Pet Sitting & Drop In Visits in Highland, NY

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

Confirmed Memorial day Availability
1. Alyona

Free grooming, long walks

Hyde Park, NY, 12538

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"I have known Alyona for 8 years. One of my reasons for adopting my dog 5 years ago was because I saw how loving she was with her own 2 greyhounds. Since we a... (more)"

2. Collin

Flexible hours and dog training.

Poughkeepsie, NY, 12601

House Sitting, Drop-In Visits, Dog Walking

"Collin is great with dogs and he really has a knack for training. My dog is always exhausted after spending time with him and he has great ideas for new tric... (more)"

3. Shana

Responsible Pet Sitter

Poughkeepsie, NY, 12601

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

10 repeat clients

"Upon meeting Shana, you know she is a good fit. She has a warm and gentle way with you-- and more importantly your dog. Fredd was completely at ease the firs... (more)"

4. Danielle

Dog lover w/new fenced in play area

Poughkeepsie, NY, 12601

Dog Boarding, Drop-In Visits

2 repeat clients

"Danielle was great! I needed someone to drop by and had plans with another person but she never responded back and skipped our meet up. Danielle made everyth... (more)"

Confirmed Memorial day Availability
5. Alandra

Dogs Best Friend!

Poughkeepsie, NY, 12601

House Sitting, Drop-In Visits, Dog Walking

"One word to describe alandra p is an animal lover. She is very kind and sweet and my dog always loves seeing her. When my dog even hears her voice on the pho... (more)"

6. Sandra

I will make sure he will be happy?

Poughkeepsie, NY, 12601

House Sitting, Drop-In Visits, Dog Walking

"Sandra has been a close friend for over 10 years and she is one of the only people I trust to watch my dogs! She is extremely responsible and punctual, and... (more)"

7. Bella

I treat all dogs as they're my own

Poughkeepsie, NY, 12601

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

2 repeat clients

"Bella did a fantastic job. She kept us well informed and communicated everything she was doing. (more)"

8. Michelle

Pet Rescue Volunteer & Dog Lover

Poughkeepsie, NY, 12603

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

3 repeat clients

"Michelle is always reliable and trustworthy. She’s been great with last minute availability and makes me feel truly comfortable in having her check in on my ... (more)"

Available this weekend
9. Ashley

Lots of love& cuddles while ur away

Poughkeepsie, NY, 12603

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

"I have used Ashley to care for my dog several times. She's very good at what she does! Would definitely use her again. She's great (more)"

10. Brien

Your dog will not want to leave!

Milton, NY, 12547

Dog Boarding, Drop-In Visits, Dog Walking

About: Hello, I've had dogs since I was a kid. I currently have two black labs, a 6 years old and his 7 month old son. My family and I love dogs and we ... (more)

11. Jenn

Friendly Neighborhood Dogwalker!

Poughkeepsie, NY, 12603

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

7 repeat clients

"Jenn was great with our pup, covering multiple visits per day. (more)"

12. Angel

Blue's Haven

Poughkeepsie, NY, 12601

Drop-In Visits, Doggy Day Care

26 repeat clients

"I contacted Angel with a last minute request to care for my puppy Brooklyn and she immediately came up with a plan that would work for both of us. I was very... (more)"

Confirmed Memorial day Availability
13. Beth and Ron

Your dog will love it here!

Milton, NY, 12547

Dog Boarding, Drop-In Visits, Dog Walking

7 repeat clients

"Beth has done doggy sitting for my husband and I a few times now. She's great with my two little monsters, and even taught them a few commands in the week s... (more)"

14. Lauren

Dog Mom at Heart!

Poughkeepsie, NY, 12601

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

"Lauren is absolutely the best! She has taken such amazing care of our dog time and time again. She is attentive and loving, and extremely responsible, accoun... (more)"

15. Ally

Available most weekends!

Poughkeepsie, NY, 12603

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

About: Hi My name is Jandy and I have a full time job as a counselor however animals are one of my passions. Available most weekends! I love animals and ... (more)

16. Rubina

My passion is animals!

POUGHKEEPSIE, NY, 12601

House Sitting, Drop-In Visits, Dog Walking

About: Animals are therapeutic, and I am not only passionate about them, but I'm also passionate about enriching people's lives with them! I have small, l... (more)

Confirmed Memorial day Availability
17. Mandi

Peace, Love and Puppies

Highland, NY, 12528

House Sitting, Drop-In Visits, Dog Walking

"Amanda is amazing with dogs. She is very attentive, loving and responsible. Any pups under her care are lucky to be so. I wouldn't trust anyone else! (more)"

Confirmed Memorial day Availability
18. Amanda

I’m active & keep up with your pup

Poughkeepsie, NY, 12601

House Sitting, Drop-In Visits, Dog Walking

About: Hello! I am a full-time college student, and have experience with dogs big and small. I can play with your dogs, walk them, feed them, anything you... (more)

Available this weekend
19. Michael

Passionate about animals

Poughkeepsie, NY, 12601

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

1 repeat client

"Michael is excellent with dogs. He is very attentive and knows how important it is for a dog to get good exercise. He has many years of experience with diffe... (more)"

Available this weekend
20. Bria

*SENIOR DOG SPECIALIST!*

Highland, NY, 12528

House Sitting, Drop-In Visits, Dog Walking

About: Does your pooch need a play date? Are they bored all day by themselves? Are you going away and don't want to stick them in a kennel for a week at ... (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 Highland 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 Highland, 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.