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 $387 per night (USD)
VRBO
Plymouth , Elkhart Lake area home, private country setting and newly renovated
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Beautiful private ranch home with farmhouse decor. Close to many attractions like Elkhart Lake, Road America, Mercury Ra ...
From $387 per night (USD)
VRBO
$Sheboygan Getaway w\/ Yard: 1 Mi to Lake Michigan$
From $355 per night (USD)
Expedia
Sheboygan Getaway w\/ Yard: 1 Mi to Lake Michigan
Bedrooms:
1
Bathrooms:
3
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 $355 per night (USD)
Expedia
From $257 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 $257 per night (USD)
VRBO
From $580 per night (USD)
Expedia
Wisconsin Vacation Rental: 1 Mi to Road America!
Bedrooms:
3
Bathrooms:
7
Sleeps:
14
Bring the whole family along for a fun-filled vacation in Plymouth, Wisconsin! This unique vacation rental home near Roa ...
From $580 per night (USD)
Expedia
From $375 per night (USD)
VRBO
Modern Room Near Indoor Pool
Bedrooms:
2
Bathrooms:
1
Sleeps:
4
WELCOME RACE FANS AND VACATIONERS!!!! The Victorian Inn is the perfect lodging for families and friends. Located along a ...
From $375 per night (USD)
VRBO
From $375 per night (USD)
Expedia
Pet Friendly Courtyard View
Bedrooms:
2
Bathrooms:
1
Sleeps:
4
WELCOME RACE FANS AND VACATIONERS!!!! The Victorian Inn is located along a picturesque freshwater lake and within walkin ...
From $375 per night (USD)
Expedia
From $296 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 $296 per night (USD)
VRBO
From $188 per night (USD)
VRBO
Huron Ave · Spacious & Peaceful Home in the heart of Sheboygan
Bedrooms:
2
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 $188 per night (USD)
VRBO
From $1331 per night (USD)
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 ...
From $1331 per night (USD)
VRBO
From $1150 per night (USD)
Expedia
Summit Road Estate - Top Luxury
Bedrooms:
7
Bathrooms:
6
Sleeps:
14
Introducing the Summit Road Estate: Wisconsin's Epitome of Luxury This secluded hilltop palace redefines luxury living, ...
From $1150 per night (USD)
Expedia
$Newly remodeled private unit for 4+ week stays for up to 4 with pets, free w\/d$
From $116 per night (USD)
VRBO
Newly remodeled private unit for 4+ week stays for up to 4 with pets, free w\/d
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This amazing newly remodeled private first floor and private lower level of an upper/lower duplex is completely private ...
From $116 per night (USD)
VRBO
From $177 per night (USD)
Expedia
Downtown Beachside Condo 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 condo. A deck to the north allows ...
From $177 per night (USD)
Expedia
$Beautiful Beachside Condo w\/ Stunning Lake Views$
From $166 per night (USD)
VRBO
Beautiful 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 condo a Wave of Happiness. Decide whether to ...
From $166 per night (USD)
VRBO
From $129 per night (USD)
Expedia
Dog-Friendly Sheboygan Home - 1 Mi to Town!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Experience the best of Sheboygan with your loved one from this 1-bed, 1-bath vacation rental! This newly renovated home ...
From $129 per night (USD)
Expedia
From $776 per night (USD)
VRBO
Large Farmhouse near RA, Kohler & golf. Exclusive amenities and 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 $776 per night (USD)
VRBO
From $728 per night (USD)
Expedia
Luxury Villa on Lake Michigan!
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
Summary: Welcome to the ideal place on Lake Michigan for a family beach getaway, wind surfing, fishing, bachelorette wee ...
From $728 per night (USD)
Expedia
From $545 per night (USD)
VRBO
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 $545 per night (USD)
VRBO
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Expedia
Peaceful apartments centrally located to many attractions in Sheboygan County.
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Only two laps from Road America, or 20 minutes from the beach, this secluded apartment complex is located on the peacefu ...
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Expedia
From $375 per night (USD)
VRBO
The Vintage Elkhart Lake Room First Floor
Bedrooms:
2
Bathrooms:
1
Sleeps:
4
WELCOME RACE FANS AND VACATIONERS!!!! The Victorian Inn is located along a picturesque freshwater lake and within walkin ...
From $375 per night (USD)
VRBO
From $375 per night (USD)
Expedia
Modern Pet Friendly Courtyard View
Bedrooms:
2
Bathrooms:
1
Sleeps:
4
WELCOME RACE FANS AND VACATIONERS!! The Victorian Inn is located along a picturesque freshwater lake and within walking ...
From $375 per night (USD)
Expedia
From $375 per night (USD)
VRBO
First Floor Pet Friendly Queen Suite with Single Pull-out
Bedrooms:
2
Bathrooms:
1
Sleeps:
3
WELCOME RACE FANS AND VACATIONERS!!!! The Victorian Inn is located along a picturesque freshwater lake and within walkin ...
From $375 per night (USD)
VRBO
From $589 per night (USD)
Expedia
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 $589 per night (USD)
Expedia
From $616 per night (USD)
VRBO
Luxury Lake Front Villa: Sleeps 14!
Bedrooms:
3
Bathrooms:
4
Sleeps:
14
Get ready to relax in this 4-bedroom townhome in Sheboygan. This amazing property features 1 king bed, 3 queen beds, and ...
From $616 per night (USD)
VRBO
From $303 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 $303 per night (USD)
Expedia
From $445 per night (USD)
VRBO
Charming 4-bedroom house with WiFi and AC in lovely Sheboygan
Bedrooms:
4
Bathrooms:
4
Sleeps:
14
Located in Sheboygan, this fabulous house boasts 4 bedrooms with 3 queen beds and 1 king bed. With 4 bathrooms including ...
From $445 per night (USD)
VRBO
From $226 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 $226 per night (USD)
VRBO
$\n\nLuxury Downtown Sheboygan 4 Bdr 2 min walk to beach - Lakeside Legacy$
From $676 per night (USD)
VRBO
\n\nLuxury Downtown Sheboygan 4 Bdr 2 min walk to beach - Lakeside Legacy
Bedrooms:
3
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 $676 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 $163 per night (USD)
VRBO
3 Blocks from lake walk to Lake, guest house 1 BDRM full bath 4 min to downtown
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Forget your worries in this spacious and serene Guest House ( sleeps 4 people) queen bed and queen sofa bed. Minutes f ...
From $163 per night (USD)
VRBO
From $203 per night (USD)
Expedia
Amazing interior remodel for 7 in quiet safe walkable central neighborhood
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
This safe amazing newly remodeled interior is a 3-bedroom, 1 bath ranch home with driveway for parking. Large backyard, ...
From $203 per night (USD)
Expedia
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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 ...
Click For Pricing
VRBO
From $267 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 $267 per night (USD)
Expedia
Click For Pricing
VRBO
Cozy Townhouse by Road America
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
• 4 car garage-heated+cooled garage • Gas fireplace • Gas grill on patio • Keyless entry • Washer+dryer–soap/dryer sheet ...
Click For Pricing
VRBO
From $597 per night (USD)
VRBO
Racer’s Getaway - Rural, Upscale, Unique Home 8 minutes from Road America
Bedrooms:
4
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 $597 per night (USD)
VRBO
From $501 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 $501 per night (USD)
VRBO
From $1104 per night (USD)
VRBO
NEW!! Luxury Rental - Parker House. Private Beach Access & Walkable to Downtown
Bedrooms:
5
Bathrooms:
5
Sleeps:
14
Welcome to Parker House, a private vacation rental situated in Elkhart Lake, Wisconsin! Parker House is located off the ...
From $1104 per night (USD)
VRBO
From $113 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 $113 per night (USD)
VRBO
From $426 per night (USD)
Expedia
Just Beachy - King Suite on Lake Michigan
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Steps away from Lake Michigan, this 2 bed/2 bath has all you need! In close proximity to EVERYTHING, including the boar ...
From $426 per night (USD)
Expedia
From $314 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 $314 per night (USD)
VRBO
From $936 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 $936 per night (USD)
Expedia
From $761 per night (USD)
VRBO
Retreat to Crystal Lake
Bedrooms:
3
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 $761 per night (USD)
VRBO
From $605 per night (USD)
VRBO
Lake Michigan Beach Retreat with Treehouse
Bedrooms:
4
Bathrooms:
4
Sleeps:
11
Ideal for traveling families, remote workers, lake lovers, and golf enthusiasts, this peaceful, woodsy retreat is steps ...
From $605 per night (USD)
VRBO
$Lake House w\/ 6-BR's near Kohler-Andrae\/Sheboygan$
From $807 per night (USD)
VRBO
Lake House w\/ 6-BR's near Kohler-Andrae\/Sheboygan
Bedrooms:
4
Bathrooms:
9
Sleeps:
15
Welcome to the House at Wilson Shore. Escape to the serene beauty of this stunning lakefront vacation rental, situated ...
From $807 per night (USD)
VRBO
From $439 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 $439 per night (USD)
Expedia
$Downtown Sheboygan Apartment w\/ Private Deck!$
From $212 per night (USD)
VRBO
Downtown Sheboygan Apartment w\/ Private Deck!
Bedrooms:
1
Bathrooms:
5
Sleeps:
8
Nestled in the heart of downtown, this 4-bedroom, 1-bathroom Sheboygan vacation rental is a walkable utopia for your nex ...
From $212 per night (USD)
VRBO
From $551 per night (USD)
Expedia
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 $551 per night (USD)
Expedia
From $715 per night (USD)
VRBO
Road America Adjacent Lake House with indoor pool
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Road America adjacent four bedroom house on Little Elkhart Lake with indoor pool and spacious deck overlooking Little El ...
From $715 per night (USD)
VRBO
$Sheboygan Home w\/ Views of Lake & Lighthouse!$
From $603 per night (USD)
Expedia
Sheboygan Home w\/ Views of Lake & Lighthouse!
Bedrooms:
4
Bathrooms:
5
Sleeps:
6
Privacy at its finest! Book a stay at this 4-bedroom, 3.5-bathroom vacation rental in Sheboygan for unparalleled relaxat ...
From $603 per night (USD)
Expedia
From $906 per night (USD)
VRBO
Crystal Lake Cottage: Kayaks & Fire Pit!
Bedrooms:
2
Bathrooms:
8
Sleeps:
14
Lake Access On-Site | 3 Paddleboards | Pet Friendly w/ Fee | Outdoor Living Space A relaxing lakefront getaway awaits y ...
From $906 per night (USD)
VRBO
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Expedia
NEW Wooded Retreat on 3.5 Acres
Bedrooms:
2
Bathrooms:
6
Sleeps:
14
Unwind at this lodge style home, nestled on 3.5 acres of land, surrounded by trees. Secluded on a private road, the home ...
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Expedia
From $369 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 $369 per night (USD)
VRBO
From $1102 per night (USD)
Expedia
Shore House - 4 bed lakefront condo
Bedrooms:
3
Bathrooms:
4
Sleeps:
14
Take in the views of Lake Michigan in your own private villa. This two-story, 4 bedroom/3 bathroom get-away is in close ...
From $1102 per night (USD)
Expedia
From $196 per night (USD)
VRBO
The RandomCabin “On Random Lake”
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Suprising. Waterfront. Cozy. Unique. Rustic. Modern. These all describe the Random Cabin. In the Small inviting village ...
From $196 per night (USD)
VRBO
From $214 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 $214 per night (USD)
VRBO
From $507 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 $507 per night (USD)
VRBO
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Expedia
Historic 1920s home with high speed WIFI and Air Conditioning
Bedrooms:
2
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
Expedia
From $425 per night (USD)
VRBO
Wander Back Inn to Sheboygan
Bedrooms:
4
Bathrooms:
5
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 $425 per night (USD)
VRBO
From $193 per night (USD)
Expedia
Private, Peaceful Retreat near Road America
Bedrooms:
1
Bathrooms:
2
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)
Expedia
$Apt w\/ Shared Gas Grill, 2 Blocks to Dtwn!$
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VRBO
Apt w\/ Shared Gas Grill, 2 Blocks to Dtwn!
Bedrooms:
1
Bathrooms:
2
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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VRBO
From $433 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 $433 per night (USD)
Expedia
$GUEST HOUSE SHORT WALK TO LAKE MICHIGAN\/Close to Downtown & S Pier\n4bdrm 2 bath$
From $401 per night (USD)
VRBO
GUEST HOUSE SHORT WALK TO LAKE MICHIGAN\/Close to Downtown & S Pier\n4bdrm 2 bath
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 $401 per night (USD)
VRBO
From $1230 per night (USD)
VRBO
Experience Gracious Living & Destination Kohler
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Welcome! NEW spacious 4000ft² lodging centrally located: 5 World-Class golf courses, Road America, Elegant Wineries/Spas ...
From $1230 per night (USD)
VRBO
From $179 per night (USD)
VRBO
Country Cheese Factory - King Bed!
Bedrooms:
2
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 $179 per night (USD)
VRBO
From $152 per night (USD)
Expedia
Wyatt's Country Home - King Bed!
Bedrooms:
2
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 $152 per night (USD)
Expedia
From $429 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 $429 per night (USD)
VRBO
From $142 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 $142 per night (USD)
Expedia
$Spacious Sheboygan Home w\/ Grill & Fire Pit!$
From $302 per night (USD)
VRBO
Spacious Sheboygan Home w\/ Grill & Fire Pit!
Bedrooms:
3
Bathrooms:
7
Sleeps:
10
Escape the mundane and discover Lake Michigan bliss at this 5-bedroom, 3-bathroom Sheboygan vacation rental! Start your ...
From $302 per night (USD)
VRBO
Click For Pricing
Expedia
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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Expedia
$Riverfront Sheboygan Townhome w\/ Grill!$
From $228 per night (USD)
VRBO
Riverfront Sheboygan Townhome w\/ Grill!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Find rest and relaxation where the Sheboygan River flows into Lake Michigan at this 2-bedroom, 1.5-bathroom townhome. Th ...
From $228 per night (USD)
VRBO
From $619 per night (USD)
Expedia
'Beautiful Day Getaway' - Lake Michigan Views
Bedrooms:
3
Bathrooms:
5
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 $619 per night (USD)
Expedia
From $228 per night (USD)
VRBO
Chic Plymouth Townhome < 1 Mi to Road America
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Prepare for an unforgettable retreat at this 2-bedroom, 2-bathroom Plymouth vacation rental next to Road America! Nestle ...
From $228 per night (USD)
VRBO
$Lakefront Plymouth Cottage w\/ Private Hot Tub$
From $469 per night (USD)
Expedia
Lakefront Plymouth Cottage w\/ Private Hot Tub
Bedrooms:
2
Bathrooms:
4
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 $469 per night (USD)
Expedia
$The Pines- Private, Spacious Property, Large Hot Tub \n$
From $373 per night (USD)
VRBO
The Pines- Private, Spacious Property, Large Hot Tub \n
Bedrooms:
3
Bathrooms:
3
Sleeps:
9
Experience fall at THE PINES located in the beautiful southern Kettle Moraine Forest area. With an outdoor firepit, fire ...
From $373 per night (USD)
VRBO
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Expedia
Northside Charmer!
Bedrooms:
3
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:
3
Bathrooms:
4
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 $329 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 $329 per night (USD)
Expedia
Click For Pricing
VRBO
Trendy 2-bedroom townhouse next to Road America
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
• 4 car garage-heated AND cooled garage • Gas fireplace • Gas grill on patio • Seating on second floor deck • Keyless en ...
Click For Pricing
VRBO
From $653 per night (USD)
Expedia
NEW!! Waterfront Condo at Victorian Village Lakeside Suites!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
WELCOME RACE FANS AND VACATIONERS!!!! The Lakeside Suitesare located along a picturesque freshwater lake and within walk ...
From $653 per night (USD)
Expedia
From $370 per night (USD)
VRBO
Washington Ct · Serene Home One Block From Lake Michigan
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Bring your loved ones to this spacious home a block from Lake Michigan and beautiful Deland Park! Located mere steps fro ...
From $370 per night (USD)
VRBO
From $628 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 cabin sits on 5 acres near Road Am ...
From $628 per night (USD)
Expedia
From $318 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 $318 per night (USD)
VRBO
From $558 per night (USD)
Expedia
Beautiful 3BR Home Near Lake MI
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Welcome to our beautiful 3 bedroom, 1 1/2 bathroom house in Sheboygan, Wisconsin, one block away from the stunning Lake ...
From $558 per night (USD)
Expedia
From $133 per night (USD)
VRBO
Modern Coastal Retreat for 8: Brand New Remodel with Amazing Amenities!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
This newly remodeled modern home with lower level TV lounge and dedicated office has a private fenced-in back patio with ...
From $133 per night (USD)
VRBO
$Sheboygan Getaway w\/ Deck + On-Site Lake Access!$
From $272 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 $272 per night (USD)
Expedia
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VRBO
Remodeled Cape Cod within steps of Lake Michigan
Bedrooms:
2
Bathrooms:
4
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 ...
Click For Pricing
VRBO
From $363 per night (USD)
Expedia
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 $363 per night (USD)
Expedia
From $105 per night (USD)
VRBO
Urban Lake Condo in Sheboygan's Historic Ellis District
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Your family will be within walking distance of almost everything when you stay at this centrally-located harborside gem ...
From $105 per night (USD)
VRBO
$Camp Skywood - New Listing!\n\n$
From $445 per night (USD)
VRBO
Camp Skywood - New Listing!\n\n
Bedrooms:
2
Bathrooms:
4
Sleeps:
2
Just minutes away from Downtown Elkhart Lake, this custom built cordwood home is truly a tucked away sanctuary. The 16 s ...
From $445 per night (USD)
VRBO
$Waterfront Condo, Private Beach, Outdoor\/Indoor Pools, & Walkable to Downtown$
From $515 per night (USD)
VRBO
Waterfront Condo, Private Beach, Outdoor\/Indoor Pools, & Walkable to Downtown
Bedrooms:
3
Bathrooms:
3
Sleeps:
9
Make summer memories at Elkhart Lake! Only 3 bedroom, 3 bath, condo located steps from the beach. Fully renovated in 2 ...
From $515 per night (USD)
VRBO
From $211 per night (USD)
Expedia
NEW Three bedroom ranch style pet friendly home with a patio & theatre room!
Bedrooms:
3
Bathrooms:
3
Sleeps:
9
Located in a quiet neighborhood surrounded by wildlife. Concrete patio is perfect for bonfires and family bonding. Too c ...
From $211 per night (USD)
Expedia
From $266 per night (USD)
VRBO
Lighthouse Lookout - Views of Lake and River!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to Lighthouse Lookout by Great Lakes Getaways! Discover the ultimate retreat at Sheboygan's Riverfront condo wi ...
From $266 per night (USD)
VRBO
From $164 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 $164 per night (USD)
VRBO
From $493 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 $493 per night (USD)
VRBO
From $234 per night (USD)
VRBO
Lovely Lake Lookout - Steps to Lake Michigan!
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Welcome to Lovely Lake Lookout by Great Lakes Getaways! Experience pure bliss in this 2-bed, 2-bath condo near Lake Mic ...
From $234 per night (USD)
VRBO
From $708 per night (USD)
VRBO
Stunning Lakefront Cottage
Bedrooms:
3
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)
VRBO
From $252 per night (USD)
Expedia
Modern South Pier Condo on Sheboygan River!
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Stay in luxury at this 2-bedroom, 2-bathroom vacation rental in Sheboygan, WI. Enjoy the convenience of a fully equipped ...
From $252 per night (USD)
Expedia
From $151 per night (USD)
VRBO
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 $151 per night (USD)
VRBO
$tranquil cabin on 5 private acres w\/ hot tub and sauna$
From $342 per night (USD)
Expedia
tranquil cabin on 5 private acres w\/ hot tub and sauna
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Swoop in to the Bird House and experience 5 acres of tranquil, private woodland paradise. Cool nights are perfect for en ...
From $342 per night (USD)
Expedia
From $228 per night (USD)
VRBO
Cozy and charming country estate less than 5 minutes from Whistling Straits!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Beautiful 3 bd, 2 bath Country Estate nestled among a variety of mature trees in the town on Mosel, WI. Within a 10-minu ...
From $228 per night (USD)
VRBO
From $171 per night (USD)
Expedia
Lovely Elkhart Lake Apartment - Walk to Town!
Bedrooms:
1
Bathrooms:
3
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 $171 per night (USD)
Expedia

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