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Red Cherry Woods Cottage 🍒 ~ Stylish Baileys Harbor Escape

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A spacious kitchen with a large island, a dining area with a sofa, and a fireplace.
A modern kitchen with a central island, a dining area with a bench, and a staircase leading to an upper level.
A cozy living room with a brown leather sofa, a white coffee table, and a fireplace. Large windows allow natural light and views of the outdoors.
A cozy outdoor seating area with a fire pit, wooden deck, and large windows overlooking a kitchen and living space.
A spacious living area with a wooden staircase, a mounted animal hide, a potted plant, and a coffee table with a remote control.

Reviews

10 out of 10, Loved by Guests
Top 1% of guest reviews in this area

Highlights

  • The great outdoors
    Guests love the outdoor space here.
  • Beach equipment
    A rare find — beach equipment ready to go for your days by the sea.
  • Centrally-located
    You're never far from where you need to be with this convenient location.
2 bedrooms1 bathroomSleeps 4

Popular amenities

  • Onsite parking available
  • Kitchen
  • Washer
  • Air conditioning
  • Barbecue grill
  • Deck or patio

Explore the area

View in a map
Baileys Harbor, WI
  • Place, Door County Brewing Company
    ‪3 min drive‬
  • Place, Baileys Harbor Ridges Park
    ‪4 min drive‬
  • Place, Kangaroo Lake
    ‪4 min drive‬

Rooms & beds

2 bedrooms (sleeps 4)

Downstairs King Bedroom

1 King Bed

Upstairs King Bedroom

1 King Bed

1 bathroom

Bathroom 1

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

Spaces

Deck or patio
Kitchen
Garden

About this property

Red Cherry Woods Cottage 🍒 ~ Stylish Baileys Harbor Escape

Welcome to Red Cherry Woods Cottage: New Modern Serenity

If what matters most is reconnecting with loved ones in a beautiful, serene location far from everyday hustle, pack your bags. Whether you are planning a romantic couples' trip, a getaway with dear friends, a small family vacation, or a peaceful solo adventure, our new, custom-built Door County cottage is the ultimate modern hideaway. Surrounded by quiet woods, this elegant retreat combines stylish designer amenities with warm hospitality and all the comforts of home.

The Home: Elegant, Bright & Custom-Built
Every inch of this new construction has been thoughtfully designed with your comfort and quality of stay in mind:
Sun-Drenched Living: Soaring vaulted ceilings and double patio doors allow natural sunlight to flood the gorgeous main living area.
Perfect Layout for Couples: * Main Level: Features a luxurious King bedroom, a fully equipped open-concept kitchen and living area, a modern bathroom, and a convenient laundry room.
Upper Level: Offers a private, spacious second King bedroom—ideal for two couples traveling together.
Premium Amenities: Enjoy a tastefully decorated interior, seamless Bluetooth speakers for your favorite soundtracks, and thoughtful touches throughout that show we truly care about your experience.
Indoor-Outdoor Flow: Step through the double patio doors onto a large, private sundeck overlooking the peaceful woods—your exclusive spot for alfresco dining, evening unwinding or a fire under the stars.

The Location: The Best of Baileys Harbor & Beyond
Located just 1.7 miles from downtown Baileys Harbor, you are perfectly positioned on the "quiet side" of the peninsula along the breathtaking shores of Lake Michigan.
Just Minutes from Town: A quick 3-minute drive, a scenic 5-minute bike ride, or a peaceful 30-minute walk brings you right into the heart of Baileys Harbor.
Local Highlights: Explore the iconic Cana Island Lighthouse, hike the pristine trails at The Ridges Sanctuary, or enjoy the local beach, marina, boutiques, craft brewery, winery, coffee shops, and the popular Sunday Farmer’s Market.
Central Peninsula Access: Want to explore the bayside? You are centrally located, keeping Sister Bay, Ephraim, Fish Creek, and Egg Harbor all within an easy 5 to 15-minute drive.

Seamless Comfort & Peace of Mind
Year-Round Climate Control: Stay perfectly comfortable in any weather with a whole-house furnace and central air conditioning.
Easy Keyless Entry: Skip the hassle of keys! Each guest is issued a unique, secure door code valid only for the duration of their stay.
Ample Parking: Free on-site parking is available for up to 2 vehicles.

Important Guest Information
To ensure a seamless stay and maintain our local village permits, please review the following details before booking:
Strictly Pet-Free: To accommodate guests with severe allergies, Red Cherry Woods is a 100% pet-free property.
Occupancy & Parking: Per our Baileys Harbor permit, maximum occupancy is strictly limited to 4 guests (ages 12 & Up) and 2 vehicles.
Owner's Dwelling: Please note there is a second dwelling on the property that is occasionally occupied by the owner. Your privacy on the sundeck and inside the cottage is fully respected.
Property Security: For your safety and property security, a camera exteriorly monitors activity in the driveway area only.
A Warm Welcome: We are thrilled to host you! To ensure a wonderful experience for everyone, we kindly ask that guests respect our standard house rules (no smoking, no pets, no parties, and strict adherence to occupancy limits). If you have any questions at all about our house rules, please just ask—we are happy to help!

Join the many guests who have fallen in love with this stunning wooded retreat. Book your Baileys Harbor escape today!

Door County Tourism Zone Permit # 02-56-2995-00
Bailey's Harbor Permit # 2024-031
Our prices include all fees. No hidden fees.

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House Rules

Check in after 4:00 PM
Minimum age to rent: 21
Check out before 10:00 AM
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Children

Children allowed: ages 13-17
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted

Check-out instructions

The host requires you complete the following before checking out:
Load and start the dishwasher
Strip any used beds and gather used towels
Take out the trash
Turn off the lights and lock the doors
Failure to complete these may result in a negative review from the host.

Important information

You need to know

Property # 3485771
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
Onsite parties or group events are strictly prohibited
Long-term renters welcome
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher

About the neighborhood

Baileys Harbor

Baileys Harbor is home to this cottage. Lake Michigan and Peninsula State Park reflect the area's natural beauty and area attractions include Peg Egan Performing Arts Center and Egg Harbor Fun Park. Pirate's Cove Adventure Golf and Plum Loco Animal Farm are also worth visiting.
Map
Baileys Harbor, WI

What's nearby

  • Door County Brewing Company - 3 min drive - 2.9 km
  • Baileys Harbor Ridges Park - 4 min drive - 3.6 km
  • Ridges Sanctuary - 4 min drive - 4.0 km
  • Anclam Beach Park - 4 min drive - 4.0 km
  • Kangaroo Lake - 4 min drive - 2.2 km

Restaurants

  • ‪AC Tap - ‬9 min drive
  • ‪Julie's Park Cafe & Motel - ‬15 min drive
  • ‪Sway Brewing + Blending - ‬3 min drive
  • ‪Roost + Banter - ‬4 min drive
  • ‪Wild Tomato Wood-fired Pizza and Grille - ‬15 min drive

Frequently asked questions

Is Red Cherry Woods Cottage 🍒 ~ Stylish Baileys Harbor Escape pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at Red Cherry Woods Cottage 🍒 ~ Stylish Baileys Harbor Escape?

As of Oct 5, 2026, prices found for a 1-night stay for 2 adults at Red Cherry Woods Cottage 🍒 ~ Stylish Baileys Harbor Escape on Jan 25, 2027 start from $311, 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.

How much is parking?

Onsite parking is available at the property.

What time is check-in at Red Cherry Woods Cottage 🍒 ~ Stylish Baileys Harbor Escape?

Check-in begins at 4:00 PM.

What time is check-out at Red Cherry Woods Cottage 🍒 ~ Stylish Baileys Harbor Escape?

Check-out is at 10:00 AM.

Where is Red Cherry Woods Cottage 🍒 ~ Stylish Baileys Harbor Escape located?

Situated in Baileys Harbor, this cottage is 0.9 mi (1.5 km) from Kangaroo Lake and 1.6 mi (2.5 km) from Lake Michigan. Door County Brewing Company and Anclam Beach Park are also within 2 mi (3 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Learn moreOpens in a new window
Rating 10 - Excellent. 109 out of 112 reviews
Rating 8 - Good. 3 out of 112 reviews
Rating 6 - Okay. 0 out of 112 reviews
Rating 4 - Poor. 0 out of 112 reviews
Rating 2 - Terrible. 0 out of 112 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
This home was clean, cozy, and beautiful! They had many amenities and blankets. The beds were comfortable. This home was in a great area. We would definitely stay again!
Stayed 3 nights in Sep 2026
Response from VrboOwner on Sep 22, 2026
Thank you so much for the wonderful review! I’m thrilled to hear you felt right at home and enjoyed all the cozy blankets and comfortable beds. Making sure guests have a clean, relaxing space in a great location is always my top priority. You were fantastic guests, and I’d love to welcome you back anytime.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We loved our stay! The home was comfortable and clean, extremely well-maintained. We enjoyed its proximity to Bailey’s Harbor but it was also within close driving distance of other DC towns. Would come again!
Stayed 2 nights in Sep 2026
Response from VrboOwner on Sep 14, 2026
Thank you so much for the wonderful review! I’m thrilled to hear you had such a great stay. Baileys Harbor is such a fun area, and having easy access to explore the rest of Door County really makes for a great trip. You were fantastic guests, and I’d love to welcome you back anytime!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Everything was great. Cottage was awesome. Very pleased
Stayed 2 nights in Sep 2026
Response from VrboOwner on Sep 21, 2026
Thanks for your great review! We're glad to know the cottage worked so well for your trip. Please come stay with us again.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We loved our stay at the Red Cherry Cottage in Bailey's Harbor. The location was perfect for getting everywhere we wanted to go. The cottage was cozy, clean, bright and cheery and had everything we needed. We loved spending time on the deck by the fire table. Our host, Michelle, communicated with us throughout our stay.Highly recommend!
Stayed 4 nights in Sep 2026
Response from VrboOwner on Sep 29, 2026
Thank you for the lovely feedback! I’m so happy you found the cottage cozy, bright, and well-equipped for your stay—and that you enjoyed the fire table on the deck. Providing guests an enjoyable experience is what we love to do!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Amazing find! Beautiful place, well kept and has all the touches of home. The host was a great communicator and helpful! Definitely would recommend this place to a friend!
Stayed 4 nights in Jul 2026
Response from VrboOwner on Jul 12, 2026
Thank you so much for the wonderful review! I'm thrilled to hear that the place felt like a home away from home for you and that you enjoyed your stay. You were fantastic guests, and I would love to welcome you back anytime. Thanks again for the recommendation!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great stay with a good location
Stayed 3 nights in Oct 2025
Response from VrboOwner on Oct 17, 2025
Thank you for the 5 star review! I'm glad our home and location worked well for you. Please think of us the next time you are in Door County.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We've been visiting Door Co since we were kids so we know our way around the area. We're sometimes campers, sometimes renters.**Red Cherry Cottage was perfect for us. The host Michelle is accessible, responsive, helpful, & provided clear/easy check-in & check-out procedures. Loved the clean & uncluttered open concept with great windows, the super comfy bed, the fireplace, the deck & fire pit, well equipped kitchen (though we mostly ate out) & bathroom, clean walkways despite a rainy night & day. We had a wonderful anniversary week, thank you! :)
Stayed 3 nights in Jul 2026
Response from VrboOwner on Jul 26, 2026
Thank you so much for the glowing review, and Happy Anniversary! We’re thrilled that Red Cherry Woods Cottage provided the perfect backdrop for your special week. It’s always a delight to host fellow Door County lovers, and we’d be honored to welcome you back anytime!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The house is nearby all the cute towns.
Stayed 2 nights in Mar 2026
Response from VrboOwner on Mar 23, 2026
Thanks for your time to leave a review. We're glad the home and the location worked so well for you.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
This was by far the best vacation rental we have experienced. Between the setting, cleanliness, and thoughtful details, the place was perfect! We hope to be back and also recommended it to friends and family!
View from bedroom window.
Nearby Ridges Sanctuary.
Stayed 3 nights in Feb 2026
Response from VrboOwner on Mar 1, 2026
Thank you so much for your kind remarks. We appreciate knowing our home worked so well for your trip. Please think of us in the future.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Everything was great from the amenities to location. Fortunate to unpack our snowshoes too.
Stayed 2 nights in Feb 2026
Response from VrboOwner on Feb 23, 2026
Wonderful! Glad to hear you had a great winter get-away. It was a beautiful weekend for snowshoeing, hiking, skiing or just being outdoors in Door County. Please come stay with us again.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
This is a wonderful cottage and it was just perfect for the two of us. Owner is very nice, excellent communication, and was so easy to work with. The cottage is exceptionally clean and has all of the supplies you need for a short stay. Bed was very comfortable, plenty of towels and paper products. We had a wonderful stay. Thank you!
Stayed 3 nights in May 2026
Response from VrboOwner on May 9, 2026
Thank you so much for your thoughtful review and kind remarks. It was our pleasure to host you in our home and we'd love to have you as return guests.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We thoroughly enjoyed our stay here and would definitely come back!
Stayed 3 nights in Oct 2025
Response from VrboOwner on Oct 6, 2025
Thank you so much! We're glad you had an enjoyable stay. Please think of us the next time you are in Door County.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
This property was exactly as advertised. Very clean, the host was very welcoming. We had a great stay.
Stayed 2 nights in Jan 2026
Response from VrboOwner on Feb 2, 2026
Thank you for the 5 star review. We appreciate you sharing the property is exactly as advertised. That helps future guests book with confidence. We're happy to know the cottage worked so well for you.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Everything was really great, from communication and recommendations from to the host, to a very clean cabin with stunning views out the tall windows.
Stayed 2 nights in Jan 2026
Response from VrboOwner on Jan 14, 2026
Thank you. It was a beautiful snowfall!!! We're happy you enjoyed your stay and winter trip to Door County. Please think of us the next time you travel to our area.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
This cabin was one of the nicest we'd ever stayed in. The house was fully stocked with everything you need and also had coffee pods or packages. There are ceiling fans in each room, and a sound system hooked up to the TV or you can hook it up to your phone to play music. The huge windows give you wonderful natural light. We would definitely stay again!!
Stayed 5 nights in Apr 2026
Response from VrboOwner on Apr 26, 2026
Thank you for your kind words and complimentary comments. We're glad the cottage worked so well for you. Please do come stay with us again!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Fabulous
Stayed 2 nights in Apr 2026
Response from VrboOwner on Apr 13, 2026
Thank you so much! You were fabulous guests!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
A very lovely place and close to all of the towns that we wanted to visit yet out enough to feel secluded. The hosts were amazing to deal with and very accommodating to everything we needed. Very highly recommend.
Stayed 3 nights in Jan 2026
Response from VrboOwner on Jan 18, 2026
Thank you so much! It truly was our pleasure to host you. Please think of us the next time your travels bring you to Door County. We'd love to host you for another stay.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The location was ideal and centralized to explore northern Door county.
Stayed 3 nights in Jul 2025
Response from VrboOwner on Sep 3, 2025
Thank you! We're pleased to know you enjoyed our cottage and the location.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful property, great amenities, and super hospitable host!
Stayed 3 nights in Aug 2025
Response from VrboOwner on Aug 26, 2025
Thanks so much for your time to leave a review!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect space for two couples. Property is very clean, nicely decorated and in a great location.
Stayed 2 nights in Oct 2025
Response from VrboOwner on Nov 5, 2025
Thanks! We're happy to know our home and location worked well for you. We will pass the compliment on to our awesome cleaning team.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful place to unwind and relax! Clean, modern, and cozy! Perfect place to disconnect.
Stayed 3 nights in Dec 2025
Response from VrboOwner on Dec 31, 2025
Thank you! We're happy our home worked so well for your winter get-away.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The cottage is wonderful! Great location. We had everything we needed for our stay. The host is awesome. Thank you!
Stayed 3 nights in Nov 2025
Response from VrboOwner on Nov 30, 2025
Thank you! We're glad our home worked so well for you.
Verified review

10/10 Excellent

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

Stay in Wisconsin

Loved our stay, so cute!!!
Stayed 2 nights in Jun 2025
Response from VrboOwner on Jun 30, 2025
Thank you! Glad you loved it!!!
Verified review

10/10 Excellent

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

Beautiful cottage

Beautiful and comfortable cottage very centrally located in Door County. Looking forward to staying again.
Stayed 3 nights in Jun 2025
Response from VrboOwner on Jul 2, 2025
Thank you for the 5 star review! Our location in central Door County makes exploring the peninsula convenient for our guests. Please do come stay with us again.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Everything was great and the attention to detail was second to none. Everything was nice, open, and very clean! We will definitely be back!
Stayed 2 nights in Nov 2025
Response from VrboOwner on Nov 5, 2025
Thank you so much! We strive to make each guest stay special and we're happy to hear we were successful. You were awesome guests and we'd love to host you in the future.

About the host

Hosted by Michelle (A Door Away, LLC)

Host profile image

Languages:

English

Premier Host

They consistently provide great experiences for their guests
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