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.
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.
A cabin surrounded by dense forest with a view of a large body of water.
A spacious kitchen with a central island, large windows, and a dining area with a high ceiling and exposed ductwork.
A spacious living area with a large wooden table, multiple chairs, a chandelier, and large windows offering views of the outdoors.

Reviews

10 out of 10
Exceptional

Highlights

  • Made for relaxation
    Top-rated for comfort — guests feel right at home here.
  • Discover nearby landmarks
    Close to Lake Michigan

Popular amenities

  • Dog-friendly
  • Toys
  • Barbecue grill
  • Air-conditioning
  • Refrigerator
  • Washing machine

Explore the area

View in a map
Baileys Harbor, WI
  • Place, Sister Bay Beach
    ‪8 min drive‬
  • Place, Sister Bay Marina
    ‪8 min drive‬
  • Place, Peninsula State Park
    ‪10 min drive‬

Rooms & beds

3 bedrooms (sleeps 6)

Bedroom 1 (Main suite)

1 King Bed

Bedroom 2 (Guest)

2 Single Beds

Bedroom 3 (Loft)

1 King Bed

2 bathrooms

Bathroom 1 (Guest)

Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer

Bathroom 2 (Main suite)

Soap · Towels provided · Bathtub or shower · Shampoo

Spaces

Kitchen

Add dates for prices

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  • Kitchen
  • Washing machine
  • Dryer
  • Pet-friendly
10.0 out of 10, Exceptional, (166 reviews)
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About the area

Baileys Harbor

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.
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Map
Baileys Harbor, WI

What's nearby

  • Corner of the Past Museum - 5 min drive - 6.6 km
  • Sister Bay Beach - 8 min drive - 9.8 km
  • Sister Bay Marina - 8 min drive - 10.2 km
  • Peninsula State Park - 10 min drive - 10.2 km
  • Cana Island Lighthouse - 12 min drive - 10.8 km

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.

How much does it cost to stay at Winding Down - A Retreat on the "Quiet Side"?

As of 1 Nov, 2026, prices found for a 1-night stay for 2 adults at Winding Down - A Retreat on the "Quiet Side" on 4 Nov, 2026 start from S$1,385, 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.

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).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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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

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful, peaceful place
Stayed 4 nights in Oct 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
We had a wonderful multi-generational vacation up in Door County. The house gave a perfect getaway space for the grandparents and our family had a ton of room to stretch out with the dog and a baby. The house was immaculate and located well for access to all that DC has to offer. We would absolutely stay here again!
Stayed 3 nights in Sep 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
The property was very spacious with a great layout and design. We enjoyed our stay so much, we didn't want to leave the property and checked out at the last minute! I would highly recommend to anyone and hope to return next year. James is an excellent host and thought of everything (we didn't need to ask for anything or how something worked, etc.). James was also great at responding to questions prior to our trip and checking in to make sure we had everything we needed. I wish we lived closer and could return a few times a year!
Stayed 4 nights in Oct 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
Response from VrboOwner on 28 Apr, 2025
Thank you Heather, we’d be happy to have you back. Sincerely, Jim & Ellen
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
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
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
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
Stayed 4 nights in Jun 2025
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