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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

House was exactly as described and depicted in the listing

September 2025
5star rating
House was exactly as described and depicted in the listing. It’s right in the border between Orleans and Eastham. Good location in the sense that it’s relatively easy to walk into Orleans or drive to nearby beaches. The house is tucked behind some r…

We loved our trip! Can’t recommend Drew or the cleaning…

June 2025
5star rating
We loved our trip! Can’t recommend Drew or the cleaning staff enough!

Great home – quick to the beaches

August 2025
5star rating
Great home – quick to the beaches

Beautiful and spacious house. Everything was excellent!

June 2024
5star rating
Beautiful and spacious house. Everything was excellent!

We had a wonderful holiday in Cape Cod thanks to…

July 2025
5star rating
We had a wonderful holiday in Cape Cod thanks to our stay at Drew’s place! It was comfortable, clean, and convenient for our activities around town!

Perfect for a long weekend trip with a group of…

August 2023
5star rating
Perfect for a long weekend trip with a group of friends. Cozy and homie house with all we needed for our stay in the cape!

Drew was very communicative and the check in process was very easy

September 2025
5star rating
Drew was very communicative and the check in process was very easy! The house had everything we needed for our stay.

My family of 9 stayed at Drew’s place for Labor Day weekend, and had a blast

September 2025
5star rating
My family of 9 stayed at Drew’s place for Labor Day weekend, and had a blast! The house had everything we needed to feel at home while on vacation. The salt water pool was a hit for everyone. Drew gave great suggestions for shopping, dining, & activ…

Great place to stay, thank you Drew

June 2025
5star rating
Great place to stay, thank you Drew