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%.
“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.”
“Kolohe loved staying with Rob! She had a great time hanging out with Pepper and the rest of the family. We appreciate both Rob's care and the pictures we got while we were out of town.”
“Muppet loves going to see Luciana and Solange and all the doggies he meets there. I always feel confident that he is getting the attention he needs with consistency and kindness. Obrigada!”
“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”
“We love Emily!!! Our dog was so comfortable at her home. Emily treated him like family. Her home is cozy, comfy and safe. She took him on long nature walks. Will definitely use her services again. Highly recommend!”
“Emma is the other mother of all puppies. She took such a great care of my princess monster. She pampered my dog with so much love and care that the title "other mother" is naturally hers. Thank you Emma for taking such a good care of Monster. Brya”
“Michael was a huge help to us watching our new puppy for two nights. We were able to relax and enjoy our vacation thanks to him. He sent updates and photos and kept her safe. I’d recommend him and use him again in the future without hesitation.”
“Zelun was so good with our dog. We will definitely be using zelun in the future. He sent lots of photos and had great communication. He also brought Iggy on many adventures each day like the park and nice walks!”
“Yesika is amazing! I left my dog Lucy with her for 5 nights and was nervous to leave her for that long, Yesika sent me pictures and update throughout the entire stay! Lucy has so much fun when she is with her. I can't recommend her enough!”
About: Experienced, 6ft Male Dog Walker Ready to Tackle Any Breed! From tiny Chihuahuas to robust Pitbull mixes, I'm equipped to handle them all. Trust in my expertise for safe and enjoyable walks tailored to your furry friend's needs. Book now for reliable and confident dog walking services! I generally walk between the hours of 11am-2pm Monday-Friday. I can do daily walks, check-ins, or even an evening walking from 9pm-10pm. I can do 15-60 min walks. I have a fenced yard and do allow some daytime sitting services. I have 2 dogs of my own for your furry friend to play with.
“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!”
“Michael and his family are fantastic dog sitters! They’re friendly, kind and have excellent communication with dog parents. Our dog didn’t want to come home with us. Clearly he had a great time with Michael and his family. I highly recommend having your dog stay with Michael. You can relax knowing your dog is in great hands.”
“Ashley and her family were lovely and warm and we felt immediately comfortable leaving our dog. He got along well with their dog and I could tell he was also very comfortable in their home. My pup is a high energy dog, not for everyone, but I really appreciated how Ashley seemed to like him for who it is and enjoyed the crazy parts of his personality! He came back to us in perfect health and happiness. So lucky to find her and we’ll definitely be bringing our dog back - if we can get on her calendar!”
“Hannah was amazing. She let us visit twice before the stay so that Happy would be comfortable. Happy stayed over Thanksgiving, but Hannah sent me videos and pictures every day. I recommend her sitting service 100%.”
“Rose is amazing! We were thrilled to leave our pup with her and her kids again. She kept us updated regularly, and it was clear our dog was in great hands. We can’t recommend Rose enough!”
“Elizabeth and her entire family, both human and canine, could not have been better for Jax and Frank and their away from home adventure! We are thankful for their caring and loving concern for our dachshund and cocker spaniel. We will definitely ask Rover and Elizabeth to sit for our best friends again! Janice and Ken”
“Victoria did such a wonderful job watching Archie!! She had great communication the entire time and went above and beyond! I definitely recommend her and look forward to using her again! Thank you! ?”
“Alex is wonderful with my elderly dog, Zoe. I appreciate the peace of mind knowing that he's taking great care of her and she's so happy on her own vacation with him. Thank you, Alex!”
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%.
“My cat is usually so afraid of strangers- it was great to see her really warm up to Caitlin. Caitlin was friendly and professional and really prioritized my cat's care. She made observations about my cat's behavior and suggested a care plan that would better suit Bug. This made us feel confident that Bug was in good hands! We will definitely be booking Caitlin again in the future.”
“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!”
“James was amazing!! Super communicative and gave tons of details and photos after each visit. You can tell he genuinely loves animals. He was also kind enough to water my plants and even stayed longer one day when my cat had thrown up. Highly recommend and would 100% book again!”
“We love having Cheryl watch our cat when we're away. We know she's in great hands and don't have to worry for a moment. Cheryl is so good with our cat and reading her needs.”
“We had a great experience with Elisangela and her girls taking care of our rabbit. They were very rabbit-friendly, caring, reliable and sent us detailed updates. We would gladly arrange the next booking with them in the future.”
“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.”
“Allie was so wonderful with our 2 kittens! They loved her and we loved the updates and pictures that came with each visit. Really helped us relax and enjoy our time away! Thank you Allie!”
“Caroline was very friendly. She did a great job taking care of our cat Leo while we were away. Would highly recommend and rebook with her again the next time we go away! Thank you Caroline”
“Angela has watched my cat Mason twice while I've been out of the country and she put my mind at ease! She sends lovely pictures and updates about him and when I get home, he's very calm and relaxed, rather than stressed from my being away. I'd recommend Angela to any cat parents!”
“Galina was so great with Peyton! She took her time to care for and play with him, cleaned the litter, and made sure to give us timely updates on his visits. Peyton was immediately comfortable with her and we appreciated her help!”
“Valerie took great care of our 6 kitties while we were away. It was a tall ask with lots of instructions. She handled it like a pro and was able to administer meds twice a day to our oldest, most skiddish boy. I felt confident that the kitties were in good hands.”
“Natalie was so great! She took awesome care of both our cats for several days. Reports and photos were thorough so we could relax on vacation knowing all was well. Thank you!”
“Page was an AMAZING pet sitter for our two cats. She was so prompt and helpful when we first established service, and even came over once before our trip to get acquainted with our cats and see our supplies. She always texted before she came over, took awesome photos, followed our care instructions exactly, and even went above and beyond! Since we were away for a while, she swept up and wiped down surfaces occasionally to keep our cats comfortable. We will absolutely be booking with her again and wish we had found her sooner! Thank you so much again Page for your stellar work :)”
“Lisa took great care of our cats while we were away - she sent us lots of photos each visit and notes on how they were doing. She clearly has a deep love for animals and took the time to get to know each of their personalities. Highly recommend her as a pet sitter and will absolutely reach out next time we need a sitter!”
“Yesika was amazing! She listened to all my instructions and did an amazing job taking care of Luna. She was also very communicative and send a lot of photos of Luna which was greatly appreciated!! Thank you so much!! Will definitely book again:)”
“The first thing i'd like to say is that Carly doesn't give herself enough credit. She says she is new to pet sitting but I swear it's like she's done this all her life. She provides open and clear communication whenever she has a question or has an idea that can solve a potential problem. I got home today and found my cats perfectly happy, cared for, their water was clean, and the litter box was clean as well. She even went out of her way to bring and make a toy for my cats because mine were packed away since I just moved. She even took videos of my cat's while I was away and made sure that any potential issue was brought to my attention and that I always knew what was happening with my pets. Carly is a real rock star and I would be happy to have her back anytime, My boys loved her too! We'll see you soon, Carly! 🥰”
“Tom is great, my first sitter canceled the booking the day of and Tom stepped in last minute and did an amazing job. My cat was very happy and Tom sent great updates throughout the visits.”
“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.”
Why choose a sitter on Rover
Background-checked house sitters
Every sitter profile has been reviewed and approved by Rover before joining our community.
A perfect match for every pet
Read sitter profiles to find 5-star reviews and specialists who understand your pet's unique personality.
Connection before booking
Schedule a free in-person meeting to ensure a perfect fit before you ever book.
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%.
“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!”
“Luci and her family have been amazing!! We have a very smart, but stubborn GSP that had never been away from home overnight, or watched by people outside the family. I was understandably nervous... They updated me multiple times a day about his progress during multiple night sleepover and were available during a family emergency which required Chandler be dropped off and picked up hours later. Everyone in this family is so nice!! They truly love the dogs they look after and have very good communication to make sure you are not worried about your fur baby!!”
“My high energy puppy had the best day ever! Elizabeth and Neil communicated throughout the day and sent me so many fun videos and photos! They truly care about and enjoy their time with dogs!”
“Fantastic puppy sitter!! Jasper loves going to play at Carol's and comes home exhausted. I love knowing he's well looked after, happy, and safe. Great communication and pictures. Thank you so much!!”
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.
“She is an amazing sitter! She gave frequent updates throughout the day, and really appreciated that she went above and beyond by sending a lot of pictures. Also, I really appreciate her flexibility. If you’re in Boston, highly recommend her as your pet sitter. Go Greta (and Juniper)! 🫶✨”
“I’ve known Junho and his adorable dog Boki since Boki was just a tiny three-month-old puppy, back when we first met in our apartment building. Over the years, I’ve seen how much care Junho gives to Boki, and how gentle and kind he is with other dogs he meets on their walks. When Junho started Rover, I knew right away that I could trust him with T-Rex. My dog requires extra care and attention due to specific conditions, and Junho followed all of my instructions thoroughly. He even sent me multiple photos and updates without me having to ask, which gave me so much peace of mind. If you’re looking for a sitter, I highly recommend Junho. He’s easy to work with, and his wonderful dog Boki will make a great companion for yours. Boki is super friendly and loves to play, but also knows how to give space if another dog isn’t in the mood.”
“This is Scout's second time at Jacqueline's for doggy daycare. She and Harley do an amazing job looking after Scout. Highly recommend her, she treats your dog as if it were her own.”
About: Hello! My name is Natsuko and I live in Watertown with my fiancée Carson and dog Luna. I’ve lived with and cared for dogs since I was very young, and I’ve gained lots experience with dogs with a wide range of personalities and needs. I’m comfortable with puppy care, including basic leash manners and crate training, and I focus on consistency and positive reinforcement so dogs feel secure while learning. I’ve also lived with dogs who have anxiety or past trauma, and have experience slowly building trust and bonds. I am currently a remote freelancer and this set up gives me great flexibility to spend quality time with my dog Luna during my workday. She LOVES other doggos and would love to play with and go on walks with a new friend! We typically go on short pee breaks once every three hours and go on two long walks every day. My schedule is very flexible so I am confident I can accommodate for the bathroom/walk/eating schedules of any dog in my care. We live in a very walkable neighborhood in Watertown with the Fresh Pond loop a quick walk away! There are many options to take dogs out for a short or long walk. In our home, we have nice open spaces for dogs to play with each other and with toys. Since we have a dog of our own, we have dog proofed our whole home. Our dog Luna loves playing with other dogs and has had no issues with socializing. If a dog in my care needs a break from playtime or gets overstimulated, we have options to separate the dogs if needed since Luna is crate trained and we have many rooms for the dogs to use.
“Luciana's place is like Mojo's second home. He's so comfortable with her and her mom. We have left Mojo with them multiple times and Mojo is excited to see them everytime we drop him off. We love that we get plenty of pictures of Mojo throughout the stay. We're sure we're going to want Mojo to stay with them when we're away in the future.”
“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!”
“Vanessa and her partner took excellent care of my puppy Mochi. They frequently sent me pictures and videos of their little adventures with Mochi, and kept me up to date on the little one's endeavor. By the end of the stay, my little Mochi was giving them goodbye kisses and I could tell she had a wonderful time. I could not be happier with the care Mochi received and I am finally relieved to have found someone who can wonderfully care for my puppy in my absence.”
“Andrew took excellent with my pup for doggie daycare. He gave Louie a walk and took plenty of pictures, I could see my pup was in good hands. I couldn't recommend Andrew more!”
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%.
“How do I even begin. James came into our world when our rescue senior needed walks throughout the day. For 5 months he made her feel loved and safe everyday. I would trust James with anyone and any pet. Besides his overwhelmingly empathetic presence, James is also reliable, prompt, and an amazing communicator. No matter the day, time, weather, etc, we knew we could always count on James. I truly could not recommend him enough”
“Johnna is fantastic. My dog, Miso, was instantly comfortable with her (and she's not a dog that warms up to everyone). Johnna clearly has a way with animals. She was also wonderful about following all the directions involved in walking a dog who can be challenging. We are very happy to have found Johnna!”
“Hannah is definitely the best walker I have ever met. She is so responsive and sweet, always having a safe and happy walking journey with my doggy. I will always go back to her.”
“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 😊”
“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! :)”
About: I am a college student who majors in Biomedical Sciences and plans to attend veterinary school after graduation. I have always had a love for animals, especially dogs, since I was young, and have helped care for my own dog since childhood. My passion for animal care has been my motivation to pursue a future in veterinary medicine. Along with caring for my own dogs, I have had experience with dog sitting and dog walking. I am comfortable caring for dogs of all sizes and personalities while making sure they are happy, safe, active, and well cared for. I am currently a college student home for summer break, and I am looking for part-time work. I am available almost every day until August 1st. I will be home again for Thanksgiving break, winter break, and spring break. When caring for pets in my client's home, I would follow the pet's normal routine and follow any additional instructions my client has left me while playing and caring for their pet.
“Tanya took such good care of Poppy! Poppy loved to see her come and happily went on the walks to roll in the grass and smell every little thing! Tanya had patience! Poppy will miss her!!!”
“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!”
About: I've been a go-to pet and house sitter for friends and family for decades, and have lots of experience with pets of many kinds and personalities. I love caring for animals, making sure they're well attended and loved. I've had cats, dogs, and/or rodents for as long as I can remember, and have always really enjoyed interacting with animals. I'm currently between careers, so my schedule is quite flexible. I'm around during the daytime and evenings, and am available to check in on pets more than once a day, if needed. I'm happy to spend time inside or outside with pets, at their homes, or neighborhood walks. I can stay overnight, if needed, and/or am ready to check in on pets more than once in a sitting if they need extra attention.
“I am always happy to hire Geoffrey for a walk around the neighborhood! He makes sure to give my dog some extra pats and check his water while I'm at work and I love getting the photo updates too.”
“Kenn did a great job with Olive! She gets a little hesitant at first with new people, but Kenn handled her with calm and ease despite the sweltering heat. Thank you!”
“Heather is amazing with our dogs! She is so patient and has taken the time to get to know their unique personalities- and work with them! Both of our dogs can be a bit vocal on leash, and she has handled them so well. She walks them 3x a week and is always so good at communicating what time she will be there, and how the boys were with her. Highly recommend her for any of your pet care needs!”
“Awesome first walk today. My pup is a little timid and not used to having strangers in her space. Rebecca was incredibly patient with Penny and really focused on creating a bond with her which is so so important. By the end of the visit Penny was eating treats out of her hand, licking her face, and welcomed Rebecca’s cuddles. I couldn’t believe she was able to win Penny over so quickly. Couldn’t be happier!”
“Andrew did a great job with my senior nervous dog. He was able to coax her out of the house for a walk - no small feat! He was kind and patient and responsive. Thanks Andrew!”
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%.
“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.”
“Kolohe loved staying with Rob! She had a great time hanging out with Pepper and the rest of the family. We appreciate both Rob's care and the pictures we got while we were out of town.”
“Muppet loves going to see Luciana and Solange and all the doggies he meets there. I always feel confident that he is getting the attention he needs with consistency and kindness. Obrigada!”
“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”
“Emma is the other mother of all puppies. She took such a great care of my princess monster. She pampered my dog with so much love and care that the title "other mother" is naturally hers. Thank you Emma for taking such a good care of Monster. Brya”
“Michael was a huge help to us watching our new puppy for two nights. We were able to relax and enjoy our vacation thanks to him. He sent updates and photos and kept her safe. I’d recommend him and use him again in the future without hesitation.”
“Zelun was so good with our dog. We will definitely be using zelun in the future. He sent lots of photos and had great communication. He also brought Iggy on many adventures each day like the park and nice walks!”
“Yesika is amazing! I left my dog Lucy with her for 5 nights and was nervous to leave her for that long, Yesika sent me pictures and update throughout the entire stay! Lucy has so much fun when she is with her. I can't recommend her enough!”
About: Experienced, 6ft Male Dog Walker Ready to Tackle Any Breed! From tiny Chihuahuas to robust Pitbull mixes, I'm equipped to handle them all. Trust in my expertise for safe and enjoyable walks tailored to your furry friend's needs. Book now for reliable and confident dog walking services! I generally walk between the hours of 11am-2pm Monday-Friday. I can do daily walks, check-ins, or even an evening walking from 9pm-10pm. I can do 15-60 min walks. I have a fenced yard and do allow some daytime sitting services. I have 2 dogs of my own for your furry friend to play with.
“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!”
“Michael and his family are fantastic dog sitters! They’re friendly, kind and have excellent communication with dog parents. Our dog didn’t want to come home with us. Clearly he had a great time with Michael and his family. I highly recommend having your dog stay with Michael. You can relax knowing your dog is in great hands.”
“Ashley and her family were lovely and warm and we felt immediately comfortable leaving our dog. He got along well with their dog and I could tell he was also very comfortable in their home. My pup is a high energy dog, not for everyone, but I really appreciated how Ashley seemed to like him for who it is and enjoyed the crazy parts of his personality! He came back to us in perfect health and happiness. So lucky to find her and we’ll definitely be bringing our dog back - if we can get on her calendar!”
“Rose is amazing! We were thrilled to leave our pup with her and her kids again. She kept us updated regularly, and it was clear our dog was in great hands. We can’t recommend Rose enough!”
“Alex is wonderful with my elderly dog, Zoe. I appreciate the peace of mind knowing that he's taking great care of her and she's so happy on her own vacation with him. Thank you, Alex!”
“Our pup was happy in every picture & very excited but quickly calm when she got home, which to me says that she was happy to be home, but didn’t feel nervous at Aurora’s home! Aurora also was diligent to make sure our counter surfing, sneaky dog didn’t get human food during her stay. We will definitely book with Aurora again!”
“Yi took wonderful care of our dog. We got frequent updates and lots of photos on walks and eating. This was our first rover, so our dog got quite stressed being in a new environment but Yi did a really great job of taking care of him during that time. She was very thoughtful for our dog and stress mess he made. We really appreciate her for that.”
“★★★★★ Maia was wonderful with Chester and incredibly accommodating when my plans changed unexpectedly. She communicated clearly, kept me updated, and was calm and attentive with him throughout his stay. Chester can be shy in a new environment and needs to remain securely leashed outdoors, and Maia handled all of that thoughtfully and responsibly. She was also very flexible with pickup timing, which helped me tremendously during a stressful move. I would absolutely trust her with Chester again and highly recommend her.”
“Our dog Anfi is a shy and very anxious girl. We’re usually unable to leave the house without her due to her separation anxiety, but thanks to Linda that’s no longer the case! Linda has been so amazing. She has treated Anfi with much love and care, and we are so appreciative of that! We look forward to many more day care and boarding stays with Linda!”
Not ready to book?
Get started building your pet's profile and discover trusted pet care in your neighborhood.
