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.

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1. Bethany

They will get a lot of belly rubs(:

Williamsburg, VA, 23185

House Sitting, Drop-In Visits, Dog Walking

"Cashmere had a blast with Bethany! Bethan kept me updated throughout her visit and sending pics of cashmere. She was very attentive to Cashmere’s needs. (more)"

2. Mary

Your Rover's Home Away From Home

Williamsburg, VA, 23185

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

"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)"

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3. Timothy & Ellie

Responsible, caring and experienced

Williamsburg, VA, 23185

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

About: Tim and Ellie are partners living in Williamsburg, where Tim is earning his masters degree in biology from William & Mary and Ellie is working in a... (more)

Confirmed availability
Thanksgiving
4. Lisa

Doggo-loving and 30-something!

Williamsburg, VA, 23188

Drop-In Visits, Dog Walking

"Lisa was great with my girls. I have one dog who was badly abused before I got her so she's very scared of new people and has separation anxiety when I am no... (more)"

Confirmed availability
Thanksgiving
5. Kelsey

Will love your dog like my own

Williamsburg, VA, 23185

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

"Kelsey was great. Very accommodating. Thank you. (more)"

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6. Stephanie

Home full time, lots of exercise

Williamsburg, VA, 23185

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

"Stephanie was wonderful! She was extremely comfortable handling our two big hyper goofballs and we couldn’t be more pleased with that! (more)"

7. Josue

Dog Walking Archaeologist!

Williamsburg, VA, 23188

Drop-In Visits, Dog Walking

"Always prompt and responsible. Thank you. (more)"

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8. Erin

Home full time

Williamsburg, VA, 23185

House Sitting, Drop-In Visits, Dog Walking

"Extraordinarily responsible, kind, caring, and loves animals. What else is there for a pet sitter? Self sufficienct, I guess, but she’s that as well! Bright ... (more)"

Confirmed availability
This weekend
9. Claire

I love all dogs like they’re my own

Williamsburg, VA, 23185

Drop-In Visits, Dog Walking

About: I am a college student at William and Mary and I seriously miss my dog. I am a prevet student and have tons of animal experience. I have worked wit... (more)

10. Nyx

Experienced, Responsible, Consisten

Williamsburg, VA, 23185

House Sitting, Drop-In Visits, Dog Walking

"Nyx is incredibly responsible, reliable and professional. She is also very consistent and loving with animals. She takes everything she does seriously and gi... (more)"

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11. Melissa

"Your Dog Is My Houseguest."

Williamsburg, VA, 23188

Dog Boarding, Drop-In Visits

"Melissa helped me with an urgent, last minute request to watch my baby. She was responsible and provided my dog with lots of love and care. Thanks Melissa! (more)"

12. Karly

Law students missing my family dog!

Williamsburg, VA, 23188

Drop-In Visits, Doggy Day Care, Dog Walking

"Karly is a very honest and caring young lady! She walked my dog in Lancaster and did a great job ! I highly recommend her! (more)"

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13. Grace

W&M student summer dog care

Williamsburg, VA, 23188

House Sitting, Drop-In Visits, Dog Walking

About: **Note: I am no longer taking boarding requests after August! Only drop-in visits, walks, and house-sittings as one of my roommates who is moving ... (more)

Confirmed availability
This weekend
14. Amilee

Animal Lover-----

Williamsburg, VA, 23185

House Sitting, Drop-In Visits, Dog Walking

"My two dogs just love Amilee! She’s sweet, responsible, and pays attention to detail. It’s the little things that make her special - like brushing my furry h... (more)"

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15. Haley

Student and dog-lover :-)

Williamsburg, VA, 23185

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

About: Hi! My name is Haley and I’m a huge dog-lover. I’ve had dogs my whole life, sometimes as many as 6 at a time. I’m a student here and I’m just looki... (more)

16. Sabrina

Home full time

Williamsburg, VA, 23185

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

About: I've loved dogs all my life. I will soon be starting school to become licensed as a veternairy assistant. I will work with all breeds of dog at any... (more)

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17. Callie

College Student Who Misses Own Dog

Williamsburg, VA, 23187

Drop-In Visits, Dog Walking

"Callie did a wonderful job taking care of my dog! Gertie is very nervous around new people, so I’m very Grateful that Callie was so patient with Gertie. Call... (more)"

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18. Emily

Animal Care Specialist and Lover!

Williamsburg, VA, 23185

House Sitting, Drop-In Visits, Dog Walking

"Emily is the most qualified person I know to take care and watch animals. She has so much experience working at vets and other animal hospitals that she can ... (more)"

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19. Drew

I'll keep your dog happy!

Williamsburg, VA, 23185

House Sitting, Drop-In Visits, Dog Walking

"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)"

20. Midori

Love outdoors, will run & play.

Williamsburg, VA, 23188

House Sitting, Drop-In Visits, Dog Walking

"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.