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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

August 2024
5star rating
The best place to visit in Boston ! Service is 10/10

房子在一栋老建筑中很漂亮,楼下有不错的餐厅,离地铁500米。一切都很好,唯一的问题是,新装修的味道还有,过一个月应该就会很好。汽车声音对需要安静的人来说可能会影响,我们睡的挺好。

July 2024
5star rating
房子在一栋老建筑中很漂亮,楼下有不错的餐厅,离地铁500米。一切都很好,唯一的问题是,新装修的味道还有,过一个月应该就会很好。 汽车声音对需要安静的人来说可能会影响,我们睡的挺好。

We really enjoyed our stay. There were 6 of us

June 2018
5star rating
We really enjoyed our stay. There were 6 of us (myself, my wife, daughters aged 18, 15, 12 and the boyfriend of our 18 year old) and the place was well sized for us. The parking space was great, as was the Whole Foods next door. It was only a few…

This home is lovely. Everything about the space is so

October 2022
5star rating
This home is lovely. Everything about the space is so accommodating. The location is perfect! Close to so many attractions and the beach is so close. The host is great at communicating and is helpful with suggestions. We hope to visit again!

Great place to stay if your looking to walk and

October 2024
5star rating
Great place to stay if your looking to walk and explore Boston!

Great location. Quick responses from host. Beautiful apartment.

December 2018
5star rating
Great location. Quick responses from host. Beautiful apartment.

I love Lucas’ place. It’s truly amazing. I hope we

March 2018
5star rating
I love Lucas’ place. It’s truly amazing. I hope we can stay there on our future trips to Boston.

Great experience! Beautiful/clean apartment, good area, very responsive host. Couldn’t

September 2025
5star rating
Great experience! Beautiful/clean apartment, good area, very responsive host. Couldn’t have asked for a better experience. Thank you!

The house was just right for our family of 5

August 2025
5star rating
The house was just right for our family of 5 (+2 dogs)! We felt very comfortable in the space and were happy to be able to use all of the amenities, especially the grill! Great location but definitely consider if you are bringing your dogs that th…

我太愛這個房源了,照片已經很如實呈現房間樣貌,但實際上更棒的是房間實際上比照片更寬敞。床非常舒服,一切也都整潔如新。

October 2025
5star rating
我太愛這個房源了,照片已經很如實呈現房間樣貌,但實際上更棒的是房間實際上比照片更寬敞。床非常舒服,一切也都整潔如新。