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

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.
“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 (-:!”

“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.”
“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!”

“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!!”

“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!”

“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.”

“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!”

“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!”

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!
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!
“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”

“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!”
“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.”

“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.”


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.
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 :)
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.
The median cost per visit for dog sitting in Williamsburg is $20
Dog parents share their Rover experiences - Williamsburg
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
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.

Book with peace of mind
- Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
- Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
- 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?
Cashless payments
Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
Meet local sitters who will treat your dogs like family

1. Search
Browse profiles of sitters near you who offer dog sitting
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform
Popular requests for dog sitting - Williamsburg
Select a filter and find qualifying sitters offering dog sitting.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 $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.















