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

"There aren't many words beyond fantastic to describe Jamie and her care of our three kitties! Like most cat moms, I'm always nervous leaving our cats for ext... (more)"

2. Josue

Dog Walking Archaeologist!

Williamsburg, VA, 23188

Drop-In Visits, Dog Walking

4 repeat clients

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

3. Stacy

Animals love me - even the shy ones

Williamsburg, VA, 23188

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Could not be more satisfied! Stacy took the time to come and meet Muppet in advance of her first visit, and on the day of the visit she arrived on time and l... (more)"

Confirmed Memorial day Availability
4. Zayna

A happy dog means a happy owner

Williamsburg, VA, 23185

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"Zayna is fantastic. So accommodating and thorough with great communication!! Will definitely use her again!! (more)"

5. Lisa

Doggo-loving and 30-something!

Williamsburg, VA, 23188

House Sitting, Drop-In Visits, Dog Walking

21 repeat clients

"I highly recommend Lisa. JJ (my newly adopted 7 year old hound mix) seemed quite comfortable with her at our meet and greet. She has been awesome visiting, ... (more)"

6. Mary

Your Rover's Home Away From Home

Williamsburg, VA, 23185

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

6 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)"

7. Julie

Highly recommended by my dogs

Williamsburg, VA, 23185

Drop-In Visits, Dog Walking

"Julie has been walking and boarding our dogs at her house for years. She loves our two labs and they love her! She is responsible, attentive and caring. A... (more)"

8. 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)"

9. Shalynn

Girl & a dog looking for playmates

Williamsburg, VA, 23188

Dog Boarding, Drop-In Visits, Dog Walking

15 repeat clients

"Shalynn is wonderful! We are new to the area, and it was huge relief to find her on DogVacay. One of my dogs is paralyzed and requires special care. She took... (more)"

10. Leah

I’ll go the extra mile for your dog

Williamsburg, VA, 23185

House Sitting, Drop-In Visits, Dog Walking

"I have known Leah for years and she has always had a fierce love of dogs! She has watched my corgi for me more than a few times and gladly helps if and when ... (more)"

11. Katherine

Dog Lover

Williamsburg, VA, 23185

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"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)"

12. 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)"

13. 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)"

14. Yuri

Yard to play catch & Love to walk!

Williamsburg, VA, 23185

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

About: I grew up in a home full of dogs, and I’ve alwags loved them! I dog sat through college and continued after, and would love to start doing it more.... (more)

15. Heather

Stay at home mom who loves animals!

Williamsburg, VA, 23185

Dog Boarding, Drop-In Visits, Doggy Day Care

5 repeat clients

"Heather is an avid animal lover and will treat your pets with lots of TLC. She has taken care of our three dogs and they love her. You can trust all your pet... (more)"

16. Elizabeth

Williamsburg Staycation

Williamsburg, VA, 23188

Dog Boarding, House Sitting, Drop-In Visits

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)"

17. Callie

College Student Who Misses Own Dog

Williamsburg, VA, 23187

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

About: I will be honored to care for your dog, as I greatly miss my own, who is several hours away. I grew up with a dog who was practically a bear, and ... (more)

18. 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)"

19. Christopher

Your dog will always be happy

Williamsburg, VA, 23185

House Sitting, Drop-In Visits, Dog Walking

"I wouldn’t trust anyone more than Chris to care for my dog. I’ve seen the constant love and attention he gives his house dog (which he is not the actual owne... (more)"

20. Brianna

Avid dog lover and runner

James city co, VA, 23188

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"Brianna is an incredibly hard worker who always does her best. She works with the owner to make sure their dog receives the best care, as she always puts the... (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.