VIP Property Manager Reviews

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VIP Property Manager

4.7 23 verified reviews

Boston-based VIP Property Manager offers custom property management with 24/7 service, specializing in HOA and rental management for owners, backed by 20+ years of experience and a tailored plan approach.

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Landlord vs. tenant ratings

Landlord Rating
4.8 / 5
from 11 owners
Tenant Rating
4.7 / 5
from 12 tenants
High confidence · 11 landlord reviews

Landlord Rating reflects how property owners rate this manager; Tenant Rating reflects how renters rate them. Both are 1–5 star ratings built from verified Google & Yelp reviews, weighted toward recent reviews.

Fees & business details

From VIP Property Manager’s website. Confirm current pricing with the company.

Years in business20

Photos

VIP Property Manager photo VIP Property Manager photo

Rating breakdown

5 star
30
4 star
0
3 star
0
2 star
0
1 star
0

Based on 30 rated reviews from the last 3 years.

VIP Property Manager reviews

5.0★Feb 2026

VIP Property Manager recently took over the management of our condo building. I had a clogged toilet late in the evening (after 10pm) and called the management line. Darryl answered on the second ring. My experience is after hours you typically get an answering service, and you may or may not get a call back regarding your issue. But apparently not with VIP. Darryl gave me a drain service to call but also offered to come by in the morning to see if he could fix it himself. Sure enough, first thing the next morning, Darryl was there with his plunger and fixed the issue in a couple minutes. …

5.0★Feb 2026

rs of disssapointments with two previous Property Managers, we have found Darryl to be a Breath of Fresh Air ! He is informed on all operational aspects of the building, he is responsive to both Building issues and Resident problems, and , he makes sure every job, big or small is finished ccompletely and in a satisfactory manner. Example : my wife and I planned a Holiday Party at our place for 19 family members . Three days before the party the Fridge quit ! Problem : no one likes to drink warm beer . Solution : Call Darryl. Wiothin 48 hours a nerw Fridge showed up, subcontractors plimbed t…

5.0★Nov 2025

I’ve had an excellent experience working with the VIP property management company. It is professional, responsive, and genuinely care about residents’ needs. The company keeps our apartment building well-maintained and make sure tenants feel valued and supported. It’s rare to find a team that combines professionalism with such a personal touch. Darryl is owner of the company. He is a true pleasure to work with. Courteous and always on time. He keeps everyone informed of what is going on with our apartment. We had building boiler broken down recently. Darryl came over to check immediately, and…

5.0★Jun 2025

VIP Property Manager Darryl Cunningham does a great job in managing the property at 65-73 Park... So grateful to have him and his exceptional management skills for our property. He is the best.

5.0★Apr 2025

Darryl is the owner/founder of the VIP Property Management company that recently became the manager of our apartment building. What impressed me most is that Darryl is not only a manager who is well versed with rules/regulations, but also a doer who is ready to get his hands dirty. He was a contractor before being a manager. Recently he helped us disconnect then reconnect a gas stove, all by himself. Thank you, Darryl.

5.0★Sep 2024

It’s been great to have Darryl as a property manager. He has always been very responsive and helpful. He has managed several big projects at the building and has also provided guidance with a couple of projects at my unit. He cares deeply about his work and it shows.

5.0★Apr 2024

Daryl 's been looking after my property for more than 6 plus years and has always been timely, professional and diligent on taking care of any and all issues . Whether small issues or major incidents which need timely intervention, Daryl is always around . Highly recommend!!!

5.0★Mar 2024

Darryl was phenomenal to work with I enjoyed working with them and looking forward to To a long relationship with him and his company

5.0★Jan 2024

Darryl has been available and made positive suggestions. He is pro-active and easy to work with.

5.0★Jan 2024

As a long-time Trustee of a mixed-use (Commercial & Residential) Condo Association, I have extensive experience in working with multiple management companies over the past 16 years. Our building was in need of a property manager with the expertise and knowledge to professionally manage our specific community’s needs and asset types. Darryl brings a wealth of experience with his many years of experience in the management and construction fields. Darryl and VIP Property Management is a stand-out among the many companies that I have dealt with over the years. He understands our unique requiremen…

5.0★Jan 2024

Excellent service. VIP Property Manager is knowledgable and responsive. Has gone the extra step to learn the intracasies of our building. Works effectively with service providers while ensuring we are not overpaying for 3rd party services.