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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

Positive: Все! Расположение, мебель, оснащение на кухне, чистота

October 2023
5star rating
Positive: Все! Расположение, мебель, оснащение на кухне, чистота

This is a really remarkable and secluded property, ideal for…

July 2022
5star rating
This is a really remarkable and secluded property, ideal for a big family gathering. Tons of space, enough bedrooms spread out over enough floors that different people on different schedules didn’t disrupt one another. We set aside a wing for the …

Highly recommended! Everything about this apartment was great. The place…

July 2023
5star rating
Highly recommended! Everything about this apartment was great. The place feels new and as described. Very well kitted out kitchen and everything was immaculate in all rooms. Perfectly located near to beaches and only 2 miles from the local Glouces…

Very sweet cottage. 20 min walk from the beach and…

September 2023
5star rating
Very sweet cottage. 20 min walk from the beach and close to a few restaurants etc on Main Street.

The perfect cabin for a break with friends and family.…

July 2022
5star rating
The perfect cabin for a break with friends and family. The cabin is very clean and the interior decoration is lovely. Lots of nice small touches like labels on crates in the bathrooms and kitchen. Very spacious indoors and great amenities outdoors…

The house is very spacious and and clean. It is…

June 2022
5star rating
The house is very spacious and and clean. It is located in a wood and you really get privacy. It is beautifully maintained and the kitchen is well equipped. We just loved our stay at the house!

Great space! Plenty of room and charming decor and amenities.…

September 2024
5star rating
Great space! Plenty of room and charming decor and amenities. Very convenient location – many Jamaica Plain restaurants within walking distance. I highly recommend this listing and host.

This was the perfect Cape Cod home with a short…

September 2024
5star rating
This was the perfect Cape Cod home with a short walk to the beach, lots of local restaurants to enjoy, and all the amenities of home in a private, comfortable setting.