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

Sheboygan Area Rentals

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 $422 per night (USD)
Expedia
Charming dome house - 4-bedroom house with WiFi and AC in enjoyable Plymouth
Bedrooms:
3
Bathrooms:
4
Sleeps:
14
Welcome to The Hemisphere House, a unique dome retreat in a charming Wisconsin neighborhood. This architectural gem offe ...
From $422 per night (USD)
Expedia
From $204 per night (USD)
VRBO
Sunset Views by Long Lake
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
This A-frame cottage boasts 3 inviting bedrooms. The bedrooms will ensure a comfortable stay for all guests. The cozy a ...
From $204 per night (USD)
VRBO
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Expedia
Peaceful apartments centrally located to many attractions in Sheboygan County.
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Only two laps from Road America, or 20 minutes from the beach, this secluded apartment complex is located on the peacefu ...
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Expedia
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VRBO
Peaceful apartments centrally located to many attractions in Sheboygan County.
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Only two laps from Road America, or 20 minutes from the beach, this secluded apartment complex is located on the peacefu ...
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VRBO
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Expedia
Peaceful apartments centrally located to many attractions in Sheboygan County.
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Only two laps from Road America, or 20 minutes from the beach, this secluded apartment complex is located on the peacefu ...
Click For Pricing
Expedia
Click For Pricing
VRBO
Peaceful 4-bedroom apartment located near many attractions in Sheboygan County.
Bedrooms:
2
Bathrooms:
4
Sleeps:
7
Only two laps from Road America, or 20 minutes from the beach, this secluded apartment complex is located on the peacefu ...
Click For Pricing
VRBO
Click For Pricing
Expedia
Peaceful 4-bedroom apartment located near many attractions in Sheboygan County.
Bedrooms:
2
Bathrooms:
4
Sleeps:
7
Only two laps from Road America, or 20 minutes from the beach, this secluded apartment complex is located on the peacefu ...
Click For Pricing
Expedia
Click For Pricing
VRBO
Peaceful 4-bedroom apartment located near many attractions in Sheboygan County.
Bedrooms:
2
Bathrooms:
4
Sleeps:
7
Only two laps from Road America, or 20 minutes from the beach, this secluded apartment complex is located on the peacefu ...
Click For Pricing
VRBO
Click For Pricing
Expedia
Peaceful 4-bedroom apartment located near many attractions in Sheboygan County.
Bedrooms:
2
Bathrooms:
4
Sleeps:
7
Only two laps from Road America, or 20 minutes from the beach, this secluded apartment complex is located on the peacefu ...
Click For Pricing
Expedia
From $448 per night (USD)
VRBO
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)
VRBO
From $459 per night (USD)
Expedia
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 $459 per night (USD)
Expedia
From $459 per night (USD)
VRBO
Catch a Wave: Beachfront King Suite - Sleeps 8!
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Steps away from Lake Michigan, this 2 bedroom/2 bath has all you need! In close proximity to EVERYTHING, including the b ...
From $459 per night (USD)
VRBO
From $625 per night (USD)
Expedia
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 $625 per night (USD)
Expedia
From $459 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 $459 per night (USD)
VRBO
From $555 per night (USD)
Expedia
Lakeside Cabin Retreat! Private Lake for Family Vacations and Couples Getaways!
Bedrooms:
2
Bathrooms:
3
Sleeps:
11
Overview Immerse yourself in tranquility at Highlander Hideaway, a unique longhouse-style retreat nestled on 70+ acre pr ...
From $555 per night (USD)
Expedia
From $1109 per night (USD)
VRBO
This house is a 5 bedroom(s), 4.5 bathrooms, located in Elkhart Lake, WI.
Bedrooms:
5
Bathrooms:
5
Sleeps:
14
Welcome to our 6810 sq ft, Brand New (Completed July 2024) Construction 5 Bedroom, 4.5 bathroom home that is ACROSS THE ...
From $1109 per night (USD)
VRBO
From $415 per night (USD)
Expedia
3 Mi to Road America: Spacious Elkhart Lake Home!
Bedrooms:
2
Bathrooms:
6
Sleeps:
13
Large Fenced Backyard | Walk to Shops & Restaurants | Gas Grill (Propane Provided) Experience all that Elkhart Lake has ...
From $415 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
$Lakefront Penthouse, Private Beach, Outdoor\/Indoor Pools, Walk to Town$
From $367 per night (USD)
Expedia
Lakefront Penthouse, Private Beach, Outdoor\/Indoor Pools, Walk to Town
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Fall in love with Elkhart Lake at this luxury Elkhart Lake Penthouse! Enjoy breathtaking views of Elkhart Lake from ever ...
From $367 per night (USD)
Expedia
$Unique 3-bedroom w\/easy access to Lake Michigan waterfront & downtown amenities$
From $653 per night (USD)
VRBO
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)
VRBO
From $446 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 $446 per night (USD)
Expedia
From $694 per night (USD)
VRBO
Cozy Lakefront Escape: Perfect for Seasonal Getaways & Large Groups
Bedrooms:
2
Bathrooms:
5
Sleeps:
14
Nestled on the picturesque point of Random Lake, Wisconsin, our inviting and family-friendly lakehouse offers a perfect ...
From $694 per night (USD)
VRBO
From $333 per night (USD)
Expedia
Family friendly farmhouse near Cascade with AC, WiFi. Enjoy a peaceful retreat!
Bedrooms:
2
Bathrooms:
5
Sleeps:
10
Escape to the tranquility of country living at The Farmhouse on Mink Creek. Nestled on an acre surrounded by picturesque ...
From $333 per night (USD)
Expedia
From $715 per night (USD)
VRBO
Road America and Golf Retreat
Bedrooms:
2
Bathrooms:
4
Sleeps:
18
Escape to tranquility at our charming rental, nestled in serene woods, just down the road from Road America and premier ...
From $715 per night (USD)
VRBO
From $555 per night (USD)
VRBO
Charming 4-bedroom house with WiFi and AC in lovely Sheboygan
Bedrooms:
4
Bathrooms:
4
Sleeps:
12
Unwind in this fabulous 1970's home with modern upgrades. This spacious 3700 SF retreat features 4 bedrooms (3 queen, ...
From $555 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 $555 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 $555 per night (USD)
Expedia
From $610 per night (USD)
VRBO
The Links! - Luxury Golf Retreat with Golf Simulator
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Get ready to relax in this 4-bedroom house in Sheboygan. This superb property features 2 king beds and 2 queen beds, per ...
From $610 per night (USD)
VRBO
From $249 per night (USD)
Expedia
On the Water in Sheboygan River Overlook
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
The views from inside make it feel as if the home is overhanging the beautiful Sheboygan River. Go kayaking, enjoy the ...
From $249 per night (USD)
Expedia
$Charming 4-bdrm house w\/full walkout basement. wifi & Minutes to Road America.\n$
From $575 per night (USD)
VRBO
Charming 4-bdrm house w\/full walkout basement. wifi & Minutes to Road America.\n
Bedrooms:
5
Bathrooms:
4
Sleeps:
10
Your cozy getaway awaits in Plymouth at this marvelous house. With 3 queen beds and one full size bed spread across 4 be ...
From $575 per night (USD)
VRBO
From $176 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 $176 per night (USD)
Expedia
From $193 per night (USD)
VRBO
Peace and quiet, family friendly location - King bed!
Bedrooms:
2
Bathrooms:
5
Sleeps:
11
Escape to the tranquility of country living at The Farmhouse on Mink Creek. Nestled on an acre surrounded by picturesque ...
From $193 per night (USD)
VRBO
From $661 per night (USD)
Expedia
The 2,400 sq. ft. Plymouth Paddock near Road America, 4 bedrooms, 2.5 bathrooms
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
This charming two story, 2400 square ft colonial house is the perfect respite for families looking to connect, or race ...
From $661 per night (USD)
Expedia
From $288 per night (USD)
VRBO
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)
VRBO
From $246 per night (USD)
Expedia
Elkhart Lake, WI home close to lake, downtown, and Road America racetrack
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to our cherished family home, nestled in the heart of a magical town that holds countless memories for us. We're ...
From $246 per night (USD)
Expedia
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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 ...
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VRBO
$Shoreline Sanctuary – 67.3 miles \/ 1 hr to the NFL Draft at Lambeau Field!$
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Expedia
Shoreline Sanctuary – 67.3 miles \/ 1 hr to the NFL Draft at Lambeau Field!
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
Welcome to Shoreline Sanctuary by Great Lakes Getaways! Newly added property to our management. Experience the perfect ...
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Expedia
From $588 per night (USD)
VRBO
Wandering Waves - Beachfront condo right on Lake Michigan.
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Escape to Lake Michigan: Stunning 2-Bedroom, 2-Bath Beachfront Condo Welcome to your ultimate getaway! This beautifully ...
From $588 per night (USD)
VRBO
From $497 per night (USD)
Expedia
NEW! Indigo Waters- Steps to the sand! Sleeps 7! Book today!
Bedrooms:
2
Bathrooms:
2
Sleeps:
7
Welcome to Indigo Waters, a stunning, newly renovated 2-bedroom, 2-bathroom condo presented by Great Lakes Getaways. Loc ...
From $497 per night (USD)
Expedia
From $1338 per night (USD)
VRBO
Sleeps 8! Adjoined rooms!
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
WELCOME RACE FANS AND VACATIONERS!! The Victorian Inn is located along a picturesque freshwater lake and within walking ...
From $1338 per night (USD)
VRBO
From $444 per night (USD)
Expedia
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 $444 per night (USD)
Expedia
From $897 per night (USD)
VRBO
1 min from Road America and the Village of Elkhart Lake
Bedrooms:
6
Bathrooms:
5
Sleeps:
10
This amazing vacation lodge is the perfect getaway spot for families and friends. Nestled on a private lot, surround by ...
From $897 per night (USD)
VRBO
From $132 per night (USD)
Expedia
Riverside Retreat with lots of local golf courses, beaches, and restaurants!
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Cozy Riverside Retreat in Historic Sheboygan Falls Welcome to your perfect getaway in the heart of historic Sheboygan F ...
From $132 per night (USD)
Expedia
$Sheboygan Shores - Beach\/Arcades\/9 beds\/Sleeps 12$
From $474 per night (USD)
VRBO
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 $474 per night (USD)
VRBO
From $436 per night (USD)
Expedia
2-br with View of Road America!
Bedrooms:
6
Bathrooms:
2
Sleeps:
4
So whether you want to take in a race, explore the charming town of Elkhart Lake, or just relax and soak in the beauty o ...
From $436 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 $727 per night (USD)
Expedia
NFL Draft, Road America and near beautiful downtown Elkhart Lake
Bedrooms:
2
Bathrooms:
4
Sleeps:
11
Experience Elkhart Lake like a local in this 4-bedroom house. With 3 queen beds, 3 twin beds, and 1 king bed, this lovel ...
From $727 per night (USD)
Expedia
From $625 per night (USD)
VRBO
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 $625 per night (USD)
VRBO
From $186 per night (USD)
Expedia
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)
Expedia
$Baronwood Oasis-Indoor Pool\/Spa-Arcades-16beds-LUX$
From $1567 per night (USD)
VRBO
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 $1567 per night (USD)
VRBO
From $840 per night (USD)
Expedia
Blue Barn on the Green with Farm House near the shores of Lake Michigan
Bedrooms:
5
Bathrooms:
5
Sleeps:
18
Welcome to this charming farmhouse and event barn in Oostburg. Imagine your perfect countryside escape. Nestled on five ...
From $840 per night (USD)
Expedia
From $147 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 $147 per night (USD)
VRBO
From $1091 per night (USD)
Expedia
Boho Farmhouse-Huge Backyard-Golfers Paradise-Charter Hill Retreat
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Experience the charm of our cozy home away from home! Comfortably situated halfway between Milwaukee & Green Bay, it is ...
From $1091 per night (USD)
Expedia

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Sheboygan Area Rentals

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Results: 354 Rentals