Title: Charming Retreat in Downtown Baileys Harbor Across from Door County Brewery Reviews, Deals & Photos 2026 - Expedia.co.uk [See all properties](http://www.expedia.co.uk/Hotel-Search?regionId=&selected=95039549&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 holiday home with balcony, steps from Lake Michigan ## Photo gallery for Charming Retreat in Downtown Baileys Harbor Across from Door County Brewery ![6 bedrooms, iron/ironing board, free WiFi, bed sheets - Charming Retreat in Downtown Baileys Harbor Across from Door County Brewery (Baileys Harbor)](https://images.trvl-media.com/lodging/96000000/95040000/95039600/95039549/73022669.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Smart TV, DVD player, books - Charming Retreat in Downtown Baileys Harbor Across from Door County Brewery (Baileys Harbor)](https://images.trvl-media.com/lodging/96000000/95040000/95039600/95039549/e6dac291.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Smart TV, DVD player, books - Charming Retreat in Downtown Baileys Harbor Across from Door County Brewery (Baileys Harbor)](https://images.trvl-media.com/lodging/96000000/95040000/95039600/95039549/w9501h6336x0y0-d56eed28.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Exterior - Charming Retreat in Downtown Baileys Harbor Across from Door County Brewery (Baileys Harbor)](https://images.trvl-media.com/lodging/96000000/95040000/95039600/95039549/49868c54.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Dining - Charming Retreat in Downtown Baileys Harbor Across from Door County Brewery (Baileys Harbor)](https://images.trvl-media.com/lodging/96000000/95040000/95039600/95039549/e1fe424d.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Location - Amenities - Policies 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. ## Reviews 9.6 Exceptional ### Entire home 6 bedrooms7 bathroomsSleeps 145500 sq ft ## Popular amenities - Washing machine - Dryer - Free Wi-Fi - Outdoor space - Parking available - Barbecue grill ## 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 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. 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. Lakeside Legacy is the best of both worlds with the hustle and bustle out to the front of the home and the tranquility of wildlife and waves in your backyard. This heart of town location is steps from some of Door County’s finest dining, breweries, shops, marina, kayaking, charter fishing, and beaches. Experience the perfect blend of lakeside charm and modern comfort at our Baileys Harbor retreat. Book now to secure your unforgettable vacation at our Lakeside Legacy. \*Due to the nature of the home and proximity of neighbors this property is geared for family vacations or getaways. We cannot accommodate reunions, weddings, bachelor or bachelorette parties or any other events that exceed the maximum number of guests as noted below. Door County Tourism Zone Commission Permit #02-56-2894-07 About the space: 14 maximum guests total on the property at all times Boasting over 5000 square feet of living space – ensuring ample space for everyone to relax and unwind 6 bedrooms / 7 bathrooms No pets allowed 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. (Until fiber optic is available in the area, we don’t want our guests to compete for streaming services and therefore currently just one Smart TV is provided) 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 and not for guest use T-Mobile Home Internet service is available for reliable connectivity throughout your stay Hot water heat for cozy warmth during cooler seasons Mitsubishi cooling appliances in each of the living spaces for comfortable indoor temperatures Washer and dryer Books and games for guest's enjoyment Accommodations: Suite 1 (second floor): Waterfront, King bed, shower, double vanity sinks, ceiling fans, separate living room, wet bar area with beverage center and a workspace complete with desk and chair Suite 2 (second floor): 2 separate bedrooms both featuring a queen bed with shared bathroom in the middle featuring a tub/shower combination in bath Suite 3 (second floor): Waterfront, king bed, tub/shower combination in bath, shared waterside deck Suite 4 (second floor): Waterfront, queen bed, original claw foot tub with shower combination, shared waterside deck Suite 5 (third floor): Waterfront, queen bed, shower only in bath, separate living space, private deck and pullout sofa bed for additional sleeping space Plus 2 additional bathrooms Kitchen Amenities: The large, chef’s kitchen is equipped with a refrigerator, freezer, ice maker, dishwasher, microwave, Viking range, oven, blender, toaster, beverage center and wine chiller A Keurig and tea kettle are provided Dishes, glassware, utensils, pots, pans, baking sheets, kitchen towels, hot pads, a crockpot, grill utensils and wine glasses and baking sheets are also at the property Kitchen island with seating for 4, morning table for 2, plus a formal dining room with seating for 6 Level two features a beverage refrigerator 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 for delightful outdoor grilling experiences Parking for 2 vehicles in driveway Plenty of nearby street and off-street parking available No garage access provided Water Access: 150 feet of Lake Michigan waterfront Shelf rock shorefront Water shoes recommended for swimming Public dock use and water activity rentals available at nearby town marina No dock installed at property Walk across the street to Lakeshore Adventures for kayak, paddle board rentals, and more Provided: • Bed linens, pillows, blankets, and bathroom towels are provided. Please bring your own beach towels. • We do provide a starter pack of essentials which includes the following: 2 rolls of toilet paper per bathroom, 2 rolls of paper towels, dish soap, dishwasher soap, hand soap and 2-3 garbage bags. • We also supply one each of travel size shampoo, conditioner and bodywash per full bathroom. • Due to health and safety guidelines made by the health department, all pantry items must be removed between guests. Please bring cooking essentials you might need such as cooking oil/spray, salt, pepper and other spices, sugar, etc. Surrounding Area: Door County is full of many amazing things to see and do! We recommend that you check out Destination Door County, and the visitor's bureau online, to help map out your vacation. "Door County Vacationers" is also a great FB group to join to get recommendations on everything from favorite restaurants to favorite tours, places to rent boats, and things to do. 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. ## Property amenities ### Internet - Available in the house: Free WiFi ### Parking and transport - Car required - Parking on site ### Food and drink - Coffee/tea maker - Cookware, dishware, and utensils - Dishwasher - Hob - Microwave - Oven - 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 - Smoke-free property ### Services and conveniences - Iron/ironing board - Limited housekeeping ### Location highlights - In a village - In the city centre - 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 ![Beach](https://images.trvl-media.com/lodging/77000000/76210000/76208600/76208553/89ed33f8.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Groups! 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Fish Creek, WI Fish Creek - Kitchen - Washing machine - Dryer - Free Wi-Fi 9.2 Wonderful 20 reviews [](https://www.expedia.co.uk/Hotel-Search?startDate=2026-02-26&endDate=2026-02-27&selected=95843613&PinnedHotelID=95843613&HadPinnedHotel=true®ionId=-1&adults=2) ![Smart TV, fireplace, table football, books](https://images.trvl-media.com/lodging/78000000/77930000/77930000/77930000/553ab397.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Mid Century Modern Lake House with Private Beach Ellison Bay - Kitchen - Washing machine - Dryer - Free Wi-Fi 10 Exceptional 12 reviews [](https://www.expedia.co.uk/Hotel-Search?startDate=2026-02-26&endDate=2026-02-27&selected=77930000&PinnedHotelID=77930000&HadPinnedHotel=true®ionId=-1&adults=2) [Compare similar properties](/Hotel-Search?startDate=2026-02-26&endDate=2026-02-27&selected=95039549&PinnedHotelID=95039549&HadPinnedHotel=true®ionId=-1&adults=2&comparePropertyIds=95039549,76208553,90952622,27129013,95844706) ## 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 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 This property is managed by a professional host. The provision of housing is linked to their trade, business or profession. 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 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 This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that 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 If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with UK consumer law, property booking services are not subject to the right of withdrawal. ### We should mention A car is required for transport to and from this property ### Property is also known as 130 ## About the area Located in Baileys Harbor, this holiday home is in the city centre and on the waterfront. Cana Island Lighthouse and The Skyway Drive-In Theatre are local landmarks, and the area's natural beauty can be seen at Lake Michigan and Peninsula State Park. Looking to enjoy an event or a game while in town? See what's going on at Peg Egan Performing Arts Center, or consider a night out at Woodwalk Gallery. Water tubing and windsurfing offer great chances to get out on the surrounding water, or you can seek out an adventure with hunting and cycling nearby. [Visit our Baileys Harbor travel guide](https://www.expedia.co.uk/Baileys-Harbor.dx76139) [View more Holiday homes in Baileys Harbor](https://www.expedia.co.uk/Baileys-Harbor-Private-Holiday-Homes.d76139-aaPrivateHolidayHomes.Travel-Guide-Accommodation) ![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 - ![Great times and great beer. Come around Mid June for the annual Door County Beer Fest. Could that be Aaron Rodgers? You never now who you'll run into up here. www.FunToBeFree.com](https://images.trvl-media.com/place/76139/a80068bc-48dc-44e1-8866-2a52cc74aecb.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Door County Brewing Company 7 min walk \- 0.4 miles - ![Building at the Ridges Sanctuary nature preserve in Baileys Harbor, Wisconsin](https://images.trvl-media.com/place/6300716/cca139b9-1e50-4902-b4e5-b71c64a3fec7.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Ridges Sanctuary 16 min walk \- 0.9 miles - ![What beautiful craftsmanship. #Lighthouses ](https://images.trvl-media.com/place/553248621532668619/d0320e39-3663-4acf-9445-a5dc1d7501f5.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Cana Island Lighthouse 13 min drive \- 6.8 miles - Baileys Harbor Ridges Park 11 min walk \- 0.6 miles - Anclam Beach Park 11 min walk \- 0.6 miles ### Restaurants - Coyote Roadhouse 5 min drive - Sway Brewing + Blending 6 min walk - Door County Brewing Company 1 min walk - Koepsel's Farm Market 8 min drive - AC Tap 6 min drive ## Frequently asked questions ### Is Charming Retreat in Downtown Baileys Harbor Across from Door County Brewery pet-friendly? ### How much is parking at Charming Retreat in Downtown Baileys Harbor Across from Door County Brewery? ### What time is check-in at Charming Retreat in Downtown Baileys Harbor Across from Door County Brewery? ### What time is check-out at Charming Retreat in Downtown Baileys Harbor Across from Door County Brewery? ### Where is Charming Retreat in Downtown Baileys Harbor Across from Door County Brewery located? ## 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 ## 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 information](https://www.expedia.co.uk/lp/b/content-guidelines) 10 - Excellent 15 8 - Good 3 6 - Okay 1 4 - Poor 0 2 - Terrible 0 ### 9.0 Cleanliness ### 10 Location ### 10 Property conditions & facilities ## Reviews ### 10/10 Excellent #### Craig K. 9 Oct 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy 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. ![](https://a.travel-assets.com/ugc/hotel-reviews/f1d6833e-a5b6-4f30-a463-fc371a0702da-1760017409957.jpg?impolicy=resizecrop&rw=204&ra=fit&q=high) ![](https://a.travel-assets.com/ugc/hotel-reviews/b20b647f-a443-48d0-9b64-19506b92f8e1-1760017409806.jpg?impolicy=resizecrop&rw=204&ra=fit&q=high) ![](https://a.travel-assets.com/ugc/hotel-reviews/23c2d1e1-4764-48ef-a338-b8ee37392e17-1760017410248.jpg?impolicy=resizecrop&rw=204&ra=fit&q=high) ![](https://a.travel-assets.com/ugc/hotel-reviews/7f33fea5-fe99-4734-b5d9-a658eb676030-1760017410666.jpg?impolicy=resizecrop&rw=204&ra=fit&q=high) ##### Craig K. Stayed 5 nights in Sep 2025 ### 10/10 Excellent #### Christiane M. 22 Oct 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 #### Candi S. 11 May 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. 28 Jul 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. 6 Aug 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 ### 10/10 Excellent #### Jackie O. 4 Sept 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. Stayed 3 nights in Sep 2023 ### 6/10 Okay #### Tonia F. 2 Sept 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 #### Paula C. 5 Aug 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Late summer road trip The property had an amazing location and the views were exquisite. We had a wonderful time. ![](https://a.travel-assets.com/ugc/hotel-reviews/4c9dfb5f-8e70-4da7-8f7f-3fa29e7ea9ad-1754438180424.jpg?impolicy=resizecrop&rw=204&ra=fit&q=high) ##### Paula C. Stayed 3 nights in Jul 2025 ### 10/10 Excellent #### Austin 7 Jul 2025 Liked: Cleanliness, amenities, property conditions & facilities, communication Responsive owner, beautiful property. ##### Austin Stayed 5 nights in Jul 2025 ### 10/10 Excellent #### Amanda M. 14 Oct 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy 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 ### 8/10 Good #### Ellen P. 22 Aug 2025 Liked: Check-in, location 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 #### Jim F. 19 Jul 2025 Liked: Check-in, communication, location, listing accuracy #### 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! ##### Jim F. Stayed 6 nights in Jul 2025 ### 8/10 Good #### Brittany D. 29 Aug 2025 Liked: Cleanliness, check-in, location, listing accuracy 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 ### 10/10 Excellent #### Vanessa S. 4 Aug 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 ### 10/10 Excellent #### Lisa S. 5 Sept 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 ### 8/10 Good #### Russ P. 1 Aug 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 #### Nick V. 19 Aug 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 #### Cathy B. 30 Aug 2025 Liked: Cleanliness, check-in, communication, listing accuracy ##### Cathy B. Stayed 2 nights in Sep 2024 ### 10/10 Excellent #### Brad P. 14 Sept 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy ##### Brad P. Stayed 4 nights in Sep 2024 ---