Personalized care for your dog or cat - Winchester
Highly-rated overnight sitters - Winchester
Prices are estimates per night for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.
“Belinda was wonderful with our furbaby and sent us an update each day. She was very accessible by text and easy to communicate with. Our dog got along well with her dog, Sloane, who is a sweetie. Also, she has the perfect fenced in yard for the dogs to play! We will certainly work with Belinda again!”
“Ozzi had such a great time with Yang and her family. They welcomed him into their home and took great care of him. We received photos and videos every day to keep us updated, which was very appreciated. He will definitely go back on our next time away!”
“Guillermo is fantastic. He was attentive to our old pup and wonderfully responsive to us. He is kind and calm, and it was clear our dog felt so comfortable and content. Our dog had an upset stomach and Guillermo was gracious and amazing at taking the extra steps to give him canned food and medicine. He sent great updates and pictures, I wish I had found him sooner and look forward to having him care for our dog again.”
“We couldn’t have had a better experience with Betsy and her family taking care of our furry guy. He had such a wonderful time and we received frequent updates with photos. Her kids told us stories about him when we picked him up- they made him feel like part of the family. We hope to have him stay with them again!”
“I'm writing this review with gratitude as my heart is full. I booked a 16-day boarding for our dog, Pumpkin, with March recently. Our first meet and greet went well and we had two-30 min walks together within a few weeks to get Pumpkin familiar with March and the trails nearby. March sent me daily pictures of Pumpkin's activities, including walks and exploring around the house and his favorite spot, the kitchen! March treated Pumpkin like his own dog, and as part of his family, the same way we treat Pumpkin. He bought a dog bed from Cosco for Pumpkin as I didn't have the right kind. March also let Pumpkin went on his bed and sofas to watch TV with him. I think Pumpkin had a fantastic vacation at March's home! I highly recommend March for anyone looking for a dog-loving person with a sense of humor and pays a lot of attention to details.”
“Janette and her family were so welcoming and loving with my dog, Ridley. We got lots of updates and photos of her enjoying her stay, and felt completely at ease leaving her in their care.”
“Zelun took fantastic care of our dog for over a week during Thanksgiving! Our dog usually takes a few days to perk up and get used to her new situation, but she settled in after the first night! Zelun sent daily pictures and videos from walks and afternoon sun naps, and our dog looked sooooo happy in every picture. Would 10/10 recommend.”
“Elizabeth & Rodrigo always treat Gator as part of their family and I cannot express enough how much that helps my anxiety being away from him. I never worry about him knowing that he’s being loved & cared for! They always send plenty of updates and truly are the sweetest family. Gator & I are their biggest fans!!!”
“Ann took wonderful care of Daisy for over a week. From the start, she was warm, kind, and very easy to communicate with. Ann and Jim created a great environment for Daisy, and we always felt she was in good hands. Ann made sure Daisy got plenty of time outside, including long walks and lots of opportunities to explore. It was clear that she genuinely cared about making sure Daisy was happy and comfortable. I would absolutely recommend Ann to anyone looking for a thoughtful, reliable sitter.”
“Very friendly, provided plenty of photos for us to see our dog during her stay. She was very responsive and attentive to the dog. When she got home she seemed happy! Recommended.”
“I strongly recommend Michiko and Clifford. I truly appreciate how well they took care of Juju. She always looked so happy in the photos they sent me. Juju seemed comfortable, relaxed, and joyful the whole time. They took her on wonderful walks around the neighborhood, to the hills, parks and through nature. I feel so lucky to have found them. Thank you so much for everything”
“Katheryn was absolutely amazing with her care of our two greyhounds. She was very communicative and attentive to their needs. I highly recommend her and her husband and will trust her with our pets any time! Thank you!”
“Luci and her family took very good care of our Pomski, Bleu while my wife and I were on vacation. She was very responsive and accommodating to any requests we had regarding Bleu’s care. She provided us with photos and updates on a daily basis. Based on the photos, it was clear Bleu was having a great time and was well cared for. I highly recommend Luci”
“Elizabeth and Neil are top notch. If you are looking for a pet sitter look no further. They are kind, caring and they go the extra mile. They send updates with pics quite often and make you feel at ease. I wholeheartedly believe that my dog Zoey thinks this is her second home. She makes herself right at home and snuggles up with them on the couch and she could not look any closer more content. It was my lucky day when I found Elizabeth and Neil. I look forward to working with them for years to come.”
“Lori was an absolute delight! She sent us adorable pictures of our pup every night, capturing his joy during their walks and his playful antics around the house. When we finally picked him up, he couldn’t resist running back to her to bid her farewell, even amidst his excitement to reunite with his family. This heartwarming sight reaffirmed the strong bond he had formed with her while we were away. We highly recommend Lori and are already planning to use her services again. Finding Lori has made us feel much more at ease about going away, knowing that our pup will be in good hands and thoroughly enjoying himself.”
“Patrick took great care of Pemi while we were away. It was great to get daily pictures/videos and updates about how he was doing. We would highly recommend Patrick as a dog sitter.”
“We boarded our dog and cat for a week. Likun is very experienced and attentive in taking care of both cats and dogs. We received daily updates and she also replied to our messages very promptly. Her Border Collie is so sweet and gentil. Our puppy was really happy she has a mature big sister and perfect playmate! The home is well equipped to take care of multiple pets and her backyard is perfect for dogs to play in.”
“We’ve used Aurora multiple times for boarding with Hondo and she’s done a great job! Hondo is always excited to go and she’s very responsive and provides lots of updates.”
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 for 1 cat. Pricing may vary based on your search and includes a booking fee of 11%.
“We loved having Cheryl take care of our cat Sunny while being away. She was very warm hearted and caring and even helped vacuum when a plant was knocked over. Thank you so much!”
“Thank you, Jolene, for checking in on my two cats over a holiday weekend with a last minute booking! Jolene’s communication and timing was excellent. While checking on the cats, she filled their bowls, gave them treats, and brushed them. I appreciated her time and attention!”
“I’ve had James watch my cat multiple times now and he treats him as if he were his own. This time I had a family emergency come up mid trip and James was super responsive and willing to extend the booking and help out last minute. Highly recommend!!”
“Bonnie is our favorite! She is reliable and responsive and she is so good with our sassy little cat, who doesn’t like most people but considers Bonnie one of her people.”
“Angela has been very reliable for us taking care of our cat. There was a Blizzard while we were away and she was great about communicating and she made up the visit on a different day. She brought our packages and mail in for us too which was nice of her.”
“Sophia got my fairly shy cat out to play and even brushed her which I can’t believe she got my cat to do! Sophia is great and was very flexible with my schedule. I would have her cat sit again anytime.”
“Caroline did a great job checking in on my cat while I was away on vacation. She kept everything neat and tidy, paid attention to detail, and was fast/prompt with any communication. Would definitely recommend and will rebook if needed in the future.”
“Sanela was easy going and generous about taking our booking last moment. She took very good care of the cats and went extra mile to make sure they were comfortable. Would absolutely recommend her !”
About: What sets me apart from other sitters is my lifelong experience with cats and my attention to detail. I’ve cared for cats of all ages—from energetic kittens to senior cats needing medication and extra TLC. I’m comfortable administering oral medications and sticking to specific feeding or care routines. I take pride in keeping litter boxes clean and tidy because I know how important a fresh, sanitary space is for a cat’s comfort. Most importantly, I respect each cat’s unique personality and pace—whether they’re shy, playful, or a little bit of both.
“Yesika was so great with my cats! During her initial meet with them, it was clear that she loves animals, and she was great with my very shy cat. She was very communicative and sent me a lot of pictures during her visit, and used the feeder toys I requested so they had something to do while she was gone. I would definitely recommend Yesika!! ☺️”
“Meg is awesome! Good and easy communication. She sent me photos and videos and a detailed rover card every time she visited my cat, and it’s clear that my cat loved hanging out with her!”
“Yuzhou was great! She was very attentive and sent lots of photos throughout the stay. Luna is usually shy with sitters, but she warmed up to her right away — a rare sign of trust. We also came home to a sweet handwritten card. Truly grateful, and I’d definitely book her again!”
“Shawn did a great job and took very good care of our cats, including making sure on of them got her pills. She clearly cares a lot about cats and was very communicative, including lots of pictures.”
“Noila took amazing care of my two kitties for two full weeks! She sent daily pictures and videos of them playing, and included any other information about her check ins with them. She made leaving town so much less stressful! Fantastic experience.”
“Always a life saver! Elisangela has not only taken amazing care of our cat Rudy on several occasions, but worked with us on scheduling, rescheduling and stepping in last minute when we've needed help. Amazing and cannot recommend enough!”
“Lisa went above and beyond with my cat even though she never got to see Miso who hid from her for two weeks. Lisa still fed her, talked to her, kept her world clean, and even watered my plants when they looked like they needed a drink!”
“I couldn’t have asked for a better sitter than Natalie. She took care of my 3 cats including a senior who has some special accommodations and medications. She was very kind, thorough, and respectful of my home. My cats can be a bit skittish but they gained comfort with her very quickly. I’ll do my best to rebook with Natalie next time i need a sitter. She made being away from home far less stressful.”
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Perfect for high energy dogs - Winchester
Prices are estimates per day for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.
About: Master's degree in animal care and welfare. Former vet tech for dogs and cats at an E.R. I also have an Animal Science degree and have cared for horses and other animals. I work from home some days, part-time, and always have walk breaks. I go for long walks and will join with doggy playmates if your dog is able. Will also walk small dogs in carriages for fresh air. Have fenced in yard for small and medium size dogs. I have a fenced in yard and one Bichon rescue dog who is older, and friendly with other dogs. I was a former vet tech and have much cat and dog health care skills.
“Belinda was amazing with Juno and helped out while I was at work for a work trip! Juno had a great time and it was amazing knowing Juno was in great care! Thank you so much!”
“She took wonderful care of my pup with outstanding care and love. She took him on multiple walks and play sessions and sent me a ton of photos. Don’t hesitate to book!🥰”
“Cardinal had so much fun at his small-dog play date!! I appreciated that Betsy took time for a thoughtful meet and greet so that I was sure he would feel comfortable! I was very happy that he could enjoy time outside of his crate with other dogs in a warm and caring environment! Will definitely book again!!”
“Ben was super flexible with our schedule and very quick to respond / help us out. The whole family jumped in to keep our pup well engaged all day, and we sincerely appreciate their support. Will absolutely reach out again when in need!”
“Elizabeth and Rodrigo were great with Oscar. They were flexible when I needed to shift my drop-off and pickup times, which made my day so much easier. They sent a few photos throughout the day too, which I always love getting. Oscar came home tired and happy, so he clearly had a good time. Would book with them again in a heartbeat. Thanks you two!”
“Another great stretch of daycare days with Likun and EL! He races to her house every morning which tells me he loves going! I can go to work knowing he’s in good hands. Thank you again!”
“Janette and her family, including their dog Luna, are so wonderful to our dog, Lenny. She is so kind and communicative! Lenny loves spending time with them and going for walks in their beautiful neighborhood. Thank you so much for taking such great care of our dog!”
“We had a wonderful experience with Carol for Finley’s first-ever daycare through Rover. As a first-time daycare user, we were a bit nervous, but Carol made the entire process smooth and reassuring. She was extremely responsive both before and during Finley’s stay, answering all our questions and keeping us updated with photo and video of him playing and settling in. Carol’s calm and caring approach helped him feel comfortable and safe. We’re so glad we found her and will definitely be booking with her again. Highly recommend Carol to anyone looking for a reliable, communicative, and genuinely caring sitter!”
“This was Marley a first official visit. We did a meet and greet a few weeks ago. Marley loved his visit. He did the doggy daycare and he wanted to stay, which is always a good sign! Elizabeth and Neil sent me picture and videos which was nice to see. Illy little guy got home and went straight to taking a nap because of all the fun he had. He loves being outdoors and with their big fenced in yard he was completely in love! Marley will definitely be a regular from now on! Thanks Elizabeth and Neil!”
“Ying is so sweet to our pup and makes sure she has everything she needs throughout the day. We love receiving photos and updates and Ying is great with them. We will definitely be booking again!”
“Cheuck was so great with my dog Annie! I left my dog with Cheuck during the day while I was at work. He shared pictures and kept me updated regularly! I highly recommend Cheuck.”
“We appreciated Paul’s help with a last minute request to watch our pup for two days over MLK weekend. He was patient with Gracie, as she was getting used to being in a new person’s house.”
About: I love taking care of dogs and just hanging out with them. I work full-time onsite so I am only available after or before work hours to take them on walks and for stay over. However my husband works from home who also loves dog to keep them company during the day! I have a full time onsite job so I am not available during the day however my husband works from home so he is available. I love going for walks or runs in the mornings/ evenings before/ after work so I can take your dogs on walks as well. I love playing with them, and can give them a lot of attention. I live in a 2 bedroom apartment without a yard so, I can only take care of small dogs. They have plenty of places to roam around in the apartment. There is also a dog park and a 2.5mile loop near me where i can take them for playtimes and walks.
About: Since coming to college, I’ve started volunteering at the Humane Society where I’ve been day-fostering! Love dog sitting/walking for friends and neighbors. Would be more than happy to take care of your pups :) I’m a college Senior with a light course load this semester and plenty of free time, especially on weekends. My schedule is normally pretty consistent with classes from 12-2pm. Outside of those hours I’m very flexible! I have no pets at my home and have the energy to entertain your pet (no matter how energetic they are). I’m a safety-first kind of person and big on communicating any areas of uncertainty!
“Marcia was absolutely wonderful! She is incredibly kind and clearly loves animals. I received frequent updates with photos and videos throughout the day, which really helped to ease my mind. I loved the videos watching my dog, Mylo, get to play with Marcia and Cosmo! My high-energy puppy came home happy and exhausted, which is the best compliment I can give considering Mylo’s energy level! I highly recommend Marcia to any pet owner looking for a loving and responsible sitter.”
More than 1.6 million pets enjoyed cuddles and care from sitters on Rover1
Adventure-ready dog walkers - Winchester
Prices are estimates per walk for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.
“My stranger reactive dog has come SO far with Ryan’s help. He went from growling and lunging from our front porch when he saw Ryan to excitedly greeting him at the door. Every week Ryan has worked patiently with my dog, gradually teaching Bandit to trust him and how to be more brave when confronted with fears and triggers. I can’t stress enough how amazing Ryan is. If I could give him 6 stars I would!”
“So sad to be moving as Cheryl was the best dog walker. She was always available with my chaotic schedule. My dog loved her almost as much as he loved her homemade treats. Highly recommend Cheryl.”
“We absolutely love James! What really stood out to us is how much time he took to get to know our pup before even going on their first walk together. He didn’t just show up and clip the leash—he sat with her, probably learned her little quirks, asked questions, and made sure she felt comfortable and safe. That kind of care is rare, and it meant the world to us 💛 Highly, highly recommend!”
“Jade went above and beyond with our dog, Brody. He does require a bit of extra care and Jade took it on without skipping a beat, making us feel that it was no issue at all and additionally watering our plants on top of everything. She was able to alleviate so much stress from my week by treating Brody with such attentiveness, being punctual and being an absolutely exceptional communicator. I cannot wait to work with her again.”
“Katiana was excellent, after she visits for dog care everything is exactly how it was left and the dog seemed great after I returned home. Katiana sent schedule updates and photos and summaries of her visits which was also appreciated”
“Noila was very prompt and walked Miles without any issues. She had a last minute adjustment close to the time and had to modify the booking, but she was very apologetic and professional about it. We would definitely use Noila’s services again.”
“Sanela is a phenomenal dog walker! She is attentive, personable, communicative, and timely. She takes my dog Tully on nice long walks and he loves her. I’m so happy we found her, and I highly recommend!”
About: I’ve been caring for my in-laws’ Tibetan Terrier for the past few years, and along the way I completely fell in love with pet care. Spending time with Cooper has taught me how special the bond between pets and their people can be, and I truly enjoy giving animals the love, attention, and care they deserve. I can’t wait to welcome and care for more pets as if they were my own! Pet care fits naturally into my daily routine since I work from home. I’m able to give pets plenty of attention throughout the day, including regular walks, playtime, feeding, and companionship. Because I’m home most of the time, I can easily adapt to each pet’s schedule and needs, ensuring they feel comfortable, cared for, and never alone. I care for pets as if they were my own, making sure they feel safe, comfortable, and loved. In my home or a client’s home, I follow each pet’s routine closely, including feeding schedules, walks, playtime, and any specific instructions provided. I make sure they get plenty of attention, exercise, and companionship, and I keep owners updated with photos and messages for peace of mind. Since I work from home, I’m able to be very attentive and responsive to their needs throughout the day.
“Lisa has been walking our Finn for a little while now and we’re so happy with her services! Great communication, and she sends lots of excellent pics of our pup enjoying his walk. She’s great with Finn and he now gets so excited when he sees her. Will definitely continue to use her services! :)”
“Jacqueline is awesome! So patient with my crazy, energetic pup. Piper absolutely loves when Jacqueline comes for her walks and waits for her to return when she leaves!”
“Sophia was such a pleasure to work with. Sophia came on time and collected Dakota and Bogomila on a walk replete with photos and helpful commentary. I look forward to working with Sophia in the future”
“Shawn is wonderful with our girl Apple! She is so kind, patient, and very trustworthy - we all immediately liked her and are so grateful that she can help us with our pup 😊”
“I really appreciate the time and consideration Angela had with Maple! She was mindful of length of the walks during hot days and spent the rest of the time watching Maple. I can tell Maple had a great time with her! Highly recommend!”
“Kimm is AMAZING! She’s very communicative and our 3 dogs love her. She’s intentional about making sure they get a good walk and giving a detailed report card on each pup!”
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 for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.
“Belinda was wonderful with our furbaby and sent us an update each day. She was very accessible by text and easy to communicate with. Our dog got along well with her dog, Sloane, who is a sweetie. Also, she has the perfect fenced in yard for the dogs to play! We will certainly work with Belinda again!”
“Ozzi had such a great time with Yang and her family. They welcomed him into their home and took great care of him. We received photos and videos every day to keep us updated, which was very appreciated. He will definitely go back on our next time away!”
“Guillermo is fantastic. He was attentive to our old pup and wonderfully responsive to us. He is kind and calm, and it was clear our dog felt so comfortable and content. Our dog had an upset stomach and Guillermo was gracious and amazing at taking the extra steps to give him canned food and medicine. He sent great updates and pictures, I wish I had found him sooner and look forward to having him care for our dog again.”
“I'm writing this review with gratitude as my heart is full. I booked a 16-day boarding for our dog, Pumpkin, with March recently. Our first meet and greet went well and we had two-30 min walks together within a few weeks to get Pumpkin familiar with March and the trails nearby. March sent me daily pictures of Pumpkin's activities, including walks and exploring around the house and his favorite spot, the kitchen! March treated Pumpkin like his own dog, and as part of his family, the same way we treat Pumpkin. He bought a dog bed from Cosco for Pumpkin as I didn't have the right kind. March also let Pumpkin went on his bed and sofas to watch TV with him. I think Pumpkin had a fantastic vacation at March's home! I highly recommend March for anyone looking for a dog-loving person with a sense of humor and pays a lot of attention to details.”
“Janette and her family were so welcoming and loving with my dog, Ridley. We got lots of updates and photos of her enjoying her stay, and felt completely at ease leaving her in their care.”
“Zelun took fantastic care of our dog for over a week during Thanksgiving! Our dog usually takes a few days to perk up and get used to her new situation, but she settled in after the first night! Zelun sent daily pictures and videos from walks and afternoon sun naps, and our dog looked sooooo happy in every picture. Would 10/10 recommend.”
“Elizabeth & Rodrigo always treat Gator as part of their family and I cannot express enough how much that helps my anxiety being away from him. I never worry about him knowing that he’s being loved & cared for! They always send plenty of updates and truly are the sweetest family. Gator & I are their biggest fans!!!”
“Ann took wonderful care of Daisy for over a week. From the start, she was warm, kind, and very easy to communicate with. Ann and Jim created a great environment for Daisy, and we always felt she was in good hands. Ann made sure Daisy got plenty of time outside, including long walks and lots of opportunities to explore. It was clear that she genuinely cared about making sure Daisy was happy and comfortable. I would absolutely recommend Ann to anyone looking for a thoughtful, reliable sitter.”
“Katheryn was absolutely amazing with her care of our two greyhounds. She was very communicative and attentive to their needs. I highly recommend her and her husband and will trust her with our pets any time! Thank you!”
“Luci and her family took very good care of our Pomski, Bleu while my wife and I were on vacation. She was very responsive and accommodating to any requests we had regarding Bleu’s care. She provided us with photos and updates on a daily basis. Based on the photos, it was clear Bleu was having a great time and was well cared for. I highly recommend Luci”
“Lori was an absolute delight! She sent us adorable pictures of our pup every night, capturing his joy during their walks and his playful antics around the house. When we finally picked him up, he couldn’t resist running back to her to bid her farewell, even amidst his excitement to reunite with his family. This heartwarming sight reaffirmed the strong bond he had formed with her while we were away. We highly recommend Lori and are already planning to use her services again. Finding Lori has made us feel much more at ease about going away, knowing that our pup will be in good hands and thoroughly enjoying himself.”
“Patrick took great care of Pemi while we were away. It was great to get daily pictures/videos and updates about how he was doing. We would highly recommend Patrick as a dog sitter.”
“We boarded our dog and cat for a week. Likun is very experienced and attentive in taking care of both cats and dogs. We received daily updates and she also replied to our messages very promptly. Her Border Collie is so sweet and gentil. Our puppy was really happy she has a mature big sister and perfect playmate! The home is well equipped to take care of multiple pets and her backyard is perfect for dogs to play in.”
“We’ve used Aurora multiple times for boarding with Hondo and she’s done a great job! Hondo is always excited to go and she’s very responsive and provides lots of updates.”
“Yesika was a phenomenal host to my furry friend! So much so, he didn’t want to get in the car to leave! Haha. She communicated consistently and sent me enough pictures to give me peace of mind that he was happy and well cared for. I cannot recommend her enough of you want your pet to be loved and well tended to.”
“Ashley and her family took great care of our dog Rigby for a week. We received lots of happy pics and updates, and he always seemed very content. Drop-off and pick-up were smooth/easy and her communication was great. Would highly recommend Ashley, and will certainly plan to book with her in the future.”
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