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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

We stayed here for a full week and loved it!

November 2024
5star rating
We stayed here for a full week and loved it! Very comfortable and clean, we really enjoyed having the fireplace since the weather was pretty chilly when we visited! Would absolutely stay here again, prime location to shops restaurants etc. It was …

Amazing location, great price, and great space!

December 2017
5star rating
Amazing location, great price, and great space!

We had a wonderful stay at this lovely property. The

August 2022
5star rating
We had a wonderful stay at this lovely property. The location was perfect — located on a quiet, tree lined street on a hill, it was a short walk to downtown Great Barrington and a short drive to many other spots in the Berkshires. The beds were co…

Bien aimé

July 2024
5star rating
Accès sans clé, proximité de station métro Kenmore, proximité de Fenway Personne pour aider ou donner des débarbouillettes

The Only Choice for Great Barrington

June 2021
5star rating
We were very impressed with this house and we were a party of 12 and the house is the perfect size for entertaining and the kitchen is state of the art. We were there over Memorial Day weekend and had to use the fireplace to get warm at night. The…

This is a really great space! The house is elegant

July 2024
5star rating
This is a really great space! The house is elegant and fun. The pool is large and the hot tub goes well with it all. There is lots of available bedding and common space to hang out. The host was responsive and communicative. We had no problems ar …

Wonderful

December 2024
5star rating
地理位置好,入住方便,和房东能方便及时沟通

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.

Great location and super comfy spot to stay with a

May 2018
5star rating
Great location and super comfy spot to stay with a large group. Beds were really comfortable. Plenty of towels. Kitchen had everything we needed. No complaints. Will recommend to friends.

Wonderful

April 2024
5star rating
此行是參加2024年波士頓馬拉松5K及全馬,住宿的地方離地鐵站步行五分鐘;鄰近還有波士頓大學及麻省理工學院,離查爾斯河畔也近,是慢跑的好地方;不行20分鐘左右也能抵達海因斯會議中心,大門及房門是電子式,需輸入密碼才能進入,垃圾須丟於後門(但後門打不開,要從房外繞),廚房用具一應俱全(醬料要自備)。 住宿的房型沒洗衣機,比較可惜,但是比較輕薄的衣服手洗在暖氣浴室曬晾一天可乾。