Pet Sitting & 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. Jessica Verified Background Check

Responsible and communicative ❤

NORTH CHESTERFIELD, VA, 23225

Dog Boarding, Drop-In Visits

"She did a fantastic job taking care of our cats. She sent us updates and photos everyday and made sure everything was perfect ?! we certainly didn’t worry whil… (more)"

Calendar Recently Updated
2. Salina Verified Background Check

Your Dog's Other Best Friend

Jahnke, Richmond, VA, 23225

Drop-In Visits, Dog Walking

"Salina was an excellent communicator and I couldn’t be happier with her care of my pup. Her check in was thorough, and she sent me several pictures and an upda… (more)"

Confirmed availability
 Easter weekend
3. Teresa Verified Enhanced Background Check

Loving foster mother, law student

Monroe Ward, Richmond, VA, 23220

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

"Teresa was the perfect cat sitter for us while we were away. She is friendly, quick to respond, and genuinely cares about the care your pet is receiving. She c… (more)"

4. Deborah Verified Enhanced Background Check

Experienced Special Needs RN

North Chesterfield, VA, 23234

House Sitting, Drop-In Visits, Dog Walking

"Deborah provided exceptional service during my recent Thanksgiving vacation. She was responsive to my initial request and extremely helpful. My dog, Bailey, ha… (more)"

Confirmed availability
 Easter weekend
5. Sydney Verified Background Check

Let me spoil your pets!

Vcu, Richmond, VA, 23220

House Sitting, Drop-In Visits, Dog Walking

"Sydney did an awesome job and even left a detailed note afterwards. My pup could not have been happier and I’ll certainly have her here again. (more)"

Confirmed availability
 Easter weekend
6. Maddie Verified Background Check

Ready to befriend your Best Friend!

Church Hill, Richmond, VA, 23223

Drop-In Visits, Dog Walking

"Maddie is one of the best dogsitters I know! She took care of my fur baby Cookie like he was one of her own. Cookie is senior boy and is on multiple medicatio… (more)"

Confirmed availability
 Easter weekend
7. Kimberly Verified Background Check

Love dogs & cats!

Church Hill, Richmond, VA, 23223

House Sitting, Drop-In Visits, Dog Walking

"Kimberly did an amazing job taking care of my two cats. I have a grumpy older cat and a crazy kitten and she went beyond my expectations to try and take care … (more)"

8. Simmy Verified Background Check

Responsible and Caring Sitter

Forest Hill Terrace, Richmond, VA, 23225

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

"Great service! (more)"

Calendar Recently Updated
9. Mk Verified Background Check

Richmond SPCA-trained animal lover

Chimborazo, Richmond, VA, 23223

House Sitting, Drop-In Visits, Dog Walking

"I was so nervous about leaving my dog for a day but MK was absolutely amazing. She kept me informed and sent the best pictures. Will absolutely be using again!… (more)"

Calendar Recently Updated
10. Jaimee Verified Background Check

I am reliable and experienced.

Swansboro West, Richmond, VA, 23224

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

"This was our first time using Rover to find someone to watch our cat, Benedict, while we were out of town for the 4th of July weekend. Jamie came by our home f… (more)"

Calendar Recently Updated
11. Alexandra Verified Background Check

All pets with love to give accepted

Old Town Manchester, Richmond, VA, 23224

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

"I can’t say enough about how she goes above and beyond to care for your pet. She is attentive and detail oriented and most definitely a lover of dogs. Will d… (more)"

Confirmed availability
 Easter weekend
12. Courtney Verified Background Check

I will care for them like my own!

Reedy Creek, Richmond, VA, 23225

Drop-In Visits, Dog Walking

"Courtney was awesome. She was easy to contact and always replied quickly. She took great care of our two cats while we were gone for three weeks. She even repa… (more)"

Confirmed availability
 Easter weekend
13. Brenton Verified Enhanced Background Check

Super flexible sched w/ experience!

Chimborazo, Richmond, VA, 23223

House Sitting, Drop-In Visits, Dog Walking

"Brenton was great! We felt super comfortable and confident leaving our pets with him. Brenton showed up on time every visit, was very communicative and handled… (more)"

Calendar Recently Updated
14. Logan Verified Background Check

Flexible availability, all pets!

Richmond, VA, 23224

House Sitting, Drop-In Visits, Dog Walking

"Logan is the best person to have in your corner for those unexpectedly long days that keep your dog cooped up longer than you'd like, or those weekends where b… (more)"

Confirmed availability
 Easter weekend
15. Hannah Verified Background Check

I love dogs of all sizes

Church Hill, Richmond, VA, 23223

House Sitting, Drop-In Visits, Dog Walking

"Friendly and reliable, she also handles our 125 lb Mastiff ease, no fear or control issues. My dog was not stressed and were in perfect health upon our return… (more)"

16. Rowan Verified Background Check

Happy to be your pets new BFF!

Richmond, VA, 23224

House Sitting, Drop-In Visits, Dog Walking

About: I’m a young professional, who grew up taking care of lots of pets at home (cats, dogs, birds, bunnies, you name it, we had it). I’m Perfectly happy t… (more)

Confirmed availability
 Easter weekend
17. Jorge Verified Background Check

Animal lover at heart ❤️ 🐶

Old Town Manchester, Richmond, VA, 23224

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

"Jorge is by far the best Doggie Sitter I have had. He is prompt, reliable and trustworthy. Always updated me about my pets when I was away, that is always co… (more)"

Calendar Recently Updated
18. Hilary Verified Background CheckRover 101

Loving couple eager to dog-sit!

Reedy Creek, RICHMOND, VA, 23225

Dog Boarding, Drop-In Visits, Dog Walking

"Charlie had a fantastic time! It was such a relief to know that he was in great hands with Hilary and Willy while I was traveling. Highly recommend! (more)"

19. Carlos Verified Background Check

Flexible and reliable pet sitter

Old Town Manchester, Richmond, VA, 23224

House Sitting, Drop-In Visits, Dog Walking

"Carlos is a wonderful dog sitter and walker with experience with all types of dogs, both big and small! He is patient and caring towards your pet, while also b… (more)"

Confirmed availability
 Easter weekend
20. OZGE Verified Background Check

Dedicated & full time dog lover.

North Chesterfield, VA, 23237

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

"I used OZGE for a drop-in play date and was very pleased! It was my first time using Rover so I was very skeptical, but will definitely be using OZGE again! Sh… (more)"

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: