Stunning castle with working vineyard - the ultimate luxury VRBO property!

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Relax with a drink at the rustic bar, featuring wooden stools and a view of the outdoors through the large window.
Explore a wine cellar with a vaulted ceiling and wooden shelves displaying glassware and bottles.
Relax in the hot tub or unwind on the patio with seating under a pergola.
Enjoy expansive views of the lush landscape from the arched windows, accompanied by a grand piano and plush sofa.
Relax in a spacious room with a large bed, circular window, and balcony offering a view of the outdoors.

Reviews

10 out of 10
Exceptional

Popular amenities

  • Parking available
  • Kitchen
  • Laundry
  • Air conditioning
  • Free WiFi

Explore the area

Map
Cleveland, WI
  • Dairyland Park
    ‪7 min drive‬
  • Fischer Creek State Recreation Area
    ‪11 min drive‬
  • Whistling Straits Golf Course
    ‪17 min drive‬

Room options

About the neighborhood

Cleveland

This castle is located within a few miles (5 km) of Dairyland Park and Lakeshore Technical College Cleveland. Guestrooms at this castle include kitchens, fireplaces, and balconies.

What's nearby

  • Dairyland Park - 7 min drive - 2.6 miles
  • Fischer Creek State Recreation Area - 11 min drive - 4.6 miles
  • Whistling Straits Golf Course - 17 min drive - 10.3 miles
  • Blue Harbor Resort & Conference Center Water Park - 24 min drive - 17.4 miles
  • Road America - 41 min drive - 32.4 miles

Restaurants

  • ‪Rupp's On Washington - ‬7 min drive
  • ‪Smiling Moose Saloon & Grill - ‬12 min drive
  • ‪Whispering Orchards - ‬15 min drive
  • ‪Pack'er Inn - ‬10 min drive
  • ‪Subway - ‬6 min drive

About this property

Stunning castle with working vineyard - the ultimate luxury VRBO property!

About this space

Stay at one of the most "Wish-listed" properties in the world.

Featured in Men’s Health and on the cover of Haven magazine, The Castle Vineyard is a world-class destination

🍇 20-acre estate w/ vineyard, spa, & sauna
🎬 Private theater, arcade, PS5 & golf simulator
🍽️ Chef’s kitchen w/ Viking appliances
🔥 Fire pit, patio, hot tub, wildlife views
🏰 "Felt like royalty... every detail was magical"

🎉 Entire property is yours — guests may inquire about our exclusive Tasting Room for special events
The space
🏰 Welcome to Castle Vineyard

Step into one of the most iconic vacation rentals in the world. Castle Vineyard is not only Wisconsin's most "Wish-listed" properties (as featured in Men’s Health Magazine) but also graced the cover of Haven, a luxury home design publication.

This is your exclusive chance to stay at one of Wisconsin Getaways’ flagship properties—an immersive experience that guests have described as "straight out of a fairytale" and *"the most beautiful home I've ever seen."



🌿 The Grounds & Outdoor Living

20 acres of rolling hills, vineyard rows, and forest paths

400+ grape vines (future brandy label in the works!)

Private basketball court with regulation hoop

Expansive firepit lounge — wood included

Golf cart rentals to explore the estate

Wildlife galore: deer, birds, and peaceful mornings

Saltwater hot tub under the stars

Patio with gas fire table and full gas grill

"The peaceful setting was great. We could have stayed on the property all weekend and still not seen everything." — Heather



🍷 The Tasting Room (Event Space by Inquiry Only)

Tucked into the vineyard lies our exclusive-use event building—The Tasting Room. This elegant venue has hosted dream weddings, anniversary dinners, and intimate celebrations. While not automatically included, guests may inquire about access for special events.

"We got married there. What can usually be a stressful time was made beautiful and easy." — Joelle
"The wine tasting hall was GREAT for hosting our family dinner." — Jasmine



🍽️ Culinary Dreams: The Chef's Kitchen

Full Viking commercial appliance suite

Stainless steel island under repurposed church chandeliers

Dining table crafted from a 1914 John Deere plow, lit by a hay trolley

Bar nook, coffee station, and evening cocktail lounge

Private chefs often serve guests here (inquire for recommendations!)

"Everybody loved the space; the kitchen was outstanding." — Julie Anne"



🛌 Spa-Like Bedrooms & Baths

Kohler bidet toilets, heated seats, and rainfall showers

Main floor spa bathroom with dual showers, soaking tub, and sauna

Master loft bedroom: King bed + half bath, vineyard views

Main floor bedroom: 2 Queen beds

Piano Room: mini grand piano + full sleeper sofa

Downstairs Bedroom 3: Queen bed

Downstairs Bedroom 4: 2 bunk beds (4 twin mattresses) with privacy curtains

"The house layout gave us lots of places for privacy, yet it still felt quaint and cozy." — Mae"
The jacuzzi and sauna made our evenings unforgettable." — Oleksandr




🎮 Ultimate Entertainment Experience

Private movie theater w/ surround sound & 600+ DVDs

Popcorn machine & all the fixings

PS5 hooked up to the theater system

Golf simulator w/ pro-grade launch monitor

Golden Tee, Street Fighter, & classic arcade games

Vintage Brunswick pool table (1884)

Lounge with custom stone fireplace and designer furnishings

Hidden hunter’s cabinet & WWII battleship door in wine cellar

Office/lounge with floating desk and antique fixtures

"The Castle even has its own golf simulator!" — Josh
"So much to do and see. Everything is curated to perfection." — Erin Rose"
Our kids never got bored. Grandparents loved it too." — Michael (Oshkosh)



🏡 Designed for Gathering

This home was built with connection in mind. Whether you're celebrating a milestone, hosting a retreat, or gathering for a long-awaited family reunion, Castle Vineyard offers space, privacy, and unforgettable design details in every direction.

"We had a flawless wedding day and an even more magical weekend." — Ashley
"This may just be my favorite place I've ever stayed." — Colin



🌍 The Full Experience

Entire home + grounds exclusively yours

Event use of the Tasting Room available by inquiry

One of the most-viewed and most-loved vacation rentals in the world

Featured in national publications & luxury magazines

"This castle is a once-in-a-lifetime location." — Stephanie
"Felt like royalty... every detail was magical." — Joe



Ready to live the dream? We can’t wait to host you at Castle Vineyard.


Wisconsin Getaways is your first choice in experiential and luxury vacation rentals. Follow @WisconsinGetaways for updates, specials, and new property launches.

Guest access
There is a keyless entry into the property. The key code will be given during the reservation. Contact me for details.

Other things to note
Plenty of parking for all guest vehicles.
Immediate removal without refund if:
- House capacity is exceeded at any time
- Noise violations exceeding standard community settings
- No events or parties of any kind
- Smoking indoors (of any substance) - $400 fine
Guests can enjoy a Smart TV and stay connected with free WiFi. Other standard amenities include a kitchen, a washing machine, and 3.5 bathrooms.

Property manager

Tyler Le Roy

Languages

English

Similar properties

Property amenities

Internet

  • Available in all rooms: Free WiFi
  • In-room WiFi speed: 50+ Mbps
  • Available in some public areas: Internet access

Parking and transportation

  • Limo/town car service
  • Wheelchair-accessible parking and van parking available
  • Onsite parking options include a garage

Things to do

  • Billiards/pool table
  • Farming classes
  • Foosball table
  • Hot tub
  • Sauna
  • Stereo
  • Video library

Conveniences

  • Laundry facilities
  • Water dispenser

Outdoors

  • Barbecue grill
  • Firepit
  • Garden

Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • 2 accessible parking spaces
  • Tile flooring in public areas
  • Upper floors accessible by stairs only
  • Well-lit path to entrance
  • Wheelchair-accessible parking
  • Wheelchair-accessible van parking

More

  • At least 80% lighting from LEDs
  • Locally-owned and organized tours and activities
  • Smoking not allowed

Room amenities

Bedroom

  • Bedsheets provided
  • Sofa bed

Bathroom

  • 3.5 bathrooms
  • Hair dryer
  • Towels provided

Entertainment

  • Smart TV with cable/satellite channels
  • Video games

Food and drink

  • Chef service
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dining table
  • Dishwasher
  • Ice maker
  • Kitchen
  • Kitchen island
  • Meal delivery service
  • Microwave
  • Oven
  • Refrigerator
  • Separate dining area
  • Spices
  • Stovetop
  • Toaster

More

  • Air conditioning
  • Desk
  • Desk chair
  • Dryer
  • Fireplace
  • Heating
  • Iron/ironing board
  • Office
  • Water-efficient showers
  • Water-efficient toilets

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in available
Minimum check-in age: 18

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

Pets

  • This property doesn't allow pets

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
Parties and events are allowed on site
Safety features at this property include a carbon monoxide detector, a fire extinguisher, a smoke detector, and a first aid kit
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
  • Check-in: 4:00 PM
  • Check-out: 10:00 AM
  • Minimum check-in age: 18

We should mention

Details about charges, deposits, or other important information:

  • This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
  • Charges for extra guests may apply and vary depending on the property's policy.
  • A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
  • Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
  • Parties and events are allowed on site.
  • Onsite safety features include a carbon monoxide detector, a fire extinguisher, a smoke detector, and a first aid kit.

Property is also known as

150072

Frequently asked questions

What is there to do near this castle?

This castle is located in Cleveland, close to Dairyland Park, Fischer Creek State Recreation Area, and Farm Wisconsin Discovery Center. You'll also find Lake Michigan and Veterans Memorial Park within a short drive.

Is parking available on site at Stunning castle with working vineyard - the ultimate luxury VRBO property!?

Yes, there is accessible parking available.

Is this castle adjacent to a casino?

No, this castle is not connected to a casino.

Will I find an indoor pool at this castle?

No, this castle doesn't have an indoor pool; however, there is a hot tub.

What do couples enjoy most about Stunning castle with working vineyard - the ultimate luxury VRBO property!?

There are many amenities for couples at this castle, including a fireplace and access to a chef in each accommodation with some featuring fireplaces.

Are there hot tubs at Stunning castle with working vineyard - the ultimate luxury VRBO property!?

Yes, guests can enjoy a spa tub at this castle.

Does this castle offer breakfast?

No, this castle doesn't offer breakfast.

Will this castle allow pets to stay free of charge?

No, pets aren't allowed at this castle.

Does Stunning castle with working vineyard - the ultimate luxury VRBO property! have connecting rooms?

No, this castle doesn't feature connecting guestrooms.

Can I book a room with a balcony at Stunning castle with working vineyard - the ultimate luxury VRBO property!?

Yes, every accommodation at Stunning castle with working vineyard - the ultimate luxury VRBO property! comes with a balcony.

Stunning castle with working vineyard - the ultimate luxury VRBO property! Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 20 out of 21 reviews
Rating 8 - Good. 1 out of 21 reviews
Rating 6 - Okay. 0 out of 21 reviews
Rating 4 - Poor. 0 out of 21 reviews
Rating 2 - Terrible. 0 out of 21 reviews

10/10

Cleanliness

Reviews

10/10 Excellent

Elizabeth L.

Liked: Cleanliness

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

10/10 Excellent

Patrick L.

Liked: Cleanliness

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

10/10 Excellent

Nick M.

Liked: Cleanliness

Great Property

The property had a lot to do, it was perfect for our family's vacation.
Stayed 2 nights in Jul 2024

8/10 Good

Alan S.

Liked: Cleanliness

Friends trip

Property is awesome. Property was clean and in good condition. Property Manager was very good.
Stayed 3 nights in Feb 2025

10/10 Excellent

Marisa T.

Liked: Cleanliness

Amazing castle

It was absolutely perfect. Me and my friends had a luxurious time!!
Stayed 2 nights in Dec 2024

10/10 Excellent

Madison M.

Liked: Cleanliness

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

10/10 Excellent

Andrew C.

Liked: Cleanliness
Stayed 3 nights in Jun 2024

10/10 Excellent

Derek B.

Liked: Cleanliness

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

10/10 Excellent

Mark M.

Liked: Cleanliness

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

10/10 Excellent

Rick B.

Liked: Cleanliness

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

10/10 Excellent

Jenna C.

Liked: Cleanliness

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

10/10 Excellent

Michelle W.

Liked: Cleanliness

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

10/10 Excellent

Emily E.

Liked: Cleanliness

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

10/10 Excellent

Kenny C.

Liked: Cleanliness

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

10/10 Excellent

Curt M.

Liked: Cleanliness

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

10/10 Excellent

Charlene B.

Liked: Cleanliness

A fairy tale vacation

We just got home from a week long celebration of our 20th wedding anniversary at The Castle Vineyard! It was an amazing experience that we will never forget! The photos provided on the listing give a wonderful idea of the grandeur of what you will experience during your stay but you can’t get the full appreciation of it all until you walk through the doors! We were met by the very kind and thorough property manager David who gave us a full tour of the property as well as providing a history of all of the very unique aspects. Despite being very big it has a very warm and homey feel to it. It is also an amazing mixture of luxury and rustic….and it works!! So many things in the castle are repurposed as well and the tour provides a thorough history about the vision of the builder and how those pieces were acquired or came to be. The mattresses are so comfortable and feel top of the line. The stone floors are heated! The toilet seats are also heated and each one has a bidet! They provide hair dryers, shampoo, conditioner, body wash, make up remover towelettes and cotton balls for the ladies! Appliances are top of the line. There is a sauna in the main floor bathroom. On the back patio there is seating and a fire pit as well as a jacuzzi! Downstairs there is a very nice pool table and a record player with vinyl records to play if you choose! The wooden spiral staircase is quite amazing. It will take you up to the master bedroom with amazing circular picture windows and ample closet space. It also takes you down to the pool room. Outside there is so much greenery and if you choose you can rent a golf cart to drive around the grassy paths of the vineyard (in it’s early stages). There is a basketball court. And then: the tasting room. This will eventually be a wonderful place to host events like wedding receptions but for now it houses a foosball game, 3 arcade games, a golf simulator and a 12 seat theater with a 135” screen (you can watch blu ray discs or stream Netflix, Amazon Prime or You Tube TV on this)! Oh, and to finish off the theater experience, you can pop your your own popcorn with multiple toppings available!! Best of all, the owner Tyler and the property manager David are so kind!! They are very communicative and address any questions or issues you have right away. If you can stay here, do yourself a favor and do it! You won’t be disappointed!
Stayed 7 nights in May 2023

10/10 Excellent

Judson B.

Liked: Cleanliness

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

10/10 Excellent

Nick V.

Liked: Cleanliness

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

10/10 Excellent

star L.

Liked: Cleanliness

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

10/10 Excellent

Ricky K.

Liked: Cleanliness

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

10/10 Excellent

Jennie H.

Liked: Cleanliness

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