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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 stayed here for a work conference that was being

March 2025
5star rating
We stayed here for a work conference that was being held at a local hotel. So glad we didn’t stay at the hotel. A short walking distance to Copley Square afforded us something way more charming and connected to a great city like Boston. Cheap eats…

Great place for a weekend on the cape!

June 2025
5star rating
Great place for a weekend on the cape!

The property was fantastic – very spacious and well appointed

July 2021
5star rating
The property was fantastic – very spacious and well appointed for a large group. The location is convenient with food and transportation close by. Lucas and Drew were great hosts, very responsive/flexible which was great while visiting Boston.

The place was beautiful and looked exactly like the photos.

June 2026
5star rating
The place was beautiful and looked exactly like the photos. It was in the perfect area for us and walkable. There is a Dunkin Donuts a block down from the Airbnb, our fav coffee. New York Pizza is down the block as well, enjoyed the convenience of…

We had a wonderful time in Boston. Very clean and

July 2025
5star rating
We had a wonderful time in Boston. Very clean and great location. Thank you.

Couldn’t have been more pleased. The townhouse is gorgeous, spotless

May 2018
5star rating
Couldn’t have been more pleased. The townhouse is gorgeous, spotless and extremely comfortable. Communication was lightening fast. Wonderful location for being near BU. Fantastic hospitality!

Drew’s apartment is incredible. It felt like Paris. Meticulous and

September 2024
5star rating
Drew’s apartment is incredible. It felt like Paris. Meticulous and stately interior design. Incredible comfy bed. Convenient to Northeastern University. We’ll stay here again.

My family and I had a great stay at the

August 2025
5star rating
My family and I had a great stay at the property! The beds were incredibly comfy (all memory foam), the appliances all worked great, the location was perfect, the check in and check out processes were smooth, and it was so nice to be able to walk…

I love the place. Everything is clean. A lot of

December 2025
5star rating
I love the place. Everything is clean. A lot of nice restaurant near by. The host is very nice, and response to my question fast. Highly recommonded

Very responsive; great location if you’re ok with hearing some

November 2024
5star rating
Very responsive; great location if you’re ok with hearing some traffic. Easy walk to kenmore square train and onto Charles river walking path. Easy check in process.