Private wooded lot- Updated Baileys Harbor Home

Baileys Harbor, Wisconsin
$709 avg/night Minimum Stay 2 Nights
Bed 3

Bed

Bath 2

Bath

Home Private Vacation Home

Property Type

Sleep 6

Max Sleeps

Night 2 nights

Min Stay

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

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

Sleeping Accommodations:
Bedroom 1: King size bed, ceiling fan, room darkening shades, hangers, extra pillows and blankets.
Bedroom 2: Bunk bed set offers a twin size bed over a 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.

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

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).

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.

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

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

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  • Feature Features
  • Map Map
  • School District Rates & Availability
  • Review Review

Feature Features

  • PETS

    Pet Friendly
  • DINING

    Dining Table
  • SAFETY

    Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    3 Bedrooms Bed Sheets Provided Sofa Bed
  • GENERAL

    Unit Size: 1659 Sq Ft (154 Sq M)
  • KITCHEN

    Coffee/tea Maker Cookware/dishes/utensils Dishwasher Ice Maker Microwave Oven Refrigerator (full Size) Spices Stovetop
  • LAUNDRY

    Laundry Facilities Washing Machine And Dryer
  • PARKING

    Car Recommended Onsite Parking Onsite Parking Options Include A Garage
  • INTERNET

    Free WiFi
  • OUTDOORS

    Barbecue Grill Firepit Garden Patio Yard
  • BATHROOMS

    2 Bathrooms Hair Dryer Toilet Paper Towels Provided
  • LANGS SPOKEN

    English
  • THINGS TO DO

    Cycling Nearby Fishing Nearby Golf Nearby Hiking Nearby Hiking/biking Trails Nearby Marina Nearby Sailing Nearby Swimming Nearby Winery Tours Nearby
  • ENTERTAINMENT

    Books DVD Player Games Video Library Smart TV
  • LIVING SPACES

    Fireplace Living Room
  • CLIMATE CONTROL

    Air Conditioning Ceiling Fan Heating
  • LOCATION HIGHLIGHTS

    In A Rural Location Near The Bay
  • SERVICES AND CONVENIENCES

    Iron/ironing Board Limited Housekeeping
  • SUITABILITY/ACCESSIBILITY

    Smoke-free Property

CheckIn Check-in : 04:00 PM CheckOut Check-out : 10:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 6

Map Map

School District Rates & Availability

Review Review

  • Sandra V.

    Submitted Dec 15, 2025

    Stayed Dec 10, 2025

    Perfect Birthday stay in Door County. Lovely house decorated for holidays and VERY comfortable beds. Plenty of space for all and our pup to enjoy. Quite wooded area, very cool to see wild turkeys roost every night. Guessing that's why the house is called the Roost. Very easy in and out and to have a garage space to load and unload Fantastic!! Will reserve again soon :)

  • Matthew K.

    Submitted Nov 1, 2025

    Stayed Oct 24, 2025

    The property was very clean. In a wooded area that was nice & quiet. We were able to bring our dog which was a bonus. Plenty of places to walk her right out the door of the home. Arguably the most comfortable bed I've ever had at a rental property whether it be at a hotel or a home/cabin rental.

  • TIna S.

    Submitted Oct 22, 2025

    Stayed Oct 10, 2025

    We appreciated being able to bring our dog, that was key to us.

  • Debra C.

    Submitted Sep 20, 2025

    Stayed Sep 14, 2025

    Can't say enough good things about our experience at this home. The communication with the managing company was the most efficient and friendly I've ever had. The house was very clean and so comfortable with many amenities. We loved the wooded area and the fire pit was a bonus. We will definitely book again!

  • William v.

    Submitted Sep 14, 2025

    Stayed Sep 8, 2025

    The house was not much to look at from the outside but the inside was beautiful. It was clean, modern and was stocked with anything you could want. Setting was very private and quiet, yet close to restaurants, and parks.

  • Melinda H.

    Submitted Aug 15, 2025

    Stayed Aug 8, 2025

    This is a beautiful home; laid out well and very comfortable with a well equipped kitchen, which we only used for breakfast, but we appreciated it just the same. The only thing it didn’t have was a generator, which would have been nice when we lost power due to a very big storm; but we were grateful for a neighbor, Lurana, who came to check the house the next morning and supplied a couple of gallons of water so we could take care of essentials. We were also pleasantly surprised to receive a generous gift card to Chives from the owners to compensate for the inconvenience of the power outage. We were able to enjoy the use of that before we left DC and the restaurant was wonderful. Thank you for thinking of us in this way! We appreciated it very much.

  • Patricia P.

    Submitted May 26, 2025

    Stayed May 23, 2025

    Convenient to everything in Door County, yet in a quiet woodsy setting. The home was fully equipped with what we needed for a long weekend with our adult children, their spouses and their sweet doggos. Relaxing and fun! Would rent this again in a heartbeat.

  • gwen l.

    Submitted Oct 12, 2024

    Stayed Oct 7, 2024

    The home was beautiful. I was impressed with how well furnished it was. Anything you wanted/needed was available. Very well decorated and comfortable. Quiet setting.

  • Virginia M.

    Submitted Sep 24, 2024

    Stayed Sep 20, 2024

    Nice place close to any where you may want to visit in Door County

  • Mary D.

    Submitted Aug 18, 2024

    Stayed Aug 9, 2024

    We really enjoyed our stay at The Roost. It was clean, cozy, comfortable and well appointed for our family. The location was also nice for the activities we had planned. Plus, it is pet friendly. I would stay at the Roost again and would higly recoomend.

  • Lisa H.

    Submitted Jun 26, 2024

    Stayed Jun 23, 2024

    We weren’t sure if our boat was going to make it up the long wooded road and there was a car in the driveway when we got there so we were a little worried. It was the cleaning crew who had us come back half an hour later. When we got in there we were absolutely blown away!! The decor was top notch and the layout was awesome! All 3 of us loved this cozy home in the woods so much that we didn’t want to leave. This was our first air b&b stay and it was absolutely perfect!! There was so much thought put into everything in this home. We are so glad we chose this place for our anniversary getaway.

Your dates are Available!

Total

Includes taxes and fees
$709+
View details