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Private, Updated Baileys Harbor Home: The Roost

3 bedrooms · 4 beds · 2 bathrooms · Sleeps 6
HousePet friendly

Where you’ll sleep

King
Bedroom 1
Queen
Bedroom 2
Queen
Bedroom 3
Sofa Bed
Common Area

Experience serene Door County living in this beautifully updated, dog-friendly home nestled on a private 2.25-acre wooded estate.

  • –Secluded, updated home on a private 2.25-acre wooded lot.
  • –Dog-friendly retreat with family-focused amenities and high-speed Starlink internet.
  • –Perfect blend of nature's tranquility and easy access to Baileys Harbor attractions.

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.

About this property

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.

The area

- 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

Notes from your host

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).

full description, the area, host notes


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Guest Reviews

4.7★ · 15 reviews
All reviews →
★★★★★

“Able to bring my families 2 dogs made running away from home for the week easy.”

Sue · Sep 2026

★★★★★

“The home and Baileys Harbor were perfect! The property was fairly secluded in the woods, but a very short 5 minute drive from the small town of Baileys Harbor, which has a shocking amount of fun venues for its size. We loved the coffee shops, restaurants, brewery and distillery. The other major destinations (for us that is food & drink, parks and site seeing) are all short drives. We had an amazing time at Cave Point and Sister Bay. The home is very large, immaculately clean and up to date. My girlfriend especially loved the huge tub in the master bathroom. We had our 2 pups with us, who loved the property and activities in the area. We did have a bit of an issue with the property listing, which states 2 dogs are allowed but when booking you can only select a max of 1. I'm sure all that will get worked out but it was a bit annoying to deal with being asked to pay more when we booked the property as accurately as possible.”

Guest · Sep 2026

★★★★★

“Clean and convenient Nice place close to any where you may want to visit in Door County ”

Virginia · Sep 2024

Good for

PetsRemote work


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Location

Baileys Harbor, Wisconsin

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