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.

1. Mari

Your fur babies new best friend

Pleasant Valley, NY, 12569

House Sitting, Drop-In Visits, Dog Walking

"I have to admit, I am hesitant to write this review as I'd like keep to Marie all to myself!!! She is simply the best--reliable, loving, responsible, and al... (more)"

Confirmed President's Day Availability
2. Shelbey

Fur baby mama and rescuer!

Highland, NY, 12528

Drop-In Visits, Dog Walking

"Shelbey is a compassionate and caring animal person. She has raised and owned a number of dogs herself, on top of goats, chicken, and ducks. She is a respons... (more)"

3. Kristina

Responsible & Honest

Milton, NY, 12547

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

"I have a 1 year old Golden Retriever named Lyla who loved spending time at Kristina Macchiaroli’s. Our puppy is very energetic and hyper at times and she was... (more)"

4. Jenn

Friendly Neighborhood Dogwalker!

Poughkeepsie, NY, 12603

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

4 repeat clients

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

5. Lindsay

Compassionate Caring Animal Lover

Poughkeepsie, NY, 12601

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

22 repeat clients

"Great! Can tell she is an animal lover! Will definitely be using her again in the future. (more)"

6. Richelle

Accepting of all dogs of all kinds!

Poughkeepsie , NY, 12601

Drop-In Visits, Dog Walking

About: I have such an appreciation for dogs and would love to experience caretaking for your dog through rover. I currently live with my housemates dog, w... (more)

7. Cheyenne

Your dog will get lots of love

Poughkeepsie, NY, 12603

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

About: I've been a dog lover all of my life but sadly have never been able to own one of my own, so I felt this was the perfect opportunity to help dog ow... (more)

8. Shana

Responsible Pet Sitter

Poughkeepsie, NY, 12601

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

9 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)"

9. Kaniesha

Kay's Dog Boarding

Poughkeepsie, NY, 12601

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

2 repeat clients

"Kaniesha was a pleasure. Our pups had special medications to be administered and she accomplished this without issue. She kept us abreast with pictures and... (more)"

Available this weekend
10. Allison

Here to Lend a Helping Paw!!

Milton, NY, 12547

House Sitting, Drop-In Visits, Dog Walking

"Allison has cared for my pets on multiple occasions. She has shown such a compassion for my dogs and cats upon every visit or overnight stay. She ensures the... (more)"

11. Michelle

Pet Rescue Volunteer & Dog Lover

Poughkeepsie, NY, 12603

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

2 repeat clients

"Michelle is a loving and caring person and her love for dogs shows no bounds. She loves taking her dog Barnaby out for walks and to the dog park. She is a re... (more)"

12. Leah

Total dog lover!

New Paltz, NY, 12561

Drop-In Visits, Dog Walking

"Leah is great with dogs and they love her in return. She’s extremely punctual and conscious of another person’s concerns and would treat your dog as her own. (more)"

13. Danielle

Dog lover w/new fenced in play area

Poughkeepsie, NY, 12601

Dog Boarding, Drop-In Visits

"Danielle was a wonderful dog sitter!This was my first time leaving my 5 year old corgi with a sitter and I couldn't have been more pleased.She made sure she ... (more)"

14. Beth and Ron

Large yard, plenty of room to play!

Milton, NY, 12547

Dog Boarding, Drop-In Visits, Doggy Day Care, 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)"

Confirmed President's Day Availability
15. Michael

Passionate about animals

Poughkeepsie, NY, 12601

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

"Michael is a caring and loving person. He is great with all dogs and gives them so much love and care. His family dog is always excited to see him and knows ... (more)"

16. Angel

Blue's Haven

Poughkeepsie, NY, 12601

Dog Boarding, 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)"

17. Hallie

Dogs are my passion

Poughkeepsie, NY, 12604

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Hallie is great with pets. She was willing to walk slowly with my dog who couldn't move quickly. She also made sure to feed him and spend quality time with h... (more)"

18. Danielle

Dogs are people, too!

Highland, NY, 12528

House Sitting, Drop-In Visits, Dog Walking

"On time, checks in via text while dropping in, and a sweetheart! (more)"

19. Keaton

Able to play and run with your dog.

Poughkeepsie, NY, 12603

Drop-In Visits, Dog Walking

"Keaton is kind hearted and caring person. He treats everyone and everything with respect . He shows nothing but love . He will be a great dog walker. (more)"

20. Ashley

Ultimate dog lover/ Animal Lover

Highland, NY, 12528

House Sitting, Drop-In Visits, Dog Walking

"To whom it may concern, just want to let you know that Ashley is very reliable and is great with all kinds of pet's she very loving caring you will not be di... (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.