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 $344 per night (USD)
VRBO
Riverfront Townhome with GIANT Rec Room and Private Riverfront Deck
Bedrooms:
2
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 $344 per night (USD)
VRBO
From $317 per night (USD)
Expedia
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 $317 per night (USD)
Expedia
From $434 per night (USD)
VRBO
LUXE Manor with Modern, Elegant Vibes
Bedrooms:
4
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 $434 per night (USD)
VRBO
From $282 per night (USD)
Expedia
Family-Friendly House: Walk to Lake Michigan!
Bedrooms:
2
Bathrooms:
5
Sleeps:
6
Spend fun-filled days with your surfboard when you choose this conveniently located Sheboygan vacation rental! Just unde ...
From $282 per night (USD)
Expedia
From $404 per night (USD)
VRBO
Plymouth , Elkhart Lake area home, private country setting and newly renovated
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Beautiful private ranch home with farmhouse decor. Close to many attractions like Elkhart Lake, Road America, Mercury Ra ...
From $404 per night (USD)
VRBO
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Expedia
Dance Hall, Events Welcome, Sleeps 16+, Pets OK
Bedrooms:
0
Bathrooms:
0
Sleeps:
0
Dive into the history of this unique and memorable place. We allow guests to host small weddings and events during their ...
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Expedia
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VRBO
Conveniently located in beautiful Sheboygan!
Bedrooms:
1
Bathrooms:
2
Sleeps:
90
Comfy Bungalow with baby grabs piano. An artists get-away. Cook in the nice kitchen with everything you need or walk to ...
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VRBO
From $675 per night (USD)
Expedia
Beautiful home - Great for Road America, golf outings, NFL Draft, or just R&R!
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Beautiful home in a quiet neighborhood. Less than a minute from Road America, 10 minutes to Elkhart Lake. Enjoy the to ...
From $675 per night (USD)
Expedia
From $460 per night (USD)
VRBO
Retreat to Crystal Lake
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Beautiful Home on Crystal Lake. 120 feet of lake frontage. Large front yard and patio allows you to enjoy the beautifu ...
From $460 per night (USD)
VRBO
From $916 per night (USD)
Expedia
Modern Lakeside House with Treehouse
Bedrooms:
4
Bathrooms:
4
Sleeps:
11
Welcome to Curtiss Castle! Ideal for large families, remote workers, lake lovers, and golf enthusiasts! This peaceful, w ...
From $916 per night (USD)
Expedia
$Lake House w\/ 6-BR's near Kohler-Andrae\/Sheboygan$
From $1996 per night (USD)
VRBO
Lake House w\/ 6-BR's near Kohler-Andrae\/Sheboygan
Bedrooms:
4
Bathrooms:
9
Sleeps:
15
Welcome to the House at Wilson Shore hosted by Sheboygan Vacation Rentals. Escape to the serene beauty of this stunning ...
From $1996 per night (USD)
VRBO
From $667 per night (USD)
Expedia
Pristine Beach Access, Arcade near Kohler-Andrae
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Welcome to The Sandwood Cottage hosted by Sheboygan Vacation Rentals. Family and friends are everything. When we set ou ...
From $667 per night (USD)
Expedia
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VRBO
Top Floor Condo With Lake Michigan Views Throughout!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Relax in this luxurious new construction condo! Enjoy top floor Lake Michigan Views from every room! Balcony with lots o ...
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VRBO
From $913 per night (USD)
Expedia
Luxurious Home Near Legendary Elkhart Lake
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Private, luxurious home on 25 serene acres. Relax, entertain, or enjoy activities in legendary Elkhart Lake, Road Americ ...
From $913 per night (USD)
Expedia
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VRBO
Cottage in the Woods walk to Lake Michigan!
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Cottage in the black river area of Sheboygan County. Located on almost and acre of wooded property two blocks from publ ...
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VRBO
From $1218 per night (USD)
Expedia
NEW!! Luxury Rental - Parker House. Private Beach Access & Walkable to Downtown
Bedrooms:
5
Bathrooms:
5
Sleeps:
14
Welcome to Parker House, a private vacation rental situated in Elkhart Lake, Wisconsin! Parker House is located off the ...
From $1218 per night (USD)
Expedia
From $136 per night (USD)
VRBO
COMFY, COZY, and CONVENIENT!!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Whether you are here for golf, fishing, a Green Bay Packer game, Road America, or simply a vacation, this convenient She ...
From $136 per night (USD)
VRBO
From $397 per night (USD)
Expedia
*NEW* 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 $397 per night (USD)
Expedia
From $298 per night (USD)
VRBO
Newly Updated! Downtown & Shore
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Welcome to Superior Commons by Doorway Travel! This newly renovated and professionally decorated apartment is centrally ...
From $298 per night (USD)
VRBO
From $303 per night (USD)
Expedia
*NEW* 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 $303 per night (USD)
Expedia
From $641 per night (USD)
VRBO
Wisconsin Vacation Rental: 1 Mi to Road America!
Bedrooms:
3
Bathrooms:
7
Sleeps:
14
Bring the whole family along for a fun-filled vacation in Plymouth, Wisconsin! This unique vacation rental home near Roa ...
From $641 per night (USD)
VRBO
From $551 per night (USD)
Expedia
Racer’s Getaway - Rural, Upscale, Unique Home 8 minutes from Road America
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Our home is located on a very private 50 acre hobby farm in rural Elkhart Lake approximately 6 miles from Road America a ...
From $551 per night (USD)
Expedia
From $566 per night (USD)
VRBO
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 $566 per night (USD)
VRBO
$Eclectic Spacious 3 BR Home Near Lake MI w\/ Fire Pit$
From $282 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 $282 per night (USD)
Expedia
From $554 per night (USD)
VRBO
Close to Downtown Elkhart Lake!!
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Located 7 blocks from Beautiful Clear Elkhart Lake. Summertime is a Great Time in Elkhart Lake with the Lake for swimmin ...
From $554 per night (USD)
VRBO
From $510 per night (USD)
Expedia
Modern Room Near Indoor Pool
Bedrooms:
2
Bathrooms:
1
Sleeps:
4
WELCOME RACE FANS AND VACATIONERS!!!! The Victorian Inn is the perfect lodging for families and friends. Located along a ...
From $510 per night (USD)
Expedia
From $664 per night (USD)
VRBO
Pet Friendly Courtyard View
Bedrooms:
2
Bathrooms:
1
Sleeps:
4
WELCOME RACE FANS AND VACATIONERS!!!! The Victorian Inn is located along a picturesque freshwater lake and within walkin ...
From $664 per night (USD)
VRBO
From $217 per night (USD)
Expedia
Elegant Condo in Historic Sheboygan Falls, Licensed and inspected by Sheb County
Bedrooms:
2
Bathrooms:
2
Sleeps:
14
Beautiful Upper Condo in Historic Sheboygan Falls. Licensed and professionally inspected by Sheboygan County, next to th ...
From $217 per night (USD)
Expedia
From $450 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 $450 per night (USD)
VRBO
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VRBO
Cozy Townhouse by Road America
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
• 4 car garage-heated+cooled garage • Gas fireplace • Gas grill on patio • Keyless entry • Washer+dryer–soap/dryer sheet ...
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VRBO
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VRBO
Trendy 2-bedroom townhouse next to Road America
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
• 4 car garage-heated AND cooled garage • Gas fireplace • Gas grill on patio • Seating on second floor deck • Keyless en ...
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VRBO
$Perfect Paradise - Lakeview Condo w\/ 7 Beds, Jacuzzi, and Balcony$
From $709 per night (USD)
Expedia
Perfect Paradise - Lakeview Condo w\/ 7 Beds, Jacuzzi, and Balcony
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Perfect Paradise by Great Lakes Getaways! Unwind in this spacious 4-bedroom, 3-bath beachfront condo—perfect for famili ...
From $709 per night (USD)
Expedia
From $1061 per night (USD)
VRBO
NEW!! Waterfront Condo at Victorian Village Lakeside Suites!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
WELCOME RACE FANS AND VACATIONERS!!!! The Lakeside Suitesare located along a picturesque freshwater lake and within walk ...
From $1061 per night (USD)
VRBO
From $1351 per night (USD)
Expedia
1-Mile to Road America, 2-Miles to Elkhart Lake
Bedrooms:
3
Bathrooms:
7
Sleeps:
18
Experience rustic charm in our "Big Montana" Log Cabin located at Elkhart Lodge. The Big Montana cabin, hosted by Shebo ...
From $1351 per night (USD)
Expedia
From $333 per night (USD)
VRBO
Peaceful Retreat, Near Road America! Mid Century Modern Home
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Peaceful and private getaway in the woods, yet close to everything! Shops, restaurants, bars, parks, golf, fishing, sail ...
From $333 per night (USD)
VRBO
$White House on the Mill Pond - kayak\/walk downtown$
From $382 per night (USD)
Expedia
White House on the Mill Pond - kayak\/walk downtown
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
About this space A mix of vintage charm & contemporary/clean with leather couches, hardwood & tile floors. This is a 2 b ...
From $382 per night (USD)
Expedia
From $747 per night (USD)
VRBO
The Woods Estate - walk to Road America & near Kohler Golf ~ Modern Luxury
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Experience the beauty & comfort if this luxury contemporary home nestled in the woods on 5 acres walking distance to Ro ...
From $747 per night (USD)
VRBO
$Sheboygan Getaway w\/ Deck + On-Site Lake Access!$
From $285 per night (USD)
Expedia
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 $285 per night (USD)
Expedia
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VRBO
Remodeled Cape Cod within steps of Lake Michigan
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Our charming Cape Cod home is waiting for you! With 3 bedrooms, and 1.5 baths, we’re sure our home will meet the needs o ...
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VRBO
From $280 per night (USD)
Expedia
Updated Plymouth Home ~ 5 Mi to Road America!
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Get ready for an unforgettable getaway at this charming 3-bedroom, 1.5-bath vacation rental in Plymouth! Located just a ...
From $280 per night (USD)
Expedia
From $267 per night (USD)
VRBO
Centrally located house minutes away from the lake, golfing, & Road America.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Get cozy on the big covered front porch by enjoying a cup of coffee or a local brew. Relax with a book or glass of wine ...
From $267 per night (USD)
VRBO
From $248 per night (USD)
Expedia
3 Blocks from lake walk to Lake, guest house 1 BDRM full bath 4 min to downtown
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Place is all for you! No share place. Forget your worries in this spacious and serene Guest House ( sleeps 4 people) q ...
From $248 per night (USD)
Expedia
From $233 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 $233 per night (USD)
VRBO
$LUX Uptown Escape - The Trester\n$
From $218 per night (USD)
Expedia
LUX Uptown Escape - The Trester\n
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to our beautiful 2-bedroom historic home in Uptown Sheboygan! This charming and well-appointed residence offers ...
From $218 per night (USD)
Expedia
From $207 per night (USD)
VRBO
Riverfront Townhome with Breathtaking Water Views!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
*exterior fire table cannot be used after october 1. Welcome to Driftwood, our modern two-bedroom, 1.5-bath townhome, n ...
From $207 per night (USD)
VRBO
From $148 per night (USD)
Expedia
Cozy Cape Cod Home
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Cozy cape cod home behind the Plymouth racetrack, loud during race season. Close to Road America (8 min; 5.8 miles), nea ...
From $148 per night (USD)
Expedia
From $1755 per night (USD)
VRBO
Cute Quiet Neighborhood Hideway
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Step back in time and relax in this 1930’s bungalow. Situated on the south side of the City of Sheboygan, able to feel t ...
From $1755 per night (USD)
VRBO
From $509 per night (USD)
Expedia
Luxurious artistic 2 bed - 2 bath Condo; feel like living by the Coast!
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
This is a very well-taken care of condo in the most touristic part of Sheboygan. Be close to two beaches, a pier walk, a ...
From $509 per night (USD)
Expedia
From $1331 per night (USD)
VRBO
Charming 4 bedroom 2 bath Sheboygan Falls
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
4 bedroom, 2 full bath Cape Cod home located in historic Sheboygan Falls, WI. 5 minuted from Kohler, 10 minute drive to ...
From $1331 per night (USD)
VRBO
From $331 per night (USD)
Expedia
The Cottage - Newly Renovated Beachfront Condo on Lake Michigan
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
The Cottage by Great Lakes Getaways! Escape to this newly renovated beachfront condo nestled along the serene shores of ...
From $331 per night (USD)
Expedia
From $1323 per night (USD)
VRBO
Summit Road Estate - Top Luxury
Bedrooms:
7
Bathrooms:
6
Sleeps:
14
Introducing the Summit Road Estate: Wisconsin's Epitome of Luxury This secluded hilltop palace redefines luxury living, ...
From $1323 per night (USD)
VRBO
From $454 per night (USD)
Expedia
Pet friendly, freshly renovated, 5 minute walk to beach in the heart of the city
Bedrooms:
2
Bathrooms:
4
Sleeps:
11
In this newly renovated landmark home you are walking distance from all that Sheboygan has to offer. Delicious food, nig ...
From $454 per night (USD)
Expedia
From $965 per night (USD)
VRBO
A-Frame lodge on 40 acres in Elkhart Lake, WI. walk to town. Sleeps 10
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Stunning A-Frame lodge in Elkhart Lake, Wisconsin - Sleeps 10 Welcome to The FAST Forty Lodge in Elkhart Lake. Adjacent ...
From $965 per night (USD)
VRBO
From $155 per night (USD)
Expedia
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)
Expedia
From $406 per night (USD)
VRBO
Lovely Lake Lookout - Cozy 2BR Condo Steps from Lake Michigan
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Lovely Lake Lookout by Great Lakes Getaways! Unwind at this cozy 2BR/2BA condo just moments from Lake Michigan. Enjoy e ...
From $406 per night (USD)
VRBO
From $311 per night (USD)
Expedia
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 $311 per night (USD)
Expedia
$Pelican Point - Private Retreat - just 4 miles to downtown Sheboygan\n$
From $1339 per night (USD)
VRBO
Pelican Point - Private Retreat - just 4 miles to downtown Sheboygan\n
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
Escape to your own private Lakeside Retreat. 4 BR, 2.5 bath Cape Cod overlooking Lake Michigan & Black River giving you ...
From $1339 per night (USD)
VRBO
From $708 per night (USD)
Expedia
Stunning Lakefront Cottage
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Our Lakefront Cottage is a relaxing escape for nature enthusiasts and those seeking a peaceful retreat. Our newly remode ...
From $708 per night (USD)
Expedia
From $327 per night (USD)
VRBO
Modern South Pier Condo on Sheboygan River!
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Stay in luxury at this 2-bedroom, 2-bathroom vacation rental in Sheboygan, WI. Enjoy the convenience of a fully equipped ...
From $327 per night (USD)
VRBO
From $182 per night (USD)
Expedia
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 $182 per night (USD)
Expedia
$tranquil cabin on 5 private acres w\/ hot tub and sauna$
From $352 per night (USD)
VRBO
tranquil cabin on 5 private acres w\/ hot tub and sauna
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Need a peaceful retreat? Experience 5 acres of tranquil, private woodland paradise. Cool nights are perfect for warming ...
From $352 per night (USD)
VRBO
From $205 per night (USD)
Expedia
Lovely Elkhart Lake Apartment - Walk to Town!
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Move into an airy Wisconsin getaway for the weekend, where you can stroll to beautiful Elkhart Lake or fire up grills fo ...
From $205 per night (USD)
Expedia
From $193 per night (USD)
Expedia
Historic Home in Quiet Central Location
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
You will be close to everything when you stay at this 1930s home. Walk three blocks west to Sheboygan's historic downtow ...
From $193 per night (USD)
Expedia
$Spacious Blue Harbor 2 bedr courtyard view condo w\/ Breaker Bay Waterpark access$
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Expedia
Spacious Blue Harbor 2 bedr courtyard view condo w\/ Breaker Bay Waterpark access
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Detach yourself from the main crowd and check yourself into the 1242 square feet of spacious privacy of your own lakesid ...
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Expedia
$Fairway Getaway-by Whistling Straits, Golf sim\/Theater Room, ZenDen &Poker Room!$
From $1598 per night (USD)
VRBO
Fairway Getaway-by Whistling Straits, Golf sim\/Theater Room, ZenDen &Poker Room!
Bedrooms:
4
Bathrooms:
5
Sleeps:
14
Welcome to Fairway Getaway! This stunning property combines luxury, comfort, and convenience, making it the perfect choi ...
From $1598 per night (USD)
VRBO
From $202 per night (USD)
Expedia
LAKE HOUSE Relax'n in or on the water this is your place for memories to be made
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Kettle Moraine Long Lake Vacation Get Away. Comfort begins as you enter the door to your lake frontage studio style vaca ...
From $202 per night (USD)
Expedia
From $299 per night (USD)
VRBO
NEW Three bedroom ranch style pet friendly home with a patio & theatre room!
Bedrooms:
3
Bathrooms:
3
Sleeps:
9
Located in a quiet neighborhood surrounded by wildlife. Concrete patio is perfect for bonfires and family bonding. Too c ...
From $299 per night (USD)
VRBO
From $149 per night (USD)
Expedia
Cozy and private 3 bedroom unit located a few blocks from downtown Sheboygan.
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Located just a couple blocks from downtown Sheboygan! Visit the shops and unique restaurants just a short walk away, or ...
From $149 per night (USD)
Expedia
From $146 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 $146 per night (USD)
VRBO
$Hidden Haven - Luxury Cottage w\/ Hot Tub & Scenic Views$
From $445 per night (USD)
Expedia
Hidden Haven - Luxury Cottage w\/ Hot Tub & Scenic Views
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Hidden Haven by Great Lakes Getaways! Discover our new modern cottage on Lake Michigan’s coast, nestled on a spacious 3 ...
From $445 per night (USD)
Expedia
From $420 per night (USD)
VRBO
Downtown Beachside Condo with Lake Michigan Views
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
You will see & hear the beauty of Lake Michigan during your stay at this main floor Waves of Happiness Condo hosted by S ...
From $420 per night (USD)
VRBO
$Beautiful Beachside Condo w\/ Stunning Lake Views$
From $421 per night (USD)
Expedia
Beautiful 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 $421 per night (USD)
Expedia
From $156 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 $156 per night (USD)
VRBO
From $804 per night (USD)
Expedia
Large Farmhouse near RA & golf. Breakfast Included with lots of room for all!
Bedrooms:
3
Bathrooms:
6
Sleeps:
14
Discover Wirewalker Family Farm, a distinctive Bed and Breakfast nestled in the heart of Sheboygan County. Our recently ...
From $804 per night (USD)
Expedia
$Riverwalk Retreat - Riverfront 3BR Condo w\/ Jacuzzi & Lake Michigan Views$
From $449 per night (USD)
VRBO
Riverwalk Retreat - Riverfront 3BR Condo w\/ Jacuzzi & Lake Michigan Views
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Riverwalk Retreat by Great lakes Getaways! Discover the ultimate retreat in this top-floor Riverfront condo with stunni ...
From $449 per night (USD)
VRBO
From $446 per night (USD)
Expedia
Lakeside Condo - 2BR, Lake Michigan Views & Massage Chair
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Crystal Cove by Great Lakes Getaways! This lakeside condo boasts 2 bedrooms, 2 bathrooms, and a breathtaking view of La ...
From $446 per night (USD)
Expedia
$Camp Skywood - New Listing!\n\n$
From $1057 per night (USD)
VRBO
Camp Skywood - New Listing!\n\n
Bedrooms:
2
Bathrooms:
4
Sleeps:
2
Just minutes away from Downtown Elkhart Lake, this custom built cordwood home is truly a tucked away sanctuary. The 16 s ...
From $1057 per night (USD)
VRBO
$Waterfront Condo, Private Beach, Outdoor\/Indoor Pools, & Walkable to Downtown$
From $576 per night (USD)
Expedia
Waterfront Condo, Private Beach, Outdoor\/Indoor Pools, & Walkable to Downtown
Bedrooms:
3
Bathrooms:
3
Sleeps:
9
Make summer memories at Elkhart Lake! Only 3 bedroom, 3 bath, condo located steps from the beach. Fully renovated in 2 ...
From $576 per night (USD)
Expedia
From $700 per night (USD)
VRBO
Luxury Villa on Lake Michigan!
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
Summary: Welcome to the ideal place on Lake Michigan for a family beach getaway, wind surfing, fishing, bachelorette wee ...
From $700 per night (USD)
VRBO
$Lighthouse Lookout - 3BR \/ Steps to Lake Michigan & Views$
From $398 per night (USD)
Expedia
Lighthouse Lookout - 3BR \/ Steps to Lake Michigan & Views
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Lighthouse Lookout by Great Lakes Getaways! Discover the ultimate retreat at Sheboygan's Riverfront condo with stunning ...
From $398 per night (USD)
Expedia
$\n\nLuxury Downtown Sheboygan 4BR-2.5 Bath - 3 min walk to beach - Lakeside Legacy$
From $960 per night (USD)
VRBO
\n\nLuxury Downtown Sheboygan 4BR-2.5 Bath - 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 $960 per night (USD)
VRBO
From $770 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 $770 per night (USD)
Expedia
$Family Home w\/ Indoor Pool ~ 2 Mi to Elkhart Lake!$
From $979 per night (USD)
VRBO
Family Home w\/ Indoor Pool ~ 2 Mi to Elkhart Lake!
Bedrooms:
4
Bathrooms:
8
Sleeps:
13
Endless family fun awaits at this pet-friendly, 5-bedroom, 4-bath vacation rental in Elkhart Lake, WI! This spacious hom ...
From $979 per night (USD)
VRBO
From $510 per night (USD)
Expedia
The Vintage Elkhart Lake Room First Floor
Bedrooms:
2
Bathrooms:
1
Sleeps:
4
WELCOME RACE FANS AND VACATIONERS!!!! The Victorian Inn is located along a picturesque freshwater lake and within walkin ...
From $510 per night (USD)
Expedia
From $659 per night (USD)
VRBO
Modern Pet Friendly Courtyard View
Bedrooms:
2
Bathrooms:
1
Sleeps:
4
WELCOME RACE FANS AND VACATIONERS!! The Victorian Inn is located along a picturesque freshwater lake and within walking ...
From $659 per night (USD)
VRBO
From $608 per night (USD)
Expedia
First Floor Pet Friendly Queen Suite with Single Pull-out
Bedrooms:
2
Bathrooms:
1
Sleeps:
3
WELCOME RACE FANS AND VACATIONERS!!!! The Victorian Inn is located along a picturesque freshwater lake and within walkin ...
From $608 per night (USD)
Expedia
From $383 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 $383 per night (USD)
VRBO
From $123 per night (USD)
Expedia
Ideal for traveling nurses or professionals. Nestled on a forty acre property
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Upstairs deck overlooks ponds, cranes, wildlife and two ponds. One ideal for swimming. A walk & bike trail is adjacent ...
From $123 per night (USD)
Expedia
From $301 per night (USD)
VRBO
Road America, Elkhart Lake!
Bedrooms:
1
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 $301 per night (USD)
VRBO
From $334 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 $334 per night (USD)
Expedia
Click For Pricing
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 ...
Click For Pricing
VRBO
$State Park w\/ Orchard Style Yard & Pavilion$
From $542 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 $542 per night (USD)
Expedia
From $543 per night (USD)
VRBO
Charming Retreat with Panoramic Views near Oostburg, Sheboygan, and Kohler
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Discover the epitome of lakeside living in this charming house nestled along Lake Michigan's serene shores, near Oostbur ...
From $543 per night (USD)
VRBO
Click For Pricing
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 apartments centrally located to many attractions in Sheboygan County.
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 ...
Click For Pricing
VRBO
$Premier View and Patio Overlooking Elkhart Lake! Two minute walk to bars\/dining!$
Click For Pricing
Expedia
Premier View and Patio Overlooking Elkhart Lake! Two minute walk to bars\/dining!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Enjoy listening to bands from the private large patio while overlooking Elkhart Lake and the pool. Updated nice furnish ...
Click For Pricing
Expedia
From $636 per night (USD)
VRBO
Relaxing home near Elkhart Lake
Bedrooms:
1
Bathrooms:
1
Sleeps:
7
Summary: Relax with the whole family at this peaceful place to stay. Minutes from both downtown Elkhart lake and Road Am ...
From $636 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
Click For Pricing
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 ...
Click For Pricing
VRBO
From $213 per night (USD)
Expedia
Cozy Elkhart Lake Apartment: Walk to Town & Dining
Bedrooms:
1
Bathrooms:
3
Sleeps:
7
Experience tranquility and serenity in this 2-bedroom, 1-bath vacation rental in Elkhart Lake, Wisconsin. This apartment ...
From $213 per night (USD)
Expedia

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