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

Sheboygan Rentals

$\n\nLuxury Downtown Sheboygan 4 Bdr 3 min walk to beach - Lakeside Legacy$
From $969 per night (USD)
VRBO
\n\nLuxury Downtown Sheboygan 4 Bdr 3 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 $969 per night (USD)
VRBO
From $771 per night (USD)
Expedia
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 $771 per night (USD)
Expedia
From $410 per night (USD)
VRBO
Beachside, Chefs Kitchen, High-End Everything
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Welcome to our "Delightful Seaside Picnic," hosted by Rose and Fern and Sheboygan Vacation Rentals! This newly renovat ...
From $410 per night (USD)
VRBO
From $308 per night (USD)
Expedia
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 $308 per night (USD)
Expedia
$State Park w\/ Orchard Style Yard & Pavilion$
From $490 per night (USD)
VRBO
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 $490 per night (USD)
VRBO
From $555 per night (USD)
VRBO
N E W ! Cozy Corner Cottage
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Welcome to Cozy Corner Cottage by Great Lakes Getaways! Experience a home nestled in a serene neighborhood. The master ...
From $555 per night (USD)
VRBO
From $425 per night (USD)
VRBO
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)
VRBO
From $448 per night (USD)
Expedia
Lake Shore Retreat: Sleeps 8!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Enjoy a private entrance, with our two bedroom king suite. The master has a king size bed and an attached bathroom. The ...
From $448 per night (USD)
Expedia
From $438 per night (USD)
VRBO
Beachfront Villa - Sleeps 8. Right on the beach!
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Welcome to this charming villa in Sheboygan. This gorgeous property boasts 2 bedrooms, including a king bed, queen bed, ...
From $438 per night (USD)
VRBO
From $358 per night (USD)
Expedia
Catch a Wave: Beachfront King Suite - Sleeps 8!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Welcome to your perfect getaway! This beautiful beachfront property is located right on the shores of Lake Michigan, off ...
From $358 per night (USD)
Expedia
From $480 per night (USD)
VRBO
Edgewater Escape steps from the beach! 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 $480 per night (USD)
VRBO
From $402 per night (USD)
Expedia
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 $402 per night (USD)
Expedia
From $275 per night (USD)
VRBO
Pet-Friendly Sheboygan Home: 4 Mi to Lake Michigan
Bedrooms:
1
Bathrooms:
3
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 $275 per night (USD)
VRBO
$Unique 3-bedroom w\/easy access to Lake Michigan waterfront & downtown amenities$
From $653 per night (USD)
Expedia
Unique 3-bedroom w\/easy access to Lake Michigan waterfront & downtown amenities
Bedrooms:
2
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)
Expedia
From $445 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 $445 per night (USD)
VRBO
From $531 per night (USD)
VRBO
Charming 4-bedroom house with WiFi and AC in lovely Sheboygan
Bedrooms:
4
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 $531 per night (USD)
VRBO
From $260 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 $260 per night (USD)
VRBO
From $665 per night (USD)
Expedia
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 $665 per night (USD)
Expedia
From $176 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 $176 per night (USD)
VRBO
From $288 per night (USD)
Expedia
Charming 4-bedroom house with WiFi and AC in delightful Sheboygan
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
This Sheboygan house boasts 4 inviting bedrooms with 3 queen beds and 1 crib. The pleasant and soothing atmosphere will ...
From $288 per night (USD)
Expedia
Click For Pricing
VRBO
New! Breezy Beach - 75 Steps to Lake Michigan!
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Breezy Beach by Great Lakes Getaways! This villa is just 75 steps from Lake Michigan’s sandy shores, with fishing, boat ...
Click For Pricing
VRBO
$Shoreline Sanctuary – 67.3 miles \/ 1 hr to the NFL Draft at Lambeau Field!$
Click For Pricing
Expedia
Shoreline Sanctuary – 67.3 miles \/ 1 hr to the NFL Draft at Lambeau Field!
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 $591 per night (USD)
VRBO
Wandering Waves - Beachfront condo right on Lake Michigan.
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Wandering Waves by Great Lakes Getaways! Enjoy breathtaking Lake Michigan views from this updated 2-bedroom, 2-bathroom ...
From $591 per night (USD)
VRBO
From $500 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 $500 per night (USD)
Expedia
From $456 per night (USD)
VRBO
Sunset Vista 2br in Sheboygan
Bedrooms:
2
Bathrooms:
3
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 $456 per night (USD)
VRBO
$Sheboygan Shores - Beach\/Arcades\/9 beds\/Sleeps 12$
From $485 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 $485 per night (USD)
Expedia
From $499 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 $499 per night (USD)
VRBO
From $504 per night (USD)
Expedia
Luxury Villa with 4 bedrooms steps from the beach. Sleeps 14!
Bedrooms:
3
Bathrooms:
4
Sleeps:
14
This memorable villa is the perfect home base for your trip to Sheboygan. With 4 charming bedrooms, including 1 king bed ...
From $504 per night (USD)
Expedia
From $186 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 $186 per night (USD)
VRBO
$Baronwood Oasis-Indoor Pool\/Spa-Arcades-16beds-LUX$
From $1458 per night (USD)
Expedia
Baronwood Oasis-Indoor Pool\/Spa-Arcades-16beds-LUX
Bedrooms:
7
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 $1458 per night (USD)
Expedia
From $163 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 $163 per night (USD)
VRBO
$NEW! Charming 3BR\/2BA Lake House in the Woods of the desirable Black River area$
From $360 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 $360 per night (USD)
Expedia
From $211 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 $211 per night (USD)
VRBO
From $211 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 $211 per night (USD)
Expedia
$Black River Retreat\nEclectic-Unique-Intriguing$
From $229 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 $229 per night (USD)
VRBO
Click For Pricing
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 ...
Click For Pricing
Expedia

Search Your Destination Now!

Sheboygan Rentals

Rental Rates ($USD weekly)

Guests

Check Rates & Availability:

Results: 136 Rentals