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
Great house, great location. Would definitely stay here again.
June 2025
Great house, great location. Would definitely stay here again.
This place was fabulous. The location is great: breeze and…
July 2025
This place was fabulous. The location is great: breeze and partial views of the water, walking distance to restaurants, central location to everything in Orleans and Eastham. Lots of thoughtful details. Nicely upgraded with everything in working ord…
This place was great
September 2025
This place was great! Stayed for a weekend for my brother’s wedding and was so happy that we were able to bring our dog along. It was challenging to find a dog friendly space and this space was perfect for us. We stayed with one other couple and ha…
This place was fantastic! Simply heaven on Earth…spacious and quietly…
July 2025
This place was fantastic! Simply heaven on Earth…spacious and quietly tucked away close to Onset Beach and a quick drive over into the Cape!
Older house but has been well maintained. It’s in a…
July 2021
Older house but has been well maintained. It’s in a great location near the visitor center for Cape Cod National Seashore and Coast Guard Beach. It’s about 45 minutes to P-town.
Window unit A/C units worked great in bedrooms. Cool and comf…
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.
Loved the location of Drew’s cottage on the Cape! We…
June 2023
Loved the location of Drew’s cottage on the Cape! We enjoyed the location and coziness of the cottage!
Loved staying here. We would recommend to others!
July 2024
Loved staying here. We would recommend to others!