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
We love our stay here
August 2025
We love our stay here
Fabulous Stay !! We were looking for a quick few…
August 2023
Fabulous Stay !!
We were looking for a quick few nights on Cape Cod and we are familiar with this part of the cape and that appealed to us. The pictures looked great. Especially appealing was the Game room. We had fabulous weather and we were able…
Great place to stay! Really enjoyed our trip 🙂
July 2025
Great place to stay! Really enjoyed our trip 🙂
Close to Fenway park
July 2024
Close to Fenway park. Easy access to transportation. Clean and quiet
My daughter and I really enjoyed stay there for two night
July 2024
My daughter and I really enjoyed stay there for two night. Great walking distance from places we needed to get to. Would stay there again.
Such an amazing location
August 2022
Such an amazing location! Private, beautiful home with a gorgeous view, close to good restaurants and awesome sights. Quick walk to the BEST beach. We really loved our stay.
Close location into town
November 2023
Close location into town. Cozy fireplace and lay out.
great spot in Brookline very close to Fenway
October 2023
great spot in Brookline very close to Fenway. good for large groups
We had a lovely stay at Drew’s place across from the beautiful bay on the off season
October 2025
We had a lovely stay at Drew’s place across from the beautiful bay on the off season. It was well decorated with many nautical touches, plenty of books and reading materials. The location was unbeatable, close to many restaurants in Orleans and beac…
Took a family trip to Boston and really had a great time staying at Drew’s place
September 2024
Took a family trip to Boston and really had a great time staying at Drew’s place. The home was lovely and easy to get around. Drew was proactive and address our questions/needs right away. Check in and check out process was simple. Our family really…