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Red Cherry Woods Cottage 🍒 ~ Stylish Baileys Harbor Escape

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Fridge, microwave, oven, stovetop - Red Cherry Woods Cottage 🍒 ~ Stylish Baileys Harbor Escape (Baileys Harbor)
Exterior - Red Cherry Woods Cottage 🍒 ~ Stylish Baileys Harbor Escape (Baileys Harbor)
Fridge, microwave, oven, stovetop - Red Cherry Woods Cottage 🍒 ~ Stylish Baileys Harbor Escape (Baileys Harbor)
Interior - Red Cherry Woods Cottage 🍒 ~ Stylish Baileys Harbor Escape (Baileys Harbor)
Smart TV, fireplace - Red Cherry Woods Cottage 🍒 ~ Stylish Baileys Harbor Escape (Baileys Harbor)
Escape to Red Cherry Woods Cottage, a serene Door County retreat where warm hospitality meets elegant design. With tastefully decorated interiors, soaring vaulted ceilings, and stylish designer amenities like Bluetooth speakers and a large sundeck overlooking the woods.

Reviews

10 out of 10
Exceptional

Entire home

2 bedrooms1 bathroomSleeps 488 sq m

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi
  • Air-conditioning
  • Outdoor space

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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

Property amenities

Beach

  • Beach towels

Internet

  • Available in the cottage: Free WiFi

Parking and transport

  • Parking on site

Kitchen

  • Blender
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Electric kettle
  • Hob
  • Ice maker
  • Kitchen island
  • Lobster/crab pot
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Toaster

Bedrooms

  • 2 bedrooms
  • Bedsheets provided

Bathroom

  • 1 bathroom
  • Hair dryer
  • Shampoo
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Fireplace
  • Living room

Entertainment

  • Smart TV

Outdoor areas

  • Barbecue grill
  • Garden
  • Outdoor furniture
  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • No lift
  • Smoke-free property

Services and conveniences

  • Iron/ironing board

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • Fire extinguisher

General

  • Double-glazed windows
  • Garden
  • Local artist showcase
  • Local culture and ecosystem education
  • Locally-owned and organised tours and activities
  • Recycling
  • Reusable coffee/tea filters
  • Some LED lighting used
  • Unit size: 950 square feet
  • Water-efficient showers
  • Water-efficient toilets

Similar properties

Policies

Check-in

Check-in time starts at 4:00 PM
Minimum check-in age - 21

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Check-out instructions

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

Pets

Pets not allowed

Children and extra beds

Children are welcome

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

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
Long-term renters welcome
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
Safety features at this property include a fire extinguisher
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation

We should mention

This property does not have any lifts

About the area

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. Visit our Baileys Harbor travel guide
View more Cottages in Baileys Harbor
Map
Baileys Harbor, WI

What's nearby

  • A group of people sitting around a wooden table in a room with a window and a hanging light fixture.
    Door County Brewing Company
    3 min drive - 2.9 km
  • A white church with a red roof and a green door, surrounded by trees.
    Ridges Sanctuary
    4 min drive - 4.0 km
  • An aerial view of a large lake with a small island and a residential area along the shore.
    Kangaroo Lake
    4 min drive - 2.2 km
  • Baileys Harbor Ridges Park
    4 min drive - 3.6 km
  • Anclam Beach Park
    4 min drive - 4.0 km

Restaurants

  • AC Tap
    9 min drive
  • Coyote Roadhouse
    6 min drive
  • Stone's Throw Winery
    7 min drive
  • Sway Brewing + Blending
    3 min drive
  • Alexander's Restaurant
    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 is parking at Red Cherry Woods Cottage 🍒 ~ Stylish Baileys Harbor Escape?

On-site 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?

Checkout 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 miles (3 km).

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Red Cherry Woods Cottage 🍒 ~ Stylish Baileys Harbor Escape Reviews

Reviews

Exceptional

All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
More informationOpens in a new window
Rating 10 - Excellent. 99 out of 102 reviews
Rating 8 - Good. 3 out of 102 reviews
Rating 6 - Okay. 0 out of 102 reviews
Rating 4 - Poor. 0 out of 102 reviews
Rating 2 - Terrible. 0 out of 102 reviews

10

Cleanliness

9.8

Location

Reviews

Verified

10/10 Excellent

Michael S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great stay with a good location
Stayed 3 nights in Oct 2025
Verified

10/10 Excellent

Julie R.

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
Verified

10/10 Excellent

Colleen C.

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
Verified

10/10 Excellent

Bryan H.

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
Verified

10/10 Excellent

Margaret M.

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
Verified

10/10 Excellent

Mitchell W.

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
Verified

10/10 Excellent

Makayla K.

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
Verified

10/10 Excellent

Joanna F.

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

Weekend getaway

We had a wonderful stay at this beautiful cottage. Very clean and good location. Highly recommend
Stayed 3 nights in May 2025
Verified

10/10 Excellent

Samantha G.

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

We loved our stay!

The cabin was so beautiful! We loved the extra details like the coffee bar and Bluetooth speakers.
Stayed 1 night in Feb 2024
Verified

10/10 Excellent

Jodi L.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Clean and modern house. Well equipped and comfortable.
Stayed 2 nights in Sep 2025
Verified

10/10 Excellent

Judith G.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This may be cleanist and best appointed rental we have had in all our travels. We loved the wooded quiet setting too. Great host n strong communicator that was available for a few minor clarifications. Will go back!
Stayed 3 nights in Sep 2025
Verified

10/10 Excellent

Cameron R.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This property was perfect for us. It was a beautiful rental, perfectly equipped, and very comfortable for our family of four. The decor was well done and very inviting. I loved our time on the patio. I would absolutely stay here again and can’t wait to do so!
Stayed 4 nights in Jul 2025
Verified

10/10 Excellent

Eric I.

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

Perfect little getaway

Super clean and comfortable.
Stayed 2 nights in Nov 2024
Verified

10/10 Excellent

Mike H.

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

Spring Break Getaway

The property was perfect for a relaxing Spring Break for my wife and I. The house was new clean and tidy. Highly recommend a stay for anyone looking for the perfect place.
Stayed 4 nights in Mar 2024
Verified

10/10 Excellent

Jennifer B.

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

Great winter retreat

Bright & cheery, comfortable, fully appointed with everything you need and exceptional communication with owners. Highly recommend!!
Stayed 2 nights in Feb 2025
Verified

10/10 Excellent

Karin B.

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

Beautiful little house

Perfect place to relax
Stayed 3 nights in Jul 2024
Verified

10/10 Excellent

Steve P.

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

Great Getaway

great location. property was well maintained and offered a very relaxing environment. highly recommend. Michelle was very responsive to any questions and pleasure to work with
Stayed 7 nights in Apr 2025
Verified

10/10 Excellent

Tyson S.

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

Great relaxing b-day getaway.

Had a wonderful stay with my wife for her birthday. The house was well-appointed and we were very comfortable. Door county is beautiful and the house was just great for our relaxing long weekend.
Stayed 2 nights in Apr 2024
Verified

10/10 Excellent

Vaishalee K.

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

Quiet and cozy home in Bailey’s Harbor

This is a cozy home located next to all of the attractions in Bailey’s Harbor. Extremely clean and well stocked. Check in was easy and communication with the owner was prompt and helpful. We enjoyed our stay and hope to return!
Stayed 3 nights in Aug 2024
Verified

10/10 Excellent

Krista J.

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

Perfect!

This beautiful 2 bedroom cottage in the woods was perfect for our family of 3. Beautifully designed, wonderful amenities, great host! Wish we could have stayed longer!
Stayed 2 nights in Aug 2024
Verified

10/10 Excellent

Erin E.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We absolutely loved our stay here! The property itself was fantastic and incredibly well equipped We especially appreciated that the kitchen was so well-stocked, making it easy for us to settle in and cook a full meal on our first night.The host was exceptionally thoughtful and provided a wealth of local resources, including excellent recommendations for things to do and places to eat in the area. This truly enhanced our experience.Beyond the great amenities, the setting was simply beautiful. Visiting in the fall, the stunning backdrop of colorful trees made the entire stay feel like a perfect retreat. We highly recommend this property!
Stayed 2 nights in Oct 2025
Verified

10/10 Excellent

Nancy F.

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

The perfect cozy cottage!

We had a wonderful stay at this beautiful cottage! The home was clean, comfortable, and well equipped with everything you could possibly need for a relaxing stay. The location is perfect...easy access to everywhere in Door County. The host, Michelle, was wonderful with making sure our stay was perfect and she was very responsive to answering any questions we had. We highly recommend this place for a peaceful retreat!
Stayed 5 nights in Mar 2025
Verified

10/10 Excellent

Koren W.

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

Wonderful Relaxing Weekend

We throughly enjoyed our stay at the Red Cherry Cottage. The Cottage was very clean, well stocked and exactly as the listing stated. Michelle’s was very attentive, quick to respond to questions and made sure we had everything we needed for our stay. We are planning on returning in the fall.
Stayed 4 nights in May 2025
Verified

10/10 Excellent

Kristi R.

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

Perfection

Everything you could want or need. Perfect location with privacy but close to town. Loved everything about it! Can’t wait to stay again.
Stayed 2 nights in Sep 2024
Verified

10/10 Excellent

Lisa B.

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

Weekend Getaway

We had an excellent stay! Modern upscale accommodations with an amazing view; awoke to multiple deer in the backyard. Will most definitely return!
Stayed 1 night in Mar 2024