Pet Sitting & Drop In Visits in Stephenson, 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. Megann and Ross

We Love Your Pets Like Our Own!

Winchester, VA, 22601

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

65 repeat clients

"Ross and Megann are amazing!!! They are our go to in any situation so flexible so willing to help us out no matter what. Ross treats out little pup just like... (more)"

2. Christa

Certified Vet Tech/CPR

WINCHESTER, VA, 22603

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

6 repeat clients

"Christa was a great help! We needed a night and morning potty break while we were out of town overnight. She went above and beyond to make sure Daisy felt lo... (more)"

3. Elise

Certified Trained Fluff Magnet

Winchester, VA, 22601

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

38 repeat clients

"Elise was absolutely amazing! From the initial meet and greet to every visit she was in constant communication with us and helped relieve the normal anxiety ... (more)"

4. Katy

I love any dog as if is was my own!

Winchester, VA, 22601

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Katy was amazingly patient, as my work sometimes requires me entering a room with no electronics allowed and perfect timing when she came by to let my dog ou... (more)"

5. Brianna

Flexible, active and dog-educated!

Winchester, VA, 22601

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

6 repeat clients

"Brianna will make an excellent dog sitter. Animals are her passion, she's so good with dog especially. Anytime there is a problem with my dog i go to her and... (more)"

6. Kristen

Sit, Stay & Play!

Winchester, VA, 22601

House Sitting, Drop-In Visits, Dog Walking

22 repeat clients

"Kristen is Great! I would recommend her to anyone! Thanks so much! :) (more)"

7. Ashley

You're doggy will be happy!

Bunker Hill, WV, 25414

Dog Boarding, Drop-In Visits, Dog Walking

About: I have had pets ever since I was kid. I have been taking care of my own dogs for about 5 years now. I also use to volunteer at the local animal she... (more)

8. Amber

Let me love your pups!

Winchester, VA, 22601

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

8 repeat clients

"Amber is a very pleasant, responsible, and trustworthy person, and has a deep affection for animals. If I ever need a dog sitter, she will be the first perso... (more)"

9. Amber

Animal lover!

Winchester, VA, 22602

Dog Boarding, Drop-In Visits, Dog Walking

"We are blessed to have a four legged member of the family...our dog. He is our pride and joy and is with us always. Leaving him alone for a few hours is a ... (more)"

10. Allie

Home full-time - Huge animal lover!

Winchester, VA, 22601

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

"Allie is great with animals ! She also loves them a lot. I think she would be an excellent dog caregiver. She has taken care of our family animals and has do... (more)"

11. Robin

Professional Pet Lover For Hire!

Winchester, VA, 22601

House Sitting, Drop-In Visits, Dog Walking

"Great job, would utilize Robin's services again for Coachie! (more)"

12. Rachel

5 Acre fenced yard- Home 4 days/wk

Berryville, VA, 22611

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

About: A walk a day keeps the vet away! It is an honor to be considered by you to play/walk with your furry best friend. I have always enjoyed getting to ... (more)

13. Brooke

Home-early mornings, and evenings

Winchester, VA, 22601

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

"Brooke is always very organized and responsible. Be sure to plan ahead with her as she is very busy. She is also very kind with her own animals (more)"

14. Karis

Family of dog lovers!

Winchester, VA, 22601

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Karis babysat my two kitty cats while we were on vacation. She did a great job and sent us pictures of her visits and play time. Upon returning home house ... (more)"

15. Sybil

Love your pets like they are mine!!

Winchester, VA, 22601

House Sitting, Drop-In Visits, Dog Walking

About: I have years of experience with animals, dogs, cats, birds, horses, and even goats! I love playing and having fun with my pets and especially love ... (more)

16. Jamie

Dog lover through and through

Winchester, VA, 22601

Drop-In Visits, Dog Walking

About: I'm a dog-loving college student whose dog is 200 miles away. Ever since my family rescued my dog, an 80 pound German Shepherd/Labrador mix, I've... (more)

17. Karen

Dog Lovers Home away from Home !

Winchester, VA, 22602

Drop-In Visits

About: I first had a full time puppy from the leader dog program, who eventually became my long time pet for 14 years. I have a great fondness for othe... (more)

18. Terry

Must love dogs caretaker

Clear Brook, VA, 22624

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

"Terry's Pet Sitting is without question a wonderful resource! Her personal attention to each and every pet is exquisite! We used to take our pets to the kenn... (more)"

19. Cassie

Interactive and loving dog sitter:)

Winchester, VA, 22601

House Sitting, Drop-In Visits, Dog Walking

"I would highly recommend Cassie for any pet sitting. She is responsible, warm and friendly and most of all my dog Champ absolutely adores her. My house was... (more)"

20. Diana

I will take daily walks with pets

Winchester, VA, 22601

House Sitting, Drop-In Visits, Dog Walking

About: I have a full time job currently, and i would be able to fit to the providers needs. I am looking to take care and help those in need with there a... (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 Stephenson 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 Stephenson, 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 Stephenson pet sitters and avoid the kennel.