Dog Sitting Williamsburg

Book a Williamsburg dog sitter to watch your dog in your sitter’s home or yours.

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Over 366
pet parents in Williamsburg have booked dog sitting

Williamsburg, Find top rated dog sitting

Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: paula c.
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paula c.
from
$21
per visit
6 years of experience
williamsburg, VA, 23510

About: I have experience rescuing cats and dogs and administering medication. I’ve also done house sitting and pet sitting for several homes. I enjoy running and playing with dogs to keep them active and happy, and I can also help them stay calm when needed. I offer walks up to 1 hour and can safely handle up to 3 dogs at a time. I’m comfortable cleaning up after pets, changing diapers if needed, and giving medication. I work Mondays and Wednesday–Friday from 7 to 3, and Saturdays from 3 to 11pm. I’m free all day on Tuesdays and Sundays 😊 I adapt to each home and follow the owner’s preferences and routine for their pets. I make sure they feel comfortable, safe, and cared for, whether that includes walks, playtime, feeding, medication, or keeping their space clean. I always adjust to each pet’s personality and needs.

Sitter Profile Image: david H.
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david H.
from
$15
per visit
8 years of experience
Williamsburg, VA, 23185

About: I’ve been taking care of dogs since I was 11 years old. Neighbors, family members, family-friends have all reached out to me to take care of their pets/dogs because of my reliability Currently, I have a part time job, but luckily for me and you they schedule 3 weeks in advance so I can make any job work one way or another I make sure to treat every pet as if they were my own, while complying to their needs and wants. My dogs are picky and active so I am used to making sure your pets that are in my care are well off

Sitter Profile Image: Lauren K.
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Lauren K.
from
$12
per visit
4.8 out of 5 stars
18 reviews
10 repeat clients
17 years of experience
Williamsburg, VA, 23188

Lauren was wonderful! She had really good vibes from the beginning and did a great job with my cats. The cute pictures she took of them and the comments she left each time made my separation from my cats a little easier for me. Definitely recommend!

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Abbie C.
Sitter Profile Image: Hannah M.
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Hannah M.
from
$14
per visit
1 year of experience
Williamsburg, VA, 23185

About: I have taken care of my family's large dogs all my life and volunteered at a local animal shelter for several years, walking, brushing and exercising dogs! I am comfortable with dogs of all shapes, sizes, and energy levels! I am a new graduate nurse, so spending time with animals and getting out of the house is exactly what the doctor ordered! My schedule is flexible, I am available most days that I am not working. I would be happy to walk leash-trained dogs or play with them in a fenced-in environment. I am also available for check-ins, feedings, or socializations for the animals!

Sitter Profile Image: Amanda T.
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Amanda T.
from
$28
per visit
5.0 out of 5 stars
27 reviews
8 repeat clients
20 years of experience
Williamsburg, VA, 23185

Amanda was amazing with our kitty, who is a very picky eater. Amanda coaxed her to eat with cuddles and playing fun music, and kept us up to date about how much she was eating daily. Plus, she sent cute photos and videos every day! We knew immediately that our kitty was in good hands, & came home to a very happy cat. We're so grateful & we hope to work with Amanda many more times in the future.

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Laura H.
Sitter Profile Image: Morgan J.
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Morgan J.
from
$15
per visit
5.0 out of 5 stars
1 review
5 years of experience
Williamsburg, VA, 23185

About: Hello! I am a college student looking to make some extra money. I grew up with 4 dogs in my household and I love all animals, so I am super excited to make money caring for them! I have experience taking care of my neighbors pets during high school and am capable of caring for any sort of pet! I am looking to fit pet care into my schedule to make some extra money. I currently work part-time at a restaurant, so I do not always know how my days will look. However, I am typically free for most of a day and very flexible. I will not be able to care for pets in my on home because it is a small apartment. If I am caring for a pet in another person home, then I take care of both the pets and the home.

Sitter Profile Image: Anna T.
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Anna T.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
226 reviews
48 repeat clients
20 years of experience
williamsburg, VA, 23188

Anna is wonderful! We needed someone last minute to pop in on our kitties while we were away, and Anna was so helpful, communicative, and friendly. We were so lucky to have found her and would love to work with her again! 100% recommend.

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Heidi S.
Sitter Profile Image: Libby M.
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Libby M.
from
$15
per visit
5.0 out of 5 stars
5 reviews
2 repeat clients
18 years of experience
Williamsburg, VA, 23185

Libby was absolutely wonderful with my cat Mimi. Mimi was obsessed with Libby and I felt that Mimi got all the love and attention she needed while I was away.

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Rachel L.
Sitter Profile Image: Shayna P.
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Shayna P.
from
$18
per visit
4.0 out of 5 stars
2 reviews
10 years of experience
Williamsburg, VA, 23185

Shayna was friendly and flexible with our dog who is nervous with new people.

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Nancy S.
Sitter Profile Image: Olivia S.
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Olivia S.
from
$22
per visit
5.0 out of 5 stars
18 reviews
5 repeat clients
5 years of experience
Williamsburg, VA, 23185

Olivia did a great job with our senior cat. From our initial meet & greet to and throughout our trip she was kind, knowledgeable, punctual, attentive, and eager to help. We greatly appreciated her updates and photographs, reassuring us our girl was being well cared for in our absence. Many thanks to Olivia, we will definitely be calling on her again in the future.

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Kathy K.
Sitter Profile Image: Rebecca H.
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Rebecca H.
from
$14
per visit
5.0 out of 5 stars
6 reviews
1 repeat client
19 years of experience
Williamsburg, VA, 23185

Rebecca was great with our energetic pups and very responsive with us!

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Natalie B.
Sitter Profile Image: Ramsay S.
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Ramsay S.
from
$20
per visit
5.0 out of 5 stars
19 reviews
5 repeat clients
10 years of experience
Williamsburg, VA, 23185

Ramsay is always dependable - even in a pinch. She’s a great communicator and always comfortable advocating for what she is and isn’t able to accommodate.

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Catherine S.
Sitter Profile Image: Alexandra H.
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Alexandra H.
from
$20
per visit
7 years of experience
Williamsburg, VA, 23185

About: I have been looking after my neighbors' animals and my own for years, so I have a lot of experience when it comes to pets. I love dogs of any shape and size, and having bigger dogs myself has taught me how to handle them. I have a pretty good grasp on dogs and their behavior due to having an interest in them since I was little. I am happy to do just about anything, whether that be feeding, walking, playing with, or just hanging out with your dog. I am quick to learn how to do things as well, so if they have special requirements, I am happy to learn! I work part-time and am looking for something to supplement my time over the summer, as hours are hard to come by right now. My schedule is very flexible, as I don't get up to much. I can be there as early or as late as you need, though I am more of an afternoon-night person. I am happy to do whatever is necessary to keep your pet safe and comfortable. If they need to be put in a crate or kept in a specific room of the house, I can handle that! I also have experience with keeping pets from darting out the door on my way in and out, so no worries about escapees!

Sitter Profile Image: Kira S.
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Kira S.
from
$15
per visit
5.0 out of 5 stars
6 reviews
2 repeat clients
12 years of experience
Williamsburg, VA, 23188

Kira did such a great job caring for Bayla and Bodie!! Very communicative and the dogs looked so happy!!

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Meagan D.
Sitter Profile Image: Craig S.
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Craig S.
Star Sitter
from
$28
per visit
5.0 out of 5 stars
53 reviews
20 repeat clients
20 years of experience
Williamsburg, VA, 23185

Craig was fantastic! He took lots of pictures and communicated really well, I felt so happy and confident knowing my pets were in great hands. He went above and beyond, I will definitely be asking for Craig’s help next time I’m out of town (-:!

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Isabella B.
Sitter Profile Image: Kimberly R.
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Kimberly R.
from
$25
per visit
5.0 out of 5 stars
63 reviews
6 repeat clients
36 years of experience
Williamsburg, VA, 23188

Kimberly takes such good care of our little fur baby!! And she’s very clear about how our dog is doing/feeling, which is very important to us!

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Diane S.
Sitter Profile Image: Nicole S.
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Nicole S.
from
$15
per visit
15 years of experience
Williamsburg, VA, 23185

About: I’ve take care of pets since I was 12 years old. I currently own 2 German Shepherds, a golden retriever, a Australian Shepherd/husky mix and 3 chinchillas. I’ve kept puppies all the way to senior dogs, cats even cared for horses before. Currently I work full time but would be available to stay overnight and check in mid day. My schedule is typically M-F 7am to 6pm with a two hour break from 12-2. At this time I only offer in your home sitting. I will walk your babies for as long as needed or let them in the yard if it is fenced and play with them. I can crate if needed while I’m gone. Rest assured your babies will be spoiled to bits by the time you come home (:

Sitter Profile Image: Kate G.
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Kate G.
from
$13
per visit
5.0 out of 5 stars
2 reviews
21 years of experience
Williamsburg, VA, 23186

She took very good care of my cats while I was away. She communicated well and provided update photos. I really appreciate her responsibility and care. I recommend!

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Javiera H.
Sitter Profile Image: Caroline B.
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Caroline B.
from
$20
per visit
5.0 out of 5 stars
10 reviews
2 repeat clients
8 years of experience
Williamsburg, VA, 23185

Caroline is so caring and reliable! She took very good care of our dog while we were out of town. I felt very comfortable knowing she was in such good hands.

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Kailen V.
Sitter Profile Image: Nicole M.
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Nicole M.
from
$25
per visit
5.0 out of 5 stars
41 reviews
20 repeat clients
20 years of experience
williamsburg, VA, 23185

Nicole was a blessing in a pinch. We needed last minute care and reached out to her. She was very responsive and replied back in a timely manner. She took such great care of our Tava. She meds sure her emotional and physical needs were met. We received so many photos when updates were sent. Each time our Tava looked happy and stimulated. We will definitely be using her services again if she is available.

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Marsha J.
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The median cost per visit for dog sitting in Williamsburg is $20

Dog parents share their Rover experiences - Williamsburg

1 / 1
5.0 out of 5 stars

Felt so comfortable with Lauren taking care of our Rocky. She expressed concern and care for him, which means so much to us! She was timely, honest, and when we came home he was in great condition and happy. Definitely plan to use Lauren again to care for our boy

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Tori T.
Drop-In Visits
5.0 out of 5 stars

Rhianna did incredibly with my four guinea pigs! When I got home everyone looked happy and healthy. She really went above and beyond!

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Alexa S.
Drop-In Visits
5.0 out of 5 stars

Amy is always responsive and sends great pictures. I can count on her playing with Agatha and giving her belly rubs! Agatha and I will miss Amy being so close by!

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Beth T.
Drop-In Visits
5.0 out of 5 stars

Carissa was great. She gave us updates during our day trip out of town. It was our first time leaving the kittens and we really appreciate her attentiveness to our pets.

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Caitlyn D.
Drop-In Visits
5.0 out of 5 stars

Amanda is fantastic! She took such great care of our two Great Pyrenees and reliably provided updates with pics while we were away. Very responsive and trustworthy. Would undoubtedly have her look after our floofs anytime!

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Christina S.
Drop-In Visits
5.0 out of 5 stars

Levi took great care of our pup while we were out adventuring for a couple days. She typically takes a bit of time to warm up to new people but the seemed to hit it off right away. Looking forward to booking Levi for the next time!

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J.R. F.
Drop-In Visits
5.0 out of 5 stars

Caroline is so caring and reliable! She took very good care of our dog while we were out of town. I felt very comfortable knowing she was in such good hands.

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Kailen V.
Drop-In Visits
5.0 out of 5 stars

Natalie is an absolutely fine dog walker. She is interested in the dog and she loves to talk about dogs as well as take care of them. She's just great.

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Mae K.
Drop-In Visits
5.0 out of 5 stars

Javiera is great with my pup!! I am definitely going to keep booking her for days I am working for drop in visits!! Highly recommend!!

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Abby P.
Drop-In Visits
5.0 out of 5 stars

Daniella was amazing! Heidi loved seeing her each day! Daniella was dependable, communicated great and was overall a pleasure to work with!

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Bonnie F.
Drop-In Visits
5.0 out of 5 stars

Victoria has again proven to be dependable and attentive to our animals. They love and trust her. We appreciate her service to our family.

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William S.
Drop-In Visits
5.0 out of 5 stars

Norah was so sweet with our pups! She provided excellent care and gave updates to us. I would gladly have her back the next time we're in need of a sitter!

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Michelle M.
Drop-In Visits
5.0 out of 5 stars

The photos were great!! Bodie absolutely looks like he got a burst of excitement when he saw you again!! Haha. Thank you for taking the best care of them, Melissa!!

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Meagan D.
Drop-In Visits
5.0 out of 5 stars

Stephanie is our favorite sitter! our girls just love her (and she them!) I never worry when Stephanie is on the watch, she takes good care of them and communicates with us well!

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Anita H.
Drop-In Visits
5.0 out of 5 stars

Regan was amazing! She took care of our cats and dog for a full week, and we couldn’t have asked for anyone better. From the start, her communication was prompt and reassuring — we got regular updates, photos, and messages that showed how happy and comfortable our pets were. It was clear she took the time to understand each of their personalities and routines. Our dog loved her daily attention, and our cats (who can be shy) quickly warmed up to her — that alone says a lot! We came home to happy, relaxed pets and a tidy home. Regan went above and beyond in every way. We’ll absolutely be booking with her again and highly recommend her to anyone looking for someone reliable, kind, and truly caring.

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s l c.
Drop-In Visits
5.0 out of 5 stars

I had to leave town on an emergency and Alicia was very prompt to reply and provide service. Communication was great and my pup loved her.

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Antonio B.
Drop-In Visits
5.0 out of 5 stars

Kira did such a great job caring for Bayla and Bodie!! Very communicative and the dogs looked so happy!!

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Meagan D.
Drop-In Visits
5.0 out of 5 stars

Absolutely wonderful. Hope communicated with us very well while we were out of town and did a fantastic job with our pets

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Ron S.
Drop-In Visits
5.0 out of 5 stars

From the start, Erin was amazing! She worked with our schedule and did such a wonderful job with our pups! They were so happy when we came home and we could tell they were really well cared for while we were gone. Erin kept us up to date on their daily activities and sent us lots of pictures 🙂 It was awesome seeing how much fun they were having and it really helped us to relax. Erin even straightened up the puppy blankets and brought in our mail! She is the best!!

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Brittany C.
Drop-In Visits
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Meet local sitters who will treat your dogs like family

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Sitters in Williamsburg average 6
repeat dog sitting clients

FAQs for Drop-In Visits - Williamsburg

Frequently asked questions about Rover

The average cost for Dog Sitting in Williamsburg on Rover is $21.4 per visit (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Dog Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Sitting. For more information on service fees, click here .

As of July 2026, there are 911 sitters on Rover offering Dog Sitting across Williamsburg. Enter your ZIP code to see which available sitters are closest to your home.

A pet sitter can provide focused care sessions, help your pet’s routine stay on track, or keep you updated on your pet’s mood and energy levels.

Whether you’re at the office for the day or traveling for a few nights, a pet sitter can offer potty breaks during a Williamsburg stroll, cleaning the litter box, or making sure your pet has on-time food or water refills. For daytime services like walking and drop-ins, you can also request sitters to send a report card with every visit.

Tip: You can discuss your specific arrangements with a pet sitter on Rover to what fits you, your pet, and your sitter’s needs. To find what their special skills are, look at the "Skills" and "Pet care experience" sections on their profile.

Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Williamsburg choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!

Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.

Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .

The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.

All bookings are backed by the Rover Guarantee , which provides up to $25,000 in eligible veterinary care reimbursement.

A Meet & Greet is a short introductory meeting between you, your dog, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter or the new environment. During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.

While Rover doesn’t offer traditional subscription services, some sitters offer recurring bookings for services like home visits and dog walking. Recurring services come with their own perks, such as flexibility to modify services (up to five weeks in advance), automatic billing, Rover Card updates, and same-day cancellations.

To find sitters in Williamsburg with recurring or weekly availability, select "Repeat Weekly" and which days you’d like them to care for your pet.

Yes, you can find sitters who have experience with handling special pet needs in Williamsburg. On Rover:

  • 94% of sitters can help with special care needs
  • 99% can help with giving oral medications or injections
  • 100% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.

Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.

Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.

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