Doggy Day Care in Winchester
Drop off your dog at your sitter's home in the morning, and pick them up in the evening.

More resources
A focus on safety
Enjoy photo updates, easy messaging, and the knowledge that every sitter joining Rover needs to pass an enhanced background check. Learn more about RoverProtect
Top rated Winchester doggy day care sitters

“Alvin is so loved and cared for at Beth’s house. He gets lots of exercise and just loves his buddies there. He knows every morning that it’s time to go see his friends! Thanks for loving our guy!”


“I cannot recommend Bhairavi highly enough! From the moment we met, it was clear she genuinely loves and understands dogs. She went above and beyond to make sure Oakley felt comfortable, happy, and cared for. I received regular updates with adorable photos and thoughtful notes, which gave me total peace of mind. My dog came home relaxed, healthy, and clearly well-loved! It’s rare to find someone so responsible, kind, and attentive. If you’re looking for someone who will treat your dog like family, Bhairavi is the one. Bhairavi and Gary have a beautiful home and you will not find anyone better to love and care for your dog!! I will definitely be booking again!”


“Elisabeth was amazing!!!!!!! Our little Scout absolutely loved going to visit her and her family. Elisabeth sent videos and picks of their day and seemed to really enjoy the animals. Will definitely be a repeat client!! Thank you so much for loving our baby!!”



“Paisley absolutely loves it here! She’s always excited to go back with a big smile on her face! This family is awesome with dogs! You can really tell how much they love their pet and yours!! Highly recommend!”


About: Cozy, Loving Home for Your Pup: Personalized Attention & Care in Ellisville! I live in a home in Ellisville with my husband and 8 year old daughter (who loves reading about and studying all things dog-related). I was born into a home with dogs and have been a dog owner my entire life. A few months ago, my family said goodbye to our beloved 13 year old rescue dog, Misty Blue. While we are not yet ready to adopt another dog full-time, we would love the opportunity to have another dog in our home to care for when you need to be away. I work from home and am generally a homebody. My husband is also home most of the time and will occasionally assist with the drop off/pick up process. We do not currently have any animals in the home. We only board/sit for one family at a time, so your furry family member(s) will have as much undivided attention as they could possibly want. Bowls and orthopedic bedding are provided and are cleaned between every family, as is the yard. Our large backyard is fenced. For very, very small dogs who could fit between the iron fence posts, we will always take out on a leash. While I DO require your dog(s) to be potty trained/house-trained, I do NOT require your dog to be crate-trained. I do have a large crate if your dog does prefer the privacy/security of a crate. You provide: Food Any Specific treats (I usually have some on hand if your dog is not on a diet restriction. We will carefully follow all diet instructions) Any specific comfort items/toys from home Any medications Please also note: Since I only board for one family at a time, and given that many of these are long stays, the quantity of reviews on my profile will not be similar to that of other sitters who provide daycare services or boarding services for many families at a time or those sitters who only provide care for shorter stay durations. My services provide individualized care and attention for your dog(s) and your dog(s) only. Thank you so much for considering me to care for your sweet pup(s)!

“Grace was amazing! She took Wrigley at short notice when I had a sudden need, and took such good care of her. Wrigley had a great day and was totally spoiled—treats, brushing, lots of attention. And Grace sent pictures throughout the day so I could see how great Wrigley was doing. I will use her again and again!”


About: I have had dogs my whole life. I have worked at a pet sitting center, and love dogs so much!! I love taking care of puppers!! Pet care is my job most of the day, as I have 4 dogs of my own. Taking care of the dogs is my priority !! I have a big fenced in yard, with friendly play buddies !! I have 2 French bulldogs , and two bulldogs :)) They all love to play!

“Anusha and her family are too good to work with. Our Pluto was kept very lovingly and utmost care. I kept receiving their playful pics and videos while Pluto was having a good time with all of them. It’s so good and a big relief to see Pluto been left with someone who will treat him with the same love and care that he gets at home. Will be coming back again and again.”


“I felt confident leaving my little dog with Jennifer. She sent adorable photos and updates, throughout the day, made me feel reassured . And the two small dogs got along really well. Definitely book again! Jennifer is wonderful and easy to work with!”


“Ursula was fantastic. She communicated very well with us during Marley's stay at her home. We really appreciated her care for our little dog when we were in Tucson for a brief stay.”


“Alisa was so helpful with taking care of our puppy! She had him over for doggy daycare 3x/week for almost 6 weeks. She was always very responsive, helpful, and easy to work with, even willing to help to train our pup, which requires so much patience and attention. Our puppy clearly liked going over to her place and came back happy and tired from a long day of playing every time. Would definitely use again and recommend!”


About: Charismatic and outgoing animal lover with 16 years experience owning pets, and hundreds of hours volunteering at the humane society in 3 different states. I grew up with cats, but could not own a dog until I moved out on my own, so I quickly got my first baby Alice the first chance I could. My fur babies include a 13 year old sweet beagle mix, Alice 🌈 and two gentle loving cats, Poppy and Millie. All of my animals have been around other animals their whole lives and get along with all creatures. I prefer not to board cats, but can keep your cat in a closed bedroom for their stay. I would love to open my doors to help out families in need of a more personal way to board their pets when they are away. Your animals must get along with cats and small children. I have a very flexible schedule so I have the ability to care for your pet throughout the day, depending on your pets individuals needs. My pets have free range of the house. Visitors dogs can be crated if needed or have free range of the house if ok left unsupervised.

“Jeanne has been amazing! Super flexible with my schedule and Winnie loves her! Winnie gets lots of love and play time, and plenty of potty breaks. Jeanne is always quick to reply when I text too. Highly recommend her!”


About: I grew up with big dogs, little dogs, dogs that slobbered, and dogs that cuddled. In 2000 our family recused a puppy from a local rescue organization, she was the BEST dog and lived like a princess in our home. I understand senior care very well, as our beloved Schnoodle lived 19 years! I am currently working from home. I get up early and like to walk, can stop midday for a quick walk, and walk in the evening. I live in neighborhood with sidewalks and a park across the street. Currently, I do not have a pet in our home. Dogs are family and will always be treated like a family member in my home. I live in a safe neighborhood with paved sidewalks, streetlights, and a park across the street. I do not have a pet in our home, so your dog would be the main focus. I understand safety measures for puppies, adult dogs, and senior dogs. Gates, crates, leashes outside, food schedules, and I am very comfortable and familiar with administering medicine, especially for senior dogs.

About: I have a house here in St. Louis and go to college at Maryville university. Like every other dog sitter I love dogs and I prioritize my time around them so they can do what they want to do. Dogs will be walked a lot as I go for runs twice a day. I am home most of the time besides when I go in for my classes which are for about an hour twice a day. If I can leave for that amount of time and come back and that works for you then it works for me. I go for morning runs and nightly walks. And weekends I am free There is no limit to where they can explore. I don’t have crazy expensive things so they can wonder around the house or chill with me on the couch. If they walk a lot I can provide limitless walks while I am taking care of them. I love dogs all kinds, and am saving up the money to buy my own. Whenever I eat they will eat or if it’s twice a day that works too.
Loving doggy day care in your neighborhood
Search Results


Tzu C.

“Donna is wonderful! Love the communication throughout the day, makes my day happier while I’m at work. Kobe is high energy and she manages it seamlessly. Niko is a sweetheart too!”


Beth P.Star Sitter

“Alvin is so loved and cared for at Beth’s house. He gets lots of exercise and just loves his buddies there. He knows every morning that it’s time to go see his friends! Thanks for loving our guy!”


Haley C.Star Sitter

“Haley is the best! I was a very high maintenance dog mom this week because my puppy was recovering from being sick and she took amazing care of him! Thank you, Haley!”


Bhairavi K.

“I cannot recommend Bhairavi highly enough! From the moment we met, it was clear she genuinely loves and understands dogs. She went above and beyond to make sure Oakley felt comfortable, happy, and cared for. I received regular updates with adorable photos and thoughtful notes, which gave me total peace of mind. My dog came home relaxed, healthy, and clearly well-loved! It’s rare to find someone so responsible, kind, and attentive. If you’re looking for someone who will treat your dog like family, Bhairavi is the one. Bhairavi and Gary have a beautiful home and you will not find anyone better to love and care for your dog!! I will definitely be booking again!”


Angel E.


“Angel was great. Sent us pics and videos of CC playing with other dogs. It was very reassuring knowing she was having fun and not stressed over us leaving her.”


Elisabeth L.Star Sitter

“Elisabeth was amazing!!!!!!! Our little Scout absolutely loved going to visit her and her family. Elisabeth sent videos and picks of their day and seemed to really enjoy the animals. Will definitely be a repeat client!! Thank you so much for loving our baby!!”




Summer Z.
Star Sitter


“Paisley absolutely loves it here! She’s always excited to go back with a big smile on her face! This family is awesome with dogs! You can really tell how much they love their pet and yours!! Highly recommend!”


Sascha N.


“Sascha was great! She took excellent care of Miley and gave her lots of fun activities. I highly recommend her!”


Nicole & Brian F.
“Your fur baby could not be in better hands. Very caring and professional. She is familiar with the needs of the aging pets too. She has taken care of my pets, with love.”


Hui-Tzu V.Star Sitter

“Grace was amazing! She took Wrigley at short notice when I had a sudden need, and took such good care of her. Wrigley had a great day and was totally spoiled—treats, brushing, lots of attention. And Grace sent pictures throughout the day so I could see how great Wrigley was doing. I will use her again and again!”


Blanca B.

“Blanca is awesome, she accommodated our last minute request and our pup had a lovely time. This is our first experience with her and we are very happy with her. We strongly recommend Blanca.”


Blake N.
“Blake loves his pets and takes care of them. Gives them baths, walks them, feeds them and pays attention to them. He is a great pet sitter and enjoys having the fur babies around.”


Anusha & Ananth G.

“Anusha and her family are too good to work with. Our Pluto was kept very lovingly and utmost care. I kept receiving their playful pics and videos while Pluto was having a good time with all of them. It’s so good and a big relief to see Pluto been left with someone who will treat him with the same love and care that he gets at home. Will be coming back again and again.”


Jennifier M.Star Sitter

“I felt confident leaving my little dog with Jennifer. She sent adorable photos and updates, throughout the day, made me feel reassured . And the two small dogs got along really well. Definitely book again! Jennifer is wonderful and easy to work with!”


Ursula V.

“Ursula was fantastic. She communicated very well with us during Marley's stay at her home. We really appreciated her care for our little dog when we were in Tucson for a brief stay.”


Alisa G.

“Alisa was so helpful with taking care of our puppy! She had him over for doggy daycare 3x/week for almost 6 weeks. She was always very responsive, helpful, and easy to work with, even willing to help to train our pup, which requires so much patience and attention. Our puppy clearly liked going over to her place and came back happy and tired from a long day of playing every time. Would definitely use again and recommend!”


Andrea W.
About: Charismatic and outgoing animal lover with 16 years experience owning pets, and hundreds of hours volunteering at the humane society in 3 different states. I grew up with cats, but could not own a dog until I moved out on my own, so I quickly got my first baby Alice the first chance I could. My fur babies include a 13 year old sweet beagle mix, Alice 🌈 and two gentle loving cats, Poppy and Millie. All of my animals have been around other animals their whole lives and get along with all creatures. I prefer not to board cats, but can keep your cat in a closed bedroom for their stay. I would love to open my doors to help out families in need of a more personal way to board their pets when they are away. Your animals must get along with cats and small children. I have a very flexible schedule so I have the ability to care for your pet throughout the day, depending on your pets individuals needs. My pets have free range of the house. Visitors dogs can be crated if needed or have free range of the house if ok left unsupervised.


Jeanne E.

“Jeanne has been amazing! Super flexible with my schedule and Winnie loves her! Winnie gets lots of love and play time, and plenty of potty breaks. Jeanne is always quick to reply when I text too. Highly recommend her!”


Christine T.Star Sitter
About: I grew up with big dogs, little dogs, dogs that slobbered, and dogs that cuddled. In 2000 our family recused a puppy from a local rescue organization, she was the BEST dog and lived like a princess in our home. I understand senior care very well, as our beloved Schnoodle lived 19 years! I am currently working from home. I get up early and like to walk, can stop midday for a quick walk, and walk in the evening. I live in neighborhood with sidewalks and a park across the street. Currently, I do not have a pet in our home. Dogs are family and will always be treated like a family member in my home. I live in a safe neighborhood with paved sidewalks, streetlights, and a park across the street. I do not have a pet in our home, so your dog would be the main focus. I understand safety measures for puppies, adult dogs, and senior dogs. Gates, crates, leashes outside, food schedules, and I am very comfortable and familiar with administering medicine, especially for senior dogs.


Connor G.
About: I have a house here in St. Louis and go to college at Maryville university. Like every other dog sitter I love dogs and I prioritize my time around them so they can do what they want to do. Dogs will be walked a lot as I go for runs twice a day. I am home most of the time besides when I go in for my classes which are for about an hour twice a day. If I can leave for that amount of time and come back and that works for you then it works for me. I go for morning runs and nightly walks. And weekends I am free There is no limit to where they can explore. I don’t have crazy expensive things so they can wonder around the house or chill with me on the couch. If they walk a lot I can provide limitless walks while I am taking care of them. I love dogs all kinds, and am saving up the money to buy my own. Whenever I eat they will eat or if it’s twice a day that works too.
How Rover works
1. Search
Read verified reviews by dog parents like you and choose a sitter who’s a great match for you and your dogs2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your dogs while you’re away3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
Why Choose Rover?
Cashless payments
Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn’t happen often, but if your dog sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.
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 $30 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, 649 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 4 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 649 sitters offering doggy day care in Winchester on Rover, so you’re sure to find the perfect match for your dog! In Winchester, 96% of sitters offer daily exercise, 99% 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.
