Secluded home on Lake Michigan. Perfect for families and groups. Pet friendly.

Baileys Harbor, Wisconsin
$1696 avg/night
Minimum Stay 3 Nights
Bed 7

Bed

Bath 4

Bath

Home Villa

Property Type

Sleep 19

Max Sleeps

Night 3 nights

Min Stay

Recently renovated, Thimbleberry Castle House provides a unique space for family and group gatherings. Situated within an easy walk to great trails , this secluded location offers walks along the Lake Michigan beach and on wooded paths. The lakefront is definitely beautiful and no doubt better for viewing than swimming on the rocky beach. There are two sandy beaches within two miles of our property - in Baileys Harbor and in Jacksonport -and there are others spread throughout the county.Pets ok.

Read More Expand
  • Feature Features
  • Map Map
  • School District Availability
  • Review Review

Feature Features

  • PETS

    2 Total Pets Pet Friendly Service Animals Exempt From Fees Welcoming Dogs Only
  • BEACH

    Beach Sun Loungers Beach Towels On The Beach
  • DINING

    Dining Table
  • SAFETY

    Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Deadbolt Lock Fire Extinguisher First Aid Kit Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    7 Bedrooms Bed Sheets Provided
  • GENERAL

    Double-glazed Windows Eco-friendly Cleaning Products Provided Humane Treatment Of Captive Wild Animals Recycling Uses Some LED Lighting
  • KITCHEN

    Blender Cookware/dishes/utensils Dishwasher Microwave Oven Paper Towels Refrigerator Spices Stovetop
  • LAUNDRY

    Laundry Facilities Washing Machine And Dryer
  • PARKING

    Onsite Parking Onsite Parking Options Include A Garage Wheelchair-accessible Parking And Van Parking Available
  • INTERNET

    Free WiFi
  • OUTDOORS

    Balcony Barbecue Grill Firepit Garden Outdoor Furniture
  • POOL/SPA

    Sauna
  • BATHROOMS

    4.5 Bathrooms Bathtub Or Shower Eco-friendly Toiletries Shampoo Soap Toilet Paper Towels Provided
  • LANGS SPOKEN

    English
  • THINGS TO DO

    Fishing Nearby Golf Nearby Golfing On Site Hiking Nearby Kayaking Nearby Marina Nearby Sailing Nearby Snorkeling Nearby Windsurfing Nearby Winery Tours Nearby
  • ENTERTAINMENT

    Arcade/game Room Books Games Pool Or Billiards Table Smart TV
  • LIVING SPACES

    Fireplace Living Room
  • CLIMATE CONTROL

    Air Conditioning Heating
  • FAMILY FRIENDLY

    Children's Books Children's Dinnerware Children's Games Children's Toys Stair Gate
  • LOCATION HIGHLIGHTS

    Near A Hospital Near The Bay On The Lake On The Waterfront
  • SERVICES AND CONVENIENCES

    Change Of Bedsheets (on Request) Change Of Towels (on Request) Chef Housekeeping (on Request) Phone
  • SUITABILITY/ACCESSIBILITY

    1 On-site Accessible Parking Spaces Area Rugs In Public Areas Handrails In Stairways Hardwood Flooring In Public Areas If You Have Requests For Specific Accessibility Needs, Please Contact The Property Using The Information On The Reservation Confirmation Received After Booking. No Elevators Smoke-free Property Smooth Flooring In Public Areas Stair-free Path To Entrance Tile Flooring In Public Areas Well-lit Path To Entrance Wheelchair Accessible Wheelchair-accessible Parking Wheelchair-accessible Van Parking

CheckIn Check-in : 04:00 PM CheckOut Check-out : 10:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 19

Map Map

School District Availability

Review Review

  • Sheryl R.

    Submitted Oct 26, 2025

    Stayed Oct 23, 2025

    Had a wonderful girls weekend here. We enjoyed every minute of it.

  • Diane A.

    Submitted Sep 7, 2025

    Stayed Sep 4, 2025

    Amazing property and spacious house. Lots of room for everyone. The kitchen was setup nicely with all the amenities that you would need.

  • Keith R.

    Submitted Aug 29, 2025

    Stayed Aug 8, 2025

    My extended family was impressed by the house size, style, location, and layout – being on the coastline of Lake Michigan being a huge bonus. It is large enough for each family member to gather in one spot as well as seek more solitude in one corner of the house (there is even a hidden room). There were minor problems, such as, burnt out lights, poor condition of some lounge cushions, and the sauna did not work. Be forewarned, however, that there is no cell phone coverage (we had three different service providers - only one person out of 12 had intermittent coverage). We also lacked WiFi service for 3 out of our 4 days stay. The WiFi provider took several days to return service after a 1-day power outage (due to a severe storm). We had to drive to Bailey's Harbor each day to communicate (text/talk) on our cell phones. On the plus side - there is a Generac Generator, but it only provided about 1/3rd of the power that the house needed (refrigerator A/C, some lights) during the power outage. I did not use the power outage and subsequent loss of WiFi in my rating since the power outage and storm was not a normal circumstance. Thus, in a normal day you could use the WiFi to connect your cell phone with the outside world.

  • Sharon N.

    Submitted Aug 20, 2025

    Stayed Aug 14, 2025

    This home and property is absolutely gorgeous! Nothing was lacking, every room was just as beautiful as the next. The game room was a bonus and super fun to find. A definite recommend.

  • Deana O.

    Submitted Jul 31, 2025

    Stayed Jul 28, 2025

    Plenty of room for large family. Home has most everything for cooking and cleaning. Very quiet and secluded area. Property manager very responsive to special requests.

  • Amy S.

    Submitted Jul 28, 2025

    Stayed Jul 25, 2025

    Such a beautiful property. Newly updated with stunning decor and attention to detail. Only thing i would change is some updated outdoor furniture. Other than that, no complaints! We will be back for sure!

  • Leona M.

    Submitted Jul 25, 2025

    Stayed Jul 18, 2025

    Beautiful house on Lake Michigan. Remote location with amazing views. Arrived to many extras for a special stay. It was perfect for our family vacation!!

  • Judith A V.

    Submitted Jul 23, 2025

    Stayed Jul 13, 2025

    We enjoyed the atmosphere of the castle. The kitchen was graciously stocked with dishes and utensils. Location to all that Door county has to offer was great. It was fun looking for the pool table, the sauna was nice. Fire pit area was very nice and the pancake mix was a special surprise. It easily accommodated our family. A lounge chair would have been nice. Judy

  • Judith M.

    Submitted Jul 19, 2025

    Stayed Jun 29, 2025

    With ample bedrooms, bathrooms, eating and gathering areas, this home was perfect for our family of 16. The outdoor space was nice also, with a lovely view of the lake. It is close to beaches and the neighboring towns. We took advantage of kayaking and pontoon rentals in the area. We could also fish and swim from the rocky beach behind the house. I highly recommend it, and we would rent it again if we were in the area.

  • Meredith P.

    Submitted Jul 14, 2025

    Stayed Jul 10, 2025

    The Castle House was fantastic for our 16 person group! There was plenty of space for everyone to gather both inside and outside. The proximity to the lake was amazing! The cleanliness and attention to detail was great! This VRBO was the perfect place to gather and create memories! We will definitely be back!

  • Anita L.

    Submitted Jul 11, 2025

    Stayed Jul 5, 2025

    Property was castle-like. Everything was top notch. Extremely well stocked. Room for all 15 of us! Pool table was great fun. Beautiful surroundings, very private and secluded. No beach but on the rocky shore of Lake Michigan. Be aware this is not a lake house. You will need to drive to a beach or state park for beach or bike riding.

  • JK Z.

    Submitted Jun 28, 2025

    Stayed Jun 23, 2025

    This property provided our twelve member family generous space indoors and out for conversation and relaxation. The kitchen and dining areas allowed us to prepare and enjoy our meals together. Its proximity to the attractions of Door County yet offered a quiet setting away from the hustle and bustle of those tourist areas.

  • Chelsea F.

    Submitted Jun 24, 2025

    Stayed Jun 14, 2025

    This property was an absolute treasure for our family reunion trip. There was something for everyone from baby to senior with accessibility needs. The amenities were second to none and we appreciated the nice touches like coffee filters, a fresh sponge, nice soaps, etc. So much space for all us to enjoy and retreat to if we needed a break from the crowd. Very clean! A great central location on the peninsula!

  • John B.

    Submitted Nov 1, 2024

    Stayed Oct 17, 2024

    Had a bunch of old friends get together for a fall weekend of golf and Packers game. We couldn't have been happier with our stay. Very comfortable house for a large group, very clean and perfect location which was close to everything yet private. Host made check in a breeze. Definitely would recommend and would stay again.

  • Cathy G.

    Submitted Oct 27, 2024

    Stayed Oct 11, 2024

    We had the perfect weekend in this very lovely, comfortable and roomy home that accommodated our group of various ages. Great kitchen with plenty of dining space. Nice array of bedrooms and baths. Various cozy rooms for people to gather . The sauna was most enjoyable addition . Beautiful setting on shore of Lake Michigan with a yard that all enjoyed. Overal, terrific experience, and can’t wait to return.

  • Audrey R.

    Submitted Sep 19, 2024

    Stayed Sep 16, 2024

    Mike the property manager made it easy.

  • james d.

    Submitted Aug 30, 2024

    Stayed Aug 23, 2024

    We loved the house- beautifully appointed, spacious, well equipped and spotlessly clean!

  • Tracy L.

    Submitted Aug 24, 2024

    Stayed Aug 16, 2024

    We truly enjoyed our stay at the castle! We have been vacationing in Door County for many years. We loved the location of the property, close to towns and other activities. The kitchen area was a great size along with seating for ten! We loved the fireplace and being able to look out over Lake Michigan. The family area and ample bedrooms gave us plenty of room to spend time together.

  • Shannon M.

    Submitted Aug 14, 2024

    Stayed Aug 10, 2024

    The Castle was an absolutely gorgeous place! It is so spacious and had everything we needed for our stay. There were 9 of us total and the Castle gave us all plenty of personnel space and shared space! Being right on Lake Michigan made for gorgeous sunrises and some fun exploring-the shoreline is very rocky which can be hard to navigate if you have mobility issues. Location is just a short drive to explore all that Door County offers! We will definitely be back to Door County and will book the Castle again!

  • Cathy D.

    Submitted Jul 28, 2024

    Stayed Jul 13, 2024

    We really enjoyed our stay at this private, clean, beautiful home. Some highlights – the number of king bedrooms, 3 of which had an en suite, the sauna, the game room with a pool table, the steam shower, two refrigerators, and two large tables in the kitchen and dining room. The kitchen was large and accommodated several cooks at the same time. While our experience overall was very positive and we had a great time, there were a few things that could have made it even better. The number of towels in the bathrooms was lacking, especially hand towels and washcloths. The exterior areas were not as well maintained as the house itself. The lounge chairs near the water were not usable. We did enjoy sitting outside on the patio and grilling several days. The owner was very responsive and accommodating.

  • Carole C.

    Submitted Jul 25, 2024

    Stayed Jul 18, 2024

    Very roomy. There was a perfect number of bedrooms and bathrooms for our large family. Loved the kitchen area and eating space. Landscaping and grounds need to be tidied up though. Please provide firewood for future guests.

Your dates are Available!

Total

Includes taxes and fees
$1,984+
View details