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Benn B.

Star Sitter

Chelsea, New York, NY

5.0 out of 5 stars
45 reviews
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Services

Benn can care for

0 to 15 lbs
16 to 40 lbs
41 to 100 lbs
over 101 lbs

Availability

I work primarily as a freelancer, so my schedule varies often, but mostly I have an abundance of free time because of it, and in my opinion this is a great use of that free time. I unfortunately can't have a dog in my current apartment, so this is the next best thing for me.

Available
Not available
SMTWTFS
House Sitting Cancellation Policy:

About Benn B.

Communication

25 repeat pet parents
92% response rate
Usually responds in under an hour
90% bookings with photo updates
Sends updates with Rover Cards

Skills

5 years of experience

Safety, trust & environment

I have plenty of experience handling large dogs on leash as well as dogs others would consider 'unruly'. It requires loads of patience and compassion to form trusting bonds with dogs, and that's what I try to focus on first & foremost when starting a relationship with dogs to whom I'm a stranger. With a bit of love & patience they usually warm up to me pretty quickly, but if not it simply requires more time and gentle attention to earn their trust. On walks I like to include at least one visit to a nearby park so your dog can get the necessary mental stimulation as well as exercise. With your permission I'd try to socialize them with other dogs as well; making sure to keep a watchful eye on them at all times to ensure they remain safe and continue to enjoy the experience. I try to keep my walks to one or two dogs at a time, at most three, so that I can give your pup the proper attention and make sure they stay safe while out & about. I also make sure to have plenty of treats on me during walks to keep them happy and provide positive reinforcement for good behavior. (If your dog is on a diet or has any food allergies, please let me know and I will take that into account. I can provide alternative treats for those with allergies and other forms of positive reinforcement for those on diets.)

Location

New York, NY

Benn B.'s Neighborhood

Benn B. has Star Sitter status

The Star Sitter program highlights responsive sitters who deliver highly rated care and have a history of listing accurate availability and preferences, making it easier for pet parents to find the best care for their pets.

Experienced Dog Sitter & Walker

Pet care experience

I have been taking care of dogs, both big and small, for years. I have been a sitter & walker for friends, family members, & neighbors; anyone who knows how much I love dogs has always been eager to let me care for them whenever they cannot. I suppose my genuine love for dogs is simply that obvious that others have taken note and decided they could trust me with their furry friends. I truly enjoy the work and while growing-up I often did it without charge for friends and family. All dogs are good dogs in my opinion and I just know I will get along with yours just as well.

Reviews

Richelle C.
House Sitting • Jun 19, 2026
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Benn watched our dog Ricky for a week and gave us daily pics!

Margaret C.
Dog Walking • Jun 03, 2026
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Benn is very nice and easy to work with! Thank you for all your help!

Jen M.
House Sitting • Apr 12, 2026
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Benn was fantastic. He is a natural with dogs and such a gentleman. Lumi loved him.

Zachary C.
Dog Walking • Feb 26, 2026
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Our dog can be a little wary of new people, but she gets a long well with Benn! He is definitely taking the time to get to know her and has been kind and punctual for walks. Looking forward to booking a couple days of house sitting with him.

About Benn B.

Communication

25 repeat pet parents
92% response rate
Usually responds in under an hour
90% bookings with photo updates
Sends updates with Rover Cards

Skills

5 years of experience

Safety, trust & environment

I have plenty of experience handling large dogs on leash as well as dogs others would consider 'unruly'. It requires loads of patience and compassion to form trusting bonds with dogs, and that's what I try to focus on first & foremost when starting a relationship with dogs to whom I'm a stranger. With a bit of love & patience they usually warm up to me pretty quickly, but if not it simply requires more time and gentle attention to earn their trust. On walks I like to include at least one visit to a nearby park so your dog can get the necessary mental stimulation as well as exercise. With your permission I'd try to socialize them with other dogs as well; making sure to keep a watchful eye on them at all times to ensure they remain safe and continue to enjoy the experience. I try to keep my walks to one or two dogs at a time, at most three, so that I can give your pup the proper attention and make sure they stay safe while out & about. I also make sure to have plenty of treats on me during walks to keep them happy and provide positive reinforcement for good behavior. (If your dog is on a diet or has any food allergies, please let me know and I will take that into account. I can provide alternative treats for those with allergies and other forms of positive reinforcement for those on diets.)

Each sitter joining Rover needs to pass a background check. And by booking on Rover, you can get photo & message updates, 24/7 support, and reimbursement for eligible vet care.
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Benn B.

Star Sitter

Chelsea, New York, NY

5.0 out of 5 stars
45 reviews