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: 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: Craig S.
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Craig S.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
62 reviews
24 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: Lori C.
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Lori C.
from
$22
per visit
40 years of experience
Williamsburg, VA, 23188

About: I’ve had dogs my entire life. Each one with their own personalities and quirks! There is nothing more pure than the love of a dog. They are only a chapter in our lives but we are their entire book! We have to make it count!💖 I am semi retired and am looking to spend time around animals. I also enjoy the outdoors and walking so this fits PERFECTLY for me! And no one loves animals more than me! I will care for your baby’s special needs! Walks and talks and belly rubs! I have a fenced in yard as well. I will be their new favorite human!

Sitter Profile Image: Madison J.
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Madison J.
from
$20
per visit
4 years of experience
Williamsburg, VA, 23185

About: I’ve dog sat for family, friends, and clients that resided in Philadelphia, New Jersey, and Virginia. My clients have relied on me to check on, walk, and feed their little family members. I have a little bundle of joy named Mochi. Taking care of him is my favorite thing to do. He makes me realize that I have what it takes to care for pets of all different backgrounds. :) I’m currently working transitioning into a new job and looking to use all my free time to take care of your little family member!❤️🐱🐶 🏡 Trust, Safety & A Comfortable Environment 🐾 Your pet’s safety and comfort are my top priorities! Whether your pet stays in my home or I come to yours, I’ll provide a clean, calm, and caring environment where they can feel comfortable and secure. I’ll follow your instructions closely, respect your home and routines, and make sure your pet receives plenty of attention, supervision, and care. You can have peace of mind knowing your furry family member is in a safe and loving environment while you’re away. ❤️🐶🐱

Sitter Profile Image: Jake W.
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Jake W.
from
$20
per visit
5 years of experience
Williamsburg, VA, 23188

About: Hi! I’m Jake, a second-year law student at William & Mary Law School and an avid animal lover. I grew up in a home that always had at least three dogs, along with cats, so caring for animals has been a part of my life for as long as I can remember. Being around pets has always brought me so much joy, and I truly miss having them around every day. Since my roommates aren’t looking to have pets right now, Rover is the perfect way for me to spend time with amazing dogs and cats while helping owners feel confident that their pets are in great hands. As a law student, responsibility, reliability, and attention to detail are part of my daily life. I’ll care for your pet as if they were my own—whether that means long walks, playtime, cuddles, or simply making sure they feel safe, comfortable, and loved while you’re away. I know how important it is to trust someone with your furry family member, and I take that responsibility seriously. I look forward to meeting you and your pets! I keep a structured schedule that makes it easy to plan pet care into my day. I enjoy taking breaks from studying to get outside for walks, exercise, and fresh air, so dog walks fit naturally into my routine. Whether it’s a quick potty break, a long walk, or spending time playing with your pet, I’m happy to provide them with the attention and care they deserve. I also have flexibility during mornings, evenings, and weekends, allowing me to accommodate a variety of schedules. Caring for animals is something I genuinely enjoy, and spending time with pets is one of my favorite ways to unwind from school while giving them plenty of love, exercise, and companionship. When caring for pets in a client’s home, my priority is making sure they feel safe, comfortable, and stick to their normal routine. I carefully follow all care instructions, including feeding schedules, medications (if needed), exercise, and any specific preferences or routines your pet is used to. I make sure every visit includes plenty of attention, playtime, affection, and exercise based on your pet’s personality and energy level. Whether your dog loves long walks or your cat prefers quiet companionship, I’ll tailor my care to their individual needs. I also treat every home with the utmost respect, keeping it clean, secure, and exactly as I found it. Communication is important to me, so I’ll send regular updates and photos so you can relax knowing your pet is happy and well cared for while you’re away.

Sitter Profile Image: Genevieve B.
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Genevieve B.
from
$14
per visit
5.0 out of 5 stars
29 reviews
7 repeat clients
7 years of experience
Williamsburg, VA, 23185

Miss Genevieve was great. She arrived every day that we booked, sent me photos and communicated with me to update how the kitties were doing. It was extremely comforting having her drop in while we were away. She also retrieved an Amazon package that contained Feliway plug-in for the cats and set that up for them. Truly thankful for her services.

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Katerina S.
Sitter Profile Image: Meaghan O.
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Meaghan O.
from
$18
per visit
4.6 out of 5 stars
11 reviews
1 repeat client
20 years of experience
Williamsburg, VA, 23188

About: I get a lot of joy from taking care of them and making them happy while getting to know their personality. I am comfortable with dogs and cats of all sizes and energy levels! Animals are certainly a woman’s best friend! I am a current law student that will have class in the mornings and early afternoons most weekdays, but will be able to care for your pets any time outside of that! I would love to have a furry friend to walk or play with during study breaks and can’t wait to get to know your baby! My utmost priority in caring for your pets is ensuring they are as safe, comfortable and at ease as possible. Animals are so special and deserve the kindest treatment in all circumstances, even when they make a mistake. I will ask for specific preferences or instructions and follow them in regard to feeding, walking, play time, medicine, potty breaks and any form of crating. I want to help your pet as much as possible through the nerve-wracking time of being away from their owner!

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

About: I have grown up around animals, helping family members and friends with walking and overall care of their pets. For almost 3 years, I had a corgi name Pippin who was a ball of energy and just the sweetest boy. I will put my knowledge of caring, training, and loving him in every interaction I have with your pets. They are our companions and the deserve the absolute best! I am currently between work, giving me lots of free time to come care, check-in, walk, etc. your pets. I love taking walks throughout the week, and I would love to be able to provide a walk to your animal when I do that. Any rules or needs set in place for the care of your animal will be followed. I know that you know your animal best, and I want to make sure they feel comfortable with me. Following a routine already put in place is one of the best ways to make sure they feel their best.

Sitter Profile Image: Rachel P.
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Rachel P.
from
$20
per visit
10 years of experience
Williamsburg, VA, 23185

About: I just graduated college and am now looking for ways to make cash and also have some fun! I have lived with my parents' dogs for over 10 years and cared for them, but sadly my new apartment won't allow me to get a dog of my own. I'm very active, eager to care for animals in the best way possible, and especially friendly. Dogs never cease to bring me joy, so looking after animals and walking them is a dream job. I'm willing to learn and/or follow directions and care for any special needs as best as I can. Mornings are my best time for visits but up for negotiation depending on my work schedule. In case you're wondering, that last picture I posted is a selfie with a feral pony I met on a hike, if that tells you anything about my animal interaction skills.

Sitter Profile Image: Nicole M.
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Nicole M.
from
$25
per visit
5.0 out of 5 stars
48 reviews
22 repeat clients
25 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.
Sitter Profile Image: Savanah G.
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Savanah G.
Star Sitter
from
$21
per visit
5.0 out of 5 stars
29 reviews
10 repeat clients
18 years of experience
Fort eustis, VA, 23604

Savannah was great! She took excellent care of Leila over the weekend and kept us updated with pictures. We came home to a happy pup. Highly recommend!

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Christian F.
Sitter Profile Image: Lucas C.
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Lucas C.
from
$20
per visit
5.0 out of 5 stars
2 reviews
12 years of experience
Williamsburg, VA, 23188

About: What sets me apart is my blend of responsibility, energy, and empathy. As a former Division I athlete and current graduate student, I’ve learned how to manage time, stay calm under pressure, and give 100% to every commitment. I treat each pet like my own with patience, consistency, and care. I’m great with active dogs who need play and structure, but I’m also gentle and attentive with older pets who need a slower pace and extra comfort. Whether it’s sticking to a training routine or just making your dog feel safe while you’re away, I’m someone you and your pet can count on. Pet care fits naturally into my routine because I’m already active, organized, and thrive on structure. As a grad student and former athlete, I plan my days carefully and always make time for what matters including giving pets the attention and exercise they need. Whether it’s early morning walks, midday drop-ins, or evening playtime, I’m flexible and reliable. I genuinely enjoy being around animals, and spending time with them is a highlight of my day, not just a task on my list. When caring for pets in my client’s home, I focus on creating a calm, familiar environment by following their routine closely whether it’s feeding schedules, walk times, or play preferences. I keep communication open with regular updates and photos, so you always know how your pet is doing. I’m respectful of your space and keep everything clean and organized. If I’m caring for pets in my own home, I make sure they have a safe, cozy, and supervised environment with plenty of attention, activity, and affection. In both settings, I prioritize the pet’s comfort, safety, and happiness above all.

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

Amanda was reliable and sent us great reports and pictures. Our elderly cat was happy and well cared for. Definitely will use her again for cat sitting.

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Alison C.
Sitter Profile Image: Emmanuel S.
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Emmanuel S.
from
$13
per visit
5 years of experience
Williamsburg, VA, 23185

About: Every since I got my first cat my life has never been the same. Now I always love to take care of all my pets for my friends and family house sitting and long walks. I'm a college student, so over the summer I have copious amounts of free time that allows me to flexibly take care of pets throughout the day. I ensure that all their primary needs are first satisfied, food, water, and walks, then I like to ensure that they get plenty of attention for the time I'm with them.

Sitter Profile Image: Matthew C.
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Matthew C.
from
$15
per visit
5.0 out of 5 stars
3 reviews
15 years of experience
Williamsburg, VA, 23185

About: Ever sense I was a kid I've loved taking care of any animal under the sun, and I still do. When I got my first dog I was so excited and loved him no matter what. I am currently not working so I have all the time in the world for your pets. I am avaliable on weekdays at anytime and will give your pets the attention they want. I can give all of my attention to your pets and make them feel happy and excited or the opposite where both of us can relax and enjoy eachothers company.

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

Kimberly is punctual and takes really good care of our senior fur baby. She lets us know what happens while she’s there, and Sophie seems much more relaxed not being alone when we are at work. Will definitely continue to book with Kimberly!

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Diane S.
Sitter Profile Image: Charlotte F.
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Charlotte F.
from
$30
per visit
5.0 out of 5 stars
2 reviews
1 repeat client
7 years of experience
Williamsburg, VA, 23185

About: I’ve had pets for most of my life. I’ve had two cats and three dogs. My three dogs all weigh over 120 pounds and I am able and used to taking care of big dogs. Well experienced in taking care of multiple animals in a home. I’m well also used to talking care of cats needs, including their needs for space, litter, and playtime. I also enjoy spending time with any animal. I am flexible and free to help whenever needed. When I return to college I’ll balance helping out with your fluffy friends and my academics I will customise my service based on client needs. At home I feed my cat in the morning and early evening, cleaning litter daily and frequent water changes. For my dogs who are maremmas they require specific dietary needs so I cook for them as well as feed them regular kibble. One of my dogs had also specific medical needs.

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: Anna D.
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Anna D.
from
$44
per visit
4.8 out of 5 stars
87 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.
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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

Thank You, We were stressed, with having to leave Panda (8 months old) the whole day. Allison was great, was on time for each visits, she played with Panda and Kept her safe. Highly recommend Allison to watch your pet.

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John C.
Drop-In Visits
5.0 out of 5 stars

Tanti took great care of Zoey! She was prompt, kind, communicative, and followed our care requests. We will definitely ask her to care for Zoey again.

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Joanna L.
Drop-In Visits
5.0 out of 5 stars

Loved knowing we had someone that was dependable and very communicative. This was a very last minute request and I am glad Lauren was able to come to my saving! We’ll definitely be having her take care of my dog in the future!

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Kaitlain C.
Drop-In Visits
5.0 out of 5 stars

Kate has been a great drop-in sitter for my puppy, Frances! Easy to communicate with, and patient even with a puppy still in training.

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Abigail 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

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
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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 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 913 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
  • 99% 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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