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Hennessy W.

5.0 out of 5 stars
8 repeat clients
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Hennessy W.

5.0 out of 5 stars
8 repeat clients

Contact for Boarding

from $60 per night

Highlights

Basic background check
30 years of experience
Has a fenced yard
Home full time
Can administer medication
Special needs experience

Pet care experience

We'll run, snuggle, learn and PLAY!

I co-parent a dog and cat but they are not with me - your baby will be the only one! I'm a Broadway actor but getting to be a pet sitter is a dream come true for me. I love being able to spend time with all kinds of animals and getting to put a smile on a dog’s face is like nothing else in the whole world. I also get to give back to the community by providing peace of mind to owners while they’re away from their best friends.

Cat care experience

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Love my felines too! 😻

Hennessy also cares for cats. Learn about their cat-specific care experience.

Qualifications

8 repeat pet parents
84% response rate
Usually responds in under an hour
100% bookings with photo updates
Sends updates with Rover Cards
30 years of experience
Oral medication administration
Injected medication administration

Ratings and reviews

5.0
stars
33 ratings
Denell D.
5.0 out of 5 stars
Doggy Day Care • Jul 25, 2026

Humans say: Hennessy is great! Easy to communicate with, very responsive, clearly adores dogs, responsible and kind! Dog says: Woof! Woof-woof!!! ("I had a great time.")

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Boarding • Jun 17, 2026

Hennessy W. cancelled a booking 1 day before it was scheduled to begin.

Mollie S.
5.0 out of 5 stars
Doggy Day Care • Feb 11, 2026

Hennessy is so lovely and was so sweet with our puppy! Coco ran straight over to him upon meeting him and it was clear that the two of them enjoyed hanging out with each other. Hennessy was great with communication and photos during the day!

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Ananya S.
5.0 out of 5 stars
House Sitting • Feb 01, 2026

Hennessy was great with our dog Winston. Very good with communication and taking care of pets. Highly recommend him to take care of your pets.

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Jimmy H.
5.0 out of 5 stars
House Sitting • Jan 30, 2026

I definitely recommend Hennessy to care for anyone’s pet. We got frequent updates throughout the two-day dog-sitting period, and our dog seemed well taken care of when we returned. We will definitely be keeping Hennessy at the top of our list for any future needs!

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Adi S.
5.0 out of 5 stars
House Sitting • Jan 03, 2026

Hennessy was so great when house sitting for our two pups! They seemed to really love him, he took them on walks, and just took great care of them and the house. He also would send frequent updates which we love. Would 100% recommend!

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Calendar and availability

Available
Not available
SMTWTFS
Available
Not available
SMTWTFS
SMTWTFS

Schedule

I coparent a dog and cat but they do not live with me! If you are boarding with me, your baby will be the only one! I am home throughout the day but step out for a couple hours at a time sometimes. I will also make sure my schedule fits around your pet's needs.

Where your pet will stay

Home characteristics

Lives in an apartment
Has a fenced yard
Non-smoking household
Has 1 dog, 1 cat
No children present
Dogs allowed on bed
Dogs not allowed on furniture
Potty breaks every 2-4 hours

Safety, trust & environment

I coparent a dog and cat but they do not live with me! If you are boarding with me, your baby will be the only one! I'm from Brooklyn NY. Lots of land to run around on, near parks and in a safe place with me! I have a fenced backyard as well so if they are staying with me they'll have access to that.

Pets

A typical day

My home has been compared to a kennel when I'm watching my pup-buds. Lots of parks all around us.amd outdoor space. If I am sitting at your place or boarding at mine, you can feel good that your pup will never be left alone for long. Every dog’s personality is different, and each one will tell me what they like to do and what they don't like to do. I always try to listen to the needs and wants of the pooches (and pooch-parents) that I’m sitting, so no two sits will ever be alike! I live in South Park Slope, Brooklyn but currently in Rochester teaching a class . It’s an extremely dog-friendly area with tons of parks, outdoor spaces and walks by the water. There’s always something to explore! My schedule is very flexible, which makes lots of time with your pooch as easy as can be. The world is our oyster! We may spend some time at the dog park, go run around the neighborhood, maybe watch a movie (Beethoven? A Dog's Life?) or snuggle together up on the couch! But we’ll definitely get some playtime in outside.

Cats
0 to 15 lbs
16 to 40 lbs
Hennessy can host up to 1 pet per night
I want to know if your pup has any dietary restrictions, special rules or training techniques you'd like me to try and follow, allergies, phone numbers to emergency contacts, favorite games/ snacks/ toys, any potential health issues and any physical or emotional sensitivities. How are they with other dogs in the house? Also obviously if they need any special care like medicine application or maybe they like to be sung a special song before bed.
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.