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

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“The experience you get in small town Wisconsin is something you would expect from small town Italy instead.” – Edwin *****
“If we could give ten stars we would! This will undoubtedly be one of the highlights of our year.” AJ *****
“The Castle even has it's own golf simulator! And of course, the outdoor spa and fire pit were a welcoming retreat after 18 holes.” – David *****
“My husband and I just had our wedding at the castle on the 20th and we couldn’t possibly say enough good things. My whole family was impressed!” – Jasmine *****
“If we could give ten stars we would! This will undoubtedly be one of the highlights of our year.” AJ *****
Reviews
10 out of 10 Exceptional

Popular amenities

  • Hot tubHot tubHot tub
  • Free WiFiFree WiFiFree WiFi
  • KitchenKitchenKitchen
  • Air conditioningAir conditioningAir conditioning

Explore the area

Map
Cleveland, WI
  • Popular LocationFischer Creek State Recreation Area8 min drive
  • Popular LocationWhistling Straits Golf Course19 min drive
  • AirportSheboygan, WI (SBM-Sheboygan County Memorial)20 min drive
  • Popular LocationBlue Harbor Resort & Conference Center Water Park24 min drive

Rooms & beds

4 bedrooms (sleeps 12)

Bedroom 1

1 King Bed

Bedroom 2

4 Single Beds

Bedroom 3

1 Queen Bed

Bedroom 4

2 Queen Beds and 1 Double Sofa Bed

3 bathrooms, 1 half bathroom

Bathroom 1

Bathroom 2

Bathroom 3

Bathroom 4

Spaces

Kitchen
Office
Balcony
Separate dining area
Garden
Dining Area

About this property

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

As seen on the cover of Haven, a luxury home magazine!

This masterpiece was built over the course of seven years and is officially open to the public in 2022!

For travelers who want an exclusive taste of Tuscany without the hassle of jetting across an ocean, "The Castle Vineyard" is the place to stay. The dramatic, spellbinding stone castle proudly overlooks over twenty acres of idyllic rolling hills and a gorgeous, working vineyard. Once inside, the interior does nothing to dispel the magic.

Introducing The Castle Vineyard, an exclusive property offered by Wisconsin Getaways, the epitome of premier experiential stays in Wisconsin. With a remarkable portfolio of premier properties and an impeccable rating of 4.99 out of 5.0 from over 400 reviews, Wisconsin Getaways guarantees an unparalleled experience for guests looking for the very best.


The castle is a perfect blend of design elements inspired by Tuscan vineyards, castles of Europe, historic Wisconsin barns, mid-century American industry and turn of the century churches. Only the very best material had been chosen with delicate care to create a richly vibrant castle filled with special custom-made pieces.

Home Entry

Before you even walk into the castle, you are greeted with the arched beauty of the spectacular mahogany and glass front door. This gorgeous arched door was sourced from a professional, Italian door maker who was moving back to Italy. Once you open the door, you are immediately greeted with a gorgeously lit foyer that features an original Milwaukee gas streetlamp.

Piano Room

In true European style, there is a beautiful piano room which features a miniature baby grand piano hanging above as a chandelier. Little known fact… This exquisite instrument was a retirement gift from General MacArthur to his limo driver. And in case you are wondering, no you do not have to take a ladder to play the chandelier piano! There is a lovely grand piano that our musically inclined guests are welcomed to tinkle away on.

Dining Room

Brightly lit with its numerous wooden windows that continue to carry out the castle’s rustic appeal, the dining room is yet another room that oozes country elegance. Handcrafted from a 1914 John Deere two bottom plow, the dining room table comfortably seats eight. Hanging above the table hangs a uniquely crafted dining room light created from a hay trolley.

Kitchen

The open kitchen plan is a luxury not to be understated. You can find church lights in the kitchen and loft area originating from an 1800's church in Plymouth, Wisconsin. But while the decor may be historic, the kitchen equipment is quite the contrary! The kitchen features state-of-the-art Viking kitchen appliances and a 6' x 11' stainless steel kitchen island. Though this beautiful castle may be rustic in personality, its amenities sure aren’t.

Best of all, with the beautiful windows filling up the kitchen walls, you will be able to get lost in the serenity of the rolling hills and vineyards while you cook!
Fun Fact: Legend has it, the sailfish that can be seen in the kitchen, was purchased at an Ernest Hemmingway auction in southern Florida. In the process of shipping the sailfish from Florida to Kohler, all the paperwork of authenticity disappeared. The sailfish hung in the Kohler showroom until the store closed in the early 2000's. The builder of this gorgeous estate bought it on the store's closing day so that this legend will continue to live on.

Office

While it is a given that you need to relax while on vacation, especially when you are staying in an estate as dreamy as this, this stunning estate offers a wonderful office that is sure to inspire productivity. The lighting in this space is second to none. It not only features an original gas streetlamp from Fort Wayne, Indiana, but the water-pulley light above the desk was specifically sourced from a classic wood sawing mill. If there wasn’t already enough history seeping throughout the room, the combination lock safe was purchased at the estate sale of Clifton Edward Tufte, the founder of Road America.

Spiral Staircase

One of our favorite parts of The Castle Vineyard would be the gorgeous, wooden, spiraling open-plan staircase. The unique branching pattern in the wood of the winding staircase and railings was accomplished by fractal burning… a technique that creates patterns in wood resembling branching or fractal patterns. It adds a whole new dimension to classically elegant, Arcadian beauty.

The Wine Hall

Wine hall? Yes please!

Asides from the presence of amazing wine, the highlights of the hall would be its gorgeous, award-winning 1902 potato plow chandelier. For a true blue, wine country feels to the place, all the wood used for the tables, benches, and barrel shelves were sourced from an original Johnsonville Brat smokehouse's floor joists and the 32 whiskey barrels lining the walls of the Wine Hall are from Maker’s Mark Whiskey in Loretto, Kentucky. Whilst the entire estate is incredibly dignified and well-polished, the castle remains true to its rustic roots with its original barn metal roof ceiling and most interestingly, the door to the wine cellar was the original gun room door off a WWII Battleship!

Theater Room

This home theater room is a massive highlight for our travelers who are genuine movie lovers. This top-of-the-line movie theater in the tasting room has a twelve seat (three row) setup, an incredibly generous 135” screen and a Dolby 7.2.2 sound system that would be able to make anyone feel like they were truly a part of the movie! Not to mention, with over 600 Blu-ray DVDs you can choose from and a popcorn machine, the film experience in the Castle Vineyard’s theater room is second to none. Think Marcus Cinema, only WAY better!

Bedrooms

Main Bedroom: On the first floor you will be able to find the main bedroom. It offers a generous, queen-sized bed and a full-sized bed (built in the 1800's). Leading off the main bedroom is the piano room featuring another pull-out bed, making it the perfect bedroom for late night music sessions!

Private Master Loft: Overlooking the main floor is the private master loft with a half bathroom. Wake up in a king-sized bed that overlooks the beautiful grounds. No window treatments are added to keep the natural beauty, but sleep masks are provided to ensure a restful night's sleep!

Basement Bedroom: Generously sized Queen bedroom set with wooden sliding barn door.

Basement Bunk: Two bunks, four beds, each with private curtain treatments! Unique ceiling lights made from the old drive gears of a Caterpillar bulldozer. Wooden walls, paneling, and beds… a truly Arcadian experience not to be missed!

Living Room

With the presence of a gorgeous, stone fireplace, you will be in for warm evenings ahead huddling up on those comfy Baker couches. If you look closely at the stone fireplace, you might be able to see the prehistoric figures secretly embedded in the swirling patterns of the fireplace!

Bathrooms

Offering 2.5 bathrooms - there are two showers, one soaking tub, a walk-in sauna, three toilets and one urinal across both. Depending on the bathroom experience you would like to have, one bathroom offers a luxurious rustic experience with its wide-open space and lightly painted room, while the other bathroom offers a Tuscan castle experience with its European-style décor and red painted walls.

Vineyard

In the spring of 2021, 400 grapevines were planted in an organic mixture of topsoil, sand, and cow/chicken manure. The stone pillar vineyard features the following grape varieties: Edelweiss, Marquette, Kay Gray, Frontenac, Beta, Valiant, Somerset, Reliance, St. Theresa, Vanessa, and Concord. Come back in 2023 for "The Castle Vineyard" wine tastings.

Other

Private chef: Is your group looking for a prepared meal to create the ultimate experience? Message directly for options! Wine tastings, cheese pairings, or mixologist? Message for details!


Follow us on social media!
Insta: @riverridgehomesllc
FB: River Ridge Homes LLC

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

We live close to the property and can assist with any and all details during your stay. We can be reached by phone call any time during or in preparation for your stay!

Quiet farming community of Cleveland to enjoy country life while being within 10 minutes of Whistling Straights and 15 minutes to Destination Kohler and Downtown Sheboygan.

We highly recommend some of the restaurants below:

Rupp's Supper Club, Cleveland - true Wisconsin style supper club. Must!
Trattoria Stefano - Upscale Italian faire
Prohibition bistro - authentic wood-fired neapolitian pizza
8th street ale house - great craft beers with both German and American fare.
Field to Fork - locally sourced dishes great for breakfast/lunch.
The blind horse - Napa-style winery and stylish New American eatery


If you are looking for something else (Mexican, supper clubs, etc), just ask!

Car, bike, or foot! It's easy to explore Manitowoc County!

Need a personal driver? Message for directly for options.

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

Property manager

Tyler Le Roy
Premier Host
Premier Host

Languages

English

Amenities

Hot tub
Free WiFi
Air conditioning

House Rules

Check in after 4:00 PM
Minimum age to rent: 18
Check out before 10:00 AM

Children

Children allowed: ages 0–17

Events

Events allowed

Pets

No pets allowed

Smoking

Smoking is not permitted

Damage and incidentals

You will be responsible for any damage to the rental property caused by you or your party during your stay.

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 fire extinguisher and a first aid kit

We should mention

A car is required for transport to and from this property

About the area

Cleveland

Located in Cleveland, this castle is in a rural area and near the beach. Stefanie H. Weill Center for the Performing Arts and Sheboygan County Historical Museum are cultural highlights, and some of the area's landmarks include The Waelderhaus and Pinecrest Historical Village. Travelling with kids? Consider Blue Harbor Resort & Conference Center Water Park, or check out an event or a game at Road America.
Map
Cleveland, WI

What's nearby

  • Fischer Creek State Recreation Area - 8 min drive
  • Whistling Straits Golf Course - 19 min drive
  • S.S. Badger Lake Michigan Carferry - 23 min drive
  • Blue Harbor Resort & Conference Center Water Park - 24 min drive
  • Road America - 36 min drive

Restaurants

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

Frequently asked questions

Is Stunning castle with working vineyard - the ultimate luxury VRBO property! pet-friendly?

No, pets are not allowed at this property.

What time is check-in at Stunning castle with working vineyard - the ultimate luxury VRBO property!?

Check-in begins at 4:00 PM.

What time is check-out at Stunning castle with working vineyard - the ultimate luxury VRBO property!?

Checkout is at 10:00 AM.

Where is Stunning castle with working vineyard - the ultimate luxury VRBO property! located?

Located near the beach, this family-friendly castle is within 9 mi (15 km) of Fischer Creek State Recreation Area, Lake Michigan and Whistling Straits Golf Course. Wilke Lake and Farm Wisconsin Discovery Center are also within 12 miles (20 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. 10 out of 10 reviews" "
Rating 8 - Good. 0 out of 10 reviews" "
Rating 6 - Okay. 0 out of 10 reviews" "
Rating 4 - Poor. 0 out of 10 reviews" "
Rating 2 - Terrible. 0 out of 10 reviews" "

9.8/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

9.8/10

Listing accuracy

Reviews

10/10 Excellent

Michelle W.

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

10/10 Excellent

Emily E.

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

10/10 Excellent

Kenny C.

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

10/10 Excellent

Curt M.

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

10/10 Excellent

Charlene B.

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

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

Premier Host
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