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Winding Down - A Retreat on the "Quiet Side"

Photo gallery for Winding Down - A Retreat on the "Quiet Side"

A modern kitchen with a central island, pendant lighting, and large windows. - Winding Down - A Retreat on the "Quiet Side" (Baileys Harbor)
A spacious kitchen with a central island, large windows, and a dining area with a high ceiling and exposed ductwork. - Winding Down - A Retreat on the "Quiet Side" (Baileys Harbor)
A spacious living area with a large wooden table, multiple chairs, a chandelier, and large windows offering views of the outdoors. - Winding Down - A Retreat on the "Quiet Side" (Baileys Harbor)
A cabin surrounded by dense forest with a view of a large body of water. - Winding Down - A Retreat on the "Quiet Side" (Baileys Harbor)
A spacious living area with a large sofa, a blue armchair, and a dining table. There is a kitchen in the background with a stove and a dining table. - Winding Down - A Retreat on the "Quiet Side" (Baileys Harbor)
Winding Down - A Retreat on the "Quiet Side" provides amenities, such as a firepit and laundry facilities. Guests can connect to in-room WiFi.

Reviews

10 out of 10
Exceptional

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Pet-friendly
  • Air-conditioning
  • Barbecue grill

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About this property

Winding Down - A Retreat on the "Quiet Side"

  • Fall & Winter dates are still available. Winding Down is the perfect place to enjoy the quiet side of DC. We are walking distance from the North Bay Nature Preserve & the shores of North Bay. This is the ideal location for fall & winter activities.

    Christkindlmarkt in Sister Bay is right around the corner. Get ready for the holidays and shop this amazing event! Enjoy live music as well as a variety of local food trucks and beer from local breweries.

    We are surrounded by the unspoiled beauty of a cedar forest that provides a needed respite. Enjoy cross country skiing OR snowshoeing in the trails nearby. Come in from the cold to build a cozy fire & enjoy a glass of wine.

    The space:
    Enjoy our Sweet Escape! This newer, open concept house has a separate master bedroom suite, guest room and loft. Our spacious kitchen and great room are perfect for any family to relax, unwind, and reconnect with each other.

    We adhere to the Door County Commitment to Cleanliness and Safety by cleaning and disinfecting according to CDC guidelines.

    Guest access:
    Guests have access to the entire house. During the Summer we provide 2 kayaks and 4 beach cruisier bicycles. During the Winter we provide 4 pairs of snowshoes.

    Other things to note:
    Dog fee $100/stay. All dogs must be indicated when making the reservation.

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About the area

Baileys Harbor is home to this holiday home. The area's natural beauty can be seen at Lake Michigan and Peninsula State Park, while Corner of the Past Museum and Francis Hardy Gallery are cultural highlights. Pirate's Cove Adventure Golf and Peg Egan Performing Arts Center are also worth visiting. Visit our Baileys Harbor travel guide
View more Holiday homes in Baileys Harbor
Map
Baileys Harbor, WI

What's nearby

  • A person sitting on a bench by the water.
    Sister Bay Beach
    8 min drive - 6.1 miles
  • A calm lake at sunset with boats docked along the shore and a forested hill in the background.
    Sister Bay Marina
    8 min drive - 6.3 miles
  • A forested landscape with autumn foliage and a distant island in the water.
    Peninsula State Park
    10 min drive - 6.4 miles
  • A lighthouse with a white tower and a dark top, surrounded by trees.
    Cana Island Lighthouse
    12 min drive - 6.8 miles
  • Corner of the Past Museum
    5 min drive - 4.1 miles

Restaurants

  • Al Johnson's Swedish Restaurant & Butik
    9 min drive
  • Wilson's Restaurant & Ice Cream Parlor
    9 min drive
  • Husby's Food & Spirits
    9 min drive
  • Wild Tomato
    9 min drive
  • Stabbur Beer Garden
    9 min drive

Frequently asked questions

Is Winding Down - A Retreat on the "Quiet Side" pet-friendly?

Yes, this property allows dogs (limit 2 total) with a maximum weight of up to 23 kg per pet.

What time is check-in at Winding Down - A Retreat on the "Quiet Side"?

Check-in begins at 5:00 PM.

What time is check-out at Winding Down - A Retreat on the "Quiet Side"?

Checkout is at 11:00 AM.

Where is Winding Down - A Retreat on the "Quiet Side" located?

Situated in Baileys Harbor, this holiday home is 0.1 mi (0.1 km) from Lake Michigan and within 6 miles (10 km) of Corner of the Past Museum and Eagle Harbor. Ephraim Public Beach and Francis Hardy Gallery are also within 6 miles (10 km).

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Reviews

Winding Down - A Retreat on the "Quiet Side" Reviews

10

Exceptional

10

Cleanliness

9.8

Location
Rating 10 - Excellent. 15 out of 15 reviews
Rating 8 - Good. 0 out of 15 reviews
Rating 6 - Okay. 0 out of 15 reviews
Rating 4 - Poor. 0 out of 15 reviews
Rating 2 - Terrible. 0 out of 15 reviews

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We stayed at the house with our dog, and we were very pleased with our stay! House was clean, kitchen was well-stocked, and the couch was comfy. The split nature of the house (master suite on the west side of the entry/everything else on the east side) worked out very well for us, as we could keep our dog on the same side of the house as us. The two-zone climate control was also very nice, and the place warmed up fairly quickly. We’ll consider coming back on future trips to Door County!
Stayed 5 nights in May 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
From the moment we arrived, this cabin exceeded every expectation. Spotlessly clean, wonderfully quiet, and stocked with absolutely everything you could need for a relaxing getaway. The owners have clearly thought of every detail. The beds are incredibly comfortable, the atmosphere is peaceful and restorative, and the hosts were prompt and helpful every step of the way. Our first time in Door County, and this cabin is the ideal home base for experiencing it. We're already looking forward to our next visit!
Stayed 4 nights in Mar 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The house was beautiful, well-stocked with everything one could need, and a very relaxing and peaceful place to return after enjoying the wonderful town of Baileys Harbor as well as the peninsula. The property was The check in process was very easy and smooth. Our host was very accommodating and even checked-in to make sure that everything was fine and that we were comfortable. The house was incredibly clean and decorated with very tasteful and beautiful art. The amount of light that comes in through the many windows is awesome. I would absolutely stay here again, it was just as special as visiting the Door County area. It was even better than the photos and written description listed.
Stayed 4 nights in May 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The property was great. The location was central to everything we wanted to do. And we loved the big open kitchen/living room area to hang out in!
Stayed 7 nights in Jul 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a wonderful stay in Door County! Our hosts thought of everything we could need including care for our Westies. Very dog friendly! Close to the areas we love: Bailey’s Harbor, Sister Bay, Ephraim and Fish Creek. Access to the water is close and all activities within 15 minutes or less driving. Home was welcoming, spacious but cozy. We will definitely be back! Slept incredibly soundly!
Stayed 6 nights in Jun 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a great stay!
Stayed 3 nights in May 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Second time staying here - great location, house and hosts.
Stayed 3 nights in Mar 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Spring door county weekend

Amazing property, had a great time.
Stayed 3 nights in Apr 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Private, cozy, and comfortable! We loved the open kitchen and living area! Definitely will return.
Stayed 3 nights in Nov 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
This was such an amazing stay! Door County is great, and this location was perfectly in the middle of all the things we wanted to do. The house is stunningly beautiful and massive! The owners were great to communicate with and made the whole process so easy. Absolutely love this place and can't wait to come back and stay again!
Stayed 3 nights in Oct 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
What an amazing weekend spent in Door County! When we booked the house Winding Down months ago, we didn’t know how much we really needed this getaway. The house was beautiful and there wasn’t a thing it didn’t have. The fire-pit provided perfectly roasted marshmallows and smores and the stars were magical. Thank you so much Jim and Ellen! We will be back
Stayed 3 nights in Oct 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 4 nights in Jun 2025