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Winding Down - A Retreat on the "Quiet Side"

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

Exterior
Terrace/patio
Exterior
Exterior detail
Interior

Reviews

10 out of 10
Exceptional
3 bedrooms2 bathroomsSleeps 6

Popular amenities

  • Dog-friendly
  • Kitchen
  • Washing machine
  • Air-conditioning
  • Barbecue grill
  • Outdoor furniture

Explore the area

View in a map
Baileys Harbor, WI
  • Place, Corner of the Past Museum
    ‪5 min drive‬
  • Place, Sister Bay Beach
    ‪8 min drive‬
  • Place, Sister Bay Marina
    ‪8 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

About this property

Winding Down - A Retreat on the "Quiet Side"

Fall has arrived! Plan your winter adventure now!
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. 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:
Pet fee $100/stay. All pets must be indicated when making the reservation.
Our prices include all fees. No hidden fees.

Add dates for prices

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House Rules

Check in after 5:00 PM
Minimum age to rent: 18
Check out before 11:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

Pets allowed: dogs less than 23 kg per pet (limit 2 pets total)
Please supervise your pet at all times.
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Smoking

Smoking is not permitted
Quiet Hours from 10:00PM until 7:00AM
Follow posted Good Neighbor best practices

Important information

You need to know

Property # 1986088vb
This property is managed by a private host (a party not acting within their trade, business or profession). EU consumer law, including the right of withdrawal, will not apply to your booking. The cancellation policy set by the private host will cover your booking.
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
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property

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.
View more Holiday homes in Baileys HarborOpens in a new window
Map
Baileys Harbor, WI

What's nearby

  • Corner of the Past Museum - 5 min drive - 6.6 km
  • Eagle Harbor - 7 min drive - 8.0 km
  • Sister Bay Beach - 8 min drive - 9.8 km
  • Waterfront Park - 8 min drive - 9.8 km
  • Sister Bay Marina - 8 min drive - 10.2 km

Restaurants

  • ‪Husby's Food & Spirits - ‬9 min drive
  • ‪Al Johnson's Swedish Restaurant & Butik - ‬9 min drive
  • ‪Sister Bay Bowl - ‬9 min drive
  • ‪Peach Barn Farmhouse & Brewery - ‬9 min drive
  • ‪Sip - ‬12 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 2 Jun 2026, prices found for a 1-night stay for 2 adults at Winding Down - A Retreat on the "Quiet Side" on 13 Sept 2026 start from £460, 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.
Learn moreOpens in a new window
Rating 10 - Excellent. 10 out of 10 reviews
Rating 8 - Good. 0 out of 10 reviews
Rating 6 - Okay. 0 out of 10 reviews
Rating 4 - Poor. 0 out of 10 reviews
Rating 2 - Terrible. 0 out of 10 reviews

10/10

Cleanliness

9.8/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Claudia V.

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

10/10 Excellent

Heather W.

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

10/10 Excellent

Scott G.

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

10/10 Excellent

Michael S.

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

10/10 Excellent

Kristen J.

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

10/10 Excellent

Samantha O.

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

10/10 Excellent

Heather W.

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

10/10 Excellent

Emily K.

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

10/10 Excellent

Lucy H.

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

10/10 Excellent

Michael W.

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

About the host

Hosted by James Kullerstrand

Host profile image

Languages:

English

Premier Host

They consistently provide great experiences for their guests
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