
From $492 per night (USD)
VRBO
From $285 per night (USD)
VRBO
HD Acres - Rustic Retreat near Road America and Kohler Golf
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
A quarter-mile drive into the woods will bring you to our homestead that's situated on 40 acres that has it all -- ponds ...
From $285 per night (USD)
VRBO
From $229 per night (USD)
VRBO
REMODELED HOME ON LAKE MICHIGAN
Bedrooms:
1
Bathrooms:
3
Sleeps:
7
3 Bedrooms and 1.5 Baths in this two-story brick home. Located about one mile south of downtown Sheboygan on a bluff ove ...
From $229 per night (USD)
VRBO
From $1241 per night (USD)
Expedia
Beautiful Country Home Near Popular Hot Spots!
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Stay in our spacious home, that includes two living rooms, as well as a bar area with darts, a pool table and foosball t ...
From $1241 per night (USD)
Expedia
From $388 per night (USD)
VRBO
Updated Sheboygan Home w/ Porch < 1 Mi to Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Discover contemporary comfort right beside Lake Michigan’s coast with a trip to this 3-bedroom, 2-bathroom Sheboygan vac ...
From $388 per night (USD)
VRBO
From $226 per night (USD)
VRBO
Seagull Beach Guest House, Unique Lake Michigan Cottage on private beach
Bedrooms:
2
Bathrooms:
1
Sleeps:
2
The whimsical little cottage has a spectacular view of the private beach, the woods and sunrises. Starting right at your ...
From $226 per night (USD)
VRBO
From $456 per night (USD)
VRBO
Lake House - Great stay for Road America and Kohler golf
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Master Bedroom - King Size Bed with view of the lake Second Bedroom - Two Twin Beds Third Bedroom - One Twin Bed 2 Pull ...
From $456 per night (USD)
VRBO
Click For Pricing
Expedia
Beach Lake House walking disance to lake Close to Downtown & South Pier 4BR 2BA
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Amazing location just 3 blocks of Lake Michigan. a short walk to the public south beach, 2 min driving to the beach. 4 ...
Click For Pricing
Expedia
From $430 per night (USD)
VRBO
A private, peaceful country home near Elkhart Lake
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Get away from it all in my quiet and very private country home near Elkhart Lake, WI. You'll be minutes away from Road A ...
From $430 per night (USD)
VRBO
From $432 per night (USD)
VRBO
Beautiful Remodeled Lake Michigan Beachfront Home Country Setting w/ 500mbps int
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
NOW we have 5000mbps internet speed! Yes you can now work from (my)Home. Great large white sandy beach! Spacious rem ...
From $432 per night (USD)
VRBO
From $1003 per night (USD)
VRBO
A Short Walk to The Beach!
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Come and enjoy our little slice of paradise at the Victorian Inn. We completely remodeled our rooms in 2021. Our assoc ...
From $1003 per night (USD)
VRBO
From $347 per night (USD)
VRBO
Sheboygan Retreat in Black River
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Only an hour drive north of Milwaukee and south of Green Bay. Experience all Sheboygan County has to offer. Kohler gol ...
From $347 per night (USD)
VRBO
From $864 per night (USD)
VRBO
Walk to Road America Races. Enjoy the lake frontage and fishing and kayaking.
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
Located on Little Elkhart Lake walking distance to Road America. Private 450' of waterfront on a peninsula with undevelo ...
From $864 per night (USD)
VRBO
From $455 per night (USD)
Expedia
Inviting, Rustic Beach front cottage on Beautiful Lake Michigan
Bedrooms:
1
Bathrooms:
3
Sleeps:
7
This rustic and charming 3 bedroom cottage has been in our family for over 100 years. It can sleep 7 adults plus we hav ...
From $455 per night (USD)
Expedia
From $964 per night (USD)
VRBO
Newly Remodeled Beachfront Home
Bedrooms:
3
Bathrooms:
6
Sleeps:
12
This 6 bedroom, gut-remodeled home was designed to provide comfort and privacy with families in mind. With 3 completely ...
From $964 per night (USD)
VRBO
From $276 per night (USD)
VRBO
Good Vibes on the Third Coast-Pet Friendly! Cozy and Close by!
Bedrooms:
1
Bathrooms:
4
Sleeps:
6
Peaceful bohemian retreat filled with warmth and a lively vibe! Perfect for couples, remote workers, girls weekends, gol ...
From $276 per night (USD)
VRBO
From $964 per night (USD)
VRBO
Stunning private home hidden in the woods. Can sleep 11 guests
Bedrooms:
1
Bathrooms:
2
Sleeps:
11
NEW FOR 2025 BRAND NEW 7 person hot tub added to a beautiful rebuilt front deck along with deck lighting to-make this a ...
From $964 per night (USD)
VRBO
From $309 per night (USD)
Expedia
2 bed/2 bath Townhouse on a Quiet cul de sac with backyard views and a Hot tub
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Modern/updated 2 bedroom 2 bath townhouse on a quite Cul-De-Sac in Sheboygan, WI. Every part of this house has been remo ...
From $309 per night (USD)
Expedia
From $2015 per night (USD)
VRBO
Last-minute Labor Day plans? Spend the holiday on the beach in Wisconsin!
Bedrooms:
7
Bathrooms:
10
Sleeps:
24
The 10,000 square foot Castino Lakeview Mansion sits high atop a bluff with uninterrupted breathtaking views of Lake Mic ...
From $2015 per night (USD)
VRBO
From $1188 per night (USD)
Expedia
Lake home with crystal clear water
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Come enjoy the pristine waters of Crystal Lake. Relax: Sip coffee or cocktails on our two large decks with sweeping lake ...
From $1188 per night (USD)
Expedia
From $1012 per night (USD)
VRBO
Peace & Calm Awaits You on Your Own Private Beach… it’s Your Happy Place
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Welcome to a mid century home with soaring ceilings directly on the sands of Lake Michigan. Your private beach front get ...
From $1012 per night (USD)
VRBO
From $1057 per night (USD)
Expedia
Luxurious Newly Renovated 4 Bedroom Home Near Elkhart Lake, Green Bay & Kohler
Bedrooms:
3
Bathrooms:
4
Sleeps:
14
Our beautiful, newly renovated home is your ultimate getaway retreat. This spacious house not only includes modern touc ...
From $1057 per night (USD)
Expedia
From $334 per night (USD)
VRBO
Not too late to book a Fall vacation at Beachdaze!
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Experience the ultimate Great Lakes getaway at Beachdaze where comfort meets the beauty of Lake Michigan. This isn't jus ...
From $334 per night (USD)
VRBO
From $524 per night (USD)
Expedia
Rare Find! Huge Beach & Luxe Woodsy Cabin
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Enjoy a memorable escape on the beach AND in the woods at your private luxury cabin on Lake Michigan's beachfront. Feels ...
From $524 per night (USD)
Expedia
From $675 per night (USD)
VRBO
Lake Michigan Home with gorgeous views, great spot for family or golf retreat
Bedrooms:
3
Bathrooms:
5
Sleeps:
14
Our beautiful lakefront home is perfect for a relaxing retreat! Minutes to downtown Sheboygan, downtown Kohler with 5 ...
From $675 per night (USD)
VRBO
From $1686 per night (USD)
VRBO
Experience Gracious Living & Destination Kohler
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Welcome! NEW spacious 4000ft² lodging centrally located: 5 World-Class golf courses, Road America, Elegant Wineries/Spas ...
From $1686 per night (USD)
VRBO
From $193 per night (USD)
VRBO
Country Cheese Factory - King Bed!
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
See our other home and many reviews! https://airbnb.com/h/plymouth-guest-house Entire House! 4 minutes from Road Americ ...
From $193 per night (USD)
VRBO
From $193 per night (USD)
Expedia
Wyatt's Country Home - King Bed!
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Soak up the modern vintage charm of our fully remodeled and updated home! Thank you for choosing our sparkling clean spa ...
From $193 per night (USD)
Expedia
From $542 per night (USD)
VRBO
Beautiful, newly built 3rd floor Townhouse in historic Elkhart Lake, WI.
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Beautifully appointed, third floor Townhouse at the Trackside Townhouses across the road from famous Road America. Short ...
From $542 per night (USD)
VRBO
From $185 per night (USD)
Expedia
Country Guest House
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
See our other listing! https://airbnb.com/h/cheese-factory-bnb Entire house! Cozy Warm! This beautiful and unique guest ...
From $185 per night (USD)
Expedia
From $347 per night (USD)
VRBO
Country beauty on 5 acres
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Single family home with 3 bedrooms, 3 bathrooms,1 with whirlpool tub and the other 2 have showers.Great room with 22 ft ...
From $347 per night (USD)
VRBO
From $2149 per night (USD)
VRBO
Private, 4-bedroom, 2.5-bath near Kohler golf & walking distance to winery!
Bedrooms:
3
Bathrooms:
6
Sleeps:
10
Located on a dead-end street, this 4 bedroom home is less than 15 minutes away from Whistling Straits and many other gol ...
From $2149 per night (USD)
VRBO
From $473 per night (USD)
VRBO
Spacious Sheboygan Home w/ Grill & Fire Pit!
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Escape the mundane and discover Lake Michigan bliss at this 5-bedroom, 3-bathroom Sheboygan vacation rental! Start your ...
From $473 per night (USD)
VRBO
From $3050 per night (USD)
VRBO
Beautiful Home To Enjoy Your Experience
Bedrooms:
3
Bathrooms:
5
Sleeps:
11
Beautiful home less than 5 miles from Elkhart Lake, 20 miles from Whistling Straights and 40 miles from the EAA Aviation ...
From $3050 per night (USD)
VRBO
From $490 per night (USD)
VRBO
Elkhart Lake Townhome - 20 Mi to Sheboygan!
Bedrooms:
1
Bathrooms:
1
Sleeps:
5
Make your escape to the 'Vulcan', a 1-bed, 1-bath vacation rental townhome less than a mile from the beaches of Elkhart ...
From $490 per night (USD)
VRBO
From $595 per night (USD)
Expedia
Modern Townhome w/ Deck - 1/2 Mi to Elkhart Lake!
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
Rev your engines at this 3-bed, 2-bath Elkhart Lake vacation rental! It’s no wonder the townhome carries the nickname 'R ...
From $595 per night (USD)
Expedia
From $518 per night (USD)
VRBO
Elkhart Lake Townhome, Mins to Road America!
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
Treat yourself to a worry-free retreat in Elkhart Lake - where life is good and living is easy! Make your vacation even ...
From $518 per night (USD)
VRBO
From $560 per night (USD)
Expedia
Elkhart Lake Townhome - 3 Mi to Road America!
Bedrooms:
2
Bathrooms:
2
Sleeps:
7
Consider this modern 2-bed, 2-bath vacation rental townhome your 'Vantage' point for exploring Elkhart Lake! This proper ...
From $560 per night (USD)
Expedia
From $815 per night (USD)
VRBO
Boutique Gallery House - Stay inside a Work of Art
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Stay Somewhere Beautiful. Some homes give you a place to sleep. It's 515 Somewhere gives you a place to feel inspired. ...
From $815 per night (USD)
VRBO
From $173 per night (USD)
Expedia
Tranquil Cottage in the Woods with Lake Michigan only 300 feet away.
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Minutes east of I-43 nestled in beautiful wooded acreage with a short walk to the shores of Lake Michigan. This cottage ...
From $173 per night (USD)
Expedia
From $472 per night (USD)
VRBO
Beach and Golf House
Bedrooms:
2
Bathrooms:
4
Sleeps:
9
This home is in the perfect location to explore everything Sheboygan County has to offer. It is located in the historic ...
From $472 per night (USD)
VRBO
From $530 per night (USD)
VRBO
BEST LAKE HOUSE, BEST BEACH HOUSE Lake Michigan, relaxing!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Walk for miles north on a wide expanse of beautiful sand. A walk able stunning white soft sand beach is back as of 2026 ...
From $530 per night (USD)
VRBO
From $506 per night (USD)
VRBO
The Kohler House
Bedrooms:
1
Bathrooms:
3
Sleeps:
7
The Kohler House is located in the quaint village of Kohler. Our family grew up in this neighborhood and created a spac ...
From $506 per night (USD)
VRBO
From $418 per night (USD)
VRBO
House, near Road America, Kohler, Lake Michigan
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome! Warm spacious 3 bed/2 bath ranch home for rent. Our home is your home. Living room & Family Room. Master Bedro ...
From $418 per night (USD)
VRBO
From $971 per night (USD)
VRBO
Summit Woods Hideaway! Walking Distance To Road America. Elkhart Lake, WI 53020
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Experience everything Road America and Elkhart Lake have to offer. This 2,500+ sqft home finished construction in Novem ...
From $971 per night (USD)
VRBO
From $659 per night (USD)
Expedia
Private Beach, Outdoor Dining, Firepit
Bedrooms:
1
Bathrooms:
2
Sleeps:
7
Welcome to The Pond Cottage, hosted by Sheboygan Vacation Rentals! Beautifully updated and redecorated in 2025, our cot ...
From $659 per night (USD)
Expedia
From $381 per night (USD)
VRBO
Classic brick charmer close to lake, river, and downtown!
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Our classic 3 bedroom, 1 bathroom brick home located in the Historic Ellis District is central to the best experiences i ...
From $381 per night (USD)
VRBO
From $821 per night (USD)
VRBO
4 bedroom, 3 Bath Home only 9 Minutes from Road America
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Beautiful 4 bedroom, 3 bath home located on a quite dead end road only minutes from Road America, Kohler and PGA events ...
From $821 per night (USD)
VRBO
From $536 per night (USD)
VRBO
Private home on twenty wooded acres.
Bedrooms:
2
Bathrooms:
0
Sleeps:
0
Located in the Northern Kettle Moraine Forest, this property is an hour north of Milwaukee and one hour and twenty minut ...
From $536 per night (USD)
VRBO
From $428 per night (USD)
Expedia
Experience Lake Michigan views from your cozy 3-bedroom retreat
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Discover the beauty of a cozy three-bedroom holiday house located in picturesque Oostburg, mere footsteps from the breat ...
From $428 per night (USD)
Expedia
From $627 per night (USD)
VRBO
Stunning custom built country home with the ultimate game room!
Bedrooms:
3
Bathrooms:
5
Sleeps:
14
Welcome to Oak Haven, a private 4,300 sq ft retreat surrounded by oak trees and peaceful Wisconsin beauty. 🌿 • 12-seat ...
From $627 per night (USD)
VRBO
From $1000 per night (USD)
VRBO
Whistling Straights 4 min, Blackwolf Run 7 min, Erin Hills 84 min, 3 Bedroom
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Two Story Home With 3 Bedrooms, 2-1/2 Bathrooms, Large Kitchen, Dinette, Formal Dining Room, Living Room, Family Room, ...
From $1000 per night (USD)
VRBO
From $859 per night (USD)
VRBO
Road America Adjacent Lake House with indoor pool
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Road America adjacent four bedroom house on Little Elkhart Lake with indoor pool and spacious deck overlooking Little El ...
From $859 per night (USD)
VRBO
Click For Pricing
VRBO
Bender Haus-Elkhart Lake Home- 3 Bedrooms- Close to Lake, Golf & Racing!
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
3 bedroom home in the heart of Elkhart Lake! Perfect for your trip to Road America, PGA Tour, family reunion or summer ...
Click For Pricing
VRBO
From $279 per night (USD)
VRBO
Book an autumn vacation to Surfdaze!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Where the horizon meets the shore, you'll find SurfDaze-a stunning waterfront retreat designed for those who live for su ...
From $279 per night (USD)
VRBO
From $205 per night (USD)
Expedia
Cozy Lake Michigan Cottage Direct Lakefront Views of Lake Michigan Premier Host!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Kohler Design Center Rentals, Kohler Andrae State Park Rentals, Whistling Straits Rentals Blue Harbor Rentals, Road Amer ...
From $205 per night (USD)
Expedia
From $1154 per night (USD)
VRBO
6 Bedroom house on 7 acres
Bedrooms:
3
Bathrooms:
6
Sleeps:
18
6000 sq ft house on 7 acres within 20 minutes from Road America and all the areas popular golf courses including Whistli ...
From $1154 per night (USD)
VRBO
From $2906 per night (USD)
VRBO
The Manor Secluded Lake Michigan Compound with Pristine White Sand Beach & Woods
Bedrooms:
4
Bathrooms:
7
Sleeps:
8
The Manor at Casa del Lago is an expansive and refined 6,500-square-foot gathering retreat for up to eight guests, set o ...
From $2906 per night (USD)
VRBO
From $301 per night (USD)
VRBO
Wonderful 3+ Bedroom Home Completely Renovated
Bedrooms:
2
Bathrooms:
4
Sleeps:
7
Beautiful home in Sheboygan WI. Entire home has been completely remodeled and updated. Three entire floors of space fo ...
From $301 per night (USD)
VRBO
From $675 per night (USD)
Expedia
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 $675 per night (USD)
Expedia
From $556 per night (USD)
VRBO
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 $556 per night (USD)
VRBO
From $305 per night (USD)
Expedia
30 Second Walk To Downtown
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Eloquent home that is a 30 second walk to downtown. This luxurious home has everything for your Elkhart Lake vacation. O ...
From $305 per night (USD)
Expedia
From $461 per night (USD)
VRBO
Hot Tub + Theater + Full Arcade Private Estate
Bedrooms:
4
Bathrooms:
5
Sleeps:
14
Hot tub under the stars, private theater, and a full arcade—set on 4 wooded acres just minutes from Whistling Straits & ...
From $461 per night (USD)
VRBO
From $1422 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 $1422 per night (USD)
Expedia
From $323 per night (USD)
VRBO
Historical Lodge in Elkhart Lake with Hot Tub
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Our property is a unique home that has been recently remodeled with vaction and relaxation in mind. It sits on the ou ...
From $323 per night (USD)
VRBO
From $330 per night (USD)
Expedia
Large Unique & Artistic Lake Michigan Beachfront House with 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 $330 per night (USD)
Expedia
From $486 per night (USD)
VRBO
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 $486 per night (USD)
VRBO
From $225 per night (USD)
Expedia
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 $225 per night (USD)
Expedia
From $369 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 $369 per night (USD)
VRBO
From $255 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 $255 per night (USD)
VRBO
From $245 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 $245 per night (USD)
VRBO
From $327 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 $327 per night (USD)
Expedia
From $339 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 $339 per night (USD)
VRBO
From $1342 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 $1342 per night (USD)
Expedia
From $2217 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 $2217 per night (USD)
VRBO
From $751 per night (USD)
Expedia
Immersed in Nature, Hot Tub, Sleeps 9, EV Charger
Bedrooms:
2
Bathrooms:
4
Sleeps:
9
Come see why our guests rate us 5 stars for cleanliness. Our large property is the perfect escape to nature. Many outdo ...
From $751 per night (USD)
Expedia
From $482 per night (USD)
VRBO
Lime Ridge Guest House
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Join us for a stay at Lime Ridge Guest House. This half of our 150 year old farm house has been completely renovated a ...
From $482 per night (USD)
VRBO
From $990 per night (USD)
VRBO
Lakeside luxury. Walk to Road America + Hot Tub
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
Beautiful lake home located directly on Little Elkhart Lake. Home features 3 bedrooms, 2 full bathrooms & 2 spacious liv ...
From $990 per night (USD)
VRBO
From $2052 per night (USD)
VRBO
Spectacular Lake Michigan house just steps to the water
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Aptly named, the Crayola House where Lake Michigan hugs the property and you can see the water from nearly every room in ...
From $2052 per night (USD)
VRBO
From $266 per night (USD)
Expedia
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 $266 per night (USD)
Expedia
From $707 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 re ...
From $707 per night (USD)
VRBO
From $303 per night (USD)
Expedia
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 $303 per night (USD)
Expedia
From $1145 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 $1145 per night (USD)
VRBO
From $321 per night (USD)
Expedia
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 $321 per night (USD)
Expedia
From $612 per night (USD)
VRBO
Beach Access near Kohler-Andrae
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Whether you are looking to decompress at the beach or spend your day enjoying one of the world-class golf courses, hikin ...
From $612 per night (USD)
VRBO
From $370 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 $370 per night (USD)
VRBO
From $176 per night (USD)
VRBO
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 $176 per night (USD)
VRBO
From $338 per night (USD)
Expedia
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 $338 per night (USD)
Expedia
From $334 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 $334 per night (USD)
VRBO
From $400 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 $400 per night (USD)
VRBO
From $434 per night (USD)
VRBO
The Cottage Lake Michigan Sanctuary with Pristine White-Sand 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. Str ...
From $434 per night (USD)
VRBO
From $351 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 $351 per night (USD)
VRBO
From $327 per night (USD)
VRBO
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 $327 per night (USD)
VRBO
From $341 per night (USD)
Expedia
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 $341 per night (USD)
Expedia

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