Profile image
Profile image

Jackson W.

Upper East Side, New York, NY

4.8 out of 5 stars
37 reviews
Image 1 of 25
Image 1 of 25
Image 2 of 25
Image 3 of 25
Image 4 of 25
Image 5 of 25
72PhotosView All

Services

Jackson can host

Cats
0 to 15 lbs
16 to 40 lbs
41 to 100 lbs
over 101 lbs
Takes only 1 client at a time

Jackson can care for

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

Availability

I’m at home most of the time. I may leave to go to the gym but I won’t be gone for more than 1.5 hours.

Available
Not available
SMTWTFS
Boarding Cancellation Policy:

About Jackson W.

Communication

11 repeat pet parents
100% response rate
Usually responds in a few minutes
70% bookings with photo updates
Sends updates with Rover Cards

Skills

15 years of experience
Oral medication administration
Injected medication administration
First aid/CPR
Senior dog experience
Special needs dog experience
Can provide daily exercise

Safety, trust & environment

For dog walking, I have a lot of professional experience with very strong dogs, untrained dogs, etc. in Manhattan and other places as well. If I am taking care of your dog in your home, I am always extremely respectful of the environment, treating it as if it was my own home. Also, it’s common for your pet to have separation anxiety in those types of situations, so I make it a priority to have your dog feeling like they are safe and secure. For boarding, I live in a very nice apartment building, in an apartment that is perfect for a dog. We live right next to the river where there is a perfect place to walk dogs and there’s even a dog run too!

Home

Lives in a house
Has a fenced yard
Non-smoking household
Has no pets
No children present
Dogs allowed on bed
Dogs allowed on furniture
Potty breaks every 0-2 hours

Information Jackson W. would like to know about your pet

It’s very important that I know about your pet’s behavior beforehand, regarding their separation anxiety in particular. Have they stayed with other sitters before and, if so, how did the dog react when left alone? It might also be helpful for me to know about whether they chew furniture, clothes, or wires, or anything else I should know about them. I would also need to know about how much to feed them and when to feed them of course.

A typical day

I look forward to spending time with your furry friend! There will be a lot of playing and plenty of head scratches and belly rubs.

Location

New York, NY

Jackson W.'s Neighborhood

Dog Lover with Loads of Experience!

Pet care experience

I have a lot of experience as a dog sitter. I also have experience in dog training, handling, and walking as I’ve done it as a full time job for months. I spent a lot of that time in the dog daycare, often handling 25+ dogs at a time. I spent the rest of the time walking all kinds of dogs around Manhattan. I’ve also had a dog since I was about 7 and I cared for her into her old age when she began having health problems, all the way up until she passed away.

Cat care experience

Profile image
Meow-velous Cat Caring Service!

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

Reviews

Ella J.
House Sitting • Jul 28, 2026
Profile image

Jackson was great with our Great Dane Wrigley. He was prompt, communicated well and was able to book in with less than 2 weeks notice. I would definitely recommend Jackson for any one in need of a house sitter. Highly recommend!

Rose D.
Drop-In Visits • Jul 15, 2026
Profile image

Jackson took wonderful care of Ddangkong. He was very caring and they got on really well together. I would highly recommend Jackson and would definitely book him again! ☺️

Lucy H.
House Sitting • May 26, 2026
Profile image

Jackson is a great dog sitter, he quickly got to understand our Boston Terrier and made him feel calm and safe, so we felt able to relax and enjoy our time away. Jackson kept us up to date with his stay with Lenny and he kept our flat neat and tidy. Would happily have Jackson look after Lenny again!

Tom F.
House Sitting • May 03, 2026
Profile image

Jackson did a good job looking after our puppy for two weeks. She was safe and happy when we got back. Our only minor complaint was some coffee stains on the carpet.

About Jackson W.

Communication

11 repeat pet parents
100% response rate
Usually responds in a few minutes
70% bookings with photo updates
Sends updates with Rover Cards

Skills

15 years of experience
Oral medication administration
Injected medication administration
First aid/CPR
Senior dog experience
Special needs dog experience
Can provide daily exercise

Safety, trust & environment

For dog walking, I have a lot of professional experience with very strong dogs, untrained dogs, etc. in Manhattan and other places as well. If I am taking care of your dog in your home, I am always extremely respectful of the environment, treating it as if it was my own home. Also, it’s common for your pet to have separation anxiety in those types of situations, so I make it a priority to have your dog feeling like they are safe and secure. For boarding, I live in a very nice apartment building, in an apartment that is perfect for a dog. We live right next to the river where there is a perfect place to walk dogs and there’s even a dog run too!

Home

Lives in a house
Has a fenced yard
Non-smoking household
Has no pets
No children present
Dogs allowed on bed
Dogs allowed on furniture
Potty breaks every 0-2 hours

Information Jackson W. would like to know about your pet

It’s very important that I know about your pet’s behavior beforehand, regarding their separation anxiety in particular. Have they stayed with other sitters before and, if so, how did the dog react when left alone? It might also be helpful for me to know about whether they chew furniture, clothes, or wires, or anything else I should know about them. I would also need to know about how much to feed them and when to feed them of course.

A typical day

I look forward to spending time with your furry friend! There will be a lot of playing and plenty of head scratches and belly rubs.

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.
Profile image
Verified Enhanced Background Check
Profile image
Verified Enhanced Background Check

Jackson W.

Upper East Side, New York, NY

4.8 out of 5 stars
37 reviews