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Pet Sitting & Drop In Visits in Williamsburg, VA

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

Confirmed availability
4th of July
1. Lisa

Doggo-loving and 30-something!

Williamsburg, VA, 23188

Drop-In Visits, Dog Walking

"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)"

Confirmed availability
4th of July
2. Katherine

Dog Lover

Williamsburg, VA, 23185

House Sitting, Drop-In Visits, Dog Walking

"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)"

3. Josue

Dog Walking Archaeologist!

Williamsburg, VA, 23188

Drop-In Visits, Dog Walking

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

Confirmed availability
4th of July
4. Heather

Loves animals of all kinds

Williamsburg, VA, 23185

House Sitting, Drop-In Visits, Dog Walking

"Heather is kind, personable, and responsible. I felt comfortable leaving her in care of both my home and pets, knowing they would get the love and attention ... (more)"

Calendar Recently Updated
5. Leah

I’ll go the extra mile for your dog

Williamsburg, VA, 23188

House Sitting, Drop-In Visits, Dog Walking

"I don't easily trust my fur baby with just anyone, but Leah takes such good care of Thunder I never give it a second though when she's with him. She takes ca... (more)"

6. Stacy

Animals love me - even the shy ones

Williamsburg, VA, 23188

House Sitting, Drop-In Visits, Dog Walking

"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)"

7. Shalynn

Girl & a dog looking for playmates

Williamsburg, VA, 23188

Dog Boarding, Drop-In Visits, Dog Walking

"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)"

8. 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)"

Calendar Recently Updated
9. Rebecca

Home full time for bar prep!

Williamsburg, VA, 23185

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

"Rebecca is a great dog sitter and I cannot recommend her enough. We are personal friends, and she has sat our two dogs a few times; they always love it and a... (more)"

Calendar Recently Updated
10. 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 always loved them! I dog sat through college and continued after, and would love to start doing it more.... (more)

11. Alison

I'll run & hike with your fur baby!

Williamsburg, VA, 23185

House Sitting, Drop-In Visits, Dog Walking

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

12. Stefanie

Experienced Doggy Snuggler

Williamsburg, VA, 23185

Dog Boarding, Drop-In Visits, Dog Walking

About: I have dogs of my own that are basically my children and I foster through a popular Pit Bull Rescue. I also work at an animal shelter so my life pr... (more)

Calendar Recently Updated
13. Heather

Stay at home mom who loves animals!

Williamsburg, VA, 23185

Dog Boarding, Drop-In Visits, Doggy Day Care

"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)"

14. 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)"

Calendar Recently Updated
15. Kristina

Your dog will love me!

Williamsburg, VA, 23185

House Sitting, Drop-In Visits, Dog Walking

"Gracie and Riley love Kristina! She's so good with them. She loves taking them for walks and playing with them and treats them like they were her own puppies... (more)"

16. Melissa

Fun family with flexible schedule

Williamsburg, VA, 23185

House Sitting, Drop-In Visits, Dog Walking

About: We love animals! We have 3 pigs and a dog and devote our time to taking care of our animals and yours! We are a home-schooling family which means w... (more)

Confirmed availability
4th of July
17. 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)"

18. Christopher

Your dog will always be happy

Williamsburg, VA, 23185

House Sitting, Drop-In Visits, Dog Walking

"Chris always takes the time to give my dog Macie what she needs when I can't myself! He's willing to take her for walks, rain or shine, and she loves when he... (more)"

19. Karen

Dog Lover, home full-time!

Williamsburg, VA, 23185

Drop-In Visits, Dog Walking

About: I have many years of experience caring for dogs, cats, and horses. I am honest, reliable, and have a great work ethic. Dogs love me, and I will l... (more)

20. Tim

Home most of the time-unfenced yard

williamsburg, VA, 23185

Dog Boarding, Drop-In Visits, Dog Walking

About: In high school I cared for many of my neighbor's dogs and really enjoyed it! I've cared for many different types of dogs ranging from shih tzu to i... (more)


Rover.com is the simple, savvy way to find and book Williamsburg drop in pet sitting. It's easy to find the perfect pet sitter — many sitters have offered pet sitting on Rover for years, and 95% of reviewed stays have received a perfect five-star rating. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Pet sitters on Rover have the option to complete a background check, which you can see from their background check badge. Pet sitters are booked on Rover every minute of every day, and 92% of the population lives within a short drive of one of the more 60,000 sitters who've listed their services on Rover, so you're sure to find the perfect pet sitter in Williamsburg. When you book with one of our trusted pet sitters on Rover you get peace of mind that your home and pets are in loving hands.

All stays booked on Rover receive our Rover guarantee, 24/7 support, and our reservation protection.

How it works

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1) Browse Sitters

We make it easy to find affordable & reliable sitters near you.

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2) Contact Sitters

Chat about your dog and your specific needs. Even meet in person before booking if you really want to.

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3) Book & pay

Our platform makes it easy and secure. No cash necessary.

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4) Enjoy your trip

Drop off your dog without feeling guilty. Relax with regular photo updates from your sitter.