Private, Updated Baileys Harbor Home: The Roost

Photo gallery for Private, Updated Baileys Harbor Home: The Roost

A modern living space with a kitchen, dining area, and a fireplace.
A modern kitchen with a central island, bar stools, and a dining area with a chandelier.
A wooden coffee table with a clock, coffee maker, and bottles.
A modern kitchen with a dining area, wooden cabinets, and a chandelier.
A bedroom with a bed, a ceiling fan, a bedside table, a nightstand, and a window with blinds.

Reviews

9.8 out of 10
Exceptional

Highlights

  • Bring your furry friends
    Top-rated for creating memorable stays with your pets.
  • Centrally-located
    You're never far from where you need to be with this convenient location.
  • Discover nearby landmarks
    Close to Door County Brewing Company
3 bedrooms2 bathroomsSleeps 6

Popular amenities

  • Garage parking available
  • Pet-friendly
  • Kitchen
  • Washing machine
  • Air-conditioning
  • Barbecue

Explore the area

View map
Baileys Harbor, WI
  • Place, Door County Brewing Company
    ‪16 min walk‬
  • Place, Baileys Harbor Ridges Park
    ‪4 min drive‬
  • Place, Cana Island Lighthouse
    ‪15 min drive‬

Rooms & beds

3 bedrooms (sleeps 6)

Bedroom 1

1 King Bed

Bedroom 2

1 Queen Bed

Bedroom 3

1 Queen Bed

Living Room 1

1 Double Sofa Bed

2 bathrooms

Bathroom 1

Toilet · Shower only

Bathroom 2

Toilet · Shower only

Spaces

Kitchen
Office
Balcony
Garden

About this property

Private, Updated Baileys Harbor Home: The Roost

Summary:

Welcome to The Roost, hosted by Simple Life Rentals! Updated in 2023, this 3 bedroom, 2 bathroom, 1-story home showcases beauty in all the details. The home is situated on a private road, nestled on a 2.25 acre wooded lot with a large pull through driveway perfect if you are towing a boat.



The Space:

Enjoy the peace and serenity of the woods with the convenience of a short walk or drive to downtown Baileys Harbor and Lake Michigan. Visit shops, restaurants, the harbor, The Ridges Sanctuary, and more!



Property Features:

+ Back patio with picnic table

+ Firepit with 6 chairs (please bring local firewood)

+ Yard games provided: tether ball, ladder golf, giant Jenga

+ Dog friendly - up to 2 dogs allowed

+ Internet Wi-Fi: Starlink great for working remote (due to the rural nature of the property, cell phone coverage can vary)

+ Smart TV

+ Blu-Ray player and video library

+ Sound system

+ Central air and heat

+ Wood burning fireplace (bring local firewood)

+ Dining table with seating for 6. Snack bar offers seating for 4

+ Washer, dryer, iron, ironing board and drying rack

+ Board games, puzzles, books and toys provided for guest's entertainment

+ Wine refrigerator

+ Bench and mudroom like area in garage for shoes/ etc

+ Coffee bar includes a traditional drip coffee maker, a Keurig, a French Press, frother, coffee syrup flavors and a coffee bean grinder

+ Fully equipped kitchen (see amenities) includes ice maker, crockpot, and an additional full size fridge in the garage



Door County Tourism Zone Commission Permit #02-56-2886-07



Sleeping Accommodations:

- Bedroom 1: King size bed, ceiling fan, room darkening shades, hangers, extra pillows and blankets.

- Bedroom 2: Queen size bed, room darkening shades, ceiling fan, hangers, extra pillows and blankets.

- Bedroom 3: Queen size bed, ceiling fan, room darkening shades, hangers, extra pillows and blankets.

- Additional sleeping space: Pull-out sofa couch in living room (full size bed)



Bathrooms:

- Bathroom 1: Full bathroom w/ a soaking tub, walk-in shower, double vanity, and hair dryer.

- Bathroom 2: Full bathroom w/ tub and shower combo and hair dryer.



Home Truths:

-This is a quiet community with residential neighbors. This home is geared towards quiet family vacations. Due to the proximity of neighbors, we cannot accommodate bachelor or bachelorette parties, reunions, or other rowdy gatherings.

-This property allows up to 2 well-behaved dogs. There is an additional fee collected at booking.



Please be aware that you must sign a terms and conditions agreement, which will be sent to you separately, to finalize your reservation.



Getting Around:

- Our property is conveniently located the following distances from nearby favorites:

- 3 miles from Kangaroo Lake and the Causeway

- 12 miles from Cave Point County Park and White Dunes State Park

- 8 miles from Fish Creek, 8.5 miles from Ephraim, 9.6 miles from Sister Bay, 10 miles from Egg Harbor, 15 miles from Ellison Bay, 20 miles from Gills Rock



Other Things to Note:

Amenity + damage protection waiver includes:

• Bed linens, pillows, blankets, and bathroom towels. (Please bring your own beach towels)

• A starter pack of essentials which includes toilet paper, paper towel, dish soap, dishwasher soap, hand soap, and garbage bags. Due to septic systems, we do not provide facial tissue. One each of travel size shampoo, conditioner, and body wash per full bathroom.

• PEACE OF MIND Damage protection covers up to $1000 per stay for accidental damage that is reported prior to departure (excludes any pet damage).

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

Pets allowed
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Smoking

Smoking is not permitted

Important information

You need to know

Property # 3364058vb
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
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room

About the area

Baileys Harbor

Located in Baileys Harbor, this holiday home is in a rural area. The area's natural beauty can be seen at Lake Michigan and Peninsula State Park, while Door Shakespeare and Birch Creek Music Performance Center are cultural highlights. Peg Egan Performing Arts Center and Pirate's Cove Adventure Golf are also worth visiting. Fishing offers a great chance to get out on the surrounding water, or you can seek out an adventure with cycling nearby.
Map
Baileys Harbor, WI

What's nearby

  • Door County Brewing Company - 16 min walk - 1.4 km
  • Baileys Harbor Ridges Park - 4 min drive - 2.9 km
  • Kangaroo Lake - 6 min drive - 2.9 km
  • Peninsula State Park - 15 min drive - 15.6 km
  • Cana Island Lighthouse - 15 min drive - 13.3 km

Restaurants

  • ‪AC Tap - ‬8 min drive
  • ‪Cornerstone Pub - ‬14 min walk
  • ‪Sway Brewing + Blending - ‬10 min walk
  • ‪Harbor Fish Market & Grille - ‬17 min walk
  • ‪Stone's Throw Winery - ‬9 min drive

Frequently asked questions

Is Private, Updated Baileys Harbor Home: The Roost pet-friendly?

Yes, pets are allowed at this property.

How much does it cost to stay at Private, Updated Baileys Harbor Home: The Roost?

As of 20 Aug 2026, prices found for a 1-night stay for 2 adults at Private, Updated Baileys Harbor Home: The Roost on 3 Nov 2026 start from AU$1,404, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

How much is parking at Private, Updated Baileys Harbor Home: The Roost?

On-site parking is available at the property.

What time is check-in at Private, Updated Baileys Harbor Home: The Roost?

Check-in begins at 4:00 PM.

What time is check-out at Private, Updated Baileys Harbor Home: The Roost?

Checkout is at 10:00 AM.

Where is Private, Updated Baileys Harbor Home: The Roost located?

Situated in a rural location, this holiday home is within a 15-minute walk of Door County Brewing Company and Lake Michigan. Baileys Harbor Ridges Park and Anclam Beach Park are also within 2 miles (3 km).

About the host

Hosted by The Simple Life Hospitality

Host profile image

Languages:

English

Premier Host

They consistently provide great experiences for their guests
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