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

Sheboygan Rentals

From $229 per night (USD)
VRBO
REMODELED HOME ON LAKE MICHIGAN
Bedrooms:
1
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 $229 per night (USD)
VRBO
From $388 per night (USD)
Expedia
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 $388 per night (USD)
Expedia
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VRBO
Beach Lake House walking disance to lake Close to Downtown & South Pier 4BR 2BA
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Amazing location just 3 blocks of Lake Michigan. a short walk to the public south beach, 2 min driving to the beach. 4 ...
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VRBO
From $276 per night (USD)
VRBO
Good Vibes on the Third Coast-Pet Friendly! Cozy and Close by!
Bedrooms:
1
Bathrooms:
4
Sleeps:
6
Peaceful bohemian retreat filled with warmth and a lively vibe! Perfect for couples, remote workers, girls weekends, gol ...
From $276 per night (USD)
VRBO
From $309 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
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 $309 per night (USD)
VRBO
From $675 per night (USD)
Expedia
Lake Michigan Home with gorgeous views, great spot for family or golf retreat
Bedrooms:
3
Bathrooms:
5
Sleeps:
14
Our beautiful lakefront home is perfect for a relaxing retreat! Minutes to downtown Sheboygan, downtown Kohler with 5 ...
From $675 per night (USD)
Expedia
From $815 per night (USD)
VRBO
Boutique Gallery House - Stay inside a Work of Art
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Stay Somewhere Beautiful. Some homes give you a place to sleep. It's 515 Somewhere gives you a place to feel inspired. ...
From $815 per night (USD)
VRBO
From $472 per night (USD)
Expedia
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 $472 per night (USD)
Expedia
From $381 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 $381 per night (USD)
VRBO
From $205 per night (USD)
Expedia
Cozy Lake Michigan Cottage Direct Lakefront Views of Lake Michigan Premier Host!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Kohler Design Center Rentals, Kohler Andrae State Park Rentals, Whistling Straits Rentals Blue Harbor Rentals, Road Amer ...
From $205 per night (USD)
Expedia
From $301 per night (USD)
VRBO
Wonderful 3+ Bedroom Home Completely Renovated
Bedrooms:
2
Bathrooms:
4
Sleeps:
7
Beautiful home in Sheboygan WI. Entire home has been completely remodeled and updated. Three entire floors of space fo ...
From $301 per night (USD)
VRBO
From $369 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 $369 per night (USD)
Expedia
From $327 per night (USD)
VRBO
Sheboygan Waterfront 3 Bedroom 2.5 Bathroom Home
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Escape to this spacious downtown riverfront retreat with easy access to nearby beaches, restaurants, and local shopping ...
From $327 per night (USD)
VRBO
From $339 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 $339 per night (USD)
VRBO
From $707 per night (USD)
VRBO
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 re ...
From $707 per night (USD)
VRBO
From $338 per night (USD)
Expedia
BEACHVIEW GETAWAY
Bedrooms:
1
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 $338 per night (USD)
Expedia
From $351 per night (USD)
VRBO
Sheboygan Getaway w/ Yard: 1 Mi to Lake Michigan
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Whether you're here to visit friends or family, this lower-level 2-bed, 1-bath Sheboygan vacation rental apartment has a ...
From $351 per night (USD)
VRBO
From $327 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 $327 per night (USD)
Expedia
From $341 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 $341 per night (USD)
VRBO
From $441 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 $441 per night (USD)
Expedia
From $259 per night (USD)
VRBO
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 $259 per night (USD)
VRBO
From $400 per night (USD)
Expedia
LUXE Manor with Modern, Elegant Vibes
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Modern chic blends with classic sophistication in this late 1800s Manor. Enjoy the expansive 4,500 square feet of elegan ...
From $400 per night (USD)
Expedia
From $371 per night (USD)
VRBO
Coastal Comfort & Golfers' Paradise in Sheboygan!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Nestled in the heart of the Historic District of Sheboygan, this 3-bedroom, 2-bathroom home is your basecamp for Lake Mi ...
From $371 per night (USD)
VRBO
From $182 per night (USD)
VRBO
COMFY, COZY, and CONVENIENT!!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Whether you are visiting for golf, fishing, a Green Bay Packer game, Road America, or simply a vacation, this convenient ...
From $182 per night (USD)
VRBO
From $373 per night (USD)
VRBO
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 $373 per night (USD)
VRBO
From $337 per night (USD)
Expedia
Close to Downtown & Shore | Great Location
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Welcome to Superior Commons by Doorway Travel! This newly renovated and professionally decorated apartment is centrally ...
From $337 per night (USD)
Expedia
From $342 per night (USD)
VRBO
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 $342 per night (USD)
VRBO
From $258 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 $258 per night (USD)
Expedia
From $339 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 $339 per night (USD)
VRBO
From $439 per night (USD)
Expedia
Perfect Paradise | 4BR Lakeview Condo w/ Jacuzzi
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Welcome to Perfect Paradise — Presented by Great Lakes Getaways! Unwind in this spacious 4-bedroom, 3-bath beachfron ...
From $439 per night (USD)
Expedia
From $378 per night (USD)
VRBO
Sheboygan Getaway w/ Deck + On-Site Lake Access!
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Plan for plenty of outdoor fun on your next Lake Michigan getaway when you stay at this Sheboygan vacation rental! With ...
From $378 per night (USD)
VRBO
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Expedia
3 Blocks from Beach house 1 BDRM full bath 4 min to downtown,sleeps 4
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Forget your worries in this spacious and serene Guest House Minutes from downtown Sheboygan/Kohler, a 5 star PGA champi ...
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Expedia
From $327 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 $327 per night (USD)
VRBO
From $185 per night (USD)
Expedia
LUX Uptown Escape - The Trester
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to our beautiful 2-bedroom historic home in Uptown Sheboygan! This charming and well-appointed residence offers ...
From $185 per night (USD)
Expedia
From $648 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
Enjoy your Sheboygan getaway in this spacious 4-bedroom, 2-bath home just a 5-minute walk to the lake. Sleeps 11 and pac ...
From $648 per night (USD)
VRBO
From $303 per night (USD)
Expedia
Lovely Lake Lookout - Cozy Condo Steps from Lake
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Welcome to Lovely Lake Lookout — Presented by Great Lakes Getaways! Take advantage of FLEXIBLE MONTHLY RENTALS—avail ...
From $303 per night (USD)
Expedia
From $426 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 $426 per night (USD)
VRBO
From $470 per night (USD)
Expedia
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 $470 per night (USD)
Expedia
From $271 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 $271 per night (USD)
VRBO
From $128 per night (USD)
Expedia
Lakeview Loft - Just opened up for July!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Looking for extended stays? We offer monthly rates. Inquire within, or check out StayWithNSD Bright and cozy 2-bedroom, ...
From $128 per night (USD)
Expedia
From $179 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 $179 per night (USD)
VRBO
From $214 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 $214 per night (USD)
Expedia
From $193 per night (USD)
VRBO
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 $193 per night (USD)
VRBO
From $915 per night (USD)
Expedia
Luxury Home Historic location 4BR-3 FullBath- Walk 3 min beach, 10 to downtown
Bedrooms:
3
Bathrooms:
4
Sleeps:
9
✿ Welcome to Lakeside Legacy House, located in the historic district of Sheboygan. This spacious luxury home sits so ...
From $915 per night (USD)
Expedia
From $688 per night (USD)
VRBO
Luxury Lakeside Home-NEW Renovation-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 $688 per night (USD)
VRBO
From $368 per night (USD)
Expedia
Beachside, Chefs Kitchen, High-End Everything
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Welcome to our "Delightful Seaside Picnic," hosted by Rose and Fern and Sheboygan Vacation Rentals! This newly renovat ...
From $368 per night (USD)
Expedia
From $216 per night (USD)
VRBO
Downtown, Uniquely Designed, Near the Beach
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to the Uptown Coach House, hosted by Sheboygan Vacation Rentals. Our newly built coach house is nestled in the ...
From $216 per night (USD)
VRBO
From $362 per night (USD)
Expedia
Cozy Corner Cottage| Beach Access & Historic Charm
Bedrooms:
1
Bathrooms:
3
Sleeps:
7
Welcome to Cozy Corner Cottage — Presented by Great Lakes Getaways! Take advantage of FLEXIBLE MONTHLY RENTALS—avail ...
From $362 per night (USD)
Expedia
From $827 per night (USD)
VRBO
Edgewater Villa: 4 Bedroom, Sleeps 14!
Bedrooms:
3
Bathrooms:
4
Sleeps:
14
This is your new favorite vacation spot. A spacious, two-level condo located just across the courtyard from the beautifu ...
From $827 per night (USD)
VRBO
From $457 per night (USD)
Expedia
Beachfront Paradise: King Suite - Sleeps 8!
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Wake up to stunning lake views in this bright and airy two-bedroom, two-bathroom beachfront condo. The open living space ...
From $457 per night (USD)
Expedia
From $366 per night (USD)
VRBO
New King Park Beach Lookout Deluxe! 3BR Right at Lake!
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Welcome to King Park Beach Lookout Deluxe! Experience the perfect family getaway with panoramic views of Lake Michigan, ...
From $366 per night (USD)
VRBO
From $316 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 $316 per night (USD)
VRBO
From $194 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 $194 per night (USD)
VRBO
From $314 per night (USD)
Expedia
Breezy Beach | Villa 75 Steps from Lake Michigan
Bedrooms:
2
Bathrooms:
2
Sleeps:
7
Welcome to Breezy Beach — Presented by Great Lakes Getaways! Take advantage of FLEXIBLE MONTHLY RENTALS—available no ...
From $314 per night (USD)
Expedia
From $502 per night (USD)
VRBO
Shoreline Sanctuary | Family Beach Villa with Deck
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
Welcome to Shoreline Sanctuary — Presented by Great Lakes Getaways! This stunning 4-bedroom, 3-bathroom beachfront v ...
From $502 per night (USD)
VRBO
From $355 per night (USD)
Expedia
Indigo Waters - Steps to the sand! 2BR | Sleeps 7!
Bedrooms:
2
Bathrooms:
2
Sleeps:
7
Welcome to Indigo Waters — Presented by Great Lakes Getaways! Take advantage of FLEXIBLE MONTHLY RENTALS—available n ...
From $355 per night (USD)
Expedia
From $549 per night (USD)
VRBO
Luxury Villa on Lake Michigan!
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
Welcome to the ideal place on Lake Michigan for a family beach getaway, wind surfing, fishing, bachelorette weekend, gol ...
From $549 per night (USD)
VRBO
From $189 per night (USD)
Expedia
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 $189 per night (USD)
Expedia
From $220 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 $220 per night (USD)
VRBO
From $213 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 $213 per night (USD)
Expedia
From $243 per night (USD)
VRBO
Overlook Oasis | Coastal Haven in Ellis District
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Welcome to Overlook Oasis — Presented by Great Lakes Getaways! Take advantage of FLEXIBLE MONTHLY RENTALS—available ...
From $243 per night (USD)
VRBO
From $174 per night (USD)
Expedia
2 Mi to Dtwn: Studio Suite in Sheboygan
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Pet Friendly w/ Fee | Walk to Diner & Brewery | Private Balcony Set sail for a getaway near the shore of Lake Michigan ...
From $174 per night (USD)
Expedia
From $311 per night (USD)
VRBO
Charming, Modern Riverfront 2-bedroom South Pier, Sheboygan Condo
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Stay comfortably in Sheboygan at this 2-bedroom condo. The space features 2 lovely queen beds, 2 bathrooms with showers, ...
From $311 per night (USD)
VRBO
From $610 per night (USD)
Expedia
Edgewater Escape: 4 Bedroom, Sleeps 14!
Bedrooms:
3
Bathrooms:
4
Sleeps:
14
This is your new favorite vacation spot. A spacious, two-level condo located just across the courtyard from the beautifu ...
From $610 per night (USD)
Expedia
From $610 per night (USD)
VRBO
Just Beachy: 4 Bedroom, Sleeps 12!
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
Your Lakeside Escape Awaits Discover your perfect getaway in this cozy, two-level condo, just steps from the sandy shore ...
From $610 per night (USD)
VRBO
From $131 per night (USD)
Expedia
Chic 1-bedroom apartment with WiFi, AC in fabulous Sheboygan
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Your cozy getaway awaits in Sheboygan at this beautiful upper unit duplex . This nice space features 1 bedroom with a co ...
From $131 per night (USD)
Expedia
From $729 per night (USD)
VRBO
4- Bedroom Retreat with Sauna, Game Room, Patio & Walk to Bars & Restaurants
Bedrooms:
2
Bathrooms:
4
Sleeps:
13
This newly renovated home offers the ultimate blend of comfort, fun, and convenience. Located in the heart of the city, ...
From $729 per night (USD)
VRBO
From $523 per night (USD)
Expedia
Sheboygan Shores
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
No expense spared in this fully renovated, updated, and high-end finished home facing the water and a block from the bea ...
From $523 per night (USD)
Expedia
From $397 per night (USD)
VRBO
Pet-Friendly 3BR Retreat!
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Relaxing 3-Bedroom Retreat Near Lake Michigan – Pet Friendly! Welcome to your perfect home base in Sheboygan! This spac ...
From $397 per night (USD)
VRBO
From $327 per night (USD)
Expedia
Lake Breeze Cottage. One block from the lake, walking distance to downtown!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to Lake Breeze Cottage, your year-round getaway just one block from the sparkling shores of Lake Michigan. Wheth ...
From $327 per night (USD)
Expedia
From $239 per night (USD)
VRBO
Sheboygan Riverside Condo
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Experience the Malibu of the Midwest in this stunning 2-bedroom retreat! The king suite offers a private balcony with a ...
From $239 per night (USD)
VRBO
From $401 per night (USD)
Expedia
The Beach town bungalow
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Cozy second-floor Airbnb in Sheboygan, WI, the “Malibu of the Midwest.” 2-bed, 1-bath with queen master, bunk room, full ...
From $401 per night (USD)
Expedia
From $650 per night (USD)
VRBO
The Lakeside Duo | Side-By-Side Beachfront Condos
Bedrooms:
5
Bathrooms:
6
Sleeps:
16
Perfect for large families or groups, this listing includes two side-by-side beachfront condos with full access to both ...
From $650 per night (USD)
VRBO
From $462 per night (USD)
Expedia
Lakeside Daydream - Walk to Lake Michigan!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to Lakeside Daydream — Presented by Great Lakes Getaways! Relax in this cozy 2BR, 1BA home just a short walk ...
From $462 per night (USD)
Expedia
From $675 per night (USD)
VRBO
Captain`s Quarters | Lake Michigan views for 14
Bedrooms:
3
Bathrooms:
5
Sleeps:
14
CAPTAIN’S QUARTERS | LAKE MICHIGAN GROUP RETREAT Wake to panoramic Lake Michigan sunrises at Captain’s Quarters, a refi ...
From $675 per night (USD)
VRBO
From $285 per night (USD)
Expedia
Eclectic Artsy 3-bedroom house with King Bed & AC in Sheboygan
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Unplug and relax in this colorful 3 bedroom home, just steps from restaurants, bakery & sports bar & bakery. You will f ...
From $285 per night (USD)
Expedia
Click For Pricing
VRBO
Beachside Beautifully Renovated Historic Home
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Take a walk right out your door and onto Sheboygan's North Pier to visit the famed red Light House. Then come back to ...
Click For Pricing
VRBO
From $228 per night (USD)
Expedia
Fresh Coast Craftsman - Pet Friendly | Near Lake
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
New Listing! Fresh Coast Craftsman by Great Lakes Getaways Welcome to your private 2-bedroom, 1-bath entire home retr ...
From $228 per night (USD)
Expedia
From $254 per night (USD)
VRBO
At River's Edge | 2BR River Retreat with Garage
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Welcome to Riverside Drift — Presented by Great Lakes Getaways! Escape to this spacious 2BR, 1.5BA Sheboygan retreat ...
From $254 per night (USD)
VRBO
From $309 per night (USD)
Expedia
NEW Riverfront Loft - FANTASTIC location w/stunning views - on the boardwalk!
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
This riverfront loft truly offers the best combination of views and location in Sheboygan. Situated right on the boar ...
From $309 per night (USD)
Expedia
From $313 per night (USD)
VRBO
Fits 7! Beachfront Condo - Handicap Accessible
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Welcome to your Lake Michigan getaway - a bright, modern condo sitting right on Sheboygan's sandy shore line. Wake up to ...
From $313 per night (USD)
VRBO
From $398 per night (USD)
Expedia
Riverfront Condo Steps to Downtown & Lake Michigan
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to our beautiful riverfront condo located in Sheboygan's South Pier District. This bright second-story condo off ...
From $398 per night (USD)
Expedia
From $521 per night (USD)
VRBO
Walk to Beach & Pier | Fully-Loaded Kitchen
Bedrooms:
4
Bathrooms:
5
Sleeps:
11
✨ Welcome to the Huron House, hosted by Sheboygan Vacation Rentals ✨ A beautiful classy remodeled 5-bedroom, 4-bath hom ...
From $521 per night (USD)
VRBO
From $554 per night (USD)
Expedia
Two Private Spaces | Downtown & Near Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to your downtown Sheboygan retreat, hosted by Sheboygan Vacation Rentals. This unique property offers two though ...
From $554 per night (USD)
Expedia
From $410 per night (USD)
VRBO
Private Studio | Walk to Restaurants, Cafés & Downtown Sheboygan
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to the The 8th Street ADU, hosted by Sheboygan Vacation Rentals. Our newly designed studio apartment at Huron & ...
From $410 per night (USD)
VRBO
From $500 per night (USD)
Expedia
Windward House - Entire home in Sheboygan
Bedrooms:
3
Bathrooms:
1
Sleeps:
6
Just steps from the Sheboygan Yacht Club and beautiful Deland Park with its sandy beach. This charming brick getaway put ...
From $500 per night (USD)
Expedia
From $381 per night (USD)
VRBO
A Glorious Getaway Sheboygan - LUX Lake Condo
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Welcome to Glorious Getaway — Presented by Great Lakes Getaways! Unwind in this spacious 4-bedroom, 3-bath beachfron ...
From $381 per night (USD)
VRBO
From $355 per night (USD)
VRBO
Waterfront Sheboygan Condo
Bedrooms:
2
Bathrooms:
3
Sleeps:
12
Welcome to your Lake Michigan, Sheboygan Getaway - riverfront condo sitting right on Sheboygan's riverfront board walk a ...
From $355 per night (USD)
VRBO
From $343 per night (USD)
VRBO
Eve’s Place by beach + 2 kings 1 queen + AC + Pack’n Play + High Chair
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Eve’s Place is a clean, comfortable space ideal for families and couples visiting Sheboygan for the beach or downtown. P ...
From $343 per night (USD)
VRBO

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Results: 89 Rentals