Doggy Day Care in Winsted
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 Winsted doggy day care sitters
Prices are estimates per day. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

“When our normal sitter for our 18 year old dog was unavailable we selected Dayjah to fill in. As our dog is old, we are very protective with him. We spike with Dayjah on the phone first. It was clear that she not only was very knowledgeable about about pet care, but even more important, she loved animals. Our dog did fantastic with Dayjah. Infact, he did not seem to want to leave when we picked him up. Dayjah has my highest recommendation in providing safe and loving care for your pet!”


About: I have owned and loved dogs since the day I was born. Any pet we ever had was an important, integral part of the family. I love the unconditional love they give, and that I give back in return. I am now retired but still active. Dog walking, sitting, and boarding are easy to fit into my schedule and I welcome the exercise and love for me as much as for the dogs. Any dog I am taking care of, be it for a few hours or a week, will be treated with unending love. And, yes, they will be spoiled! However, I will only give food and treats approved by and supplied by the owner to be sure requested diet is followed.

About: We have loved dogs our entire lives and have cared for our own for over 7 years. Our house is filled with love and lots of toys to play with as well as a big fenced yard! One of us will be at home at all times and our big yard allows for frequent potty breaks and running around burning off energy We treat all dogs as if they are our own and know our two dogs will get along with every other dog. We have used sitters ourselves and know the importance of trusting them

“Man! Shawn really did an awesome job with my two dogs. I was extremely anxious about how one of my dogs would do considering her high anxiety and Shawn took all the cues from her and eased her in nicely to have a really great day. Definitely will be using Shawn again!”


“Amanda is an AMAZING dog sitter! She took such good care of our puppy. I was so nervous to leave my puppy for the first time but Amanda did a great job keeping me informed on her day and made me very comfortable. Will definitely be going here again!”


“Hannah and her husband did a great job hosting our 1 year old husky pup, who has lots of energy! She was only there for about 10 hours for daycare but sent me many photos and updates throughout the day. We would definitely trust them to care for either of our pets again ? thank you so much!”


“Our dogs had a wonderful time with Emily and her family. Emily was a great communicator all the way through and our boys were very well cared for and loved. We will definitely be using her again!”


“Our very senior dog (18 years old) Gizmo is a frequent visitor at Laura's. Laura and her family take excellent care of him. She provides photos and updates on how he is doing. Above all else, it is evident he loves coming coming here. He makes himself at home from the moment he arrives!”


About: I grew up on a hobby farm with dogs, cats, horses, chickens and goats. I have always been around animals of all kinds. My friends and family call me whenever they need a pet sitter as I enjoy taking care of animals. I currently work from home, so I am able to have animals at my home, stay at client's homes with their pets or just stop by to check in or do walks. My work schedule is flexible. I own my own home with an unfenced yard, but I do have outdoor dog hookups and a friendly neighborhood to walk animals. My furniture is pet friendly and I always love a good snuggle.

About: I have fostered both dogs and cats in the past. From childhood to the present day, a home is not complete without some form of animal companion. I tend to be an early riser and am very flexible. Cleaning up after myself as well as your pets is my specialty. I enjoy camping and antiquing when there’s no critters to hang out with. I am familiar with many types of leash and collar. I prefer to keep a dog heeled on most of the walk, letting them run and play when it’s appropriate to do so. If you have a preferred method of control I’m happy to accommodate. I’m comfortable giving meds and have experience with all kinds of feeding. When sitting, I’d love to water your plants and get the mail-any little extras that you need. I often take my dad shopping or to doctor’s appointments, and set my own schedule with my other jobs. How long your pets can be left alone (if at all) is up to you! I’m great at following orders, especially written instructions; please tell me how you usually handle your pets so I can keep it consistent for them! I like to go for walks, and like it even more if I have company. I also always enjoy a good snuggle.

About: I am a dog person with lots of love to give to your pet! I am an outdoor person(even in the cold) so I love having a four legged friend to walk and don’t mind going for walks when it’s cold! I've previously done pet care inside my home for a different company and it was the best job ever getting to meet a new dog friends! I can't wait to meet you and your pet! I'm available all day on the weekends and Wed-Fri. (I work from home). I have two dogs of my own who are very friendly (love going to all the local dog parks) we have a big yard (currently unfenced) and lots of space for inside and outside play! I work from home Wed-Fri and have two of my own dogs. My dogs are part of my every day routine! I am also usually home all day on the weekends! I have two dogs of my own who love other dogs! I also have a play pen with lots of toys to keep your dog safe and busy if needed!

About: I genuinely treat every pet as if they were my own, focusing on their individual needs, routines, and personalities. I'm dependable, attentive, and communicate openly with owners, ensuring peace of mind while they’re away. Whether it's extra playtime, careful attention to health needs, or simply being a calming presence, I go above and beyond to make sure each pet feels safe, loved, and happy. Pet care is a natural part of my daily routine I plan my days around feeding times, walks, play sessions, and any special needs a pet may have. Whether it’s early morning walks, midday check-ins, or evening cuddle time, I make sure each pet gets consistent attention, exercise, and care throughout the day. Their well-being is always a top priority in my schedule. In my home, I provide a safe, comfortable, and pet friendly environment where pets can relax, play, and feel at home. I stick closely to their usual routines, offer plenty of attention, playtime, and outdoor walks, and make sure they have a cozy space to rest. When caring for pets in a client’s home, I respect their space and follow all instructions carefully to keep pets in a familiar, low-stress environment. I focus on maintaining their normal schedule, giving them lots of love and engagement, and keeping owners updated with regular photos and messages.

“Sarah is the best! We have dropped off our corgi puppy with her for doggy daycare multiple times and she has always been great about sending updates and tiring out our pup (with the help of her 2 dogs, Drew and Alice)! We never have to worry knowing we are leaving our dog in a loving, caring home during the day. Thank you, Sarah! Highly recommend ??”


“Hattie was awesome! She was flexible with our schedule and had great communication! Our puppy was excited to go back for a second day, and I feel confident that he was loved on and well taken care of the whole time!”


About: I have 2 dogs of my own and have grown up around them since I was little. My two dogs are a huge part of our family. I take them on walks, talk to them like they are human and give them cuddles and love. I have 2 older boys who are dog lovers and are excited to help me in any way possible. My twin girls will be the cuddles. We are excited to welcome your fur baby to our home. I am a teacher, so I am currently at home for a lot of my day. My main job is running my 4 kids to activities at night. Our day consists of going on the trail behind our house for walks and hanging out at home, or taking trips to the pool or other fun outing. Having older boys who are home too means my house isn't lonely for pets in the summer. I will treat your pets and your house as if it were my own. I will follow instructions that are given to me. If I need clarification, I will ask. I know how hard it is to leave your pet, so I will treat them how I want dogs treated.

About: Dogs have been my passion since my earliest memories. When I was a young girl, I was always training my family and friends dogs. I also would take care of my friends dogs when needed. I started to get involved with dog sports around the age of 12. In addition to this, I trained my dog to be a therapy dog. When I was 16 I started to volunteer at the Animal Humane Society in Golden Valley for a few years before going to college. I graduated from the University of Minnesota- Twin Cities with a degree in Communications and a minor in Leadership. Along the way, I took many classes to learn more about animal behavior and psychology. However, once I graduated, I was at a loss of what to pursue. It was during this time when I stumbled into working for Invisible Fence as a dog trainer. I found my true passion of training dogs through this. I have spent countless hours learning through hands on experience, shadowing other trainers, signing up for seminars/conferences and taking courses through a Pet Professional Program. In addition to this, I read countless books, listened to professional dog trainer podcasts, and watched videos. Now I run my own dog training business called Tator's Training. Pet care is about the well-being of the animal as a whole... starting with nutrition, enrichment, mental stimulation and being active. I have 3 dogs of my own that I work with every day. I target each category (nutrition, enrichment, mental stimulation, physical activity) to make sure their needs are met. I work with dogs daily and have a flexible schedule throughout the week. Every dog is treated like my own. I would never put an animal in a situation that isn't environmentally safe for them or puts them at risk. Safety involves having a safe place, being aware of what a dog is trying to tell you, having water available, following the established nutrition routine, allowing play, freedom (within reason), and providing daily enrichment.

About: Ever since I saw my first dog, I was in love! Every shape, size, color and breed (or mix!) I adore, and I love getting to know different dogs while welcoming them into my home. They are each individuals and have their own quirks, personalities and things to teach me. Dogs are the best! I am self employed as a show dog handler, so my schedule is very flexible. I am home on week days which gives me plenty of time to love on your pups! My yard is securely fenced, shaded, and nice sized for your pups to stretch their legs in. I have 4 very friendly Brittanys that love to make new friends and show them around. Dogs all get time in the house, sofa snuggle time, and can even sleep on the bed! They are securely crated inside, with soft, padded beds when I am unable to supervise.
Loving doggy day care in your neighborhood
Search Results
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.


Dayjah H.Star Sitter

“When our normal sitter for our 18 year old dog was unavailable we selected Dayjah to fill in. As our dog is old, we are very protective with him. We spike with Dayjah on the phone first. It was clear that she not only was very knowledgeable about about pet care, but even more important, she loved animals. Our dog did fantastic with Dayjah. Infact, he did not seem to want to leave when we picked him up. Dayjah has my highest recommendation in providing safe and loving care for your pet!”


Joann J.Star Sitter
“Joann is wonderful with you pups! She's very kind and attentive. Will play with them and rub their bellies to their hearts content. Both of our small dogs are very easy going when it comes to feeding and Joann has never had a problem with them. We love having Joann watch our fur babies!”


Austin & Cassie K.
“I've known Austin for years and he is truly one of the nicest people I know. I used to work with him and he was known by everyone to be polite, professional, and always on time! He has a strong work ethic and takes pride in whatever he does. He is also very neat and tidy. I also know Austin through pet sitting and as a pet parent. He has a profound love for animals and he is so kind and gentle with them. A big softie! He has lots of dog experience and I would be overjoyed if he were to watch my dog. He would definitely follow direction well as to what each individual pet needs and what rules they are expected to follow like they do at home. I wholeheartedly give my recommendation for Austin as a pet sitter as well as just a top notch person in life!!”


Shawn G.Star Sitter

“Man! Shawn really did an awesome job with my two dogs. I was extremely anxious about how one of my dogs would do considering her high anxiety and Shawn took all the cues from her and eased her in nicely to have a really great day. Definitely will be using Shawn again!”


Amanda M.

“Amanda is an AMAZING dog sitter! She took such good care of our puppy. I was so nervous to leave my puppy for the first time but Amanda did a great job keeping me informed on her day and made me very comfortable. Will definitely be going here again!”


Josie & Clint L.

“Fantastic communicator! We were all very happy with Dixie's stay. She looked like she was comfortable with you right away and that means so much! We really appreciate you!”


Hannah W.
Star Sitter


“Hannah and her husband did a great job hosting our 1 year old husky pup, who has lots of energy! She was only there for about 10 hours for daycare but sent me many photos and updates throughout the day. We would definitely trust them to care for either of our pets again ? thank you so much!”


Emily P.Star Sitter

“Our dogs had a wonderful time with Emily and her family. Emily was a great communicator all the way through and our boys were very well cared for and loved. We will definitely be using her again!”


Mackenzie G.Star Sitter

“Mackenzie was great and very accommodating. Zia did very well with both she and her dogs and cat. Would definitely use her again.”


Laura M.

“Our very senior dog (18 years old) Gizmo is a frequent visitor at Laura's. Laura and her family take excellent care of him. She provides photos and updates on how he is doing. Above all else, it is evident he loves coming coming here. He makes himself at home from the moment he arrives!”


Desiree M.
“There is no question that Desiree would be a fantastic pet caregiver. She has proven time and time again that she not only cares for my dog, but other dogs as well. She is responsible, loving, and has the perfect set up for a dog(s) of any size. She is always more than happy to take them on walks, to parks, and is always spot on for chow time. Desiree makes it a point to make a strong connection with whatever dog she is caring for. I have had my dog taken care of by her a few times and will not hesitate in the slightest for future opportunities. Highly recommend!”


Heidi L.
Star Sitter

“Heidi is a well organized, punctual and caring person who I trust with the safety and wellbeing of my four legged fur baby for the last 7 years. I would highly recommend her as your companions caregiver.”


Michelle C.
About: I am a dog person with lots of love to give to your pet! I am an outdoor person(even in the cold) so I love having a four legged friend to walk and don’t mind going for walks when it’s cold! I've previously done pet care inside my home for a different company and it was the best job ever getting to meet a new dog friends! I can't wait to meet you and your pet! I'm available all day on the weekends and Wed-Fri. (I work from home). I have two dogs of my own who are very friendly (love going to all the local dog parks) we have a big yard (currently unfenced) and lots of space for inside and outside play! I work from home Wed-Fri and have two of my own dogs. My dogs are part of my every day routine! I am also usually home all day on the weekends! I have two dogs of my own who love other dogs! I also have a play pen with lots of toys to keep your dog safe and busy if needed!


Karen C.
“I had a wonderful experience with Karen as my dog sitter! She took amazing care of my pup, she fed him on time, took him out for walks, and gave him lots of love and attention. It was clear that she truly cares about animals and enjoys spending time with them. She was also very kind, fun, and easy to communicate with. I felt completely at ease knowing my dog was in such good hands. Highly recommend her and would absolutely trust her again in the future!”


Sarah R.


“Sarah is the best! We have dropped off our corgi puppy with her for doggy daycare multiple times and she has always been great about sending updates and tiring out our pup (with the help of her 2 dogs, Drew and Alice)! We never have to worry knowing we are leaving our dog in a loving, caring home during the day. Thank you, Sarah! Highly recommend ??”


Hattie I.
Star Sitter


“Hattie was awesome! She was flexible with our schedule and had great communication! Our puppy was excited to go back for a second day, and I feel confident that he was loved on and well taken care of the whole time!”


Michelle O.
About: I have 2 dogs of my own and have grown up around them since I was little. My two dogs are a huge part of our family. I take them on walks, talk to them like they are human and give them cuddles and love. I have 2 older boys who are dog lovers and are excited to help me in any way possible. My twin girls will be the cuddles. We are excited to welcome your fur baby to our home. I am a teacher, so I am currently at home for a lot of my day. My main job is running my 4 kids to activities at night. Our day consists of going on the trail behind our house for walks and hanging out at home, or taking trips to the pool or other fun outing. Having older boys who are home too means my house isn't lonely for pets in the summer. I will treat your pets and your house as if it were my own. I will follow instructions that are given to me. If I need clarification, I will ask. I know how hard it is to leave your pet, so I will treat them how I want dogs treated.


Donald G.Star Sitter

“Donald was fantastic with Nova! She was able to run in his backyard and he took her on walks. She came home a happy and tired puppy!!”


Janneke S.
About: Dogs have been my passion since my earliest memories. When I was a young girl, I was always training my family and friends dogs. I also would take care of my friends dogs when needed. I started to get involved with dog sports around the age of 12. In addition to this, I trained my dog to be a therapy dog. When I was 16 I started to volunteer at the Animal Humane Society in Golden Valley for a few years before going to college. I graduated from the University of Minnesota- Twin Cities with a degree in Communications and a minor in Leadership. Along the way, I took many classes to learn more about animal behavior and psychology. However, once I graduated, I was at a loss of what to pursue. It was during this time when I stumbled into working for Invisible Fence as a dog trainer. I found my true passion of training dogs through this. I have spent countless hours learning through hands on experience, shadowing other trainers, signing up for seminars/conferences and taking courses through a Pet Professional Program. In addition to this, I read countless books, listened to professional dog trainer podcasts, and watched videos. Now I run my own dog training business called Tator's Training. Pet care is about the well-being of the animal as a whole... starting with nutrition, enrichment, mental stimulation and being active. I have 3 dogs of my own that I work with every day. I target each category (nutrition, enrichment, mental stimulation, physical activity) to make sure their needs are met. I work with dogs daily and have a flexible schedule throughout the week. Every dog is treated like my own. I would never put an animal in a situation that isn't environmentally safe for them or puts them at risk. Safety involves having a safe place, being aware of what a dog is trying to tell you, having water available, following the established nutrition routine, allowing play, freedom (within reason), and providing daily enrichment.


Rose L.
“I don't know a more responsible and loving pet caregiver than Rose. We have left our dogs with her many many times and I never worry a second she has them. Rose absolutely loves animals. She is the best. I highly recommend her to anyone. You will be lucky to have Rose care for your pets.”
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1. Search
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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
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It doesn’t happen often, but if your dog sitter has to cancel, we’ll work with you to find a new sitter.
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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 Winsted on Rover as of Aug 2025 was about $35 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, 90 sitters provided doggy day care in Winsted. 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, 84% of Winsted sitters offering doggy day care respond in under an hour.
Sitters offering doggy day care with repeat customers have an average of 3 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 Winsted.
Winsted 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 Winsted 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 90 sitters offering doggy day care in Winsted on Rover, so you’re sure to find the perfect match for your dog! We understand that each dog is unique and may require specific 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.
