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 $514 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 $514 per night (USD)
VRBO
From $485 per night (USD)
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 ...
From $485 per night (USD)
Expedia
From $353 per night (USD)
VRBO
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 $353 per night (USD)
VRBO
From $1331 per night (USD)
Expedia
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 ...
From $1331 per night (USD)
Expedia
From $1276 per night (USD)
VRBO
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 $1276 per night (USD)
VRBO
From $485 per night (USD)
Expedia
The Vintage Elkhart Lake Room First Floor
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
WELCOME RACE FANS AND VACATIONERS!!!! The Victorian Inn is located along a picturesque freshwater lake and within walkin ...
From $485 per night (USD)
Expedia
From $531 per night (USD)
VRBO
Modern 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 walking ...
From $531 per night (USD)
VRBO
From $508 per night (USD)
Expedia
First Floor Pet Friendly Queen Suite with Single Pull-out
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
WELCOME RACE FANS AND VACATIONERS!!!! The Victorian Inn is located along a picturesque freshwater lake and within walkin ...
From $508 per night (USD)
Expedia
From $259 per night (USD)
VRBO
Beachside Condo Downtown with Lake Michigan Views
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
You will see & hear the beauty of Lake Michigan during your stay at this main floor Waves of Happiness Condo hosted by S ...
From $259 per night (USD)
VRBO
From $313 per night (USD)
Expedia
Beachside Condo w/ Stunning Lake Views
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Blue water+White sand+Waves will surely make your stay in our second-floor Waves of Happiness Condo hosted by Sheboygan ...
From $313 per night (USD)
Expedia
From $743 per night (USD)
VRBO
Large Farmhouse near RA & golf. Breakfast Included with lots of room for all!
Bedrooms:
3
Bathrooms:
6
Sleeps:
14
Discover Wirewalker Family Farm, a distinctive Bed and Breakfast nestled in the heart of Sheboygan County. Our recently ...
From $743 per night (USD)
VRBO
From $340 per night (USD)
Expedia
Family friendly farmhouse near Cascade with AC, WiFi. 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)
Expedia
From $793 per night (USD)
VRBO
Road America and Golf Retreat
Bedrooms:
2
Bathrooms:
4
Sleeps:
18
Escape to tranquility at our charming rental, nestled in serene woods, just down the road from Road America and premier ...
From $793 per night (USD)
VRBO
From $636 per night (USD)
Expedia
Relaxing home near Elkhart Lake
Bedrooms:
1
Bathrooms:
1
Sleeps:
7
Summary: Relax with the whole family at this peaceful place to stay. Minutes from both downtown Elkhart lake and Road Am ...
From $636 per night (USD)
Expedia
From $215 per night (USD)
VRBO
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 $215 per night (USD)
VRBO
From $233 per night (USD)
Expedia
Riverside Retreat with lots of local golf courses, beaches, and restaurants!
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Cozy Riverside Retreat in Historic Sheboygan Falls Welcome to your perfect getaway in the heart of historic Sheboygan F ...
From $233 per night (USD)
Expedia
From $224 per night (USD)
VRBO
On the Water in Sheboygan River Overlook
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
The views from inside make it feel as if the home is overhanging the beautiful Sheboygan River. Go kayaking, enjoy the ...
From $224 per night (USD)
VRBO
$\nPlymouth Gem: Spacious Home with Bar, Game Room & Yard Near Road America$
From $689 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 $689 per night (USD)
VRBO
From $131 per night (USD)
VRBO
Beachy 3-bedroom upper with WiFi and AC minutes from Lake Michigan
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
Welcome to the Beachy Bungalow! Come in and unwind at our beachy 3 bedroom upper unit near Lake Michigan, Whistling Str ...
From $131 per night (USD)
VRBO
From $830 per night (USD)
Expedia
Sleeps 8! 2 Full Bath with Kitchenette!
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
WELCOME RACE FANS AND VACATIONERS!! The Victorian Inn is located along a picturesque freshwater lake and within walking ...
From $830 per night (USD)
Expedia
From $934 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 $934 per night (USD)
VRBO
From $159 per night (USD)
Expedia
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 $159 per night (USD)
Expedia
From $1532 per night (USD)
VRBO
Baronwood Oasis-Indoor Pool/Spa-Arcades-16beds-LUX
Bedrooms:
5
Bathrooms:
7
Sleeps:
20
🏡 Welcome to Baronwood Oasis – The Ultimate Family Escape - Sleeps 20 This is your moment to be the hero of your famil ...
From $1532 per night (USD)
VRBO
From $1017 per night (USD)
Expedia
Blue Barn on the Green with Farm House near the shores of Lake Michigan
Bedrooms:
4
Bathrooms:
5
Sleeps:
18
Welcome to this charming farmhouse and event barn in Oostburg. Imagine your perfect countryside escape. Nestled on five ...
From $1017 per night (USD)
Expedia
From $171 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 $171 per night (USD)
VRBO
From $1023 per night (USD)
Expedia
Boho Farmhouse-Huge Backyard-Golfers Paradise-Charter Hill Retreat
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Experience the charm of our cozy home away from home! Comfortably situated halfway between Milwaukee & Green Bay, it is ...
From $1023 per night (USD)
Expedia
From $197 per night (USD)
VRBO
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 $197 per night (USD)
VRBO
From $237 per night (USD)
Expedia
Eclectic 3-BR Lower w King Bed & Pack-n-Play & Fire Pit near Lake MI
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
Welcome to the Getaway! Getaway: noun - an act or instance of getting away; a place suitable for a vacation You will u ...
From $237 per night (USD)
Expedia
$Black River Retreat\nEclectic-Unique-Intriguing$
From $333 per night (USD)
VRBO
Black River Retreat\nEclectic-Unique-Intriguing
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Wow. An amazing home in an amazing location. Minutes from downtown Sheboygan, beaches at Kohler Andre & Lakeview parks, ...
From $333 per night (USD)
VRBO
From $919 per night (USD)
Expedia
2 Mi to Road America: Pet-Friendly Duplex!
Bedrooms:
2
Bathrooms:
4
Sleeps:
11
Walk to Elkhart Lake | Next to Quit Qui Oc Golf Course Indulge in a mix of tranquility and fun at this 4-bedroom, 2-bat ...
From $919 per night (USD)
Expedia
From $529 per night (USD)
VRBO
Charming 4-bedroom house in fabulous Elkhart Lake - Walking Distance to All
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Your fun getaway awaits in Elkhart Lake at this awesome house. With 4 bedrooms including two on each level. Each floor ...
From $529 per night (USD)
VRBO
From $307 per night (USD)
Expedia
9 Mi to Shore: Home w/ Hot Tub in Howards Grove!
Bedrooms:
1
Bathrooms:
1
Sleeps:
5
Spacious Yard | Cookout Ready | Modern Interior The ideal Wisconsin escape is just a click away at this cozy vacation r ...
From $307 per night (USD)
Expedia
From $651 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 $651 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 $196 per night (USD)
VRBO
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 $196 per night (USD)
VRBO
From $196 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 $196 per night (USD)
Expedia
From $278 per night (USD)
VRBO
Sunset Vista 2br in Sheboygan
Bedrooms:
2
Bathrooms:
2
Sleeps:
7
This cozy vacation rental is a perfect place to relax and enjoy a getaway! From its warm and inviting fireplace, with co ...
From $278 per night (USD)
VRBO
From $686 per night (USD)
Expedia
1 min from Road America and the Village of Elkhart Lake
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
This amazing vacation lodge is the perfect getaway spot for families and friends. Nestled on a private lot, surround by ...
From $686 per night (USD)
Expedia
From $301 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! Step into this vibrant, updated condo where bold colors and unique touches make ...
From $301 per night (USD)
VRBO
From $437 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 $437 per night (USD)
VRBO
From $251 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 $251 per night (USD)
VRBO
From $145 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 $145 per night (USD)
VRBO
$\n\nLuxury Downtown Sheboygan 4BR-2.5 Bath - 3 min walk to beach - Lakeside Legacy$
From $1004 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 $1004 per night (USD)
VRBO
From $262 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 $262 per night (USD)
Expedia
From $277 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 $277 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 $232 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 $232 per night (USD)
VRBO
From $470 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 $470 per night (USD)
Expedia
From $551 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 $551 per night (USD)
VRBO
From $1350 per night (USD)
Expedia
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 $1350 per night (USD)
Expedia
From $130 per night (USD)
VRBO
COMFY, COZY, and CONVENIENT!!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Whether you are here for golf, fishing, a Green Bay Packer game, Road America, or simply a vacation, this convenient She ...
From $130 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 $708 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 $708 per night (USD)
VRBO
From $996 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 $996 per night (USD)
VRBO
From $1977 per night (USD)
VRBO
Lake House w/ 6-BR's, Sauna - Kohler-Andrae/Sheboygan
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 $1977 per night (USD)
VRBO
From $262 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 $262 per night (USD)
Expedia
From $439 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 $439 per night (USD)
VRBO
From $439 per night (USD)
Expedia
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 $439 per night (USD)
Expedia
From $776 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 $776 per night (USD)
VRBO
From $542 per night (USD)
Expedia
Crystal Lake Cottage: Kayaks & Fire Pit!
Bedrooms:
2
Bathrooms:
4
Sleeps:
14
Lake Access On-Site | 3 Paddleboards | Pet Friendly w/ Fee | Outdoor Living Space A relaxing lakefront getaway awaits y ...
From $542 per night (USD)
Expedia
Click For Pricing
VRBO
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 ...
Click For Pricing
VRBO
Click For Pricing
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 ...
Click For Pricing
Expedia
From $260 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 $260 per night (USD)
VRBO
From $219 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 $219 per night (USD)
VRBO
From $739 per night (USD)
VRBO
SCCA Nation Championship runoffs rental! Elkhart Lake!
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Stay in the heart of Elkhart Lake in this unique hotel room style condo. This listing is one oversized hotel room with i ...
From $739 per night (USD)
VRBO
From $536 per night (USD)
Expedia
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 ...
From $536 per night (USD)
Expedia
From $811 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 $811 per night (USD)
VRBO
From $344 per night (USD)
Expedia
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 $344 per night (USD)
Expedia
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 $482 per night (USD)
Expedia
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 $482 per night (USD)
Expedia
$Beach Lake House walking disance to lake Close to Downtown\n & South Pier\n4BR 2BA$
From $544 per night (USD)
VRBO
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 $544 per night (USD)
VRBO
From $1341 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 $1341 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 $233 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 $233 per night (USD)
Expedia
From $436 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 $436 per night (USD)
VRBO
From $201 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 $201 per night (USD)
Expedia
From $357 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 $357 per night (USD)
VRBO
From $197 per night (USD)
Expedia
Downtown Sheboygan Apartment w/ Private Deck!
Bedrooms:
1
Bathrooms:
4
Sleeps:
8
Nestled in the heart of downtown, this 4-bedroom, 1-bathroom Sheboygan vacation rental is a walkable utopia for your nex ...
From $197 per night (USD)
Expedia
From $561 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 $561 per night (USD)
VRBO
From $437 per night (USD)
Expedia
Lakefront Plymouth Cottage w/ Private Hot Tub
Bedrooms:
2
Bathrooms:
2
Sleeps:
10
Get ready to make a splash when you book this 2-bedroom, 2-bath Plymouth vacation rental! With 3 flat-screen TVs, a full ...
From $437 per night (USD)
Expedia
From $416 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 getaway at The Pines located in the beautiful southern Kettle Moraine Forest are ...
From $416 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
5mi from the Ryder Cup @ Whistling Straits, natural beauty and serenity awaits!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Sleeping 8, this ranch home located just 6 miles as the crow flies from Whistling Straits golf course, offers a relaxing ...
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VRBO
From $404 per night (USD)
Expedia
*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 $404 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 $231 per night (USD)
Expedia
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 $231 per night (USD)
Expedia
From $310 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 $310 per night (USD)
VRBO
From $277 per night (USD)
Expedia
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 $277 per night (USD)
Expedia
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VRBO
Remodeled Cape Cod within steps of Lake Michigan
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Our charming Cape Cod home is waiting for you! With 3 bedrooms, and 1.5 baths, we’re sure our home will meet the needs o ...
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VRBO
From $867 per night (USD)
Expedia
Upscale Waterfront and Pool View Condo!!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
WELCOME RACE FANS AND VACATIONERS!!!! The Lakeside Suites are located along a picturesque freshwater lake and within wal ...
From $867 per night (USD)
Expedia
From $1054 per night (USD)
VRBO
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 $1054 per night (USD)
VRBO
From $126 per night (USD)
VRBO
Cute Quiet Neighborhood Hideway
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Step back in time and relax in this 1930’s bungalow. Situated on the south side of the City of Sheboygan, able to feel t ...
From $126 per night (USD)
VRBO
From $527 per night (USD)
VRBO
Luxurious artistic 2 bed - 2 bath Condo; feel like living by the Coast!
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
This is a very well-taken care of condo in the most touristic part of Sheboygan. Be close to two beaches, a pier walk, a ...
From $527 per night (USD)
VRBO
From $314 per night (USD)
Expedia
Lovely Lake Lookout - Cozy 2BR Condo Steps from Lake Michigan
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Lovely Lake Lookout by Great Lakes Getaways! Unwind at this cozy 2BR/2BA condo just moments from Lake Michigan. Enjoy e ...
From $314 per night (USD)
Expedia
From $356 per night (USD)
VRBO
The Suncatcher- Steps to Lake Michigan. Pet Friendly & Fully Fenced
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Nestled in the heart of Sheboygan, our location is a true gem! We are just steps away from the shores of Lake Michigan a ...
From $356 per night (USD)
VRBO
From $708 per night (USD)
Expedia
Stunning Lakefront Cottage
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Our Lakefront Cottage is a relaxing escape for nature enthusiasts and those seeking a peaceful retreat. Our newly remode ...
From $708 per night (USD)
Expedia
From $243 per night (USD)
VRBO
Modern South Pier Condo on Sheboygan River!
Bedrooms:
2
Bathrooms:
2
Sleeps:
7
Stay in luxury at this 2-bedroom, 2-bathroom vacation rental in Sheboygan, WI. Enjoy the convenience of a fully equipped ...
From $243 per night (USD)
VRBO
From $193 per night (USD)
Expedia
Quaint Blast from the Past - Walk to Lake Michigan, Riverwalk and 8th St Shops!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
About this space: Renovated 1930's home located in the historic downtown district within walking distance of breathtakin ...
From $193 per night (USD)
Expedia
From $191 per night (USD)
VRBO
Lovely Elkhart Lake Apartment - Walk to Town!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Move into an airy Wisconsin getaway for the weekend, where you can stroll to beautiful Elkhart Lake or fire up grills fo ...
From $191 per night (USD)
VRBO
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Expedia
Spacious Blue Harbor 2 bedr courtyard view condo w/ Breaker Bay Waterpark access
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Detach yourself from the main crowd and check yourself into the 1242 square feet of spacious privacy of your own lakesid ...
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Expedia

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Results: 370 Rentals