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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

Amazing apartment! The place is clean, well equipped, and has

October 2017
5star rating
Amazing apartment! The place is clean, well equipped, and has adequate space, good decoration, convenient location! Strongly recommend!

It was very enjoyable. Great location!

June 2024
5star rating
It was very enjoyable. Great location!

Beautiful renovated loft in an amazing neighborhood near the T.

April 2023
5star rating
Beautiful renovated loft in an amazing neighborhood near the T. Lucas was always responsive and helpful

We had a wonderful stay at this lovely property. The

August 2022
5star rating
We had a wonderful stay at this lovely property. The location was perfect — located on a quiet, tree lined street on a hill, it was a short walk to downtown Great Barrington and a short drive to many other spots in the Berkshires. The beds were co…

Marathon Monday in the South End

April 2025
5star rating
A wonderful place to stay – one mile walk to finish of marathon so you could get to the finish easily but return to a less stress and less crowded environment. So many lovely restaurants close by. We felt like we were in a cozy neighborhood. Ou…

Exceptional

August 2023
5star rating
Beautiful building, close to Fenway, friendly staff. Noisy (basically you can hear everything happening around you).

Experiencia satisfactoria.

December 2024
5star rating
Que tenía excelente privacidad, que es un apartamento estudio muy equipado, que es céntrico y que todo lo que se ve en la publicidad es lo que en realidad ofrece el lugar. Que no está claro en la publicidad si es un hotel o un arbnb, y la asistenc…

Andrew was a Great host. The instructions he gave were

September 2023
5star rating
Andrew was a Great host. The instructions he gave were very clear and accurate. The place was as pretty as the pictures even prettier and cozier. The location was great. Within walking distance of Fenway and many great restaurants. Couldn’t ask …

Terrific location and beautiful interior.

October 2024
5star rating
Terrific location and beautiful interior.

The place is very beautiful and a great experience to

February 2025
5star rating
The place is very beautiful and a great experience to stay at. If the price is right-as it was when I booked-it’s a great place to stay. However one should be aware it isn’t totally finished. A few lights and switches don’t work and there are clos…