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Our Lakeside Legacy - Charming Retreat in Downtown Baileys Harbor

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your current months are December, 2024 and January, 2025.
December 2024
January 2025

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Smart TV, DVD player, books
6 bedrooms, desk, iron/ironing board, free WiFi
Outdoor dining
Aerial view
Microwave, oven, stovetop, dishwasher

Reviews

9.4 out of 10

Exceptional

Entire home

6 bedrooms7 bathroomsSleeps 14511 sq m

Popular amenities

  • Parking available
  • Washer
  • Barbecue grill
  • Outdoor space
  • Dryer
  • Free WiFi

Explore the area

Map
Baileys Harbor, WI
  • Door County Brewing Company
    6 min walk
  • Baileys Harbor Ridges Park
    8 min walk
  • The Bearded Hot Coffee Shop
    1 min walk
  • Sturgeon Bay, WI (SUE-Door County Cherryland)
    38 min drive

Room options

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Our Lakeside Legacy - Charming Retreat in Downtown Baileys Harbor

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, 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. 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.

*This property 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.

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
Iron/ Ironing Board
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
Hair dryers are provided in each full bathroom

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 traditional coffee maker 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 provide a starter pack of essentials which includes toilet paper, paper towels, dish soap, dishwasher soap, hand soap and garbage bags. Due to septic systems, we do not provide facial tissue.
• 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.
During your stay at this vacation home, you're just a quick walk from Lake Michigan. The vacation home includes amenities such as free WiFi and 7 bathrooms.
  • The vacation home offers a washing machine, 7 bathrooms, and a balcony
  • Free WiFi
  • Steps from Lake Michigan and 6 minutes by foot from Door County Brewing Company
This vacation home offers its guests barbecue grills and a garden. The front desk is open around the clock.

Property manager

The Simple Life Hospitality

Languages

English

Property amenities

Internet

  • Free WiFi

Parking and transport

  • On-site parking

Food and drink

  • Stovetop
  • Microwave
  • Oven
  • Dishwasher
  • Cookware/dishes/utensils
  • Toaster
  • Coffee/tea maker

Dining

  • Dining table

Bedrooms

  • 6 bedrooms
  • Bed sheets provided
  • Sofa bed

Bathrooms

  • 7 bathrooms
  • Towels provided

Entertainment

  • Smart TV
  • DVD player
  • Books
  • Games

Outdoor areas

  • Balcony
  • Barbecue
  • Garden

Laundry

  • Washing machine and dryer

Work spaces

  • Desk

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoke-free property

Services and conveniences

  • Iron/ironing board

Location highlights

  • On the waterfront
  • In a village

Safety features

  • Carbon monoxide detector installed (host has indicated that there is a carbon monoxide detector on the property)
  • Smoke detector installed (host has indicated that there is a smoke detector on the property)

General

  • Unit size: 5500 sq ft (511 sq m)

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

  • No pets allowed

Children and extra beds

  • Children are welcome.

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
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 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
You will receive an email from the host with check-in and check-out instructions. You will also receive an email from Vrbo with a link to a Vrbo account which will enable you to manage your booking.

Property is also known as

130

Our Lakeside Legacy - Charming Retreat in Downtown Baileys Harbor Reviews

Reviews

9.4

Exceptional

Rating 10 - Excellent. 8 out of 10 reviews" "
Rating 8 - Good. 1 out of 10 reviews" "
Rating 6 - Okay. 1 out of 10 reviews" "
Rating 4 - Poor. 0 out of 10 reviews" "
Rating 2 - Terrible. 0 out of 10 reviews" "

9.2/10

Cleanliness

Reviews

10/10 Excellent

Lisa S.

Liked: Cleanliness
Family getaway
Beautiful home, great location for anywhere in Door County.
Stayed 5 nights in Aug 2024

6/10 Okay

Tonia F.

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.
Stayed 4 nights in Aug 2024

10/10 Excellent

Vanessa S.

Liked: Cleanliness
Family Vacation
Beautiful home. Great vacation and would definitely stay again.
Stayed 7 nights in Jul 2024

8/10 Good

Russ P., Indianapolis

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.
Stayed 5 nights in Jul 2024

10/10 Excellent

Kimberly O.

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!!
Stayed 4 nights in Jul 2024

10/10 Excellent

Candi S.

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.
Stayed 4 nights in May 2024

10/10 Excellent

Christiane M.

Liked: Cleanliness
Great family get together location
The property is beautiful, conveniently located and with amazing indoor and outdoor space
Stayed 2 nights in Oct 2023

10/10 Excellent

Jackie O.

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.
Stayed 3 nights in Sep 2023

10/10 Excellent

Nick V.

Liked: Cleanliness
Awesome lake house
Great experience in Bailey's Harbor
Stayed 3 nights in Aug 2023

10/10 Excellent

Maya A.

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.
Stayed 3 nights in Jul 2023