Dog Sitting Williamsburg
Book a Williamsburg dog sitter to watch your dog in your sitter’s home or yours.
Over 41 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.
About: I have had animals since I was little and I have been watching my family and friends animals of and on for years. I have had puppies to senior dogs and cats. I'm currently working part time, and a online class. I can work with your animal Thursday after I get done working till Sunday. Maybe other days depending how close you are. I love on your animal like it was my own. I will send pictures of them if you want updates. Follow the directions you give me on what and when you feed them.
“Another last-minute request that could not have gone better. Charles and his son took such excellent care of a foster dog ours that is very anxious and needy. 10/10 stars. Charles is the best!”
“Highly recommend Marcus! Was reliable, very loving with our senior cat, and great communication, sharing detailed check-ins and photos as requested. Thoughtful and kind, Marcus will make sure whatever you and pet need are taken care of”
About: I’m an active girl with a full time job. I’m looking for a way to ease my puppy fever and earn some extra cash at the same time! I’m currently working full time but have a flexible-ish schedule! Ideally helping you with weekends away or night outs. I’m usually looking for a break from my desk after 3. In a clients home I can care for them however they prefer. Whether that means taking the dogs for walks and putting them back in their kennel or feeding a cat.
About: What sets me apart is the level of care, attention, and responsibility I bring to every pet I look after. I’m also an active person who enjoys long walks, outdoor time, and making sure dogs get the exercise and enrichment they need. I treat every pet as if they were my own, providing plenty of affection, updates, and personalized care so owners can feel completely at ease while they’re away. I am a nurse and have lots of days off, right now I work nights so I can always hang out with your pet before or after work, or on one of my many days off! I have 2 dogs myself and a little fluffy cat, so I will treat your pet as if they are my own! I love hanging out with all pets! I love being outside too, so your pup will get lots of outside time. I will also make sure your home is cleaner than when I came in and your pet is happy before I leave.
“Tabitha is wonderful! So thoughtful and took the time to really follow my dog’s lead to make sure he feels super comfortable (he is really shy). She gives great updates after each check in and leaves everything just as it was left! Would absolutely recommend!”
“This was our first time using Rover and we were very happy with Tiffany. We have never left our dogs alone for that long of a time and they were very calm and happy when we returned. She sent us pictures and communicated on how the dogs were doing while we were gone. We will definitely use Tiffany again!”
“Highly recomend James. He helped me during a family emergency, came the same day I contacted him for the meet and greet. Started right away. And took great care of my aging Border Collie. She's a picky eater and James went above and beyond to make sure she ate, ( she dosen't allways eat when im gone). I honestly never write reviews for anyone, but I am definitely impressed. Thank you so much James, for taking such good care of my Casey dog.”
About: Hi my name is Marg I don’t work a typical 9-5 job and am in town every other month. I am a merchant mariner and work on a boat every other month, so when I’m home I’m able to fully dedicate my time to watch dogs and cater my schedule and needs to my clients. I have a very flexible schedule. I'm very passionate about every animal that I take care of and I will treat them as if they are my own. I have dog sat for many different breeds and sizes and have many years of experience taking care of animals. I am currently able to board dogs at my place or to travel to your home and, or do frequent check ins as needed. I look forward to meeting you and your animals! Please message me with any questions or concerns. Thanks! -Marg I watch dogs part time when I’m not working on freighters , this allows me to dedicate all my attention to clients when I’m not working. I have a fenced in yard with lots of room for your dog to play and run around. I will also take your animal on long walks and care for him or her as my own.
“Gail is amazing! She took great care of our dogs and cats while we were out of town-including taking them on walks, hanging out at the house, and even took the dogs to Red Rock for a hike on a nice day. Our shyest cat who will always hide when people come over was comfortable enough to come out to visit with her, so that says everything in how pets feel about her! She was great at communicating during her visits and keeping us updated on our pets. We will definitely be using Gail when she’s available in the future.”
About: I have a lot of experience with a variety of animals, including, dogs, horses, cats & bunnies. I enjoy spending time with animals and being active.I have experience taking dogs on hikes and to parks where other people and animals are involved. I have given dogs medicine in multiple different ways. I will love your pet like you do! I have owned and taken care of dogs for my entire life, I have experience house sitting dogs and cats as well. I am comfortable with dogs of all sizes. Attention to detail. I am detail oriented and consider the animal first. I am a positive and upbeat person. I also have a generally flexible schedule and am willing to change things around for the animal.
“Megan was always on time and communicated well during each visit including great pictures! Megan went above and beyond for our kitties making sure they got their meds and cleaning up after them. I will definitely re-book Megan in the future!”
About: I have always had a huge soft spot for animals as do my kids . I am currently renting and am unable to board animals at my home . I do have a full time job in the medical field during the weekdays, but I am available to walk or play with your pet after 5 pm weekdays and open availability on weekends. Unable to board pets at my home at this time . I am open to house sitting , I do have a 9 year old child who lives with me every other week .
About: Hey guys! I'm just a Midwest girl living in my Midwest world! I have the typical Veteran husband and one of our three kids still living at home! We have a 7 pound Chihuahua and two kittens who are the current rulers of the home. I bring a professional, hands-on background to every dog I care for, shaped by my experience, work in the military and training dogs across a wide range of needs. From guiding young puppies through early obedience and socialization to reinforcing structure and confidence in adult dogs, I focus on calm, consistent, and respectful handling. My approach blends proven training principles with genuine affection—clear communication, routine, and trust, paired with plenty of attention and care. On our private 20-acre property, dogs have the space to decompress, explore safely, and enjoy a peaceful environment while still receiving individualized guidance and close supervision. While we do have 20 acres that we can walk through we also have a fenced in area and GPS Fence collars for your dog to use. Depending on the training your dog has been through we can work with you to see what fits best. I am a full time mom who homeschools her kid. My husband is home part time so most of the time we are home if not pup will be crated. I have a fenced in yard and a pet safe GPS collar for the pups. So no matter what the pup will be secured. There is no gate to leave the fenced in area so to leave you have to go through the house.
The median cost per visit for dog sitting in Williamsburg is $25
Dog parents share their Rover experiences - Williamsburg
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 5 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 $31.08 per visit (as of September 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 September 2026, there are 229 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
- 94% can help with giving oral medications or injections
- 94% 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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