House Sitting in Windsor, Richmond, VA

Find a loving dog sitter to watch your dog overnight in your home.

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.
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1. Bree

Your pet's new BFF

Church Hill, Richmond, VA, 23223

House Sitting, Drop-In Visits, Dog Walking

"Bree was fantastic with my dogs! She was great at communicating everything with me and sent me the best pictures of them. I felt 100% comfortable leaving my ... (more)"

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2. Annie

Life-Long Dog Pal - Let's Walk!

Jackson Ward, Richmond, VA, 23220

House Sitting, Drop-In Visits, Dog Walking

"Annie was absolutely fantastic with my pup. Reina is weary of new people so I was a bit nervous to leave her for the weekend but Annie was sure to update me ... (more)"

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3. Chandler

Young, energetic, ready to go

Richmond, VA, 23224

House Sitting, Drop-In Visits, Dog Walking

"Really liked meeting Chandler and then having him stay at our house with our pets. He was easy to communicate with, flexible, and I trusted his experience. O... (more)"

4. Erin

Dog lover & outdoor enthusiast!

The Fan, Richmond, VA, 23220

House Sitting, Drop-In Visits, Dog Walking

"Erin was amazing!!! I would absolutely recommend her and hope to be able to use her again. In the past, my dog has suffered from anxiety when I am away, so m... (more)"

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5. Schyller

Active, Trustworthy, and Flexible!!

Northrop, Richmond, VA, 23225

House Sitting, Drop-In Visits, Dog Walking

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)

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6. Katie

Home all day, fenced yrd, endless<3

The Fan, richmond, VA, 23220

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

"Katie was probably more excited to watch my dogs than she was to make money actually doing it. She sent me so many pictures and videos of my dogs being spoil... (more)"

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7. Michelle

Engineer, Runner, Dog Lover!

Central Office, Richmond, VA, 23219

House Sitting, Drop-In Visits, Dog Walking

"It’s a very scary thing to leave your house and fur babies with someone you don’t know. That being said as soon as I met Michelle she immediately put me at e... (more)"

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8. Bekka

Dog Lover

Carver, Richmond, VA, 23220

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

"Bekka was great! She is super easy going, sent us pictures of our pups and was super communicative. I would definitely recommend her to anyone looking for a ... (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

"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. Sheila

Compassionate care for your canine!

Upper Shockoe Valley, Richmond, VA, 23223

House Sitting, Drop-In Visits, Dog Walking

"This was my first time utilizing Rover and i will have a hard time not requesting Sheila in the future. Sheila stayed in our home while we were gone for the ... (more)"

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11. Jess

Looking for new furry friends!

Shockoe Bottom, Richmond, VA, 23223

House Sitting, Drop-In Visits, Dog Walking

"Jessica is an awesome dog sitter. She has cared for my sweet pup on multiple occasions. She walks, plays and cuddles my pup. I highly recommend her to sit fo... (more)"

Confirmed availability
This weekend
12. Anna

Friendly dog walked next door!

Shockoe Bottom, Richmond, VA, 23223

House Sitting, Drop-In Visits, Dog Walking

About: I have had the wonderful experience of growing up with dogs! They were always my best friends when I was young. Since then I have spent the last 4 ... (more)

13. Maddie

Help me explore RVA!

Shockoe Bottom, Richmond, VA, 23223

House Sitting, Drop-In Visits, Dog Walking

About: Hello! I'm a New York via DC transplant to Richmond, and I'd love to get out of the house more and have a dog join me! I grew up in a house with ca... (more)

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14. Ifeatu

Sick of high costs- hire me :)

Union Hill, Richmond, VA, 23223

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

About: I love dogs. Ever since I was able to have one I’ve always had a dog and it will always be that way. I’m not here to break the bank in dog sitting.... (more)

15. Shelby

Animal lover ready to help you!

Old Town Manchester, Richmond, VA, 23224

House Sitting, Drop-In Visits, Dog Walking

"Shelby was amazing! She was so caring and remembered everything important I told her about during the meet and greet. She sent me photos all day and kept me ... (more)"

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16. Scott

Med Student that loves dogs!

Capitol District, Richmond, VA, 23219

House Sitting, Drop-In Visits

"Scott was super sweet & took good (& last-minute!!) care of our pup, Willow. She was recently bitten by another dog and we didn’t feel comfortable leaving he... (more)"

17. Ola & Tom

Love running and walking.

Oregon Hill, Richmond, VA, 23220

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

"Ola did a great job taking care of our little Chaska. She was very patient and made sure to slowly get Chaska used to being around other animals, which is re... (more)"

Confirmed availability
This weekend
18. Kelsey

Let me love your pup like my own!!

Upper Shockoe Valley, Richmond, VA, 23223

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

"I just moved to Richmond maybe three weeks when I landed in the hospital needing surgery. I contacted Kelsey and told her my situation. I was more worried th... (more)"

19. Glencora

Excited to meet your best friend!

Chimborazo, Richmond, VA, 23223

House Sitting, Drop-In Visits, Dog Walking

"Glencora is a very responsible and compassionate person. She engaging with pets and people. She recognizes and anticipates their needs (and mine). And Glenco... (more)"

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20. London

Home full time/ goes on long walks

Old Town Manchester, Richmond, VA, 23224

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

About: I love all kinds of dogs! I've had dogs since I was a child - all different sizes. Currently I have a black lab who is 10 years old ~ 60 lbs. Exper... (more)

When it comes to pet care and house sitting, pet owners in Windsor, Richmond, VA trust their pets with sitters on Rover.com. Over 663 pet owners have reviewed house sitters in Richmond, giving them an average rating of 4.9/5. House sitting doesn't have to be expensive. In fact, it's probably a lot more affordable than you think. You'll quickly find that there's a house sitter on Rover for just about every price range and lifestyle. Wondering how much you might expect to pay for a house sitter and pet care on Rover? Check out our average house sitting rates to get an idea before you begin a conversation with a sitter who seems like a great match.

Rover offers the perfect alternative to dog kennels. The next time you head out of town and need someone to take care of your dog and your home, turn to Rover for your Windsor, Richmond house sitting needs. On Rover, it's easy to find a loving dog sitter in Windsor, Richmond, VA who'll give your dog one-on-one attention while you're away, and your dog can enjoy a sweet staycation, right at home. Search from hundreds of trusted Windsor house sitters near you, read sitter profiles, and reach out to sitters who seem like a good fit for you and your dog. 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 dog's stay all through Rover: it's easy, safe, and cashless. You get free premium insurance, a team of safety experts available 24/7, and cute photo updates throughout the stay. It's the easiest way to find trustworthy house sitters in Windsor, Richmond, VA for your dog: people who'll treat him like family.

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: