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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

Wonderful

August 2025
5star rating
Wonderful! We loved it, nice location walking distance to T stop, restaurants, and shops. Lovely layout, furniture, and two fireplaces. We would stay again!

Spotless,cheerful, tastefully decorated, fully equipped kitchen and 3 comfortable bedrooms

March 2023
5star rating
Spotless,cheerful, tastefully decorated, fully equipped kitchen and 3 comfortable bedrooms . Perfect setting for our family ski trip!A stones throw away from the center of Great Barrington.

Drew’s house was spacious and the large backyard with hammocks…

September 2024
5star rating
Drew’s house was spacious and the large backyard with hammocks kept the kids away from the tv and enjoying being outside (kids even napped on the hammocks). As annual cape visitors, we found the house location to be central to many of the wonderful…

Beautiful home! Highly recommend this stay.

October 2022
5star rating
Beautiful home! Highly recommend this stay.

Drew’s apartment has plenty of period character and is in a great location in South End and walkable to Back

July 2025
5star rating
Drew’s apartment has plenty of period character and is in a great location in South End and walkable to Back Bay. It was spacious and clean and suitable for a solo traveller, couple or small family.

Drew was very responsive and everything about the house was in perfect working order

June 2023
5star rating
Drew was very responsive and everything about the house was in perfect working order. I had a short and peaceful stay and hope to be back soon!

My family and I had an amazing trip. There are…

April 2021
5star rating
My family and I had an amazing trip. There are so many little pockets to enjoy. The space itself was very lovely. We took advantage of the fire pit each night. It was a great place to refresh and we will be back soon!

Lovely place and great location walkable to all the Great Barrington sites and amenities

November 2023
5star rating
Lovely place and great location walkable to all the Great Barrington sites and amenities. House was lovely, welcoming and well appointed. Super responsive hosts. Would come back!

Positive: Beautiful furniture, everything was clean Negative: It doesn’t have elevator

October 2025
5star rating
Positive: Beautiful furniture, everything was clean Negative: It doesn’t have elevator