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.”
“Yesika is so great with our Dougie! She’s always super communicative, takes very good care of Doug, and treats him like her own - can’t recommend her enough!”
“Lyn watched Jack for 5 nights, it was his first time staying with her. Lyn was very professional, flexible, and caring! She was easy to communicate with and I received daily updates and pictures from her. Jack seemed to have a good time with her, I wouldn't hesitate to book with her again!”
“I haven’t used Rover in awhile as I started traveling with my pug Captain...but for a recent quick trip I decided it was worth it. I saw Ben’s profile and thought he seemed like a great fit to watch Captain. Ben and his girlfriend loved watching Captain and raved about their time with him. I could tell Captain also enjoyed himself! Ben was also very responsive and accommodated my schedule for pick up/drop off. I’d definitely use Ben as our dog sitter for our next trip!”
“Renee is great! Our dog loves her so much I am jealous. On the practical side, Renee kept us updated daily about our dog's activities and mood. She was 100% reliable, and that is really what you want when you are out of the country and leaving your pet with someone!”
“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!”
“Victoria was great with my puggle for a ~2 week stay. She sent periodic pics and updates, gave her medications, and had no issues. Would definitely rebook in the future.”
“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.”
“Natalie is phenomenal!!! She took such great care of Teddy. Her communication was outstanding, sending pictures and texts throughout the day. Such a sweet and kind person that you will feel so comfortable leaving your dog with.”
“Junho might be the best sitter in the North Cambridge area. When it comes to caring for your dog, the most important aspect is genuine love and care. You can tell that your dog is having a blast by checking the constant photos and live updates from Junho. As you can see from those photos, it's easy to tell how much love my dog was given during this stay. Furthermore, Junho was really flexible in fitting my schedule, which was out of the ordinary due to having a baby. If you need someone to take care of your dog, it's Junho”
“Miley had a great time, was well fed, and beloved by Andrea and her family. I will be using her again and already recommended her to a friend! Thanks Andrea!”
“Jackie and her son Dylan were so good to Ruckus! They went for walks and had lots of playtime. I completely trust them and will be using her service from now on. Ruckus was so happy there that when I picked him up the next day he wasn’t even overly excited to see me! That proved to me he was very comfortable and felt loved.”
“Lady spent another great day with Elliott! She is always so happy when we arrive and clearly enjoys her time there. We are very grateful to be able to leave her in such good hands!”
“We had an absolutely wonderful experience with Ahmed and his family while we were away on vacation for 10 days. They took such great care of our dog, Gracie, and truly treated her like part of their own family. Ahmed was fantastic with communication throughout our trip and regularly shared pictures and videos, which gave us so much peace of mind and allowed us to see how happy and well cared for Gracie was. It was clear that she was getting lots of love, attention, and care. We couldn’t have asked for a better experience and would highly recommend Ahmed and his family to anyone looking for a trustworthy, caring, and communicative dog sitter. We would absolutely love to have Gracie stay with them again!”
“Karoll was fantastic sharing pics of Ulysses. He was well taken care of and looked happy in all the pictures she sent. She gave him daily medicine and kept him on his routine. We’ll definitely have him stay with her again!”
“Emily and Rob are wonderful people and provided a warm and loving home for our goldendoodle Homer. They were very accommodating as my wife and I had a challenging and ever-changing schedule prior to picking up Homer. We highly recommended them!”
“Amy was very caring to our daughter, LiLi. She kept us informed throughout her stay and helped us with feeding her with fresh food and yogurt. Amy was also flexible with pick up and drop off hours - we couldn’t ask for a better host. I highly recommend Amy.”
“We had a last minute trip during a holiday weekend and reached out to Hunter who quickly agreed to take care of our 15 year old toy poodle. She was quick to respond and provided great communication during the entire care. Our dog also got along great with her dogs. Would use her again!”
“Ashley took wonderful care of our dog! She knew he needed exercise and took him on lots of long walks and played ball with him frequently. We would happily use her again.”
Over 4.1 million dogs curled up for a sleepover in a sitter's home on Rover1
Cat caregivers near you - Winchester
Prices are estimates per visit for 1 cat. Pricing may vary based on your search and includes a booking fee of 11%.
“Cheryl went above and beyond to make my cats feel loved and cared for while we were away for a week. She also brought in packages and mail and watered our plants. We are so grateful and look forward to working with her again on our next trip. Thank you, Cheryl!”
“Jordan was great. No issues whatsoever with my diabetic cat’s insulin injections. She was thorough and clean. Will definitely book Jordan again.”
“James dropped in on our cat for us while we were away for a weekend and did an amazing job! From sending hilarious pictures and videos while spending quality play time with her to going above and beyond by dealing with some house issues that arose, we could not have felt that she was better taken care of. And I think she found a new best friend!”
“Elisangela has watched our cats several times now. Consistently, she gives our needy cat the attention that cat demands! We also have a cat that is more timid and does not feel comfortable around most people, but she loves playing. Elisangela takes the time to give her attention using her favorite toy! Elisangela is great with interacting with both cats even though they have completely different temperaments. We are so thankful when shes able to help out! We are able to enjoy our time away without worries about our animals!”
“Natalie was great! She was super friendly and responsive, she took lots of photos, and kept me updated :) It's hard to tell what cats are thinking, but I think they liked her too ;)”
“This was my 1st experience with Rover, and I am delighted with the services I got. I am very grateful to have had Galina for ten days taking care of my two cats, with one with special needs also needing medicine every 48 hours. Galina was caring and sweet with my cats. She communicated with me daily about the status of her visit. She cleaned their litter box, provided my cats' food with all the supplements I requested her to add to their meals, and provided oral medicine to one of my cats when needed. My apartment was clean; they used the hand vacuum when needed, brought mail inside the condo, cared about my plants, and even took care of the trash when required. I highly recommend that Galina care for your furry kids, and I will hire her again on my next planned trips.”
“As always, Yesika is my go to person whenever i’m traveling. Very reliable. I love working with Yesika! Also she sent me cute photos of my cat and i often made them as a wall paper on my phone 🥰”
“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.”
“Sanela was lovely! She became cuddle buddies immediately with our cats. Great with communication. Her check in comments, pictures, and punctuality immediately calmed any anxiety we had about leaving our boys.”
“Incredible attention to detail, went above and beyond caring for my cat and apartment every time she visited. Already have hired Lisa twice and will do so again when needed without second thought.”
“Carly took such good care of our pets while we were away on vacation. We really appreciated the daily notes and pictures and that she was so attentive to our cats and their different needs.”
“Jolene dropped in while we are away to take care of our Ash. She was very communicative, provided pictures, and met our requests. We look forward to future requests with Jolene”
“Caitlin was great and took excellent care of my two cats. She made sure they had plenty of cuddles as well as play time to burn off all their energy. They were definitely well cared for.”
“Yuting was super easy to communicate with and extremely prompt on her reply (especially with myself needing the check-in about 40 minutes ahead of schedule). On top of that, I had complete peace of mind that she was the one checking in on my old man (cat), especially after reading her profile and a brief chat with her. Extremely happy she had availability for me, and definitely will be booking again!”
“Highly recommend Valerie! She looked after our 3 energetic kittens for 2 weeks and was incredibly professional. Despite our kittens' mischievous nature, the house was still very clean when we returned. The photos she sent with every visit were a wonderful touch. It’s clear our cats were well-cared for and very happy. Thank you, Valerie!”
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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%.
“Belinda took great care of our dog Ollie and sent regular updates and pictures. Ollie is an anxious dog and he seemed very comfortable there. We would definitely have him stay with her again!”
“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.”
“Cindy is so attentive to all the dogs that she cares for, there is great outdoor space for them to play, a lovely screened in porch and inside her home by her side to rest. I trust her and her two pups are so good with all doggie guests! So glad I found her, Daisy and Gummy!”
“Took my greyhound, Judy, to stay with Luci and her family for 2 doggy daycares. Judy is typically timid around new environments but warmed up quickly to them and absolutely loved spending time with everyone and the other dogs being watched. Definitely will be using Luci again!”
“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!”
“Tara was great!! Georgia had a great time and I received plenty of pictures which was awesome :) I would love love to leave Georgia with Tara again!”
About: I'm an experienced dog-sitter and equestrian who's able to care for dogs of all ages, sizes, and medical needs. I work from home and am able to provide specified care for your pup while you're away, including: frequent walks, hikes in local conservation areas, and the administration of medications. I supervise dogs closely, can provide basic veterinary care, and live near an emergency veterinary office, just in case. I have my own dog in the home. When your dog is with me, they'll be cared for like my own with plenty of exercise, socialization, and love. I work remotely, so my schedule is flexible. I currently walk and feed my own dog at 7:00am, noonish, 5:00pm, and 9:30pm. I can provide numerous walks for your dog each day during the week, and will take them local "adventures" on the weekends to local parks, Middlesex Fells Reservation, etc. My own dog is friendly and playful, and will keep your pet company.
“This is our second time using Rover and it was such an awesome experience. We're looking for an in-home daycare and my puppy Houston had an absolute blast with Weihai, and the pups Igo and Kiwi. Houston can't wait to return - thank you!”
“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!”
“If I could leave 10 stars, I would. Greta was absolutely AMAZING. Great communication, and an extremely happy pup when I picked her up. Thank you so much Greta for taking care of my Gracie as if she were your own.”
“Vista had so much fun during daycare with Junho and Boki! Junho was very communicative of how Vista was doing, making sure she had everything she needed to enjoy her days, from her food, to play and outside time. It is clear that he truly loves dogs and I would recommend him to anyone looking for someone with a kind heart to care for their pet.”
“Yesika was so great! We can tell our puppy was very active and busy all day because she came back exhausted. It was a great opportunity to let Io meet other dogs and humans, and Yesika was very accommodating in every way.”
“My pup had the best time ever in the yard, chilling in the house, and befriending Betsy’s sweet dog. I even got a photo during the day. :-) Looking forward to her next stay!”
“Deveney took great care of our dog, and she kindly accommodated a last minute booking and a later night pick up which was most appreciated! She sent great updates and pictures regularly and was quickly responsive.”
“Our pup was in a daycare with Tiffany and Steve for a little less than 6 hours, and he seemed to have had a very comfortable time with them. Tiffany and Steve were very prompt with their responses, sent us a lot of updates and pictures even in the few hours he was with them, and a detailed rover card at the end of the stay. As first time clients of theirs, they showed us the entire space where they stay with the dogs and the other dogs our pup would be playing with during his visit. They also were super flexible about his pick up and drop off times and were very eager to keep to our pup's daily schedule and meal times. I would happily board my dog with Tiffany and Steve again! Thanks guys :)”
“Yulia and her family are caring and considerate. Sheila, their 8 year old corgie was very cute and friendly too! Peppercorn loved staying with her and playing with her elementary school aged children.”
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%.
“Very professional, thoughtful and thorough services! I was very happy that I was able to leave my dog home without any worry and he was taken care of very well! Parker (although not into people much) seemed to really like James's energy and went out with him no problem. I hope we will be able to use James' services in the future.”
“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.”
“Abby is the best. My dogs love her. She is attentive and kind and dependable. Abby even got my 2 senior beagles going on walks every day and it’s been really good for them!”
“Bert is amazing. Mosby immediately warmed up to him and loves when he shows up to walk him. Trustworthy and great at communicating while I’m away. Trust him and will use again.”
“My dog has stitches and a cone. Johnna did an excellent job taking care of her. Communication was excellent, and having had Johnna walk our dog before, I was more than comfortable with knowing she was in outstanding hands.”
“Kerri has been walking Zuko (mostly) daily for about a month and she has been wonderful! We have a flexible schedule and she is extremely responsive, Zuko loves her and has great fun on their walks. She is always prepared with extra poop bags and is always willing to refill his water or feed him lunch or give him a treat before leaving if ever I’ve requested it! If you need a regular walker in the area I’d definitely recommend her!”
“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!”
“Angela is great with our pup! She has great communication and our pup is always so happy to see her. Angela always lets us know what’s going on and wants to know how we are training so everything is consistent.”
“Lisa was great with my dog, Milo! She truly cared for Milo and was very diligent in following any of my requests. I would definitely recommend Lisa for any pet care needs. She’s dependable, thoughtful, and my dog really enjoyed his time with her 😊”
“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!”
“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!”
“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.”
“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!!!”
“So relieved to know our baby was in good hands during our travel. Appreciative of the communication we received and photos. Asia was very thoughtful about his needs and”
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.”
“Yesika is so great with our Dougie! She’s always super communicative, takes very good care of Doug, and treats him like her own - can’t recommend her enough!”
“Tyler was awesome! My dog Ozzy stayed with him for the weekend and was so well cared for. He also sent daily updates which I loved getting. I will certainly have Tyler watch Oz again!”
“My dog has an absolute blast every time with Zwany and Leandro! She got a bath this time and came back smelling amazing. I can tell my dog is perfectly at home at their house, and she gets so excited to come back each time. Zwany also does an amazing job of sending pictures and updates, so I know my dog is doing well.”
“Renee is great! Our dog loves her so much I am jealous. On the practical side, Renee kept us updated daily about our dog's activities and mood. She was 100% reliable, and that is really what you want when you are out of the country and leaving your pet with someone!”
“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!”
“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.”
“Natalie is phenomenal!!! She took such great care of Teddy. Her communication was outstanding, sending pictures and texts throughout the day. Such a sweet and kind person that you will feel so comfortable leaving your dog with.”
“Miley had a great time, was well fed, and beloved by Andrea and her family. I will be using her again and already recommended her to a friend! Thanks Andrea!”
“Lady spent another great day with Elliott! She is always so happy when we arrive and clearly enjoys her time there. We are very grateful to be able to leave her in such good hands!”
“Karoll was fantastic sharing pics of Ulysses. He was well taken care of and looked happy in all the pictures she sent. She gave him daily medicine and kept him on his routine. We’ll definitely have him stay with her again!”
“We had a last minute trip during a holiday weekend and reached out to Hunter who quickly agreed to take care of our 15 year old toy poodle. She was quick to respond and provided great communication during the entire care. Our dog also got along great with her dogs. Would use her again!”
“Ashley took wonderful care of our dog! She knew he needed exercise and took him on lots of long walks and played ball with him frequently. We would happily use her again.”
“Michael was absolutely fabulous with my dog Riley. He sent me daily updates and took her on plenty of walks and adventures. He clearly cared about her well-being and was very thoughtful and accommodating about Riley’s specific needs. His kids were also so great with Riley. Highly recommend him to anyone looking for a dog sitter, he is truly the best!”
“Holly spent a very fun week with Rob and his family during our vacation. Being able to play and socialize with other dogs for a week made it a vacation for her as well! I felt completely comfortable knowing that Holly was safe and well cared for.”
“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!”
“We’re a repeat client and have consistently been very happy with Marie. She does a great job understanding and accommodating Driver’s needs, and it’s obvious he’s comfortable with her. She gives us great peace of mind when Driver is with her, and we’re already looking forward to booking her again!”
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