House Sitting in Oakland, 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. Chandler

Young, energetic, ready to go

Richmond, VA, 23224

House Sitting, Drop-In Visits, Dog Walking

"Chandler was great -- he was quick to respond, easy to communicate with, and sent pictures of our pup everyday. I think everything went smoothly, and I'm sur... (more)"

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2. Bree

Your pet's new BFF

Church Hill, Richmond, VA, 23223

House Sitting, Drop-In Visits, Dog Walking

"Bree stayed in my home and took care of my dog while we were away for several days. She gave him his meds, multiple walks a day, and lots of love. He warmed ... (more)"

Confirmed availability
4th of July
3. Lauren

Nurse who loves animals!

Shockoe Bottom, Richmond, VA, 23223

House Sitting, Drop-In Visits, Dog Walking

"I have known Lauren for over five years and she is a very realiable, smart, and honest person. She has taken care of my cats on multiple occassions and she h... (more)"

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4. Bekka

Home full-time

Carver, Richmond, VA, 23220

House Sitting, Drop-In Visits, Dog Walking

"Bekka B is an awesome caregiver for pets. She has a great connection with pets of all types. Spending time with dogs is one of the great joys in her life and... (more)"

5. Jonathan

Motivated, caring, animal sitter

Union Hill, Richmond, VA, 23223

House Sitting, Drop-In Visits, Dog Walking

"Jonathan was amazing! This was my first time using Rover and he made it a breeze. He took pictures of my pets and gave me daily updates so I knew how they we... (more)"

Confirmed availability
4th of July
6. Tyler

A good dog is a happy dog.

Woodland Heights, Richmond, VA, 23225

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

"The best I will recommend his services any time my baby’s was very happy a very professional person (more)"

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7. 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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8. Marlowe

Active PT student, dog FANATIC

Shockoe Bottom, Richmond, VA, 23223

House Sitting, Drop-In Visits, Dog Walking

"Marlowe did an incredible job sitting for my babies and my house. She is conscientious, thorough, communicative, and responsible. She sent pictures throughou... (more)"

9. Allison

Love to see each dog's personality!

Monroe Ward, Richmond, VA, 23220

House Sitting, Drop-In Visits, Dog Walking

"Allison babysat my one year old grandson for 2-3 hours a day, 4-5 days a week, through the summer. She was always on time and was also very flexible on days... (more)"

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10. Amber Edmondson

Highly Qualified Pet Sitter

Fulton, Richmond, VA, 23231

House Sitting, Drop-In Visits, Dog Walking

"This was our first time using Rover and Tori was awesome. We were given daily check-ins and photos. When we got back our pups were excited but not distressed... (more)"

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11. Bethany

I love all dogs and love to play!

Shockoe Bottom, Richmond, VA, 23223

House Sitting, Drop-In Visits, Dog Walking

"Bethany is one of the most responsible people I know, and also one of the most dog-obsessed people I know. She is always on time, keeps track of her calendar... (more)"

Confirmed availability
4th of July
12. Shelby

Animal lover ready to help you!

Old Town Manchester, Richmond, VA, 23224

House Sitting, Drop-In Visits, Dog Walking

"Shelby was absolutely wonderful! Our dog is nervous around new people and doesn't always do so well when we go away. She was patient and worked with his need... (more)"

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13. 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)"

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14. Aprell

Fur mommy looking to share the love

Shockoe Bottom, Richmond, VA, 23223

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

"Aprell is amazing!! She loved my dog as if he was her own! She keep me updated and maintained the line of communication at all times. Aprell is very nice, p... (more)"

Confirmed availability
4th of July
15. Taylor

Dog lover and walk lover

Union Hill, Richmond, VA, 23223

House Sitting, Drop-In Visits, Dog Walking

About: Throughout my life I have loved pets and have make them a passion of mine. One of my favorite jobs was a bather at a pet store and I got to be with... (more)

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16. Sarah Jean

The Wonderful Wizard of Paws! :)

Church Hill North, Richmond, VA, 23223

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

"Sarah Jean is the best sitter we have ever experienced. She is gentle, thorough, kind and thoughtful in all aspects of her work. From the attentive care to o... (more)"

17. 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)"

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18. Amber

Free Nose Kisses!

Church Hill, Richmond, VA, 23223

House Sitting, Drop-In Visits, Dog Walking

"Amber did a great job. I have an 17 year old Akita mix and he needs lots of attention. (more)"

19. Glencora

Excited to meet your best friend!

Chimborazo, Richmond, VA, 23223

House Sitting, Drop-In Visits, Dog Walking

"Glencora is a wonderful pet-sitter. She is enthusiastic and devoted, an animal lover at heart. Our dog loves spending time with her (and we love getting pi... (more)"

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20. Kiara

Kiara Orbe

Fulton, Richmond, VA, 23231

House Sitting, Drop-In Visits, Dog Walking

"I've always been a dog lover, but Kiara is even more of a dog lover than me. She is amazing with dogs. She is like the dog whisperer. Dogs immediately go ... (more)"


Rover.com is the simple, savvy way to find and book Oakland house sitting. It's easy to find the perfect house sitter — many sitters on Rover have a long history of dog sitting, and 95% of reviewed stays have received a perfect five-star rating. When you book house sitting in Oakland on Rover, your dog will enjoy a loving staycation, right in your home. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Every dog sitter on Rover has the option to complete a background check. Stays are booked on Rover every minute of every day, and more than 92% of the population lives within a short drive of one of the more 60,000 sitters who've listed their services on Rover. 95% of reviewed stays have received a perfect five-star rating. When you book with one of our trusted Oakland house sitters on Rover, your dog gets the loving care they deserve, and you get peace of mind.