Charming Retreat in Downtown Baileys Harbor Across from Door County Brewery | House in Baileys Harbor

9.6 (19 Reviews) |   6 Bedrooms  7 Bathrooms  14 Guests
Baileys Harbor House | Charming Retreat in Downtown Baileys Harbor Across from Door County Brewery

6 Bedroom House in Baileys Harbor

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.

Charming Retreat in Downtown Baileys Harbor Across from Door County Brewery is located in Baileys Harbor. Charming Retreat in Downtown Baileys Harbor Across from Door County Brewery provides accommodation, featuring Kitchen, Laundry, TV, among other amenities. This House features Kitchen, Laundry, TV, to make your stay a comfortable one.

Charming Retreat in Downtown Baileys Harbor Across from Door County Brewery has 6 Bedrooms , 7 Bathrooms, and max occupancy of 14 people. The minimum rental for this property is 1 nights, but this can change depending on the season you plan on staying. Previous guests have given good rated it, and VRBO labeled it a top-rated House because of the excellent services rendered by the owner or manager of this House, and has consistently provided great experiences for their guests. Most families or guests that use it recommend it to their friends and some of them are repeat guests. House has a friendly neighborhood, and the Baileys Harbor has interesting places to visit. If you want to learn more about the House in Baileys Harbor, such as places to visit and things to do nearby, you can check below to learn more.

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Amenities

Parking
TV
Balcony/Terrace
Security/Safety
Sports/Activities
Bedding/Linens
Wellness Facilities
Fireplace/Heating
Entertainment
Barbecue/Outdoor Cooking
Child Friendly
Internet
Kitchen
Laundry

Facility Overview

Air Conditioner
  • Heating
Bathrooms
  • Towels provided
  • 7 bathrooms
  • Hair dryer
Bedroom
  • Bed sheets provided
  • Sofa bed
  • 6 bedrooms
  • Dining table
  • Living room
Kitchen
  • Toaster
  • Coffee/tea maker
  • Cookware/dishes/utensils
  • Microwave
  • Stovetop
  • Oven
  • Dishwasher
Laundry
  • Washing machine and dryer
  • Laundry facilities
Parking
  • Car required
  • Onsite parking
Pet Friendly
  • No pets allowed
Accessibility
  • Smoke-free property
Activities
  • Hiking/biking trails nearby
  • Swimming nearby
  • Fishing nearby
  • Hunting nearby
  • Golf nearby
  • Hiking nearby
  • Cycling nearby
  • Winery tours nearby
  • Marina nearby
Entertainment
  • Books
  • Games
  • DVD player
  • Smart TV
General
  • Unit size: 5500 sq ft (511 sq m)
  • English
  • In the city center
  • On the waterfront
  • In a village
Guest Services
  • Iron/ironing board
  • Limited housekeeping
Internet
  • Free WiFi
Outdoors
  • Balcony
  • Barbecue grill
  • Garden
Security/Safety
  • Smoke detector installed (host has indicated there is a smoke detector on the property)
  • Carbon monoxide detector installed (host has indicated there is a carbon monoxide detector on the property)

Policies

Check-in
Check-in time starts at 4:00 pm minimum check-in age: 25
Check-out
Check-out before 10:00 am
Child Policy
Children are welcome.
Event Policy
No events allowed
Pet Policy
Pets not allowed
Smoking Policy
Smoking is not permitted

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 host has indicated there is a carbon monoxide detector on the property host has indicated there is a smoke detector on the property onsite parties or group events are strictly prohibited special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed 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

Reviews

Brittany D.
Aug 29, 2025 11:09:33 PM
Review Score:   8
Summary: 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.
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