About Us
Reach Out to Get Started!
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
This home away from home is my go to for Boston
December 2025
This home away from home is my go to for Boston. Thank you for such a comfortable, spacious apartment located in the perfect part of town!
Had a great time at Drew’s home
September 2025
Had a great time at Drew’s home. It was extremely clean and had everything you could possibly need in addition to being very cozy. I would definitely recommend this home. Thank you for making my stay so pleasant
Our group felt welcomed even before we arrived
August 2025
Our group felt welcomed even before we arrived. Drew was a great, professional, and responsive host throughout our stay. A truly beautiful property and great location. We highly recommend booking with Drew!
This was the perfect stay for our family trip to Great Barrington
September 2022
This was the perfect stay for our family trip to Great Barrington! The house is in an amazing location with a great view and easy access to the town. There were a lot of thoughtful touches in the home, and a very well stocked kitchen. Would highly r…
This place was hard to beat
March 2025
This place was hard to beat. location and the place had everything we needed.
We recently stayed with a group of 14 adults and…
June 2024
We recently stayed with a group of 14 adults and 4 babies under 18 months and we loved our experience! The home is beautiful and so spacious – it offered plenty of room for our large group. It was updated and had a fully stocked kitchen with all of…
Drew’s place is absolutely amazing
February 2026
Drew’s place is absolutely amazing. One of the best places I’ve stayed in Massachussets. Highly recommend!
As described in posting
October 2025
As described in posting. I stayed here with 2 co-workers for a couple nights and there was plenty of room for everyone. A little tricky to find, but the directions/instructions made it very easy.
The house was a perfect spot for a winter girls weekend
February 2026
The house was a perfect spot for a winter girls weekend. Ample parking for all 6 of our cars, even with mountains of snow on the ground. The main area was beautiful and bright, with a stunning view outside. Great location-walkable to town (when i…
Great location and very clean place
October 2024
Great location and very clean place!