Title: Charming Retreat in Downtown Baileys Harbor Across from Door County Brewery - Latest Reviews, Deals & Photos 2025 - Expedia.ca [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) ![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) ![Smart TV, DVD player, books](https://images.trvl-media.com/lodging/96000000/95040000/95039600/95039549/w9501h6336x0y0-d56eed28.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 required - 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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Charming Stone Cottage in Fish Creek Fish Creek - Washer - Dryer - Free WiFi - Air conditioning 9.6 Exceptional 45 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-18&endDate=2025-11-19&selected=46381841&PinnedHotelID=46381841&HadPinnedHotel=true®ionId=-1&adults=2) ![4 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/91000000/90620000/90616300/90616240/0726da9a.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Private Kangaroo Lake Waterfront home in Baileys Harbor Baileys Harbor - Hot tub - Free WiFi - Air conditioning - Parking available 9.2 Wonderful 18 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-18&endDate=2025-11-19&selected=90616240&PinnedHotelID=90616240&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 required 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 - ‪Cornerstone Pub - ‬2 min walk - ‪Coyote Roadhouse - ‬5 min drive - ‪Sway Brewing + Blending - ‬6 min walk - ‪AC Tap - ‬6 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. 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