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About Us

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Meet the Team

Drew

Drew is a seasoned vacation rental manager with a decade of experience in the industry. As the founder and owner of South End Hospitality, Drew has established expertise in optimizing operations and delivering exceptional guest experiences. Prior to venturing into property management, Drew managed restaurants, honing valuable skills in guest service and team leadership. With a solid background in both hospitality and property management, Drew possesses a unique perspective and a knack for seamlessly merging the two industries. With a passion for creating memorable stays, Drew is dedicated to ensuring guests have unforgettable vacation experiences. Drew lives in Jamaica Plain with his two cats Olive & Saffron.

Nicole

Nicole, a 30+ year property management pro, sold her 3000-door long term property company in 2018 to enter the vacation rental industry. Her diverse experience spans long-term rentals, commercial spaces, student housing, and short-term accommodations, and she excels at operations management, budgeting, financial analysis, process improvement, and team leadership. Nicole leverages her expertise to maximize property efficiency and profitability. She’s also an animal lover with two cats and a lively puppy/team mascot, Ringo.

Tyler

Tyler is a highly experienced property management professional with over 5 years of expertise in the vacation rental industry. Drawing from his background as a skilled cyclist and mechanic, his attention to detail and hands-on approach make him an invaluable asset in ensuring the smooth operation of properties. By combining his technical expertise with a passion for guest satisfaction, Tyler excels at providing exceptional experiences for visitors. Residing on beautiful Cape Cod, he is well-acquainted with the local attractions and can offer valuable insights to enhance guests’ stays. With a commitment to ensuring memorable getaways, Tyler goes above and beyond to deliver outstanding service in the vacation rental space.

Our team is the foundation of our success, and we are grateful for each member’s contribution. You’ll have the opportunity to connect with Pia, Angel-Nicole, Karen, Hazel, Ivy, Dee, Catherine, Bea, Nicole, and Rovern, all of whom are eagerly awaiting your arrival. We are excited to offer you a warm welcome and make sure your stay is unforgettable.

History of South End Hospitality

We started Home Shar​ing on Airbnb by using a spare bedroom in one of our own South End apartments, to make some extra cash. We welcomed guests from the US and all over world, including France, Australia, and India. Sometimes we bring our guests with us to parties or share a bottle of wine with them after work. Listening to our guests’ stories, sharing our backgrounds, and helping them learn about the great city of Boston really makes the Airbnb experience special and unique.

We turned this passion for hospitality into a full service Airbnb management company, launching South End Hospitality in September of 2015.Our first contract was for complete management services for a small studio apartment in South Boston. Our business is growing, as we have added multiple listings in Boston and Cambridge, all using our signature Hand Us The Keys Service.

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.
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 home, great host. Staying with Lucas is among the…

November 2022
5star rating
Great home, great host. Staying with Lucas is among the best Airbnb experiences I have.

We just needed one night within walking distance of an…

May 2024
5star rating
We just needed one night within walking distance of an early morning ceremony at MGM Music Hall. The apartment worked perfectly for our needs, was very clean and everything was functioning well, except that we had trouble folding the sleep sofa ba…

Our stay here was fantastic! Location was great, new AC…

August 2023
5star rating
Our stay here was fantastic! Location was great, new AC in each bedroom made it very comfortable. Nicely furnished with a newer and well appointed kitchen. We enjoyed the outdoor shower and it was very clean when we got there, especially for a pet…

Great place, very clean and beautiful house with gorgeous view.…

October 2021
5star rating
Great place, very clean and beautiful house with gorgeous view. Location is perfect within walking distance to downtown.

We had a wonderful time. The location is great to…

August 2022
5star rating
We had a wonderful time. The location is great to walk to the T. The home is large and plantation of room for a large party (as in people, not a celebration!). The kitchen was perfect for making dinner each night. You will not be mad when you show…

Absolutely wonderful! The house was spotless, tastefully decorated with some…

March 2022
5star rating
Absolutely wonderful! The house was spotless, tastefully decorated with some fun and eclectic elements thrown in. Quite spacious although it feels very cozy. On a quiet road, private, with a nice sized back yard. Great Barrington is near…

Great, private spacious place. Everything we needed. Perfect spot in…

September 2021
5star rating
Great, private spacious place. Everything we needed. Perfect spot in the Berkshires as it’s close to many things to do and see. Would definitely return.

We enjoyed our stay on the cape.

October 2021
5star rating
We enjoyed our stay on the cape.

Very clean and perfect location. Linens are very comfy.

November 2022
5star rating
Very clean and perfect location. Linens are very comfy.