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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

Super cute place in the best location

November 2025
5star rating
Super cute place in the best location!

We loved our stay and hope to return to Drew’s place next year

November 2025
5star rating
We loved our stay and hope to return to Drew’s place next year. Fantastic, clean, safe location, close to fantastic restaurants he recommended for us. Not to mention just how GORGEOUS this home is! We very much look forward to returning!

Lucas’s place was absolutely beautiful

November 2025
5star rating
Lucas’s place was absolutely beautiful. Very clean and looked even better in person. Kitchen had everything you needed. Bed and linens were super comfortable. Walkable to town so it was conveniently located. Lucas’s was great with communication and…

Drew was an amazing host

May 2025
5star rating
Drew was an amazing host! He was always available for answering questions and promptly replied to my messages. The Chester is a lovely building and the rental rooms lovingly and carefully restored but also modernized. And, The Chester is located nea…

Large home with lots of space located in a very…

October 2024
5star rating
Large home with lots of space located in a very nice community. Would book again!

This was a very charming place – clean and tastefully decorated

October 2024
5star rating
This was a very charming place – clean and tastefully decorated. The bed was very comfortable. If you can’t handle climbing steep stairs with luggage, this isn’t the right choice. Unfortunately, when we arrived, there was a questionable character…

Convenient location, nice view, nice use of space inside

December 2024
5star rating
Convenient location, nice view, nice use of space inside. Would stay again 👍🏼

We really enjoyed our stay here

October 2025
5star rating
We really enjoyed our stay here. It was lovely and clean and had a real Boston feel to it. It was a good walk to local attractions but this suited us as we like to explore on foot and the restaurant downstairs was really lovely.

The stay was more than expected

October 2024
5star rating
The stay was more than expected! Fit our family of 6 amazing! Would recommend to anyone staying in this area.

Overall the location was as advertised and up to expectation

May 2025
5star rating
Overall the location was as advertised and up to expectation! With several floors there was plenty of room for all of the guests to sleep and a large living room/kitchen to hang out. The T station was close so even with spotty weather we were able t…