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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

We had a great stay! We came in town to

April 2025
5star rating
We had a great stay! We came in town to tour colleges and it was 20 mins from all The colleges we toured. The condo was very clean, and comfortable. I loved the the white linens and towels. Teh felt like new. The host was very helpful and responsi…

Great spacious loft apartment

October 2018
5star rating
Great spacious loft apartment

Drew was a responsive host and his property is amazing.

August 2025
5star rating
Drew was a responsive host and his property is amazing. We had a wonderful few days relaxing!

We stayed at Lucas’s place weekend of Oct 25-27. From

October 2024
5star rating
We stayed at Lucas’s place weekend of Oct 25-27. From the time I chose to book the place until we left, communication was seamless. Lucas was very responsive. The place…i cannot stop to rave about it. Best airbnb we have stayed at. My adult kids l…

Stayed here for an extended weekend with myself and six

January 2018
5star rating
Stayed here for an extended weekend with myself and six other friends. More than enough space for all of us. The place was clean, large, really beautiful on the inside as well as a good location in Boston. Walking distance from the agganis arena a…

Perfect

July 2024
5star rating
Really nice location, close to the fine art museum. Wonderful room with a beautiful view. We really enjoyed our stay here, wish can come back again

This place was great. The pictures don’t do it justice.

March 2018
5star rating
This place was great. The pictures don’t do it justice. It was centrally located and we were able to use Lyft or Uber to get to downtown quickly. Lots of sleeping space and areas for hanging out. Would love to come back when the weather is better …

House is very well appointed, clean and well stocked. We

January 2024
5star rating
House is very well appointed, clean and well stocked. We had a wonderful and comfortable stay and Lucas is very friendly and accommodating. Hope to come back soon!

Great place to stay if you have a student at

September 2024
5star rating
Great place to stay if you have a student at BU. Very accessible and clean!

Beautiful home close to Fenway and the restaurants in Brookline,

August 2023
5star rating
Beautiful home close to Fenway and the restaurants in Brookline, and super close to the train to get around, and walkable to the river trail. The home had all of the amenities we needed, and the hosts were very good communicators. It was a perfect…