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
Washer
Air conditioning
Barbecue grill
Explore the area
Baileys Harbor, WI
Door County Brewing Company
Place, Door County Brewing Company
16 min walk
Baileys Harbor Ridges Park
Place, Baileys Harbor Ridges Park
4 min drive
Cana Island Lighthouse
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).
Our prices include all fees. No hidden fees.
Add dates for prices
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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
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated 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, 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
About the neighborhood
Baileys Harbor
Located in Baileys Harbor, this vacation 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.
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 Aug 20, 2026, prices found for a 1-night stay for 2 adults at Private, Updated Baileys Harbor Home: The Roost on Aug 31, 2026 start from $453, 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?
Onsite 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?
Check-out is at 10:00 AM.
Where is Private, Updated Baileys Harbor Home: The Roost located?
Situated in a rural location, this vacation 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 mi (3 km).
About the host
Hosted by The Simple Life Hospitality
Languages:
English
Premier Host
They consistently provide great experiences for their guests