Baileys Harbor Rentals USA Wisconsin Baileys Harbor

Secluded home on Lake Michigan. Perfect for families and groups. Pet friendly. | Villa in Baileys Harbor

10.0 (24 Reviews) |   Pet Friendly   7 Bedrooms  4 Bathrooms  19 Guests  Stay&Play
Baileys Harbor Villa | Secluded home on Lake Michigan. Perfect for families and groups. Pet friendly.

7 Bedroom Villa in Baileys Harbor

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.

Secluded home on Lake Michigan Perfect for families and groups Pet friendly is located in Baileys Harbor. Secluded home on Lake Michigan Perfect for families and groups Pet friendly provides accommodation, featuring Parking, Bedding/Linens, Fireplace/Heating, among other amenities. This Villa features Parking, Bedding/Linens, Fireplace/Heating, to make your stay a comfortable one.

Secluded home on Lake Michigan Perfect for families and groups Pet friendly has 7 Bedrooms , 4 Bathrooms, and max occupancy of 19 people. The minimum rental for this property is 1 nights, but this can change depending on the season you plan on staying. Previous guests have given good rated it, and VRBO labeled it a top-rated Villa because of the excellent services rendered by the owner or manager of this Villa, and has consistently provided great experiences for their guests. Most families or guests that use it recommend it to their friends and some of them are repeat guests. Villa has a friendly neighborhood, and the Baileys Harbor has interesting places to visit. If you want to learn more about the Villa in Baileys Harbor, such as places to visit and things to do nearby, you can check below to learn more.

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Unique Amenities

  • Air Conditioner
  • Parking
  • Pet Friendly
  • TV
  • View
  • Ocean View
  • Balcony/Terrace
  • Accessibility
  • Security/Safety
  • Sports/Activities
  • Bedding/Linens
  • Wellness Facilities
  • Spa
  • Fireplace/Heating
  • Entertainment
  • Barbecue/Outdoor Cooking
  • Child Friendly
  • Internet
  • Kitchen
  • Laundry
 
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Policies

Event Policy No events allowed
Check-in Check-in time starts at 4:00 pm minimum check-in age: 25
Check-out Check-out before 10:00 am
Child Policy Children are welcome.
Pet Policy 2 total pets pets allowed service animals are welcome, and are exempt from fees welcoming dogs only
Smoking Policy Smoking is not permitted
Other Policy 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 host has indicated there is a carbon monoxide detector on the property host has indicated there is a smoke detector on the property onsite parties or group events are strictly prohibited safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed this property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room 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 this property uses eco-friendly cleaning products
 
Baileys Harbor, 54202, USA

What Our Guests say 500 + Reviews

Jul 14, 2025 10:22:47 PM
Summary: 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!
Meredith P. Meredith P.
Jul 11, 2025 08:25:21 AM
Summary: 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.
Anita L. Anita L.
Jun 29, 2025 12:40:39 AM
Summary: 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.
JK Z. JK Z.
Jun 24, 2025 10:42:36 PM
Summary: 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!
Chelsea F. Chelsea F.
Nov 2, 2024 12:55:55 AM
Summary: 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.
John B. John B.
Oct 27, 2024 04:57:42 PM
Summary: 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.
Cathy G. Cathy G.
Sep 20, 2024 01:06:48 AM
Summary: Mike the property manager made it easy.
Audrey R. Audrey R.
Aug 31, 2024 02:19:59 AM
Summary: We loved the house- beautifully appointed, spacious, well equipped and spotlessly clean!
james d. james d.
Aug 24, 2024 07:59:25 AM
Summary: 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.
Tracy L. Tracy L.
Aug 14, 2024 07:13:17 AM
Summary: 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!
Shannon M. Shannon M.

FAQ's

Is this Baileys Harbor villa pet-friendly for guests?

Yes, pets are allowed at this property. Check the guest reviews to learn what guests had to share.

Does the Baileys Harbor villa have a swimming pool?

No, this Baileys Harbor villa does not have a swimming pool. Check the Facility Overview section for details about the pool and other available facilities.

How much does it cost per night to stay in Baileys Harbor villa?

Best-rates for the Baileys Harbor villa starts from $1,522 per night with includes Bedding/Linens, Fireplace/Heating, Child Friendly, Kitchen, Air Conditioner, Pet Friendly, Ocean View, Accessibility, Wellness Facilities, Spa, Laundry, View, Balcony/Terrace, Security/Safety, Entertainment, Barbecue/Outdoor Cooking, Internet, TV, Sports/Activities, Parking StayAndPlay offers fully equipped golf villas, golf hotels, golf resorts, luxury golf cabins, and exclusive golf retreats, making it easier than ever to find your perfect golf escape — ideal for families, peaceful getaways, or pet-friendly retreats with the whole crew.

Is Baileys Harbor villa a family-friendly place to stay?

Based on the information we have received from the owner or our partner, this is considered to be a family-friendly property. Families have rated this villa Good or guests have recommended them suitable for families. As reported by the owner or manager, the villa has specified that children are welcome. Please see details about suitability for your family or inquire with the property to learn more.

Is the Baileys Harbor villa wheelchair accessible or offer services for disabled guests?

Based on the information received from our partner, the Baileys Harbor villa has not specified they are wheelchair accessible. Likewise, there is not an elevator specified as being available at the property. Specific accessibility details may be addressed in the property details section of this page.

What is the minimum night stay policy for the Baileys Harbor villa?

Based on the information reported by the owner or manager, the Baileys Harbor villa indicates 1 day stay policy at this villa. Guests are cautioned that the minimum stay policy may differ based on seasonality or availability and may be at the discretion of the owner or manager.

What cancellation policy is in place for Baileys Harbor villa?

Based on the information reported by the owner or manager, details for the cancellation policy for the Baileys Harbor villa are as follows: Cancellation policy Guests are cautioned that the cancellation policy may differ based on seasonality, availability, or current travel restrictions. Guests should also be aware that this policy may be subject to change and should be confirmed prior to booking. More details may be available on this page in the property description. However, early check-in or late check-out can sometimes be negotiated between the guest and the owner or the manager of this property.

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