Pet Setting & Drop Ins in Windsor, Richmond, VA

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

1. Rachel

I want to walk your Dog!<3

Oregon Hill, Richmond, VA, 20119

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

About: I grew up on a lot of land as a kid so of course I have had some pets. I had a black lab named Abby that I fed, loved, and bathed for 13 years. I w... (more)

2. Sarah

Will snuggle, play, and go outdoors

Richmond, VA, 23225

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

About: I have had dogs since I was a young child and have had my own since I was nineteen. I have experience with behavioral training and positive reenfor... (more)

3. Ashley

I love a good puppy party!

Randolph, Richmond, VA, 23220

House Sitting, Drop-In Visits, Dog Walking

"Ashley loves all her furry, four-legged friends! She is reliable, trustworthy and very caring. She is a good problem solver and resourceful if ever a need sh... (more)"

4. Chandler

Young, energetic, ready to go

Richmond, VA, 23224

Drop-In Visits, Dog Walking

6 repeat clients

"Chandler was awesome. He came every day and spent time with the pups - it was like we never left! He was very responsive and sent us pictures of the pups. Wi... (more)"

5. Amanda

I will love your dog like you do!

Scott's Addition, Richmond, VA, 23230

House Sitting, Drop-In Visits, Dog Walking

About: I have been lucky enough to have a dog in my life since I was 17. Until about a year ago, I had two! I lost my first baby to cancer last year and ... (more)

6. Chris

Dog Walker Extraordinaire

Maymont, Richmond , VA, 23220

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

11 repeat clients

"For Auggie's first long trip alone- we were super nervous, but Chris is great! From tons of photos and videos, taking great care of our bun & chinchilla to a... (more)"

7. Megan

I'll <3 your dog as much as you do!

Upper Shockoe Valley, Richmond, VA, 23223

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

"Megan has watched our hound lab mix a few times and has done a wonderful job! She is so good around animals and our dog Jax LOVES her. It's comforting to kno... (more)"

8. Sarah Jean

Happy to be the "crazy dog lady"!

Church Hill North, Richmond, VA, 23223

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

2 repeat clients

About: I am an adventurous yet stable and confident leader who absolutely loves working with pets of all sizes and age. I'll admit to having a special ... (more)

9. Samantha

Happy, fun, active and adventurous

Jackson Ward, Richmond, VA, 23219

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

2 repeat clients

About: I absolutely love all animals and have been working with them throughout my life. I worked on farms when I was younger with a variety of large anim... (more)

10. Emily

Carytown Puppy Love

Carytown, Richmond, VA, 23221

Dog Boarding, Drop-In Visits, Dog Walking

10 repeat clients

"I appreciate the care and thoughtfulness that Emily has given to my girl Casey. I contacted her because I was in need of someone to give Casey her seizure me... (more)"

11. Hannah

Must Love Mutts

The Museum District, Richmond, VA, 23221

House Sitting, Drop-In Visits

"Hannah was great! Highly recommend. (more)"

Available this weekend
12. Diana

Dog Lover And Aspiring Dog Trainer

Cedarhurst, Richmond, VA, 23225

Drop-In Visits, Dog Walking

1 repeat client

"I have Diana for ten years and in that time, she has ALWAYS been good with animals. Everyone says they love animals, but Diana is the type to be able to feel... (more)"

13. Marge

I just REALLY love dogs

The Fan, Richmond, VA, 23220

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

About: I've had dogs my whole life and have taken them to numerous training classes, so I am really good about maintaining/reinforcing things they might b... (more)

14. Jessica

I work from home and love all pups!

Oregon Hill, Richmond, VA, 23220

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

2 repeat clients

"Jessica is wonderful with our golden retriever! She will walk her, play with her, and take her on doggie outings! She is our go-to pet sitter and Aly loves... (more)"

15. Schyller

Active, Trustworthy, and Flexible!!

Northrop, Richmond, VA, 23225

House Sitting, Drop-In Visits, Dog Walking

1 repeat client
No Reviews Yet

About: Growing up with a pet friendly family I was able to learn at an early age that all lives are to be respected and loved unconditionally. From puppie... (more)

Available this weekend
16. Erzulie

I'm an amazing dog walker & sitter.

Shockoe Bottom, Richmond,, VA, 23223

Drop-In Visits, Dog Walking

"I've known Erzulie for 7 years. She's a brighg, loving, fun, energetic person. Within those years of knowing her she became very close to my dogs. At the tim... (more)"

17. Renai

Active, urban dog lover!

Shockoe Slip, Richmond, VA, 23219

Dog Boarding, Drop-In Visits, Dog Walking

"We have a full house of furry kids but everyone was quite content when we got home. So, I know they had a great weekend with Renai looking after them. She se... (more)"

18. Curt

Energetic Friend of All Dogs

Church Hill, Richmond, VA, 23223

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

5 repeat clients

"Best dog sitter ever !!!! (more)"

19. Sarah

Canal Lofts/Lofts at River Falls

Shockoe Bottom, Richmond, VA, 23223

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

2 repeat clients

"Great service especially on such short notice! (more)"

20. Meghin

Love all types of dogs

Richmond, VA, 23224

Drop-In Visits, Dog Walking

"The first day I met Meghin she had a dog at her side, and it was one happy dog. She is very responsible and very caring!!! Need someone to help get your dogs... (more)"

Experience exceptional service and a personalized match

From start to finish, we'll handle all the details for you.

Learn About Premier

Pet parents turn to sitters on Rover.com when they're looking for pet-sitting. 663 owners have reviewed sitters in Windsor, Richmond, VA, giving them an average rating of 4.9/5. Since 92% of pet owners live within a short drive of a sitter on Rover, it's easy to find the perfect pet sitter near you. 95% of reviewed stays have received a perfect 5-star rating. Wondering how much you can expect to pay on Rover.com? Check out our average pet sitting rates to get an idea before you start a conversation with a pet sitter. Exchange messages from your sitter's profile, ask to schedule a free in-person Meet & Greet, and book and pay on Rover. You'll receive adorable photo updates, premium insurance, and world-class support.

The next time you head out of town and need someone to take care of your pets and check in on you home, turn to Rover. It's easy to find a loving Windsor pet sitter on Rover who'll give your pet one-on-one attention while you're away, and take care of your home. Search from hundreds of trusted pet sitters in Windsor, Richmond, read sitter profiles, and reach out to sitters who seem like a good fit for you and your pet(s). We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. Then, when you're ready, book and pay for your house and pet sitter all through Rover: it's easy, safe, and cashless. You'll have the peace of mind knowing that your sitter has free premium insurance, a team of safety experts available 24/7, and will send you cute photo updates throughout the stay. Rover is the easiest way to find trustworthy Windsor pet sitters and avoid the kennel.

A Daily Treat: A Blog by Rover

Rover's got you covered, even when you don't need a dog sitter. Check out our blog for pictures of adorable dogs, help on your biggest dog-related questions, and more:

Book a Stay, Donate to a Cause

Sit a Dog, Save a Life lets you raise money for local dogs-in-need by doing something you do already: asking your neighbors to watch your dog instead of leaving them in a kennel. Many Rover sitters in Windsor, Richmond donate a percentage of their earnings to nonprofits through Sit a Dog, Save a Life. When you book with a sitter who has the Rover Donation Badge on their profile, you're helping dogs in need, right here in Richmond.

We're proud to support over 200 organizations across the nation, including: