[See all properties](http://www.expedia.ca/Hotel-Search?regionId=&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # Charming Retreat in Downtown Baileys Harbor Across from Door County Brewery Waterfront vacation home in Baileys Harbor with balcony ![Dining](https://images.trvl-media.com/lodging/96000000/95040000/95039600/95039549/e1fe424d.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Smart TV, DVD player, books](https://images.trvl-media.com/lodging/96000000/95040000/95039600/95039549/e6dac291.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Smart TV, DVD player, books](https://images.trvl-media.com/lodging/96000000/95040000/95039600/95039549/w9501h6336x0y0-d56eed28.jpg?impolicy=resizecrop&rw=297&ra=fit) ![6 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/96000000/95040000/95039600/95039549/1150687e.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Interior](https://images.trvl-media.com/lodging/96000000/95040000/95039600/95039549/3e0e697c.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Amenities - Policies - Location Experience the perfect blend of lakeside charm and modern comfort at Lakeside Legacy. Located in the heart of Baileys Harbor, this lovingly cared for home offers expansive views of Lake Michigan from three levels of patios and decks, a classic covered front porch to watch the town bustle by, and 150 feet of lake frontage with shelf rock shorefront. 9.6 Exceptional ### Entire home 6 bedrooms7 bathroomsSleeps 145500 sq ft ## Popular amenities - Parking available - Dryer - Washer - Barbecue grill - Outdoor space - Free WiFi ## Add dates for prices Check-in Check-out Travellers ## 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. ## Property amenities ### Internet - Available in the house: Free WiFi ### Parking and transportation - Car recommended - Parking on site ### Food and drink - Coffee/tea maker - Cookware, dishware, and utensils - Dishwasher - Microwave - Oven - Stovetop - Toaster ### Dining - Dining table ### Bedrooms - 6 bedrooms - Bedsheets provided - Sofa bed ### Bathroom - 7 bathrooms - Hair dryer - Towels provided ### Living spaces - Dining table - Living room ### Entertainment - Books - DVD player - Games - Smart TV ### Outdoor areas - Balcony - Barbecue grill - Garden ### Laundry - Laundry facilities - Washing machine ### Comfort - Heating ### Pets - No pets allowed ### Suitability/Accessibility - Smoking not allowed ### Services and conveniences - Housekeeping (limited availability) - Iron/ironing board ### Location highlights - In a village - In the city center - Near the marina - On the waterfront ### Things to do - Cycling nearby - Fishing nearby - Golfing nearby - Hiking/biking trails nearby - Hunting nearby - Swimming nearby - Water tubing nearby - Windsurfing nearby - Winery tours nearby ### 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) ### General - Garden - Unit size: 5,500 square feet ## Similar properties ![Outdoor dining](https://images.trvl-media.com/lodging/39000000/38110000/38107500/38107409/997a536a.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Waterfront Home In Baileys Harbor ~ Fantastic Views Of The Harbor And Islands! 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Ephraim - Hot tub - Kitchen - Washer - Dryer 9.6 Exceptional 40 reviews CA $572 CA $2,289 total includes taxes & fees Nov 5 - Nov 6 [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-05&endDate=2025-11-06&selected=76208553&PinnedHotelID=76208553&HadPinnedHotel=true®ionId=-1&adults=2) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/109000000/109000000/108998900/108998877/bd363b0b.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Waterfront home in Downtown Baileys Harbor- Across from the Brewery! Baileys Harbor - Washer - Dryer - Free WiFi - Air conditioning 9.0 Wonderful 4 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-19&endDate=2025-10-20&selected=108998877&PinnedHotelID=108998877&HadPinnedHotel=true®ionId=-1&adults=2) ![Smart TV](https://images.trvl-media.com/lodging/97000000/96430000/96425100/96425068/b74d0b55.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### BRAND NEW! 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Can accommodate LARGE groups Fish Creek - Kitchen - Washer - Dryer - Free WiFi 9.4 Exceptional 134 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-19&endDate=2025-10-20&selected=19392729&PinnedHotelID=19392729&HadPinnedHotel=true®ionId=-1&adults=2) ## 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 ### 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 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 ### We should mention A car is recommended for transportation to and from this property ### Property is also known as 130 ## About the area ![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6&zoom=13&markers=icon:https%3A%2F%2Fa.travel-assets.com%2Ftravel-assets-manager%2Feg-maps%2Fproperty.png%7C45.06461%2C-87.12346&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=dewB7PlhSEgEEKgidZs4-99Zdss=) Baileys Harbor, WI #### What's nearby - Door County Brewing Company - 7 min walk - 0.6 km - Baileys Harbor Ridges Park - 13 min walk - 1.1 km - Ridges Sanctuary - 16 min walk - 1.4 km - Kangaroo Lake - 5 min drive - 4.7 km - Cana Island Lighthouse - 16 min drive - 10.8 km #### Restaurants - ‪AC Tap - ‬6 min drive - ‪Cornerstone Pub - ‬2 min walk - ‪Sway Brewing + Blending - ‬6 min walk - ‪Coyote Roadhouse - ‬5 min drive - ‪Door County Brewing Company - ‬1 min walk ## Frequently asked questions ### Is Charming Retreat in Downtown Baileys Harbor Across from Door County Brewery pet-friendly? > No, pets are not allowed at this property. ### What time is check-in at Charming Retreat in Downtown Baileys Harbor Across from Door County Brewery? > Check-in begins at 4:00 PM. ### What time is check-out at Charming Retreat in Downtown Baileys Harbor Across from Door County Brewery? > Check-out is at 10:00 AM. ### Where is Charming Retreat in Downtown Baileys Harbor Across from Door County Brewery located? > Located in the heart of Baileys Harbor, this vacation home is within 1 mi (2 km) of Door County Brewing Company and Lake Michigan. Baileys Harbor Ridges Park and Anclam Beach Park are also within 10 minutes. ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## Charming Retreat in Downtown Baileys Harbor Across from Door County Brewery Reviews 9.6 ### 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 information](https://www.expedia.ca/lp/b/content-guidelines) ### 9.0 Cleanliness ### 10 Location ### 10 Eco-friendliness ### 10 Property conditions & facilities 10 - Excellent 13 8 - Good 3 6 - Okay 1 4 - Poor 0 2 - Terrible 0 ### 10/10 Excellent #### Austin Jul 7, 2025 Liked: Cleanliness, amenities, property conditions & facilities, communication Responsive owner, beautiful property. ##### Austin Stayed 5 nights in Jul 2025 ### 10/10 Excellent #### Lisa S. Sep 5, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Family getaway Beautiful home, great location for anywhere in Door County. ##### Lisa S. Stayed 5 nights in Aug 2024 ### 10/10 Excellent #### Vanessa S. Aug 4, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Family Vacation Beautiful home. Great vacation and would definitely stay again. ##### Vanessa S. Stayed 7 nights in Jul 2024 ### 8/10 Good #### Russ P. Aug 1, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### 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 #### Christiane M. Oct 22, 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### 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 #### Nick V. Aug 19, 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Awesome lake house Great experience in Bailey's Harbor ##### Nick V. Stayed 3 nights in Aug 2023 ### 10/10 Excellent #### Candi S. May 11, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### 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 #### Kimberly O. Jul 28, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### 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 #### Maya A. Aug 6, 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### 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. ##### Maya A. Stayed 3 nights in Jul 2023 ### 6/10 Okay #### Tonia F. Sep 2, 2024 Liked: Check-in, location #### 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 #### Brad P. Sep 14, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy ##### Brad P. Stayed 4 nights in Sep 2024 ### 10/10 Excellent #### Jackie O. Sep 4, 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### 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. 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