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

Sheboygan Rentals

From $672 per night (USD)
VRBO
Just 75 steps from the sand and shore of Lake Michigan!
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
This listing is for the villa only. Blue Harbor water park passes are not included and currently unavailable to purchase ...
From $672 per night (USD)
VRBO
From $271 per night (USD)
Expedia
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 $271 per night (USD)
Expedia
From $282 per night (USD)
VRBO
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 $282 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
$Updated Sheboygan Home w\/ Porch < 1 Mi to Beach$
From $291 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 $291 per night (USD)
VRBO
$Seagull Beach, Lake Michigan Cottage - Open for the NFL Draft 260\/night for 2-4$
From $204 per night (USD)
VRBO
Seagull Beach, Lake Michigan Cottage - Open for the NFL Draft 260\/night for 2-4
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 $204 per night (USD)
VRBO
From $176 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 $176 per night (USD)
VRBO
From $387 per night (USD)
Expedia
Family Home, 1 Block to Lake Michigan Beach!
Bedrooms:
2
Bathrooms:
7
Sleeps:
7
- Game Room - Central Location - Recently Remodeled From Lake Michigan to downtown, there's something for everyone at t ...
From $387 per night (USD)
Expedia
From $1283 per night (USD)
VRBO
Quiet and spacious home, close to downtown, the beach, and fantastic golfing.
Bedrooms:
4
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
$GUEST HOUSE SHORT WALK TO LAKE MICHIGAN\/Close to Downtown & S Pier\n4bdrm 2 bath$
From $603 per night (USD)
Expedia
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 $603 per night (USD)
Expedia
From $264 per night (USD)
VRBO
Sheboygan Retreat in Black River
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Only an hour drive north of Milwaukee and south of Green Bay. Experience all Sheboygan County has to offer. Kohler gol ...
From $264 per night (USD)
VRBO
From $220 per night (USD)
VRBO
Good Vibes on the Third Coast-Pet Friendly! Cozy and Close by!
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 $220 per night (USD)
VRBO
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VRBO
Modern Cabin, private wooded lot with lake access
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Newly renovated home with grilling deck and fire pit. 600 foot walk to the beach. Brand new Kohler bathrooms, electric f ...
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VRBO
$2 bed\/2 bath Townhouse on a Quiet cul de sac with backyard views and a Hot tub$
From $281 per night (USD)
Expedia
2 bed\/2 bath Townhouse on a Quiet cul de sac with backyard views and a Hot tub
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Modern/updated 2 bedroom 2 bath townhouse on a quite Cul-De-Sac in Sheboygan, WI. Every part of this house has been remo ...
From $281 per night (USD)
Expedia
From $1890 per night (USD)
VRBO
Summer’s right around the corner! Book your group vacay while the going’s good.
Bedrooms:
9
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 $1890 per night (USD)
VRBO
From $542 per night (USD)
Expedia
Shoreline Sanctuary - 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 $542 per night (USD)
Expedia
From $695 per night (USD)
VRBO
Lake Michigan Home with gorgeous views, great spot for family or golf retreat
Bedrooms:
3
Bathrooms:
5
Sleeps:
14
Our beautiful lakefront home is perfect for a relaxing retreat! Minutes to downtown Sheboygan, downtown Kohler with 5 ...
From $695 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
$Downtown Sheboygan Apartment w\/ Private Deck!$
From $241 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 $241 per night (USD)
VRBO
From $406 per night (USD)
Expedia
Original Art |1904 Classic | Near Beach & Downtown
Bedrooms:
3
Bathrooms:
4
Sleeps:
7
Newly renovated 1904 home in prime location. Remodeled kitchen and baths, gorgeous woodwork and floors, off-street parki ...
From $406 per night (USD)
Expedia
From $402 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 $402 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
$2BR, 1.5BA, Pet-friendly, Lower duplex w\/finished basement + large backyard!$
From $141 per night (USD)
VRBO
2BR, 1.5BA, Pet-friendly, Lower duplex w\/finished basement + large backyard!
Bedrooms:
2
Bathrooms:
3
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
From $315 per night (USD)
Expedia
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 $315 per night (USD)
Expedia
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VRBO
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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VRBO
From $973 per night (USD)
VRBO
Whistling Straights 4 min, Blackwolf Run 7 min, Erin Hills 84 min, 3 Bedroom
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Two Story Home With 3 Bedrooms, 2-1/2 Bathrooms, Large Kitchen, Dinette, Formal Dining Room, Living Room, Family Room, ...
From $973 per night (USD)
VRBO
From $232 per night (USD)
VRBO
2BR Spacious Upper, Overlooking Kiwanis Park, Close to Everything!
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
This an Upstairs Duplex with 2 bedrooms and 1 bath. Features a kitchen stocked with pots, pans, utensils, and kitchen ga ...
From $232 per night (USD)
VRBO
From $224 per night (USD)
Expedia
Cozy Lake Michigan Cottage Direct Lakefront Views of Lake Michigan Premier Host!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Kohler Design Center Rentals, Kohler Andrae State Park Rentals, Whistling Straits Rentals Blue Harbor Rentals, Road Amer ...
From $224 per night (USD)
Expedia
From $322 per night (USD)
VRBO
Wonderful 3+ Bedroom Home Completely Renovated
Bedrooms:
2
Bathrooms:
5
Sleeps:
7
Beautiful home in Sheboygan WI. Entire home has been completely remodeled and updated. Three entire floors of space fo ...
From $322 per night (USD)
VRBO
From $502 per night (USD)
Expedia
Updated Victorian in the Heart of Sheboygan. Beach, Downtown, Golf, Road America
Bedrooms:
2
Bathrooms:
5
Sleeps:
9
Lovingly restored 1890s Victorian home, updated to include the modern amenities you expect. Fully stocked kitchen, with ...
From $502 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
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Expedia
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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Expedia
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VRBO
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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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 $301 per night (USD)
VRBO
Sheboygan Waterfront 3 Bedroom 2.5 Bathroom Home
Bedrooms:
3
Bathrooms:
4
Sleeps:
7
Escape to this spacious downtown riverfront retreat with easy access to nearby beaches, restaurants, and local shopping ...
From $301 per night (USD)
VRBO
From $239 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 $239 per night (USD)
VRBO
From $809 per night (USD)
VRBO
'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 $809 per night (USD)
VRBO
From $173 per night (USD)
Expedia
Cozy 2 bd home, minutes from lake Michigan
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Cozy,Clean two bedroom home.Recently renovated. Fully equipped kitchen,fenced backyard for your pets.Walking distance to ...
From $173 per night (USD)
Expedia
From $366 per night (USD)
VRBO
Pet-Friendly Sheboygan Home, 1 Mi to Lake Michigan
Bedrooms:
1
Bathrooms:
6
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 $366 per night (USD)
VRBO
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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 $802 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 $802 per night (USD)
VRBO
From $219 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 $219 per night (USD)
VRBO
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VRBO
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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VRBO
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Expedia
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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Expedia
From $212 per night (USD)
VRBO
BEACHSIDE GETAWAY IN SHEBOYGAN
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Located just one lot in from the beautiful shores or Lake Michigan. This amazing location provides year round stunning v ...
From $212 per night (USD)
VRBO
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Expedia
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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Expedia
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VRBO
Perfect location for Ryder Cup!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Tri-level home in a quiet neighborhood with modern updates and less than five miles from the Ryder Cup! Perfect backyard ...
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VRBO
From $433 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. Prev ...
From $433 per night (USD)
Expedia
$Riverfront Sheboygan Townhome w\/ Grill!$
From $305 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 $305 per night (USD)
VRBO
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Expedia
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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Expedia
$Sheboygan Getaway w\/ Yard: 1 Mi to Lake Michigan$
From $334 per night (USD)
VRBO
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 $334 per night (USD)
VRBO
From $282 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 $282 per night (USD)
Expedia
From $319 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 $319 per night (USD)
VRBO
From $604 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 $604 per night (USD)
Expedia
From $306 per night (USD)
VRBO
Riverfront Townhome with GIANT Rec Room and Private Riverfront Deck
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
More than just an inviting home away from home. It’s a friendly gesture, usually followed by a smile, and exchanged betw ...
From $306 per night (USD)
VRBO
From $295 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 $295 per night (USD)
Expedia
From $392 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 $392 per night (USD)
VRBO
From $312 per night (USD)
Expedia
Family-Friendly House: Walk to Lake Michigan!
Bedrooms:
2
Bathrooms:
5
Sleeps:
6
Spend fun-filled days with your surfboard when you choose this conveniently located Sheboygan vacation rental! Just unde ...
From $312 per night (USD)
Expedia
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VRBO
Conveniently located in beautiful Sheboygan!
Bedrooms:
1
Bathrooms:
2
Sleeps:
90
Comfy Bungalow with baby grabs piano. An artists get-away. Cook in the nice kitchen with everything you need or walk to ...
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VRBO
From $892 per night (USD)
VRBO
Modern Lakeside House with Treehouse
Bedrooms:
4
Bathrooms:
4
Sleeps:
11
Welcome to Curtiss Castle! Ideal for large families, remote workers, lake lovers, and golf enthusiasts! This peaceful, w ...
From $892 per night (USD)
VRBO
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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
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Expedia
Cottage in the Woods walk to Lake Michigan!
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Cottage in the black river area of Sheboygan County. Located on almost and acre of wooded property two blocks from publ ...
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Expedia
From $132 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 $132 per night (USD)
VRBO
From $269 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 $269 per night (USD)
Expedia
From $294 per night (USD)
VRBO
Newly Updated! Downtown & Shore
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Welcome to Superior Commons by Doorway Travel! This newly renovated and professionally decorated apartment is centrally ...
From $294 per night (USD)
VRBO
From $266 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 $266 per night (USD)
Expedia
From $570 per night (USD)
VRBO
A Glorious Getaway Sheboygan - LUX Lake Condo
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
Summary: Welcome to a Glorious Getaway! Steps to Lake Michigan come and enjoy this luxury 4 bed 3 bath condo. Located i ...
From $570 per night (USD)
VRBO
$Eclectic Spacious 3 BR Home Near Lake MI w\/ Fire Pit$
From $182 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 $182 per night (USD)
Expedia
From $419 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 $419 per night (USD)
VRBO
$Perfect Paradise – 67.4 miles \/ 1 hr to the NFL Draft at Lambeau Field!$
From $609 per night (USD)
Expedia
Perfect Paradise – 67.4 miles \/ 1 hr to the NFL Draft at Lambeau Field!
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Welcome to Perfect Paradise by Great Lakes Getaways! Explore your dream destination in this stunning 4-bedroom beachfro ...
From $609 per night (USD)
Expedia
From $399 per night (USD)
VRBO
Peaceful Retreat, Near Road America! Mid Century Modern Home
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Peaceful and private getaway in the woods, yet close to everything! Shops, restaurants, bars, parks, golf, fishing, sail ...
From $399 per night (USD)
VRBO
$Sheboygan Getaway w\/ Deck + On-Site Lake Access!$
From $281 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 $281 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 ...
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VRBO
From $266 per night (USD)
VRBO
Centrally located house minutes away from the lake, golfing, & Road America.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Get cozy on the big covered front porch by enjoying a cup of coffee or a local brew. Relax with a book or glass of wine ...
From $266 per night (USD)
VRBO
From $228 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
Place is all for you! No share place. Forget your worries in this spacious and serene Guest House ( sleeps 4 people) q ...
From $228 per night (USD)
VRBO
From $251 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 $251 per night (USD)
Expedia
$LUX Uptown Escape - The Trester\n$
From $197 per night (USD)
VRBO
LUX Uptown Escape - The Trester\n
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to our beautiful 2-bedroom historic home in Uptown Sheboygan! This charming and well-appointed residence offers ...
From $197 per night (USD)
VRBO
From $152 per night (USD)
Expedia
Riverfront Townhome with Breathtaking Water Views!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
*exterior fire table cannot be used after october 1. Welcome to Driftwood, our modern two-bedroom, 1.5-bath townhome, n ...
From $152 per night (USD)
Expedia
From $1755 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 $1755 per night (USD)
VRBO
From $505 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 $505 per night (USD)
VRBO
$The Cottage – 65.7 miles \/ 1 hr to the NFL Draft at Lambeau Field!$
From $385 per night (USD)
VRBO
The Cottage – 65.7 miles \/ 1 hr to the NFL Draft at Lambeau Field!
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Welcome to The Cottage by Great Lakes Getaways! Escape to this newly renovated beachfront condo nestled along the seren ...
From $385 per night (USD)
VRBO
From $454 per night (USD)
Expedia
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 $454 per night (USD)
Expedia
From $155 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 $155 per night (USD)
VRBO
$Lovely Lake Lookout – 67.4 miles \/ 1 hr to the NFL Draft at Lambeau Field!$
From $475 per night (USD)
Expedia
Lovely Lake Lookout – 67.4 miles \/ 1 hr to the NFL Draft at Lambeau Field!
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Welcome to Lovely Lake Lookout by Great Lakes Getaways! Experience a relaxing getaway at this stunning 2-bed, 2-bath vi ...
From $475 per night (USD)
Expedia
From $351 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 $351 per night (USD)
VRBO
$Pelican Point - Private Retreat - just 4 miles to downtown Sheboygan\n$
From $1354 per night (USD)
Expedia
Pelican Point - Private Retreat - just 4 miles to downtown Sheboygan\n
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
Escape to your own private Lakeside Retreat. 4 BR, 2.5 bath Cape Cod overlooking Lake Michigan & Black River giving you ...
From $1354 per night (USD)
Expedia
From $320 per night (USD)
VRBO
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 $320 per night (USD)
VRBO
From $249 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 $249 per night (USD)
Expedia
From $193 per night (USD)
Expedia
Historic Home in Quiet Central Location
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
You will be close to everything when you stay at this 1930s home. Walk three blocks west to Sheboygan's historic downtow ...
From $193 per night (USD)
Expedia
$Spacious Blue Harbor 2 bedr courtyard view condo w\/ Breaker Bay Waterpark access$
Click For Pricing
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 ...
Click For Pricing
Expedia
$Fairway Getaway-by Whistling Straits, Golf sim\/Theater Room, ZenDen &Poker Room!$
From $1598 per night (USD)
VRBO
Fairway Getaway-by Whistling Straits, Golf sim\/Theater Room, ZenDen &Poker Room!
Bedrooms:
4
Bathrooms:
5
Sleeps:
14
Welcome to Fairway Getaway! This stunning property combines luxury, comfort, and convenience, making it the perfect choi ...
From $1598 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
From $128 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 $128 per night (USD)
VRBO
From $374 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 Waves of Happiness Condo hosted by S ...
From $374 per night (USD)
Expedia
$Beautiful Beachside Condo w\/ Stunning Lake Views$
From $364 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 Waves of Happiness Condo hosted by Sheboygan ...
From $364 per night (USD)
VRBO
From $168 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 $168 per night (USD)
Expedia
$Riverwalk Retreat – 67.3 miles \/ 1 hr to the NFL Draft at Lambeau Field!$
From $392 per night (USD)
VRBO
Riverwalk Retreat – 67.3 miles \/ 1 hr to the NFL Draft at Lambeau Field!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to Riverwalk Retreat by by Great Lakes Getaways! Discover the ultimate retreat in this top-floor Riverfront con ...
From $392 per night (USD)
VRBO
$Crystal Cove – 66 miles \/ 1 hr to the NFL Draft at Lambeau Field!$
From $417 per night (USD)
Expedia
Crystal Cove – 66 miles \/ 1 hr to the NFL Draft at Lambeau Field!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to Crystal Cove by Great Lakes Getaways! Nestled in the charming South Pier neighborhood of Sheboygan, this exc ...
From $417 per night (USD)
Expedia
From $700 per night (USD)
VRBO
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 $700 per night (USD)
VRBO
$Lighthouse Lookout – 67.3 miles \/ 1 hr to the NFL Draft at Lambeau Field!$
From $299 per night (USD)
Expedia
Lighthouse Lookout – 67.3 miles \/ 1 hr to the NFL Draft at Lambeau Field!
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 $299 per night (USD)
Expedia

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Results: 131 Rentals