Castle on a Vineyard | Hot Tub & Theater

Photo gallery for Castle on a Vineyard | Hot Tub & Theater

A spacious kitchen with a large island, bar stools, and a view of the outdoors.
A rustic interior with wooden beams, a long dining table, and bar stools.
A locker room with wooden lockers, metal hooks, and a bench.
A stone building with a wooden arched window and a door.
An outdoor patio with a round table, fire feature, and seating.

Reviews

10 out of 10
Exceptional

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.

Popular amenities

  • Spa pool on site
  • Patio
  • Arcade/game room
  • Barbecue
  • Air-conditioning
  • Refrigerator

Explore the area

View map
Cleveland, WI
  • Place, Dairyland Park
    ‪7 min drive‬
  • Place, Veterans Memorial Park
    ‪7 min drive‬
  • Place, Lakeshore Technical College Cleveland
    ‪7 min drive‬

Rooms & beds

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

Add dates for prices

Similar properties

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  • Kitchen
  • Washing machine
  • Dryer
  • Air-conditioning
10.0 out of 10, Exceptional, (1 review)
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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 hiking/biking trails, birdwatching and wildlife walks.
View more Holiday homes in ClevelandOpens in a new window
Map
Cleveland, WI

What's nearby

  • Dairyland Park - 7 min drive - 3.1 km
  • Veterans Memorial Park - 7 min drive - 4.9 km
  • Lakeshore Technical College Cleveland - 7 min drive - 3.1 km
  • Farm Wisconsin Discovery Center - 10 min drive - 12.3 km
  • Fischer Creek State Recreation Area - 10 min drive - 8.1 km

Restaurants

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

Frequently asked questions

Is Castle on a Vineyard | Hot Tub & Theater pet-friendly?

No, pets are not allowed at this property.

How much is parking at Castle on a Vineyard | Hot Tub & Theater?

On-site parking is available at the property.

What time is check-in at Castle on a Vineyard | Hot Tub & Theater?

Check-in begins at 4:00 PM.

What time is check-out at Castle on a Vineyard | Hot Tub & Theater?

Checkout is at 10:00 AM.

Where is Castle on a Vineyard | Hot Tub & Theater 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.
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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

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
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

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
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