Pet Sitting & Drop In Visits in Winston Terrace, 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. Jamie

Reliable Animal Lover Available

Williamsburg, VA, 23188

Drop-In Visits, Dog Walking

10 repeat clients

"Very professional and caring! She is dependable and compassionate about caring for animals! Words cannot describe how thankful I am to have found her!! (more)"

2. Heather

future Vet & experienced sitter!

Williamsburg, VA, 23188

House Sitting, Drop-In Visits, Dog Walking

11 repeat clients

"Heather is great and reliable (more)"

3. Lisa

Doggo-loving and 30-something!

Williamsburg, VA, 23188

House Sitting, Drop-In Visits, Dog Walking

18 repeat clients

"Lisa was so great with my babies! She sent me updates and had no issues during her time with them. My dog can be a little difficult at times, but he seemed... (more)"

4. Stacy

Animals love me - even the shy ones

Williamsburg, VA, 23188

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Stacy is an extremely responsible person who is good with all sorts of animals, especially cats and dogs. She has helped take care of my cocker spaniel and I... (more)"

5. Heather

Stay at home mom who loves animals!

Williamsburg, VA, 23185

Dog Boarding, Drop-In Visits, Doggy Day Care

1 repeat client

"Heather was raised with dogs and cats. She is very loving and careful. She is punctual and will always take the best of care of your friend. (more)"

6. Shayla

full time animal lover

Williamsburg, VA, 23185

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

"Super lucky to have found Shayla. She was wonderful! (more)"

7. Kaitlyn

Home full time

Williamsburg, VA, 23188

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Kaitlyn was wonderful. She responded very quickly, and came to the house that afternoon to get a key, meet our 2 cats and familiarize herself with their food... (more)"

8. Elizabeth

Williamsburg Staycation

Williamsburg, VA, 23188

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

9 repeat clients

"Elizabeth was great! She showed complete love and attention towards our animals! She was very interactive and caring with our labdor, and she was even able... (more)"

9. Sophie

Home frequently every day!

Williamsburg, VA, 23185

House Sitting, Drop-In Visits, Dog Walking

"I was able to book Sophie hours before my flight after previous sitter plans fell through. She was very accomadating and kept me updated throughout my time a... (more)"

10. Leah

I’ll go the extra mile for your dog

Williamsburg, VA, 23185

House Sitting, Drop-In Visits, Dog Walking

"She is great with animals! Dogs, cats, and birds! She has a huge passion for dogs and loves hanging with them. I highly recommend her to anyone. (more)"

11. Jessica

Loves spending time outdoors

Williamsburg, VA, 23185

House Sitting, Drop-In Visits, Dog Walking

"Prior to being hired Jessica spent time learning about our dog and was attentive to her needs. While we were away, she communicated with us daily, sending t... (more)"

12. Claire

Dog lover missing her best friend

Williamsburg, VA, 23188

Drop-In Visits, Doggy Day Care, Dog Walking

2 repeat clients

"Claire was very attentive to my senior dog's needs. She took her for slower walks and was there to give her her food and pills when she needed it. I would ... (more)"

13. Katherine

Dog Lover

Williamsburg, VA, 23185

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Kate is fantastic with dogs - so warm and loving. She has three of her own and they're all very well-behaved and happy dogs. My own dog, a Shiba Inu who is n... (more)"

14. Drew

I'll keep your dog happy!

Williamsburg, VA, 23185

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"I had a very good experience with Drew. He was flexible in coming to get the keys, dropping them off, and when to visit the cat. As far as cat sitters go, es... (more)"

15. Mary

Your Rover's Home Away From Home

Williamsburg, VA, 23185

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

5 repeat clients

"I have been friends with Mary for 30+ years. She is caring, compassionate, thoughtful and considerate. She and her family have always had pets, and even thou... (more)"

16. Alison

I'll run & hike with your fur baby!

Williamsburg, VA, 23185

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Alison was so pleasant and went out of her way to keep our Franklin happy! Definitely would recommend her to anyone? (more)"

17. Aneesa

Lets go on an adventure

Williamsburg, VA, 23185

House Sitting, Drop-In Visits, Dog Walking

"Aneesa is wonderful! She was very understanding of all the special things my older dog needs to have done while I am away. She was also great at communicat... (more)"

18. Josue

Dog Walking Archaeologist!

Williamsburg, VA, 23188

Drop-In Visits, Dog Walking

3 repeat clients

"With two dogs raised from puppyhood, Josue is definitely a responsible caregiver. He is able to provide both affection and discipline so that dogs will love ... (more)"

19. Jennifer

Your dog's best friend and spoiler.

Williamsburg, VA, 23188

House Sitting, Drop-In Visits, Dog Walking

"Jennifer has cared for our dogs on many occasions, and they have always been in the best of care. Jennifer kept in touch with us and sent daily pictures whic... (more)"

20. Midori

Love outdoors, will run & play.

Williamsburg, VA, 23188

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Midori is one of the most responsible people I know. She loves animals and would do anything to ensure their happiness and safety. When I got my puppy Midori... (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 Winston Terrace 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 Winston Terrace, 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 Winston Terrace pet sitters and avoid the kennel.