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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

Great place to stay for the weekend

October 2025
5star rating
Great place to stay for the weekend!

This house was amazing to stay at. Quiet street, very…

September 2022
5star rating
This house was amazing to stay at. Quiet street, very cute interior and lovely yard for bbqing, lounging at night fires. Close to many beaches and great restaurants. Will definitely look to stay here again.

Cozy, clean adorable cottage in a great location. The layout…

September 2022
5star rating
Cozy, clean adorable cottage in a great location. The layout was very nice. Bedrooms in one end and living room kitchen on the other. Located in a cottage compound with quiet and nice neighbors. Beautiful spacious deck with water views and a walk to…

We stayed in Hyannis so we could have easy access…

October 2024
5star rating
We stayed in Hyannis so we could have easy access to the ferry for our planned day trips to Nantucket and Martha’s Vineyard. Molly’s Folly was a great place to return for peaceful rest between trips! The cottage is well appointed, comfortable and cl…

The layout of this place is perfect for traveling with…

September 2021
5star rating
The layout of this place is perfect for traveling with family – a big space to come together and ample bedrooms. The kitchen is nicely stocked with cookware, and a gas stove made cooking nice and easy. This was my first stay in Brewster and the fa…

Drew you were very efficient. The place was perfect for…

September 2024
5star rating
Drew you were very efficient. The place was perfect for our family and we were so happy to be able to take our little dog BRADY with us. Having the heated pool helped us make this rental choice. Would rent again.

The house was a perfect getaway in a great location….

July 2021
5star rating
The house was a perfect getaway in a great location. It’s only minutes from Red River Beach and not too far from downtown Chatham. We had a wonderful stay and definitely recommend this property.

We spent a few days at Drew’s house and it was perfect for our family (we actually had more space

August 2025
5star rating
We spent a few days at Drew’s house and it was perfect for our family (we actually had more space than we needed so everyone got to spread out a bit). The home was immaculate, well appointed and Drew was very responsive with the couple of questions…

Definitely recommend nice location

September 2024
5star rating
Definitely recommend nice location