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 $674 per night (USD)
VRBO
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)
VRBO
From $674 per night (USD)
Expedia
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)
Expedia
From $908 per night (USD)
VRBO
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)
VRBO
From $674 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 $674 per night (USD)
Expedia
From $601 per night (USD)
VRBO
Lakeside Cabin Retreat! Private Lake for Family Vacations and Couples Getaways!
Bedrooms:
1
Bathrooms:
3
Sleeps:
11
Overview Immerse yourself in tranquility at Highlander Hideaway, a unique longhouse-style retreat nestled on 70+ acre pr ...
From $601 per night (USD)
VRBO
From $1001 per night (USD)
VRBO
This house is a 5 bedroom(s), 4.5 bathrooms, located in Elkhart Lake, WI.
Bedrooms:
4
Bathrooms:
5
Sleeps:
14
This 6810 sq ft, Brand New Construction (Not Remodeled) just completed July of 2024 boasts 5 Bedroom, 4.5 bathroom and ...
From $1001 per night (USD)
VRBO
From $324 per night (USD)
VRBO
3 Mi to Road America: Spacious Elkhart Lake Home!
Bedrooms:
2
Bathrooms:
5
Sleeps:
13
Large Fenced Backyard | Walk to Shops & Restaurants | Gas Grill (Propane Provided) Experience all that Elkhart Lake has ...
From $324 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 $208 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 $208 per night (USD)
Expedia
From $215 per night (USD)
VRBO
Apartment Centrally Located
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Only two laps from Road America, or 20 minutes from the beach, this secluded apartment complex is located on the peacefu ...
From $215 per night (USD)
VRBO
From $216 per night (USD)
Expedia
Apartment near many locations.
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Only two laps from Road America, or 20 minutes from the beach, this secluded apartment complex is located on the peacefu ...
From $216 per night (USD)
Expedia
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 $131 per night (USD)
Expedia
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)
Expedia
From $580 per night (USD)
VRBO
Cozy Lakefront Escape: Perfect for Seasonal Getaways & Large Groups
Bedrooms:
1
Bathrooms:
5
Sleeps:
14
Nestled on the picturesque point of Random Lake, Wisconsin, our inviting and family-friendly lakehouse offers a perfect ...
From $580 per night (USD)
VRBO
From $216 per night (USD)
Expedia
Centrally located apartment
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Only two laps from Road America, or 20 minutes from the beach, this secluded apartment complex is located on the peacefu ...
From $216 per night (USD)
Expedia
From $209 per night (USD)
VRBO
Cozy Elkhart Lake Apartment: Walk to Town & Dining
Bedrooms:
1
Bathrooms:
2
Sleeps:
7
Experience tranquility and serenity in this 2-bedroom, 1-bath vacation rental in Elkhart Lake, Wisconsin. This apartment ...
From $209 per night (USD)
VRBO
From $432 per night (USD)
Expedia
The 2,400 sq. ft. Plymouth Paddock near Road America, 4 bedrooms, 2.5 bathrooms
Bedrooms:
2
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 $432 per night (USD)
Expedia
From $498 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 $498 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 $1243 per night (USD)
VRBO
5 min from Road America. Great yard and plenty of parking
Bedrooms:
2
Bathrooms:
5
Sleeps:
12
This enchanting house in Elkhart Lake offers 5 bedrooms, including 1 king bed and 4 queen beds. With 2 bathrooms featuri ...
From $1243 per night (USD)
VRBO
Click For Pricing
Expedia
Lake House-Kayaks/Paddle Boards/Private Pier
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
🌅 Luxury Lakefront Living w/ Private Pier, Kayaks, & More on Crystal Lake Welcome to the Crystal Lake Beauty hosted by ...
Click For Pricing
Expedia
From $1303 per night (USD)
VRBO
Road America Retreat: Modern Villa w/ Garage!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Race-Week Ready | Dog Friendly w/ Fee | Motorsports Villas Rest days or race days — this Elkhart Lake vacation rental m ...
From $1303 per night (USD)
VRBO
From $402 per night (USD)
Expedia
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)
Expedia
From $297 per night (USD)
VRBO
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)
VRBO
From $429 per night (USD)
Expedia
Riverwoods Retreat | Game Room, Hot Tub & Sauna
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Escape to Riverwoods Retreat, a luxury getaway in the heart of Sheboygan County! Just minutes from Road America, Elkha ...
From $429 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 $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
$>>The Daydream Lodge<<\n@Racers Ridge$
From $350 per night (USD)
Expedia
>>The Daydream Lodge<<\n@Racers Ridge
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Relaxing.Racing.Golfing. Exploring. This spacious 3 bedroom home is perfect for a tranquil getaway or as a base camp fo ...
From $350 per night (USD)
Expedia
From $776 per night (USD)
VRBO
1st Floor Double Suite Courtyard View
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
WELCOME RACE FANS AND VACATIONERS!! The Victorian Inn is located along a picturesque freshwater lake and beach, and with ...
From $776 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 $591 per night (USD)
VRBO
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)
VRBO
From $178 per night (USD)
Expedia
The Historic Downtown Suite
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Located in Sheboygan Falls, this adorable apartment offers 2 cozy bedrooms with queen beds, a lovely bathroom with a bat ...
From $178 per night (USD)
Expedia
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 $680 per night (USD)
VRBO
Charming 3-bedroom house seconds to downtown Elkhart
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Your cozy getaway awaits in Elkhart Lake at this newly-renovated historic house. Unwind in 3 bedrooms including a spacio ...
From $680 per night (USD)
VRBO
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
From $335 per night (USD)
Expedia
2br Townhome with View of Road America!
Bedrooms:
3
Bathrooms:
2
Sleeps:
4
Indulge in the ultimate vacation experience just steps from the main entrance of Road America. This charming townhome of ...
From $335 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 $399 per night (USD)
Expedia
Road America, Elkhart Lake!
Bedrooms:
2
Bathrooms:
5
Sleeps:
7
Summary: Come enjoy this peaceful home just outside of Elkhart lake, about 5 mins. Whether its your whole family, Race T ...
From $399 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
From $872 per night (USD)
Expedia
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 $872 per night (USD)
Expedia
From $823 per night (USD)
VRBO
Luxurious Home Near Legendary Elkhart Lake
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Private, luxurious home on 25 serene acres. Relax, entertain, or enjoy activities in legendary Elkhart Lake, Road Americ ...
From $823 per night (USD)
VRBO
Click For Pricing
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 ...
Click For Pricing
Expedia
From $288 per night (USD)
VRBO
Lake Michigan Sand Beach & Wooded Privacy
Bedrooms:
1
Bathrooms:
2
Sleeps:
8
Located just east of Oostburg, Wisconsin beach and lake front home is a place to enjoy the seasons of Lake Michigan. You ...
From $288 per night (USD)
VRBO
From $355 per night (USD)
Expedia
Secluded Sanctuary with Beach and Woods
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
The Cottage is a beautifully decorated French Country bungalow located on 7.5 acres of a privately owned compound. Mile ...
From $355 per night (USD)
Expedia
From $342 per night (USD)
VRBO
DOWNTOWN Elkhart Lake—Modern Cottage—Upper Condo
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Lake Street Retreat is the UPPER unit in an original 1880's two family 'cottage' home. We own the entire property and a ...
From $342 per night (USD)
VRBO
From $451 per night (USD)
Expedia
AAA 4 Diamond, Pristine Elkhart Lake, Award winning Spa, World Class Golf
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Picture #3 is a video tour!! For resort preview please go to http://www.osthoff.com RELAX and ENJOY our custom decor ...
From $451 per night (USD)
Expedia
From $333 per night (USD)
VRBO
Country Homestead next to the City, with Perfect Location for Road America HPDE
Bedrooms:
0
Bathrooms:
4
Sleeps:
8
Welcome to our large country homestead next to the city of Plymouth, just minutes from Road America and Elkhart Lake. J ...
From $333 per night (USD)
VRBO
From $1598 per night (USD)
Expedia
Spectacular Lake Michigan house just steps to the water
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Aptly named, the Crayola House where Lake Michigan hugs the property and you can see the water from nearly every room in ...
From $1598 per night (USD)
Expedia
From $149 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 $149 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 $231 per night (USD)
VRBO
Ultimate Racing Fan Suite Near Road America – Relax Between Laps!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to our fresh new race ready suite in the Motorsport Villa complex, located just 1 mile from the legendary Road A ...
From $231 per night (USD)
VRBO
From $459 per night (USD)
Expedia
30 Second Walk To Downtown
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Eloquent home that is a 30 second walk to downtown. This luxurious home has everything for your Elkhart Lake vacation. O ...
From $459 per night (USD)
Expedia
From $396 per night (USD)
VRBO
Experience Lake Michigan views from your cozy 3-bedroom retreat
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Discover the beauty of a cozy three-bedroom holiday house located in picturesque Oostburg, mere footsteps from the breat ...
From $396 per night (USD)
VRBO
From $232 per night (USD)
VRBO
2BR Spacious Upper, Overlooking Kiwanis Park, Close to Everything!
Bedrooms:
1
Bathrooms:
2
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 $973 per night (USD)
VRBO
Whistling Straights 4 min, Blackwolf Run 7 min, Erin Hills 84 min, 3 Bedroom
Bedrooms:
2
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 $712 per night (USD)
VRBO
Modern 3-bedroom home in quiet wooded area very close to Elkhart Lake, Wisconsin
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
We call our home Crystal Ridge as it sits atop a glacial formed ridge overlooking Crystal Lake just 2 short miles from t ...
From $712 per night (USD)
VRBO
From $788 per night (USD)
VRBO
Summit Woods Hideaway! Walking Distance To Road America. Elkhart Lake, WI 53020
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Experience everything Road America and Elkhart Lake have to offer. This 2,500+ sqft home finished construction in Novem ...
From $788 per night (USD)
VRBO
From $716 per night (USD)
VRBO
4 bedroom, 3 Bath Home only 9 Minutes from Road America
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Beautiful 4 bedroom, 3 bath home located on a quite dead end road only minutes from Road America, Kohler and PGA events ...
From $716 per night (USD)
VRBO
Click For Pricing
VRBO
Riverfront Victorian Downtown Sheboygan Falls
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Idyllic two story Victorian in downtown historic Sheboygan Falls on the Sheboygan River. With a short 5-10 min walk, one ...
Click For Pricing
VRBO
From $397 per night (USD)
VRBO
House, near Road America, Kohler, Lake Michigan
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome! Warm spacious 3 bed/2 bath ranch home for rent. Our home is your home. Living room & Family Room. Master Bedro ...
From $397 per night (USD)
VRBO
From $429 per night (USD)
VRBO
BEST LAKE HOUSE, BEST BEACH HOUSE Lake Michigan, relaxing!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
A walkable stunning white soft sand beach is back as of 2025! Depending on the waves there is perhaps 2-30 feet of sand ...
From $429 per night (USD)
VRBO
From $394 per night (USD)
Expedia
Original Art |1904 Classic | Near Beach & Downtown
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Newly renovated 1904 home in prime location. Remodeled kitchen and baths, gorgeous woodwork and floors, off-street parki ...
From $394 per night (USD)
Expedia
From $612 per night (USD)
VRBO
Beautiful Victorian Near Racing, Golfing, Hiking Etc...
Bedrooms:
2
Bathrooms:
4
Sleeps:
7
Make yourself comfortable in this large Victorian home! It has four spacious bedrooms with two full baths and is the ult ...
From $612 per night (USD)
VRBO
From $257 per night (USD)
Expedia
Country beauty on 5 acres
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Single family home with 3 bedrooms, 3 bathrooms,1 with whirlpool tub and the other 2 have showers.Great room with 22 ft ...
From $257 per night (USD)
Expedia
From $1879 per night (USD)
VRBO
Private, 4-bedroom, 2.5-bath near Kohler golf & walking distance to winery!
Bedrooms:
3
Bathrooms:
6
Sleeps:
10
Located on a dead-end street, this 4 bedroom home is less than 15 minutes away from Whistling Straits and many other gol ...
From $1879 per night (USD)
VRBO
From $766 per night (USD)
Expedia
Rare Find! Huge Beach & Luxe Woodsy Cabin
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Enjoy a memorable escape on the beach AND in the woods at your private luxury cabin on Lake Michigan's beachfront. Feels ...
From $766 per night (USD)
Expedia
From $969 per night (USD)
VRBO
River Meadow Getaway in Sheboygan Falls
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
Welcome! Whether for work, pleasure, or something in between, please come and enjoy our country setting with city conven ...
From $969 per night (USD)
VRBO
From $693 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 $693 per night (USD)
Expedia
From $904 per night (USD)
VRBO
Peace & Calm Awaits You on Your Own Private Beach… it’s Your Happy Place
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Welcome to a mid century home with soaring ceilings directly on the sands of Lake Michigan. Your private beach front get ...
From $904 per night (USD)
VRBO
From $459 per night (USD)
VRBO
Motorsport Villa - 3 minute drive to Road America & 15 to Whistling Straits.
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Beautifully appointed second floor villa in the Motorsport Villa complex just 1 mile from famous Road America. Short 15 ...
From $459 per night (USD)
VRBO
From $2096 per night (USD)
VRBO
Give Dad a memorable Father’s Day Weekend in Wisconsin!
Bedrooms:
7
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 $2096 per night (USD)
VRBO
From $738 per night (USD)
VRBO
Newly Remodeled Beachfront Home
Bedrooms:
3
Bathrooms:
6
Sleeps:
12
This 6 bedroom, gut-remodeled home was designed to provide comfort and privacy with families in mind. With 3 completely ...
From $738 per night (USD)
VRBO
From $227 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 $227 per night (USD)
VRBO
From $366 per night (USD)
VRBO
Heart of Elkhart Lake Condo-lower unit
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Step into the charm and elegance of a beautifully restored Victorian home, originally built around 1880. Located in the ...
From $366 per night (USD)
VRBO
From $468 per night (USD)
VRBO
5 BR IN PERFECT LOCATION FOR YOUR VACATION -walk to all
Bedrooms:
2
Bathrooms:
5
Sleeps:
12
Welcome! You are on your way to vacationing in Legendary Elkhart Lake. Our spacious house features an upper and lowe ...
From $468 per night (USD)
VRBO
From $388 per night (USD)
VRBO
Beautiful Remodeled Lake Michigan Beachfront Home Country Setting w/ 500mbps int
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
NOW we have 5000mbps internet speed! Yes you can now work from (my)Home. Great large white sandy beach! Spacious rem ...
From $388 per night (USD)
VRBO
From $1283 per night (USD)
VRBO
Quiet and spacious home, close to downtown, the beach, and fantastic golfing.
Bedrooms:
3
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
From $398 per night (USD)
VRBO
A private, peaceful country home near Elkhart Lake
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Get away from it all in my quiet and very private country home near Elkhart Lake, WI. You'll be minutes away from Road A ...
From $398 per night (USD)
VRBO
From $501 per night (USD)
VRBO
Lake House - Great stay for Road America and Kohler golf
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Master Bedroom - King Size Bed with view of the lake Second Bedroom - Two Twin Beds Third Bedroom - One Twin Bed 2 Pull ...
From $501 per night (USD)
VRBO
From $787 per night (USD)
VRBO
Crystal Lake , WI Home - Weekly Rental Available
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Rest and Relax in beautiful Wisconsin! 2 miles from Elkhart Lake Just steps from clear Crystal Lake, this luxury ...
From $787 per night (USD)
VRBO
$Seagull Beach Guest House, Unique Lake Michigan Cottage\non private beach$
From $187 per night (USD)
VRBO
Seagull Beach Guest House, Unique Lake Michigan Cottage\non private beach
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 $187 per night (USD)
VRBO
From $172 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 $172 per night (USD)
VRBO
From $469 per night (USD)
VRBO
Close to Road America and Beautiful Elkhart Lake and Great Golf Courses
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
COME ENJOY ALL FOUR BEAUTIFUL SEASONS! The beautiful fall colors can be seen for miles and are accented with gorgeous su ...
From $469 per night (USD)
VRBO
From $247 per night (USD)
VRBO
HD Acres - Rustic Retreat near Road America and Kohler Golf
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
A quarter-mile drive into the woods will bring you to our homestead that's situated on 40 acres that has it all -- ponds ...
From $247 per night (USD)
VRBO
$Dinner by the lake.\nWine by the fire.\nRelaxation enjoyed by all.$
From $404 per night (USD)
VRBO
Dinner by the lake.\nWine by the fire.\nRelaxation enjoyed by all.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Enjoy the breathtaking sunrises and awe-inspiring views of Lake Michigan from this year-round home. The private and quie ...
From $404 per night (USD)
VRBO
From $132 per night (USD)
VRBO
Experience Wisconsin in an old farmhouse in the beautiful Kettle Moraine
Bedrooms:
1
Bathrooms:
1
Sleeps:
30
My home sits on a 2 acre plot of land. It is in the country with lots of wildlife, trees, trails, and a hill with a view ...
From $132 per night (USD)
VRBO
From $549 per night (USD)
VRBO
Elkhart Lake lakeside cottage
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
A 4 bedroom, 2 bath private home directly on the shore of beautiful Elkhart Lake. Two large living rooms, lovely lakefro ...
From $549 per night (USD)
VRBO
From $442 per night (USD)
VRBO
260 Feet of Sandy Lake Michigan Beachfront
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Full on and private Lake Michigan water views abound at our historic family cottage, The Seagull Lodge. You’ll enjoy ex ...
From $442 per night (USD)
VRBO
From $277 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 $277 per night (USD)
VRBO
From $277 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 $277 per night (USD)
Expedia
From $690 per night (USD)
VRBO
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 $690 per night (USD)
VRBO
From $224 per night (USD)
Expedia
Riverfront Townhome with GIANT Rec Room and Private Riverfront Deck
Bedrooms:
1
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 $224 per night (USD)
Expedia
From $318 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 $318 per night (USD)
VRBO
From $438 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 $438 per night (USD)
Expedia
From $217 per night (USD)
VRBO
Family-Friendly House: Walk to Lake Michigan!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Spend fun-filled days with your surfboard when you choose this conveniently located Sheboygan vacation rental! Just unde ...
From $217 per night (USD)
VRBO
From $384 per night (USD)
Expedia
Plymouth , Elkhart Lake area home, private country setting and newly renovated
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Beautiful private ranch home with farmhouse decor. Close to many attractions like Elkhart Lake, Road America, Mercury Ra ...
From $384 per night (USD)
Expedia
From $709 per night (USD)
VRBO
Pristine Beach Access, Arcade near Kohler-Andrae
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Welcome to The Sandwood Cottage hosted by Sheboygan Vacation Rentals. Family and friends are everything. When we set ou ...
From $709 per night (USD)
VRBO
From $599 per night (USD)
Expedia
Wisconsin Vacation Rental: 1 Mi to Road America!
Bedrooms:
3
Bathrooms:
5
Sleeps:
14
Bring the whole family along for a fun-filled vacation in Plymouth, Wisconsin! This unique vacation rental home near Roa ...
From $599 per night (USD)
Expedia

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