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. Meghin

Love all types of dogs

Richmond, VA, 23224

House Sitting, Drop-In Visits, Dog Walking

"Meghin is one of the only people I would leave my dog with and know that she will be loved every second that they're together. She loves dogs more than peopl... (more)"

2. Kaley

I absolutely LOVE dogs!

Malvern Gardens, Richmond , VA, 23221

House Sitting, Drop-In Visits, Dog Walking

"Kaley has always had a love of animals, especially dogs. She is a very responsible and nurturing person. She dogsat my dog while I was on vacation and treate... (more)"

Available this weekend
3. Chandler

Young, energetic, ready to go

Richmond, VA, 23224

Drop-In Visits, Doggy Day Care, Dog Walking

4 repeat clients

"Where do I start! How about Chandler is AMAZING!!! I have Never left my doggies with anyone before and I was feeling VERY nervous. My babies reaction to Cha... (more)"

4. 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)"

5. Morgan

Passionate about animal welfare

Carver, Richmond, VA, 23220

House Sitting, Drop-In Visits, Dog Walking

"Morgan has been a loving pet owner for 20 years! She grew up with dogs and is not only aware of their physical needs, but is in tune to their emotional ones ... (more)"

6. 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)

7. 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)"

8. Wesley

Dogs are the Shih-Tzu!

City Center, Richmond, VA, 23219

Dog Boarding, Drop-In Visits, Dog Walking

"Wes is wonderful at caring for all pets. My dog and my roommates' cats love him and he really enjoys playing with animals. He is responsible and can definite... (more)"

9. Olivia

I love dogs!!

The Fan, Richmond, VA, 23220

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

"Olivia would be a terrific dog sitter because she loves animals, especially dogs!! Olivia has grown up with dogs all her life. She is kind and gentle with th... (more)"

10. 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

"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)"

11. Haley

Will love the crap out of your dogs

Randolph, Richmond , VA, 23220

House Sitting, Drop-In Visits, Dog Walking

About: I have worked for a pet sitting company in my hometown for five years now and despite not always loving it, I am always professional and am good at... (more)

12. 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)"

13. Sarah

Army wife with flexible schedule

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)"

14. 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)

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. Charly

Professional Belly Rubber

Oregon Hill, Richmond, VA, 23220

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

"Charly is such a responsible dog owner of her own I would expect nothing but the best while caring for other people's dogs! I have had great personal experie... (more)"

17. 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 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)"

18. Curt

Energetic Friend of All Dogs

Church Hill, Richmond, VA, 23223

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

1 repeat client

"Curt is an individual who prides himself on being responsible, trustworthy, and loyal. Over the past year or so, Curt has repeatedly volunteered to pet sit f... (more)"

19. Marshall

Adventurous dog loving human!

Oregon Hill, Richmond, VA, 23220

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

"Our dog Abby loves when Marshall takes care of her. Marshall is a calm, caring, responsible dog sitter who takes his job seriously. He will make your dog fee... (more)"

20. Katie

Dogs are my favorite people.

Fulton, Richmond, VA, 23231

House Sitting, Drop-In Visits, Dog Walking

"I've know Katie for a few years now and she's the best mom to her fur babies and takes the best care of them. I'm positive she'll do the same for yours too! (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: