Skip to main content

About Us

Reach Out to Get Started!

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

Amazing place

May 2026
5star rating
Amazing place

Great. A nice change from standard hotel rooms

September 2025
5star rating
Comfortable stay. The room is actually a small apartment, homy and nicely decorated. As such, key pad and virtual front desk or no elevator.

We enjoyed our stay at Drew’s apartment in Cambridge. Very

December 2024
5star rating
We enjoyed our stay at Drew’s apartment in Cambridge. Very walkable to lots of shops, restaurants and sightseeing. Drew was responsive and helpful when we asked questions.

This Airbnb is a true find! Located in a peaceful

July 2023
5star rating
This Airbnb is a true find! Located in a peaceful neighborhood, it’s just a short walk from downtown. The property was perfectly clean, everything felt brand new. I had a fantastic stay and would definitely come back! Highly recommended!

This house was great for our family of 5. House

February 2022
5star rating
This house was great for our family of 5. House was well stocked and clean and the hosts were very responsive. Excellent location close to town. Ice storm made for an icy driveway and the uphill road approach but 4WD made it work ok.

This is an excellent AirBnB! Beautiful home, very well maintained,

June 2026
5star rating
This is an excellent AirBnB! Beautiful home, very well maintained, and extremely clean. The neighborhood is beautiful and quiet, though < 5 min walk to Newbury St and all the shopping, dining, etc. Communication before and during our stay was r...

Lucas place is exactly like the photos show, really nice

April 2019
5star rating
Lucas place is exactly like the photos show, really nice home. Really good location. I would definitely stay there again on my next visit to Boston!!

excellent property, nicely renovated

June 2025
5star rating
excellent property, nicely renovated

Жилье соответствовало описанию. Отличное расположение, мы до всего ходили пешком.

July 2026
5star rating
Жилье соответствовало описанию. Отличное расположение, мы до всего ходили пешком. Отличные рестораны

We loved this place! It was a great spot for

December 2024
5star rating
We loved this place! It was a great spot for a mother-daughter trip. It was just the right size and had everything we needed. We haven’t stayed in this area before and really liked the architecture, the laid back feel, and the proximity to all the…