Pet Sitting Winston Terrace

Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

End
Search

Winston Terrace, Find top rated pet sitting

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

1 / 1
Sitter Profile Image: Lauren K.
Verified Enhanced Background Check
Lauren K.
Star Sitter
from
$12
per visit
4.9 out of 5 stars
• 37 reviews
23 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!”

Profile image
Abbie C.
Sitter Profile Image: Lauren W.
Verified Background Check
Lauren W.
from
$20
per visit
5.0 out of 5 stars
• 24 reviews
3 repeat clients
25 years of experience
Williamsburg, VA, 23188

“Lauren did a great job! She was easy to communicate with and flexible when I had to make a change . Pet visits were done on time and perfectly !”

Profile image
Jennifer L.
Sitter Profile Image: Ashley M.
Verified Background Check
Ashley M.
from
$16
per visit
5.0 out of 5 stars
• 26 reviews
10 repeat clients
20 years of experience
Williamsburg, VA, 23185

“Ashley was ABSOLUTELY WONDERFUL with Dic & Scarlet! I never worried while I was gone & she kept me updated with pictures and messages! She is reliable, professional and personable all wrapped in one.😊”

Profile image
Ramina L.
Sitter Profile Image: Sarah P.
Verified Enhanced Background Check
Sarah P.
from
$15
per visit
3 years of experience
Williamsburg, VA, 23185

About: I have experience working with animals in shelters since high school. I have also taken care of people's pets for long periods of time. I know how to handle animals with different personalities. I am very careful and attentive and will make sure pets get the appropriate care. I am currently enrolled in school full time, but I have time to drop by in the evenings and mornings if needed. I am also available on weekends. I cannot take pets into my home, as I live in a college dorm. However, I am happy to take care of pets in the owners' homes.

Sitter Profile Image: Caitlin F.
Verified Enhanced Background Check
Caitlin F.
from
$16
per visit
4.9 out of 5 stars
• 17 reviews
5 repeat clients
5 years of experience
Williamsburg, VA, 23185

“My pet loved Caitlin! She spent a lot of time with him and he was happy when we got home!”

Profile image
Ashlyn F.
Sitter Profile Image: Genevieve B.
Verified Enhanced Background Check
Genevieve B.
from
$14
per visit
5.0 out of 5 stars
• 33 reviews
11 repeat clients
8 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.”

Profile image
Katerina S.
Sitter Profile Image: Emma B.
Verified Enhanced Background Check
Emma B.
from
$20
per visit
3 years of experience
Williamsburg, VA, 23185

About: What started as a one-time house-sitting favor for a friend 3 years ago turned into an almost bi-weekly job that I learned to love. I’m an assistant manager for a camp-resort, so I am known for my energy, dedication to any job, and kind heart. I’m looking forward to finding new opportunities to care for other people by allowing them to peacefully enjoy their time away, knowing their home and (pet) family is taken care of. I’m a manager of a campground resort, which allows flexibility in my schedule. I’m new to the area and therefore have loads of time in my hands to fill with caring for your pets and home! I’m used to watching pets in all seasons - over holidays, for multiple weeks, and with only one-days notice. I’m here to help! After having been a house + pet sitter for a few years, I make sure I am fully aware of all of your pet needs. I ensure I know who and where your vet is, how they interact with other pets, and will communicate with you as often or little as you’d like while you’re away. I’m an energetic homebody, so can cater to all kinds of pet needs.

Sitter Profile Image: Courtney S.
Verified Enhanced Background Check
Courtney S.
from
$15
per visit
5.0 out of 5 stars
• 2 reviews
2 repeat clients
12 years of experience
Williamsburg, VA, 23185

About: I’m an experienced pet owner and animal lover who has cared for a wide variety of animals, including cats, kittens, senior cats, ferrets, and dogs of different breeds and sizes. This experience helps me quickly recognize each pet’s unique personality, comfort level, and care needs. I can provide attentive and dependable support while you’re away. I’m also comfortable caring for both friendly and reactive dogs. I have firsthand experience caring for puppies. I understand the extra patience, consistency, supervision, and positive reinforcement they require. I’ve had my husky since she was a puppy, giving me experience with every stage of her development. This has helped me understand how a dog’s needs change from puppyhood through adulthood. I can provide thoughtful, age-appropriate care for both puppies and adult dogs. I currently care for a husky, a boa constrictor, and a Green Bottle Blue tarantula. My experience with exotic pets has made me comfortable following specialized care instructions. I’m also experienced with maintaining precise routines and paying close attention to details that are important for an animal’s health and well-being. Pet care is currently my part-time work. My primary profession involves working with children with autism spectrum disorder (ASD). This work has strengthened my patience, communication skills, attention to detail, and ability to follow individualized routines. These skills directly benefit my clients by helping me provide calm, consistent, and personalized care for each pet. I understand the importance of clear communication with owners. I will keep you informed about how your pet is doing. I hope to continue building on these skills as I work with, train, rehabilitate, and study animals. My future goals include working primarily with dogs, exotic animals, and aquatic animals. I understand that every animal has its own personality, boundaries, and individual needs. I’m comfortable following detailed care instructions and maintaining established routines. This helps pets feel secure and comfortable while their owners are away. I’m also comfortable caring for pets that are shy, high-energy, reactive, or slow to warm up to new people. I respect each animal’s boundaries and allow them to interact at their own pace. I provide gentle encouragement, patience, and reassurance. My goal is to build trust and create a positive experience for both pets and their owners. I can provide drop-in visits, feeding, walks, playtime, basic enclosure care, and companionship. I’ll care for your pets with the same attention, patience, and respect that I give my own animals. You can feel confident knowing they are in dependable and compassionate hands. My schedule is mostly remote and very flexible. I am available most days and times on both weekends and week days. I do travel sometimes for my full-time job, which would be the main reason I would not be available. I care for my pets as part of my daily routine and make sure their individual needs are met throughout the day. My husky receives regular potty breaks, walks, exercise, playtime, feeding, attention, and downtime. I’ve had her since she was a puppy, so caring for her has been a consistent part of my life for years. I also care for a boa constrictor and a Green Bottle Blue tarantula. I maintain their enclosures and monitor their temperature, humidity, feeding, water, and overall environment based on their individual needs. Their enclosures are kept secure and separate from my other pets. With any animal in my care, I pay attention to behavior and body language, provide appropriate enrichment and interaction, and make adjustments when I notice their needs have changed. I prioritize safety, consistency, cleanliness, and making sure each animal receives the level of care and attention appropriate for their species and personality.

Sitter Profile Image: Nicole M.
Verified Enhanced Background Check
Nicole M.
from
$25
per visit
4.9 out of 5 stars
• 55 reviews
23 repeat clients
25 years of experience
williamsburg, VA, 23185

“Nicole was wonderful! She is so easy to work with and her communication is great. You can tell she loves animals! Definitely be booking her again. :)”

Profile image
Deanna E.
Sitter Profile Image: Zander K.
Verified Enhanced Background Check
Zander K.
from
$14
per visit
10 years of experience
Williamsburg, VA, 23185

About: My family has had dogs forever, ranging from small medium and large so growing up with all kinds of dogs has given me experience in how to handle any situation with any dog! I’m currently a college student and away from my dog at home and am looking for any way to have more interactions with pets. Also, my most recent dog is now 2 years old and I did the majority of training, so if there are any needs or wants for training while I am sitting, I am more than capable. I’m currently a full time student and on the William & Mary Varsity Men’s soccer team, however, I have many breaks throughout my day. The only block of the day I’m usually completely unavailable is from 2-6PM When caring for pets in clients homes you can expect the utmost respect for the home but also a willingness to learn how you usually handle your dog at home. Whether that is using the crate and having some more strict guidelines, or if it is a more relaxed environment.

Sitter Profile Image: Mary K.
Verified Enhanced Background Check
Mary K.
from
$20
per visit
5.0 out of 5 stars
• 3 reviews
9 years of experience
Williamsburg, VA, 23188

“Thanks Mary. Loved all the pics and looks like Beasley and Bro absolutely looked forward to you showing up each time. Appreciate your professionalism and you made us feel Very comfortable that are boys were in capable hands and very well taken care of.”

Profile image
June N.
Sitter Profile Image: Kimberly R.
Verified Enhanced Background Check
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 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!”

Profile image
Diane S.
Sitter Profile Image: Carissa L.
Verified Enhanced Background Check
Carissa L.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
• 54 reviews
21 repeat clients
14 years of experience
Williamsburg, VA, 23185

“Carissa was amazing while taking care of my cat, Chestnut, for a couple of weeks while I was away. She was incredibly responsible and provided thoughtful updates with lots of great pictures, which made it so much easier to be apart from my little cat. I’d absolutely recommend Carissa to anyone looking for a sitter :)”

Profile image
Annie H.
Sitter Profile Image: Anna T.
Verified Enhanced Background Check
Anna T.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
• 261 reviews
58 repeat clients
20 years of experience
williamsburg, VA, 23188

“Anna was very efficient and took great care of our 2 fur babies while we were away for the weekend. Took pictures, let us know when she arrived each time and kept us updated on her visits. Thanks again Anna!! ?”

Profile image
Kristin D.
Sitter Profile Image: Robin & Kyle B.
Verified Enhanced Background Check
Robin & Kyle B.
from
$33
per visit
5.0 out of 5 stars
• 8 reviews
10 years of experience
Williamsburg, VA, 23185

“Wonderful working with Robin and Kyle. They took excellent care of our fur baby. And was able to accommodate our schedule. 100% would request them again!! Thanks for everything.”

Profile image
Michele W.
Sitter Profile Image: Alicen R.
Verified Enhanced Background Check
Alicen R.
from
$12
per visit
5.0 out of 5 stars
• 9 reviews
1 repeat client
10 years of experience
Williamsburg, VA, 23188

About: I grew up with a 110 lbs dog and have been pet sitting for about 5 years. I volunteer weekly at the animal shelter to learn more about training / caregiving and just to have access to pet dogs. I just recently adopted a 5 year old pitty after fostering him for 3 months. He is a sweet heart but is not great with other dogs so i am not offering boarding right now I work 7-3 daily and deploy for work here and there but am committed to morning jogs and afternoon outdoor activities. I am free most weekends with enough notice. I have no yard but live in a neighborhood with plenty of walking/ running trails and would have a dog walked or ran at least a mile per day. I care deeply for animals and will ensure you and your pet feel comfortable.

Sitter Profile Image: Marissa S.
Verified Enhanced Background Check
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.”

Profile image
Diane R.
Sitter Profile Image: Meggen H.
Verified Enhanced Background Check
Meggen H.
from
$26
per visit
5.0 out of 5 stars
• 1 review
1 repeat client
20 years of experience
Williamsburg, VA, 23188

About: With over 20 years of hands-on experience, I offer comprehensive pet care services tailored to meet the unique needs of your beloved companions. From daily walks and playtime to overnight stays and specialized care, rest assured your pets will receive the utmost attention, affection, and professional care. Safety and comfort are my top priorities, ensuring peace of mind for both you and your furry family members. Let me be your trusted partner in keeping tails wagging and hearts purring! My flexible schedule allows me to provide services for the following days/times: Sundays and Saturdays: Anytime Mondays and Tuesdays: Any time after 4pm Wednesdays: Any time after 3pm Thursdays: Early mornings up until 12pm Fridays: Any time after 5pm When caring for pets in your home, I aim to maintain their routine and minimize any disruption to their environment. This includes following their regular feeding and walking schedule as per your instructions. I provide companionship and playtime tailored to their preferences, ensuring they feel comfortable and loved while you're away. I also take care of household tasks like bringing in mail, watering plants, and maintaining cleanliness to ensure both your home and pet are well looked after. Clear communication and updates are a priority, ensuring you remain informed and at ease throughout.

Sitter Profile Image: Anabelle A.
Verified Enhanced Background Check
Anabelle A.
from
$30
per visit
5.0 out of 5 stars
• 13 reviews
8 repeat clients
12 years of experience
Williamsburg, VA, 23185

About: I have had dogs from puppies to seniors and they have all have been a part of my family. I have experience training puppies and even teaching old dogs new tricks. I have a wonderful home full of dog love. My family and I have boarded friends and neighbors dogs and they rely on feeding, bathing, walking and provide plenty of love and attention. I currently have a wonderful English Lab, so this requires me to feed, walk and play with him throughout the day. I welcome some friends to join us in this daily routine. I have a decent sized home with plenty of room. Dogs can roam freely in a safe environment and will enjoy nice walks in my small community. Water is always available from a gravity water bowl, treats available for training/tricks or just cause. Depending on how your dog sleeps at night, kennel is available or they can jump in bed with us!

Sitter Profile Image: Nichole F.
Verified Enhanced Background Check
Nichole F.
from
$24
per visit
5.0 out of 5 stars
• 93 reviews
15 repeat clients
28 years of experience
Williamsburg, VA, 23188

“Nichole took wonderful care of Bodie for us again last weekend. We are so thankful to be able to go away and know she is so well cared for and loved!”

Profile image
Stacy K.
1 / 1
View more

Pet parents share their Rover experiences - Winston Terrace

1 / 1
5.0 out of 5 stars

Lauren communicated all through the process. Showed up in the windows we requested, and took great care of our babies! Sent pictures each visit! Thank You Lauren!

Profile image
Sloan S.
Drop-In Visits
5.0 out of 5 stars

This was our first experience using Rover and Jared did a great job with our kitties. The pictures of them playing and snuggling put us at ease with our choice of care givers.

Profile image
Julie F.
Drop-In Visits
5.0 out of 5 stars

It was easy to communicate with Dana. She sent updates and photos after each visit. I will definitely book Dana again.

Profile image
Richard M.
Drop-In Visits
5.0 out of 5 stars

Kira is great! She did an amazing job caring for my sweet girls and made sure they felt loved and cared for while we were away! We will definitely be using her again!

Profile image
Shannon F.
Drop-In Visits
5.0 out of 5 stars

We booked drop-in visits. We're very happy with Therese. We appreciate her photos and detailed reports of visits. We plan to re-book for another trip in December.

Profile image
Nancy M.
Drop-In Visits
5.0 out of 5 stars

Ashley was ABSOLUTELY WONDERFUL with Dic & Scarlet! I never worried while I was gone & she kept me updated with pictures and messages! She is reliable, professional and personable all wrapped in one.😊

Profile image
Ramina L.
Drop-In Visits
5.0 out of 5 stars

Allison was so great! I have two dogs and one is still a wild puppy! She took great care of them while I was at work! She also sent me the best photos of them while she was with them! Will definitely be calling her again!

Profile image
Maggie F.
Drop-In Visits
5.0 out of 5 stars

There’s no better person than Honey to take care of your pet as if they are her own She is conscientious, dependable, friendly, and professional We feel 100% relieved that we have such a dedicated person taking care of our pets while we’re out of town

Profile image
Katie F.
Drop-In Visits
5.0 out of 5 stars

Arianna was able to sit for our senior cat on a last minute booking. I appreciated her flexibility and super prompt communication! She is also a great cat photographer.

Profile image
Inka H.
Drop-In Visits
5.0 out of 5 stars

Lori was fantastic with our pup! She was very attentive and loving to her needs, and reliable for the week we needed her. We would book her again!

Profile image
Christopher O.
Drop-In Visits
5.0 out of 5 stars

Kate was responsive to all my emails and reliably came to visit our cat while we were away. I would be happy for her to catsit for us again!

Profile image
Catherine F.
Drop-In Visits
5.0 out of 5 stars

Tori did a great job with our kitty! She communicated well about how he was doing and took tons of photos.

Profile image
Denise U.
Drop-In Visits
5.0 out of 5 stars

Thanks Mary. Loved all the pics and looks like Beasley and Bro absolutely looked forward to you showing up each time. Appreciate your professionalism and you made us feel Very comfortable that are boys were in capable hands and very well taken care of.

Profile image
June N.
Drop-In Visits
5.0 out of 5 stars

Alex was an amazing, caring and considerate drop-in sitter for Willow during the time we were away. Willow looked fantastic upon return, and it was evident that she was well cared for. The photos and comments were appreciated and made us know that we had made the correct decision in choosing Alex as Willow's drop-in sitter. She is a kind, devoted animal loving individual, and it was a pleasure meeting her.

Profile image
Carol B.
Drop-In Visits
5.0 out of 5 stars

Cole did an excellent job watching my two cats. He went the extra mile to clean the food dishes and text me updates. Highly recommend!

Profile image
Christina N.
Drop-In Visits
5.0 out of 5 stars

Amanda is great with my 2 cats, my shy one has been really warming up to her! Highly recommend her as a sitter

Profile image
Katie B.
Drop-In Visits
5.0 out of 5 stars

Excellent job taking care of my cat, Sylvia for 7 days. She visited Sylvia two times a day and gave detailed information about each visit.

Profile image
Steve 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!

Profile image
J.R. F.
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.

Profile image
Mae K.
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!

Profile image
Michelle M.
Drop-In Visits
1 / 1
Find pet care near you

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.

How to book pet sitting

  1. 1. Search

    Browse profiles of sitters near you who offer pet sitting.
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit.
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform.

Popular requests for pet sitting - Winston Terrace

Select a filter and find qualifying sitters offering pet sitting.

FAQs for Pet Sitting - Winston Terrace

Frequently asked questions about Rover

Rover is the largest marketplace for local pet care. Whether you're looking for pet sitters, dog walkers, or house sitters who specialize in pet sitting, you can narrow your search by entering your ZIP code to find sitters within walking distance in your neighborhood.

You and your sitter can agree on a care schedule that fits your pet’s routine and the sitter’s availability. Pet Sitting can be booked as a one-time or recurring drop-in visit. If you need overnight care or dog walks, you may also be able to book House Sitting or Dog Walking through Rover with the same sitter, provided they offer those services.

Before booking, confirm:

  • the timing, length, and frequency of visits;
  • the care instructions the sitter should follow;
  • which parts of your pet’s usual routine should be prioritized;
  • how often you would like to receive messages, photos, or other updates.

Not every sitter offers the same services, availability, or booking options. Review their profile and discuss the care you need through Rover before booking each service.

If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.

The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.

Many pet parents provide a spare key or arrange a lockbox. You can also exchange keys during the Meet & Greet and show your walker how to use digital fobs or personalized codes. It helps to arrange access to your home, from spare keys to concierge introductions, before pet care begins.

If you live in an apartment or condo, don’t forget to discuss details like buzzer access, codes, or elevator etiquette. These details can help a pet sitter feel more comfortable going in and out of your building.

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 .

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 , which provides up to $25,000 in eligible veterinary care reimbursement.

Yes, you can find sitters who have experience administering medication or managing dietary requirements. You can also find pet sitters who accept only one pet at a time, which is ideal for anxious puppies 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 request a Meet & Greet to walk your sitter through your expectations.

A Meet & Greet is a casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet 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. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first .

sitters on Rover set their own , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

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

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge