Personalized care for your dog or cat - Winchester
Highly-rated overnight sitters - Winchester
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Our dog, Otis's first weekend stay with John seemed to be a success!!! Otis was tired and happy after romping with other dogs also boarding. Otis will be coming back for a longer stay very soon!”
“Tina and Jordan took incredible care of our dog, Rae. As a nervous pet parent, I was so grateful for the frequent photo and video updates—they truly gave me peace of mind while we were away. From our very first meeting, I knew Rae was in the right hands, and now that she’s stayed with them, I honestly can't recommend them enough. They listened to all of my concerns, eased my worries, and were wonderfully flexible when our travel plans changed a bit.”
“Karina was amazing!!! I got stuck in Florida during a snow storm and she had no problem keeping my dog for an extra few days on short notice. She sent daily photos and updates. My fur baby was very well cared for! Karina and Jared will definitely be my go-to dog sitters from now on 😊❤️”
“Nicole was fantastic! Highly recommend! She kept us up to date with pictures and text messages of how Luna was doing daily. We couldn’t be more pleased with the care she provided. 5 stars!!”
“Alan and Luis took such great care of our dog, Hunter. They communicated often and provided a safe and fun environment for Hunter and all dogs. Highly recommend and will be rebooking when we travel”
“Angela has once again exceeded my expectations caring for my pup, Eleanor. I let her know she had an upset stomach before coming and Angela had chicken with rice ready to go. As always, I received daily pictures and updates of Eleanor with her besties, romping around the big yard. Thank you for opening your home a second time, we'll be back soon!”
“Mary Ann boarded/took into her home my Daizy, a 12-year-old toy poodle, while I had surgery. The best recommendation comes from Daizy who kept looking for Mary Ann after Daizy came home! My little was pampered, cared for and spoiled and I couldn’t have been more pleased. Highly recommend!”
“James and his family were absolutely amazing! We needed last-minute care for our girl after deciding to take a quick overnight trip, and James came through for us in a big way. I sent the booking request just three hours before we needed care, and he responded almost immediately. From the start, James was kind, reliable, and incredibly accommodating. It was clear right away how much he genuinely cares for animals and how dedicated he is to making sure they feel safe, comfortable, and well cared for. We especially loved all the pictures and updates he sent, which gave us so much peace of mind while we were away. Knowing our girl was in such great hands made the whole experience stress-free. We couldn’t be happier and will absolutely be booking with James again. Highly recommend!”
“Kathryn and Jeremy were great, can't recommend them enough. They were extremely communicative both before Bella's stay and during, updating us with pictures etc throughout the day. The couple are very well versed in dog behavior/needs and asked all the right questions to make us feel confident Bella was going to be well cared for and safe. When we picked Bella up she was very comfortable in their home and was resting with Kathryn and Jeremy. If you are looking for trustworthy couple to watch your pup with love and attention, this is it!”
“Katie took excellent care of Sadie while we were away on vacation - after meeting her during the meet and greet I felt super comfortable leaving Sadie at her house. Will absolutely use her again for any future vacations, she is quick to respond and very accommodating!”
“Once again my boys have come back happy and healthy - I was so worried about leaving one of my dogs as he had a bad back and on medication but I couldn't have left him in better hands. Outstanding care and you really do treat my dogs like they are part of your family.”
“Klaudia was awesome! Our elderly dog had a health crisis while she was caring for him, and she took him to the vet, was very good with communication, and really cared about our guy for 2 days while we made our way home early from vacation. Highest recommendation!!”
About: I grew up with dogs. I had a Great Dane that lived to be 12. I currently have a mini bernedoodle that is almost 5 years old. I also have a bunny. I currently work full-time and am available on Saturday and Sunday for boarding and dog walking. From late June through August, my schedule is more flexible. I will be available daily. I live in a quiet neighborhood in a cul-de-sac with a fenced-in yard. I have a very friendly mini Bernedoodle. I love dogs that play and lazy dogs that just like to chill.
About: I’ve been dog sitting for people my whole life. From shitzu’s, to lab mixes. I also have two rescues of my own who I’ve worked very hard with to make comfortable and feel loved after there trauma. I am currently a full time teacher so I’m available mostly weekends. Come summer time, other than a part time job I’ll be available often. I have two high energy dogs who love to play. We do not have a fenced in yard, but it is large with woods all around. We also have a lead set up for dogs who are a flight risk.
“We had a great experience with Kate! Our dog, Sampson, stayed in her home and was very well cared for. Communication was easy and consistent, and we felt completely comfortable knowing our pup was in good hands. Sampson is pretty easygoing, but it was clear he was treated with attention and kindness. We will definitely book with them again.”
“Heather sent photos every day and videos so I knew my dogs were enjoying themselves. Beautiful fenced in yard made play time fun and safe. Quick communication, easy drop up, and willing to change pick up time. I would recommend her for all dog parents!”
“Lynsey was incredibly accommodating and made sure that Zora was coming into a friendly environment. Her pup Stan got along great with mine, and she had an ample, secure space that the pups could run around in.”
“Sean and Jill were great with Jack. They clearly knew how to take care of senior dogs, and went above and beyond to make sure Jack got comfortable with them since this was the first time they had him, and kept me in the loop with how he was doing. Would definitely rebook with them.”
“5 stars!! Haoran is absolutely amazing! She is extremely thoughtful and took the time to get to know us and Shilo. She asked lots of questions to make sure Shilo felt right at home. Shilo became best friends with her dog. Highly recommend and we look forward to booking with her again!”
Over 4.1 million dogs curled up for a sleepover in a sitter's home on Rover1
Cat caregivers near you - Winchester
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
About: Hello! I'm an animal lover and pet-parent looking to get back into pet sitting after some time away. My husband and I welcomed a few wonderful dogs into our home through Rover a few years ago. At this point, I'd like to watch animals via drop-in visits (dogs and cats!). We've received so much great care for our cats over the years--I know how important it is to have a trustworthy person watch over your animal. I'm a friendly, type-A person with a keen attention to detail, so you can depend on me to take care of everything. Beyond standard pet care, I am comfortable walking dogs and administering oral meds. Happy to answer any questions you may have ahead of booking! I work in-office 3 days a week. On those days I can do drop-in visits before 8:30am and after 5:30pm. On my WFH days, I have more flexibility and can also do lunchtime visits. I follow the owners instructions--whatever you need is what I will provide. I'm not afraid to ask questions when something is unclear. I will be respectful of your home and pet's needs.
About: I have taken care of my own cats for all of my life and neighbors cats. Cleaning litter boxes, being on top of food and water, and ofcourse giving cats enough play time as that is very important in a cats routine.
“Lynsey took fantastic photos of Lynx while we were away and gave the best care to him and put gecko. We are so lucky to have such a skilled and responsible pet sitter in our area!”
“Ashley was an excellent sitter and visited our 3 cats, at our home, over Christmas! Excellent communicator and took great care of our pets (including one with special dietary needs). Our house is in the same condition as we left it and our cats are stressed free and happy. Thank you for taking such good care of them and taking time to play and send photos!”
About: I have grown up with pets in my house all my life! Whether it be cats, dogs, chickens, goats, you name it! We rescued all of our fur babies so I have seen and experienced a lot in the animal world. I am currently a full time college student and I work part time. I can drop in before school, before I go to work, and when I am out of work! I can also do other times as long as we stay in communication. As I will be doing drop in and walks I will keep your animals leashed at all times unless specified differently so there are no escapees. I love giving my fur babies treats so if you provide me with the certain kind your babies can have I will gladly give them a treat for being adorable!
“Karina and Jared did a great job looking after my 2 cats while we were away. Jared did the drop in visits to feed, water and scoop. Karina was available for any questions I had and provided help with the Rover scheduling. They kept me up to date on the cat care and were great with communication. Thanks!”
“She was awesome taking care of our cats! She’s very good at giving oral medication so I felt comfortable with her giving meds to our boy. Thank you so much!!”
“This is the third time that Tara took care of our treasured cat, Charlie. It is not easy to leave your pet for weeks; but when Tara is on the case, we can rest easy. Tara is dependable and a true animal lover. We adore her spirit and positivity. Charlie usually makes a mess, but we always come home to a tidy home. We plan to book Tara again and again. Thanks, Tara.”
About: I've had and loved cats since I was little and befriended my childhood cat. As he grew older, I was responsible for catering to his medical needs and can certainly provide the same care to your little buddy as I did for my own.
About: I’ve taken care of neighbors cats and friends and family also work with cats every day at work. It’s funny how they sleep in what looks like the most uncomfortable positions but there so content
“Courtney was great! She sent me pictures every visit, checked in and out when she dropped in, took care of my plants, and when she dropped off my key, my cats ran to greet her, obviously having enjoyed the play time with her. I will definitely book Courtney again.”
“Katie took such good care of my kitties! She stopped in prior to our scheduled pet sitting to meet my cats, which was much appreciated. She did everything I asked, and made an effort to give my kitties some playtime, even though they were being shy. She provided lots of pics and feedback after each visit, which I love to see, as I worry about my girls when I can’t be home with them. We will definitely be using her services again! ?”
About: My entire life I’ve taken care of dogs from tiny Shih Tzu’s to large and in charge Cane Corso’s and everything in between! (I’ve helped with litters too!) I’ve also taken care of Bearded Dragons, Ferrets, Rats, Fish, Persian cats, etc. so I’m most definitely comfortable with the large variety of animals! I’m also a certified dog groomer! Therefore I have tons of experience reading dogs’ body language to ensure a comfortable and safe environment for the both of us. Please do not hesitate to message me if you have any questions. I have a few professional references if needed :) I’m currently a stay at home mom therefore, I have plenty of time to play with your furry friend! I’m super flexible please message me with any questions! Anytime my dogs need to go outside to use the bathroom they’re always supervised! I live on a pretty quiet road therefore traffic shouldn’t be a concern with your pups safety. I also have a large yard therefore there’s plenty of room to run around & get some energy out!
“Our cat Ashley is shy, anxious, and not super trusting of strangers. After just a few days she and Meaghan were fast friends. This is the second time we’ve hired Meaghan to take care of our girl and she continues to do such a spectacular job of it. I was so thrilled to see how well Meaghan was able to coax our girl out of her shell and am so comfortable having Meaghan in the house. We will for sure go with Meaghan for all future cat sitting opportunities.”
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Perfect for high energy dogs - Winchester
Prices are estimates per day. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Nicole was very sweet. She constantly sent pictures and videos of our dogs playing and made us feel more comfortable. Our puppy had a great time and was exhausted when she got home! We will definitely use her again!”
“Karina was absolutely wonderful to work with. Everything was super clear and she took wonderful care of our fur baby. I felt confident and at ease the whole time. She has a lot of care and compassion for animals and its clearly evident by how she interacts with them. Our pup was happy as could be when I picked him up. I would highly recommend Karina!”
About: Grew up on a farm caring for animals since my youth. now enjoy the company of visiting dogs, just like I had with my own. I currently work part-time and many situations able to bring a boarding dog with me; as I work with mostly older folks who would love the sweetness of a dog visit; considered therapy. I have a side fenced yard, safe from the road, and only do private walks in a comfortable grass field near my home, leashed and one at a time for individual attention.
About: We’ve been dog sitting and caring for pets for years and have built strong relationships with dozens of happy, reliable clients. Our goal is to make every dog and cat feel comfortable, safe, loved, and anxiety-free while you’re away. We have experience with high-energy, needy, and attention-seeking pets, and we always adapt to each animal’s personality and routine. Communication is very important to us, so you can expect regular updates, photos, and peace of mind knowing your pets are being cared for like family. I’m currently home full-time with my two boys, which gives me a very flexible and reliable schedule for pet care. I’m available for walks, drop-ins, boarding, and whatever your pet may need throughout the day. Because I’m home often, your pets will receive plenty of attention, care, supervision, and companionship instead of being left alone for long periods. I’m happy to work with your pet’s routine to help them feel comfortable, safe, and right at home. We have a very large private backyard with over an acre of space for dogs to enjoy and explore. While the yard is not fenced in, it is set far back from busy roads and offers a quiet, safe, and peaceful environment. Safety is extremely important to us, and all outdoor time is closely supervised. Our property is long and spacious with plenty of room for walks, playtime, and exercise while still maintaining privacy and a calm atmosphere for pets to feel comfortable and relaxed.
“Our dog Rocky loves to go to Maria’s house. Everyday Rocky runs up the steps and can’t wait to go inside. He has a great time playing with other dogs. Maria is flexible and accommodating. There were nights that we couldn’t pick up Rocky until late and she was always accommodating and flexible. I can tell that she really love dogs! We had a great experience with her and very thankful of her watching Rocky.”
About: I’ve taken care of dogs on and off for years and I’ve had a couple of my own. Would be happy to host your pet for a day or a few days, whatever your need is. I am fully retired at this time and will have plenty of time to play with and care for your pet. I am available weekdays and nights as well as some weekends. I am also available to watch them at your house as well if you’d prefer. I am happy to follow your feeding schedule and to take your pet for a daily walk. There are no young children or anyone else living in the house except me.
“This was the first time that I used Eric. Eric and his wife were wonderful with Milo. Eric let me know that Milo was doing well and also sent a picture. Milo came home happy and tired. I will definitely use Eric again.”
“Rockie had a wonderful time playing chase with her new doggie friends in the back yard and came home a tired and happy pup after a wonderful day with Khanh and Tommie, She will stay with them again!”
“Sam had the best day ever with Rebecca and we felt comfortable knowing he was with her. She was great at communicating with us throughout the day and sending pictures. He will definitely be back for more fun.”
About: I’ve been take care of dogs since I was 18 family love me Iam very good at what I do Iam very Passionate about dogs Iam also a dog training as well for 34 years I will travel to pick up your pets if I needed Anytime Iam available no matter what time or hour always available I love what I did it make me happy about what I do I love it I take good care of the dogs I make sure they are love & safe at all times no matter what your dog will be in good hands
“Left my baby for a trial stay. While it was hard to leave him literally crying Katie was so great about assuring me things had calmed down a few minutes later and all was good. I appreciated that peace of mind. Katie was also great about super responsive and timely communication. We would definitely reach out again.”
“My dog had a wonderful day with Adrienne. She provided updates throughout the day and was great at communicating. Adrienne went above and beyond expecrations especially when it came to working with my work schedule.”
“Ziggy had a great time spending the day with Jaylese for doggy daycare! They went on a nice walk and Ziggy came back happy and sleepy. She accepted my request last minute and was a breeze to work with - highly reccomend!”
About: I see dogs as part of the family, not as just a pet, and will care for yours as if s/he were my own. Further, because your dog relies on me , I believe firmly in keeping appointments as promised, and will show up on time, every time; I will not let your furbaby down. Being retired, I am available during the weekdays and look forward to the opportunity to care for and entertain your pet. It is important to me that your dog gets a break in the middle of the day, while s/he waits for you to come home to them. My home is your pet’s home, they’ll be welcomed as one of the family. I live in a nice neighborhood with plenty of room for leashed walks
“Angela was great! Phoebe is always a little sad and anxious away from home and Angeka really helped her settle in. She has a wonderful kindness that the animals really connect with..Phoebe really liked her from the very first. Will definitely use her again for our next weekend away”
“I used Vanessa for the first time on Thanksgiving. She took really good care of little Milo. He can be shy, but he was very comfortable with Vanessa. I will definitely use her again.”
“Nell is wonderful. Super flexible with arranging time to drop off and pick up. Dizzy loves staying here. He would run down the steps to the front door! I would definitely recommend her for any pet care needs !”
About: I have over 20 years of experience watching and carings for dogs. I grew up with dogs, and absolutely love them! I have extensive experience walking, feeding, and bathing dogs, and also administering medication. I primarily work from home, so my schedule is very flexible during the day. I am also available on weekends to care for your pup! My husband and I have two friendly pups to keep your dog(s) company whenever he or she visits. And in addition to our large backyard where the pups love to play, we also have plenty of safe roads and trails nearby to walk your dog for exercise and potty breaks.
About: I grew up taking care of my dog Waggles for 15 years. Have had other dogs and have taken care of friends dogs as well. Could help during the week and on weekends anytime. Happy to walk, care for and house pets overnight. Lots of love for cats and dogs. Our last cat was an indoor cat, but we have had outdoor ones as well. Happy to walk and play with dogs inside and out.
More than 1.6 million pets enjoyed cuddles and care from sitters on Rover1
Adventure-ready dog walkers - Winchester
Prices are estimates per walk. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
About: I grew up with always having dogs around and have had a lifelong passion and love for all animals. I’ve been dog sitting for over 10 years now and can provide the best love and care for your animals. I have helped out at a dog training center. I enjoy hiking several times a week and would love to have an animal to accompany me. It has always calmed me down to be around animals because they bring such happiness and great company rather than being alone. It has always been a dream to either work with and have several animals throughout my life. I feel like dogs can bring so much joy to a person and or family. I can relate to how special a pet can be, my dog Fluke is my whole world and my goal is to give him the best life possible. With that being said, I will do everything in my power to provide the best experience for you and your fur babies. ♥️ I’m currently working part-time and going to school for my Master’s online, so I have plenty of open time to care and play with your pups! I have the friendliest golden retriever pup who absolutely adores anyone he meets if your pup needs a friend. I follow all safety guidelines to make sure your fur baby and home are protected.
About: I’ve been pet sitting for over three years. I’ve had various experiences with dogs and cats. As someone who has a dog of their own, I’ve been able to observe behaviors that’s helped when taking care of other dogs, to understand their needs and wants. I currently work remotely however, it doesn’t take time away when it comes to the fur babies! In fact, it allows me to be present and give them the much needed attention. I understand the environment the pets are settled in. I give daily updates to the home owner, making sure that any anxiety of leaving their pets behind is relieved. I bring my own food and care.
About: I grew up with dogs and have always loved caring for them. I currently have a mix breed, Marley who is my little sunshine. I enjoy hiking, running and watching cartoons with him haha. I know what its like finding someone who is trustworthy to care for my dog when I need to travel for work or personal vacation. It can be a bit stressful looking for a good sitter but I can assure you that your dog will be in good hands.
About: I have always owned a dog! I currently live with 2 dogs and a cat. I think dogs are the best to have around. I have always loved taking care of dogs, and have experience taking care of family members and friends dogs. I am very attentive when it comes to my pups, making sure they are happy! I’m also available for cats! I would love to do drop ins for your kitties! At my home, I have 2 dogs and we live in a condo complex. We bring both of our dogs out every 2-4 hours and take them for a nice walk around the complex and make sure they do their business. We like to get them out as much as possible to keep them active, even in the winter. I’m currently working part time so I have lots of availability during the week and on weekends! You can message me for a specific schedule! I live in a condo complex with my 2 dogs so every 3-4 hours I let them out on a leash and take them for a nice walk to do their business and get fresh air.
About: Hi everyone, I’m Amanda! Currently a stay at home mom raising my 5 and 6 year old human children, and my 7year old mix and crazy kitten! We’re all avid hikers and nature lovers, being outside is our absolute favorite! I grew up having dogs, mostly mixes and rescues, so I know how to gently approach pets that may have trust issues or who may be shy. With our mix having husky in her, I know all about high energy and how to get them relaxed and sleepy! Walking, running, and hiking are what we use to personally exercise our dogs so I can make sure whatever works best for your pup is what we’ll do! If needed I can be open to at home boarding, but I would first need to be sure they’d get along with my dogs :) Thank you for reading! I'm currently home full time with my kids in school, so I'm available from 9A - 2P (depending on distance) and after 5 during the week, as needed on the weekends. We have a large yard, and lead available for dogs who may need it. Currently our dog does well to stay on our property, she loves walking down to the brook for a dip!
“My dog was calm and well cared for after his walk with Angela. She followed all my instructions and took lots of pictures of my my dog while she was with him. He looked like he was having fun.”
About: I have hands-on experience caring for and walking dogs, including my own Golden Retrievers, who I personally trained and walk regularly. I also care for two other dogs, so I’m very comfortable with different personalities and needs. I’m patient, reliable, and understand how important it is to keep your dog safe, happy, and well-exercised. You can trust that I will treat your pet with the same love and care as my own I’m currently working on part time and go to school, but I have morning availability, so I can make sure your dogs are taken care of early, giving you one less thing to worry about. I provide a safe, loving, and clean environment for all pets in my care. I make sure they are well fed, exercised, and supervised at all times. I follow your pet’s routine closely and ensure they feel comfortable and stress free. I also provide updates and will contact you immediately if there are any concerns or emergencies. Your pet’s safety and happiness are my top priorities.
“We met Katie for a meet and greet and scheduled a dog walk together. I have 2 rescues who are both anxious and get nervous with new people. She has been very patient with them and asked lots of questions to better understand their behaviors. Katie has been great with our dogs and they are warming up to her. I will definitely be booking with Katie again.”
About: I have over 15 years of personal experience caring for dogs of various breeds and sizes, including a Yorkshire Terrier, a Corgi, a Spaniel, and a Cane Corso. Living with both small companion dogs and strong large breeds has given me a deep understanding of different temperaments, energy levels, and care needs. I am comfortable handling everything from delicate toy breeds to powerful guardian dogs. I understand structure, consistency, and the importance of calm, confident energy — especially with larger breeds. I provide safe, attentive care including walking, feeding, playtime, and following detailed instructions. I treat every dog with patience, respect, and genuine affection, as if they were my own. Pet care fits well into my daily routine. I am available early in the morning through 2:00 PM on weekdays. On Saturdays and Sundays, I am available after 3:00 PM for afternoon and evening visits. I plan my schedule carefully to ensure each pet receives attentive, unrushed care and consistency. Your dog’s safety and comfort are my top priorities. I provide a calm, structured, and clean environment. I carefully follow feeding schedules, exercise routines, and any special instructions you provide. I understand the importance of supervision, especially with larger or more energetic breeds. I am attentive to behavior, body language, and stress signals to ensure every dog feels secure and respected. I treat every pet in my care as if they were my own.
About: I've been trusted by many family and friends for the past ten years to care for their dogs of all ages, sizes, and zoomies levels. I'm currently working part-time and have the ability to shift my schedule around as needed. I'm very organized, so I can assure you that I will be on time and available to meet my obligations to you. In your home, I can cater to your desired care approach for your pets, so long as it remains loving and nurturing. This includes but is not limited to: playing with your animal, allowing your animal to sleep in the bed, assisting aged animals up and down stairs, etc.
About: My entire life I’ve taken care of dogs from tiny Shih Tzu’s to large and in charge Cane Corso’s and everything in between! (I’ve helped with litters too!) I’ve also taken care of Bearded Dragons, Ferrets, Rats, Fish, Persian cats, etc. so I’m most definitely comfortable with the large variety of animals! I’m also a certified dog groomer! Therefore I have tons of experience reading dogs’ body language to ensure a comfortable and safe environment for the both of us. Please do not hesitate to message me if you have any questions. I have a few professional references if needed :) I’m currently a stay at home mom therefore, I have plenty of time to play with your furry friend! I’m super flexible please message me with any questions! Anytime my dogs need to go outside to use the bathroom they’re always supervised! I live on a pretty quiet road therefore traffic shouldn’t be a concern with your pups safety. I also have a large yard therefore there’s plenty of room to run around & get some energy out!
About: Hi there! I’m Kaylee, a passionate and experienced pet care professional. With 5 years of hands-on experience in animal care, I have worked across a variety of environments, including doggy daycares, boarding facilities, and grooming salons. My background has given me a deep understanding of animal behavior and the specialized care different pets require. I truly love what I do—caring for your pets brings me so much joy, and I am committed to providing them with the same love, patience, and attention they receive from their family! I am very flexible and happy to work around your schedule. To make sure I am the perfect match for you and your pet, I offer a complimentary meet-and-greet before our first booking. This gives us a chance to get to know each other and ensures your pet feels comfortable and excited to see me! Have any questions? Please feel free to reach out. I would love to chat about your pet care needs and how I can help! My Approach to Care I understand that every pet is unique, with their own personality, routine, and set of needs. I pride myself on providing personalized, attentive care tailored specifically to your pet's requirements. Whether your dog needs extra exercise, a specific routine, or just some extra companionship, I am here to help.
About: When I was 10 I joined a dog training program through my school, that’s where my training experience began. I provide a premium, low-volume dog care experience for owners who want their dog to have more one-on-one attention in a calm home environment. Your dog won’t be just one of many in a crowded space. I keep my care more personal so each dog gets plenty of attention, supervision, and outdoor time. I have a big yard for dogs to enjoy, but my indoor space is smaller, so I am very intentional about keeping the number of dogs low. That means I can focus on your dog’s comfort, safety, and overall experience much more closely. This is a great fit for dogs who do better with a quieter setting and for owners who value quality of care over high-volume boarding or daycare. I generally only take one to a few dogs at a time unless they are from the same household. I have a lot of experience with senior dogs. I took care of my childhood dog for 17 years of her long, beautiful life. I have experience working with small senior dogs specifically and I know all the little things that they appreciate. I also have experience with large dogs and can handle very big strong dogs. I also love hiking with dogs so if you have an energetic dog you need to burn off energy I am your guy. I have an acre yard with a fenced in front yard in a nice area. Any dog that boards with me would be treated like my own dog and let out very frequently to go to the bathroom and play outside. I would always remain home with your dog. Thank you for considering me and I hope to meet your pet soon! I’m currently a fully remote student so I am fully available. If I board a pet I will be with them full time to make sure they receive the care they deserve. I have a fenced in front yard, and a good amount of unfenced land in the back. My dog is very friendly and would keep your pet great company. He loves dogs and cats. I can easily crate your dog if needed, but would love to give your dog the pet experience and treat them like my own. I live in a nice are and have great access to the woods nearby as well.
“Karina is the best dog sitter that I’ve had. She is very professional and always communicates. I have been though a few dog sitters so far, and she is definitely the best. Don’t be afraid to give her a booking you won’t regret it!”
About: You can reach out to me about what pricing would work best for you, I am flexible! I have worked with service dogs for 2 years. training them, grooming, giving them proper exercise and love! i have also done lots of dog walking, along with cat and dog sitting. I have lots of experience working with high anxiety or aggressive pups, am known for having lots of patience and time for the fur babies! During the summer when I'm taking a break from college i have much more free time to help give your pets the exercise and care they need! your pets happiness is my priority. I am open during week days along with some weekends! I am CPR certified, and have dietary experience, so if your dog has dietary restrictions i am very thorough and attentive to that. Your pets safety and happiness is my priority.
About: We’ve been dog sitting and caring for pets for years and have built strong relationships with dozens of happy, reliable clients. Our goal is to make every dog and cat feel comfortable, safe, loved, and anxiety-free while you’re away. We have experience with high-energy, needy, and attention-seeking pets, and we always adapt to each animal’s personality and routine. Communication is very important to us, so you can expect regular updates, photos, and peace of mind knowing your pets are being cared for like family. I’m currently home full-time with my two boys, which gives me a very flexible and reliable schedule for pet care. I’m available for walks, drop-ins, boarding, and whatever your pet may need throughout the day. Because I’m home often, your pets will receive plenty of attention, care, supervision, and companionship instead of being left alone for long periods. I’m happy to work with your pet’s routine to help them feel comfortable, safe, and right at home. We have a very large private backyard with over an acre of space for dogs to enjoy and explore. While the yard is not fenced in, it is set far back from busy roads and offers a quiet, safe, and peaceful environment. Safety is extremely important to us, and all outdoor time is closely supervised. Our property is long and spacious with plenty of room for walks, playtime, and exercise while still maintaining privacy and a calm atmosphere for pets to feel comfortable and relaxed.
About: What sets me apart is my hands-on experience and genuine love for dogs of all ages. I worked at a dog kennel for two years, where I cared for dogs with all kinds of temperaments, ages, and needs. I’m experienced with senior dog care and I’m comfortable with puppies too—whether it’s crate training, potty breaks, or just keeping up with their energy! Your pet’s comfort and safety are always my top priority. Pet care fits easily into my weekly routine since I have a pretty open and flexible schedule. I’m most available Tuesday through Friday between 11:30 AM and 4:30 PM, which works great for midday walks or drop ins. That said, I’m always happy to discuss and make arrangements that work best for you and your pet! Whether I’m caring for pets in my home or yours, their safety and comfort always come first. I take the time to understand each pet’s routine, needs, and personality to make sure they feel secure and loved. I keep a clean, pet-friendly environment and follow any instructions you provide whether that’s feeding schedules or favorite toys. I also provide regular updates so you can feel confident and at ease while you're away.
Over 980,000 dogs traded couch time for play time with Doggy Day Care on Rover1
Large dog specialists near you - Winchester
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Our dog, Otis's first weekend stay with John seemed to be a success!!! Otis was tired and happy after romping with other dogs also boarding. Otis will be coming back for a longer stay very soon!”
“Tina and Jordan took incredible care of our dog, Rae. As a nervous pet parent, I was so grateful for the frequent photo and video updates—they truly gave me peace of mind while we were away. From our very first meeting, I knew Rae was in the right hands, and now that she’s stayed with them, I honestly can't recommend them enough. They listened to all of my concerns, eased my worries, and were wonderfully flexible when our travel plans changed a bit.”
“Karina was amazing!!! I got stuck in Florida during a snow storm and she had no problem keeping my dog for an extra few days on short notice. She sent daily photos and updates. My fur baby was very well cared for! Karina and Jared will definitely be my go-to dog sitters from now on 😊❤️”
“Nicole was fantastic! Highly recommend! She kept us up to date with pictures and text messages of how Luna was doing daily. We couldn’t be more pleased with the care she provided. 5 stars!!”
“Alan and Luis took such great care of our dog, Hunter. They communicated often and provided a safe and fun environment for Hunter and all dogs. Highly recommend and will be rebooking when we travel”
“James and his family were absolutely amazing! We needed last-minute care for our girl after deciding to take a quick overnight trip, and James came through for us in a big way. I sent the booking request just three hours before we needed care, and he responded almost immediately. From the start, James was kind, reliable, and incredibly accommodating. It was clear right away how much he genuinely cares for animals and how dedicated he is to making sure they feel safe, comfortable, and well cared for. We especially loved all the pictures and updates he sent, which gave us so much peace of mind while we were away. Knowing our girl was in such great hands made the whole experience stress-free. We couldn’t be happier and will absolutely be booking with James again. Highly recommend!”
“Kathryn and Jeremy were great, can't recommend them enough. They were extremely communicative both before Bella's stay and during, updating us with pictures etc throughout the day. The couple are very well versed in dog behavior/needs and asked all the right questions to make us feel confident Bella was going to be well cared for and safe. When we picked Bella up she was very comfortable in their home and was resting with Kathryn and Jeremy. If you are looking for trustworthy couple to watch your pup with love and attention, this is it!”
“Katie took excellent care of Sadie while we were away on vacation - after meeting her during the meet and greet I felt super comfortable leaving Sadie at her house. Will absolutely use her again for any future vacations, she is quick to respond and very accommodating!”
“Once again my boys have come back happy and healthy - I was so worried about leaving one of my dogs as he had a bad back and on medication but I couldn't have left him in better hands. Outstanding care and you really do treat my dogs like they are part of your family.”
About: I grew up with dogs. I had a Great Dane that lived to be 12. I currently have a mini bernedoodle that is almost 5 years old. I also have a bunny. I currently work full-time and am available on Saturday and Sunday for boarding and dog walking. From late June through August, my schedule is more flexible. I will be available daily. I live in a quiet neighborhood in a cul-de-sac with a fenced-in yard. I have a very friendly mini Bernedoodle. I love dogs that play and lazy dogs that just like to chill.
About: I’ve been dog sitting for people my whole life. From shitzu’s, to lab mixes. I also have two rescues of my own who I’ve worked very hard with to make comfortable and feel loved after there trauma. I am currently a full time teacher so I’m available mostly weekends. Come summer time, other than a part time job I’ll be available often. I have two high energy dogs who love to play. We do not have a fenced in yard, but it is large with woods all around. We also have a lead set up for dogs who are a flight risk.
“We had a great experience with Kate! Our dog, Sampson, stayed in her home and was very well cared for. Communication was easy and consistent, and we felt completely comfortable knowing our pup was in good hands. Sampson is pretty easygoing, but it was clear he was treated with attention and kindness. We will definitely book with them again.”
“Heather sent photos every day and videos so I knew my dogs were enjoying themselves. Beautiful fenced in yard made play time fun and safe. Quick communication, easy drop up, and willing to change pick up time. I would recommend her for all dog parents!”
“Lynsey was incredibly accommodating and made sure that Zora was coming into a friendly environment. Her pup Stan got along great with mine, and she had an ample, secure space that the pups could run around in.”
“Robin is always so wonderful with our dog, Adelaide. She does regular drop in visits with her so when we need boarding services, Robin is always our first choice! She shows our dog so much care, attention and love.”
“Allison was great! She sent us texts and pictures, and we could see how happy and comfortable our dogs were with her. Our dogs were welcomed like part of her family. We were very happy with her thoughtful and caring nature.”
“We had such a great experience with Jennifer who care of our dog, Daisy, for almost a week. Jennifer was very communicative throughout the week - keeping us updated throughout our trip with thoughtful messages and plenty of photos showing Daisy relaxed, happy, and clearly enjoying her time with Jennifer and her family. It gave us real peace of mind knowing Daisy was in such caring and capable hands. We wouldn’t hesitate to book with Jennifer again—highly recommended!”
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1Global data from Rover (November 2025)