Vacation

Vacation Property Management

Partner With Three Pentacles and Let Us Do The Work

  • Marketing
  • Accounting
  • Technology
  • Maintenance
  • Guest Services

To see the areas we serve, click here

Managing a vacation rental is hard work. You need to find a good housekeeper, hire a trusty handyman, do your own marketing, set up your own website, come up with pricing, manage listing services, and reservations; the list goes on and on.

We want every guest to be 100% satisfied, because we know that satisfied guests turn into more visitors, and more visitors turn to more revenue. We offer a full vacation property management services for 25% of the gross monthly rents collected that month, plus one-time setup fee of $1,000.

Smart complex solutions

We focus on property management; we do it very well. Our comprehensive, data-driven and proven approach allows us to put our experience to work for you.

Brilliant team

We are “Real Experts in Real Estate” TM, experienced in property management, real estate investing, mortgages, title insurance, construction, and real estate law.

Rich experience

Obtained the following real estate designations and certifications: CCIM, CAI, AARE, PRI, CNE, CIPS, CRB, CRS, GRI, ABR, RECS, SRES, ePRO.

24/7 online support

We have the ability to bring together people and resources needed within 24 hours of engagement to assume control and management of your rental property.

Affordable fees

We are transparent about our pricing. Our services are clearly stated. We compete based on the old values of truth, trust, and honesty.

Modern technology

Since 2005, when we first developed an online enterprise transaction management platform, we have been improving the automation of the real estate business.

What clients say
"I’m grateful that I don’t have to reinvent the wheel everyday, like I used to do. Looking forward to a good year!!!"
Tina
Tina S.
"It is a great company with very experienced broker, a company that provides everything for the client from real estate contract to closing. Thank you!"
Rumen 300x400
Rumen T.
“Arthur and staff have been very informative, insightful, and professional. My first impression was great! It’s nice to know and respect the amount of knowledge and wisdom that Arthur has accumulated.”
Bill
Bill J.
"Experience was great love working with Three Pentacles, PLLC.”
Gena
Gena M.

WHY WE'RE DIFFERENT

Our guarantees ensures that you have peace of mind knowing that we are working hard for you. 

You will have a single point of contact. No more running around from a rep. to a rep. to know what’s going on with your property. You will be exclusively working with a dedicated Asset Manager.

Since 2010, we have been managing properties in receivership for the State of Illinois Courts and the United States District Court Northern District of Illinois.

We have been closely working with attorneys, judges, and banks. Our managing broker is an Associate Member of the Chicago Bar Association and a member of different committees.

We are Real Experts in Real Estate™, experienced in property management, real estate investing, mortgages, title insurance, construction, and real estate law. Obtained the following real estate designations and certifications: CCIM, CAI, AARE, PRI, CNE, CIPS, CRB, CRS, GRI, ABR, RECS, SRES, ePRO.

Don’t settle for a Monday through Friday company, while Three Pentacles is working overtime to facilitates showings of vacant units 7 Days a week!

Our managing broker graduated from an Air Force Academy with an aviation engineering background, which helps us be systems-oriented, focused, disciplined, and able to help property owners turn their properties around.

We perform tenant screening and background checks using a Private Detective Agency.

We combine modern technology, online-systems, and decades of real estate experience with old fashion values. We run this company the way our grandparents taught us: “Anything worth doing, is worth doing right.” TM

Our team has helped landlords across the Cook County, Illinois to get more from their real estate investments. Let us put our expertise and hard work for you, too.

Art holds equivalency of three PhDs in real estate: (1) 2002, a CCIM designation, Certified Commercial & Investment Member of the CCIM Institute. (2) 2010, CAI designation, Certified Auctioneers Institute. Both are graduate level curriculum that take years to complete and require qualifying experience. (3) Since 2010, he has been serving as the Illinois Receiver managing properties under courts’ jurisdiction in Illinois State and Federal Courts.

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