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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 place to stay and very nice! Great area so…

November 2024
5star rating
Great place to stay and very nice! Great area so close to everything! Clean, great bed, nice bathroom and room to relax vs some places in Boston. Clean and very quiet. We will def be back!

Great spot ! Def coming back

June 2023
5star rating
Great spot ! Def coming back

Positive: Los acabados y distribución del apartamento. Tanto el edificio,…

January 2024
5star rating
Positive: Los acabados y distribución del apartamento. Tanto el edificio, incluso las zonas comunes, como el apartamento, muy bonitos y decorados con mucho gusto. Negative: Tal vez demasiadas escaleras. pero ya lo sabíamos

Lucas’s place was amazing! Everything was super clean and nice.…

April 2021
5star rating
Lucas’s place was amazing! Everything was super clean and nice. The area is great if you like the outdoors. My friends were very impressed with the whole place! Good price for a great place.

We enjoyed our stay at this place. It is even…

August 2024
5star rating
We enjoyed our stay at this place. It is even bigger than pictured, and the location is excellent. It is the heart of the shopping district, very close to multiple subway lines, and extremely walkable to many of the key attractions in Boston (eg …

The listing is accurate and the house was warm and…

January 2024
5star rating
The listing is accurate and the house was warm and inviting! Clean towels and linens were provided. We were pleasantly surprised to find the appliances in the kitchen had been updated and were brand new. It is a close drive to Boston Children’s …

We booked this place for my in laws to stay…

December 2024
5star rating
We booked this place for my in laws to stay in when they visited us in Boston for a month. They really enjoined their stay and found that the home had everything you might need for a long term stay. The host was very responsive!

Silvana & Mike’s apartment was great, clean and quiet. There…

April 2021
5star rating
Silvana & Mike’s apartment was great, clean and quiet. There were useful notes posted letting me know what was nearby and how to get there. The supermarket was just 3 blocks away, and there were many great options for restaurants and anything you …