Doggy Day Care in Winchester
Drop off your dog at your sitter's home in the morning, and pick them up in the evening.
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Top rated Winchester doggy day care sitters
Prices are estimates per day for 1 dog. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“OMG!!!! Demelia was amazing with our dog from day one till we picked him up. She was very personable, love what she does, & kept us informed throughout. She sent us live videos daily of our dog having his walks, playing time with her dog “Moon” who’s also amazing, & cuddle relaxing time. We couldn’t have asked for a better sitter. We would definitely book her again & again. Thank you so much for loving on our dog like he was your own.”
“This was Oso’s first stay with Nicole and Sunshine. It was great! Nicole eased our nerves and was very helpful with introducing the dogs. Looking forward to more doggie play dates now.”
“Eleven (and his family) were absolutely wonderful with Dory. She clearly had fun going on walks and playing in the yard together. We received tons of pictures and videos throughout Dory’s stay. We would highly recommend Frank, Saleha, the boys and Eleven for excellent daycare!”
“I always have an exceptional experience with Serena and Kevin (her dog). They truly accept my dog as a family member and make my dog feel comfortable and happy during their stay (my dog did not say this to me but I could tell!) Serena always follows all instruction (I've booked multiple times). She sends regular updates & photos, and goes above and beyond with walks & playtime - but that is mainly Kevin to thank. I highly recommend Serena & Kevin and will be re-booking again soon.”
“She was very kind and gave me piece of mind regarding my puppies. They were happy to see her in the morning and I'm sure they had a great time with her children. Will be coming back for future references. : )”
“My dogs did great! Vincent sent me photos through the day which really eased the anxiety I felt leaving them with someone new. I got to enjoy my family beach day and the dogs were wiped out when they got home🤩”
“Scarlet’s always so happy and tired coming home after a day of playing. We’re so thankful we have a safe place for Scarlet to stay while we’re out of town. Don’t know what we’d do with you!”
“Tammi was awesome! First time I ever dropped off Hope for day care the sitter offered me to tour her home to see what it’s like for the doggies inside 😊 that was much appreciated! Tammi is a very experienced trainer apparently and that gave me more comfort to trust her with Hope. Will definitely book with Tammi again when we’re back in the area”
About: I've had many different pets growing up and really enjoy being around animals. I've had the pleasure of taking care of pets for friends and family also. It makes me happy to be considered dependable with their furry family! I work from home part time, and otherwise I have flexibility. I'm available during the daytime & evenings a few days a week (typically Monday's, Wednesday's, & Friday's), and weekends. I have a very large fenced-in yard and no other pets in the home. My downstairs is all tile and areas can easily be gated-off if needed.
About: I've been taking care of my dogs for 7 years taking them on daily walks and weekly park visits for their enjoyment. I have taken great care of many breeds of dogs to help friends when out of city. I love dogs and would love to help with their walks I'm available at any time all week, I can schedule your pet either morning or afternoon and weekends. I work from home so I'll be available at any time, any day of the week Pets will stay inside most of the time and going outside for potty but supervised all the time to make sure they are safe always
About: Ive cat and dog set, and go above and beyond if needed. Water plants, get mail, drive pet to dog park, ect (if wanted). I just would love to help in any way. Other than nannying, I am free pretty much the whole month of June, July, and so on! Don’t be shy, reach out haha. I love dogs! :) I have 2 doggies who are spoiled rotten! They are always dressed up lol, and always going with me to starbies for a pup cup. I love taking them to the dog park, and I'd love to be able to create new bonds with some adorable doggos.
“Had an emergency needed a sitter and she responded within minutes. She took care of my puppy for about 3 1/2 hours my puppy looked happy when we got him back gave me an update on how he was doing while sh had him really nice and assured me he was in good hand! Thank you Chanelle ?”
About: I have experience working with puppies and many breeds. I will reinforce desirable behaviors through positive reinforcement. I have experience giving medication. I can take your pet to the vet for you. I have many years of experience working with animals at a veterinary hospital and animal shelter/rescue. I am available short or long term. I am available week days and weekends. Caring for pets is my vocation. I don’t have any schedule restrictions I have enclosures for the pet and a larger enclosed yard. I provide opportunity for water loving dogs to play in the pet pool. I provide “nose work” for those dogs that need mental activities.
About: I've taken care of small dogs since I was 7. In my family, I was the primary caregiver of our dogs and would walk, feed and bathe our two chihuahuas. I also have senior care experience because one of my dogs was 13 years old and would often need watered-down kibble or canned food and small, cut-up treats that would help him with his tooth decay. I am currently a part-time student, so I have a lot of daily availability. I will gladly take care of your furry friend in the morning from 8am-12pm and in the afternoon from 2pm-7pm. I'll give your pups lots of love and attention by playing with them and petting them often. I'll also ensure they go on long walks often, are adequately fed, and always have fresh water.
“Wow! This was by far the best rover experience I have had. Not only did I receive a fast response for a last-minute booking but she was extremely flexible with my schedule. And of course even more important, my fur baby love her! She has never revisited a sitter and been excited to go but on her second visit she was wagging her tail and had lots of energy. I also appreciate all of the updates, pictures, and videos as this helps to put my mind at ease while I am away at work during the day. I look forward to making this my regular sitter !!”
Loving doggy day care in your neighborhood
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Prices are estimates per night for 1 dog. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
Alyx M.
“Teddy had so much fun this week! He’s going to miss his friends. Until next time. Alyx you have a great way with the fur babies. Looking forward to future stays.”
Lynette R.
“Bella’s stay was great lots of pictures were sent and communication was great”
demelia r.
“OMG!!!! Demelia was amazing with our dog from day one till we picked him up. She was very personable, love what she does, & kept us informed throughout. She sent us live videos daily of our dog having his walks, playing time with her dog “Moon” who’s also amazing, & cuddle relaxing time. We couldn’t have asked for a better sitter. We would definitely book her again & again. Thank you so much for loving on our dog like he was your own.”
Nicole K.
“This was Oso’s first stay with Nicole and Sunshine. It was great! Nicole eased our nerves and was very helpful with introducing the dogs. Looking forward to more doggie play dates now.”
Frank & Saleha B.
“Eleven (and his family) were absolutely wonderful with Dory. She clearly had fun going on walks and playing in the yard together. We received tons of pictures and videos throughout Dory’s stay. We would highly recommend Frank, Saleha, the boys and Eleven for excellent daycare!”
Stephanie R.
“Teddy is going to miss his friend. Stephanie gives such good TLC to my fur baby. We will definitely use her services again!”
Serena D.
“I always have an exceptional experience with Serena and Kevin (her dog). They truly accept my dog as a family member and make my dog feel comfortable and happy during their stay (my dog did not say this to me but I could tell!) Serena always follows all instruction (I've booked multiple times). She sends regular updates & photos, and goes above and beyond with walks & playtime - but that is mainly Kevin to thank. I highly recommend Serena & Kevin and will be re-booking again soon.”
Paulena G.
“She was very kind and gave me piece of mind regarding my puppies. They were happy to see her in the morning and I'm sure they had a great time with her children. Will be coming back for future references. : )”
Vincent N.
“My dogs did great! Vincent sent me photos through the day which really eased the anxiety I felt leaving them with someone new. I got to enjoy my family beach day and the dogs were wiped out when they got home🤩”
Darlene B.
“Scarlet’s always so happy and tired coming home after a day of playing. We’re so thankful we have a safe place for Scarlet to stay while we’re out of town. Don’t know what we’d do with you!”
Belinda S.
“This is my third time leaving Bingo with Belinda, and my experience is always great, she has a flexible schedule and a wonderful safe play environment for my Husky.”
Tammi (Shigtastic) B.
“Tammi was awesome! First time I ever dropped off Hope for day care the sitter offered me to tour her home to see what it’s like for the doggies inside 😊 that was much appreciated! Tammi is a very experienced trainer apparently and that gave me more comfort to trust her with Hope. Will definitely book with Tammi again when we’re back in the area”
Karen S.
About: I've had many different pets growing up and really enjoy being around animals. I've had the pleasure of taking care of pets for friends and family also. It makes me happy to be considered dependable with their furry family! I work from home part time, and otherwise I have flexibility. I'm available during the daytime & evenings a few days a week (typically Monday's, Wednesday's, & Friday's), and weekends. I have a very large fenced-in yard and no other pets in the home. My downstairs is all tile and areas can easily be gated-off if needed.
Estefany D.
“Absolutely thrilled with the exceptional care Fanny provides for my beloved miniature schnauzer, Doobie! Her attention to detail, professionalism, and genuine love for animals shine through in every walk. Doobie adores her, and I couldn't be happier knowing he's in such capable and caring hands. Five stars all the way!"”
Clarisse G.
About: Ive cat and dog set, and go above and beyond if needed. Water plants, get mail, drive pet to dog park, ect (if wanted). I just would love to help in any way. Other than nannying, I am free pretty much the whole month of June, July, and so on! Don’t be shy, reach out haha. I love dogs! :) I have 2 doggies who are spoiled rotten! They are always dressed up lol, and always going with me to starbies for a pup cup. I love taking them to the dog park, and I'd love to be able to create new bonds with some adorable doggos.
Chanelle M.
“Had an emergency needed a sitter and she responded within minutes. She took care of my puppy for about 3 1/2 hours my puppy looked happy when we got him back gave me an update on how he was doing while sh had him really nice and assured me he was in good hand! Thank you Chanelle ?”
Jessica A.
“Super accommodating to our schedule. Highly recommend!”
Valarie R.
About: I have experience working with puppies and many breeds. I will reinforce desirable behaviors through positive reinforcement. I have experience giving medication. I can take your pet to the vet for you. I have many years of experience working with animals at a veterinary hospital and animal shelter/rescue. I am available short or long term. I am available week days and weekends. Caring for pets is my vocation. I don’t have any schedule restrictions I have enclosures for the pet and a larger enclosed yard. I provide opportunity for water loving dogs to play in the pet pool. I provide “nose work” for those dogs that need mental activities.
Sarah C.
About: I've taken care of small dogs since I was 7. In my family, I was the primary caregiver of our dogs and would walk, feed and bathe our two chihuahuas. I also have senior care experience because one of my dogs was 13 years old and would often need watered-down kibble or canned food and small, cut-up treats that would help him with his tooth decay. I am currently a part-time student, so I have a lot of daily availability. I will gladly take care of your furry friend in the morning from 8am-12pm and in the afternoon from 2pm-7pm. I'll give your pups lots of love and attention by playing with them and petting them often. I'll also ensure they go on long walks often, are adequately fed, and always have fresh water.
Jennifer M.
“Wow! This was by far the best rover experience I have had. Not only did I receive a fast response for a last-minute booking but she was extremely flexible with my schedule. And of course even more important, my fur baby love her! She has never revisited a sitter and been excited to go but on her second visit she was wagging her tail and had lots of energy. I also appreciate all of the updates, pictures, and videos as this helps to put my mind at ease while I am away at work during the day. I look forward to making this my regular sitter !!”
Over 308 pet parents in Winchester have booked doggy day care
Winchester dog parents share their Rover experiences
Tammi was heaven sent. We have had problems getting a sitter for our one year old puppy until we met her. Her facilities for boarding and daycare are perfect for our energetic puppy. Her dogs are friendly and accepting and Tammi is wonderful with them all. Tammi is a dedicated and considerate person and will provide loving care for your animals.
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The median cost per day for doggy day care in Winchester is $38
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Sitters in Winchester average 5 repeat doggy day care clients
Doggy Day Care FAQs
Frequently asked questions about Rover
Sitters on Rover are free to set their rates. The median cost to hire a sitter for doggy day care in Winchester on Rover as of Aug 2025 was about $38 per day, after factoring in Rover’s service fees. A sitter’s rate may also change as you customize your booking to fit your and your dog’s needs.
As of Aug 2025, 677 sitters provided doggy day care in Winchester. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect sitter near you. As a reminder, sitters offering doggy day care joining Rover must pass a background check for you and your dog’s safety.
Rover makes it easy to reach out to multiple sitters about your booking. Typically, 89% of Winchester sitters offering doggy day care respond in under an hour.
Sitters who provide doggy day care in Winchester have an average of 17 years of experience. Sitters offering doggy day care with repeat customers have an average of 5 repeat clients. Experience can vary from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when you compare sitters in Winchester.
Winchester doggy day care sitters are happy to take care of your dog while you’re at work or unavailable for the day. Book a one-time visit, or set up a regular rhythm with your favorite Winchester sitter. Drop off your dog at the sitter’s home and rest easy knowing they’ll get frequent potty breaks, plenty of playtime, and lots of love. Doggy day care is great for:
- Puppies and high-energy dogs
- Dogs with special needs, including seniors
- Pet parents who work long hours
- Dogs with separation anxiety
There are 677 sitters offering doggy day care in Winchester on Rover, so you’re sure to find the perfect match for your dog! In Winchester, 93% of sitters offer daily exercise, 97% offer medication administration, and 93% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect doggy day care sitter near you. As a reminder, sitters joining Rover must pass a background check for you and your dog’s safety.
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your doggy day care sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your doggy day care sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your doggy day care service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.
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