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
Had an amazing stay here. House was in a great…
June 2024
Had an amazing stay here. House was in a great location. Small, private and quiet neighborhood close to everything (beach, restaurants, stores…). It was fully equipped with everything we could have possibly needed during our stay. Only thing I’d say…
Quiet location just off Main Street. Walkable to beach and…
September 2023
Quiet location just off Main Street. Walkable to beach and ice cream and a quick drive or walk to restaurants. 20 min walk to hiker/biker trail. Brewster flats was a unique experience— low tide goes out a mile and you can walk that far out! Drew wa…
We had a really good stay; the place is true…
July 2024
We had a really good stay; the place is true to pictures, clean and uncluttered. We didn’t really use the backyard nor the kitchen but they are available if you like to hang out more indoors. 5-10 min drive to three ocean side beaches and several ot…
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!
Beautiful home in a quiet neighborhood with a 20 minute walk to downtown Chatham
October 2025
Beautiful home in a quiet neighborhood with a 20 minute walk to downtown Chatham. The home is clean, has a beautiful kitchen, and comfortable clean furniture. The larger upstairs room was great for the kids. Outside has a grill, fire pit , and table…
House has great location with easy access to rte 6,…
August 2023
House has great location with easy access to rte 6, a lovely cape pond and the rail trail
House has all needed amenities and is clean and very comfortable
We had an awesome week and would easily book again😊
This is a wonderful place to rent! We loved the…
July 2024
This is a wonderful place to rent! We loved the location, it is so close to beaches and ponds and the neighborhood was quiet and peaceful. Sitting out on the back deck for our morning coffee was lovely. The layout of the living room/dining room/ki…
Great location; perfect for our family getaway. Such beautiful hydrangeas,…
July 2024
Great location; perfect for our family getaway. Such beautiful hydrangeas, great outdoor gathering areas, comfortable furnishings…exactly what we needed for our Cape Cod vacation.