Meet the Team
Tyler
Senior Property Manager
Nicole
VP Of Operations
Lucas
Head Of Business Development
Andrew
Founder, CEO
Our team is the foundation of our success, and we’re grateful for every member’s contribution. From our reservations and guest services team to our maintenance crew, more than fifteen dedicated professionals work together to ensure each stay is seamless and memorable.
Currently, they have over 100 single-family vacation rentals, on the Cape, in the Berkshires, and in Boston and manage a portfolio of boutique limited-service hotels with around 150 doors and growing.
Recent Guest Reviews
We really enjoyed staying at Drew’s. The home was very…
We really enjoyed staying at Drew’s. The home was very clean, comfortable, and super well stocked with every item a short-term stay traveler might need. The location was private yet within an easy drive of shopping, restaurants, and so many things…
Nous avons passé un merveilleux séjour chez Drew ! La…
Nous avons passé un merveilleux séjour chez Drew ! La maison est spacieuse avec de chouettes extérieurs… nous avons apprécié le petit-déjeuner sur la terrasse et les s’mores au coin du feu. Les enfants ont adoré la salle de jeu. Parfait petit havre…
My family of three had a wonderful stay at this…
My family of three had a wonderful stay at this charming saltbox on the Cape. The layout is comfortable, indoors and out. It has both privacy and proximity. We were able to keep to ourselves (Covid) yet were within walking distance of several restau…
Great location, easy drive to shops and restaurants. Easy walk…
Great location, easy drive to shops and restaurants. Easy walk to the beach. Charming location.
Fantastic location and gracious host. Pictures do not do justice….
Fantastic location and gracious host. Pictures do not do justice. The pool and hot tub are perfect and the proximity to beaches and restaurants is ideal!
We recently stayed with a group of 14 adults and…
We recently stayed with a group of 14 adults and 4 babies under 18 months and we loved our experience! The home is beautiful and so spacious – it offered plenty of room for our large group. It was updated and had a fully stocked kitchen with all of…
My husband, 2 kids and 2 dogs stayed here for…
My husband, 2 kids and 2 dogs stayed here for a few days and we had an amazing time! The pool was the perfect temperature, there was a beach 2 minutes down the street that allowed dogs, the house had a fenced in yard for them to play, and the house…
Great quiet location. Short drive to ocean. Very convenient to…
Great quiet location. Short drive to ocean. Very convenient to Wequassett club, where we attended a wedding. Lots of space for large group to spread out.
Drew was wonderful to deal with and his place was just perfect! It was walking distance to the beach and
Drew was wonderful to deal
with and his place was just perfect! It was walking distance to the beach and downtown.