Dog Sitting Williamsburg

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

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Over 387
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: Craig S.
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Craig S.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
58 reviews
23 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: 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: Ayanna M.
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Ayanna M.
Star Sitter
from
$12
per visit
5.0 out of 5 stars
24 reviews
6 repeat clients
4 years of experience
Williamsburg, VA, 23188

Ayanna was amazing with our dogs! She took them for long walks and make sure that they had plenty of ice cold water on a hot day! We couldn't be more happy with her! I would recommend her to anyone!

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Angela S.
Sitter Profile Image: Chelsea C.
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Chelsea C.
from
$22
per visit
5.0 out of 5 stars
16 reviews
9 repeat clients
6 years of experience
Newport News, VA, 23603

Reliable, including on several last minute requests! Chelsea has helped me tend to my dog Jill on numerous occasions. Very attentive and supportive. Had no problem adjusting to my loving but anxious dog’s ways :) She’s also been very flexible and receptive of my detailed needs/requests. Jill and I appreciate you!!

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Beverley B.
Sitter Profile Image: Aneesa R.
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Aneesa R.
from
$25
per visit
5.0 out of 5 stars
8 reviews
2 repeat clients
9 years of experience
Toano, VA, 23168

Aneesa was absolutely AMAZING!!! I cannot thank her enough for the hard work my furry children put her through!!! 😅 She chased and wrangled the bunnies around the house who kept finding ways to escape and was extremely patient with my old man pup who was aggressively protective for the first couple of days, and eventually became great friends after a while! I was so stressed about the chaos as I was away but Aneesa kept calm and had everything under control as well as kept coming up with new ideas to keep things under control until the next check in. She’s so sweet she even took my trash bin back from the road and brought in all my packages that arrived at my doorstep. I would 10000000% recommend her for any of your fur baby needs while you’re away!

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Jesi L.
Sitter Profile Image: Marissa S.
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Marissa S.
from
$30
per visit
4.8 out of 5 stars
24 reviews
13 repeat clients
10 years of experience
Williamsburg, VA, 23185

Marissa took care of my dog, Ally, on Christmas Eve. She was very reliable and not only took good care of Ally, but also brought a package in off the porch and sent a picture of a very happy pup. I can't recommend Marissa enough. I will be contacting her in the future.

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Diane R.
Sitter Profile Image: Alyssa M.
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Alyssa M.
from
$18
per visit
4.9 out of 5 stars
63 reviews
10 repeat clients
25 years of experience
Newport News, VA, 23608

Alyssa has been a big help to my family. She drops in to check on and walk my beagle. She sends notes and feedback immediately. She’s kind and my dog took to her right away when we first met her. I recommend Alyssa to care for your pets!

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Rebecca G.
Sitter Profile Image: Lily & Philip E.
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Lily & Philip E.
from
$22
per visit
5.0 out of 5 stars
187 reviews
38 repeat clients
9 years of experience
Toano, VA, 23168

Thank you so much!! You guys are awesome and Duke loves you!! Always there when I need you… which means so much when you’re talking about my baby! Thank you, thank you!!

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Becca H.
Sitter Profile Image: Nevaeh W.
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Nevaeh W.
from
$14
per visit
5.0 out of 5 stars
30 reviews
7 repeat clients
8 years of experience
Williamsburg, VA, 23185

She was super responsive and gave so many updates about my fur baby! Even helped with other things at the house when i asked. Really helped us since we were gone so long that she was there every day with pics!

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Ashlyn F.
Sitter Profile Image: Brooke O.
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Brooke O.
from
$50
per visit
5.0 out of 5 stars
1 review
1 repeat client
10 years of experience
Williamsburg, VA, 23185

About: I've been around dogs since a young age and treat every dog like my own. Making sure they always feel loved and cared for. No matter the age, every dog deserves endless amount of unconditional love. Im a college student that will be home for the summer who loves dogs! Im a Division 1 athlete, so I have training over the summer so this is something that fits in my schedule very well, and something I truly love to do! I have a huge love for animals especially dogs, as I have one of my own! They bring me so much joy and always put a smile on my face. Im always looking how I can help dogs. I love to stay active, which means walks for your pup wouldn't be a problem!

Sitter Profile Image: Lo J.
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Lo J.
from
$20
per visit
5.0 out of 5 stars
7 reviews
1 repeat client
10 years of experience
Williamsburg, VA, 23188

About: I've had both cats and dogs of all ages and really love spending time with animals. As someone who has frequently had walkers for my own dog I understand how important it is to know your pet is being watched by someone who can give them ample exercise and show them lots of love when owners are away. I'd love to be the one to give it to them! I'm good with dogs of any level of energy and size and love to play! I'm a hiker and would be happy to take your pet along with me if they need extra exercise! I can't wait to get to take care of your pet!

Sitter Profile Image: Briar B.
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Briar B.
from
$20
per visit
5.0 out of 5 stars
6 reviews
4 repeat clients
6 years of experience
West Point, VA, 23181

Briar was absolutely AMAZING. She dropped in to check on my girl while I was gone over the weekend. My dog can be very timid with new people and Briar was so patient and gave her all the love that she would allow her to give. Briar made sure to send pictures and update me with each check in. Will DEFINITELY be using her in the future

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Alyssa D.
Sitter Profile Image: Caitlyn B.
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Caitlyn B.
from
$18
per visit
5.0 out of 5 stars
6 reviews
1 repeat client
10 years of experience
Newport News, VA, 23602

Caitlyn is very professional and trustworthy. Will definitely book her again 😊

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Abigail A.
Sitter Profile Image: Anna D.
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Anna D.
from
$44
per visit
4.8 out of 5 stars
86 reviews
20 repeat clients
15 years of experience
Williamsburg, VA, 23185

Anna helped me out in a pinch with a last minute work trip. She was helpful and kept me informed the whole time. I appreciate the fact that she was willing to work with me on costs and even extending the visits when my trip got extended. My animals love Anna and I will definitely use her again!

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Tiffany G.
Sitter Profile Image: Maggie K.
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Maggie K.
from
$15
per visit
5.0 out of 5 stars
15 reviews
4 repeat clients
12 years of experience
Newport News, VA, 23608

Maggie was absolutely amazing!! She is kind, great with the animals, communicative, proactive, and just super helpful! It was so nice knowing she was looking after our babies while we were away.

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Krista C.
Sitter Profile Image: Michele K.
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Michele K.
from
$30
per visit
5.0 out of 5 stars
6 reviews
3 repeat clients
1 year of experience
Williamsburg, VA, 23188

Michele was an amazing asset. She did such a fabulous job taking care of my two cats, that they appeared to be disappointed it was me when I came home. Clearly, they were well taken care of in my absence.

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Harold T.
Sitter Profile Image: Ehlaura M.
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Ehlaura M.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
53 reviews
10 repeat clients
9 years of experience
Newport News, VA, 23602

Amazing!! Ehlaura is a perfect match to any pet. She kept my dog happy, fed and cared for. I will definitely be rebooking whenever needed. Thank you!!! ☺️

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Molly C.
Sitter Profile Image: Victoria M.
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Victoria M.
from
$13
per visit
4 years of experience
Williamsburg, VA, 23185

About: I walk dogs for my local animal shelters frequently and i have raised and trained all of my dogs (i had 4) form when they where puppies so adults. I am a college student in my senior year, so my schedule is fairly flexible. However, my best availability is on the weekends and fridays. I have so much respect and love for animals, and I understand that they are family and someone’s babies. I’m happy to follow your pet’s routine and do whatever they need to feel safe, comfortable, and well cared for.

Sitter Profile Image: Alexis A.
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Alexis A.
from
$20
per visit
5.0 out of 5 stars
18 reviews
9 repeat clients
12 years of experience
Williamsburg, VA, 23185

About: I’ve worked at a Pet Daycare and Boarding facility for about 3 years working with animals ranging in different sizes and temperaments. I also have my certification in Canine behavior to widen my knowledge on dogs. My friends and family always know they can rely on me if they needed their pet taken care of as I am usually the first person they contact. I do work overnight shifts and my Fiance works days. Someone will always be home with them! I miss working with dogs so I’d be so happy to help! I’ll be happy to play fetch or chase them around. Just let me know they’re daily routine and I’ll try to follow them as best as possible :)

Sitter Profile Image: Trey C.
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Trey C.
from
$12
per visit
10 years of experience
Williamsburg, VA, 23188

About: I’ve taken care of my families Labs and Golden Retrievers for many years. I’ve also pet sit at friends houses and taken care of cats and many different breeds of dogs. I’m looking for this to be my part time work while I take summer classes. I like to work out in the mornings but I am free all afternoon, and can be available in the mornings if needed. I also walk dogs on a leash and treat any dogs like they’re my own. I have 3 golden retrievers at home that are apart of my family and I will treat your pets with the same care.

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

Dog parents share their Rover experiences - Williamsburg

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5.0 out of 5 stars

Kate has been amazing and incredibly flexible! She gave my guinea pig a medication and cleaned their cages. Also flexible with dates!

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

We’ve hired Carissa multiple times now, and she truly does an outstanding job caring for our two dogs! 10/10 recommend

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Ashley S.
Drop-In Visits
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

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
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Sitters in Williamsburg average 6
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FAQs for Drop-In Visits - Williamsburg

Frequently asked questions about Rover

The average cost for Dog Sitting in Williamsburg on Rover is $22.2 per visit (as of August 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 August 2026, there are 896 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
  • 98% 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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