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

Sheboygan Rentals

From $299 per night (USD)
VRBO
3 Bedroom Beach House
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Three-bedroom house with full kitchen, dining room with spacious living room to watch movies, relax, play board games an ...
From $299 per night (USD)
VRBO
From $410 per night (USD)
Expedia
REMODELED HOME ON LAKE MICHIGAN
Bedrooms:
2
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 $410 per night (USD)
Expedia
$Updated Sheboygan Home w\/ Porch < 1 Mi to Beach$
From $304 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 $304 per night (USD)
VRBO
From $311 per night (USD)
Expedia
Family Home, 1 Block to Lake Michigan Beach!
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
- Game Room - Central Location - Recently Remodeled From Lake Michigan to downtown, there's something for everyone at t ...
From $311 per night (USD)
Expedia
$2 bed\/2 bath Townhouse on a Quiet cul de sac with backyard views and a Hot tub$
From $231 per night (USD)
VRBO
2 bed\/2 bath Townhouse on a Quiet cul de sac with backyard views and a Hot tub
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Newly remodeled 2 bedroom 2 bath townhouse on a quite Cul-De-Sac in Sheboygan, WI. Every part of this house has been rem ...
From $231 per night (USD)
VRBO
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Expedia
Corner River Walk Condo with Spectacular Views
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Top floor condo situated on Sheboygan's beautiful Riverfront boasting Sheboygan River and Lake Michigan views. Three bed ...
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Expedia
From $584 per night (USD)
VRBO
4 Bedroom Beachfront Condo
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
Clean & updated condo/villa at Blue Harbor condominiums. This gorgeous upper two story has 2 bedrooms, full bathroom, li ...
From $584 per night (USD)
VRBO
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Expedia
Ryder Cup - Premier Location!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This newly remodeled and professionally cleaned home is 8 minutes from Whistling Straits and within walking distance to ...
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Expedia
From $590 per night (USD)
VRBO
Luxury Downtown Sheboygan 4 Bdr on Lake Michigan Beach
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 $590 per night (USD)
VRBO
From $333 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 $333 per night (USD)
VRBO
From $274 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 $274 per night (USD)
VRBO
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Expedia
Geele Ave Rental for Ryder Cup
Bedrooms:
3
Bathrooms:
3
Sleeps:
5
3 bedroom 2.5 bath home located near Lake Michigan and Downtown restaurants and shopping. Ready for the Women’s Golf Tou ...
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Expedia
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VRBO
BEST LOCATION IN SHEBOYGAN! Watch the sunrise over Lake Michigan Steps to beach.
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Read our reviews! This truly is the best location in Sheboygan! Watch the sun rise over Lake Michigan, enjoy Deland beac ...
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VRBO
From $183 per night (USD)
Expedia
Cozy Lake Michigan Cottage Direct Lakefront Views of Lake Michigan Premier Host!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Kohler Design Center Rentals, Kohler Andrae State Park Rentals, Whistling Straits Rentals Blue Harbor Rentals, Road Amer ...
From $183 per night (USD)
Expedia
$827Shore House - 4 bed\/3bath w\/ panoramic views of La$
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Expedia
827Shore House - 4 bed\/3bath w\/ panoramic views of La
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 ...
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Expedia
From $600 per night (USD)
Expedia
Edgewater Escapes. Steps to the beach - sleeps 10!
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Enjoy life on the shores of Lake Michigan in this luxury, courtyard condo. This two-story, 4 bedroom/3 bathroom get-awa ...
From $600 per night (USD)
Expedia
From $600 per night (USD)
VRBO
Edgewater Escapes - 4 bed condo steps to the lake
Bedrooms:
3
Bathrooms:
4
Sleeps:
14
Enjoy life on the shores of Lake Michigan in this luxury, courtyard condo. This two-story, 4 bedroom/3 bathroom get-awa ...
From $600 per night (USD)
VRBO
$Shore House - 4 bed\/3bath w\/ panoramic views of La$
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Expedia
Shore House - 4 bed\/3bath w\/ panoramic views of La
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 ...
Click For Pricing
Expedia
From $432 per night (USD)
VRBO
Two-story Lakefront Condo - sleeps 10
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
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 $432 per night (USD)
VRBO
From $350 per night (USD)
Expedia
A Wave from It All - King Suite - steps to the lake
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Enjoy life on the shores of Lake Michigan in this king suite, courtyard condo. In close proximity to EVERYTHING, includ ...
From $350 per night (USD)
Expedia
From $600 per night (USD)
VRBO
Edgewater Escapes - 4 bed condo steps to the lake
Bedrooms:
3
Bathrooms:
4
Sleeps:
14
Enjoy life on the shores of Lake Michigan in this luxury, courtyard condo. This two-story, 4 bedroom/3 bathroom get-awa ...
From $600 per night (USD)
VRBO
From $175 per night (USD)
Expedia
Sheboygan Marina 2br Upper Unit. Close to beach and boat launch.
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Located across the street from the marina and just down the street from the beach. Also within walking distance to the d ...
From $175 per night (USD)
Expedia
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VRBO
Urban Manor Historic 1912 Colonial Revival Home
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Urban Manor is a 1912 newly-renovated historic home. It has 3 bedrooms and a large open space upstairs with an additiona ...
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VRBO
From $600 per night (USD)
Expedia
Edgewater Escapes - 4 bed condo steps to the lake
Bedrooms:
3
Bathrooms:
4
Sleeps:
14
Enjoy life on the shores of Lake Michigan in this luxury, courtyard condo. This two-story, 4 bedroom/3 bathroom get-awa ...
From $600 per night (USD)
Expedia
From $275 per night (USD)
VRBO
New 3 Bedroom property in the heart of downtown Sheboygan!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Great family vacation home that sleeps 6 with 2.5 baths. Located next to the Weill Center for the Performing Arts and A ...
From $275 per night (USD)
VRBO
From $273 per night (USD)
Expedia
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 $273 per night (USD)
Expedia
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VRBO
This location is13 minutes from 2020 Ryder cup at Whistling straights. It's 2 blocks from the beach on lake Michigan. We are only 3 blocks from numerous restaurants and local bars.
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This house is warm and inviting. The fenced in backyard has a comfortable and covered patio area, with 2 propane fire p ...
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VRBO
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Expedia
Ryder Cup 2021 - Home near Lake Michigan, 6 miles from Whistling Straits
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
This mid-century modern home is situated in a quiet north Sheboygan Neighborhood, a 2 min walk to the Lake Michigan shor ...
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Expedia
From $125 per night (USD)
VRBO
BEST LOCATION IN SHEBOYGAN! Steps to beach & marina, walk to historic downtown!
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
My husband and I love to stay in a reasonably priced condo or flat when we travel. We like to feel like we are at a home ...
From $125 per night (USD)
VRBO
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Expedia
10 min drive to Whistling Straits Golf course
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
4 bedroom House with 2.5 baths and finished basement. Lots of extra room to spread out or add air mattresses to accommod ...
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Expedia
From $250 per night (USD)
VRBO
Sheboygan Waterfront 3 Bedroom 2.5 Bathroom Home
Bedrooms:
3
Bathrooms:
3
Sleeps:
7
Escape to this spacious downtown riverfront retreat with easy access to nearby beaches, restaurants, and local shopping ...
From $250 per night (USD)
VRBO
From $150 per night (USD)
Expedia
Cozy 2 bd home, minutes from lake Michigan
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Cozy,Clean two bedroom home.Recently renovated. Fully equipped kitchen,fenced backyard for your pets.Walking distance to ...
From $150 per night (USD)
Expedia
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VRBO
2 Bedroom, 1 bath apartment
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
800 sq ft, 2 bedroom 1 bath apartment in 4-plex Master br - queen bed, 42¨ tv with hulu and netflix 2nd br - full bed wi ...
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VRBO
From $314 per night (USD)
Expedia
Pet-Friendly Sheboygan Home, 1 Mi to Lake Michigan
Bedrooms:
1
Bathrooms:
4
Sleeps:
10
Whether you’re on the hunt for some good cheese, a delicious fried brat or just a simple lake retreat, this vacation ren ...
From $314 per night (USD)
Expedia
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Expedia
Just Beachy - Michigan Lakefront condo
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Steps away from Lake Michigan, this 2 bed/2 bath has all you need! Updated, beautiful unit in close proximity to EVERYTH ...
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Expedia
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Expedia
Fun family home near Ryder Cup
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Minutes from Ryder Cup, steps from Lake Michigan. 4 bedroom home with open concept family room, kitchen, and formal dini ...
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Expedia
From $700 per night (USD)
VRBO
Central located. Seconds from the highway to get to kohler, and Elkhart lake
Bedrooms:
3
Bathrooms:
4
Sleeps:
14
Everything you need on one level. complete modern Open concept living room, kitchen and dinning area. Hosts two large k ...
From $700 per night (USD)
VRBO
From $342 per night (USD)
Expedia
Downtown waterfront condo. Full hook-up boat slip! Close to beach! Private deck!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Large corner unit condominium with private direct access to the water from the large covered deck and private FULL HOOKU ...
From $342 per night (USD)
Expedia
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VRBO
Beautiful Historic Home Near Lake Michigan
Bedrooms:
2
Bathrooms:
4
Sleeps:
7
Beautiful historic home near Lake Michigan, only 6 blocks away. This house offers 4 bedrooms, 2 full bathrooms dinning ...
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VRBO
From $425 per night (USD)
Expedia
BEACHVIEW GETAWAY
Bedrooms:
2
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. Pre ...
From $425 per night (USD)
Expedia
From $350 per night (USD)
VRBO
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 $350 per night (USD)
VRBO
From $350 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 $350 per night (USD)
Expedia
From $200 per night (USD)
VRBO
Pet friendly, freshly renovated, 5 minute walk to beach in the heart of the city
Bedrooms:
2
Bathrooms:
4
Sleeps:
11
In this newly renovated landmark home you are walking distance from all that Sheboygan has to offer. Delicious food, nig ...
From $200 per night (USD)
VRBO
From $200 per night (USD)
Expedia
Downtown Sheboygan Charmer!
Bedrooms:
1
Bathrooms:
5
Sleeps:
9
Spectacular Centrally Located 5 Bedroom home tastefully decorated leaning toward mcm style. Whether you’re bringing the ...
From $200 per night (USD)
Expedia
From $429 per night (USD)
VRBO
Luxury Lake House-4Bed-2Bath-NEW Renovation 2023-Walk to Beach, Dining, & More.
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Luxury Modern Farmhouse 4B-2Ba Lake & Beach House! Is it time for a Cool Change? Relax and rejuvenate at Sheboygan's n ...
From $429 per night (USD)
VRBO
From $350 per night (USD)
Expedia
Beautifully Renovated Beach House - Just Steps from Lake Michigan!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
See and hear the crashing waves and the call of seagulls at Rose & Fern's Delightful Seaside Picnic! You will want to pu ...
From $350 per night (USD)
Expedia
From $309 per night (USD)
VRBO
Uniquely Designed, Near the Beach & all the Fun
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to the Uptown Coach House. Our newly built coach house is nestled in the heart of downtown Sheboygan near all t ...
From $309 per night (USD)
VRBO
From $150 per night (USD)
VRBO
3 Bedroom lower unit -Brand New Remodel
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
Complete Remodel just finished on this 3 BR 1 BA lower unit. New bathroom, kitchen, flooring, etc. in a central location ...
From $150 per night (USD)
VRBO
From $522 per night (USD)
VRBO
A Glorious Getaway Sheboygan - Lake Michigan Condo
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Summary: Welcome to a Glorious Getaway! Steps to Lake Michigan come and enjoy this luxury 4 bed 3 bath condo. Located i ...
From $522 per night (USD)
VRBO
$Dog-friendly centrally located townhouse on the Sheboygan River.\n$
From $225 per night (USD)
Expedia
Dog-friendly centrally located townhouse on the Sheboygan River.\n
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Serene two-story, private entrance riverside condo located across the Sheboygan River from Der Sheboygan Biergarten. Les ...
From $225 per night (USD)
Expedia
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VRBO
2BR Spacious Upper, Overlooking Kiwanis Park, Close to Everything!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
This an Upstairs Duplex with 2 bedrooms and 1 bath. Features a kitchen stocked with pots, pans, utensils, and kitchen ga ...
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VRBO
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VRBO
16 MIN FROM RYDERCUP Wooded Retreat
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
3000 sq ft ranch 16 minutes from the Ryder Cup, this lovely 4 bed/2 bath is nestled in a beautiful wooded neighborhood a ...
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VRBO
From $124 per night (USD)
VRBO
2BR Duplex Lower Overlooking Kiwanis Park
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
This 2BR lower unit of a duplex is located in a quiet neighborhood, yet it is within walking distance of 2 coffee shops, ...
From $124 per night (USD)
VRBO
From $190 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 $190 per night (USD)
VRBO
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VRBO
Cozy 3 Bedroom Home Available for the Ryder Cup
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Our house is in Sheboygan, WI just 8 miles away from the Ryder Cup golf course. We are only 2 miles away from beautiful ...
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VRBO
$2BR, 1.5BA, Pet-friendly, Lower duplex w\/finished basement + large backyard!$
From $124 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 $124 per night (USD)
VRBO
From $295 per night (USD)
VRBO
Charming House On Lake Michigan
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Beautifully kept 2 Bedroom, 1 Full Bathroom home on Lake Michigan. Sleeps 4. The backyard is delightfully landscaped f ...
From $295 per night (USD)
VRBO
From $350 per night (USD)
VRBO
Lovely classic 2 blocks from Lake Michigan
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Newly renovated 1904 home in prime location. Brand new kitchen and baths, gorgeous woodwork and refinished wood floors, ...
From $350 per night (USD)
VRBO
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VRBO
Ryder Cup 2021 gem: Modern luxury, close to all
Bedrooms:
4
Bathrooms:
3
Sleeps:
10
Blocks from Lake Michigan, a pleasant drive to the golf course, a short walk to downtown Sheboygan—you can’t go wrong! W ...
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VRBO
From $250 per night (USD)
Expedia
Walk to beach, restaurants, shops! Historic charm with updated amenities
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
This three bedroom, two bath home is in the heart of historic downtown Sheboygan. It is within walking distance to almos ...
From $250 per night (USD)
Expedia
From $533 per night (USD)
VRBO
Lake Michigan home with gorgeous views, great spot for a 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 $533 per night (USD)
VRBO
From $221 per night (USD)
VRBO
Good Vibes on the Third Coast
Bedrooms:
1
Bathrooms:
4
Sleeps:
5
Peaceful bohemian retreat filled with warmth and a lively vibe! Perfect for couples, remote workers, girls weekends, gol ...
From $221 per night (USD)
VRBO
From $140 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 $140 per night (USD)
VRBO
From $145 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 $145 per night (USD)
Expedia
From $213 per night (USD)
VRBO
Huron Ave · Spacious & Peaceful Home in the heart of Sheboygan
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
Come stay at a beautiful home close to Lake Michigan and downtown Sheboygan! Located in a quiet neighborhood, and two b ...
From $213 per night (USD)
VRBO
$Sheboygan Getaway w\/ Yard: 1 Mi to Lake Michigan$
From $164 per night (USD)
Expedia
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 $164 per night (USD)
Expedia
From $238 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 $238 per night (USD)
VRBO
From $590 per night (USD)
Expedia
Beach front luxury spacious villa !
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
Beach front luxury spacious condo! Beautiful remodeled four bedroom villa/condo overlooking Lake Michigan, well equippe ...
From $590 per night (USD)
Expedia
From $199 per night (USD)
VRBO
Riverfront Townhome with GIANT Rec Room and Private Riverfront Deck
Bedrooms:
2
Bathrooms:
2
Sleeps:
7
*exterior fire table cannot be used after october 1. the WAVE More than just an inviting home away from home. It’s a fr ...
From $199 per night (USD)
VRBO
From $225 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 $225 per night (USD)
Expedia
From $350 per night (USD)
VRBO
LUXE Manor with Modern, Elegant Vibes
Bedrooms:
4
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 $350 per night (USD)
VRBO
From $217 per night (USD)
Expedia
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 $217 per night (USD)
Expedia
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Expedia
Over 1600 sq ft overlooking Sheboygan's Riverfront District right on the water.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to Sheboygan's South Pier. A 42-acre peninsula that splits the Sheboygan River and Lake Michigan lined with gre ...
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Expedia
From $143 per night (USD)
Expedia
Newly updated flat 1 block from Lake Michigan; Lake View; Watch sun rise!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
My husband and I love to stay in a reasonably priced condo or flat when we travel. We like to feel like we are at a home ...
From $143 per night (USD)
Expedia
From $154 per night (USD)
VRBO
Amazing private unit for 7: game room! Great for well-trained pets. Host events.
Bedrooms:
1
Bathrooms:
2
Sleeps:
8
This amazing newly remodeled private first floor and private lower level of an upper/lower duplex is completely private ...
From $154 per night (USD)
VRBO
From $729 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 $729 per night (USD)
Expedia
$Beautiful Beachside Condo w\/ Stunning Lake Views$
From $245 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 $245 per night (USD)
VRBO
From $173 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 $173 per night (USD)
Expedia
$LUX Riverfront Escape with Breathtaking Water Views. Minutes from the Beach.\n\n$
From $167 per night (USD)
VRBO
LUX Riverfront Escape with Breathtaking Water Views. Minutes from the Beach.\n\n
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Experience serenity at our riverfront Townhome featuring timeless European aesthetics. Nestled along the banks of the Sh ...
From $167 per night (USD)
VRBO
From $115 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 $115 per night (USD)
VRBO
$\n\nLuxury Downtown Sheboygan 4 Bdr 2 min walk to beach - Lakeside Legacy$
From $573 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 $573 per night (USD)
VRBO
From $102 per night (USD)
VRBO
Calling all golfers, Packer fans, Road America fans, and Lake Michigan lovers.
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This convenient Sheboygan northside upper apartment has everything you need for your vacation getaway! This spacious and ...
From $102 per night (USD)
VRBO
From $350 per night (USD)
VRBO
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 $350 per night (USD)
VRBO
$Steps from Lake Michigan Beach - 3br\/1.5ba - Yard, Views$
From $160 per night (USD)
VRBO
Steps from Lake Michigan Beach - 3br\/1.5ba - Yard, Views
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This is a well cared for, well located, fully stocked and operational home for families or friends or working profession ...
From $160 per night (USD)
VRBO
From $187 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 $187 per night (USD)
VRBO
From $583 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 $583 per night (USD)
Expedia
From $1700 per night (USD)
VRBO
50' from the sand!!!
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
Come visit this charming cottage nestled just feet from Lake Michigan. Enjoy the beautiful lake views out all east side ...
From $1700 per night (USD)
VRBO
From $99 per night (USD)
Expedia
3 blocks from Lake Spacious Entire Place 1 BDRM full bath 5 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 $99 per night (USD)
Expedia
From $233 per night (USD)
VRBO
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 $233 per night (USD)
VRBO
From $117 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 $117 per night (USD)
VRBO
From $420 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 $420 per night (USD)
VRBO
From $189 per night (USD)
Expedia
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 $189 per night (USD)
Expedia
From $349 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 $349 per night (USD)
VRBO
$Sheboygan Getaway w\/ Deck + On-Site Lake Access!$
From $209 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 $209 per night (USD)
Expedia
Click For Pricing
VRBO
Remodeled Cape Cod within steps of Lake Michigan
Bedrooms:
2
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 ...
Click For Pricing
VRBO
From $67 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 $67 per night (USD)
Expedia
Click For Pricing
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 $114 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 $114 per night (USD)
Expedia
From $116 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 $116 per night (USD)
VRBO
Click For Pricing
VRBO
Lakeview Loft - Available For Monthly Rentals!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Discover the charm of our delightful upper apartment, featuring 2 bedrooms and 1 bathroom, just a leisurely 2-block stro ...
Click For Pricing
VRBO

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Results: 156 Rentals