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 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…
The house was clean, comfortable, and spacious enough for our…
June 2024
The house was clean, comfortable, and spacious enough for our two families. The location was perfect, with the lake right across the street. We also enjoyed the deck and fire pit each evening. Drew was very responsive– thank you for a great stay!
A true gem on Cape Cod! The house is as…
June 2022
A true gem on Cape Cod! The house is as described. The pool and hot tub are an amazing feature! Very close to Jacknife beach (free parking). Great privacy too!
Nous avons passé un merveilleux séjour chez Drew ! La…
September 2024
Nous avons passé un merveilleux séjour chez Drew ! La maison est spacieuse avec de chouettes extérieurs… nous avons apprécié le petit-déjeuner sur la terrasse et les s’mores au coin du feu. Les enfants ont adoré la salle de jeu. Parfait petit havre…
Lovely, peaceful, private and relaxing retreat. Very comfortable bed, water…
July 2025
Lovely, peaceful, private and relaxing retreat. Very comfortable bed, water view, and excellent location to get around.
Nice clean modern house
August 2025
Nice clean modern house. Big backyard with fire-pit. Great location in Yarmouth on the 6A side.
Our group felt welcomed even before we arrived
August 2025
Our group felt welcomed even before we arrived. Drew was a great, professional, and responsive host throughout our stay. A truly beautiful property and great location. We highly recommend booking with Drew!