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

Sheboygan Rentals

From $208 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 $208 per night (USD)
VRBO
From $510 per night (USD)
Expedia
State Park w/ Orchard Style Yard & Pavilion
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Welcome to our Orchard House Retreat, hosted by Sheboygan Vacation Rentals. Our home is situated directly across from t ...
From $510 per night (USD)
Expedia
From $306 per night (USD)
VRBO
Cozy Corner Cottage- 2 blocks to Lake Michigan. Walk to Deland Park and Beach!
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Cozy Corner Cottage by Great Lakes Getaways! This charming Dutch Colonial house in Sheboygan’s historic Ellis District ...
From $306 per night (USD)
VRBO
From $425 per night (USD)
Expedia
Charming 3-bedroom 3 Bathroom house in Sheboygan with AC, WiFi, & Amenities
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Enjoy a peaceful stay at this cozy 3-bedroom, 3 living room, and 3 bathroom home in Sheboygan, WI. This charming propert ...
From $425 per night (USD)
Expedia
From $131 per night (USD)
VRBO
Cozy 1-bedroom house in Sheboygan walking distance to the lake and downtown.
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
We welcome you to the historic district! Located 2 blocks from the famous Deland Park ( Malibu of the Midwest) and 2 bl ...
From $131 per night (USD)
VRBO
From $674 per night (USD)
Expedia
Executive Beachfront Villa: Sleeps 8!
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Just steps from Lake Michigan, this updated 2BR/2BA condo features modern décor, new flooring, and refreshed showers for ...
From $674 per night (USD)
Expedia
From $674 per night (USD)
VRBO
Lakefront Condo- Step-free & accessible! Sleeps 8!
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Enjoy the beauty of Lake Michigan just steps from your door in this 2BR/2BA beachfront condo. Located near the boardwalk ...
From $674 per night (USD)
VRBO
From $908 per night (USD)
Expedia
Edgewater Villa: 4 Bedroom, Sleeps 14!
Bedrooms:
3
Bathrooms:
4
Sleeps:
14
Modern 4BR Courtyard Condo – Steps from the Beach in the "Malibu of the Midwest" Escape to Sheboygan, WI—a hidden gem o ...
From $908 per night (USD)
Expedia
From $674 per night (USD)
VRBO
2-bedroom villa in serene Sheboygan with WiFi, AC
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Nestled in Sheboygan right on the beach, this delightful villa is the perfect retreat for guests seeking a superb vacati ...
From $674 per night (USD)
VRBO
From $217 per night (USD)
Expedia
Pet-Friendly Sheboygan Home: 4 Mi to Lake Michigan
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Indulge in a fun-filled getaway when you stay at this 2-bed, 1-bath Wisconsin vacation rental! Boasting a colorful open ...
From $217 per night (USD)
Expedia
From $653 per night (USD)
VRBO
Unique 3-bedroom w/easy access to Lake Michigan waterfront & downtown amenities
Bedrooms:
1
Bathrooms:
3
Sleeps:
7
Welcome to Chateau Blu, a unique, beautifully appointed lakeview retreat. Nestled just a leisurely five-minute walk ...
From $653 per night (USD)
VRBO
From $349 per night (USD)
Expedia
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 $349 per night (USD)
Expedia
From $437 per night (USD)
VRBO
Charming 4-bedroom house with WiFi and AC in lovely Sheboygan
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Unwind in this fabulous 1970's home with modern upgrades. This spacious 3700 SF retreat features 4 bedrooms (3 queen, ...
From $437 per night (USD)
VRBO
From $251 per night (USD)
VRBO
Steps from Lake Michigan: North Point Place
Bedrooms:
1
Bathrooms:
3
Sleeps:
7
Conveniently located for adventure and relaxation along the lakeshore and beyond, this historic home is steps away from ...
From $251 per night (USD)
VRBO
From $934 per night (USD)
VRBO
Luxury Lake Front Villa: Sleeps 12!
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
Experience the ultimate in luxury at this exquisite 4 bedroom lakefront vacation rental on Lake Michigan, just minutes f ...
From $934 per night (USD)
VRBO
From $131 per night (USD)
Expedia
Beachy 3-bedroom upper with WiFi and AC minutes from Lake Michigan
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
Welcome to the Beachy Bungalow! Come in and unwind at our beachy 3 bedroom upper unit near Lake Michigan, Whistling Str ...
From $131 per night (USD)
Expedia
From $347 per night (USD)
VRBO
New! Breezy Beach - 75 Steps to Lake Michigan!
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Welcome to Breezy Beach by Great Lakes Getaways! This villa is just 75 steps from Lake Michigan’s sandy shores, with fi ...
From $347 per night (USD)
VRBO
Click For Pricing
Expedia
Shoreline Sanctuary - 4BR Villa w/ Lake Views, Beach Access & Sunsets
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
Shoreline Sanctuary by Great Lakes Getaways! This stunning 4-bedroom, 3-bathroom beachfront villa on Lake Michigan offe ...
Click For Pricing
Expedia
From $320 per night (USD)
VRBO
Wandering Waves - Beachfront condo right on Lake Michigan.
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Wandering Waves by Great Lakes Getaways! Enjoy breathtaking Lake Michigan views from this updated 2-bedroom, 2-bathroom ...
From $320 per night (USD)
VRBO
From $301 per night (USD)
Expedia
NEW! Indigo Waters- Steps to the sand! Sleeps 7! Book today!
Bedrooms:
2
Bathrooms:
2
Sleeps:
7
Indigo Waters by Great Lakes Getaways! Step into this vibrant, updated condo where bold colors and unique touches make ...
From $301 per night (USD)
Expedia
From $278 per night (USD)
VRBO
Sunset Vista 2br in Sheboygan
Bedrooms:
2
Bathrooms:
2
Sleeps:
7
This cozy vacation rental is a perfect place to relax and enjoy a getaway! From its warm and inviting fireplace, with co ...
From $278 per night (USD)
VRBO
From $498 per night (USD)
Expedia
Sheboygan Shores - Beach/Arcades/9 beds/Sleeps 12
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Welcome to Sheboygan’s Premier Beachfront Getaway! 🌊🏖️ Steps from the public beach, volleyball, pickleball, parks, ...
From $498 per night (USD)
Expedia
From $586 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 $586 per night (USD)
VRBO
From $908 per night (USD)
Expedia
Vacation Paradise: 4 Bedroom, Sleeps 14!
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-away ...
From $908 per night (USD)
Expedia
From $159 per night (USD)
VRBO
Charming 2-bedroom condo with WiFi, AC in quaint Sheboygan
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This fantastic condo in Sheboygan offers two bedrooms with queen beds, perfect for a relaxing getaway. With amenities li ...
From $159 per night (USD)
VRBO
From $1532 per night (USD)
Expedia
Baronwood Oasis-Indoor Pool/Spa-Arcades-16beds-LUX
Bedrooms:
5
Bathrooms:
7
Sleeps:
20
🏡 Welcome to Baronwood Oasis – The Ultimate Family Escape - Sleeps 20 This is your moment to be the hero of your famil ...
From $1532 per night (USD)
Expedia
From $171 per night (USD)
VRBO
Lake Breeze on 11th
Bedrooms:
1
Bathrooms:
2
Sleeps:
7
Sheboygan has lots to offer & our place is perfect for your homebase. The lakefront, Sunrise, End, & Vollrath park are j ...
From $171 per night (USD)
VRBO
From $402 per night (USD)
Expedia
NEW! Charming 3BR/2BA Lake House in the Woods of the desirable Black River area
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
Your much-needed retreat begins at this large 3-bedroom house 300-feet from Lake Michigan. This wonderful property featu ...
From $402 per night (USD)
Expedia
From $197 per night (USD)
VRBO
Coastal 3-BR Lower Near Lake MI and Downtown Sheboygan
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
Welcome to the Coastal Comfort! Comfort: noun - a state of physical ease and freedom from pain or constraint Come in a ...
From $197 per night (USD)
VRBO
From $237 per night (USD)
Expedia
Eclectic 3-BR Lower w King Bed & Pack-n-Play & Fire Pit near Lake MI
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
Welcome to the Getaway! Getaway: noun - an act or instance of getting away; a place suitable for a vacation You will u ...
From $237 per night (USD)
Expedia
$Black River Retreat\nEclectic-Unique-Intriguing$
From $333 per night (USD)
VRBO
Black River Retreat\nEclectic-Unique-Intriguing
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Wow. An amazing home in an amazing location. Minutes from downtown Sheboygan, beaches at Kohler Andre & Lakeview parks, ...
From $333 per night (USD)
VRBO
From $179 per night (USD)
Expedia
Sheboygan Sunrise Beach Stay
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
*** STEPS AWAY FROM LAKE MICHIGAN*** Experience the vibrant energy from our stylish apartment with great views. Enjoy e ...
From $179 per night (USD)
Expedia
From $254 per night (USD)
VRBO
Overlook Oasis - Walk to Lake at Ellis District
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Overlook Oasis by Great Lakes Getaways! Nestled in Sheboygan’s charming and historic Ellis District. This newly remode ...
From $254 per night (USD)
VRBO
Click For Pricing
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 ...
Click For Pricing
Expedia
From $402 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 $402 per night (USD)
VRBO
From $297 per night (USD)
Expedia
NEW! Harbor Hideaway - Walk to Beach, Dining & Downtown
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Cozy Condo Steps from Sheboygan Harbor – Walk to Beach, Dining & Downtown Perfectly situated just steps from the Sheb ...
From $297 per night (USD)
Expedia
From $908 per night (USD)
VRBO
Edgewater Escape: 4 Bedroom, Sleeps 14!
Bedrooms:
3
Bathrooms:
4
Sleeps:
14
This two-story 4 bedroom/3 bathroom get-away is in close proximity to EVERYTHING, including the boardwalk, harbor and do ...
From $908 per night (USD)
VRBO
From $541 per night (USD)
Expedia
Just Beachy: 4 Bedroom, Sleeps 12!
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
Newly Renovated 4BR/3BA Upper-Level Condo – Walk to Boardwalk, Harbor & More! Welcome to your perfect home away from ho ...
From $541 per night (USD)
Expedia
From $131 per night (USD)
VRBO
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)
VRBO
From $133 per night (USD)
VRBO
533) home + community playground + park access
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Charming and unique 2-story home just off the interstate in Sheboygan. No pets allowed. Features 2 bedrooms and 1 bathro ...
From $133 per night (USD)
VRBO
From $620 per night (USD)
VRBO
Sheboygan Chalet | Nature, Arcade, Sauna & Hot Tub
Bedrooms:
3
Bathrooms:
4
Sleeps:
13
Escape to Sheboygan Chalet—a stunning modern retreat tucked in the woods of the Black River community 🌲 Just two blocks ...
From $620 per night (USD)
VRBO
From $591 per night (USD)
Expedia
4- Bedroom Retreat w/ Sauna, Game Room, Patio & Walk to Golf, 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 $591 per night (USD)
Expedia

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Sheboygan Rentals

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Results: 142 Rentals