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Tips for searching for a Door County rental investment property

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Real Estate Agent with Dwell Door County Real Estate

TIPS FOR SEARCHING FOR A DOOR COUNTY 

RENTAL INVESTMENT PROPERTY

When the stock market gets uncertain,  we usually see an upsurge in interest in commercial properties, and especially vacation rental investment properties in Door County. 

Door County rental investments allow you to use your property when you want to in most cases (some hotel condominiums have stringent "owner stay" rules, so follow your due diligence); this allows you to own a property in Door County but to also enjoy income to offset your investment.

Door County Vacation Rentals

Every town and village, and the City of Sturgeon Bay, have different short term rental requirements for permitting and compliance.  The best place to find out information on any specific municipality is the Door County Tourism Zone Commission, which is also in charge of collecting room taxes from each municipality.  You can learn more at their website and by using their guides, which will help with everything from getting established (licensed and permitted) to learning about collecting room taxes.  You can search by municipality on that site, and the staff is also very helpful in answering specific questions.  Remember--don't try renting without the proper permits and licenses.  Some municipalities also charge a Premier Resort Tax (learn more at the DCTZC site)

The burden of some of these regulations is why some investors gravitate to hotel condominiums for rental investment---an established resort with staff and a front desk will take care of all rental and permitting, but there are fees involved with same.  In some ways, this can be more stress-free, as you are not doing your own booking or worrying about cleaning.  However, management companies are also available should you want to be hands-off for a "stand alone" property.  Some of these companies are strict about the properties they take on (a certain number of bedrooms/baths, certain locations (downtown, waterfront, water view, etc.), so do your due diligence regarding same.  These properties are generally booked via Airbnb or VRBO, or directly through the rental management company.

The Yacht Club at Sister Bay is a hotel condominium

Yacht Club at Sister Bay

Successful vacation rental properties generally have a few things in common:  great location and good condition.  When renting a home, a vacationer wants all of the amenities of home, so look for one that is well-stocked and has good reviews.  Some rental management companies ask you to bring your own towels, so be sure to check on what amenities are included.  Also research your proximity to the areas you want to visit when you are in Door County.  Hotel condominium units are popular and generally don't stay on market for long, especially from May-early November, holidays and times like "spring breaks", because of onsite or nearby restaurants and indoor and in-ground pools.

If you are renting a home, remember that if you are in a residential neighborhood, you will have year-round residents and should be respectful of same.  Your host will be sure to provide the rules and regulations established for each specific property. 

Dwell regularly has prime rental investment properties on the market at any given time.  As of the time of this writing, we have several properties that are prime opportunities for rental investment:

1.  12462 Timberline Road, Ellison Bay, Wisconsin 54210.  This is a well-established, single family home in the country that has served as a short-term rental for some time that offers privacy, serenity, and several amenities, including acreage to hike and picnic on, as well as a hot tub and fireplace.  It offers 4 bedrooms, 2 baths and is minutes from Newport State Park and Europe Bay Beach.  Learn more about our listing at 12462 Timberline Road here.  

2.  10722 N. Bay Shore Drive Unit 104, Sister Bay, Wisconsin 54234.  Marina View Condominium is one of the most popular rental destinations in Sister Bay, and an easy choice as a rental investment property because of its location and stellar water views.  This 3 bedroom, 2 bath condominium with a marina view and short walk (half a block) to the downtown Sister Bay beach also offers an easy walk to over a dozen downtown dining establishments and it's a quick walk to several more in "uptown" Sister Bay.  You can also walk to shopping, concerts, the public library and much more.  Boat parking is across a side street, and the Sister Bay public boat launch is across the street.  Sunsets are a must here on the outdoor patio with a cool drink, and on most nights you'll hear distant music from several outdoor music venues.  It's a rare opportunity to enjoy the best of Sister Bay, contact MaryKay Shumway for more details on 10722 N. Bay Shore Drive, Unit 104, Sister Bay WI 54234 today.  

Truly a "Marina View" Condominium Rental Investment:  

Offered Furnished and Appointed

Marina View Unit 104 for Sale Sister Bay WI

 

3.  107 N. 1st Avenue Unit 213/215 Stone Harbor Resort, Sturgeon Bay, WI 54235.  This 2 bedroom, 3 bath unit at Sturgeon Bay's popular Stone Harbor Resort is a hotel condominium, and offers on-site dining and libations, plus a prime location on the water in downtown Sister Bay, surrounded by dining, shopping and many activities, including The Miller Art Museum, the Door County Maritime Museum and so much more, including theater and music.  The Saturday Morning Farmer's Market is a must, as are the prime amenities, including walking the nearby Steel Bridge and the on-site, indoor pool.  Learn more about our listing at Stone Harbor in Sturgeon Bay here.  

Other popular units we often represent include Shore View Condominiums, Luna View Condominiums, Yacht Club at Sister Bay, The Landmark Resort, Eagle Harbor Inn and many other hotel condominium and/or residential opportunities that would make optimal short-term rental opportunities to discuss.  

Are you searching for tips to purchase a Door County rental investment property, or are you ready to tour?  Contact me today to learn more about these opportunities and others in beautiful Door County, Wisconsin.  Remember, Dwell Door County is a real estate brokerage, not a rental management company---if you want information on STAYING at these properties, check out the hotel condominium websites or search AirBnB or VRBO today.  

Door County Rental Investment Properties

 

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All published posts are deemed reliable based on information gathered and published as of the date of posting and such information is subject to change at any time without notice. Any reproduction of this blog by AI or GAI without express written permission by MaryKay Shumway is strictly prohibited.

 

Welcome to Door County, Wisconsin! Please allow me to introduce myself as a Broker/Owner and top producer for an exceptional boutique real estate firm in Door County, Dwell Door County Real Estate.  

 

I previously worked with The Kellstrom-Ray Agency as the top producing broker from 2016 through 2024.  I'm an annual multi-million- dollar producer, a top producer for the Door County MLS, and also former Senior Associate for Coldwell Banker The Real Estate Group, where I was also the recipient of the coveted Pinnacle Award.  I have been consistently ranked as one of the top-ranked Brokers for the entire Door County Multiple Listing Service for listings and sales since 2005.  After my family (which includes our Labradors), my customers and clients come first--we all have a mutual respect for honesty, integrity and hard work. Many of my customers and clients have become like family to me over the past decade, and I have made many close friends.  Contact me to talk about YOUR Door County dream property and lifestyle.

I will work hard as YOUR exclusive Buyer Agent or Listing Broker. Call and talk to me about Door County real estate any time!

 

VIEW DOOR COUNTY LISTINGS HERE

VISIT MY WEBSITE TODAY FOR DIRECT ACCESS TO THE DOOR COUNTY MLS

 

Door County Real Estate Expert.  My background is as diverse as the exceptional properties I represent.  I can trace my Door County heritage back to settlers from Washington Island and Liberty Grove in the 1800s.  I ultimately chose to settle on the Door Peninsula and raise my family here because there is truly no other place like Door County, Wisconsin.  I'm a full time Door County Buyer's Agent and Door County Listing agent.

How do I market? Professionally and aggressively, using every media option possible. My pledge is to continue to work tirelessly in order to provide exceptional service to the customers and clients that work with our office. I would be delighted to put my talents toward assisting you in finding the Door County property that is right for you and your own unique circumstances.

When choosing a real estate professional, choose someone who is uniquely familiar with the surrounding community, committed to service, and knowledgeable in local and county-wide land-use issues and ordinances. My firm belief in honesty, integrity and commitment to true excellence in service will help to assist you in locating a buyer for your Door County residence, or to help you discover and own the Door County home of your dreams. I'm a Door County expert, so discover the kind of service that's with you every step of the way.

Visit my website at www.moredoorcounty.com for quality SEO for Door County Real Estate.   Call or text me at (920) 421-0038.

A little bit about me:  active in the northeastern Wisconsin community, a former Legal Assistant (member NALA), I decided to enter real estate sales full time in 2003. I am a full-time Broker REALTOR, and a consistent top sales producer for the Door County Board of REALTORS. I am also an Accredited Buyer Representative (ABR), an honor proudly designated by REBAC under the National Association of REALTORS, as well as a Certified Residential Specialist (CRS), a designation earned by listing and sales volume, as well as assisting numerous buyers and working with specialized skills for clients and customers.  I have been a member of the Door County Board of REALTORS Honors Society since 2005 and have been awarded the DCBR Excellence In Professionalism honor annually since its establishment.  I was also named President of the Door County Board of Realtors for 2017 and in 2024, and have served as a Director for the Door County Board of Realtors from 2005-2009 and 2018-2023.  We remain active in many civic and philanthropic organizations.  

When not assisting the customers and clients of our brokerage, I work ceaselessly at a local level representing various non-profit organizations, as well as a six-year term as a Director for the Door County Economic Development Corporation. I have served as both a Liberty Grove Supervisor and Planning Commissioner and have served on both Liberty Grove's and the Village of Sister Bay's Economic Development Committees.  I have been a frequent contributor for real estate information at our local school district, Gibraltar Area Schools, which my two daughters attended, assisting high school students in the basics of buying your first home. 

 

When choosing a Broker or Realtor, choose an EXPERT.  I am your Door County expert.
 

Door County Homes for Sale with MaryKay Shumway

 

Comments(1)

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Brian England
Ambrose Realty Management LLC - Gilbert, AZ
MBA, GRI, REALTOR® Real Estate in East Valley AZ

These are really good tips!  Anyone searching for a Door County rental investment property should definitely contact you!

Apr 27, 2026 04:15 PM