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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

Beautiful views, great location close to town, well stocked kitchen.

June 2024
5star rating
Beautiful views, great location close to town, well stocked kitchen. Thanks!

Molly’s Folly was a fantastic house and perfect location. Drew

October 2023
5star rating
Molly’s Folly was a fantastic house and perfect location. Drew was extremely responsive with a couple items. Highly recommend this place.

Lucas’s home made our weekend in Boston complete! The home

December 2018
5star rating
Lucas’s home made our weekend in Boston complete! The home is well done with great architectural features!

Great spot, and perfect for our needs. Really nice home-like

July 2023
5star rating
Great spot, and perfect for our needs. Really nice home-like space including some kids toys, legos, and dressers in all the bedrooms upstairs: easy to unpack and relax in. Great walkablity to the beach! Nice to have the view as well. There is an …

Exceptional

November 2024
5star rating
There are no comments available for this review

We are a regular Airbnb travelers and would rate Luca’s

November 2023
5star rating
We are a regular Airbnb travelers and would rate Luca’s place as one of the nicest and best located of all the places we have stayed. The place was very clean, modern, had everything we needed to feel at home, and was an easy walk to town and a be…

This place was amazing for our group work event in

February 2020
5star rating
This place was amazing for our group work event in Boston. The location could not get any better. You’re feet from a WholeFoods, around the corner from the T and less than 10 min walk to Fenway! Great for large groups.

Drew was super responsive and helpful. We had a wonderful

September 2024
5star rating
Drew was super responsive and helpful. We had a wonderful stay!

Had an awesome stay in Brookline. Lucas and Drew were

March 2026
5star rating
Had an awesome stay in Brookline. Lucas and Drew were super responsive and helpful. Would 100% recommend for anyone coming into town looking for a central place to stay!

Drew was great, and the place is beautiful and close

May 2023
5star rating
Drew was great, and the place is beautiful and close to all the beaches. The only problem we had was that the city doesn’t allowed dogs at the beaches, but other than that everything else was great. Thank you Drew and the crew. Angie Gomes