Pet Sitting & Drop In Visits in Windsor Hills, VA

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

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1. Danellie

Animal lover working from home

Chester, VA, 23836

Drop-In Visits, Dog Walking

12 repeat clients

"Danellie was the perfect choice for my puppy Henny! she did a great job! She walked him, played with him, made sure he was properly hydrated and also sent re... (more)"

Confirmed availability
Memorial day
2. Megan

Who wants to go for a walk?!?!

Chesterfield, VA, 23838

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

17 repeat clients

"Megan was wonderful and helped me out of a jam at the very last minute. It was my first time using Rover. She spent quite a bit of time with my dogs and made... (more)"

Confirmed availability
Memorial day
3. Abby

Paws and Relax

Chester, VA, 23831

Dog Boarding, House Sitting, Drop-In Visits

20 repeat clients

"Five stars! Abby was able to accommodate us kinda last minute and had no trouble with my instructions and managing my pups. Will definitely be using her agai... (more)"

4. Brittany

Lover of Barks and Meows

Colonial Heights, VA, 23834

Drop-In Visits, Dog Walking

3 repeat clients

"I have known Brittany for more than 10 years. She is responsible, reliable, and caring. She has taken care of our family dogs when we went on vacation. She s... (more)"

5. Matthew

Everyone needs a walking companion

Chester, VA, 23836

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Matthew was amazing. He did an awesome job with communicating before, during, and after the visits. Our dogs loved him and we were confident they were left i... (more)"

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6. Cathy

Care for your dog at home!

Chester, VA, 23831

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

"I've known Cathy a long time, and she has taken care of my two dachshunds. I could not ask for a better sitter. Cathy is great with dogs, even one of mine ... (more)"

7. Kathryn

Dog owner, dog lover!

Colonial Heights, VA, 23834

Drop-In Visits, Dog Walking

"Kathy has been a high quality dog mom her entire life (all of which I have known her for). She has experience with different breeds and has been our vacatio... (more)"

8. Carissa

Animal lover here to help!

Chester, VA, 23831

Drop-In Visits, Dog Walking

"Carissa made this first time experience less stressful! From the beginning she responded back to my questions very fast. Her and her family were able to meet... (more)"

9. Maya

Fun and caring animal lover!

Chester, VA, 23836

Drop-In Visits, Dog Walking

2 repeat clients

"Maya has taken great care of Punkee. Very prompt arrival and always sends pics for me to see. I highly recommend her. Thanks Maya. (more)"

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10. Kaitlyn

Fenced in Yard! Greenway near by!

Colonial Heights, VA, 23834

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

5 repeat clients

"Kaitlyn was very friendly, responsive, compassionate, and flexible given my special requests! (more)"

11. Jacquelyn

College Student Please Help

Chester, VA, 23831

Drop-In Visits, Dog Walking

"She was awesome! I had to end up leaving a day earlier at the last minute and Jacquelyn was very willing to accommodate. She did awesome with my dog Molly wh... (more)"

Confirmed availability
Memorial day
12. Amber

I love dogs and I love walking!

Chester, VA, 23831

House Sitting, Drop-In Visits, Dog Walking

"Amber is my most kind friend. She is an animal lover dogs, cats and everything in between. As a current cat owner, Amber makes sure Sybill is fed, loved, up-... (more)"

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13. Tiffany

I’ll love your pet when you can’t!

South Chesterfield, VA, 23834

House Sitting, Drop-In Visits

1 repeat client

"Tiffany has been an absolute blessing! Scooter (my dog) loves Tiffany and does a happy dance upon her arrival. She is prompt, reliable, trustworthy and will... (more)"

Confirmed availability
Memorial day
14. Adriana

Active person, love walking,

Colonial Heights, VA, 23834

House Sitting, Drop-In Visits, Dog Walking

About: Hi!! My name is Adriana , I am a Pre-Vet Minor at Old Dominion University, and I have been working with animals for the past 7 years. my freshman y... (more)

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15. Jeana

I LOVE DOGS! Tons of experience!

Peterburg, VA, 23803

House Sitting, Drop-In Visits, Dog Walking

"I greatly appreciated Jeana dropping in short notice. She was easy to work with and I would use her again. (more)"

16. Kayla

Open to care for all animals!❤️

Chester, VA, 23831

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Kayla was on time and even went out of her way! We loved her and will definitely will be using her services again! (more)"

17. Jacklyn

Large fenced yard-dog lover

Colonial Heights, VA, 23834

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

"Jacklyn is first and foremost a very compassionate person and a true animal LOVER to say the least. She has her own furbaby which she treats like her child a... (more)"

18. Shawn

Motivated by fun care, not cash!

Colonial Heights, VA, 23834

Drop-In Visits, Dog Walking

1 repeat client

"We highly recommend Shawn. She was a God send. Cowboy loved her. She played, she walked him and he was very excited to be with her After we got back, he sti... (more)"

19. Angelique

Loving home, fun filled days!

Chester, VA, 23831

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

About: I love dogs of all sizes and breeds! My pups are my life and I know how important it is to have someone care for your pups like they were your own.... (more)

20. Elly

Dog Mommy who will provide love to

Chester, VA, 23831

House Sitting, Drop-In Visits, Dog Walking

"I highly recommend Elly, she is reliable, responsible, and a loving dog caregiver. She is all ways willing to go the extra mile, she treats her dogs like fur... (more)"


Rover.com is the simple, savvy way to find and book Windsor Hills drop in pet sitting. It's easy to find the perfect pet sitter — many sitters have offered pet sitting on Rover for years, 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 60,000 sitters who've listed their services on Rover, so you're sure to find the perfect pet sitter in Windsor Hills. 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.