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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

We had an amazing stay! Drew was very easy to…

August 2022
5star rating
We had an amazing stay! Drew was very easy to communicate with and very responsive. The house was great, close proximity to the private beach, as well as to shops and town. The house was in great condition with a beautiful backyard.

Everything we needed to have a really great stay, décor,…

March 2022
5star rating
Everything we needed to have a really great stay, décor, high quality linens, warm hospitality from Drew and his team, all around perfect. 5 Stars!

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 had a great stay — spacious bedrooms, great dining…

May 2021
5star rating
We had a great stay — spacious bedrooms, great dining area and sunroom were a few of many pleasant elements of this home. Would highly recommend for a weekend getaway or longer stay!

Excellent stay

August 2025
5star rating
Excellent stay. House is perfect for our family and dog, really enjoyed the cool sunroom. Beds and pillows extremely comfortable. Thoughtful touches everywhere, just pro level Airbnb but never felt corporate or sterile. Some good books especially th…

Nous avons passé un merveilleux séjour chez Drew ! La…

September 2024
5star rating
Nous avons passé un merveilleux séjour chez Drew ! La maison est spacieuse avec de chouettes extérieurs… nous avons apprécié le petit-déjeuner sur la terrasse et les s’mores au coin du feu. Les enfants ont adoré la salle de jeu. Parfait petit havre…

Great place to stay! Really enjoyed our trip 🙂

July 2025
5star rating
Great place to stay! Really enjoyed our trip 🙂

Really tremendous home

October 2025
5star rating
Really tremendous home. Thank you!

3 spacious bedrooms. Easy to use kitchen. Very clean bathrooms….

August 2023
5star rating
3 spacious bedrooms. Easy to use kitchen. Very clean bathrooms. Easy parking. Most places on the Cape require you to bring towels and incidentals (toilet paper, soap, paper towels, kitchen oil, kitchen spices, etc..). Drew stocks all of these it…