Pet Sitting & Drop In Visits in Madison, VA

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

1. Kimberly

Pets are family too

Culpeper, VA, 22701

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

"Thank you Kimberly for providing such great care and peace of mind to enjoy our daughter's wedding! Having a young puppy and not many boarding options was s... (more)"

2. Laura

I Miss My Furry Friend! Pick ME! <3

Gordonsville, VA, 22942

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

About: I have grown up with dogs of all breeds my whole life. I have cared for them from start to end. I feel compelled to care for their mishaps and prov... (more)

Confirmed availability
4th of July
3. Crystal

I promise to love, honor and play!

Culpeper, VA, 22701

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

"I have an Australian Cattle dog that can be fairly stubborn but he's turns into a big puppy with Crystal. Now I'm not sure which of us he prefers! Lol I do... (more)"

4. Anna

Owned dogs my whole life

Culpeper, VA, 22701

House Sitting, Drop-In Visits, Dog Walking

"Anna is a great dog sitter! We have asked her to watch our dog Emory on several occasions, and Emory loves her! Anna does a great job taking Emory on walks... (more)"

5. Melanie

Let's take the work out of walking!

Culpeper, VA, 22701

House Sitting, Drop-In Visits, Dog Walking

"Melanie is a very caring individual and I would trust her with my life along with my fur baby. She has a strong sense of responsibility and is a very hard wo... (more)"

Confirmed availability
This weekend
6. Tiffany

24 acres of land for adventures

Brightwood, VA, 22715

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

"Tiffany did drop in visits with my 2 girls while we took a weekend trip. She checked in on time, sent pictures, and when we got home the girls were happy and... (more)"

Calendar Recently Updated
7. Samantha

I volunteered at the SPCA for 7 yrs

Ruckersville, VA, 22968

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

"Sam is one of the most loving people I know! I had the pleasure of being her roommate and seeing her reach out to our neighbors offering dog walks, dog sitti... (more)"

8. Laura

100% Love and Attention

Culpeper, VA, 22701

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

"We are always happy when Tyler has stayed with Laura and her family. They are flexible and good with our old girl. (more)"

Confirmed availability
4th of July
9. Sara & Lloyd

Fenced yard fun! ??

Charlottesville, VA, 22911

Dog Boarding, Drop-In Visits

"I've known Sara and Lloyd for many years. They are kind, thoughtful, amazing people who truly care about their three dogs and any number of fosters who find ... (more)"

10. Karen

Your dog will love me :)

Madison, VA, 22727

House Sitting, Drop-In Visits, Dog Walking

"We have trusted Karen with our dogs for nearly ten years. The first thing that impressed us was her concern for their dietary needs or special things not al... (more)"

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11. Rayla

Young & Energetic Animal Lover

Orange, VA, 22960

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

"Rayla provided care for my young Maltese Kumi for two weeks overnight at her home. By the time I came back, my little dog didn't want to leave! She was very ... (more)"

12. Will

Good with any breed of dog!

Oakpark, VA, 22730

House Sitting, Drop-In Visits, Dog Walking

About: I have been taking care of two families’ dogs intermittently for the past several years. For each, I have walked, fed, and otherwise taken care of ... (more)

13. Jacqueline

Patient Teacher ready to Host

Louisa, VA, 23093

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

"Jacqueline has watched my dog Charlie for me in the past and every time she has been great. She is respectful to my rules for him and she is very attentive t... (more)"

14. Megan

Happy pets and happy owners

CULPEPER, VA, 22701

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

About: I'm an animal lover that grew up in the northern VA area. I've had pets since I was a child, large and small. I'm willing to care for furry, feathe... (more)

15. ChristiAne

experienced, individualized petcare

Culpeper, VA, 22701

House Sitting, Drop-In Visits, Dog Walking

About: Over 30 years experience taking care of dogs (and cats, and horses, and a few other species) as a pet sitter, veterinary technician, kennel attenda... (more)

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16. David

Love spending time with any dogs!

Elkton, VA, 22827

House Sitting, Drop-In Visits, Dog Walking

"We have known David for years and have trusted him to take care of our dogs on many occasions while we traveled. He takes great care of our pets and our hom... (more)"

17. Terr

TLC for your furry family member...

Boston, VA, 22713

House Sitting, Drop-In Visits, Dog Walking

About: Hello...My name is Terri. Animals have always had a huge presence in my life. I have volunteered at Animal Shelters and No-Kill Facilities in Vir... (more)

Calendar Recently Updated
18. Gabbi

Willing to meet any energy level

Culpeper, VA, 22701

House Sitting, Drop-In Visits, Dog Walking

"Gabbi is amazing with our furbabies. She has an obvious love for animals(they love her too. Its a comfort knowing she is caring for them in my absence. She i... (more)"

19. Stephanie

Home Full-time, fenced yard!

Stanley, VA, 22851

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

"I have known Stephanie for a long time and she has always had pets (dogs, cats, birds, goats, chickens, etc.). Her animals are part of her family. I think s... (more)"

20. Bethany

Active & experienced dog owner

stanardsville, VA, 22973

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

"I love Bethany! She is such a great pack leader and has experience with multiple dogs at once. She is patient and loving. She is definitely a dog lover! She ... (more)"


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 Madison 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 Madison, VA, 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 Madison pet sitters and avoid the kennel.