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Sheboygan, WI accommodations
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298 Lodgings in Sheboygan, WI

Best Sheboygan, WI lodging with a pool

Among the 298 accommodations in Sheboygan, WI, here are the 1 best ones with a pool

Your Own Private Resort For The Ryder Cup! - Sheboygan, WI
10 1 review
Sheboygan, WI
06/20 – 06/27
$1940/nighttotal: $13580 (7 )

Your Own Private Resort For The Ryder Cup!

4 2
apartment , Sheboygan
This luxury resort-style apartment overlooks an environmental park with hiking trails and a river in Sheboygan, Wisconsin. It has excellent user, location, and cleanliness ratings.
The apartment has four bedrooms, three bathrooms, and can accommodate up to eight guests. It features a full Viking kitchen, three indoor fireplaces, a lower-level bar, a sunroom, custom bathrooms, and a laundry room. Guests can enjoy amenities such as an indoor lap pool and hot tub, a hand-hewn sauna, a large heated outdoor in-ground pool, multi-level decks with lush furnishings and fire tables, a 2-story heated gazebo with seating and a fire table, an outdoor bar, gas and charcoal grills, and a "band room" that can convert to a fourth bedroom.

Best family friendly Sheboygan, WI lodging

Among the 298 accommodations in Sheboygan, WI, here are the 4 best for families

Remodeled Home On Lake Michigan - Sheboygan, WI
10 327 reviews
Sheboygan, WI
07/24 – 07/26
$583/nighttotal: $1166 (2 )

Remodeled Home On Lake Michigan

3 3
apartment , Sheboygan
This Sheboygan apartment is located on a bluff overlooking Lake Michigan, just a short distance from downtown and two public beaches. The apartment consistently receives excellent ratings for its cleanliness, location, and overall experience.
The 1450 square foot apartment comfortably accommodates up to 7 guests with 3 bedrooms. Enjoy a modern, remodeled kitchen and bathrooms, a private terrace, a garden, and a spa, along with other amenities such as WiFi, parking, and air conditioning.
Coastal Comfort Near Lake Mi & Downtown - Sheboygan, WI
9.8 117 reviews
Sheboygan, WI
08/17 – 08/23
$230/nighttotal: $1380 (6 )

Coastal Comfort Near Lake Mi & Downtown

1 2
apartment , Sheboygan
This Sheboygan coastal home, near downtown, Lake Michigan, Whistling Straits, and Kohler-Andrae State Park, offers a private lower unit with keyless entry.
The three-bedroom rental sleeps six, features a fully equipped kitchen with complimentary snacks and coffee, a smart TV with streaming services, and provides essential toiletries; a pack 'n play and highchair are available for families.
Storybook 2-bedroom Apartment 1mi From Lake Michigan - Sheboygan, WI
10 1 review
Sheboygan, WI
08/17 – 08/23
$230/nighttotal: $1380 (6 )

Storybook 2-bedroom Apartment 1mi From Lake Michigan

2 2
apartment , Sheboygan
This whimsical apartment is situated in a peaceful Sheboygan neighborhood, just one mile from Lake Michigan beaches and Bookworm Gardens, and 1.7 miles from HSHS St Nicholas Hospital.
This 1,150 sq ft rental unit offers two bedrooms, one bathroom, and can accommodate up to five guests, featuring a fully stocked kitchen, a fenced backyard with a fire pit, off-street parking, Wi-Fi, and on-site laundry.
Beautiful 3br Home Near Lake Mi - Sheboygan, WI
10 1 review
Sheboygan, WI
06/20 – 06/27
$453/nighttotal: $3171 (7 )

Beautiful 3br Home Near Lake Mi

3 2
apartment , Sheboygan
This 3-bedroom, 2-bathroom apartment in Sheboygan is located just one block from Lake Michigan and less than a 5-minute drive from Deland Park, North Beach, and downtown shops and restaurants.
This family-friendly rental accommodates up to 7 guests and features air conditioning, a full kitchen with a dishwasher and microwave, internet, parking, and a workspace, with crib available and proximity to parks.

Frequently Asked Questions about accommodations in Sheboygan, WI

  • What are the must-see attractions in Sheboygan, Wisconsin?

    Sheboygan has a lot to offer! The Sheboygan Maritime Museum is a great place to learn about the city's rich history as a shipbuilding and fishing center. The John Michael Kohler Arts Center showcases contemporary art in a beautiful setting. For a taste of local history and architecture, a stroll through the downtown area is a must. And don't forget the beautiful Sheboygan Riverwalk, perfect for a relaxing walk or bike ride.
  • What are the best accommodations in Sheboygan, WI?

    Among the accommodations in Sheboygan, WI, Grandstay Hotel & Suites Downtown Sheboygan, Americinn By Wyndham Sheboygan and La Quinta Inn By Wyndham Sheboygan are the most popular ones.

  • Are there any seasonal events or cultural festivals in Sheboygan, Wisconsin?

    Sheboygan hosts several events throughout the year. The Brat Days festival is a huge celebration of, you guessed it, brats! It typically takes place in the summer. The city also hosts various smaller events throughout the year, so checking the local event calendar closer to your travel dates is advisable.
  • What are the best accommodations with a pool in Sheboygan, WI?

    Grandstay Hotel & Suites Downtown Sheboygan, Americinn By Wyndham Sheboygan and Harbor Winds Hotel are the best accommodations with a pool in Sheboygan, WI.

  • What are the most characteristic landscapes and terrains found in and around Sheboygan, Wisconsin?

    Sheboygan sits on the shores of Lake Michigan, so the lakefront is a dominant feature, offering beautiful beaches and views. The terrain is relatively flat, typical of the Wisconsin landscape, with rolling hills and farmland surrounding the city. The Sheboygan River winds its way through the city, adding to the scenic beauty.
  • What are the best accommodations with a jacuzzi in Sheboygan, WI?

  • What are the best outdoor activities in Sheboygan, Wisconsin?

    Sheboygan offers many outdoor activities. The lakefront provides opportunities for swimming, sunbathing, and walking or biking along the paved paths. The Sheboygan Riverwalk is ideal for leisurely strolls or cycling. Several parks in and around the city offer opportunities for picnics, hiking, and other recreational pursuits. The area is also great for fishing.
  • What are the best accommodations for families and kids in Sheboygan, WI?

  • What is the best time of year to visit Sheboygan, Wisconsin with kids?

    Summer is generally the best time to visit Sheboygan with kids, as the weather is warm and sunny, perfect for enjoying the beaches and outdoor activities. Brat Days, usually in summer, offers family-friendly fun.
  • What are the best pet friendly accommodations in Sheboygan, WI?

    The best pet friendly accommodations in Sheboygan, WI are Grandstay Hotel & Suites Downtown Sheboygan, La Quinta Inn By Wyndham Sheboygan and Harbor Winds Hotel.

  • Are there local customs to be aware of in Sheboygan, Wisconsin?

    Sheboygan is a friendly and welcoming city. There aren't any unusual or unique customs to be particularly aware of. Being respectful and polite, as you would anywhere, is always appreciated.
  • What are the best accommodations with parking in Sheboygan, WI?

  • What are the best ways to interact with locals and learn about their culture in Sheboygan, Wisconsin?

    Striking up conversations with people at local businesses, restaurants, or during community events is a great way to interact with locals. Visiting the Sheboygan County Historical Museum can also provide insights into the area's history and culture.
  • What are some lesser-known attractions or hidden gems in and around Sheboygan, Wisconsin?

    The Evergreen Cemetery, while perhaps not a typical tourist destination, offers a glimpse into the city's past with its beautiful architecture and historical markers. Exploring the smaller parks and neighborhoods can also unearth charming hidden gems. Checking local blogs or publications for lesser-known attractions could yield more discoveries.
  • What are some must-try local dishes in Sheboygan, Wisconsin?

    Sheboygan is known for its delicious brats, of course! Many restaurants offer unique variations. Local seafood is also a must-try, reflecting the city's proximity to Lake Michigan. Several restaurants offer creative dishes featuring fresh, locally sourced ingredients.

Nearby regions

Best Sheboygan, WI accommodation with a balcony

Fairway Getaway-by Whistling Straits, Golf Sim/theater Room, Zenden &Poker Room! - Sheboygan, WI
10 7 reviews
Sheboygan, WI
08/17 – 08/23
$1749/nighttotal: $10494 (6 )

Fairway Getaway-by Whistling Straits, Golf Sim/theater Room, Zenden &Poker Room!

5 2
apartment , Sheboygan
This Sheboygan apartment is conveniently located just 5 minutes from Whistling Straits Golf Course and close to Kohler Spa, parks, and beaches. It has received excellent user ratings and is a great choice for families and groups visiting the area. The home sleeps up to 14 guests in its 5 bedrooms and 4 bathrooms. Amenities include a golf simulator/theater room, a poker room, a Zen den, a jacuzzi, a terrace, a garden, and a fully equipped kitchen.
Sheboygan Getaway W/ Deck + On-site Lake Access! - Sheboygan, WI
9.0 1 review
Sheboygan, WI
08/17 – 08/23
$339/nighttotal: $2034 (6 )

Sheboygan Getaway W/ Deck + On-site Lake Access!

2 2
apartment , Sheboygan
This Sheboygan apartment rental is conveniently located near General King Park Beach (a 13-minute walk) and South Side Municipal Beach (1.2 miles), offering easy access to Lake Michigan. This 1,000-square-foot, two-bedroom unit sleeps nine and features a fully equipped kitchen, in-unit laundry, a private balcony, free Wi-Fi, and on-site parking.
Coastal 3-br Lower Near Lake Mi And Downtown Sheboygan - Sheboygan, WI
9.4 11 reviews
Sheboygan, WI
08/17 – 08/23
$260/nighttotal: $1560 (6 )

Coastal 3-br Lower Near Lake Mi And Downtown Sheboygan

3 2
apartment , Sheboygan
This three-bedroom Sheboygan apartment offers convenient access to downtown, Lake Michigan, Whistling Straits golf course, and Kohler-Andrae State Park.
The rental includes a fully equipped kitchen, family-friendly amenities like a pack-n-play and highchair, a smart TV with streaming services, and an enclosed porch; it comfortably sleeps five guests.
At River's Edge - Charming 2br River Retreat With Garage - Sheboygan, WI
Sheboygan, WI
08/27 – 08/30
$499/nighttotal: $1497 (3 )

At River's Edge - Charming 2br River Retreat With Garage

2 4
apartment , Sheboygan
This waterfront apartment in Sheboygan offers serene river views and is located within 1 mile of Lake Michigan beaches, 0.5 miles from Deland Park, and a short drive from downtown Sheboygan's shops and restaurants.
This two-bedroom apartment accommodates up to six guests and features a modern kitchen, in-unit laundry, a private balcony with a fireplace overlooking the Sheboygan River, and an attached two-car garage with direct walk-in access.

Neighborhoods and points of interest in Sheboygan, WI

Best Sheboygan, WI accommodation with a kitchen

Beachy Vibe Near Lake Mi W/fire Pit & Pack'n Play - Sheboygan, WI
9.8 48 reviews
Sheboygan, WI
08/27 – 08/30
$250/nighttotal: $750 (3 )

Beachy Vibe Near Lake Mi W/fire Pit & Pack'n Play

1 4
apartment , Sheboygan
This Beachy Guesthouse, a three-bedroom duplex unit in Sheboygan, offers convenient access to Lake Michigan, Whistling Straits, and Road America.
This family-friendly rental boasts a fully equipped kitchen, in-unit laundry, a shared backyard with a fire pit, and sleeps five guests comfortably, providing amenities like a pack-n-play and highchair.
Apartment Near Many Locations. - Sheboygan, WI
10 1 review
Sheboygan, WI
07/25 – 07/26
$389/nightfor 1 night

Apartment Near Many Locations.

4 6
apartment , Howards Grove
This Plymouth apartment rental is conveniently located within one mile of Esch Library and Lakeland University, offering easy access to Lake Michigan (nine miles) and the Rhine Center Bog State Natural Area (nine miles).
This four-bedroom, two-bathroom unit sleeps seven guests and includes in-unit laundry, a fully equipped kitchen with a refrigerator, oven, stovetop, and microwave, plus a coffee/tea maker; parking is also available.
Boho Farmhouse | Firepit | Golfing | Huge Backyard - Sheboygan, WI
10 2 reviews
Sheboygan, WI
07/24 – 07/26
$1087/nighttotal: $2174 (2 )

Boho Farmhouse | Firepit | Golfing | Huge Backyard

1 2
apartment , Kohler
Charter Hill Retreat, a four-bedroom farmhouse near Kohler, Wisconsin, offers convenient access to area attractions including Road America and Kohler's golf courses, restaurants, and shopping.
This 10-guest property features a fully equipped kitchen with dishwasher, air conditioning, a private backyard, and is ideally situated for exploring Kohler and surrounding areas.
Beautiful 1920s Georgian Revival Manor Home - Sheboygan, WI
10 2 reviews
Sheboygan, WI
06/20 – 06/27
$1065/nighttotal: $7455 (7 )

Beautiful 1920s Georgian Revival Manor Home

1 1
apartment , Sheboygan
Historic North Point Georgian Revival Apartment is a charming 3-bedroom apartment with a sunroom, located in Sheboygan, right across the street from Lake Michigan's beachfront. With excellent user, location, and cleanliness ratings, this apartment is a great choice for travelers. It can accommodate up to 7 guests and features a kitchen with modern appliances, air conditioning, a garden, a bar, and parking.
This elegant apartment boasts original details dating back to 1927, including crystal chandeliers and built-in bookshelves. The spacious layout offers plenty of natural light and amenities such as laundry facilities and ample street parking.
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