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.
About: I am a dependable, patient, and caring animal lover with many years of personal experience caring for dogs. I previously cared for my own Rottweiler for nine years, so I am comfortable with large breeds as well as smaller pets. I understand that every animal has a different personality and routine. I will follow your instructions carefully and treat your pet with the same love, attention, and respect I would give my own. Pet care fits well into my routine. I carefully schedule each booking around my work hours so I can provide dependable, unhurried care. I will keep my availability updated and communicate clearly with every pet owner. I follow each owner’s instructions closely, including feeding schedules, medication needs, walks, and house rules. I keep doors and gates secure, supervise pets carefully, maintain a clean environment, and provide regular photo updates.
“Charlie had a great time with Nicole! I appreciated the videos and photos she shared of Charlie during his stay. She took excellent care of him and I look forward to booking with her again soon. Highly recommend ⭐️✨?”

“Kristina and Jordan took such amazing care of my pup while I was away. Kristina and Jordan treated her with so much love, and sent many pictures and videos during the stay. I’m definitely an anxious pet parent, but their care actually allowed me to relax knowing that she was in the best hands possible and having a great little vacation of her own. I couldn’t recommend them more. Thank you guys so much!”

“We had a great experience leaving our Cocker Spaniel Alfred with John. Every part of the experience was excellent — John offered to meet us and Alfred the week before the drop off; when we dropped Alfred off John said he was going to spend some one on one time with Alfred to get to know him. It was easy and our dog loved his visit. We’ll be back again for sure!”

“Karina took excellent care of my two greyhounds! Our dogs felt completely at home as we could see from the daily updates and photos. The fenced in yard is very secure and safe. I plan to use Karina again in the future and highly recommend her.”

“Katie watched our dog, who is almost 2, for a couple of nights recently. I was very comfortable dropping him off and leaving him with her and her family. I love the at home experience she gave him, as opposed to kennels. Our dog is on special food and she took great care to make sure he didn’t get into her pets’ food. We will definitely use Katie again to take care of Linus.”

“Angela and Tommy are the best! Angela sent daily pictures of Dolly and provided updates which provided great comfort while we were away! Dolly had lots of fun and when she got home was a happy girl! So lucky we found her”

“She is an awesome sitter! Took pictures of my pup Cooper everyday for me and you could really tell she made him part of the family while he was there. Also went above and beyond to make sure he was safe and happy while I was away! Definitely would recommend her!!!”
“Mary Ann watched Milo for me for a few hours. She took great care of him - tossing the ball with him immediately to get him settled. She also sent me photos & was communicative while I was gone. Thank you Mary Ann!”


“Kathryn and Jeremy took excellent care of our dog Max while we were away for a week. From our first meeting with them, it was clear that they had experience taking care of dogs and were very understanding and knowledgable about our dogs unique care needs. We felt so comfortable leaving Max with them and when we picked him up it was clear he LOVED his time there and can't wait to see them again! Thank you Kathryn and Jeremy for taking such great care of Max!”

“James was fantastic! I have a relatively shy dog, but he came home super happy and clearly had a fun time with James and fam in a super compassionate, loving household. Would recommend them anytime.”

“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.”

“My dog had a great time staying with MJ and her family. I wasn’t worried about him while he was with them and they were great at sending photos and keeping me updated. I would definitely book with them again!”

“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.”

About: I’ve worked at animal hospitals for 28 yrs I’m reliable and good with peoples pets I can give meds if needed insulin as well I get lots of waging tails my way I prefer come to your home so your pet is more comfortable and has there familiar surroundings and all the things they’re used to toys their bowls, etc. I can stay the night if needed I like staying with pets at there home this helps also with stomach upsets and stress of being somewhere new and unfamiliar I like the pets to be able to keep there routine
“Kathleen is amazing! Molly had a great time. Our dog has seizures and requires multiple meds. She took expert care of our Molly. We will definitely try booking with her again.”

“I am so happy to have found Jennifer to watch my pup, Flynn. It was his first boarding but I knew he would be in great hands. I got updates through his stay with pictures and it looked like he was having the best time running around and playing. I highly recommend!!!”

About: Senior Care Expert: Skilled in low-mobility handling, senior behavioral changes, and specialized feeding. Puppy Milestones: Experienced with housebreaking, crate routines, and basic command reinforcement. Medication Administration: Comfortable administering oral pills, topical treatments, and sticking to precise medical schedules. Routine Preservation: Dedicated to keeping your dog's exact feeding, bathroom, and medication schedule perfectly intact. Working from home allows me to provide an incredibly high level of consistency, safety, and companionship for your pets. Because my desk is right at home, your pets are never left waiting hours for a bathroom break, a fresh bowl of water, or a reassuring belly rub. My professional schedule is highly flexible, meaning I can structure my day entirely around your pet's established routine. Need a trusted sitter who understands that older dogs require an extra dose of patience and care? I specialize in overnight house sitting for senior pets who thrive on consistency. I have a house with a great backyard for my dogs which your dogs can enjoy too. From maintaining strict medication schedules to managing low-mobility routines, I ensure your wise companion stays comfortable and stress-free while you're away. I also love working with puppies, helping to keep their high energy channeled into positive training habits. Your home and your pets are always in safe, experienced hands.

About: I have had and taken care of dogs and cats for most of my life. I work from home and have the freedom to be available most of the day and on short notice. I will be reliable, careful and thoughtful with your pets and in your home I work from home and have freedom all hours of the day to come and go. I have a lot of free time especially during the week days I am respectful of your space and your pets space. I always leave the space as I found it and can be trusted to do a great job and follow instructions
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 cat sit for over 10 years for friends, neighbors, and professors. I am comfortable with cars of any demeanor and am happy to provide your pet with whatever they might need. I have taken care of special needs cats, elderly cats, and kittens, and am comfortable providing medicine, cleaning up accidents, and supporting their wellbeing in any way I can.
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!
“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!”

“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!”

“Marisa stayed at our house for more than two weeks, caring for our cat and plants. She did an exceptional job! Our cat was very content and hardly seemed to miss us, which really shows how comfortable she was with Marisa. I would recommend her to anyone, and we would be delighted to have her house sit for us again!”


About: From childhood companions to lifelong family, cats have always been my heart’s favorite. With four feline friends of my own, I understand their quirks, needs, and love better than ever. Your cat isn’t simply a pet, they’re a cherished member of your family, and I’ll treat them with the same TLC they deserve.

“Ashley was great- communicative, extremely helpful, and managed all the cat care throughout blizzard conditions! My cat was totally relaxed and happy when we came home. Thank you Ashley!”

“Wow! We’ve had several sitters over the years and Katie was BY FAR the best sitter ever! We booked the house sitting option and Katie was able to let our kitties out for even longer than expected. She went above and beyond. She let us know when food was running low and even offered to go get it!! Constantly sent us awesome photos and really seemed to bond with our furry babies.”


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

“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!!”


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. 🤍
“Amanda was great! She was consistent and made sure my cats had everything they needed. Including taking care of cleaning the cat bowls and picking up after one of them got sick. She gave good updates. Would use again and recommend to others.”


“I have so much anxiety about leaving my cat over night due to his epilepsy, thanks to Meaghan I can now travel with peace of mind! Meaghan was consistent, thoughtful, communicative, and accommodating. She provided thorough notes with each check in, administered medication, and reached out with any questions. I will for sure book with her again the next time we go away.”

“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: I've been taking care of my own pets for 6+ years. I make sure pets feel loved and well-cared for, whether it's playtime, feeding, or just giving them some extra snuggles. I understand that each pet has unique needs and preferences, so I adapt my approach to suit their individual personalities. Devoted and loving pet caretaker available around the clock. With a very flexible schedule, I can provide frequent walks, playtime, and feeding to keep your pets happy and healthy. I have a yard for your pet to play in with supervision. I have a small dog and cat that are friendly, But they can be moved to another part of the house if you prefer.


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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 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!”

“i had a hard time finding the right care for my nervous dog Juno. thank goodness someone recommended Maria! she has been a life saver for us! Juno has a safe, stimulating, and fun time there and Maria is so responsive answering all my silly questions and sending me updates and photos. 😻”

“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!”

“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.”

“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.”

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
“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: Senior Care Expert: Skilled in low-mobility handling, senior behavioral changes, and specialized feeding. Puppy Milestones: Experienced with housebreaking, crate routines, and basic command reinforcement. Medication Administration: Comfortable administering oral pills, topical treatments, and sticking to precise medical schedules. Routine Preservation: Dedicated to keeping your dog's exact feeding, bathroom, and medication schedule perfectly intact. Working from home allows me to provide an incredibly high level of consistency, safety, and companionship for your pets. Because my desk is right at home, your pets are never left waiting hours for a bathroom break, a fresh bowl of water, or a reassuring belly rub. My professional schedule is highly flexible, meaning I can structure my day entirely around your pet's established routine. Need a trusted sitter who understands that older dogs require an extra dose of patience and care? I specialize in overnight house sitting for senior pets who thrive on consistency. I have a house with a great backyard for my dogs which your dogs can enjoy too. From maintaining strict medication schedules to managing low-mobility routines, I ensure your wise companion stays comfortable and stress-free while you're away. I also love working with puppies, helping to keep their high energy channeled into positive training habits. Your home and your pets are always in safe, experienced hands.
“MJ was absolutely wonderful with my pup! She kept me updated and sent the cutest pictures, which gave me so much peace of mind. My pup was so excited to see her again the very next day, she truly couldn’t wait to go back! I highly recommend MJ to anyone looking for loving and reliable care.”

About: Hi y'all! I am an all around animal lover. My girls and I take any dogs that we are watching on walks with us every night, we have lots of fun. Pets are allowed on the furniture, unless you state explicitly state you don't want them to be. I prefer not to kennel overnight, but there are always exceptions to the rule! I am able to help with puppies and older pups alike; age is not an issue. Please ask any questions you may have for me, thank you so much we can’t wait to meet you! I am currently working part time but I am always available for nightly drop ins or for any early morning stops on my way in. I am always respectful of your safety protocols, gates are always double and triple checked, doors are always checked to be shut correctly. Food and water levels are consistently monitored. Instructions are always followed to the letter.
“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!”


“Michelle took excellent care of Cooper! He had fun with the other dogs. She connected with us throughout the day and sent pictures. I felt very secure with having Cooper there for the day. I would highly recommend her!!”

“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.”

“Nazim took care of our dogs with a short notice which was very convenient for us. He was courteous and helpful. The dogs bonded with him immediately. They had plenty space to run. We were happy with his service.”


About: I've had dogs all my life. I currently have a 6yr old Beagle mix dog Winnie. I have cared for senior dogs with medication needs. I currently work remotely. I can care for your dog early morning, evening and weekends. I can work around my schedule as well as yours. I walk my own dog multiple times a day throughout our neighborhood. Getting her used to neighborhood dogs, integrating socialization skills into her everyday life.

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.
“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: What started as a personal challenge—overcoming my childhood fear of dogs—became a journey of love. By volunteering with service dogs, I discovered my passion for all kinds of dogs, big and small. Now, I bring that same warmth and dedication to caring for your pet. My Schedule is Flexible, Reliable, and Full of Love for Your Fur Babies! I work part-time, so I have plenty of time to dedicate to your pets. Most weekdays are wide open for visits, playtime, or overnight stays. Whatever your furry family member needs to feel happy, safe, and loved-i'm your sitter! Anxious or rambunctious, I'm patient and caring. Let’s make sure your pet gets the attention and care they deserve!
“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: 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've been taking care of dogs since I was 8 years old and got my very first dog. I love all types of dogs, I can even handle aggressive dogs with ease! I always love to spend my free time with animals. Any availability I have is used to to go towards my pets and hopefully yours! I never let animals I don't know very well be off leash outside without my supervision, it is dangerous to me to be careless like that. I never take it too fast and id love to scedule a meet and greet.
About: I’ve had and taken care of cats my whole life. Friends and community members have relied on me for all of their pet care needs. I currently work a part time job with non-consistent hours. My best availability is on the weekends but I can make any weekday hours work. I do not offer any doggy daycare or boarding services, however I can effectively offer all pet care services from staying at your house to keep your pets happy to stoping by and walking, feeding, and having play time with your pet.
“Ashley is a delight. She was very communicative and caring about our elderly dog with special needs. We only needed her to come and take him for a walk, but he is blind and deaf and also wears a diaper. She let us know when she got to our house and sent pictures afterwards. We felt very comfortable with her and will definitely be using her again.”

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: 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.
About: Hi I'm Jeff an experienced and professional pet sitter, dog walker, and provider of overnight pet care, I offer loving, dependable service that brings complete peace of mind. Whether it's daily visits or extended stays, your pets are treated like family every step of the way. I'm fully licensed, insured, and bonded, and certified in Dog and Cat First Aid & CPR—so you can rest easy knowing your furry companions are in safe, experienced, and genuinely caring hands. I have over 25 years of construction experience. I also offer Handyman Services which can be done while I am at your home. 🐾 Licensed, Insured, and Bonded • Certified in Dog & Cat First Aid and CPR Caring for animals isn't just something I do—it's my full-time profession, my livelihood, and my passion. I take great pride in providing dependable, compassionate care for pets of all kinds, including dogs, cats, birds, fish, chickens, goats, rabbits, hamsters, gerbils, and more. When you entrust me with the care of your beloved companions, I go far beyond basic walks and feeding routines. Their happiness, comfort, safety, and well-being are always my highest priorities. While I know I can never replace your presence, I work hard to provide the love, attention, companionship, and personalized care your pets deserve while you're away. To make life easier for my clients, I also offer handyman and home care services. Whether it's watering plants, bringing in mail, managing trash and recycling, hanging pictures, completing small repairs, painting, or helping with other household tasks, I'm happy to assist while caring for your pets and home. By combining professional pet care with reliable home services, my goal is to give you complete peace of mind, knowing your pets are loved, your home is cared for, and everything is being looked after by someone who genuinely cares. 🐾❤️🏡 When you entrust me with the care of your furry companions, I go above and beyond basic dog walking and playtime; I prioritize their happiness and welfare. Understanding that I can never replace your presence, I tirelessly strive to complement your affection and care by providing the attention and love your pets deserve, even in your absence. I also integrated handyman services into my offerings, recognizing the convenience and practicality of addressing tasks while caring for your pets. Whether it's watering your plants, hanging a picture, managing waste or recycling, or even handling small repairs and painting, I am here to help. Through this fusion of pet care and handyman services, my aim is to simplify your life while ensuring the well-being of your cherished pets and your home.
About: I provide loving, attentive pet care, ensuring pets feel safe, comfortable, and happy while maintaining routines, exercise, feeding schedules, individualized attention, and clear owner communication. (Bilingual) Habló español Pet care fits into my routine part-time and per diem, allowing me to dedicate quality time, flexibility, and focused attention to each pet without feeling rushed. I follow each pet’s routine closely, including feeding, walks, playtime, and rest. I keep environments clean, safe, calm, and provide regular updates to owners for peace of mind.

About: We LOVE and babysit all animals & dogs, we specialize in Pugs, English Bulldogs & French Bulldogs, we have a lot of experience with these breeds from having our own and caring for clients dog family! (We do travel up to 300 miles for in home stays, additional travel fee are quoted), (cross country house/pet sitting available upon request, special rates quoted). Our priority is their safety and comfort while remaining focused on them as individual pups each with their own unique routines, such as, maintaining their special diets, exercise and or supplements/MedX, which will be administered as determined by you. When we stay at your home we usually stay in a guest room, use one bathroom and the kitchen, tv/sitting room, we certainly don't require use of a full house. We are available to retrieving your mail, accept your packages, watering your plants and any other incidental services. We are a husband/wife team which is great because the pups are never left alone. I usually cook most of our meals. I vacuum, clean the bedding/towels, bathrooms & kitchen before we leave. We leave the house in order so that when you come back there is no mess or stress. We take our garbage and recycling with us. We also pick up after your pets, keeping the yard poop free. Our fee is $125/per night for up to 2 dogs and $150/night for 3-4 dogs. Note: Extended stay will result in a modified price, hours of arrival and departure are between 11am and 4pm, outside these hours will be additional $60.00-$150.00, depending on arrival and departures. References upon request. We have enjoyed 11 wonderful years providing our services for and exclusively to a limited number of pets Per day/night. It is our policy "To meet and greet" prior to accepting "First timers, since We do provide "Your Home service" for Dogs of All sizes and breeds. So, allow us to provide your "Best friend/ friends" with the kind care that will satisfy your highest expectations. We are at your home 24/7, your pets are rarely left alone. We are available to arrive 8am and 6pm. Specialize; "Staying Home-Not Alone with Trusted Guardians." We specialize in; "Staying Home-Not Alone with Trusted Guardians." However we do offer our home for a very limited size dog(s), small to medium; "The Comforts of Home" is the quality care you have been searching for. We offer your Best Friend or Friends with indoor rooms, a backyard, lease only; your pup is in a protected area at all times to spread out as they relax and socialize with us as their guardians. We like to encourage everyone to bring your pets own bed; which allows them to feel at home. We provide gates at all doors to double the safety of your pet. Wedding sitting available, ceremony thru reception, starting at $300.00, inquire about rules. We currently house and pet sit full time. Allowing us to be with your pets 24/7, they are rarely left alone. "Staying Home-Not Alone with Trusted Guardians." We are vigilant, to be aware of where your dogs are at all times. If gates are needed at doors we put them to use.
“Priscilla is awesome. Our dog is very nervous with people and this is the fastest she has gotten comfortable with someone new. She takes great care of our dog and our dog always comes back happy after walks!”

About: I've had pets since I was a child so I'm very close to them, I'm responsible for taking them for a walk, giving them food and bathing them Lately family and friends have been leaving me in charge of taking care of their pets as a bathroom and taking them for a walk I am available to take care of your pets the hours and days you want, I will be happy to be able to take care of them I have a closed parking lot and an area for your pet to do your needs and get some fresh air in addition to having the right space to be able to play with the
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.
About: I am a dependable, patient, and caring animal lover with many years of personal experience caring for dogs. I previously cared for my own Rottweiler for nine years, so I am comfortable with large breeds as well as smaller pets. I understand that every animal has a different personality and routine. I will follow your instructions carefully and treat your pet with the same love, attention, and respect I would give my own. Pet care fits well into my routine. I carefully schedule each booking around my work hours so I can provide dependable, unhurried care. I will keep my availability updated and communicate clearly with every pet owner. I follow each owner’s instructions closely, including feeding schedules, medication needs, walks, and house rules. I keep doors and gates secure, supervise pets carefully, maintain a clean environment, and provide regular photo updates.
“Charlie had a great time with Nicole! I appreciated the videos and photos she shared of Charlie during his stay. She took excellent care of him and I look forward to booking with her again soon. Highly recommend ⭐️✨?”

“Kristina and Jordan took such amazing care of my pup while I was away. Kristina and Jordan treated her with so much love, and sent many pictures and videos during the stay. I’m definitely an anxious pet parent, but their care actually allowed me to relax knowing that she was in the best hands possible and having a great little vacation of her own. I couldn’t recommend them more. Thank you guys so much!”

“We had a great experience leaving our Cocker Spaniel Alfred with John. Every part of the experience was excellent — John offered to meet us and Alfred the week before the drop off; when we dropped Alfred off John said he was going to spend some one on one time with Alfred to get to know him. It was easy and our dog loved his visit. We’ll be back again for sure!”

“Karina took excellent care of my two greyhounds! Our dogs felt completely at home as we could see from the daily updates and photos. The fenced in yard is very secure and safe. I plan to use Karina again in the future and highly recommend her.”

“Katie watched our dog, who is almost 2, for a couple of nights recently. I was very comfortable dropping him off and leaving him with her and her family. I love the at home experience she gave him, as opposed to kennels. Our dog is on special food and she took great care to make sure he didn’t get into her pets’ food. We will definitely use Katie again to take care of Linus.”

“She is an awesome sitter! Took pictures of my pup Cooper everyday for me and you could really tell she made him part of the family while he was there. Also went above and beyond to make sure he was safe and happy while I was away! Definitely would recommend her!!!”

“Kathryn and Jeremy took excellent care of our dog Max while we were away for a week. From our first meeting with them, it was clear that they had experience taking care of dogs and were very understanding and knowledgable about our dogs unique care needs. We felt so comfortable leaving Max with them and when we picked him up it was clear he LOVED his time there and can't wait to see them again! Thank you Kathryn and Jeremy for taking such great care of Max!”

“James was fantastic! I have a relatively shy dog, but he came home super happy and clearly had a fun time with James and fam in a super compassionate, loving household. Would recommend them anytime.”

“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.”

“My dog had a great time staying with MJ and her family. I wasn’t worried about him while he was with them and they were great at sending photos and keeping me updated. I would definitely book with them again!”

“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.”

About: I’ve worked at animal hospitals for 28 yrs I’m reliable and good with peoples pets I can give meds if needed insulin as well I get lots of waging tails my way I prefer come to your home so your pet is more comfortable and has there familiar surroundings and all the things they’re used to toys their bowls, etc. I can stay the night if needed I like staying with pets at there home this helps also with stomach upsets and stress of being somewhere new and unfamiliar I like the pets to be able to keep there routine
“Kathleen is amazing! Molly had a great time. Our dog has seizures and requires multiple meds. She took expert care of our Molly. We will definitely try booking with her again.”

“I am so happy to have found Jennifer to watch my pup, Flynn. It was his first boarding but I knew he would be in great hands. I got updates through his stay with pictures and it looked like he was having the best time running around and playing. I highly recommend!!!”

About: Senior Care Expert: Skilled in low-mobility handling, senior behavioral changes, and specialized feeding. Puppy Milestones: Experienced with housebreaking, crate routines, and basic command reinforcement. Medication Administration: Comfortable administering oral pills, topical treatments, and sticking to precise medical schedules. Routine Preservation: Dedicated to keeping your dog's exact feeding, bathroom, and medication schedule perfectly intact. Working from home allows me to provide an incredibly high level of consistency, safety, and companionship for your pets. Because my desk is right at home, your pets are never left waiting hours for a bathroom break, a fresh bowl of water, or a reassuring belly rub. My professional schedule is highly flexible, meaning I can structure my day entirely around your pet's established routine. Need a trusted sitter who understands that older dogs require an extra dose of patience and care? I specialize in overnight house sitting for senior pets who thrive on consistency. I have a house with a great backyard for my dogs which your dogs can enjoy too. From maintaining strict medication schedules to managing low-mobility routines, I ensure your wise companion stays comfortable and stress-free while you're away. I also love working with puppies, helping to keep their high energy channeled into positive training habits. Your home and your pets are always in safe, experienced hands.

About: I have had and taken care of dogs and cats for most of my life. I work from home and have the freedom to be available most of the day and on short notice. I will be reliable, careful and thoughtful with your pets and in your home I work from home and have freedom all hours of the day to come and go. I have a lot of free time especially during the week days I am respectful of your space and your pets space. I always leave the space as I found it and can be trusted to do a great job and follow instructions
“Morgan was super helpful when I needed a sitter on my road trip! She was so good with Molly and helped out extra since Molly wasn’t feeling the best on my trip and eating irregularly”

“Heather was fantastic! I needed a last minute booking and she and her family were superb. My pup came home so happy and content!! Thank you!! Would recommend Heather to everyone.”

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1Global data from Rover (November 2025)













