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HIGHWOOD PROPERTY GROUP

At Highwood Property Group, we bring years of local insight and real estate experience to every property we manage.

Who We Are and Where Our Properties Come From

Highwood Property Group is a trusted property management company based in Pittsburgh, proudly managing a diverse portfolio of long-term rentals, leased properties, and short-term stays across the city. Our listings include homes and units we own, as well as properties we manage on behalf of other owners and investors.

With deep local knowledge and hands-on experience, we’re committed to providing reliable, personalized service—whether you're a property owner looking for peace of mind or a tenant searching for your next home. At Highwood, you’re always in good hands.

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How we help you rent a rental on our site

Find the perfect home

Choose from the largest number of items and look through the listings added to our site.

Personal contact

Use Contact Owner button to arrange a viewing of the listing you wish and even book it

Book your home

Send a booking request and owner will approve it. If a deposit is needed, you can pay it through secure merchants to admin.

Why choose our platform
and book our homes

Find our why we offer you the most affordable options

Book a home

Go through available listing on our platform and book hassle-free.

Safe rental process guaranteed

Highwood Property group Rentals makes it easy and quick to rent properties in your favorite holiday place.

Rent by price per night or price per guest

Rent places by paying a fee for each night booked, or for each guest who checks-in.

24/7 Support hours for customers

We offer you 24/7 support to manage your listing or your holiday planning.

The most affordable rentals platform

You will find the most affordable rentals prices for houses in Pittsburgh on our platform.

Book extra options with your house rental

You can book crib, pick-up, drop-off, or any other extra service we can offer with each listing.

Read About Peoples Experiences
On HighWood Property Group

Jay Simon
from New York
Absolutely loved this place, wonderful villa, wonderful beach and pool area. The place is really impressive.
Gina Roscoe
from Florida
Excellent experience. We appreciated the kindness of the owner. We will do it again very soon!
Gina Roscoe
from Florida
Excellent experience. We appreciated the kindness of the owner. We will do it again very soon!
Anna Simons
from Portugal
The place is really impressive. I am in love with it, it is wonderful villa, wonderful beach and pool area.
Gina Roscoe
from Florida
Excellent experience. We appreciated the kindness of the owner. We will do it again very soon!
Gina Roscoe
from Florida
Excellent experience. We appreciated the kindness of the owner. We will do it again very soon for sure!

Our Listings Locations on the Map

Find our why we offer you the most affordable options

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Contact Us

Have a question or ready to work with us? Get in touch—we’re here to help with all your property management and rental needs in Pittsburgh.

  • Adress: 1117 Highwood Street Pittsburgh, PA 15212
  • Phone reservations: (412) 212-8498
  • App: WhatsApp (412) 419-8014
  • Email: admin@highwoodpropertygroup.com