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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

We had a fabulous time at Drew’s home

October 2025
5star rating
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

Ideally situated and very convenient for a family or 5….

October 2024
5star rating
Ideally situated and very convenient for a family or 5. The kitchen was very well equiped, and everything was spotless clean

Great host

August 2025
5star rating
Great host! Great place!

Easy to find Perfect Location Cottage was clean and cozy…

November 2024
5star rating
Easy to find Perfect Location Cottage was clean and cozy Thank you Drew!!

Bunker Hill is big

August 2025
5star rating
Bunker Hill is big, spacious, and just what the doctor ordered when it came to hosting my wife, daughters, son, their spouses, and our two grandchildren!

We found this place To be clean and comfortable It…

July 2025
5star rating
We found this place To be clean and comfortable It felt very much like home. We would highly recommend it.

Nice host, and really hospitable!

June 2022
5star rating
Nice host, and really hospitable!

Definitely recommend ! We had a great time. There were…

June 2022
5star rating
Definitely recommend ! We had a great time. There were enough towels, convenient mini washer and dryer, enough appliances and a beautiful gated backyard for the puppies.

Drew’s place was great for our family of six adults….

October 2022
5star rating
Drew’s place was great for our family of six adults. Lots of room to spread out, comfy beds and large kitchen for cooking. Also room for everyone to sit and watch TV. Nice, safe neighborhood, great for walking. Private yard. We would stay here agai…