About Us
Reach Out to Get Started!
Meet the Team
Tyler
Senior Property Manager
Nicole
VP Of Operations
Lucas
Head Of Business Development
Andrew
Founder, CEO
Our team is the foundation of our success, and we’re grateful for every member’s contribution. From our reservations and guest services team to our maintenance crew, more than fifteen dedicated professionals work together to ensure each stay is seamless and memorable.
Currently, they have over 100 single-family vacation rentals, on the Cape, in the Berkshires, and in Boston and manage a portfolio of boutique limited-service hotels with around 150 doors and growing.
Whether you’re looking for complete Airbnb management services or just help with your Airbnb reservations, South End Hospitality wants to be your trusted partner. With over ten years of experience in the hospitality industry, you can count on us to maximize your profits and take good care of your guests.
Recent Guest Reviews
Plenty of room. Very comfortable
August 2023
Plenty of room. Very comfortable
Drew’s property was great, and he was super communicative during…
July 2025
Drew’s property was great, and he was super communicative during the rental. A quintessential Cape cottage with lots of charm.
We had a fabulous time at Drew’s home
October 2025
We had a fabulous time at Drew’s home. We were able to celebrate our nieces fourth birthday while looking at a view of the sunsetting over the water. It really was spectacular and we would absolutely come back again
Drew & family are great hosts my family enjoyed it…
September 2023
Drew & family are great hosts my family enjoyed it as I was busy with the cape cod symposium for behavioral health care and I loved it as well
Thank you
Jay
We thoroughly enjoyed Drew’s lovely and relaxing Airbnb! We appreciated…
October 2024
We thoroughly enjoyed Drew’s lovely and relaxing Airbnb! We appreciated the many special touches throughout. It was immaculate and decorated well. The location was unbeatable, so close to Orleans and the many beautiful beaches,ponds and bike path th…
Great house and centrally located to anything you would want…
July 2025
Great house and centrally located to anything you would want to do in Chatham.
Worked perfect for our trip to the Cape.
The house is very comfortable and clean
September 2025
The house is very comfortable and clean. I enjoyed the view of the pond
from the back deck. The neighborhood is very quiet.
Great place for a family of 8. More than enough…
September 2024
Great place for a family of 8. More than enough room and beds for everyone. Beautiful backyard. Drew was responsive every time I contacted him, before booking & during our stay.