Best Vacation Rentals in Sheboygan

Top Vacation Rentals in Sheboygan

Plan your perfect getaway with our selection of vacation rentals in Sheboygan. Each choice offers a blend of comfort and local charm, ideal for families and groups.

Vacation Rentals in Sheboygan
McJuggers Loft Walk to Lake, Park, Restaurants
Apartment
Campbellsport, WI, USA

The property is around 1.3 miles from Tiki Resort Beach, 28 miles from New Holstein Historical Society: Timm House, and 30 miles from Children'S Museum. The air-conditioned apartment consists of 3 bedrooms, a living room, a fully equipped kitchen with an oven and a coffee machine, and 2 bathrooms with a bath and a hair dryer. Towels and bed linen are available in the apartment. For added privacy, the accommodation features a private entrance. Outagamie County Regional Airport is 60 miles from the property.

Guest Reviews:

- ""a 15 out of 10"" - "it was relaxing" - "Great condo, great stay!" - "Very comfortable stay, exceeded our expectations."

Vacation Rentals in Sheboygan
Victorian Inn Elkhart Lake Wisconsin
Apartment
266 Victorian Village Dr, Elkhart Lake, WI, 53020, USA

Beachside aparthotel to enjoy indoor pool and sand beach
At Victorian Inn Elkhart Lake Wisconsin, relax by an indoor pool or hit the private sand beach where you can enjoy kayaking.
Each apartment has 2 bedrooms and offers free WiFi and a private yard. For a bit of entertainment, a flat-screen TV comes with cable channels, and guests can also appreciate conveniences like a sitting area and a refrigerator.
Victorian Inn Elkhart Lake Wisconsin offers 49 accommodations with complimentary bottled water and coffee/tea makers. Rooms open to furnished balconies. These individually decorated and furnished accommodations have separate sitting areas and include desks. Beds feature premium bedding. Refrigerators and microwaves are provided. Bathrooms include complimentary toiletries and hair dryers.

This Elkhart Lake aparthotel provides complimentary wireless Internet access. 36-inch flat-screen televisions come with premium cable channels.


An indoor pool and a seasonal outdoor pool are on site. Other recreational amenities include a private beach.

The recreational activities listed below are available either on site or nearby; fees may apply.

Guest Reviews:

- "Parking and entrance not lit, trash in refrigerator, volume didn’t work on tv, had to bring in patio furniture to have a place to sit comfortably, not enough outlets around the beds, and needed to ask for Wi-Fi password. Clean, nice shower, well stocked with towels and coffee, good location, host was responsive, nice pool and games area"

Vacation Rentals in Sheboygan
Spacious Home Near Lake MI w Fire Pit
House
2001 South 13th Street, Sheboygan, WI, WI 53081, USA

Featuring a garden, Spacious Home Near Lake MI w Fire Pit offers accommodations in Sheboygan. This property offers access to a balcony, free private parking, and free Wifi. The accommodation provides private check-in and check-out and bicycle parking for guests. The air-conditioned vacation home consists of 3 bedrooms, a living room, a fully equipped kitchen with a dishwasher and a coffee machine, and 1 bathroom with a walk-in shower and a hair dryer. Towels and bed linen are available in the vacation home. The property has an outdoor dining area. For guests with children, the vacation home features an indoor play area and a baby safety gate. The vacation home has a picnic area where you can spend the day outdoors. General King Park Beach is a 12-minute walk from Spacious Home Near Lake MI w Fire Pit, while Children'S Museum is 2.1 miles from the property. Milwaukee Mitchell International Airport is 60 miles away.

Guest Reviews:

- "Ginger’s home is beautiful and very spacious inside & out!" - "We were there only to sleep so we didnt use much of the amenities but therer were olenty to make it a comfortable stay" - "Ginger was super helpful and the house was awesome! Great location. I would love to stay here again!"

Vacation Rentals in Sheboygan
Fairway Inn & Suites
Resort
250 W. Church St., Mishicot, WI, 54228, USA

Resort connected to the convention center in Mishicot with free parking
Along with an indoor pool, this smoke-free resort has a restaurant and a fitness center. Free WiFi in public areas and free self parking are also provided. Additionally, a bar/lounge, a sauna, and a conference center are onsite.
Housekeeping is available on request.
Fairway Inn & Suites offers 102 air-conditioned accommodations with hair dryers and irons/ironing boards. This Mishicot resort provides complimentary wireless Internet access. Guests can make use of the in-room refrigerators and microwaves. Rollaway/extra beds (complimentary) are also available. Housekeeping is provided on request.
An indoor pool and a hot tub are on site. Other recreational amenities include an outdoor tennis court, a sauna, and a fitness center.

The recreational activities listed below are available either on site or nearby; fees may apply.

Guest Reviews:

- "Very quiet." - "Very friendly accommodating staff" - "Staff always friendly and accommodating." - "The price was very reasonable, the room was clean and very accommodating, the staff very friendly and we would definitely come back!" - "Sad that it didn’t have an elevator but I frickin loved this resort!!" - "Friendly staff and clean facility. We stayed in an updated unit and it was great. " - "A little getaway here was perfect. We stayed here to watch the Packers play. The drive to and from the stadium wasn’t long. Staff was friendly. Breakfast was perfect and staff made sure we had what we needed. Thank you Par5! "

Vacation Rentals in Sheboygan
A Glorious Getaway Sheboygan - Blue Harbor Condo
House
421 Beachfront Lane, Sheboygan, WI, WI 53081, USA

A Glorious Getaway Sheboygan - Blue Harbor Condo offers accommodations in Sheboygan, 1.4 miles from North Side Municipal Beach and 26 miles from New Holstein Historical Society: Timm House. This vacation home provides air-conditioned accommodations with a patio. Outdoor seating is also available at the vacation home. With free Wifi, this 4-bedroom vacation home features a cable TV, a washing machine, and a fully equipped kitchen with a dishwasher and oven. Towels and bed linen are offered in the vacation home. The accommodation has a fireplace. Guests can relax in the garden at the property. Popular points of interest near A Glorious Getaway Sheboygan - Blue Harbor Condo include South Side Municipal Beach, General King Park Beach, and Children'S Museum. Milwaukee Mitchell International Airport is 62 miles from the property.

Guest Reviews:

- "Beautiful spacious condo near Lake Michigan" - "Ideal location with easy access to long sandy beach." - "Wonderful!"

Vacation Rentals in Sheboygan
Blue Harbor Resort and Conference Center
Resort
725 Blue Harbor Drive, Sheboygan, WI, 53081, USA

Beach resort with a full-service spa and free water park access
At Blue Harbor Resort and Conference Center, catch some rays at the beach, pamper yourself at the full-service spa, or spend the day at a complimentary water park.
Blue Harbor Resort and Conference Center offers 243 air-conditioned accommodations with safes and coffee/tea makers. Rooms open to furnished balconies or patios. Refrigerators and microwaves are provided. Bathrooms include bathtubs or showers, complimentary toiletries, and hair dryers.

Guests can surf the web using the complimentary wireless Internet access. Flat-screen televisions are featured in guestrooms. Housekeeping is provided daily.


An indoor pool, a seasonal outdoor pool, and a hot tub are on site. Other recreational amenities include a complimentary water park, a lazy river, and a 24-hour fitness center.

Children under 14 years old are not allowed in the swimming pool or hot tub without adult supervision.

The recreational activities listed below are available either on site or nearby; fees may apply.

Guest Reviews:

- "The water park. Very nice " - "Check in was easy. We parked near our entrance for free. Staff is nice." - "Water park fun" - "The water park was great. Staffing there was prompt. View of the lake was awesome. I would recommend it. I would stay there again. " - "I really enjoyed my stay here. Service was great and so was the convenience. Was pretty quiet and safe around the property. The indoor water park was decent and the building looks very pretty at night. Visuals are amazing and everything is so clean. "

Vacation Rentals in Sheboygan
Tiki Beach Condo 1
Apartment
W921 Kettle Moraine Lane #1, Campbellsport, WI, WI 53010

Tiki Beach Condo 1 is located in Campbellsport, just a few steps from Tiki Resort Beach and 29 miles from New Holstein Historical Society: Timm House. The condo hotel features both Wifi and private parking free of charge. Guests can have a drink at the bar. The air-conditioned condo hotel consists of 2 bedrooms, a living room, a fully equipped kitchen with a dishwasher and a coffee machine, and 1 bathroom with a walk-in shower. A flat-screen TV with streaming services and a DVD player are provided. The property has an outdoor dining area. Outagamie County Regional Airport is 58 miles away.

Guest Reviews:

- "Our second stay here in two years. We will be back!" - "we love Tiki Beach 💗" - "a nice place to get away sit on the beach on the private condo side and relax. bring your own food and drinks. owner mad"

Vacation Rentals in Sheboygan
The Osthoff Resort
Resort
101 Osthoff Avenue, Elkhart Lake, WI, 53020, USA

Beach location and indoor pool
Guests of this beach resort will appreciate convenient onsite amenities such as a hot tub and a fitness center.
Housekeeping is available on request.
The Osthoff Resort offers 145 air-conditioned accommodations with safes and irons/ironing boards. Pillowtop beds feature premium bedding. A pillow menu is available. Refrigerators and microwaves are provided. Bathrooms include bathtubs or showers and complimentary toiletries.

This Elkhart Lake resort provides complimentary wireless Internet access. Business-friendly amenities include desks and phones; free local calls are provided (restrictions may apply). Hair dryers, change of towels, and change of bedsheets can be requested. A nightly turndown service is provided and housekeeping is offered on request.


An indoor pool, a seasonal outdoor pool, and a hot tub are on site. Other recreational amenities include a sauna and a fitness center.

The recreational activities listed below are available either on site or nearby; fees may apply.

Guest Reviews:

- "This is a beautiful resort in a beautiful location! I especially enjoy the entertainment they bring to the resort. Highly looking foward to seeing Ikons of Rock again there!" - "We love everything about the Ostoff except the parking In the cold weather it is quite a hike from the lot to the door " - "Gorgeous place. Nice pool hot tub and kids arcade. Executive suite is a must. " - "Oh my gosh this place is wonderful! Our room was gorgeous and so comfortable. The whole place is really beautiful and has a relaxing vibe. The staff is very friendly and helpful. The restaurant has incredible food. We will definitely be staying again. "

Vacation Rentals in Sheboygan
Pet-Friendly Sheboygan Home, 1 Mi to Lake Michigan
House
Sheboygan, WI, USA

A 14-minute walk from Children'S Museum in Sheboygan, Pet-Friendly Sheboygan Home, 1 Mi to Lake Michigan features accommodations with access to a spa center. This vacation home offers accommodations with a terrace. Free Wifi is available throughout the property and North Side Municipal Beach is 1.1 miles away. The air-conditioned vacation home consists of 4 bedrooms, 2 living rooms, a fully equipped kitchen with a dishwasher and a coffee machine, and 1 bathroom with a bath and a hair dryer. Towels and bed linen are featured in the vacation home. For added privacy, the accommodation features a private entrance. New Holstein Historical Society: Timm House is 24 miles from the vacation home, while Wisconsin Maritime Museum is 27 miles away. Milwaukee Mitchell International Airport is 62 miles from the property.

Guest Reviews:

- "We had an easy, relaxed stay. Highly recommended." - "Comfortable, great value, convenient location." - "perfect stay for what we needed."

Vacation Rentals in Sheboygan
Riverfront Sheboygan Townhome w/Grill!
Apartment
1510 Wisconsin Ave, Sheboygan, WI, 53081, USA

You'll find a kayak on site at this smoke-free apartment. Jump into your car and make short work of the 3-minute drive to Lake Michigan or the 2-minute drive to Stefanie H. Weill Center for the Performing Arts (and enjoy the property's convenient onsite parking in the meantime).

You can make the most of the outdoors with the balcony and BBQ grill at this apartment. As for the great indoors, you can come inside and enjoy the free WiFi and TV.

A living room, air conditioning, and a ceiling fan are featured at this 2-bedroom, 1.5-bathroom rental. Prepare a home-cooked meal in the kitchen, complete with an oven, a stovetop, and a dishwasher, as well as a coffee maker, an ice maker, and a microwave. And you can even travel light because you'll have a washing machine.

Guest Reviews:

- "It was nice to be able to park in the garage. Being there felt like home away from home. Very welcoming and comfortable."

Vacation Rentals in Sheboygan
Spacious Sheboygan Home with Grill and Fire Pit!
House
Sheboygan, WI, USA

Spacious Sheboygan Home with Grill and Fire Pit! is located in Sheboygan, just 22 miles from New Holstein Historical Society: Timm House and 24 miles from Wisconsin Maritime Museum. This vacation home offers accommodations with a patio. Free Wifi is available throughout the property and Children'S Museum is 5.5 miles away. The air-conditioned vacation home consists of 5 bedrooms, 2 living rooms, a fully equipped kitchen with a dishwasher and a coffee machine, and 3 bathrooms with a bath and a hair dryer. Towels and bed linen are offered in the vacation home. The property has an outdoor dining area. Rahr West Art Museum is 24 miles from the vacation home, while Hamilton Wood Type Museum is 30 miles from the property. Outagamie County Regional Airport is 60 miles away.

Guest Reviews:

- "Everything met our expectations." - "perfect escape from the city." - "excellent family property - great for chipping practice too."

Vacation Rentals in Sheboygan
Grandstay Residential Suites Hotel - Sheboygan
Apartment
708 Niagara Avenue, Sheboygan, WI, 53081, USA

Art Deco aparthotel with free breakfast and a 24-hour fitness center
An indoor pool, a 24-hour fitness center, and a 24-hour business center are available at this smoke-free aparthotel. Free on-the-go breakfast, free WiFi in public areas, and free self parking are also provided. Other amenities include a meeting room, dry cleaning, and laundry facilities.
Each apartment provides a kitchen with a refrigerator, a stovetop, a microwave, and a dishwasher. Comforts include a pillowtop bed and Egyptian cotton sheets, and also available are free WiFi and an LCD TV.
Grandstay Residential Suites Hotel - Sheboygan offers 71 accommodations with coffee/tea makers and designer toiletries. Pillowtop beds feature Egyptian cotton sheets and premium bedding. LCD televisions come with cable channels. Kitchens offer full-sized refrigerators/freezers, stovetops, microwaves, and cookware/dishes/utensils. Bathrooms include bathtubs or showers with hydromassage showerheads, complimentary toiletries, and hair dryers.

This Sheboygan aparthotel provides complimentary wireless Internet access, with a speed of 25+ Mbps. Business-friendly amenities include desks and phones; free local calls are provided (restrictions may apply). A nightly turndown service is provided and housekeeping is offered daily.


Recreational amenities at the aparthotel include an indoor pool and a 24-hour fitness center.

Guest Reviews:

- "Stayed after going to Kohker Andrea State Park. Very nice hotel and great for the kids (basketball hoop, play set & pool)." - "This trip was the second time staying at Grand Stay. Beautiful location, close to lovely small businesses and the staff is wonderful. " - "Enjoyed a stay in a two bedroom suite. Staff was very helpful, friendly, and accommodating. " - "Affordable " - "Enjoyed our stay" - "Clean rooms, friendly staff, hot breakfast, & a short walk from Lake Michigan. "

Vacation Rentals in Sheboygan
Elkhart Lake Townhome - 20 Mi to Sheboygan!
Apartment
Elkhart Lake, WI, USA

20 miles from Children'S Museum in Elkhart Lake, Elkhart Lake Townhome - 20 Mi to Sheboygan! features accommodations with access to a spa center. Free Wifi is available throughout the property and New Holstein Historical Society: Timm House is 10 miles away. The air-conditioned apartment consists of 1 bedroom, a living room, a fully equipped kitchen with a dishwasher and a coffee machine, and 1 bathroom with a shower and a hair dryer. Towels and bed linen are available in the apartment. For added privacy, the accommodation features a private entrance. Outagamie County Regional Airport is 48 miles from the property.

Amenities:

Accessibility • Laundry • Wellness Facilities • Child Friendly • Internet • Fireplace/Heating • Spa • Guest Services • Sports/Activities • Security/Safety • Other • Parking

Vacation Rentals in Sheboygan
Cozy 1-bedroom house in Sheboygan walking distance to the lake and downtown.
House
Sheboygan, Wisconsin, USA

We welcome you to the historic district! Located 2 blocks from the famous Deland Park ( Malibu of the Midwest) and 2 blocks away from fine restaurants downtown. WiFi, AC, fireplace, and rain shower. Ring camera in the front of the house.

Amenities:

Laundry • Bedding/Linens • Security/Safety • Air Conditioner • Fireplace/Heating • Wellness Facilities • Other • Child Friendly • Internet

Vacation Rentals in Sheboygan
Elkhart Lake Townhome - 3 Mi to Road America!
House
Elkhart Lake, WI, USA

20 miles from Children'S Museum in Elkhart Lake, Elkhart Lake Townhome - 3 Mi to Road America! provides accommodations with access to a spa center. This vacation home offers accommodations with a patio. Free Wifi is available throughout the property and New Holstein Historical Society: Timm House is 10 miles away. The air-conditioned vacation home consists of 2 bedrooms, a living room, a fully equipped kitchen with a dishwasher and a coffee machine, and 2 bathrooms with a shower and a hair dryer. Towels and bed linen are featured in the vacation home. For added privacy, the accommodation features a private entrance. Outagamie County Regional Airport is 48 miles away.

Amenities:

Spa • Parking • Fireplace/Heating • Sports/Activities • Child Friendly • Accessibility • View • Internet • Other • Security/Safety • Guest Services

Vacation Rentals in Sheboygan
2 bed/2 bath Townhouse on a Quiet cul de sac with backyard views and a Hot tub
House
Sheboygan, Wisconsin, USA

Modern/updated 2 bedroom 2 bath townhouse on a quite Cul-De-Sac in Sheboygan, WI. Every part of this house has been remodeled with design and detail in mind. AMAZING kitchen upgrades- Quartz countertops, a custom tile backsplash, stainless steel deep sink and beautiful kitchen faucet...this kitchen will not disappoint! The house also features new plank flooring throughout the first floor along with a floor to ceiling natural stone fireplace for those cool/cozy nights. The main floor includes one bath, living room, dining room and kitchen. The kitchen is fully stocked with all your needs and has all new Stainless steel appliances. Both bathrooms have tiled showers, new flooring and countertops. The two bedrooms both have BRAND New queen size Comfy mattresses and both are located on the second floor with another bath. A custom Rustic wood plank feature wall which includes a barn door to the bath is the first thing you see as you walk up the stairs.. The large deck is right off of the Dining room which looks out into the yard which has a large pond and Hot Tub! It's a nice peaceful country setting in the city.

The house is minutes away from Lake Michigan and all that Sheboygan has to offer. The surrounding areas have so many attractions throughout the year, there is always something to do or see.

Popular destinations in the area include:

*Sheboygan Riverfront restaurants and shops 4 miles
*American Club in Kohler 6 miles
*Black Wolf Run Golf Course 6 miles
*Historic Elkhart lake which includes Road America 20 miles
*Whistling Straights Golf Course 12 miles
*Kohler-Andrae State Park 3 miles

Guest Reviews:

- "We had a lovely stay in Sheboygan! It was just for a quick getaway to disconnect from our busy lives and celebrate my husband's birthday. We truly enjoyed the hot tub. The unit was wonderful and exceeded our expectations. The host- Michelle is very pleasant and responsive! I would highly recommend this location if your in the Sheboygan area!" - "Love the location near Sheboygan and within 30 minutes of Road America. Super clean home with lots of character and there was even a few cold drinks in the fridge which was nice after a long, late flight. Would definitely stay here again!!"

Vacation Rentals in Sheboygan
Harbor Hideaway - Walk to Beach, Dining & Downtown condo
Apartment
Sheboygan, WI, USA

Harbor Hideaway - Walk to Beach, Dining & Downtown condo offers accommodations in Sheboygan, a 12-minute walk from Children'S Museum and 25 miles from New Holstein Historical Society: Timm House. The air-conditioned accommodation is a 7-minute walk from North Side Municipal Beach, and guests can benefit from on-site private parking and complimentary Wifi. Wisconsin Maritime Museum is 29 miles away and Rahr West Art Museum is 29 miles from the apartment. The apartment features 2 bedrooms, a fully equipped kitchen with a dishwasher and an oven, a washing machine, and 1 bathroom with a hair dryer. Towels and bed linen are featured in the apartment. For added privacy, the accommodation features a private entrance. Milwaukee Mitchell International Airport is 62 miles away.

Amenities:

Security/Safety • Parking • Internet • Guest Services • Fireplace/Heating • Air Conditioner • Child Friendly • Other

Vacation Rentals in Sheboygan
30 minutes from Lambeau & steps from Lake Michigan! 2 beauties in one!
House
Manitowoc, Wisconsin, USA

The Shoreline in Manitowoc, WI is near everything! Just a short walk down the hill and you are on the Mariner's Trail. Walk or bike along the trail and enjoy Lake Michigan at your fingertips. Take a 15 minute walk downtown and you will find shopping, restaurants, coffee shops, Farmers Market, Manitowoc Library, SS Badger Ferry, The Wisconsin Maritime Museum and The Manitowoc Marina.

Our rental unit is a side by side duplex and was just built in 2018. The unit sleeps 6, has 2 bedrooms, 2 baths. The master bedroom has a queen size bed with an attached bathroom suite. Guest bedroom has 2 twin beds and a full bath adjacent. There are 2 portable twin beds. The master bedroom is quite large and could accommodate the 2 extra beds but feel free to use them where convenient. The Living room has a couch, 3 occasional chairs, and a 40" TV. The dining room has a table for 4 and there is a large kitchen island with 3 barstools. There is a concrete patio in the back with a Weber Grill. This home has an open concept with vaulted ceilings. The kitchen is fully stocked with all the essentials for preparing meals at home. We also are inspected annually by the city of Manitowoc and own an operators license for a Rooming House.

Amenities include: central air, wireless internet, cable TV, books, cribbage board, scrabble game, bedding and linens, gas fireplace in LR, kitchen cookware and dishes. There are 2 bikes to use with a lock, as well as a stationary Schwinn Air-dyne bike in the basement. There are 2 yoga mats in the front hall closet with sanitizer spray. (porta-crib is available with notice)

Nearby fun: Golf courses are in huge supply in this area including the Championship Whistling Straits is only a 20 min drive away. Lake Michigan provides beaches, charter fishing, sailing, kayaking, paddle boarding, etc. Woodland Dunes Nature Center and Preserve, Maribel Caves, Point Beach State Park, & Silver Creek Park are just a few of the natural attractions. Green Bay, home of America's beloved Green Bay Packers is a 30 min drive to the north. Sheboygan/Kohler is a 30 min drive to the south.

Guest Reviews:

- "Home was well appointed and all amenities needed for a great vacation stay." - "The property is clean, comfortable, and the location is outstanding. The hosts are outstanding and I will book the property again." - "Wonderful modern home with a garage to store our toys. Love staying at this well maintained property." - "Nice house and walking distance to beach" - "We really enjoyed your VRBO! It was very clean and had plenty of amenities, and just a short walk down to the lake! Thank you for allowing us to rent your beautiful home!"

Vacation Rentals in Sheboygan
Family Home with Indoor Pool about 2 Mi to Elkhart Lake!
House
Elkhart Lake, WI, USA

19 miles from Children'S Museum in Elkhart Lake, Family Home with Indoor Pool about 2 Mi to Elkhart Lake! offers accommodations with access to a hot tub. Guests may go for a swim in the private pool. Free Wifi is available throughout the property and New Holstein Historical Society: Timm House is 12 miles away. The air-conditioned vacation home consists of 5 bedrooms, 3 living rooms, a fully equipped kitchen with a dishwasher and a coffee machine, and 4 bathrooms with a hot tub and free toiletries. Towels and bed linen are featured in the vacation home. The accommodation has a fireplace. Guests can enjoy the indoor pool at the vacation home. Outagamie County Regional Airport is 50 miles away.

Amenities:

Pet Friendly • Parking • Guest Services • Security/Safety • Wellness Facilities • Hot Tub • Fireplace/Heating • Internet • Private Pool • Pool • Accessibility • Other

Vacation Rentals in Sheboygan
COMFY, COZY, and CONVENIENT!
Apartment
Sheboygan, Wisconsin, USA

Whether you are visiting for golf, fishing, a Green Bay Packer game, Road America, or simply a vacation, this convenient Sheboygan northside UPPER apartment has everything you need for your getaway! This spacious and attractive residence boasts 2 bedrooms and 1 full bath offering sleeping accommodations for 4 people, and providing all you need while enjoying the beautiful city of Sheboygan and surrounding areas. It is your HOME AWAY FROM HOME! The property provides a full kitchen with all necessary utensils, off street parking for 2 vehicles, and free WIFI. Additionally, the property is within a 15 minute drive of two of the US's top golf destinations, Blackwolf Run and Whistling Straits, a 5 minute drive to beautiful Lake Michigan (Malibu of the Midwest), a 20 minute drive to the world renowned Road America, a 45 minute drive to the iconic Lambeau Field, and a 2 minute walk to 3 Sheep’s Taproom. This location has many grocery store options, taverns, and restaurants all within minutes to make your stay even more pleasant. This unit will provide all the comfort and coziness that travelers desire. With simplified pricing, and all linens and essentials provided, why stay in a pricey hotel. Please inquire if you are looking for an extended stay.

Please note that while all vacationers are welcome, there are not safety measures in place for infants and small children. Lastly, there is a picture of the covered stairwell in the attached pictures. Please review if this is a concern. Thank you for your consideration.

Guest Reviews:

- "Excellent accommodations! Clean, spacious, nice neighborhood and close to conveniences. Great customer service and communication as well. Thank you!" - "We loved our stay at Carrie’s VRBO! It was convenient to walk to 3 Sheep’s Brewery along with a few other restaurants, and was just down the road from a Starbucks and Kwik trip - great location! It was also very clean and Carrie was quick to respond with any questions. Would highly recommend!"

Sheboygan Vacation rentals with Parking

Sheboygan Family Friendly Vacation rentals

Sheboygan Vacation rentals with Entertainment

Sheboygan Pet Friendly Vacation rentals

Sheboygan Vacation rentals with Spa

Sheboygan Vacation rentals with Private Pool

Sheboygan Vacation rentals with Private Beach

Sheboygan Vacation-Rentals on the Map

Compare the Best Vacation-Rentals in Sheboygan – Addresses, Prices, Stars, Rating, and Review Count

Property Name Address Price ($) Star Rating Review Count Book
McJuggers Loft Walk to Lake, Park, Restaurants Campbellsport, WI, USA 272 4.0 9.6 6 Click here
Victorian Inn Elkhart Lake Wisconsin 266 Victorian Village Dr, Elkhart Lake, WI, 53020, USA 578 4.0 8.8 3 Click here
Spacious Home Near Lake MI w Fire Pit 2001 South 13th Street, Sheboygan, WI, WI 53081, USA 151 4.0 9.6 5 Click here
Fairway Inn & Suites 250 W. Church St., Mishicot, WI, 54228, USA 89 3.0 7.8 463 Click here
A Glorious Getaway Sheboygan - Blue Harbor Condo 421 Beachfront Lane, Sheboygan, WI, WI 53081, USA 1008 4.0 9.5 4 Click here
Blue Harbor Resort and Conference Center 725 Blue Harbor Drive, Sheboygan, WI, 53081, USA 234 3.0 8.4 445 Click here
Tiki Beach Condo 1 W921 Kettle Moraine Lane #1, Campbellsport, WI, WI 53010 192 4.0 10.0 3 Click here
The Osthoff Resort 101 Osthoff Avenue, Elkhart Lake, WI, 53020, USA 282 3.0 9.2 423 Click here
Pet-Friendly Sheboygan Home, 1 Mi to Lake Michigan Sheboygan, WI, USA 391 4.0 10.0 3 Click here
Riverfront Sheboygan Townhome w/Grill! 1510 Wisconsin Ave, Sheboygan, WI, 53081, USA 243 3.0 10.0 1 Click here
Spacious Sheboygan Home with Grill and Fire Pit! Sheboygan, WI, USA 563 4.0 9.0 3 Click here
Grandstay Residential Suites Hotel - Sheboygan 708 Niagara Avenue, Sheboygan, WI, 53081, USA 136 2.0 8.6 1002 Click here
Elkhart Lake Townhome - 20 Mi to Sheboygan! Elkhart Lake, WI, USA 204 4.0 10.0 1 Click here
Cozy 1-bedroom house in Sheboygan walking distance to the lake and downtown. Sheboygan, Wisconsin, USA 130 2.0 9.6 11 Click here
Elkhart Lake Townhome - 3 Mi to Road America! Elkhart Lake, WI, USA 219 4.0 10.0 1 Click here
2 bed/2 bath Townhouse on a Quiet cul de sac with backyard views and a Hot tub Sheboygan, Wisconsin, USA 250 10.0 188 Click here
Harbor Hideaway - Walk to Beach, Dining & Downtown condo Sheboygan, WI, USA 433 4.0 10.0 1 Click here
30 minutes from Lambeau & steps from Lake Michigan! 2 beauties in one! Manitowoc, Wisconsin, USA 149 10.0 178 Click here
Family Home with Indoor Pool about 2 Mi to Elkhart Lake! Elkhart Lake, WI, USA 1567 4.0 10.0 1 Click here
COMFY, COZY, and CONVENIENT! Sheboygan, Wisconsin, USA 109 10.0 62 Click here

Note: The prices for each Vacation-Rentals in Sheboygan do vary. This can be because of the number of people you are booking for, how far in advance you book and the season. The prices above are only meant as a rough estimate for comparison purposes. Click the buttons above (or click here) to get the latest prices.

Frequently Asked Questions

Vacation rentals in Sheboygan that include a pool include:

  • Victorian Inn Elkhart Lake Wisconsin.- Review Count: 3, Rating: 8.8
  • Fairway Inn & Suites.- Review Count: 463, Rating: 7.8
  • Blue Harbor Resort and Conference Center.- Review Count: 445, Rating: 8.4

Vacation rentals in Sheboygan offering shuttle or transport options include:

  • Blue Harbor Resort and Conference Center.- Review Count: 445, Rating: 8.4

These vacation rentals in Sheboygan provide spa or wellness access:

  • Fairway Inn & Suites.- Review Count: 463, Rating: 7.8
  • Blue Harbor Resort and Conference Center.- Review Count: 445, Rating: 8.4
  • The Osthoff Resort.- Review Count: 423, Rating: 9.2

Family-friendly vacation rentals in Sheboygan include:

  • McJuggers Loft Walk to Lake, Park, Restaurants.- Review Count: 6, Rating: 9.6
  • Victorian Inn Elkhart Lake Wisconsin.- Review Count: 3, Rating: 8.8
  • Spacious Home Near Lake MI w Fire Pit.- Review Count: 5, Rating: 9.6

Pet-friendly vacation rentals in Sheboygan include:

  • Victorian Inn Elkhart Lake Wisconsin.- Review Count: 3, Rating: 8.8
  • Spacious Home Near Lake MI w Fire Pit.- Review Count: 5, Rating: 9.6
  • Pet-Friendly Sheboygan Home, 1 Mi to Lake Michigan.- Review Count: 3, Rating: 10.0

Vacation rentals in Sheboygan that include breakfast options include:

  • Fairway Inn & Suites.- Review Count: 463, Rating: 7.8
  • Blue Harbor Resort and Conference Center.- Review Count: 445, Rating: 8.4
  • The Osthoff Resort.- Review Count: 423, Rating: 9.2

Vacation rentals in Sheboygan with private or on-site parking include:

  • McJuggers Loft Walk to Lake, Park, Restaurants.- Review Count: 6, Rating: 9.6
  • Victorian Inn Elkhart Lake Wisconsin.- Review Count: 3, Rating: 8.8
  • Spacious Home Near Lake MI w Fire Pit.- Review Count: 5, Rating: 9.6

Some of the best Vacation Rentals in Sheboygan are:

  • McJuggers Loft Walk to Lake, Park, Restaurants.- Review Count: 6, Rating: 9.6
  • Spacious Home Near Lake MI w Fire Pit.- Review Count: 5, Rating: 9.6
  • A Glorious Getaway Sheboygan - Blue Harbor Condo.- Review Count: 4, Rating: 9.5

Some of the popular Vacation Rentals in Sheboygan are:

  • Grandstay Residential Suites Hotel - Sheboygan.- Review Count: 1002, Rating: 8.6
  • Fairway Inn & Suites.- Review Count: 463, Rating: 7.8
  • Blue Harbor Resort and Conference Center.- Review Count: 445, Rating: 8.4