Pet Sitting & Drop In Visits in New Windsor, NY

Book a pet sitter to stop by your home a few times a day to feed and play with your cat or dog.

Tip: Contact sitters now to confirm availability.
Calendar Recently Updated
1. Pandora

Live, Laugh, Woof

New Windsor, NY, 12553

House Sitting, Drop-In Visits, Dog Walking

"Panda is a wonderful dog sitter, showed love to my boys and treating them like they were hers during our meet and greet. Unfortunately I had to postpone our ... (more)"

Confirmed availability
4th of July
2. Aislinn

I’ll love your dog like my own

New Windsor, NY, 12553

Drop-In Visits, Dog Walking

"Aislinn is amaaaaziingg with animals of all kinds and shes the only one I trust in my home while I am gone! And it is so great to have a fellow pet sitter I ... (more)"

Confirmed availability
This weekend
3. Arlene

Best Buddy Pet and House Sitter

Cornwall on Hudson, NY, 12520

Dog Boarding, Drop-In Visits, Dog Walking

"We have found Arlene to be a professional, timely and dependable sitter for our two puppies. She keeps us updated on their status and behavior, and insures ... (more)"

Calendar Recently Updated
4. McKamie

Organized, Outgoing, Friendly

Newburgh, NY, 12550

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

"Mac was wonderful!! My fur babies are happy and she did exactly what we needed. I had a last minute schedule conflict prior to my vacation and she was availa... (more)"

Calendar Recently Updated
5. Lydia

Engaging Dog Lover

Cornwall, NY, 12518

House Sitting, Drop-In Visits, Dog Walking

About: My extremely flexible schedule let’s me treat your dogs like the family they are to you, with the upmost care. I have dog sitted for at least five... (more)

Calendar Recently Updated
6. Christina

"Walk This Way"

Beacon, NY, 12508

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Christina’s dog Max and my dog Kiki were best buds. I got to see how she cared for her Maxie-poo (such love and tender attention) and would leave Kiki with h... (more)"

7. Lindsay

Compassionate Caring Animal Lover

Cornwall On Hudson, NY, 12520

House Sitting, Drop-In Visits, Dog Walking

"Lindsay is the best pet sitter! (more)"

Confirmed availability
4th of July
8. Jewel

Home full-time - run with your dog!

Newburgh, NY, 12550

House Sitting, Drop-In Visits, Dog Walking

"Jewel is an amazing dog sitter. Before she got this app she was already working with dogs and running a doggy day care. I recommend her to all of my friends ... (more)"

Confirmed availability
4th of July
9. Corinne

Home full time , great yard!

Beaocn, NY, 12508

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: I’ve taken care of many different cats and dogs all shapes and sizes for many years. I know how to groom include brushing , cutting, clipping nails... (more)

10. Rj

You name it, ill do it

Cornwall, NY, 12518

House Sitting, Drop-In Visits

About: Well it all started when my boss a owner of a pizzeria that i work at asked me to start watching his bullmastiff and i knew when he asked me he tr... (more)

11. Steph

Doting dogmom, pro experience

Beacon, NY, 12508

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Steph has been a complete joy to work with. She's very attentive to Pebbles' needs and is always flexible to assure everything runs smoothly. I'll continue t... (more)"

12. Arlene

Dependable Experienced Dog Sitter

Cornwall On Hudson, NY, 12520

House Sitting, Drop-In Visits, Dog Walking

"Arlene is the best pet sitter we have ever used! We have used others, for example, one year when we came home our Honey girl (Beagle mix) was shaking in fe... (more)"

Calendar Recently Updated
13. Marcelle

Dependable caring animal lover

Beacon, NY, 12508

Drop-In Visits, Dog Walking

"Marcell is what you would call dogs best friend. She is one of the most caring people I know who loves all types of animals however dogs hold special places ... (more)"

Calendar Recently Updated
14. Jenn

Puppy Person

Newburgh, NY, 12550

House Sitting, Drop-In Visits, Dog Walking

"Jenn has been doggysitting our senior dog, Puddles, for 2 years now and Puddles just loves her! She stays at our home and treats Puddles as her own doggy ch... (more)"

Confirmed availability
4th of July
15. Brianne

I’ll run with your dog

Cornwall-on-Hudson, NY, 12520

House Sitting, Drop-In Visits, Dog Walking

About: I have many years of experience with several different types of dogs, big and small! It includes German Shepherds, Labradors, Beagles, Dachshunds, ... (more)

Confirmed availability
4th of July
16. Donna

Big or small, I love them all!

Wappingers Falls, NY, 12590

Drop-In Visits, Dog Walking

"She is amazing with animals and truly cares for every animal. The love she has for her dog, Ruger is truly wonderful and amazing to witness. (more)"

17. Debbie

Quality playtime and walks.

Beacon, NY, 12508

Drop-In Visits, Dog Walking

"Debbie is a lifesaver! She is always available, even last minute. I travel quite often for work and I never have to worry about Chewy; she takes great care o... (more)"

Calendar Recently Updated
18. Jessica

Responsible & Reliable

New Windsor, NY, 12553

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

"Jessica has been taking care of our pets for years. Her love of our cats and dogs is evident and she makes them feel as if they are her own. Jessica is trust... (more)"

Confirmed availability
4th of July
19. Quintella

Fun patient walks-lots of attention

Newburgh, NY, 12550

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: Love all breed of dogs. Lots of patients. Been around dogs all my life so can read them pretty well (body language). Can do basic training such as ... (more)

Confirmed availability
4th of July
20. Ian

Afternoon strolls !!!

New windsor, NY, 12553

Drop-In Visits, Dog Walking

About: I love dogs more than most people. They absolutely make my day. Love going out for walks with dogs, helps make me get outside and enjoy the world... (more)


As pet lovers, we understand how difficult it can be to leave your pet when you have to head out of town. Luckily, you can find the perfect New Windsor pet sitter in seconds on Rover.com. If you're looking for trusted pet sitters while you're away, whether it's for one night or a whole month, you can find a pet sitter in New Windsor, NY who meets your — and your pet's — needs. We manually review and approve every profile on our site, and we offer tools to help you make the right decision for your pet — including background checks, sitter testimonials, community reviews. We also offer educational opportunities and extra safety tools, such as the Protection Package. And we always recommend an in-person Meet & Greet so you can see that your sitter is the perfect fit for your dog. Rover is proud to be the nation's largest network of pet sitters and dog walkers.

All stays booked on Rover receive our Rover guarantee, 24/7 support, and our reservation protection.

How it works

Card image cap

1) Browse Sitters

We make it easy to find affordable & reliable sitters near you.

Card image cap

2) Contact Sitters

Chat about your dog and your specific needs. Even meet in person before booking if you really want to.

Card image cap

3) Book & pay

Our platform makes it easy and secure. No cash necessary.

Card image cap

4) Enjoy your trip

Drop off your dog without feeling guilty. Relax with regular photo updates from your sitter.