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 $249 per night (USD)
VRBO
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 $249 per night (USD)
VRBO
From $471 per night (USD)
Expedia
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 $471 per night (USD)
Expedia
From $435 per night (USD)
VRBO
Modern Room Near Indoor Pool
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
WELCOME RACE FANS AND VACATIONERS!!!! The Victorian Inn is the perfect lodging for families and friends. Located along a ...
From $435 per night (USD)
VRBO
From $432 per night (USD)
Expedia
Pet Friendly Courtyard View
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
WELCOME RACE FANS AND VACATIONERS!!!! The Victorian Inn is located along a picturesque freshwater lake and within walkin ...
From $432 per night (USD)
Expedia
From $1272 per night (USD)
VRBO
Summit Road Estate - Top Luxury
Bedrooms:
6
Bathrooms:
6
Sleeps:
12
Introducing the Summit Road Estate: Wisconsin's Epitome of Luxury This secluded hilltop palace redefines luxury living, ...
From $1272 per night (USD)
VRBO
From $322 per night (USD)
Expedia
The Vintage Elkhart Lake Room First Floor
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
WELCOME RACE FANS AND VACATIONERS!!!! The Victorian Inn is located along a picturesque freshwater lake and within walkin ...
From $322 per night (USD)
Expedia
From $322 per night (USD)
VRBO
Modern Pet Friendly Courtyard View
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
WELCOME RACE FANS AND VACATIONERS!! The Victorian Inn is located along a picturesque freshwater lake and within walking ...
From $322 per night (USD)
VRBO
From $321 per night (USD)
Expedia
First Floor Pet Friendly Queen Suite with Single Pull-out
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
WELCOME RACE FANS AND VACATIONERS!!!! The Victorian Inn is located along a picturesque freshwater lake and within walkin ...
From $321 per night (USD)
Expedia
From $190 per night (USD)
VRBO
Beachside Condo Downtown 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 $190 per night (USD)
VRBO
From $223 per night (USD)
Expedia
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 $223 per night (USD)
Expedia
From $134 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 $134 per night (USD)
VRBO
From $739 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 $739 per night (USD)
Expedia
From $351 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 $351 per night (USD)
VRBO
From $1331 per night (USD)
Expedia
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)
Expedia
Click For Pricing
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 ...
Click For Pricing
VRBO
From $434 per night (USD)
Expedia
Boat in Sheboygan Harbor for Mercury Midwest Challenge!
Bedrooms:
0
Bathrooms:
2
Sleeps:
5
40' Yacht on Lake Michigan, slipped at the Sheboygan Yacht Club. Come live aboard a 40ft by 13ft boat with all the mode ...
From $434 per night (USD)
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 $725 per night (USD)
Expedia
Lakeview Farm | Beach · Hot Tub · Theater · Views
Bedrooms:
5
Bathrooms:
6
Sleeps:
14
Lakeview Farm · 6BR · Sleeps 14 🌊 Private Lake Michigan beach—your private oasis 🎬 Theater w/ laser projector, sur ...
From $725 per night (USD)
Expedia
From $580 per night (USD)
VRBO
Cozy Crystal Lakefront Cottage
Bedrooms:
2
Bathrooms:
4
Sleeps:
14
Spacious 4BR Lakefront Cottage on Crystal Lake – Sleeps 14, Near Elkhart Lake! Enjoy the perfect lake getaway in this c ...
From $580 per night (USD)
VRBO
From $207 per night (USD)
Expedia
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 $207 per night (USD)
Expedia
From $145 per night (USD)
VRBO
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 $145 per night (USD)
VRBO
$Black River Retreat\nEclectic-Unique-Intriguing$
From $316 per night (USD)
Expedia
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 $316 per night (USD)
Expedia
From $760 per night (USD)
VRBO
2 Mi to Road America: Pet-Friendly Duplex!
Bedrooms:
2
Bathrooms:
4
Sleeps:
11
Walk to Elkhart Lake | Next to Quit Qui Oc Golf Course Indulge in a mix of tranquility and fun at this 4-bedroom, 2-bat ...
From $760 per night (USD)
VRBO
From $132 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 $132 per night (USD)
Expedia
From $1342 per night (USD)
VRBO
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 $1342 per night (USD)
VRBO
From $1030 per night (USD)
Expedia
Blue Barn on the Green with Farm House near the shores of Lake Michigan
Bedrooms:
4
Bathrooms:
5
Sleeps:
18
Welcome to this charming farmhouse and event barn in Oostburg. Imagine your perfect countryside escape. Nestled on five ...
From $1030 per night (USD)
Expedia
From $132 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 $132 per night (USD)
VRBO
From $1010 per night (USD)
Expedia
Boho Farmhouse - Fire Pit - Huge Backyard-Golfing - Family Friendly
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Experience the charm of our cozy home away from home! Comfortably situated halfway between Milwaukee & Green Bay, it is ...
From $1010 per night (USD)
Expedia
From $555 per night (USD)
VRBO
Sleeps 8! 2 Full Bath with Kitchenette!
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 $555 per night (USD)
VRBO
From $559 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 $559 per night (USD)
VRBO
From $228 per night (USD)
VRBO
On the Water in Sheboygan River Overlook
Bedrooms:
1
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 $228 per night (USD)
VRBO
$\nPlymouth Gem: Spacious Home with Bar, Game Room & Yard Near Road America$
From $664 per night (USD)
VRBO
\nPlymouth Gem: Spacious Home with Bar, Game Room & Yard Near Road America
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Welcome to your home away from home in charming Plymouth, Wisconsin. Just minutes from Road America, this spacious 4-bed ...
From $664 per night (USD)
VRBO
From $126 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 $126 per night (USD)
VRBO
From $330 per night (USD)
Expedia
Family friendly farmhouse near Cascade with AC- 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 $330 per night (USD)
Expedia
From $650 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 $650 per night (USD)
VRBO
From $525 per night (USD)
VRBO
Charming 4-bedroom house in fabulous Elkhart Lake - Walking Distance to All
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Your fun getaway awaits in Elkhart Lake at this awesome house. With 4 bedrooms including two on each level. Each floor ...
From $525 per night (USD)
VRBO
From $202 per night (USD)
VRBO
9 Mi to Shore: Home w/ Hot Tub in Howards Grove!
Bedrooms:
1
Bathrooms:
1
Sleeps:
5
Spacious Yard | Cookout Ready | Modern Interior The ideal Wisconsin escape is just a click away at this cozy vacation r ...
From $202 per night (USD)
VRBO
From $726 per night (USD)
Expedia
Private Beach on Lake Michigan: Oostburg Home
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Expansive Lake Views | 11 Mi to Family Fun in Sheboygan | Waterfront Dining Unplug, unwind, and soak up the slower pace ...
From $726 per night (USD)
Expedia
From $233 per night (USD)
VRBO
Riverside Retreat with lots of local golf courses, beaches, and restaurants!
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Cozy Riverside Retreat in Historic Sheboygan Falls Welcome to your perfect getaway in the heart of historic Sheboygan F ...
From $233 per night (USD)
VRBO
From $130 per night (USD)
Expedia
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 $130 per night (USD)
Expedia
From $130 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 $130 per night (USD)
VRBO
From $130 per night (USD)
Expedia
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 $130 per night (USD)
Expedia
From $130 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 $130 per night (USD)
VRBO
From $1239 per night (USD)
VRBO
GRAND VILLA Luxury 5-Bed Motorsport Retreat–1 Mi to Road America & Elkhart Lake
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
GRAND VILLA | Luxury 5-Bed Motorsport Retreat – 1 Mile to Road America & Elkhart Lake Sleeps: 10 | Bedrooms: 5 | Bathro ...
From $1239 per night (USD)
VRBO
From $130 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 $130 per night (USD)
VRBO
From $130 per night (USD)
Expedia
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 $130 per night (USD)
Expedia
From $130 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 $130 per night (USD)
VRBO
From $493 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 $493 per night (USD)
VRBO
From $233 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 $233 per night (USD)
VRBO
From $199 per night (USD)
Expedia
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 $199 per night (USD)
Expedia
From $616 per night (USD)
VRBO
1 min from Road America and the Village of Elkhart Lake
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
This amazing vacation lodge is the perfect getaway spot for families and friends. Nestled on a private lot, surround by ...
From $616 per night (USD)
VRBO
$\n\nLuxury Downtown Sheboygan 4BR-2.5 Bath - 3 min walk to beach - Lakeside Legacy$
From $833 per night (USD)
Expedia
\n\nLuxury Downtown Sheboygan 4BR-2.5 Bath - 3 min walk to beach - Lakeside Legacy
Bedrooms:
2
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 $833 per night (USD)
Expedia
From $295 per night (USD)
VRBO
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 $295 per night (USD)
VRBO
From $145 per night (USD)
VRBO
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 $145 per night (USD)
VRBO
From $228 per night (USD)
VRBO
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 $228 per night (USD)
VRBO
From $391 per night (USD)
Expedia
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 $391 per night (USD)
Expedia
From $297 per night (USD)
VRBO
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 $297 per night (USD)
VRBO
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 $271 per night (USD)
VRBO
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 $271 per night (USD)
VRBO
From $228 per night (USD)
Expedia
Logan Ave Holiday House - Upper
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Unique attractions and endless days by Lake Michigan await at this ideally located vacation rental! Hosting 2 bedrooms, ...
From $228 per night (USD)
Expedia
From $822 per night (USD)
VRBO
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 $822 per night (USD)
VRBO
From $708 per night (USD)
VRBO
Retreat to Crystal Lake
Bedrooms:
2
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 $708 per night (USD)
VRBO
From $701 per night (USD)
VRBO
Modern Lakeside House with Treehouse
Bedrooms:
3
Bathrooms:
4
Sleeps:
11
Welcome to Curtiss Castle! Ideal for large families, remote workers, lake lovers, and golf enthusiasts! This peaceful, w ...
From $701 per night (USD)
VRBO
From $1493 per night (USD)
Expedia
Lake House w/ 6-BR's, Sauna - Kohler-Andrae/Sheboygan
Bedrooms:
3
Bathrooms:
6
Sleeps:
15
Welcome to the House at Wilson Shore hosted by Sheboygan Vacation Rentals. Escape to the serene beauty of this stunning ...
From $1493 per night (USD)
Expedia
From $551 per night (USD)
VRBO
Racer’s Getaway - Rural, Upscale, Unique Home 8 minutes from Road America
Bedrooms:
3
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)
VRBO
From $1291 per night (USD)
VRBO
NEW!! Luxury Rental - Parker House. Private Beach Access & Walkable to Downtown
Bedrooms:
4
Bathrooms:
5
Sleeps:
14
Welcome to Parker House, a private vacation rental situated in Elkhart Lake, Wisconsin! Parker House is located off the ...
From $1291 per night (USD)
VRBO
From $123 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 $123 per night (USD)
VRBO
From $421 per night (USD)
Expedia
Private home on twenty wooded acres.
Bedrooms:
2
Bathrooms:
0
Sleeps:
0
Located in the Northern Kettle Moraine Forest, this property is an hour north of Milwaukee and one hour and twenty minut ...
From $421 per night (USD)
Expedia
From $374 per night (USD)
VRBO
Wander Back Inn to Elkhart Lake
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
This gorgeous, new home is the perfect choice for your trip to Elkhart. Mere minutes away from famous local attractions ...
From $374 per night (USD)
VRBO
From $198 per night (USD)
VRBO
Dtwn Sheboygan Apt Above Local Bar!
Bedrooms:
1
Bathrooms:
4
Sleeps:
8
Nestled in the heart of downtown, this 4-bedroom, 1-bathroom Sheboygan vacation rental is a walkable utopia for your nex ...
From $198 per night (USD)
VRBO
From $707 per night (USD)
VRBO
Road America Adjacent Lake House with indoor pool
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Road America adjacent four bedroom house on Little Elkhart Lake with indoor pool and spacious deck overlooking Little El ...
From $707 per night (USD)
VRBO
Click For Pricing
Expedia
Crystal Lake Cottage: Kayaks & Fire Pit!
Bedrooms:
2
Bathrooms:
4
Sleeps:
14
Lake Access On-Site | 3 Paddleboards | Pet Friendly w/ Fee | Outdoor Living Space A relaxing lakefront getaway awaits y ...
Click For Pricing
Expedia
Click For Pricing
VRBO
Historic 1920s home with high speed WIFI and Air Conditioning
Bedrooms:
1
Bathrooms:
4
Sleeps:
8
Enjoy the comfort and charm of this historic 1920s custom built home. The beauty of this home resonates with its custom ...
Click For Pricing
VRBO
From $262 per night (USD)
Expedia
The RandomCabin “On Random Lake”
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Suprising. Waterfront. Cozy. Unique. Rustic. Modern. These all describe the Random Cabin. In the Small inviting village ...
From $262 per night (USD)
Expedia
From $214 per night (USD)
VRBO
Elkhart Lake Flat - 3 min. to Road America
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
This rental is a fully furnished with two bedrooms, two portable single cots, one bath, full stocked kitchen, dining roo ...
From $214 per night (USD)
VRBO
From $739 per night (USD)
Expedia
SCCA Nation Championship runoffs rental! Elkhart Lake!
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Stay in the heart of Elkhart Lake in this unique hotel room style condo. This listing is one oversized hotel room with i ...
From $739 per night (USD)
Expedia
From $193 per night (USD)
VRBO
Private, Peaceful Retreat near Road America
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
If you like racing, hiking, biking, golf, antiquing or fishing our quaint, quiet apartment is for you! Road America race ...
From $193 per night (USD)
VRBO
Click For Pricing
Expedia
Apt w/ Shared Gas Grill, 2 Blocks to Dtwn!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Escape to Lake Michigan when you choose this centrally located Sheboygan vacation rental! Bring your fishing rods to spe ...
Click For Pricing
Expedia
From $519 per night (USD)
VRBO
Wander Back Inn to Sheboygan
Bedrooms:
3
Bathrooms:
3
Sleeps:
16
*Bring the whole family to this great place with lots of room for fun. Plenty of space inside and out! Foosball and ping ...
From $519 per night (USD)
VRBO
From $811 per night (USD)
VRBO
'Beautiful Day Getaway' - Lake Michigan Views
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Set your sights on the coastal community of Sheboygan, where you can find 2 miles of sandy beaches, epic sailing, and a ...
From $811 per night (USD)
VRBO
From $257 per night (USD)
VRBO
Chic Plymouth Townhome < 1 Mi to Road America
Bedrooms:
2
Bathrooms:
2
Sleeps:
7
Prepare for an unforgettable retreat at this 2-bedroom, 2-bathroom Plymouth vacation rental next to Road America! Nestle ...
From $257 per night (USD)
VRBO
From $417 per night (USD)
Expedia
5 Bedroom Modern House
Bedrooms:
2
Bathrooms:
5
Sleeps:
10
5 bedroom modern home. Full kitchen includes dishwasher, microwave, stove, fridge, keurig, everyday utensils and pans. P ...
From $417 per night (USD)
Expedia
$Beach Lake House walking disance to lake Close to Downtown\n & South Pier\n4BR 2BA$
From $548 per night (USD)
VRBO
Beach Lake House walking disance to lake Close to Downtown\n & South Pier\n4BR 2BA
Bedrooms:
2
Bathrooms:
4
Sleeps:
12
Amazing location just 3 blocks of Lake Michigan. a short walk to the public south beach, 2 min driving to the beach. 4 ...
From $548 per night (USD)
VRBO
From $1343 per night (USD)
VRBO
Experience Gracious Living & Destination Kohler
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Welcome! NEW spacious 4000ft² lodging centrally located: 5 World-Class golf courses, Road America, Elegant Wineries/Spas ...
From $1343 per night (USD)
VRBO
From $173 per night (USD)
VRBO
Country Cheese Factory - King Bed!
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
See our other home and many reviews! https://airbnb.com/h/plymouth-guest-house Entire House! 4 minutes from Road Americ ...
From $173 per night (USD)
VRBO
From $186 per night (USD)
Expedia
Wyatt's Country Home - King Bed!
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Soak up the modern vintage charm of our fully remodeled and updated home! Thank you for choosing our sparkling clean spa ...
From $186 per night (USD)
Expedia
From $427 per night (USD)
VRBO
Beautiful, newly built 3rd floor Townhouse in historic Elkhart Lake, WI.
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Beautifully appointed, third floor Townhouse at the Trackside Townhouses across the road from famous Road America. Short ...
From $427 per night (USD)
VRBO
From $229 per night (USD)
Expedia
Country Guest House
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
See our other listing! https://airbnb.com/h/cheese-factory-bnb Entire house! Cozy Warm! This beautiful and unique guest ...
From $229 per night (USD)
Expedia
From $328 per night (USD)
VRBO
Spacious Sheboygan Home w/ Grill & Fire Pit!
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Escape the mundane and discover Lake Michigan bliss at this 5-bedroom, 3-bathroom Sheboygan vacation rental! Start your ...
From $328 per night (USD)
VRBO
From $551 per night (USD)
Expedia
The Kohler House
Bedrooms:
1
Bathrooms:
3
Sleeps:
7
The Kohler House is located in the quaint village of Kohler. Our family grew up in this neighborhood and created a spac ...
From $551 per night (USD)
Expedia
From $216 per night (USD)
VRBO
*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 $216 per night (USD)
VRBO
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Expedia
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 ...
Click For Pricing
Expedia
From $365 per night (USD)
VRBO
*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 $365 per night (USD)
VRBO
From $307 per night (USD)
VRBO
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 $307 per night (USD)
VRBO
Click For Pricing
VRBO
Remodeled Cape Cod within steps of Lake Michigan
Bedrooms:
1
Bathrooms:
3
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 ...
Click For Pricing
VRBO
From $533 per night (USD)
Expedia
Upscale Waterfront and Pool View Condo!!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
WELCOME RACE FANS AND VACATIONERS!!!! The Lakeside Suites are located along a picturesque freshwater lake and within wal ...
From $533 per night (USD)
Expedia
From $933 per night (USD)
VRBO
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 $933 per night (USD)
VRBO
From $194 per night (USD)
VRBO
Riverfront Sheboygan Townhome w/ Grill!
Bedrooms:
1
Bathrooms:
2
Sleeps:
8
Find rest and relaxation where the Sheboygan River flows into Lake Michigan at this 2-bedroom, 1.5-bathroom townhome. Th ...
From $194 per night (USD)
VRBO
Click For Pricing
VRBO
Lakefront Plymouth Cottage w/ Private Hot Tub
Bedrooms:
2
Bathrooms:
2
Sleeps:
10
Get ready to make a splash when you book this 2-bedroom, 2-bath Plymouth vacation rental! With 3 flat-screen TVs, a full ...
Click For Pricing
VRBO
From $379 per night (USD)
Expedia
Private, Spacious Property, Hot Tub, Sleeps 9, EV Charger
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
Enhance your well being with a relaxing getaway at The Pines located in the beautiful southern Kettle Moraine Forest are ...
From $379 per night (USD)
Expedia

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Results: 388 Rentals