Personalized care for your dog or cat - Winston Terrace
Highly-rated overnight sitters - Winston Terrace
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Paul and Terri were absolutely amazing! They offered great communication, gave extra care and attention to our allergy pup, sent pictures throughout the day, and were flexible with drop-off/pick-up timing as we traveled out of state. They have more than enough outdoor space for pups to play safely. They were attentive to our pups needs, limiting outdoor time when too hot. I could tell by the pictures shared that our pup was happy and comfortable while in their care. Thank You Guys!!”
“We were extremely pleased with Lyra & Scott! They took great care of our dog Bella. She is an older dog and I was hesitant leaving her, but they made Bella feel very comfortable. They sent me photos of Bella and she had a great stay with them. I will definitely use them again when we visit Williamsburg!”
“Our Dixie had a wonderful stay with Shania and her family. We were sent pictures and updates during Dixie’s stay. She was well taken care of and we will definitely be planning another stay with Shania.”
“As always, Amanda and Scott are perfect! They are always so welcoming to our little guy and take such great care of him. They are the only people we turn to when we have a need for a sitter. Thank again!!”
“Great place, great family, and our dogs love this place. It’s like doggie summer camp!!! Always gives great daily updates and pictures which reassure us that our pups are enjoying their vacation as we enjoy ours!”
“This was my first time using Rover and Isaac and Omaira made it the easiest process. They treated Spudz so well and kept me up to date on everything the whole 4 days she was there. I will defi itely be booking with them again and I don't know if I will use anyone else!”
“Perfect service! Teona & Louelyn took amazing care of our puppy Finn. We got pictures proactively sent to us and everything went perfectly. Will definately use them again!”
“Hands down my sweet old lady pup was spoiled rotten! I had no worries at all and got the sweetest videos and photos while we were out of town. I would 100% want my pup to be cared for by Lauryn and her family. If she is available-book her. Totally worth it!”
“Crystal was a fabulous sitter for our dog Rocky!! She was organized, professional,very dog savvy and also very warm and loving toward Rocky. I could tell he had a great time with her, will definitely book with her again! She also sent us daily updates and pictures.”
“Jared was wonderful caring for Bazooka! He sent me pictures everyday so I was able to see what they were up to. Bazooka looked like he was very comfortable throughout his visit; which says a lot about the environment he was in, as cats tend to be skittish in new places. I would absolutely recommend booking Jared.”
“This was our puppy’s first visit to Gretchen, and I can’t adequately express how wonderful she was with him. She made him feel comfortable, and she sent us regular images of him as he relaxed on the couch. Thank you so much, Gretchen, for loving our little guy for the weekend!!”
“Awesome experience. Kristy and her kids are really friendly and clearly love animals. Drop off and pickup were easy. Communications leading up to and during Sandy's stay were excellent. Kristy sent periodic photos and updates while Sandy was with her family. Sandy even slept with one of her daughters. They truly take your pet in to be one of their own while with them!! Couldn't have been a better experience.”
“Maggie and her family were wonderful! My dog Millie stayed with them over the Thanksgiving holiday and when I picked her up I could tell how much fun she had! Maggie sent updates multiple times a day with photos included. Millie had the best time-- would highly recommend trusting Maggie with your pup!”
“Cristen Michael and their son were fantastic. I got so many pictures and they loved on my old girl like she was their own. They even were able to get her to eat while I was gone, which is not something that normally happens. I will definitely be using them again!”
“Cheyanne is truly amazing, very responsive, kind, and communicative. This is my very first time boarding and she made the experience very easy. Thank you so much Cheyanne!”
“Hillary and her family were great! They took care of Mimi as if she was their own. I appreciate all of the messages, pictures and videos sent to keep me updated while away and will definitely use her again.”
“Dickson and Maria were great hosts. Their dog was well behaved and played well with Barkley. We had a situation where I had to pick him up earlier than planned and they were able to accommodate. I appreciated their flexibility. Thank you!”
“Jackie & Kevin took great care of my pup. They provided daily updates which gave me comfort. Rocky felt so comfortable to be his 73 pound lap dog self and they loved that.”
Over 4.1 million dogs curled up for a sleepover in a sitter's home on Rover1
Cat caregivers near you - Winston Terrace
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Rhianna took great care of our very shy, skittish cat. He usually hides when new people enter the apartment. She was able to find him each day and even sent me pictures! I’m happy with the care she gave our cat, Toast!”
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.
“Dana handled my skittish cat well. She accommodated a short notice, was prompt, and adhered to my instructions regarding my cat's needs. I plan to request her services again and would highly recommend her.”
“Therese did a wonderful job taking care of our two kitties and keeping us updated on what was going on. She went above and beyond locating our shy boy who did not come out for a couple of days. I’d definitely have her look after my cats again.”
“Honey is the absolute BEST! Not only is she professional and easy-going, but her communication skills are top notch and she treats our fur babies as her own. We love the photos and comments she leaves for us while taking care of our cats. Thank you, Rover, for having a person as awesome as Honey available for us!”
About: I wasn't a fan of cats until my toddler wanted one almost 20 years ago. Then, this dog lover was converted. Sadly, our sweet, crazy old gal passed this winter, and I am loving every second of cat cuddles I can get elsewhere.
“This is the second time we used Carissa to watch our cats and she’s amazing. She also watered my husband’s prize tomato plants while we were gone. We feel very secure knowing Carissa is so reliable. Will definitely contact her again!”
“Destiny was wonderful! She sent us photos from every visit. She completed all the tasks we talked about. We would happily request her services again, as well as recommending her highly to anyone looking for pet care.”
“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!”
“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.”
“I cannot stress enough that my cat will hide from strangers for weeks on end. But Victoria was amazing. He was out and socializing and even purring. Also super sweet lady and so easy to work with. Would book over and over again.”
“Hope was so wonderful with our cat, Mazey! We came home to a happy cat and a well taken care of environment. Her pictures and daily updates were the best, absolutely recommend her services!”
About: I’ve been around and cared for cats since I was the ripe age of 6 years old. My first cat, Tippy, was my favorite kitty in the world and sparked my love for these furry little animals. Since then I’ve gained the experience in making sure my cats are always happy and healthy. I have so many toys and treats, which I’m happy to supply if your cats need a little extra playfulness in your absence! (My cat Wiggy has given me permission to share) I can’t wait to meet your feline friends and give them the best care they could possibly ask – or meow– for! 🐈
“Laura was so wonderful!! She took fantastic care of our cat Ricky while we where away for two weeks at the beach. She sent photos daily and updates. She even brushed him which he loves! We will use Laura again when we travel.”
“Midori was wonderful to our 2 cats. I was really nervous about leaving them for a few days, especially since one of our cats is very shy and easily scared. Midori sent pictures with every visit and managed to get a picture of my shy baby in his safe spot under the bed each time she was there. That eased my mind knowing he was ok. My other cat is more outgoing and Midori sent pictures of him playing with his favorite toy and waiting for her by the door. We will definitely book with her again.”
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Perfect for high energy dogs - Winston Terrace
Prices are estimates per day. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Sometimes you just know your dog had a good time! Maisey came back smiling. Jared was easy to work with and had great communication. He sent pictures of Maisey having fun and drop off and pick up were simple and smooth. Will definitely try to book Jared in the future!”
“They are amazing I came down here to VA on vacation with my pup and I couldn’t leave him alone bc he cried and howled and I was afraid he would chew something at air bnb I found them on this app last min and they agreed to take him even though he clearly has some separation anxiety among other issues. I felt very comfortable immediately meeting Scott!! They kept in touch with us the whole day with updates and pictures!! If you are looking in the area they are def amazing!!”
“Christene's daycare was just what we needed. We had a fantastic meet and greet where our dogs got along great. After daycare, Willow seemed happy and excited. Best part, Willow smelled great at pickup (I can't say the same when she gets home from company daycares).”
“Jarin was a life saver when our other pet sitter cancelled at the last minute! She took wonderful care of our boy! He had a great time playing with Jenji, and Jarin kept us updated with lots of pictures and videos. Highly recommend!”
About: Looking for someone to care for your dog like you would? I’m here to help! From playtime to cuddles and everything in between, your pup will be in good hands. I have experience with all sizes and ages of dogs. I currently have a 6year old boxer and a 1 year old Great Dane ❤️ I work full time in the medical field. I am free weekends and weekdays I am usually off by 5:30 if I am working that day. I have a large, privacy fenced backyard. I will care for your dogs any way needed. I am comfortable with all ages and breeds. Thank you!
“Ethel was great! She helped us out when another sitter cancelled close to our booking. Everything went smoothly and she was easy to communicate with. She took great care of our girl!”
“Sandra was fantastic! We needed to leave our dog Samwise with somebody during an appointment because he gets separation anxiety in new places and she was flexible and very communicative.”
“Cheyanne kept my Scooby for the holidays and not once ever made me feel like he wasn’t in good hands. She cared for our boy and kept us up to date on everything. So grateful for her services and will definitely rebook in the future!”
About: I’ve always been an animal lover, and caring for pets has been a part of my life for years. From playful puppies to senior dogs who need extra patience, I know how to adjust my care to fit each pet’s personality and needs. I have hands-on experience with feeding, walking, administering medications, crate training, and keeping pets comfortable while their owners are away. Friends and family often rely on me to watch their dogs and cats, and I treat every animal like they’re my own—plenty of cuddles, playtime, and attention included! Whether your pet is full of energy or just enjoys lounging around, I’ll make sure they feel safe, loved, and cared for at all times. Pet care is just a natural part of my day. I’m used to building my routine around feeding, walks, playtime, and lots of love. I make sure pets get their exercise, attention, and cuddles every single day, because I know how much those little things matter. Each week, I also set time aside for things like brushing, extra play, or whatever makes them happiest. Taking care of animals doesn’t feel like a chore to me — it’s something I truly enjoy and look forward to. I care for pets like they’re part of the family! In my home, they’ll have a safe, cozy space with plenty of love, playtime, and snuggles. In your home, I follow their normal routine so they feel comfortable and cared for—whether that’s walks, meals, meds, or cuddle time. Every pet is unique, and I make sure they get the attention and affection they deserve. 💕🐾
About: I have volunteered at the local shelters since I was 9 years old. I am in school for my vet technician degree currently. I have worked at a pet store. I am doing an externship with a local vet as well. I am currently working part-time at the aquarium. I am also doing an externship with a local vet. I am in school for my marine biology bachelor's and veterinary science associate. I love all animals, and having three little fur babies, I would treat your baby no different than mine. I will always follow all the rules that are set by the owner. If I have any questions I will not hesitate to ask them. I will always keep the owner up to date as to what is going on to the best of my ability.
About: "Whoever said diamonds are a girl's best friend...never owned a dog" I live in a townhouse in Williamsburg with husband, our 1 year old daughter and our puppy, Korben. Dog sitting is a full family experience in our home, both our daughter and puppy love it when we have house guests. In fact our daughter’s first word was “doggie”, so it’s very important that dogs that come into our home do well with children as much as they do well with other dogs. While we don’t have a fenced in yard we make up for it with a walking path in the neighborhood and many other walking trails close by, we generally go on two walks a day, weather permitting. I've been sitting for my friends and family for as long as I can remember. So if your looking for a place where your dog will be well cared for and have a lot of fun in the process, look no further. Please don't hesitate to e-mail me with further questions, I want you to feel comfortable when you leave your dog with me while you are out of town. I work mostly from home so your pup will have the hands on attention they deserve! We offer ample love and attention through walks and belly rubs. There are occasions I will need to leave the house for work, but I’m usually not gone more than an hour or so. In those instances we’ll recreate what you do with your pup when leave your home. I really try to mimic your routine at home as best as possible. I know that coming to a new home can be stressful for the pup so I try to ease that transition by sticking to your routine as best I can.
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!
About: I’ve taken care of dogs since I was a kid (my own, neighbors, friends, etc)! Growing up we always had multiple pups (large and small). I also have 5+ years of animal shelter volunteer experience. Volunteer experience includes maintaining animal hygiene and cleanliness of facilities, walking, grooming, training, and more. I work from home full time and have a flexible daily schedule so your fury friend will receive all the care and attention he/she needs! I recently moved to Williamsburg to a townhouse with a fenced in backyard. I am extremely flexible and am certain I can meet any needs your pup may have for all services offered!
About: Hi! I’ve taken care of all types of animals since I was 11. Neighbors, friends and family! I play, walk and feed their pets! I also take them on rides in the car to take them on walks at different places I’m a college student Tuesday’s and Thursday! Home the rest of the time, work in the er some days! Just want to care for animals and have a bond! I have two friendly older dogs! I walk them everyday feed them and play! Love on them and just make sure they are comfortable! Dogs are my everything I just want them to be comfortable and loved m
About: I’ve taken care of and had dogs and cats since I was small. In fact, I can’t remember a time when I haven’t been caring for a pet. My goal is to ensure your animals get the care they deserve while you’re away! I work from home and have a flexible schedule! I’m available to leave during the day to care for your pets, take them on walks, and feed them if needed! Within my clients home I will care for pets the same way I would if they were in my own home! I will make sure their space is clean and tidy, they are well-exercised and fed!
“Lana was great! She was quick to respond and was able to take our dog Wally in on short notice! Her photo updates of Wally were adorable and I felt completely comfortable instantly leaving him with her and her family! Wally had such a great time, thanks again Lana!”
More than 1.6 million pets enjoyed cuddles and care from sitters on Rover1
Adventure-ready dog walkers - Winston Terrace
Prices are estimates per walk. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
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.
“Honey is wonderful with Honey! She sends me pictures and gives me a report on how Ciara is doing daily! Also, was very generous in giving Ciara more time mid week. I recommend Honey highly to my friends!! Thanks Honey ❤️”
About: I have taken care of dogs (during the day and overnight stays) ranging from 6 months to over two years. In addition to my pet sitting experiences, I have volunteered at two humane societies and specialized with the dogs. Before interacting with the dogs at the humane societies, I completed 22.5 hours of formal training, background security checks, and the Fear Free Shelter Program Core Modules. My responsibilities as a volunteer were canine enrichment activities (including making toys and interactions with dogs), recording behavioral observations, and canine handling onsite and offsite. I also enjoy running, so if your dog is up for that, they are more than welcome to join! I frequent run clubs with dogs because I love being around them and I don't have the finances to take care of my own right now (I am a graduate student). I just graduated from W&M with my Master’s in Science. I am currently job searching so my schedule is very open and flexible. Check my calendar to see when I’m can house/pet sit! At this time, I am only caring for pets in their homes. I am renting my current residence, so I cannot care for pets in my own home.
About: What sets me apart is my calm, attentive approach and experience caring for senior pets and animals who need extra patience, routine, or medication support. I’m reliable, detail-oriented, and respectful of both pets and homes. I follow instructions closely, communicate clearly, and make sure every pet feels safe, comfortable, and loved while you’re away. I work both full time and part time, but pet care fits naturally into my routine. I’m very responsible with scheduling and flexible when it comes to letting dogs out for potty breaks, walks, feeding, and check-ins. I plan my days around pets’ needs and make sure they get consistent care, attention, and companionship while their owners are away. When caring for pets in a client’s home, I stick closely to their usual routines so they feel safe and comfortable. I follow feeding, potty, walk, and medication instructions carefully, provide plenty of attention and companionship, and adjust care based on each pet’s needs and energy level. I’m also respectful of the home and send regular updates for peace of mind
“Lauren does very good work. She's clearly quite competent with Clove and concerned about her welfare. She's pleasant for conversation afterwards and is flexible. I recommend her highly.”
“Victoria is so good with our dog Dash! She’s so patient with him and makes sure he’s comfortable and has all the things they need (including treats!) for a successful walk! I’ll definitely be hiring her again!”
About: I remember having dogs from my first conscious memories, his name was Kenan and he was the nicest Labrador you could ever have. Since then I’ve had. chihuahuas, cocker spaniels, hamsters, hermit crabs, cats, guinea pigs, chickens, you name it! I’ve always been around animals growing up and I’ve been taking care of them since I can remember. I have experience in senior care administering meds from taking care of my senior chihuahua so if you have an elder doggo that needs a bit of extra attention, I’m your sitter! If your animals love pets, look no further. I can’t wait to meet your furry friends :) Pet care fits into my routine pretty easily. I am on break from my seasonal job that I have in the Outer Banks currently so my schedule is super flexible for your pet care needs! I will respect your home as if it were my own when caring for pets on site as it is their sanctuary and yours. In my own home, I have a senior chihuahua who stays in the kitchen usually, and my lovely cat who wanders the house freely. We do have a fenced in backyard as well.
“Nicole went above and beyond to take care of our boy while we were out on vacation for 2 weeks. She is sweet, reliable and communicative. Our dog is forever in love with her. I would absolutely recommend her to anyone looking for a good walker/sitter.”
“Caroline walked our dog while we were out of town. I didn’t get the chance to meet her in person but she was prompt and kind. This was our first experience using the rover app and I have complete confidence in using Caroline in the future! I feel much more at ease going out of town knowing that our energetic puppy is being cared for by a sweet girl like Caroline. Thank you so much for helping us out!!”
“Nice gentle with my girl. Willing to try whatever thought would motivate, but usually based on what I suggested. Appears to be cautious and not wanting to hurt dog. Definately likes animals. Much interactive with my dog after we all called it a day. Client was being very recalcitrant. Perhaps do some bonding before attempting walk next te”
About: I’ve taken care of all kinds of animals since I was 12. I’ve worked on a farm caring for horses since I was a child. I’ve watched dogs, cats, rabbits, and fish for friends and neighbors. No animal is too small or large for me to love! I rescued my own dog three years ago and now have experience in R+ (positive reinforcement) training. I’d love to practice loose leash walking with your dog. I love taking my dog for long walks and hikes, if your dog likes company I’d love to take them together! I’m experienced in administering medicines, caring for puppies, and senior dogs. I work full time so I’m mostly available on weekends and weekday evenings. I have a car and can get myself anywhere in the Williamsburg area pretty easily. I’ll always do my best to make sure your pet is well taken care of. I understand dog’s body language, and am meticulous in making sure your pets needs are met.
About: I have cared for and owned dogs, along with many other animal/reptile friends for many years. Being involved in 4-H and FFA I have raised a variety of animals. I have two fur kids, Apollo and Astraea, ages 4 and 5 years old who love to eat, play, go hiking and nap. A crested gecko and huge freshwater aquarium call my place home as well. I can make sure your friend gets some extra attention, exercise, and even work on any training or new tricks they are learning. I moved to the area recently and began working from home allowing me some extra time to do this again :). Hope to hear from you soon! Working from home allows a pretty flexible schedule. Just need a days notice to ensure I could stop by if a specific time is needed! I am happy and comfortable assisting your friend based on whatever guidrlines you give! Just let me know what kind of care your friens needs!
Over 980,000 dogs traded couch time for play time with Doggy Day Care on Rover1
Large dog specialists near you - Winston Terrace
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“We were extremely pleased with Lyra & Scott! They took great care of our dog Bella. She is an older dog and I was hesitant leaving her, but they made Bella feel very comfortable. They sent me photos of Bella and she had a great stay with them. I will definitely use them again when we visit Williamsburg!”
“Our Dixie had a wonderful stay with Shania and her family. We were sent pictures and updates during Dixie’s stay. She was well taken care of and we will definitely be planning another stay with Shania.”
“As always, Amanda and Scott are perfect! They are always so welcoming to our little guy and take such great care of him. They are the only people we turn to when we have a need for a sitter. Thank again!!”
“Great place, great family, and our dogs love this place. It’s like doggie summer camp!!! Always gives great daily updates and pictures which reassure us that our pups are enjoying their vacation as we enjoy ours!”
“This was my first time using Rover and Isaac and Omaira made it the easiest process. They treated Spudz so well and kept me up to date on everything the whole 4 days she was there. I will defi itely be booking with them again and I don't know if I will use anyone else!”
“Perfect service! Teona & Louelyn took amazing care of our puppy Finn. We got pictures proactively sent to us and everything went perfectly. Will definately use them again!”
“Crystal was a fabulous sitter for our dog Rocky!! She was organized, professional,very dog savvy and also very warm and loving toward Rocky. I could tell he had a great time with her, will definitely book with her again! She also sent us daily updates and pictures.”
“Jared was wonderful caring for Bazooka! He sent me pictures everyday so I was able to see what they were up to. Bazooka looked like he was very comfortable throughout his visit; which says a lot about the environment he was in, as cats tend to be skittish in new places. I would absolutely recommend booking Jared.”
“Awesome experience. Kristy and her kids are really friendly and clearly love animals. Drop off and pickup were easy. Communications leading up to and during Sandy's stay were excellent. Kristy sent periodic photos and updates while Sandy was with her family. Sandy even slept with one of her daughters. They truly take your pet in to be one of their own while with them!! Couldn't have been a better experience.”
“Cristen Michael and their son were fantastic. I got so many pictures and they loved on my old girl like she was their own. They even were able to get her to eat while I was gone, which is not something that normally happens. I will definitely be using them again!”
“Cheyanne is truly amazing, very responsive, kind, and communicative. This is my very first time boarding and she made the experience very easy. Thank you so much Cheyanne!”
“Hillary and her family were great! They took care of Mimi as if she was their own. I appreciate all of the messages, pictures and videos sent to keep me updated while away and will definitely use her again.”
“Jackie & Kevin took great care of my pup. They provided daily updates which gave me comfort. Rocky felt so comfortable to be his 73 pound lap dog self and they loved that.”
“This was our second time booking with Mrs. Ethel, and she was just as wonderful as the first! She has such a beautiful spirit, and Jaxon always comes home happy and smiling. We’re so grateful for the love and care she gives him and truly appreciate her support. Highly recommend!”
“Christene did a fantastic job of easing any anxiety we had about leaving Gambino for an extended long weekend. Gambino was well cared for and we will feel very comfortable booking services with Christene in the future!”
“My dog has lots of quirks and Eloise was excellent and listened to all of my concerns. She took such good care of my corgi! Eloise was also amazing about communication and sending photo updates. I highly recommend her!”
“Sent plenty of pics, bought treats and took great care of my big boy. Very informative, knowledgeable about dog care. Definitely will be sending my dog to her anytime she's available”
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1Global data from Rover (November 2025)