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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

Thanks Drew

September 2025
5star rating
Thanks Drew! We had a great time. everything was as described. Our family had a great time on the Cape. See you next year!!

We were very happy with our stay! Drew was accommodating…

October 2024
5star rating
We were very happy with our stay! Drew was accommodating and responsive. We were in town for a soccer tournament and will absolutely rebook if we are back next year. We can with 4 adults and 4 children. The kids loved having a separate tv room and g…

Great place to accommodate a large group. Close to fun…

October 2024
5star rating
Great place to accommodate a large group. Close to fun activities as well

We recently stayed with a group of 14 adults and…

June 2024
5star rating
We recently stayed with a group of 14 adults and 4 babies under 18 months and we loved our experience! The home is beautiful and so spacious – it offered plenty of room for our large group. It was updated and had a fully stocked kitchen with all of…

Beautiful house- large and clean with all the amenities you…

July 2024
5star rating
Beautiful house- large and clean with all the amenities you could ever need. Very large, quiet and private deck and backyard – perfect for relaxing. Outdoor shower is perfect. Great location – less than 10 miles to Harwichport, Chatham and Orlean…

Absolutely stunning home! It was very inviting and quite spacious….

April 2021
5star rating
Absolutely stunning home! It was very inviting and quite spacious. The layout is even better than I had anticipated as the sleeping “space” with the bunk bed was actually sectioned off with sliding partitions. We had an amazing time. Highly recomme…

We loved staying at Drew’s Airbnb in Eastham! It was…

July 2025
5star rating
We loved staying at Drew’s Airbnb in Eastham! It was such a lovely getaway with our baby and dog, and it was in a quiet residential area, but with plenty to do within walking distance! We were able to walk to multiple restaurants nearby and also to…

Very nice spot with a beautiful heated pool. Great for…

April 2021
5star rating
Very nice spot with a beautiful heated pool. Great for families and hosting additional guests. 10 min drive to Chatham and also close to orleans. Would def recommend