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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

This comfortable and beautifully decorated studio is in the perfect

June 2024
5star rating
This comfortable and beautifully decorated studio is in the perfect location. The area is quiet and peaceful and I truly enjoyed my stay. The host was responsive. I would not hesitate choosing this property again.

Weekend trip

May 2024
5star rating
We found this house to be perfect for the 4 of us. The beach was very close. We would stay again.

Lucas’s place was beautiful, it had everything we needed plus

March 2019
5star rating
Lucas’s place was beautiful, it had everything we needed plus some extras

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!

What a beautiful home! We were only there for 1

October 2017
5star rating
What a beautiful home! We were only there for 1 night but the accommodations were fabulous. Thanks, Lucas

Great house. Clean space with nice features. Will go back!

August 2025
5star rating
Great house. Clean space with nice features. Will go back!

Super cute place in the best location!

November 2025
5star rating
Super cute place in the best location!

Excellent Great Barrington Stay

September 2024
5star rating
Perfect place to meet up with family coming from Albany Boston and New York. Spacious area and immaculately kept. Great layout to spend time and short walk to town. Big plus farmer’s market was open. Travel up the road alongside the tracks was p…

Great place to bring a group of people. Open and

June 2018
5star rating
Great place to bring a group of people. Open and more than enough space.

Ideal New England charmer, and perfectly situated.As advertised, steps to

July 2024
5star rating
Ideal New England charmer, and perfectly situated. As advertised, steps to the beach, great walking neighborhoods abound, and an easy walk to town if you don’t want to drive. Quaint and comfortable house, and never did we need to ping owner Drew a…