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Pet Setting & Drop Ins in Cullenwood, Richmond, VA

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

Tip: Contact sitters now to confirm availability.
Confirmed availability
4th of July
1. Chandler

Young, energetic, ready to go

Richmond, VA, 23224

House Sitting, Drop-In Visits, Dog Walking

"Chandler was amazing!! I was a little reluctant to download the app at first but was in a bind, especially during the holiday weekend. I requested Chandler l... (more)"

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2. Brittany

Work from home Pug Mom

Jackson Ward, Richmond, VA, 23220

Drop-In Visits, Dog Walking

"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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3. Sarah Jean

The Wonderful Wizard of Paws! :)

Church Hill North, Richmond, VA, 23223

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

"After finding out our pup had 2 torn ACLs the day before we left for Europe, we nearly canceled our trip. I talked with Sarah Jean about the medicine/care he... (more)"

Confirmed availability
4th of July
4. Diana

Happy Pups, One Tail Wag At A Time

Chesterfield, VA, 23832

Drop-In Visits, Dog Walking

"Diana was fantastic you can see she is an animal lover , She made sure my " babys" feel well . and she is so sweet and nice .I am hiring her again for my li... (more)"

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5. Rebecca

Loving Care for Dogs and Cats!

The Fan, Richmond, VA, 23220

Drop-In Visits, Dog Walking

"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)"

Confirmed availability
4th of July
6. Jonathan

Motivated, caring, animal sitter

Union Hill, Richmond, VA, 23223

House Sitting, Drop-In Visits, Dog Walking

"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)"

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7. Bree

Your pet's new BFF

Church Hill, Richmond, VA, 23223

House Sitting, Drop-In Visits, Dog Walking

"Fantastic as always! (more)"

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8. Schyller

Active, Trustworthy, and Flexible!!

Northrop, Richmond, VA, 23225

Drop-In Visits, Dog Walking

"She’s amazing!! Trustworthy, available, flexible!! I trust her completely with my baby. I’d recommend her services to ANYONE. She goes above and beyond to do... (more)"

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9. Christine

Work-from-home sitter/walker/runner

Richmond, VA, 23224

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

"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)"

Confirmed availability
This weekend
10. Sophia

I will love them like my own.

Westover, Richmond, VA, 23225

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

"Sophia was super awesome and it was a pretty big job that I requested of her I was kind of in a bad spot and needed help with three dogs and she did an amazi... (more)"

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11. Amber Edmondson

Highly Qualified Pet Sitter

Fulton, Richmond, VA, 23231

House Sitting, Drop-In Visits, Dog Walking

"So happy to have come across Amber. We were in a pinch to have our injured pup checked in on while at work. Amber took great care of our puppy, sent pictures... (more)"

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12. Mariah

Any dog is a good dog!

Forest Hill Terrace, Richmond, VA, 23223

Dog Boarding, Drop-In Visits, Dog Walking

"Ever since Mariah was little, she has loved animals. From horse back riding to dreaming of becoming a vet, she has always shown a passion for animals in ever... (more)"

Confirmed availability
4th of July
13. Kelsey

4 yrs experience as vet assistant

Jahnke, Richmond, VA, 23225

House Sitting, Drop-In Visits, Dog Walking

"Kelsey has been amazing caring for Hershey! She was very detailed during our first meeting, taking notes and asking several relevant questions. She doesn't r... (more)"

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14. Glencora

Excited to meet your best friend!

Chimborazo, Richmond, VA, 23223

House Sitting, Drop-In Visits, Dog Walking

"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)"

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15. Kellie

Teacher by day - dog momma by night

Central Office, Richmond, VA, 23219

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

"Kellie is an awesome dog person! I’ve known her for 6 years now and I’ve never seen a dog that didn’t want to smother her with some nice puppy kisses! She ha... (more)"

Confirmed availability
4th of July
16. Lauren

Nurse who loves animals!

Shockoe Bottom, Richmond, VA, 23223

House Sitting, Drop-In Visits, Dog Walking

"Lauren was wonderful! She went above and beyond by bringing in our mail, sending consistent and thorough updates, cleaning up unplanned cat vomit, and keepin... (more)"

17. 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)"

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18. Harley

Dog lover ready for long walks!

Richmond, VA, 23224

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

"She will love your dog as if it were her own. She’s the sweetest, most trustworthy person I have ever met. I have four dogs and would feel 100% comfortable l... (more)"

19. Reagan

Local dog lover seeks new buddies!

Swansboro, Richmond, VA, 23225

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

"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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20. Jeannette

Barking Good Times Lodge

Belmont Woods, Richmond, VA, 23234

Dog Boarding, Drop-In Visits, Doggy Day Care

"I tipped her $300 just because she's that amazing. It's almost as if she can read my dog's mind. You can't put a price on telepathy. (more)"

Dog owners in Cullenwood, Richmond, VA turn to pet sitters on Rover.com for their pet sitting needs. Over 663 pet owners have reviewed pet sitters in Richmond, giving them an average rating of 4.9/5. Pet sitting can be affordable, no matter where you live or what your price range may be. Curious about how much pet sitting costs in Richmond with Rover.com? Check out our average pet sitting rates near you to get an idea before getting a conversation started with a pet sitter on Rover. When you leave your dog with a sitter you've connected with on Rover, you can relax, knowing your dog will be treated like family.

As pet lovers, we understand how difficult it can be to leave your pet when you have to head out of town. Luckily, you can find the perfect Cullenwood pet sitter in seconds on Rover.com. If you're looking for trusted pet sitters while you're away, whether it's for one night or a whole month, you can find a pet sitter in Cullenwood, Richmond who meets your and your pet's needs. We manually review and approve every profile on our site, and we offer tools to help you make the right decision for your pet, including background checks, sitter testimonials, community reviews. We also offer educational opportunities and extra safety tools, such as the Protection Package. And we always recommend an in-person Meet & Greet so you can see that your sitter is the perfect fit for your dog. Rover is proud to be the nation's largest network of pet sitters and dog walkers.

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 Cullenwood, 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:

All stays booked on Rover receive our Rover guarantee, 24/7 support, and our reservation protection.

How it works

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1) Browse Sitters

We make it easy to find affordable & reliable sitters near you.

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2) Contact Sitters

Chat about your dog and your specific needs. Even meet in person before booking if you really want to.

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3) Book & pay

Our platform makes it easy and secure. No cash necessary.

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4) Enjoy your trip

Drop off your dog without feeling guilty. Relax with regular photo updates from your sitter.