Bailey’s House

· · 3 bedrooms · 2 bathrooms · 1350 sq ft

Baileys House is a charming, family and pet friendly 1890s farmhouse, located on a quiet side street in the of Baileys Harbor but just steps away from the town’s amenities including the library, waterfront parks, shops, restaurants, and marina.

The home has been recently updated with new appliances, carpeting, and restored maple flooring. There is also WI FI service, of course. The large private yard with deck, picnic table, BBQ grill, lawn furniture is a great place for quiet evenings around the firepit or family fun nights. And there’s lots of room for your kayaks, ATVs and more on the large double driveway. 

First Floor:

  • Large eat-in kitchen fully equipped with a breakfast island, new refrigerator & stove, microwave, and dishwasher.
  • Utility Room with washer(new)  and dryer
  • Living room, with restored original maple flooring, has a Queen sleeper sofa, SMART TV and electric fireplace
  • Full bathroom

Second Floor (newly carpeted):

  • 3 individually air-conditioned bedrooms: a Queen, Double and Twin with a Trundle bed
  • Second full bathroom
Maximum Occupancy:

Kitchen and dining room combination and the living room in a separate room.

Bathroom 1: Shower only; Bathroom 2: Shower/Tub combo


Main Level: Queen Sofa Sleeper in Living Room

Upstairs: #1: Queen; #2: Double; #3: Twin with a Trundle Bed

Pet Friendly:
Water access:
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Availability calendar

Dates in Yellow are Tentatively Reserved. Dates in Red are Booked. All other dates are open.

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  • **Furnishing and decor may change without notice.
  • **Sheets and towels not included.
  • 3 Box
  • A/C in all 3 bedrooms
  • Air Conditioning (Window Unit)
  • Blender
  • Board Games
  • Can Opener
  • Coffee Maker
  • Cookie Sheets
  • Corkscrew
  • Crock Pot
  • Deck
  • Dishwasher
  • DVD Player
  • Fan (Freestanding and Ceiling)
  • Fans (Ceiling)
  • Filtered Drinking Water In Kitchen
  • Fire Pit
  • Fireplace (electric)
  • First Floor Entry
  • Garage not for Guests
  • Garden
  • Grill (Charcoal)
  • Grilling/ Picnic Area
  • Hair Dryer
  • Icemaker
  • Iron
  • Ironing Board
  • Microwave
  • Off Street Parking in Driveway
  • Outdoor Furniture
  • Parking on Left side of Driveway in winter.
  • Pets Allowed (Dog / Cat)
  • Picnic Table
  • Pizza Pan and Cutter
  • shopping and the beach
  • Toaster
  • TV
  • Washer / Dryer
  • Wi-Fi
  • Wine Glasses
Howard Avenue
Baileys Harbor 54202
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Seasonal Rental Available May 15 to November 1, 2024 Peak Season June 15 to August 16, 2024 5 night minimum stay PEAK season Week  $1,862.50 5 Nights $1,393.75 6 Nights $1,637.50 Off Season May 15 - June 14 and August 17 - November 1, 2024 3 Nights minimum Week $1,487.50 3 Nights $737.50 / 4 Nights $925.00 5 Nights $1,112.50 / 6 Nights $1,300.00 Refundable Security Deposit $400.00 Pets Allowed Dog(2) or Cat(2) Pet Rates $25.00 per night per pet.  $100.00 maximum per week per pet. + $200.00 refundable pet security deposit per pet.

8 reviews

  1. Best rental home in Bailey's Harbor

    What a beatiful home to stay at, no matter what the weather is like in Bailey’s Harbor. I chose this house based on it’s proximity to all the outdoor activities, the sense of coziness from the pictures, and the wonderful fact that I could bring my senior dog with me on my vacation. I am a middle school teacher who was on a 10 day vacation. I tend to be quite selective as my vacation rentals/locations need to have no stress at all, but they need to have outdoor amenties to keep me busy. That’s exactly what this house delivered. On the gray & chilly days, we walked to the very quant library. Even visitor’s can check out books! There are so many places within walking distance (music hall, food, tavern, groceries, coffee, parks, kayak rentals), that made my vacation even more enjoyable. Several of the local businesses are pet friendly, so it was nice that my sweet dog was welcomed. Lastly, the house was fantastic! The beds and furniture were comfortable and cozy. I loved using the fireplace to take the chill off the cooler evenings. The backyard is so beautiful! Many evenings, I relaxed on the back porch just enjoying the serenity and peacefulness of their pretty yard. Given that it’s a dark sky area, I was also able to view Jupiter on several occasions. Do yourself a favor, rent this house when you vacation in Bailey’s Harbor. It felt like I was home, being that the owner’s have so lovingly cared for it. Yet, without me having to do any of the work. I’ll defintely recommend this home to all of my friends and I will be back in Oct. to enjoy this wonderful home again.

  2. Home sweet home

    Another amazing stay at this cozy Bailey’s Harbor home! Despite the rain, the entire time we were here, it was so wonderful to come home each night to such a peaceful place. We’ve slept so well while we are here. I’ve already made reservations for our next stay here.

  3. Loved the location and charm of the Baileys House. We enjoyed the well equipped kitchen and will certainly return again and again. Enjoyed the fall colors.

  4. Walkable, cozy & very clean

    We stayed at Bailey’s House in October of 2019. Loved the neighborhood, took walks to Door County Brewing and Bearded Heart Coffee shop. We could also walk to parks and the beach. We brought our bikes and rode around as well. Bailey’s house is cozy and spotless. The firepit in the backyard was a favorite for sure! The option to bring our dog was a huge plus! Thank you for the wonderful stay.

  5. Beautiful home in Baileys Harbor.

    Bailey House was a great place to stay. It is a very beautiful home, with great accommodations and it is nicely decorated. It is in a fantastic location which is central to Bailey’s Harbor and it is an easy base of operations to access all of the other communities in the Door peninsula. We enjoyed walking to some of the dining, recreation and entertainment options in Bailey’s Harbor. Even though it is close to all that the local community has to offer, it was quiet and private. Our family loved it!

  6. We have stayed there on two occasions and just loved it! Very cozy and nice location. Short walk to local shops and restaurants.

  7. Great Location

    We stayed at Baileys House in August of 2020. We have two young kids and were looking for something in town with some nice green space for playing. This was perfect. Within walking distance to multiple parks, the Brewery, and the beach. The house was just as described, nicely well kept old farm house that had a nice kitchen and dining area, along with a nice deck to dine on outside. Already have two more trips booked for Baileys House!

  8. Great experience!

    Our stay at Bailey’s House between Christmas and New Year’s in 2020 was great! We comfortable slept two adults, four kids and a dog. The house was well appointed. We did have an issue with the washer, and someone came to check it out. I believe they were going to replace it after we left. The house is very nicely located right in the heart of Bailey’s Harbor, so we enjoyed walking to restaurants, even in the winter!

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