Pet Sitting & Drop In Visits in Chesterfield, VA

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

Confirmed Holiday Availability
1. Megan

Who wants to go for a walk?!?!

Chesterfield, VA, 23838

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

8 repeat clients

"Our pups love Megan! They thoroughly enjoyed their stay (we could tell because of the photos she sent on a regular basis). When they returned home they were ... (more)"

2. Jessica

Home away from home for your pet(s)

North Chesterfield, VA, 23237

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

"Jessica is like the Richmond version of the pet whisperer. She has excellent boundaries with animals and can quickly get even the most rambunctious of animal... (more)"

Confirmed Holiday Availability
3. Kerrie

Experienced Snuggle Extraordinaire

Midlothian, VA, 23112

House Sitting, Drop-In Visits, Dog Walking

"I met Kerrie 8 years ago and to this day she is the most dedicated and responsible pet owner I know. She loves all animals and makes sure each one she comes ... (more)"

4. Elizabeth

Stay at home mom

Chesterfield, VA, 23832

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

1 repeat client

"Elizabeth helped us out of a last minute jam finding care for our dogs. Our first time using the app and am very pleased. (more)"

Confirmed Holiday Availability
5. Mallory

Pets Are Family

Chester/North Chesterfield/Chesterfield, VA, 23237

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

10 repeat clients

"Was so great! Quick, last minute booking and she was so accommodating! Gus loved her and she was so helpful. Will book again next time we're in the area! (more)"

6. Amanda

I'm a dog mom, I get it!

north chesterfield, VA, 23237

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"Had a great experience with Amanda. I had to travel on short notice and she did several drop-ins over the weekend to care for my three dogs. She sent plenty ... (more)"

7. Catherine

Dogs and cats are my life!

Chester, VA, 23831

Drop-In Visits, Dog Walking

"Catherine has watched my dog on various occasions. I have come to her on short notice and she has never declined. Sometimes I feel as if Macy loves her more ... (more)"

8. Lisa

Lisa & Lexie the Lab <3

Midlothian, VA, 23112

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

About: Hi, I am Lisa and I currently live in Midlothian with my Fiance. We have a year and a half old Chocolate Lab. I grew up playing with and taking c... (more)

Confirmed Holiday Availability
9. Abby

Paws and Relax

Chester, VA, 23831

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

18 repeat clients

"I didn't worry about Max at all while I was gone! I knew he was in good hands. Abby sent pictures and updates with each visit and Max seemed to really enjoy... (more)"

Confirmed New Years Availability
10. Alexandria

Experienced AnimalCare Professional

Richmond, VA, 23237

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

"My family could not have asked for a better pet sitter and dog walker than Alexandria. She took care of our dog, Halley, like she was her own. It gave us s... (more)"

11. Jonathan

Motivated, caring, animal sitter

Richmond, VA, 23237

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Jonathan is great! He handled my dogs very well when he first met them. I will definitely use him again. (more)"

12. Cathy

Care for your dog at home!

Chester, VA, 23831

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

"I have known Cathy for many years now, both personally and through dog activities. She is very knowledgeable about canines and is an excellent dog "mom" he... (more)"

Confirmed Holiday Availability
13. Megan

Energetic Canine Enthusiast!

Chester, VA, 23831

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"Megan was absolutely wonderful! I have two cats, one of whom is very shy and usually doesn't come out from under the bed if there is someone in the house but... (more)"

14. Elizabeth

Let's go on an adventure!

CHESTER, VA, 23831

House Sitting, Drop-In Visits, Dog Walking

"Best person I ever had to look after my dog. She is always on time if not early and it is never a hassle to work with her. I will be a repeat client for sure! (more)"

Available this weekend
15. Ashleigh

Love dogs of all sizes

Chester, VA, 23831

House Sitting, Drop-In Visits, Dog Walking

"Ashleigh is great with dogs. She has taken care of our dog on many occasions. When we travel we can't always take our Bellatrix (our Boxer) with us. Ashleig... (more)"

Confirmed Holiday Availability
16. Shawnique

Animal Lover

North Chesterfield, VA, 23234

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

"Very satisfied. Will definitely call Shawnique again. She is a very pleasant person. (more)"

17. Robin

I love fur babies!!!

North Chesterfield, VA, 23237

House Sitting, Drop-In Visits, Dog Walking

About: I really love dogs! I am professional and reliable. I have a residential cleaning business and am trusted not only with their homes but with thei... (more)

18. Lauren

Must Love Dogs (Because I Do!)

Chesterfield, VA, 23838

House Sitting, Drop-In Visits, Dog Walking

"Lauren is the best around! I trust her 100% with my little one, Mila. Not only does Lauren take Mila on adventures and care for Mila like she’s her own dog, ... (more)"

Confirmed Holiday Availability
19. Monique

I love playing with dogs.

North Chesterfield, VA, 23234

House Sitting, Drop-In Visits, Dog Walking

About: I started pet sitting and dog walking when I lived in Santa Monica, California. I did it for about a year part-time and absolutely loved it. I was ... (more)

20. Blake

The dog whisperer!

North Chesterfield, VA, 23237

House Sitting, Drop-In Visits, Dog Walking

"Blake W. is an awesome person in so many ways. He is very loving and caring. Always looking to make the people in his life to feel happy and always safe. He... (more)"


Rover.com is the simple, savvy way to find and book Chesterfield 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 Chesterfield. 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.