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. Chris

Dog Walker Extraordinaire

Maymont, Richmond , VA, 23220

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

10 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)"

2. 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)"

3. Sarah Jean

Happy to be the "crazy dog lady"!

Church Hill North, Richmond, VA, 23223

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

"We needed someone in a rush for the holidays and in my first time using Rover I found Sarah Jean; she was exactly who we needed to watch over our kitties. We... (more)"

4. Marshall

Adventurous dog loving human!

Oregon Hill, Richmond, VA, 23220

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

"I have a two year old rescue dog who is very timid around new people and men especially but not Marshall! She bonded with him almost instantly and loved her ... (more)"

5. 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

"Samantha is a gentle, respectful & loving person who has grown up in a household where dogs were always part of the family. The mere sight of a dog walking ... (more)"

6. Jessica

I work from home and love all pups!

Oregon Hill, Richmond, VA, 23220

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

1 repeat client

"Jessica is the best! She came over and took care of my corgj when he was a puppy. I needed someone to just come over while I was at work to let him outside a... (more)"

7. Nikki

Responsible Dog Care-Taker

Church Hill, Richmond, VA, 23223

Drop-In Visits, Dog Walking

"Nikki is amazing with with my dog! She has been my pet sitter for years and I trust her completely with my Bichon! Bentley always enjoys his walks with her a... (more)"

8. Casey

Animal lover who works around you!!

Carver, Richmond, VA, 23220

House Sitting, Drop-In Visits, Dog Walking

"Casey is great with pets and super reliable! He has a dog of his own and is so caring towards her--always playing with her, taking her on walks, and making s... (more)"

9. Nancy

No dog left behind!

Chamberlayne Industrial Center, Richmond, VA, 23220

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

About: I am a young energetic girl who loves animals. I spend my time volunteering at the Stafford SPCA and the RACC. I also live with 2 cuddly cats and c... (more)

10. Shannon

Animal lover with Vet experience

Carillon, Richmond, VA, 23221

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

4 repeat clients

"Shannon has always been terrific with Ruby! With her experience and great attitude, I know I can trust her with my dog when I'm away. Thanks so much for ta... (more)"

11. Katie

"Dog person" is an understatement

The Fan, Richmond , VA, 23220

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Katie was exceptional watching my two dogs. She cared for them like her own. Repeat customer for sure. (more)"

12. 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)

13. Sarah

Army wife with flexible schedule

Shockoe Bottom, Richmond, VA, 23223

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

1 repeat client

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

14. Casey

Vet Assistant that loves all pets!

Monroe Ward, Richmond , VA, 23219

House Sitting, Drop-In Visits, Dog Walking

"Casey took great care of our dogs. She was communicative and sent pictures. She even took them for a walk, which was not expected. I would be happy to have h... (more)"

15. Abigail

Loving care for puppies of all ages

Oak Grove, Richmond, VA, 23224

Dog Boarding, Drop-In Visits, Dog Walking

3 repeat clients

"Abigail has on many occasions given care of our dog, Maggie. She has stayed in our home and taken excellent care of our plants and animals. Abigail frequen... (more)"

16. Melynda

High energy & passionate pet lover!

Broad Rock, Richmond, VA, 23224

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

"One of my dogs, has physical limitations, and Melynda has been able to take great care of my precious baby. My other dog is very high energy and she is able ... (more)"

17. Meredith

Small dog owner, all dog lover <3

Union Hill, Richmond, VA, 23223

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

1 repeat client
No Reviews Yet

About: I have had dogs my whole life and helped raise a lot of pups in the family. I am great with young dogs and older dogs. My 12 year old yorkie has ... (more)

18. Alyssa

Compassionate and Outgoing

Shockoe Bottom, Richmond, VA, 23223

House Sitting, Drop-In Visits, Dog Walking

"Alyssa watched my two dogs during the daily throughout the week for a long while. My doodle was getting older and needed someone to stay with her while I was... (more)"

19. Gray

Trainer, Shepherd, Wrangler on call

Fairmount, Richmond, VA, 23223

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

1 repeat client

"Gray is a great pet sitter - her love of animals was apparent from the first time she meet our pets. She has taken care of our dog and cat several times, and... (more)"

20. Beverly

Loving,Kind,Friendly and Energetic

N. Chesterfield, VA, 23234

Dog Boarding, Drop-In Visits, Doggy Day Care

About: I have had dogs all my life....from my childhood to present. I am a retired teacher enjoying my life as a gardener and friend to J.J., my three and... (more)

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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: