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Drop-In Visits in Ossining

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

Tip: Contact sitters now to confirm availability.
Confirmed 4th of July Availability
1. Erica

Reliable, loving dog sitter :)

Sleepy Hollow, NY, 10591

House Sitting, Drop-In Visits, Dog Walking

"Erica is a lively and lovely young lady she has helped me out on many occasions when i need a overnight sitter and she walks my dog Charley on a regular b... (more)"

2. Zach

Zach's Pleasantville Dog Walking

Pleasantville , NY, 10570

Drop-In Visits, Dog Walking

"Zach took great care of my fur baby, Zeus, for 3 days. He was very communicative, accommodating, friendly & reliable! He completed all tasks/services on time... (more)"

Confirmed 4th of July Availability
3. Sarah

Loving, reliable pet caregiver!

Croton-on-Hudson, NY, 10520

Drop-In Visits, Dog Walking

"Great work from Sarah with a tricky dog and three compadres. (more)"

4. Jackie

Happy Doggies, Happy Doggy Parents!

Valley Cottage, NY, 10989

Dog Boarding, Drop-In Visits, Doggy Day Care

"If I could give Jackie 10 stars I would!! I was away on business for 3 weeks and it was my first time leaving Zeus with a new sitter for so long. Jackie was... (more)"

Confirmed 4th of July Availability
5. Savarah

I have plenty of Energy !

Sleepy hollow, NY, 10591

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

"Sarah is always on time and does a great job walking my dog Zeus. Zeus looks forward to his walks with Sarah and loves when she dog sits him. (more)"

6. Vanessa

Playful Loyal Trusting Dog Lover

Ossining, NY, 10562

Drop-In Visits, Dog Walking

"Excellent experience!! Vanessa is very caring, reliable and professional. Her dog Leila is the cutest and friendliest pup. Vanessa is keeps you updated along... (more)"

7. Anthony

Love your dog like they were my own

Ossining, NY, 10562

House Sitting, Drop-In Visits, Dog Walking

"Anthony is a very caring and responsible person. He takes great care of his dog at home as well as the other dogs in the neighborhood. All the dogs love him ... (more)"

8. Courtney

HOME FULL TIME - FENCED YARD

Ossining, NY, 10562

Dog Boarding, Drop-In Visits, Doggy Day Care

"Courtney and her husband adopted one of my foster kittens this past summer and I couldn't have asked for a better home! She takes excellent care of all her p... (more)"

Confirmed 4th of July Availability
9. Jenny

Loving Care When You're Not There

Chappaqua, NY, 10514

Drop-In Visits, Dog Walking

"Jenny was awesome. I had to leave my cat overnight and Jenny checked in on him twice while I was away. She was really easy to communicate with before and d... (more)"

10. Jacquetta

love dogs and exercise

OSSINING, NY, 10562

House Sitting, Drop-In Visits, Dog Walking

About: I love dogs but unfortunately I don't have the pleasure of owning one right now because don't live in a pet friendly building. I am a detail orient... (more)

11. Taylor

Taylor's Pet Help

Westchester County, NY, 10562

House Sitting, Drop-In Visits, Dog Walking

"Taylor came to my house for 2 visits to take Elton out and feed him. She was very nice and professional. She's clearly passionate about dogs. I'm extremely... (more)"

12. April

I'm your pups new best friend :)

Congers, NY, 10920

House Sitting, Drop-In Visits, Dog Walking

"She was real awesome with my dogs would ues here again 5stars (more)"

13. Lauren

Experieced Trainer and Pack Walker

Congers, NY, 10920

Drop-In Visits, Dog Walking

About: Hey! I'm Lauren and I look forward to showing the secret to a well-behaved, furry member of the family: walking! I've been training to the public f... (more)

14. Violeta

Animal lover ready to WALK/RUN!

Ossining, NY, 10562

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

"Violetta was my first cat sitter out in the Ossining area! I've used Rover back when I lived in Austin but wasn't sure if I'll find someone who can do cat ca... (more)"

15. Stefanie

Experienced and loving caregiver.

Croton on Hudson, NY, 10520

Dog Boarding, Drop-In Visits

"Stefanie was a godsend! We had just moved to a new area, didn't have any friends nearby and the whole family was going on vacation overseas. I found Stef ... (more)"

16. Devys

No place like home!

Ossining, NY, 10562

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

About: I am an owner and lover of 3 dogs and one cat. If I could spend all day cuddling and snuggling all dogs it would be an ideal world for me. All dogs... (more)

17. Shannon

Veteran Animal Science Student

Croton-on-Hudson, NY, 10520

Drop-In Visits, Dog Walking

"Shannon gave Foxy all she needed. All her visits were prompt and thorough and her photos clearly showed a happy and well-cared for dog. (more)"

18. Christine

for the LOVE of all dogs

Ossining, NY, 10562

Drop-In Visits, Dog Walking

"Christine is a loving dog mom to three beautiful puppies. She always gives them the love and effection any dogs deserve. She is also is a great “puppy Aunt” ... (more)"

19. ANA

UPSCALE ONE ON ONE PET NANNY

Briarcliff Manor, NY, 10510

House Sitting, Drop-In Visits, Dog Walking

"Ana is wonderful. She is capable and comfortable caring for big dogs as well as smaller dogs. I would highly recommend her. She has taken care of my dog and... (more)"

20. Allison

Need a sitter or walker? No problem

Briarcliff Manor, NY, 10510

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

"Allison has loved dogs ever since she was young. She grew up with two beagles, and helped take care of many dogs in our neighborhood. She has helped me wit... (more)"


Rover.com is the simple, savvy way to find and book drop in pet sitting. It's easy to find the perfect pet sitter — many sitters have worked through Rover for years pet sitting, and 95% of reviewed stays have received a perfect five-star rating. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Pet sitters on Rover have the option to complete a background check, which you can see from their background check badge. Pet sitters are booked on Rover every minute of every day, and 92% of the population lives within a short drive of one of the more 40,000 sitters who've listed their services on Rover, so you're sure to find the perfect pet sitter on Rover. When you book with one of our trusted pet sitters on Rover you get peace of mind that your home and pets are in loving hands.

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

How it works

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1) Browse Sitters

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

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2) Contact Sitters

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

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3) Book & pay

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

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4) Enjoy your trip

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