Entire home

Captain`s Quarters | Lake Michigan views for 14

Photo gallery for Captain`s Quarters | Lake Michigan views for 14

A living room with a grey sofa, a blue ottoman, and a retro arcade machine.
A bedroom with a bed, bedside tables, a nightstand, a window, and a wall with a blue accent.
An outdoor seating area with wooden chairs and tables, a bottle of wine, and a view of the ocean.
A modern living room with a sofa, a flat-screen TV, and a bookshelf.
A black bookshelf with various books, a red clock, and a globe.

Entire home

5 bedrooms4 bathrooms

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Air-conditioning
  • Parking available
  • Barbecue

Explore the area

View map
Sheboygan, WI
  • Place, Lake Michigan
    ‪1 min walk‬
  • Place, St. Peter Claver Parish
    ‪3 min drive‬
  • Place, Blue Harbor Resort & Conference Center Water Park
    ‪5 min drive‬

Room options

About the area

Sheboygan

A family-friendly stay in Sheboygan awaits you at this holiday home. You'll be steps from Lake Michigan and 1.9 km (1.2 mi) from St. Peter Claver Parish. Highlights at this holiday home include a kitchen, a washing machine and a fireplace. .Home features 3.5 bathrooms, a living room and a dining area. In-room dining is easy with a kitchen that comes equipped with a fridge, a microwave and a stovetop. A fenced private garden, a TV and a coffee/tea maker are also available. .This smoke-free holiday home offers a games room and barbecues. .With a stay at this Sheboygan holiday home, you'll be 2.5 km (1.5 mi) from Aurora Clinic and 2.6 km (1.6 mi) from Blue Harbor Resort & Conference Center Water Park.

What's nearby

  • Lake Michigan - 1 min walk - 0.1 km
  • St. Peter Claver Parish - 3 min drive - 1.8 km
  • Blue Harbor Resort & Conference Center Water Park - 5 min drive - 2.9 km
  • Whistling Straits Golf Course - 21 min drive - 31.2 km
  • Road America - 24 min drive - 36.4 km

Getting around

  • Milwaukee, WI (MKE-General Mitchell Intl.) - 71 min drive

Restaurants

  • ‪McDonald's - ‬4 min drive
  • ‪Nine O Two - ‬3 min drive
  • ‪House Divided - ‬9 min walk
  • ‪Limelight Pub - ‬3 min drive
  • ‪Mi Fortuna Mexican Restaurant - ‬17 min walk

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Captain`s Quarters | Lake Michigan views for 14

CAPTAIN’S QUARTERS | LAKE MICHIGAN GROUP RETREAT

Wake to panoramic Lake Michigan sunrises at Captain’s Quarters, a refined 5-bedroom, 3.5-bath retreat for up to 14 guests in Sheboygan near Kohler and championship golf.

Across approximately 3,375 square feet, the home combines four private couple-friendly bedrooms, a six-person group room and two optional twin rollaways. Gather in the lake-view living room and kitchen, unwind in the spa-style primary suite, enjoy drinks at the outdoor bar, then finish the day with air hockey, arcade games or a fire overlooking the water.

Professionally managed by Wisconsin Getaways, Captain’s Quarters offers the privacy of a whole-home stay with professional preparation, responsive communication and local support.

WHY GROUPS CHOOSE CAPTAIN’S QUARTERS

• Panoramic Lake Michigan views and sunrise over the water
• 5 bedrooms, 3 full bathrooms and 1 half bathroom
• 2 king bedrooms and 2 queen bedrooms
• Group bedroom with 2 full beds and 2 twins in a trundle setup
• 8 fixed beds plus 2 optional twin rollaways
• Up to 10 sleeping surfaces within the 14-guest maximum
• Spa-style primary suite with soaking tub, fireplace and lake view
• Open lake-view kitchen, dining and living spaces
• Outdoor bar, patio dining, gas grill and wood-burning firepit
• Air hockey, arcade game and separate TV lounge
• Parking for up to 6 vehicles, including 2 garage spaces
• Approximately 20 minutes from Whistling Straits, Blackwolf Run and Kohler

MAIN GATHERING LEVEL

The lake-view living room is the social heart of the home. Panoramic windows frame Lake Michigan, while comfortable seating, a fireplace and large television create an inviting place to reconnect after golf, sightseeing or a day in Sheboygan.

The open kitchen features a large island, bar seating, gas range, generous preparation space and easy flow into the dining and living areas. A separate beverage station includes a sink and undercounter refrigerator.

The dining area connects the kitchen with the lake-facing outdoor spaces for group breakfasts, holiday dinners and late-night conversations.

Bedroom 2 is located on this level and includes a queen bed. A full bathroom with a walk-in shower is directly across the hall. Guest laundry is also available on the main level.

PRIMARY LAKE-VIEW SUITE

Bedroom 1 is the upper-level primary suite—a private retreat within the larger group home.

Primary-suite features include:

• King bed
• Twin rollaway stored in the closet
• Vaulted ceiling
• Panoramic Lake Michigan windows and sunrise views
• Television
• Fireplace shared between the bedroom and bathroom
• Private coffee and beverage station with sink and undercounter refrigerator

The spa-style ensuite includes a freestanding soaking tub beside the fireplace, Lake Michigan views, an oversized walk-in shower with multiple showerheads, two separate vanities and a private water closet.

ADDITIONAL UPPER-LEVEL BEDROOMS

Bedroom 3 includes a queen bed.

Bedroom 4 includes a king bed and a twin rollaway stored in the closet. A full bathroom is directly across the hall.

Bedroom 5 is the group room, with 2 full beds and 2 twins in a trundle setup. It sleeps up to 6 and works well for children, teens, families or friends.

A nearby reading loft provides a quieter place for coffee, conversation, reading or remote work.

SLEEPING ARRANGEMENTS

Bedroom 1 — Upper-level primary suite
• King bed
• Twin rollaway stored in closet
• Lake views, fireplace, beverage station and private ensuite

Bedroom 2 — Main level
• Queen bed
• Full bathroom directly across the hall

Bedroom 3 — Upper level
• Queen bed

Bedroom 4 — Upper level
• King bed
• Twin rollaway stored in closet
• Full bathroom directly across the hall

Bedroom 5 — Upper-level group bedroom
• 2 full beds
• 2 twins in a trundle setup
• Sleeps up to 6

Bed count:
• 2 king beds
• 2 queen beds
• 2 full beds
• 2 trundle twin beds
• 2 twin rollaway beds
• 8 fixed beds and up to 10 sleeping surfaces
• Maximum occupancy: 14 registered guests

The rollaways add flexibility but do not increase the 14-guest maximum.

BATHROOMS

Captain’s Quarters has 3 full bathrooms and 1 half bathroom:

• Private primary ensuite with soaking tub and oversized walk-in shower
• Main-level full bathroom directly across from Bedroom 2
• Upper-level full bathroom directly across from Bedroom 4
• Additional half bathroom for group convenience

LOWER-LEVEL GAME ROOM

The lower level provides a separate entertainment space with air hockey, an arcade game, a television lounge and comfortable seating.

OUTDOOR EXPERIENCE

The bluff-top outdoor spaces are centered on the Lake Michigan view.

Start the morning in an Adirondack chair as the sun rises over the water. Play cornhole on the lawn, gather for drinks at the outdoor bar, share dinner outside and finish the evening around the wood-burning firepit.

Outdoor features include:

• Panoramic Lake Michigan views
• Broad lake-facing lawn
• Outdoor bar with seating
• Patio dining area
• LP gas grill with propane provided
• Wood-burning firepit
• Swing and additional firepit seating
• Cornhole
• Adirondack and lounge seating

Firewood is not provided.

SHEBOYGAN, KOHLER AND AREA ATTRACTIONS

Captain’s Quarters is located in a residential Lake Michigan neighborhood in the City of Sheboygan, close to dining, breweries, shopping, groceries, golf and regional attractions.

Approximate drive times:

• Downtown Sheboygan and its waterfront district — 10 minutes
• Whistling Straits — 20 minutes
• Blackwolf Run — 20 minutes
• Village of Kohler and The American Club — 20 minutes
• Road America — 35–40 minutes

Golf groups can play championship courses during the day, then return to a private home where everyone can gather. Downtown Sheboygan offers dining, breweries, shopping and waterfront attractions, while Kohler adds destination dining, spa experiences and additional golf.

A vehicle is recommended. Drive times are approximate, and rideshare availability may be limited during high-demand golf or event weekends.

IMPORTANT WATERFRONT INFORMATION

Captain’s Quarters is a bluff-top, view-first waterfront property—not a beach property.

There is no sand beach, dock or pier. The shoreline below the home consists of massive boulders. Reaching it requires a long, steep exterior staircase followed by difficult, uneven terrain.

There is no easy swimming entry or convenient place to launch kayaks, paddleboards or other watercraft. Access is not step-free, and wind, waves, water levels and seasonal conditions can make the shoreline more difficult to reach.

Children require close adult supervision near the bluff, stairs and water. Book this home for its panoramic views, sunrise, Lake Michigan atmosphere and outdoor gathering spaces rather than convenient water recreation.

PARKING AND ACCESS

Parking is available for up to 6 vehicles total:

• 2 vehicles may park inside the garage
• Remaining vehicles must park in the driveway
• Overnight street parking is not permitted

Guests have private use of the guest-accessible spaces and outdoor areas shown in the listing, including two garage parking spaces. Self-check-in is provided. Designated owner closets and basement utility areas remain locked.

IMPORTANT DETAILS

• Maximum occupancy is 14 registered overnight guests
• Two twin rollaways add flexibility but do not increase occupancy
• The home and shoreline are not step-free or represented as wheelchair accessible
• Four of the five bedrooms require interior stairs
• Neighboring homes are visible on both sides
• Quiet hours must be respected in this residential setting
• Celebratory stays are welcome, but parties and events are not permitted
• No outdoor amplified music or disruptive noise
• No pets except as required by applicable law
• No smoking or vaping indoors
• Propane is provided for the grill; firewood is not provided
• Designated owner closets and utility areas are not accessible to guests

THE WISCONSIN GETAWAYS STANDARD

Captain’s Quarters is part of Wisconsin Getaways’ hand-selected collection of distinctive homes created for memorable group stays. Your reservation is supported by professional cleaning and preparation, responsive communication, clear arrival information, self-check-in, local hospitality support and professional maintenance resources.

The home offers a private, self-guided stay. The Wisconsin Getaways team is available before and during your visit for questions, recommendations and assistance. We respect your privacy and will not be onsite unless requested or required to address a property concern.

BOOK YOUR STAY

Wake to sunrise over the water, share unhurried meals and use the four private bedrooms, group room and rollaways to customize sleeping for your stay. Whether you are planning a multi-family gathering, couples’ getaway, championship golf trip, leadership retreat, holiday or milestone weekend, Captain’s Quarters gives your group the space, setting and support to experience Wisconsin together.

Similar properties

Property amenities

Internet

  • Available in the house: WiFi

Parking and transport

  • Car recommended
  • Onsite parking options include a garage

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Hob
  • Ice maker
  • Microwave
  • Oven
  • Refrigerator
  • Toaster

Dining

  • Dining table

Bedrooms

  • 5 bedrooms
  • Bedsheets provided

Bathroom

  • 3.5 bathrooms
  • Hair dryer
  • Towels provided

Living spaces

  • Dining table
  • Fireplace
  • Living room
  • Separate dining area

Entertainment

  • Books
  • Games
  • TV

Outdoor areas

  • Barbecue grill
  • Fenced yard
  • Firepit

Laundry

  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoke-free property

Services and conveniences

  • Iron/ironing board

Location highlights

  • Near a hospital
  • On a lake
  • On the waterfront

Things to do

  • Arcade/game room
  • Birdwatching nearby
  • Motor boating nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • Fire extinguisher

Policies

Check-in

Check-in time starts at 4:00 PM
Minimum check-in age - 25

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Pets

  • No pets allowed

Children and extra beds

  • Children are welcome.

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business or profession. This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children. If you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room. On-site parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher and a smoke detector in all accommodation.

Property is also known as

578147

Frequently asked questions

Are there any beaches close to Captain`s Quarters | Lake Michigan views for 14?

The closest beach to Captain`s Quarters | Lake Michigan views for 14 is North Side Municipal Beach (3.3 km).

Does Captain`s Quarters | Lake Michigan views for 14 have a pool?

No, this holiday home doesn't have a pool.

Is Captain`s Quarters | Lake Michigan views for 14 family-friendly?

You bet! With amenities such as an arcade and a BBQ, as well as highchairs and children's dinnerware, it's no surprise that Captain`s Quarters | Lake Michigan views for 14 is a winner with our family travellers.

Is there a free airport shuttle available at Captain`s Quarters | Lake Michigan views for 14?

No, Captain`s Quarters | Lake Michigan views for 14 does not offer an airport shuttle service.

What time are check-in & check-out at Captain`s Quarters | Lake Michigan views for 14?

Check-in begins at 4:00 PM. Check-out time is 10:00 AM.

Are pets allowed at Captain`s Quarters | Lake Michigan views for 14?

No, pets are not allowed.

Captain`s Quarters | Lake Michigan views for 14 Reviews