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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

Exceptional

November 2024
5star rating

Home away

July 2023
5star rating
Great

We had a great time. The house was clean and

September 2017
5star rating
We had a great time. The house was clean and well represented in the photos. The beds were very comfortable. It had all the amenities as a hotel with lots of extra room.

Great stay in a perfect location near Fenway. We went

July 2025
5star rating
Great stay in a perfect location near Fenway. We went to a Red Sox game on Saturday and the location was ideal, just a short walk to the park. The place was clean, comfortable, and exactly as described. Overall a great experience and I would defin…

Wonderful location within walking distance of private beach and only

September 2022
5star rating
Wonderful location within walking distance of private beach and only a couple minutes drive into Hyannis. We were a group of 5 + one doggo. All of us felt the Airbnb was beautifully decorated, clean and stylishly decorated. The kitchen was fully e…

Beautiful area of New Seabury, very quiet and amazing deck

May 2023
5star rating
Beautiful area of New Seabury, very quiet and amazing deck with flowering landscape. Lots of quiet time listening to birds in the morning. Beds were comfortable which is always a plus for us.

很棒的屋子。位置也超棒。买东西超方便。房东很积极地沟通。及时回答我们的问题。我们是一大家子旅行。所以房子特别适合,下次还会选择!

January 2018
5star rating
很棒的屋子。位置也超棒。买东西超方便。房东很积极地沟通。及时回答我们的问题。我们是一大家子旅行。所以房子特别适合,下次还会选择!

Great family getaway

November 2020
5star rating
We loved the proximity of the house to the center of town. House was well organized, spacious, clean, beds comfortable and was perfect for our family getaway. Love the layout of the house and outside deck was lovey!

Great location and Drew was awesome with answering questions. Just

April 2026
5star rating
Great location and Drew was awesome with answering questions. Just a few blocks from the T, so it made getting around downtown easy. Great restaurants everywhere! The apartment was very cozy and comfortable and has great views of South Boston. Onl…

Drew’s place was clean, comfy, and spacious. It was in

October 2025
5star rating
Drew’s place was clean, comfy, and spacious. It was in a great location close to wonderful restaurants and activities. Drew was easy to communicate with and had speedy responses. Great place will definitely rebook if in the area again.