This vacation home places you next to Lake Michigan and within a 10-minute walk of Door County Brewing Company. The vacation home includes a balcony, a sofa bed, and a microwave.
Door County Brewing Company - 7 min walk - 0.4 miles
Baileys Harbor Ridges Park - 11 min walk - 0.6 miles
Anclam Beach Park - 11 min walk - 0.6 miles
Ridges Sanctuary - 16 min walk - 0.9 miles
Cana Island Lighthouse - 13 min drive - 6.8 miles
Restaurants
Coyote Roadhouse - 5 min drive
Sway Brewing + Blending - 6 min walk
Cornerstone Pub - 2 min walk
Door County Brewing Company - 1 min walk
AC Tap - 6 min drive
About this property
Entire place
You'll have the entire home to yourself and will only share it with other guests in your party.
Charming Retreat in Downtown Baileys Harbor Across from Door County Brewery
Welcome to Our Lakeside Legacy, the house that our great grandparents built as some of the first settlers in Baileys Harbor. This loving, well cared for Brann family home has created many great memories for us and we are honored for you to make your own at this one-of-a-kind property, hosted by Simple Life Rentals. All five suites are ensuite – offering you the utmost comfort and privacy when vacationing with up to 14 of your family and friends.
Perfectly situated in the heart of town with over 150 feet of lake frontage in your backyard. The large yard offers expansive views of Baileys Harbor, the lighthouse, and Lake Michigan. Enjoy three levels of patios and decks, all lake facing, to take in the incredible views. Plus, a classic, town facing covered front porch is the perfect spot to watch the folks walking by as they move around town. This heart of town location is steps from some of Door County’s finest dining, breweries, shops, marina, kayaking, charter fishing, and beaches.
Property Features: + 150 feet of Lake Michigan waterfront + Over 5000 square feet of living space! + One 65" Smart TV in main level living room, streaming content via Roku and equipped with a DVD player. Guests may log in using own account. + 4 spacious living spaces on the first level, offering versatile areas for relaxation and socializing + 2 dedicated work areas (parlor on the first level and primary suite on second level) + 3 fireplaces for aesthetics only, not for guest use + T-Mobile Home Internet service is available for reliable connectivity throughout your stay + Hot water heat throughout the home + Mitsubishi cooling appliances in each of the living spaces + Washer, dryer, iron, ironing Board + Books and games for guest's enjoyment + Large, fully equipped chef's kitchen (see amenites) includes ice maker, Viking range, blender, crockpot, beverage center and wine chiller + Level two features a beverage refrigerator
Accommodations: Suite 1 (second floor): Waterfront, King bed, ceiling fans, separate living room, wet bar area with beverage center and a workspace complete with desk and chair; private full bath with shower and double vanity sinks Suite 2 (second floor): 2 separate bedrooms each with a queen bed; shared full bathroom in the middle has a tub shower combo Suite 3 (second floor): Waterfront, king bed, shared waterside deck; private full bath with a tub shower combo Suite 4 (second floor): Waterfront, queen bed, shared waterside deck; private full bath with original claw foot tub shower combo Suite 5 (third floor): Waterfront, queen bed, living space, private deck and pullout sofa bed for additional sleeping space; private full bath with walk-in shower Plus 2 additional bathrooms Hair dryers are provided in each full bathroom
Dining Seating: Kitchen island with seating for 4, morning table for 2, plus a formal dining room with seating for 6 for convenient access to refreshments
Outdoor Area: Large, covered front porch with 2 chairs and coffee table Multiple patios, decks and private balconies with several patio tables and plenty of seating, all lake-facing suites, offering breathtaking views Gas grill Parking for 2 vehicles in driveway Plenty of nearby street and off-street parking available
Water Access: Shelf rock shorefront Water shoes recommended for swimming Public dock use and water activity rentals available at nearby town marina
Extra Perks: Walk across the street to Lakeshore Adventures for kayak, paddle board, etc rentals and to book zipline tours and charter fishing trips. Check-in instructions include details to get a discount when staying at Lakeside Legacy.
Amenity + damage protection waiver includes: -Bed linens, pillows, blankets, and bathroom towels. (Please bring your own beach towels) -A starter pack of essentials which includes toilet paper, paper towel, dish soap, dishwasher soap, hand soap, and garbage bags. Due to septic systems, we do not provide facial tissue. One each of travel size shampoo, conditioner, and body wash per full bathroom. -PEACE OF MIND Damage protection covers up to $1000 per stay for accidental damage that is reported prior to departure (excludes any pet damage).
Home Truths: Security cameras are positioned at the front entrance and in the back of the house. No dock Until fiber optic is available in the area, we don’t want our guests to compete for streaming services and therefore just one Smart TV is provided. No garage access. 14 maximum guests total on the property at all times. This home is located in a quiet community with neighbors and is geared towards quiet family vacations. Due to the proximity of neighbors, we cannot accommodate bachelor or bachelorette parties, reunions, or other rowdy gatherings.
Door County Tourism Zone Commission Permit #02-56-2894-07
Please be aware that you must sign a terms and conditions agreement, which will be sent to you separately, to finalize your reservation.
The vacation home is heated and features a balcony and 7 bathrooms, and there's space to spread out with 6 bedrooms. Guests can expect to find free WiFi and a Smart TV with a DVD player. Other standard amenities include a washing machine, a sofa bed, and a microwave. Limited housekeeping is available.
Similar properties
GREAT location across from YMCA. Can accommodate LARGE groups
GREAT location across from YMCA. Can accommodate LARGE groups
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)
General
Garden
Unit size: 5,500 square feet
Policies
Check-in
Check-in time starts at 4:00 PM
Minimum check-in age: 25
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
Pets
This property doesn't allow pets
Children and extra beds
Children allowed: ages 0-17
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
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
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
Check-in: 4:00 PM
Check-out: 10:00 AM
Minimum check-in age: 25
We should mention
Details about charges, deposits, or other important information:
This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children. If you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room.
Charges for extra guests may apply and vary depending on the property's policy.
A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
Onsite parties or group events are strictly prohibited.
Onsite safety features include a carbon monoxide detector and a smoke detector.
Property is also known as
130
Frequently asked questions
What is there to do around this vacation home?
Located steps from Lake Michigan, this vacation home is in Baileys Harbor, and within a 10-minute walk of Door County Brewing Company and Baileys Harbor Ridges Park. You'll also find Ridges Sanctuary and Anclam Beach Park less than a mile away.
Will I be able to park at this vacation home?
No, this vacation home doesn't offer parking.
Is this vacation home adjacent to a casino?
No, this vacation home is not connected to a casino.
Is there an indoor pool at this vacation home?
No, there is no indoor pool at this vacation home.
What do couples enjoy most about Charming Retreat in Downtown Baileys Harbor Across from Door County Brewery?
At this waterfront vacation home, amenities that appeal to couples include a smart TV, water views in some accommodations, as well as a garden.
Does Charming Retreat in Downtown Baileys Harbor Across from Door County Brewery have a hot tub?
No, there isn't a spa tub at this vacation home.
Does this vacation home include breakfast service?
No, this vacation home doesn't offer breakfast.
Does this vacation home allow pets to stay for free?
No, pets aren't allowed at this vacation home.
Are there connecting rooms at this vacation home?
No, there aren't connecting rooms at this vacation home.
Can I book a room with a balcony at Charming Retreat in Downtown Baileys Harbor Across from Door County Brewery?
Yes, every accommodation at Charming Retreat in Downtown Baileys Harbor Across from Door County Brewery comes with a balcony with some featuring water views.
Charming Retreat in Downtown Baileys Harbor Across from Door County Brewery Reviews
Reviews
9.6
Exceptional
All reviews shown are from real guest experiences. Only travelers 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.
Rating 10 - Excellent. 15 out of 19 reviews
10 - Excellent
15
Rating 8 - Good. 3 out of 19 reviews
8 - Good
3
Rating 6 - Okay. 1 out of 19 reviews
6 - Okay
1
Rating 4 - Poor. 0 out of 19 reviews
4 - Poor
0
Rating 2 - Terrible. 0 out of 19 reviews
2 - Terrible
0
9.0/10
Cleanliness
10/10
Amenities
10/10
Property conditions & facilities
10/10
Eco-friendliness
Reviews
10/10 Excellent
Amanda M.
Oct 14, 2025
Liked: Cleanliness
Great property. Upon arrival, there were a few things we noticed. When contacted, the host responded timely to fix necessary items.
Amanda M.
Stayed 2 nights in Oct 2025
10/10 Excellent
Craig K.
Oct 9, 2025
Liked: Cleanliness
Fantastic time. Everything needed was provided. The only glitch was the oven which we dealt with. Location is awesome and the lawn setup made evenings wonderful. The house was very welcoming and gave us a great place to come back to after exploring the peninsula. 10/10 would stay here again.
Craig K.
Stayed 5 nights in Sep 2025
10/10 Excellent
Cathy B.
Aug 30, 2025
Liked: Cleanliness
Cathy B.
Stayed 2 nights in Sep 2024
8/10 Good
Brittany D.
Aug 29, 2025
Liked: Cleanliness
The space was big and plenty of rooms and bathrooms. Location was amazing. Right next to a beach for the kids and playground. Coffee shop across the street, very walkable. Big kitchen to cook in and eat with family.No beach towels and the shampoo/body wash and other house hold stuff was small or only provided a limited amount so we had to end up buying stuff (laundry soap) or ran out of (dishwasher pods)Overall, it was a great memorable stay. Beautiful views with plenty of room for kids to run around and be entertained.
Brittany D.
Stayed 4 nights in Aug 2025
8/10 Good
Ellen P.
Aug 22, 2025
The property is the perfect location. The check in and out were no problem. Could of been cleaner.
Ellen P.
Stayed 7 nights in Aug 2025
10/10 Excellent
Paula C.
Aug 5, 2025
Liked: Cleanliness
Late summer road trip
The property had an amazing location and the views were exquisite. We had a wonderful time.
Paula C.
Stayed 3 nights in Jul 2025
10/10 Excellent
Jim F.
Jul 19, 2025
Perfect Lake Views and Ideal Location
We had a fantastic stay! The house had amazing views of the lake and a perfect porch for relaxing and people watching. The location couldn’t have been better—walking distance to great breweries, restaurants, and everything in town. We had a couple of quick questions during our stay, and the host’s communication was prompt and helpful. Highly recommend!
Beautiful home, great location for anywhere in Door County.
Lisa S.
Stayed 5 nights in Aug 2024
6/10 Okay
Tonia F.
Sep 2, 2024
Lakeside Legacy
The property was rented to accommodate 14 people for 5 days and 4 nights. With that in mind we needed more linens and towels which we had to ask for and got once. There were no linens for the roll out couch which we took a top sheets off a bed for a sheet and blanket. there were no light bulbs in many of the lamps, ice maker was broke, air conditioners were not working ( fuse blew), found garbage, clothes and toys in couches and closets, washer stunk, not enough chairs or tables to sit outside as a group or lighting (to enjoy the lake, moon and stars), coffee pot was nasty and had to sterilize. The door next to the garage in front slams if not held and cut/bruised one of the renters. no storage to put our food so we occupied the island and table with food. Most of the downfalls were brought up to the person who was there to fix stuff so we would not get blamed or charged. For the money we paid I would not stay there again. The Jack and Jill bathroom/bedroom was weird, some even got locked in that bathroom until heard. Thank you, and hope this helps to get your place up to what is advertised.
Tonia F.
Stayed 4 nights in Aug 2024
10/10 Excellent
Vanessa S.
Aug 4, 2024
Liked: Cleanliness
Family Vacation
Beautiful home. Great vacation and would definitely stay again.
Vanessa S.
Stayed 7 nights in Jul 2024
8/10 Good
Russ P., Indianapolis
Aug 1, 2024
Liked: Cleanliness
beautiful location
The house has a beautiful location right on the water. It is in town and convenient to walk to businesses in Bailey's Harbor. We enjoyed the stay.
Russ P.
Stayed 5 nights in Jul 2024
10/10 Excellent
Kimberly O.
Jul 28, 2024
Liked: Cleanliness
Gorgeous waterfront property
We really enjoyed staying at this house. It was large enough for our group of 7 to spread out. The house is a combination of historic and contemporary decor. It has a lot of history with a stunning view of the water. The location was perfect, we walked to nearby restaurants every night. Highly recommend!!
Kimberly O.
Stayed 4 nights in Jul 2024
10/10 Excellent
Candi S.
May 11, 2024
Liked: Cleanliness
Great house, great location!
This house is gorgeous and is about 12 minutes to everything. A few bars/wineries in walking distance. House had everything we needed and it was very comfortable. Definitely someplace we would stay again.
Candi S.
Stayed 4 nights in May 2024
10/10 Excellent
Christiane M.
Oct 22, 2023
Liked: Cleanliness
Great family get together location
The property is beautiful, conveniently located and with amazing indoor and outdoor space
Christiane M.
Stayed 2 nights in Oct 2023
10/10 Excellent
Jackie O.
Sep 4, 2023
Liked: Cleanliness
Lakeside loveliness!
The house was picture perfect for our extended family vacation! Being right on the water was spectacular. We found the house to be stocked with most of the items we have come to expect from renting other properties. There was no hair dryer. We found the beds and linens to be soft and comfortable.
One thing that was a bit of a surprise was the layout of the two bedrooms with the shared bath. While reading the description, we did not understand that you had to walk through the first bedroom and bathroom to get to that second bedroom. It worked for us, but may not be ideal for all groups. Maybe I missread, but wanted to point it out to others.
As a previous reviewer mentioned, we also had a problem with hot water and multipe showers going at once.
Jackie O.
Stayed 3 nights in Sep 2023
10/10 Excellent
Nick V.
Aug 19, 2023
Liked: Cleanliness
Awesome lake house
Great experience in Bailey's Harbor
Nick V.
Stayed 3 nights in Aug 2023
10/10 Excellent
Maya A.
Aug 6, 2023
Liked: Cleanliness
Great home base for a trip to Door County
Located in Bailey’s Harbor so everything is within a 15 min driving distance - the view is beautiful so even if you wanted to linger at the house and stare out at the water all day you could. Our family enjoyed eating in the spacious kitchen for breakfast each morning, while most days we spent afternoons out. The grill was a little dirty from continuous use - so we needed to clean it to be able to grill on it. The fat trap needs to be emptied to ensure that there is not a hazard from flames shooting up. And the only other issue is the showers and not being able to have multiple people showering at the same time. If you’re booking a large house and expect a number of people to stay and use the numerous bathrooms at once, the distribution of the hot water needs to be remedied. Otherwise the house was ideal for our needs.