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 $679 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 $679 per night (USD)
VRBO
From $796 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 $796 per night (USD)
VRBO
From $141 per night (USD)
VRBO
2BR, 1.5BA, Pet-friendly, Lower duplex w/finished basement + large backyard!
Bedrooms:
2
Bathrooms:
2
Sleeps:
7
This 2 bedroom, 2 bath lower duplex is the perfect spot to stay! It's just 3 short blocks to all of the restaurants of S ...
From $141 per night (USD)
VRBO
Click For Pricing
Expedia
Riverfront Victorian Downtown Sheboygan Falls
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Idyllic two story Victorian in downtown historic Sheboygan Falls on the Sheboygan River. With a short 5-10 min walk, one ...
Click For Pricing
Expedia
From $399 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 $399 per night (USD)
VRBO
From $425 per night (USD)
VRBO
BEST LAKE HOUSE, BEST BEACH HOUSE Lake Michigan, relaxing!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
A walkable stunning white soft sand beach is back as of 2025! Depending on the waves there is perhaps 2-30 feet of sand ...
From $425 per night (USD)
VRBO
From $610 per night (USD)
VRBO
Beautiful Victorian Near Racing, Golfing, Hiking Etc...
Bedrooms:
2
Bathrooms:
4
Sleeps:
7
Make yourself comfortable in this large Victorian home! It has four spacious bedrooms with two full baths and is the ult ...
From $610 per night (USD)
VRBO
From $347 per night (USD)
Expedia
Art Collector’s Dream • Remodeled Masterpiece with Gallery Vibes
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Newly renovated 1904 home in prime location. Remodeled kitchen and baths, gorgeous woodwork and floors, off-street parki ...
From $347 per night (USD)
Expedia
From $1879 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 $1879 per night (USD)
VRBO
From $526 per night (USD)
Expedia
Rare Find! Huge Beach & Luxe Woodsy Cabin
Bedrooms:
2
Bathrooms:
4
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 $526 per night (USD)
Expedia
From $969 per night (USD)
VRBO
River Meadow Getaway in Sheboygan Falls
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
Welcome! Whether for work, pleasure, or something in between, please come and enjoy our country setting with city conven ...
From $969 per night (USD)
VRBO
From $676 per night (USD)
Expedia
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 $676 per night (USD)
Expedia
From $885 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 $885 per night (USD)
VRBO
From $181 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 $181 per night (USD)
VRBO
From $1986 per night (USD)
VRBO
Don’t be a turkey – Celebrate Thanksgiving with family all under one roof.
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 $1986 per night (USD)
VRBO
From $448 per night (USD)
VRBO
Motorsport Villa - 3 minute drive to Road America & 15 to Whistling Straits.
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Beautifully appointed second floor villa in the Motorsport Villa complex just 1 mile from famous Road America. Short 15 ...
From $448 per night (USD)
VRBO
From $296 per night (USD)
VRBO
Heart of Elkhart Lake Condo-lower unit
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Step into the charm and elegance of a beautifully restored Victorian home, originally built around 1880. Located in the ...
From $296 per night (USD)
VRBO
From $376 per night (USD)
Expedia
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 $376 per night (USD)
Expedia
From $253 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 $253 per night (USD)
VRBO
From $390 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 $390 per night (USD)
VRBO
From $252 per night (USD)
VRBO
5 BR IN PERFECT LOCATION FOR YOUR VACATION -walk to all
Bedrooms:
2
Bathrooms:
5
Sleeps:
12
Welcome! You are on your way to vacationing in Legendary Elkhart Lake. Our spacious house features an upper and lowe ...
From $252 per night (USD)
VRBO
From $382 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 $382 per night (USD)
VRBO
From $403 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 $403 per night (USD)
VRBO
From $776 per night (USD)
VRBO
Crystal Lake , WI Home - Weekly Rental Available
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Rest and Relax in beautiful Wisconsin! 2 miles from Elkhart Lake Just steps from clear Crystal Lake, this luxury ...
From $776 per night (USD)
VRBO
From $1283 per night (USD)
VRBO
Quiet and spacious home, close to downtown, the beach, and fantastic golfing.
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
Nestled on a wooded acre in a quiet cul de sac. The cozy wood burning fireplace and wet bar in the family room is great ...
From $1283 per night (USD)
VRBO
$Seagull Beach Guest House, Unique Lake Michigan Cottage\non private beach$
From $230 per night (USD)
VRBO
Seagull Beach Guest House, Unique Lake Michigan Cottage\non 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 $230 per night (USD)
VRBO
From $163 per night (USD)
VRBO
The River Bed - Condo sleeps 4 on west side
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
5 minutes from Kohler & minutes from world class champion golf courses! Brand new & clean! Just completed condo with 2 ...
From $163 per night (USD)
VRBO
From $806 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 $806 per night (USD)
VRBO
From $341 per night (USD)
VRBO
260 Feet of Sandy Lake Michigan Beachfront
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Full on and private Lake Michigan water views abound at our historic family cottage, The Seagull Lodge. You’ll enjoy ex ...
From $341 per night (USD)
VRBO
From $459 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. The private and quie ...
From $459 per night (USD)
VRBO
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 $346 per night (USD)
VRBO
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)
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
From $284 per night (USD)
Expedia
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)
Expedia
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 $159 per night (USD)
Expedia
Sleeps 7{SPACIOUS}Pets Welcome!
Bedrooms:
1
Bathrooms:
3
Sleeps:
7
Welcome to Superior Commons by Doorway Travel! This newly renovated and professionally decorated apartment is centrally ...
From $159 per night (USD)
Expedia
Click For Pricing
VRBO
Charming 4 bedroom 2 bath Sheboygan Falls
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
4 bedroom, 2 full bath Cape Cod home located in historic Sheboygan Falls, WI. 5 minuted from Kohler, 10 minute drive to ...
Click For Pricing
VRBO
From $1253 per night (USD)
Expedia
Summit Road Estate - Top Luxury
Bedrooms:
6
Bathrooms:
6
Sleeps:
12
Introducing the Summit Road Estate: Wisconsin's Epitome of Luxury This secluded hilltop palace redefines luxury living, ...
From $1253 per night (USD)
Expedia
From $130 per night (USD)
VRBO
Charming 2-bedroom condo with WiFi, AC in quaint Sheboygan
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This fantastic condo in Sheboygan offers two bedrooms with queen beds, perfect for a relaxing getaway. With amenities li ...
From $130 per night (USD)
VRBO
From $1267 per night (USD)
Expedia
Baronwood Oasis-Indoor Pool/Spa-Arcades-16beds-LUX
Bedrooms:
5
Bathrooms:
7
Sleeps:
16
🏡 Welcome to Baronwood Oasis – The Ultimate Family Escape - Sleeps 16 This is your moment to be the hero of your fam ...
From $1267 per night (USD)
Expedia
From $151 per night (USD)
VRBO
Lake Breeze on 11th
Bedrooms:
1
Bathrooms:
2
Sleeps:
7
Sheboygan has lots to offer & our place is perfect for your homebase. The lakefront, Sunrise, End, & Vollrath park are j ...
From $151 per night (USD)
VRBO
From $199 per night (USD)
Expedia
Coastal 3-BR Lower Near Lake MI and Downtown Sheboygan
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
Welcome to the Coastal Comfort! Comfort: noun - a state of physical ease and freedom from pain or constraint Come in a ...
From $199 per night (USD)
Expedia
From $420 per night (USD)
VRBO
Luxury Lake Front Villa: Sleeps 12!
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
Experience the ultimate in luxury at this exquisite 4 bedroom lakefront vacation rental on Lake Michigan, just minutes f ...
From $420 per night (USD)
VRBO
$\nPlymouth Gem: Spacious Home with Bar, Game Room & Yard Near Road America$
From $664 per night (USD)
VRBO
\nPlymouth Gem: Spacious Home with Bar, Game Room & Yard Near Road America
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Welcome to your home away from home in charming Plymouth, Wisconsin. Just minutes from Road America, this spacious 4-bed ...
From $664 per night (USD)
VRBO
From $340 per night (USD)
VRBO
Family friendly farmhouse near Cascade with AC- Enjoy a peaceful retreat!
Bedrooms:
2
Bathrooms:
5
Sleeps:
10
Escape to the tranquility of country living at The Farmhouse on Mink Creek. Nestled on an acre surrounded by picturesque ...
From $340 per night (USD)
VRBO
From $501 per night (USD)
Expedia
Cozy Crystal Lakefront Cottage
Bedrooms:
2
Bathrooms:
4
Sleeps:
14
Spacious 4BR Lakefront Cottage on Crystal Lake – Sleeps 14, Near Elkhart Lake! Enjoy the perfect lake getaway in this c ...
From $501 per night (USD)
Expedia
From $136 per night (USD)
VRBO
Storybook 2-bedroom apartment 1mi from Lake Michigan
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Welcome to The Fox & Folly Inn —a unique whimsical retreat. Perfect for families and those who are kids at heart! • Cr ...
From $136 per night (USD)
VRBO
From $177 per night (USD)
Expedia
Sheboygan Riverside Condo
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Experience the Malibu of the Midwest in this stunning 2-bedroom retreat! The king suite offers a private balcony with a ...
From $177 per night (USD)
Expedia
From $181 per night (USD)
VRBO
The Beach town bungalow
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Cozy second-floor Airbnb in Sheboygan, WI, the “Malibu of the Midwest.” 2-bed, 1-bath with queen master, bunk room, full ...
From $181 per night (USD)
VRBO
$Lake Breeze Cottage. \nOne block from the lake, walking distance to downtown!$
From $229 per night (USD)
Expedia
Lake Breeze Cottage. \nOne block from the lake, walking distance to downtown!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to Lake Breeze Cottage, your year-round getaway just one block from the sparkling shores of Lake Michigan. Wheth ...
From $229 per night (USD)
Expedia
From $416 per night (USD)
VRBO
Crystal Clear Lake, Hot Tub, Kayaks, SUP & Firepit
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
🌅 Panoramic Gold Coast Sunsets from Hilltop Windows 🛁 Private Hot Tub on Spacious Lakeview Deck 🚣 Kayaks & SUP Boards ...
From $416 per night (USD)
VRBO
From $222 per night (USD)
VRBO
Large Backyard, Walk to Hospital: Sheboygan Abode!
Bedrooms:
1
Bathrooms:
2
Sleeps:
7
Mid-Term Stays & Travel Nurses Welcome | Near Fishing & Golf | WFH Friendly Whether you're here for work or play, you'l ...
From $222 per night (USD)
VRBO
From $761 per night (USD)
VRBO
Private Beach on Lake Michigan: Oostburg Home
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Expansive Lake Views | 11 Mi to Family Fun in Sheboygan | Waterfront Dining Unplug, unwind, and soak up the slower pace ...
From $761 per night (USD)
VRBO
From $130 per night (USD)
Expedia
Apartment Centrally Located
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Only two laps from Road America, or 20 minutes from the beach, this secluded apartment complex is located on the peacefu ...
From $130 per night (USD)
Expedia
From $493 per night (USD)
VRBO
Charming 4-bedroom house with WiFi and AC in lovely Sheboygan
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Unwind in this fabulous 1970's home with modern upgrades. This spacious 3700 SF retreat features 4 bedrooms (3 queen, ...
From $493 per night (USD)
VRBO
From $236 per night (USD)
VRBO
Steps from Lake Michigan: North Point Place
Bedrooms:
1
Bathrooms:
3
Sleeps:
7
Conveniently located for adventure and relaxation along the lakeshore and beyond, this historic home is steps away from ...
From $236 per night (USD)
VRBO
$\n\nLuxury Downtown Sheboygan 4BR-2.5 Bath - 3 min walk to beach - Lakeside Legacy$
From $766 per night (USD)
VRBO
\n\nLuxury Downtown Sheboygan 4BR-2.5 Bath - 3 min walk to beach - Lakeside Legacy
Bedrooms:
2
Bathrooms:
4
Sleeps:
9
Grand colonial meets coastal luxe in this 2800 square ft, 4 bedroom home along the magnificent Lake Michigan coast. Stun ...
From $766 per night (USD)
VRBO
From $141 per night (USD)
VRBO
NEW! Indigo Waters- Steps to the sand! Sleeps 7! Book today!
Bedrooms:
2
Bathrooms:
2
Sleeps:
7
Indigo Waters by Great Lakes Getaways! Take advantage of FLEXIBLE MONTHLY RENTALS—available now through April 30, 2026. ...
From $141 per night (USD)
VRBO
From $136 per night (USD)
VRBO
Cozy and private 3 bedroom unit located a few blocks from downtown Sheboygan.
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Located just a couple blocks from downtown Sheboygan! Visit the shops and unique restaurants just a short walk away, or ...
From $136 per night (USD)
VRBO
From $119 per night (USD)
Expedia
3 Blocks from lake walk to Lake, guest house 1 BDRM full bath 4 min to downtown
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Place is all for you! No share place. Forget your worries in this spacious and serene Guest House ( sleeps 4 people) q ...
From $119 per night (USD)
Expedia
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 $220 per night (USD)
Expedia
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)
Expedia
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 $228 per night (USD)
Expedia
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)
Expedia
From $495 per night (USD)
VRBO
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)
VRBO
From $822 per night (USD)
Expedia
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)
Expedia
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)
VRBO
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)
VRBO
From $199 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 $199 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 $421 per night (USD)
Expedia
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 $421 per night (USD)
Expedia
From $362 per night (USD)
VRBO
Wander Back Inn to Elkhart Lake
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
This gorgeous, new home is the perfect choice for your trip to Elkhart. Mere minutes away from famous local attractions ...
From $362 per night (USD)
VRBO
From $1358 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 $1358 per night (USD)
VRBO
From $168 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 $168 per night (USD)
VRBO
From $174 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 $174 per night (USD)
Expedia
From $416 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 $416 per night (USD)
VRBO
From $154 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 $154 per night (USD)
Expedia
From $435 per night (USD)
VRBO
5 Bedroom Modern House
Bedrooms:
2
Bathrooms:
5
Sleeps:
10
5 bedroom modern home. Full kitchen includes dishwasher, microwave, stove, fridge, keurig, everyday utensils and pans. P ...
From $435 per night (USD)
VRBO
$Beach Lake House walking disance to lake Close to Downtown\n & South Pier\n4BR 2BA$
From $563 per night (USD)
Expedia
Beach Lake House walking disance to lake Close to Downtown\n & South Pier\n4BR 2BA
Bedrooms:
2
Bathrooms:
4
Sleeps:
12
Amazing location just 3 blocks of Lake Michigan. a short walk to the public south beach, 2 min driving to the beach. 4 ...
From $563 per night (USD)
Expedia
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 $324 per night (USD)
Expedia
*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)
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 ...
Click For Pricing
VRBO
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)
VRBO
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)
VRBO
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Expedia
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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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
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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 $725 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 $725 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
From $247 per night (USD)
VRBO
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)
VRBO
From $742 per night (USD)
Expedia
1-Mile to Road America, 2-Miles to Elkhart Lake
Bedrooms:
3
Bathrooms:
7
Sleeps:
18
Experience rustic charm in our "Big Montana" Log Cabin located at Elkhart Lodge. The Big Montana cabin, hosted by Shebo ...
From $742 per night (USD)
Expedia
From $310 per night (USD)
VRBO
Sheboygan Getaway w/ Deck + On-Site Lake Access!
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Plan for plenty of outdoor fun on your next Lake Michigan getaway when you stay at this Sheboygan vacation rental! With ...
From $310 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

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Results: 265 Rentals