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.
“Kristina was an amazing sitter for Teddy! I’m giving her 5 stars for the great care she provided. She took Teddy on regular walks and kept me updated every day with detailed recaps, photos, and videos, which I really appreciated. She was very communicative and patient, especially when Teddy wasn’t eating much in a new environment. She made sure he was comfortable and took the time to help him adjust. She also administered his anxiety medication without any issues, which gave me a lot of peace of mind. I would absolutely book with Kristina again and highly recommend her to anyone looking for a caring and reliable sitter!”
“John and Orie are amazing. They take such good care of our pups when we’re away, whether it’s for a weekend or an extended period of time. One thing we’re super grateful for is their flexibility around timing, and even taking on an additional dog, or adding a night when our plans unexpectedly change! Highly recommend 💚🐕!”
“Butter had such a nice stay! Nicole sent so many pictures of him throughout his stay and he got so much socializing time with other puppy friends! He looked like he had such a fun time and seemed well taken care of! I loved receiving updates and pictures all throughout the day to see what he’s up to and what he’s doing! I definitely will rebook again!”
“Rzeka always has a wonderful time with her new and old friends at Alan and Louis’s. They keep in touch daily and it’s comforting to know she’s in good hands.”
“Being that this was Hannah's first experience away from us, and with the separation anxiety she has, Karina showed a lot of patience and compassion in helping Hannah feel at home. I would highly recommend her if you are in need of a sitter.”
“I felt totally comfortable leaving my dog with Katie! She did a great job reassuring me that my dog would do fine and she would text me if there were any issues. She also sent me a picture throughout the day. I would definitely go to her again.”
“Mary Ann was absolutely wonderful to work with! She watched our elderly blind and diabetic dog for us during a weeklong trip, and the peace of mind we felt knowing that our dog was so well cared for was such a gift. Mary Ann took time to do a meet and greet before our trip so that our dog could get to know her and her property, and so that she could take detailed notes on our dog’s needs. We also received periodic updates while we were away. Mary Ann truly goes above and beyond, and we will gladly request her services again when the need arises! Thank you!!”
“Kathryn & Jeremy were great! Their house was cozy and friendly. Our corgi loved playing with their kids and he was definitely tired when he got home. They were great at communication and we felt our dog was safe. Will book with them again!”
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.
“James took care of Oreo for 2 weeks during the holidays, he was always responsive to messages and send pictures every couple of days! Definitely would recommend! Thanks for all the help”
“Maria is a great sitter. She truly loves dogs and it reflects in the care she gives to them. Our dog was so happy being able to sit in a lap and enjoy playing with the other dogs. She came home happy and healthy thanks to Maria’s care!”
“Lynsey was very friendly and responded to messages quickly. It was good to know she has so much training and experience w/ animals. I recommend to anybody to have lynsey care for your dog.”
“I recently had Gail take care of my dog, Dior, for a week while I was on vacation. The bond Gail and her dog Ginger formed with Dior was heartwarming. It was clear that she genuinely cared for my dog, providing plenty of love and attention. Dior came home happy and well-exercised, which is a testament to the great care they received. Safety was a top priority for me, and I felt completely at ease knowing Gail was watching over my pet. [He/She/They] followed all instructions regarding feeding and I appreciated the regular updates and photos that kept me in the loop. Overall, I couldn't be happier with my experience with Gail. I highly recommend her for anyone looking for a trustworthy and caring dog sitter.”
“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.”
“I can't say enough great things about our experiences with Jennifer. I've left my dog Peachy with her 3 times now, this last time being over a week. I got so many picture and video updates throughout and I could see how comfortable and happy my Peachy was. Jennifer and her daughter are so wonderful with her and I am very grateful to have found them. The peace of mind I have now while I'm away that my dog is well cared for is worth so much. Also, Jennifer was highly communicative and very flexible when my schedule needed to change last minute. I won't leave Peachy with anyone else now!!”
“Our dog, who is a recent rescue and a little nervous, settled in quickly. Haoran sent us lots of updates and pictures, whichhelped us feel comfortable about her stay. We will definitely use her again!”
“Triba was great! Super responsive, gave lots of attention to my cat, and took great care of him. She was also flexible with dates. Would definitely hire her again.”
“Noel and his family did a fantastic job with our puppy! They are well equipped and their our boy had a blast in their yard! Noel was amazing with sending updates and pictures. I would highly recommend!”
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: 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.
About: I have a strong understanding of feline nutrition and know how important it is to keep cats mentally stimulated and comfortable in their space. I’ve also supported a mama cat through pregnancy, delivery, and raising her kittens. I treat every cat like my own and make sure they feel safe, understood, and well cared for while you’re away. 🤍
“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.”
“This is the third time that Jared has taken care of my cat while we were away. Once again, excellent care and service. Reliable and attentive. He did everything I asked. I will be booking Karina and Jared again later this summer!”
“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! ?”
“Lynsey is an excellent choice for any pet owner who wants their pet to be well loved while they're away. She takes the time to make your pet comfortable, gives all the pets and even took care of our crested gecko! Lynsey is a true lifesaver and we were able to rest easy knowing our cat Lynx was in her responsible and knowledgeable care. Thank you Lynsey!”
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 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!
“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!!”
“Lindsay did such a good job with Lily! She came over 3 times a day to let feed her, take her out, and exercise her. She has an incredible presence with dogs. Lily took to her immediately and she usually takes a long time with new people! I definitely plan on using Lindsay to help take care of my dogs in the future! She is always available and goes above and beyond when caring for your dog! I would trust her with my beloved Lily any day!”
“Ashley was awesome taking care of my babies one of them has extreme medical needs and she was great with her pictures were amazing. She cleaned my house. She cleaned the cat boxes. She’s very communicative. I will definitely ask her back again. She was timely and my babies loved her. Thanks dooo much Ashley”
“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.”
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.
“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.”
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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.
“Karina was WONDERFUL! Our dog hasn’t been boarded a lot in her life, and has been nervous when she has, but she was comfortable as soon as we walked into the yard and so calm and happy when we picked her up! Karina was so communicative before and during her stay, and I appreciate how through she was with what to bring and making sure all the dogs in her care are up to date on vaccinations. We are so happy with our stay and will definitely bring our dog back!”
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: 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
“Maria is truly amazing and treats my puppy Bella like family. She is caring, responsible and very flexible. I highly recommend her to anyone that is looking for help.”
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.
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.
“This was our first time using Angela and was very happy with everything! Great communication! Our pup seemed happy and tired after spending the day with Angela! Love the nice fenced in yard.”
“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.”
“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.”
“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.”
About: I have 2 beautiful pups at home with a whole farm to roam. I’ve had dogs and cats my whole life, there isn't many animals I haven’t had as pets growing up. My dogs love other dogs and enjoy having them over as guests. We go on long hikes in the area, swimming and of course exploring our farm. I have used other Rover sitters for my own pets and would like to take care of other peoples dogs now. I am home everyday so the dogs get a lot of attention and playtime. I’m a flight attendant so when I’m home, I’m home the whole day. I spend quality time with my dogs and they are never lonely I have a very large crate if required, plenty of yard, and have trained 2 well behaved dogs that are even off leashed trained. I will always respect your requirements for your pets care and treat them like my own.
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.
“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.”
“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”
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
“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!”
“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.”
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’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.
“Stacey is so incredible!!! She is communicative, flexible, and so kind. She took amazing care of my girl and went above and beyond to be helpful. A bear knocked over our recycling bin and she picked it all up, she brought a package in, and most importantly she made our dog so so happy!! We will call Stacey any time we need a little help with Blue going forward!”
“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 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.
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.
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.
“My German Shepherd puppy Bianca and Angela got along very well. They spent the six days together, one hour per day, walking and playing in the dog park. I felt confident in Angela after our initial meeting at my house. We spent about 20 minutes getting to know each other. Afterwards, my puppy Bianca and Angela spent some time outside, and that's when I knew this was a wonderful match. I trust Angela with my dog, and I'd recommend her to any dog owner who wants outstanding services.”
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: I have had dogs my whole life but 2 of my dogs gave birth to 11 puppies in October of 2022 and I helped take care of them all until they were ready to go to their new homes. I kept one of the puppies and have taken care of her since she was a newborn so I am very familiar around all types of dogs. I’m currently available most weekdays and weekends. I keep my calendar up to date and do my best to accommodate last-minute requests whenever possible. Feel free to reach out with your dates, and I’ll respond as quickly as I can. I will make sure your pets are getting enough attention and exercise when you are away and will treat them like they are my own.
About: I’ve cared for many different animals throughout my life, including mammals, birds, reptiles/amphibians, exotics, farm animals, and wildlife. I’ve cared for pets of friends and family. I have experience with overnight sitting in the pet’s home. I also have experience caring for senior and special needs animals. I spent 6 months as a volunteer at a vet clinic assisting with exams and surgical procedures, and I am currently exploring career paths in animal sciences and wildlife rehabilitation. I have lots of availability to care for your fur babies! I work part-time as a waitress while exploring different careers in the field of animal behavior and sciences. I have the flexibility to accommodate to your schedule and needs. I can be available on most weekends and holidays. I also accept same-day bookings. I prefer to care for animals in their own home where they feel most comfortable. As well as walking in areas they are familiar with. I always make sure to maintain pet safety in the home such as keeping doors/windows/gates shut and keeping hazardous items and toxic plants out of reach or locked away.
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: 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.
“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: 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: 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!
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.
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.
“Kristina was an amazing sitter for Teddy! I’m giving her 5 stars for the great care she provided. She took Teddy on regular walks and kept me updated every day with detailed recaps, photos, and videos, which I really appreciated. She was very communicative and patient, especially when Teddy wasn’t eating much in a new environment. She made sure he was comfortable and took the time to help him adjust. She also administered his anxiety medication without any issues, which gave me a lot of peace of mind. I would absolutely book with Kristina again and highly recommend her to anyone looking for a caring and reliable sitter!”
“John and Orie are amazing. They take such good care of our pups when we’re away, whether it’s for a weekend or an extended period of time. One thing we’re super grateful for is their flexibility around timing, and even taking on an additional dog, or adding a night when our plans unexpectedly change! Highly recommend 💚🐕!”
“Butter had such a nice stay! Nicole sent so many pictures of him throughout his stay and he got so much socializing time with other puppy friends! He looked like he had such a fun time and seemed well taken care of! I loved receiving updates and pictures all throughout the day to see what he’s up to and what he’s doing! I definitely will rebook again!”
“Rzeka always has a wonderful time with her new and old friends at Alan and Louis’s. They keep in touch daily and it’s comforting to know she’s in good hands.”
“Being that this was Hannah's first experience away from us, and with the separation anxiety she has, Karina showed a lot of patience and compassion in helping Hannah feel at home. I would highly recommend her if you are in need of a sitter.”
“I felt totally comfortable leaving my dog with Katie! She did a great job reassuring me that my dog would do fine and she would text me if there were any issues. She also sent me a picture throughout the day. I would definitely go to her again.”
“Kathryn & Jeremy were great! Their house was cozy and friendly. Our corgi loved playing with their kids and he was definitely tired when he got home. They were great at communication and we felt our dog was safe. Will book with them again!”
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.
“James took care of Oreo for 2 weeks during the holidays, he was always responsive to messages and send pictures every couple of days! Definitely would recommend! Thanks for all the help”
“Maria is a great sitter. She truly loves dogs and it reflects in the care she gives to them. Our dog was so happy being able to sit in a lap and enjoy playing with the other dogs. She came home happy and healthy thanks to Maria’s care!”
“Lynsey was very friendly and responded to messages quickly. It was good to know she has so much training and experience w/ animals. I recommend to anybody to have lynsey care for your dog.”
“I recently had Gail take care of my dog, Dior, for a week while I was on vacation. The bond Gail and her dog Ginger formed with Dior was heartwarming. It was clear that she genuinely cared for my dog, providing plenty of love and attention. Dior came home happy and well-exercised, which is a testament to the great care they received. Safety was a top priority for me, and I felt completely at ease knowing Gail was watching over my pet. [He/She/They] followed all instructions regarding feeding and I appreciated the regular updates and photos that kept me in the loop. Overall, I couldn't be happier with my experience with Gail. I highly recommend her for anyone looking for a trustworthy and caring dog sitter.”
“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.”
“I can't say enough great things about our experiences with Jennifer. I've left my dog Peachy with her 3 times now, this last time being over a week. I got so many picture and video updates throughout and I could see how comfortable and happy my Peachy was. Jennifer and her daughter are so wonderful with her and I am very grateful to have found them. The peace of mind I have now while I'm away that my dog is well cared for is worth so much. Also, Jennifer was highly communicative and very flexible when my schedule needed to change last minute. I won't leave Peachy with anyone else now!!”
“Noel and his family did a fantastic job with our puppy! They are well equipped and their our boy had a blast in their yard! Noel was amazing with sending updates and pictures. I would highly recommend!”
“This was the first boarding experience for my 2 year old fur baby and it could not have gone better. Heather and Norman are the BEST! They were very accommodating and commutative. Rita LOVED her time in their home. It truly was her home away from home. I will definitely be using Heather and Norm in the future. Thank you guys for everything!”
“Anna was very attentive, kind and obviously portrayed that she wanted to care for our fur baby. Our dog can be a little difficult with strangers and it seemed that she felt very comfortable there! Definitely recommend.”
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1Global data from Rover (November 2025)