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.

Confirmed availability
Memorial day
1. Chandler

Young, energetic, ready to go

Richmond, VA, 23224

House Sitting, Drop-In Visits, Dog Walking

66 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)"

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2. Elizabeth

Dog Walking & Pet Sitting Pro

Shockoe Bottom, Richmond, VA, 23223

Drop-In Visits, Dog Walking

3 repeat clients

"Elizabeth took excellent care of my cats! Her check-ins were very thorough with picture updates and a writeup of exactly what the visit entailed. Also she wa... (more)"

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3. Bree

Your pet's new BFF

Church Hill, Richmond, VA, 23223

House Sitting, Drop-In Visits, Dog Walking

11 repeat clients

"Fantastic as always! (more)"

4. Sarah Jean

The Wonderful Wizard of Paws! :)

Church Hill North, Richmond, VA, 23223

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

9 repeat clients

"Sarah was amazing! Such a welcoming spirit I instantly felt safe with her taking care of my two dogs while I was out of town. Lots of pictures and updates ??... (more)"

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5. Brittany

Work from home Pug Mom

Jackson Ward, Richmond, VA, 23220

Drop-In Visits, Dog Walking

4 repeat clients

"Brittany took such great care of my dog while I was out of town. I would definitely recommend her! Thank you!! (more)"

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6. Rebecca

Loving Care for Dogs and Cats!

The Fan, Richmond, VA, 23220

Drop-In Visits, Dog Walking

7 repeat clients

"Becca was wonderful and I’d definitely recommend her for your pet needs. Her summaries kept us in the loop and we knew our cat was in good hands. She even we... (more)"

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7. Evie

Loyal and loving qualified pet care

The Fan, Richmond, VA, 23220

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

"She is AMAZING! Evie was so accommodating with my schedule and kept me updated on how Baxter was doing all throughout the day. She made sure he was very comf... (more)"

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8. Amber Edmondson

Highly Qualified Pet Sitter

Fulton, Richmond, VA, 23231

House Sitting, Drop-In Visits, Dog Walking

48 repeat clients

"She was so kind when we did our meet and greet. Being able to go out of town knowing that my cats will be given excellent care is really all I can ask for! (more)"

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9. Allison

Love to see each dog's personality!

Monroe Ward, Richmond, VA, 23220

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Allison is known to her peers and former employers as an extremely reliable and focused individual. I truly believe she is an asset to whomever she is workin... (more)"

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10. Sara

Love going on walks by the river

Woodland Heights, Richmond, VA, 23225

House Sitting, Drop-In Visits, Dog Walking

"As Sara's sister and roommate, I have seen the love Sara has for animals grow since she was young. She is a responsible, attentive, loving dog caregiver and ... (more)"

Confirmed availability
Memorial day
11. Valentina

Roving Around Church Hill!

Shockoe Bottom, Richmond, VA, 23223

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

6 repeat clients

"Valentina was very accommodating with my schedule and even offered to pick my dog up from my house for my convenience. She took him on three walks in a matte... (more)"

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12. Emma

Teacher by day, dog mom by night

Union Hill, Richmond, VA, 23223

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

16 repeat clients

"Emma was a wonderful weekend cat-sitter! This was our first time having her check-in on our two kitties and we absolutely appreciate her responsiveness, flex... (more)"

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13. Christine

Work-from-home sitter/walker/runner

Richmond, VA, 23224

Drop-In Visits, Doggy Day Care, Dog Walking

6 repeat clients

"Christine is obviously a big animal lover and even saw the best in some of my more difficult pets. She gave me pictures and updates after each visit. She e... (more)"

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14. Glencora

Excited to meet your best friend!

Chimborazo, Richmond, VA, 23223

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Cora has been outstanding in caring for our puppy. She has been responsible, on time, and has provided feedback during twice daily drop-in visits with texts ... (more)"

15. Jonathan

Motivated, caring, animal sitter

Union Hill, Richmond, VA, 23223

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Jonathan was great. Very professional and courteous. I'll definitely contact him through Rover the next time I need someone to drop in and check on the dogs. (more)"

Confirmed availability
Memorial day
16. Reagan

Local dog lover seeks new buddies!

Swansboro, Richmond, VA, 23225

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

1 repeat client

"Reagan is absolutely wonderful. She's a reliable, intelligent, honest soul who has helped me out with my pup quite a bit. I know I can always count on her a... (more)"

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17. Elizabeth

Let me treat your dog like my own!

Upper Shockoe Valley, Richmond, VA, 23223

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

"Elizabeth is the best with my dog Moose. He is a mastiff and so at times he can be a handful, but that doesn’t bother her. He is always excited every time th... (more)"

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18. Michael

Home full-time.Can handle all breed

Shockoe Bottom, Richmond, VA, 23223

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

"Michael is an amazing and caring guy who loves all animals! He is very trustworthy and is an all around great person. He has a great work ethic and is very d... (more)"

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19. Tyler

A good dog is a happy dog.

Woodland Heights, Richmond, VA, 23225

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

"Tyler is excellent and very dog savvy- he knew exactly how to interact with my very nervous/shy puppy who then warmed up to him pretty quickly and he's great... (more)"

20. Shelby

Animal lover ready to help you!

Old Town Manchester, Richmond, VA, 23224

House Sitting, Drop-In Visits, Dog Walking

"Shelby has been a dog owner her entire life. She has turned this love into a career as a vet assistant. She is my reminder to get our dogs their booster shot... (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: