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Castle on a Vineyard | Hot Tub & Theater

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A stone building with a patio and outdoor seating area.
A spacious kitchen with a large island, bar stools, and a view of the outdoors.
A home theater room with a large flat-screen TV, leather reclining seats, and a rustic wooden wall.
Three individuals in a hot tub outdoors surrounded by greenery.
A man practicing golf in a room with artificial turf, surrounded by golf clubs and a large screen displaying a golf course.

Reviews

10 out of 10, Loved by Guests
Top 10% of guest reviews in this area
Located in a rural setting, this vacation home accommodates 12 guests across 4 bedrooms and 3 bathrooms. It features 1 hot tub for relaxation and a patio for outdoor enjoyment. Nearby activities include game walks, birdwatching, hiking, and biking, while attractions like Lakeshore Technical College Cleveland and Dairyland Park offer additional exploration.

Highlights

  • Family fun awaits

    Top-rated for families.
  • Arcade/game room

    A rare find - fun for all ages with on-site arcade/game room.
  • Centrally-located

    You're never far from where you need to be with this convenient location.
4 bedrooms2+ bathroomsSleeps 12

Popular amenities

  • Arcade/game room
  • Barbecue
  • Patio
  • Onsite parking available
  • Spa pool on site
  • Air-conditioning

Explore the area

View map
Cleveland, WI
  • Place, Dairyland Park
    ‪7 min drive‬
  • Place, Farm Wisconsin Discovery Center
    ‪10 min drive‬
  • Place, Fischer Creek State Recreation Area
    ‪10 min drive‬

Where you'll sleep

4 bedrooms (sleeps 12)

Bedroom 1

2 Queen Beds and 1 Double Sofa Bed

Bedroom 2

1 King Bed

Bedroom 3

1 Queen Bed

Bedroom 4

4 Single Beds

2 bathrooms, 1 half bathroom

Bathroom 1

Bathroom 2

Bathroom 3

Spaces

Deck or patio
Kitchen
Office
Separate dining area
Garden
Dining area

About this property

Castle on a Vineyard | Hot Tub & Theater

STAY IN A CASTLE ON A 20-ACRE VINEYARD

A castle is the reason you come. Everything you can do together is why guests wish they had booked another night.

Welcome to The Castle Vineyard, a one-of-a-kind stone estate in Cleveland, Wisconsin, designed for unforgettable group stays. Arched windows, reclaimed timber, soaring ceilings and unexpected architectural details make the home feel completely unlike a typical vacation rental. Then you discover the 12-seat theater, golf simulator, year-round hot tub, sauna, billiards room, arcade games and oversized Viking kitchen.

Come for a multigenerational family trip, Kohler golf weekend, friends` getaway, holiday stay or milestone escape. No wedding or special occasion is required—the Castle is a destination all its own.

WHY GROUPS CHOOSE THE CASTLE

• Private 20-acre vineyard estate
• 12-seat theater with three rows of reclining seats
• Golf simulator plus Golden Tee and classic arcade games
• Year-round outdoor hot tub
• Sauna and spa-style main-floor bathroom
• Professional-style Viking kitchen with oversized stainless island
• Billiards room and stone fireplace lounge
• Fire pit, gas fire table, grill and outdoor gathering spaces
• Basketball hoop and shooting pad
• Multiple sleeping areas for up to 12 overnight guests
• Convenient for Kohler and Sheboygan-area golf, Road America and Lake Michigan

THE KITCHEN BECOMES PART OF THE TRIP

The kitchen is one of the spaces guests talk about most. A full Viking appliance suite, oversized stainless-steel island, dramatic chandeliers and generous prep space make it easy to cook together rather than splitting the group between restaurants.

The home is stocked with cookware, dishes, utensils, coffee equipment and the essentials for group meals. Gather around the dining table, pull up a seat at the island or take dinner outside to the grill and patio.

Want to make one evening feel even more special? Ask us for independent private-chef recommendations. Chef services are optional and separately arranged.

YOUR OWN MOVIE THEATER, GOLF ROUND AND GAME NIGHT

The attached-garage entertainment area includes a true 12-seat theater with three rows of four reclining seats, a large projection screen and surround sound. Stream a movie, watch the game or connect the PS5 for a different kind of theater night. A popcorn machine completes the experience.

Next door, the golf simulator gives golfers a place to warm up before a local round or compete without leaving the property. Golden Tee and other arcade games keep the competition going.

On the lower level, play billiards, then settle into one of two facing sofas beside the stone fireplace. There is enough to do that many groups spend entire days at the Castle without needing an itinerary elsewhere.

A PRIVATE SPA IN EVERY SEASON

The main-floor spa bathroom is built for slow mornings and post-adventure evenings, with a freestanding soaking tub, walk-in shower, sauna and timber vanity.

Outside, the private hot tub is available year-round. Soak beneath the stars after a day of golf, warm up after a winter outing or simply make it part of the nightly routine.

The Castle has 2.5 bathrooms total:

• Main level: full spa bathroom with soaking tub, walk-in shower and sauna
• Lower level: full bathroom with walk-in stone shower
• Upper loft: half bathroom with toilet and sink

SLEEPING ARRANGEMENTS — MAXIMUM 12 GUESTS

The Castle offers multiple sleeping spaces across three levels. Maximum overnight occupancy is 12 guests.

• Upper loft: 1 king bed with vineyard views. This is an open loft, not a fully enclosed bedroom.
• Main-floor bedroom: 1 king bed + 1 queen bed in the same room
• Main-floor piano room: 1 queen-size pull-out sleeper sofa. This is a lounge connected to the main-floor bedroom, not an additional enclosed bedroom.
• Lower-level bedroom: 1 queen bed
• Lower-level bunk room: 2 built-in bunk beds with 4 twin mattresses

The sleeper sofa provides flexibility but does not increase the 12-guest occupancy limit.

Please review the floor plan and sleeping-area photos before booking. The Castle`s open architecture means sound can travel between some spaces, and a spiral staircase connects the levels. Guests with mobility concerns should review the layout carefully before reserving.

20 ACRES TO EXPLORE

Step outside to vineyard rows, rolling lawns and wooded paths. Start the morning with coffee outdoors, walk the property, shoot baskets, gather around the fire pit or finish the evening in the hot tub.

Outdoor amenities include:

• Vineyard and acreage to explore
• Year-round hot tub
• Large fire pit with firewood
• Patio with gas fire table
• Grill and outdoor seating
• Basketball hoop with shooting pad

Golf-cart rentals may be available as an optional extra, subject to availability and use requirements.

THE PIANO ROOM AND THE DETAILS YOU KEEP DISCOVERING

The Castle rewards curiosity. Reclaimed timbers, ironwork, stone, antique pieces and custom details appear throughout the home.

The piano room offers another place to relax, read or play music—and there is even another piano mounted overhead.

It is the kind of property where guests often notice something new each time they walk through a room.

NEAR KOHLER, SHEBOYGAN, GOLF AND LAKE MICHIGAN

The Castle sits in peaceful rural Cleveland, Wisconsin, giving your group privacy while keeping some of eastern Wisconsin`s best-known destinations within reach.

Build a trip around golf at Whistling Straits or Blackwolf Run, a day at Road America, time along the Lake Michigan shoreline, or dining and shopping in the Kohler and Sheboygan area.

Or arrive with groceries and make the Castle the destination.

OPTIONAL WEDDINGS AND PRIVATE EVENTS

The property is also home to The Tasting Room, a separate event venue that can be reserved for approved weddings and private events.

Important: A standard Vrbo lodging reservation does not include The Tasting Room, event setup, event staffing, ceremony access or authorization to host an event. Weddings and events require advance approval, a separate arrangement, additional terms and additional fees.

If you are considering an event, please send an inquiry before booking so we can discuss availability and options.

PRACTICAL DETAILS

• Wi-Fi
• Heating and air conditioning
• Smart-lock entry
• Guest-use laundry
• Dedicated workspace within a shared living area
• Travel crib and high chair
• Linens, towels, extra pillows and blankets
• Parking for up to 8 vehicles
• No street parking

A locked owner`s storage area is not accessible to guests.

PRE-ARRIVAL REQUIREMENTS

Wisconsin Getaways uses a separate secure online check-in process for Vrbo reservations. The primary guest must complete the pre-arrival registration, provide the requested contact information and valid photo ID, and sign the rental agreement before arrival.

Detailed arrival information, including parking and entry instructions, is sent before the stay once the required pre-arrival steps are complete.

Please review all house rules and rental terms before booking. The property is in a quiet rural setting, and respectful noise levels are required. No unauthorized events, parties or visitors are permitted.

HOSTED BY WISCONSIN GETAWAYS

The Castle Vineyard is professionally managed by Wisconsin Getaways, specializing in distinctive and experiential vacation homes across Wisconsin.

Our team prepares the property for each arrival and is available to help with questions before and during your stay.

Bring the people you wish you saw more often. Cook the big dinner. Play another round. Watch one more movie. Stay in a castle—and give yourself enough time to actually enjoy it.
📌 Important — Guest Verification Required After Booking

To ensure a smooth and secure stay, all reservations complete a quick post-booking verification directly with Wisconsin Getaways. This secure step is completed outside of the platform and includes:

🪪 Providing a valid driver’s license or government-issued ID for the primary guest
✍️ Signing our standard rental agreement directly with the Host

These items simply reaffirm the house rules shown here and do not override Airbnb or Vrbo’s Terms. Once completed, you’ll receive your arrival instructions—property address, parking details, and door codes—typically two weeks before check-in.

🌙 Quiet Community Setting

Many of our homes are located in peaceful lakefront and residential neighborhoods. Guests love the tranquility, and we ask everyone to be mindful of neighbors and keep outdoor noise low, especially in the evenings. This helps maintain the relaxing atmosphere our properties are known for.

🏡 House Standards (Must Be Followed)

To keep our homes and communities in excellent condition, the following expectations are firmly enforced:

👥 Stay within posted occupancy limits (including visitors)
🔇 Maintain respectful noise levels (neighbors should not hear yelling or cursing at any time)
🎵 No outdoor speakers or amplified music (leave your speakers at home)
🚫 No unauthorized gatherings or events
🚭 No indoor smoking ($600 violation)
🚗 Guests may bring a total of up to 8 vehicles. When a garage is available, it must be used to help limit the number of cars in the driveway. Absolutely no street parking is allowed at any time.

These guidelines ensure every guest enjoys the high-quality, peaceful experience Wisconsin Getaways is known for.

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House Rules

Check in after 4:00 PM

Minimum age to rent: 25

Check out before 10:00 AM

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Children

Children allowed: ages 0–17

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Events

Events allowed

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Pets

No pets allowed

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Smoking

Smoking is not permitted

📌 Important — Guest Verification Required After Booking

Important information

You need to know

Property # 2813744vb
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
Parties and events are allowed on site
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

About the area

Cleveland

Located in Cleveland, this holiday home is in a rural area. Whistling Straits Golf Course and S.S. Badger Lake Michigan Carferry are worth checking out if an activity is on the agenda, while those wishing to experience the area's natural beauty can explore Lake Michigan and Fischer Creek State Recreation Area. Travelling with kids? Consider Wisconsin Maritime Museum and Manitowoc Family Aquatic Center. Spend some time exploring the area's activities, including wildlife walks, hiking and birdwatching.
Map
Cleveland, WI

What's nearby

  • Dairyland Park - 7 min drive - 3.1 km
  • Veterans Memorial Park - 7 min drive - 4.9 km
  • Farm Wisconsin Discovery Center - 10 min drive - 12.3 km
  • Fischer Creek State Recreation Area - 10 min drive - 8.1 km
  • Whistling Straits Golf Course - 15 min drive - 18.4 km

Restaurants

  • ‪Rupp's on Washington - ‬7 min drive
  • ‪Pack'r Inn - ‬10 min drive
  • ‪Hika Bay Tavern - ‬9 min drive
  • ‪Smiling Moose Saloon & Grill - ‬12 min drive
  • ‪The 54 Run - ‬6 min drive

Frequently asked questions

Is Stay in a Real Castle on a Vineyard pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at Castle on a Vineyard | Hot Tub & Theater?

As of 20 September 2026, prices found for a 1-night stay for 2 adults at Castle on a Vineyard | Hot Tub & Theater on 3 November 2026 start from NZ$5,258, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

How much is parking at Stay in a Real Castle on a Vineyard?

On-site parking is available at the property.

What time is check-in at Stay in a Real Castle on a Vineyard?

Check-in begins at 4:00 PM.

What time is check-out at Stay in a Real Castle on a Vineyard?

Checkout is at 10:00 AM.

Where is Stay in a Real Castle on a Vineyard located?

This family-friendly Cleveland holiday home is located in a rural location, within 3 mi (5 km) of Dairyland Park, Lakeshore Technical College Cleveland and Veterans Memorial Park. Lake Michigan and Hika Bay are also within 6 miles (10 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 26 out of 27 reviews
Rating 8 - Good. 1 out of 27 reviews
Rating 6 - Okay. 0 out of 27 reviews
Rating 4 - Poor. 0 out of 27 reviews
Rating 2 - Terrible. 0 out of 27 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

9.8/10

Location

10/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Just a great experience staying here! Fun, roomy, and beautifully decorated.
Stayed 3 nights in Jul 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Absolutely amazing wedding venue and castle. Amazing staff and a perfect place for an intimate ceremony and gathering. Would definitely recommend!
Stayed 3 nights in Jun 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Responsive host, house is really unique and amazing for groups who want to spend time together as the three levels are all lofted under the same roof. Amazing and cozy winter getaway!
Stayed 2 nights in Dec 2025
Response from VrboOwner on 23 December 2025
I’m so glad you enjoyed the unique layout and cozy winter atmosphere—it’s such a special space for groups to connect! Thanks for the kind words about our responsiveness. We’d love to welcome you back for another Wisconsin Getaways stay soon! ❄️
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, listing accuracy

Great Property

The property had a lot to do, it was perfect for our family's vacation.
Stayed 2 nights in Jul 2024
Response from VrboOwner on 9 July 2025
Thanks, Nick! Thrilled your family vacation at The Castle Vineyard was perfect. Hope to host you again soon! Tyler LeRoy
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Very impressive house and property. Had lots of fun with the movie theater, golf sim, pool table. Great place to stay for golfing at Whistling Straights, only 15 minutes from the course.
Stayed 4 nights in Jul 2025
Response from VrboOwner on 27 July 2025
Thanks, Tom! We’re glad you had a blast at Castle Vineyard and that the golf simulator, theater, and pool table added to the fun. Sounds like it was the perfect home base for your Whistling Straits trip—we hope to host you again soon!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Everything was great. 5 star could not think of one thing to improve upon!
Stayed 2 nights in Jul 2025
Response from VrboOwner on 9 August 2025
Thank you, Thomas, for the perfect rating! ⭐ We’re so glad everything met your expectations and that you had a great stay. We’d love to host you again for another memorable Wisconsin Getaways experience in the future! – Tyler LeRoy
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect place for a Team Retreat

Plenty of spaces to work in large or small groups, fun features - it worked out great to have our ZOOM meetings in the theater room! Beautifully appointed and communication was amazing!!!
Stayed 3 nights in May 2025
Response from VrboOwner on 9 July 2025
Thank you, Elizabeth! Glad The Castle Vineyard was perfect for your team retreat, and the theater room worked so well for your meetings. Hope to host your team again! Tyler LeRoy
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing castle

It was absolutely perfect. Me and my friends had a luxurious time!!
Stayed 2 nights in Dec 2024
Response from VrboOwner on 2 April 2025
Thanks, Marisa! We’re so glad you and your friends had a luxurious and memorable time at The Castle Vineyard—it’s such a special place! We’d love to host you again soon at another Wisconsin Getaways retreat! – Tyler LeRoy
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing stay

It’s been over 6 months and we still talk about this trip. We had so much fun we rarely left the castle. It was an oasis and had all the amenities ready to be used and enjoyed. Thank you to Tyler!
Stayed 3 nights in Aug 2024
Response from VrboOwner on 9 July 2025
Thanks, Patrick! Glad The Castle Vineyard made such a lasting impression. We’d love to host you again for another memorable stay! Tyler LeRoy
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Highly recommend this spot! I went with a group of my friends to celebrate turning 30 and we had so much fun. The house itself is amazing. Lots of space, a great kitchen, bathroom (great showers). Not to mention all the cool amenities which had something for everyone. The space was also well stocked with what you may need for the kitchen and bathroom. Checkout instructions were easy and quick. The images are true to what to expect but then some. We also had kids with us and there is a pack n play and a very nice highchair. Thanks for having us!!
Stayed 3 nights in Nov 2025
Response from VrboOwner on 21 November 2025
Brittany, I’m thrilled your 30th birthday celebration was such a fun and memorable getaway! It’s great to hear the castle, amenities, and stocked spaces were perfect for both your group and the little ones. Thanks for choosing Wisconsin Getaways—we’d love to welcome you back for your next celebration or family trip! 🎉
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy

Friends trip

Property is awesome. Property was clean and in good condition. Property Manager was very good.
Stayed 3 nights in Feb 2025
Response from VrboOwner on 2 April 2025
Thank you for the review! We’re so glad you and your friends enjoyed the home and had a great experience with our team. We noticed the 4-star rating—while we’re glad you had a great stay, we’re always striving for 5-star experiences in every detail. We’d love another chance to host you at a Wisconsin Getaways property! – Tyler LeRoy
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Golf outing

Excellent place. If we weren’t on the golf simulator or shooting hoops we were playing pool or enjoying the personal chef recommended by the owner (best meal we’ve ever had). Would definitely stay here again.
Stayed 3 nights in Aug 2023
Response from VrboOwner on 2 April 2025
Thank you, Kenny! We’re thrilled The Castle Vineyard delivered such a fun and luxurious experience for your golf outing—and that the chef was a hit! We’d love to host your group again at another Wisconsin Getaways property! – Tyler LeRoy
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Castle Care

Felt like a king at this amazing property. I would recommend this to anyone considering a getaway!
Stayed 2 nights in Jul 2024
Response from VrboOwner on 2 April 2025
Thanks, Derek! We’re thrilled The Castle Vineyard gave you that royal experience—it really is a unique and special place. We’d love to welcome you back for another luxurious Wisconsin Getaways escape! – Tyler LeRoy
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful stay!

We had the absolute best time at this property for my bachelorette party! Communication leading up to our stay was so good, with Tyler offering many recommendations and responding very quickly to any questions. The property was so stunning and we really enjoyed the use of the golf cart to see the grounds as well. It was very clean and had everything we needed. Tyler was also very quick to respond to questions we had during the stay as well.
Stayed 3 nights in Oct 2024
Response from VrboOwner on 2 April 2025
Thank you, Madison! We’re thrilled your bachelorette weekend was such a hit and that you enjoyed the grounds, golf cart, and seamless communication. We'd love to host you again for another special occasion with Wisconsin Getaways! – Tyler LeRoy
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Relaxing and beautiful

Great amenities surrounded by curated decoration, the Castle Vineyard was a beautiful place to host a bachelorette/slumber party weekend! Great theatre space, spacious garage for games and fun, beautiful views of both sunrise and sunset. The spacious first floor bathroom with the soaking tub and sauna were perfect, and the beds were comfortable!
Stayed 3 nights in Feb 2024
Response from VrboOwner on 2 April 2025
Thanks, Emily! We’re thrilled your bachelorette weekend at The Castle Vineyard was full of comfort, fun, and unforgettable moments. We’d love to host you again at another Wisconsin Getaways gem! – Tyler LeRoy
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Getaway!

Thank you for such a great stay! Beautiful property with so many great on-site activities. Made for the perfect getaway. Three nights were barely enough to enjoy all the amenities. Such a unique experience with a very attentive host. We appreciated the tour of the property! A Wisconsin gem.
Stayed 3 nights in Feb 2023
Response from VrboOwner on 2 April 2025
Thank you, Judson! We’re so glad you loved the one-of-a-kind Castle Vineyard experience and appreciated the tour and unique touches. We’d be honored to host you again at another Wisconsin Getaways property! – Tyler LeRoy
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Castle

This property was amazing! The host was very quick to respond to our questions. They have a book with several recommendations for you to explore!
Stayed 3 nights in Jul 2023
Response from VrboOwner on 2 April 2025
Thanks, Curt! We're thrilled you enjoyed the Castle Vineyard and appreciated the local tips in our welcome book. We’d love to host you again at one of our other amazing Wisconsin Getaways properties! – Tyler LeRoy
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Very Unique Place in a Beautiful Country Setting

We stayed at the Castle Vineyard for a family get together. We found plenty of things (theater, pool table, golf simulator, games, hot tub, golf cart, video games…) to enjoy during our stay. The property is located in a peaceful area of farm country. We thoroughly enjoyed our stay. The host was in touch throughout the stay to help ensure we everything was as expected. Although we stayed for a family gathering, I could see this as a great venue for a wedding.
Stayed 3 nights in Jun 2024
Response from VrboOwner on 2 April 2025
Thank you, Rick! We’re so glad your family had a fun and relaxing stay with all the amenities at The Castle Vineyard. It truly is a one-of-a-kind spot for gatherings—and weddings too! – Tyler LeRoy
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Feel like royalty in this eclectic castle property

I was fortunate enough to stay at this property with a group of 6 friends for a long weekend. The property was absolutely gorgeous and so well appointed! We made use of the entire home and entertainment area - even watching a movie in the theater at night. Highly recommend for large groups and events!
Stayed 2 nights in Oct 2022
Response from VrboOwner on 2 April 2025
Star, so happy to hear you felt like royalty at the Castle! It’s a unique spot, and we’re glad you made the most of the theater and entertainment spaces. We’d love to have you or your group back at one of our other Wisconsin Getaways properties in the future! – Tyler LeRoy
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

So much to do-

We stayed at the Castle Vineyard with 5 teenagers (age 14-18), and they absolutely loved it. So many activities to keep them (and us) busy! The charm and attention to detail with all the unique decor and furnishings was amazing. We were able to stop by Three Sheeps Brewing and Hika Bay Park- great spots to check out while there. Hosts were very communicative- We will be back!
Stayed 2 nights in Mar 2024
Response from VrboOwner on 2 April 2025
Thanks, Michelle! We’re so glad The Castle Vineyard kept your teens busy and your group entertained with its one-of-a-kind style and charm. We’d love to welcome you back to explore even more! – Tyler LeRoy
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing Host and Amazing Property

We own a few vacation rentals and have stayed at numerous ones all over the US. The host Tyler is by far the best host we have encountered and this property stands above all others. Everything was flawless from beginning to end even...exceptional host and very prompt. Absolutely stunning property with amazing features you will not find in other vacation rentals. Due yourself a favor and book this property for your next vacation
Stayed 3 nights in Oct 2022
Response from VrboOwner on 2 April 2025
Ricky, your kind words truly mean the world—thank you! We’re honored to be considered among the best, and it was a pleasure hosting you. We’d love to welcome you to another Wisconsin Getaways property for your next adventure. – Tyler LeRoy
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Christmas break

We are doing construction on our home and found this gorgeous castle to stay in for Christmas to get away. It was the perfect getaway with everything we needed! Our favorite little perks were the heated flooring and heated toilet seats. We knew we would love the theater room, fuseball table, pool table, huge kitchen, beds for all, and there was even a beautiful Christmas tree we weren’t expecting! We highly recommend staying at the castle! We imagine the grounds outside are amazing during the non winter months as well.
Stayed 3 nights in Dec 2022
Response from VrboOwner on 2 April 2025
Thank you, Nick! We're so happy The Castle Vineyard gave you a cozy, festive escape for Christmas and included some joyful surprises. Come stay with us again—we’ve got more Wisconsin Getaways homes to love! – Tyler LeRoy
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Loved the Castle Vineyard!!

We stayed at the Castle Vineyard for 4 nights with our family of 6 and thoroughly enjoyed our stay! The house is so unique and beautiful, comfortable and clean. Our kids loved the pool table, the golf simulator and movie theatre. The communication with Tyler leading up to the trip and during our stay was great, he is very responsive and quick to reply. We enjoyed eating some meals at the house as well as some great restaurants in nearby Sheboygan and Kohler! We loved the quiet setting of the castle house and close proximity to area restaurants and activities (fishing charters, mini golf, aqua park). We highly recommend the Castle Vineyard and would gladly stay here again!
Stayed 4 nights in Jul 2022
Response from VrboOwner on 2 April 2025
Thank you so much for the kind words! We’re thrilled your family enjoyed the Castle Vineyard, and it sounds like you made great use of the game room, golf simulator, and movie theater. It was a pleasure hosting you, and we’d love to welcome you back anytime. Don’t forget to book another Wisconsin Getaways property for your next adventure! – Tyler LeRoy
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Rare find!!

This place is a must if you have the opportunity to stay. Its hard to explain the way this place will make you feel. The level of detail is truly amazing! I loved how peaceful waking up in the morning was, enjoying my cup of coffee as the sun came up while walking the property and seeing all of the flowers. I absolutely loved the high ceilings and the electric burns on the spiral staircase need to be mentioned! I haven't seen anything that compares to this, dont hesitate on booking your stay here. Treat yourself to a little royalty pampering!
Stayed 3 nights in May 2024
Response from VrboOwner on 2 April 2025
Thank you, Jenna! We’re so happy The Castle Vineyard made such a magical impression—it’s truly a special place. We’d love to host you again for another dreamy and relaxing escape! – Tyler LeRoy
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

The Castle House was amazing!

Daughter was getting married in the area and had our immediate family stay at the castle house for a few days. Close distance (within 20 minutes) to Sheboygan and Kohler locations. House exceeded our expectations. Quality and fun elements to make it an enjoyable place to gather and entertain. Owner and team communicates very quickly with any questions before and during our stay. Great attention to details- high-end touches. Everything you would need is at the house so check the details. Your own little quiet paradise. We will certainly find time to come back and stay again.
Stayed 4 nights in Jul 2024
Response from VrboOwner on 2 April 2025
Thanks, Mark! We’re honored The Castle Vineyard was the backdrop to your family’s special celebration. Your kind words about the home and our communication mean so much—can’t wait to welcome you back! – Tyler LeRoy

About the host

Hosted by Tyler Le Roy

Host profile image

We are Tyler and Emily LeRoy – the owners and your hosts of Wisconsin Getaways. At Wisconsin Getaways, we are dedicated to providing each of our guests with an unforgettable, personalized, and luxurious vacation experience that surpasses all expectations. Our mission is to establish ourselves as the most premier vacation rental business in Wisconsin by upholding the highest standards of quality, service, and attention to detail.

Why they chose this property

In all my years of visiting real estate properties, I have NEVER seen a property as special as "The Castle Vineyard". Nearly every square inch of this castle is custom made, from the stone exterior to the interior lighting. Every piece of furniture and art has a story to it and we are thrilled to tell these stories to our guests. Prepare yourself for likely the most remarkable property you've ever stepped foot.

What makes this property unique

This home is in the ideal location to visit prime attraction spots such as world-class golf courses (10 minutes from Whistling Straights), Destination Kohler, Downtown Sheboygan, or Road America. This private and upscale castle estate gives you the chance to relax and unwind after a busy day exploring Sheboygan and Manitowoc County.

Yet the property has plenty of amenities inside and out to never have to feel like you need to venture out should you so choose! Walk along the 20-acre property along the active vineyard, grill out and still by the fire underneath the pergola, or start a friendly game of basketball/bag toss/etc... Then bring the fun inside with TONS of different amenities such as a 1800's Billiards table and a 150" DOLBY 7.2.2 - 12 seat movie theater - the ultimate experience!

We look forward to providing your group a memorable experience. Everyone of all ages will leave rejuvenated and excited to come visit “The Castle Vineyard” again!

Languages:

English

Premier Host

They consistently provide great experiences for their guests

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