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

“Ziggy had a great time spending the day with Jaylese for doggy daycare! They went on a nice walk and Ziggy came back happy and sleepy. She accepted my request last minute and was a breeze to work with - highly reccomend!”


“This was the first time that I used Eric. Eric and his wife were wonderful with Milo. Eric let me know that Milo was doing well and also sent a picture. Milo came home happy and tired. I will definitely use Eric again.”


About: Grew up on a farm caring for animals since my youth. now enjoy the company of visiting dogs, just like I had with my own. I currently work part-time and many situations able to bring a boarding dog with me; as I work with mostly older folks who would love the sweetness of a dog visit; considered therapy. I have a side fenced yard, safe from the road, and only do private walks in a comfortable grass field near my home, leashed and one at a time for individual attention.

“My mini golden doodle, Maple, had a wonderful time at Angela’s for daycare! She updated us throughout the day with pictures. Maple has social anxiety but she warmed up to Angela’s home and loved running around her big backyard with other dogs. I will definitely rebook in the future!”


“Karina was absolutely wonderful to work with. Everything was super clear and she took wonderful care of our fur baby. I felt confident and at ease the whole time. She has a lot of care and compassion for animals and its clearly evident by how she interacts with them. Our pup was happy as could be when I picked him up. I would highly recommend Karina!”


“Katrini and Potter have been an incredible addition to our puppy’s day! He is so excited to go to day care every single time we drop him off. Potter has an incredible temperament and is an excellent play partner while Katrini is an amazing communicator and always goes the extra mile. Leaving your puppy with someone is always hard but Katrini and Potter make it so easy. I couldn’t recommend them enough!”


About: Hi! I’m Ashley — a lifelong dog lover and trainer with over 23 years of experience in rescue, rehabilitation, fostering, and behavioral support. From puppies to seniors, shy dogs to leash-reactive ones, I’ve cared for them all. I currently live seasonally on a peaceful campground through November, which offers dogs plenty of enrichment with long nature walks, social interaction, and lots of time outdoors (weather permitting). I’m accepting: • Dog walking • Drop-in visits • House sitting • Doggy day care (1-2 dogs only) • Boarding (1 dog at a time, up to 80 lbs) As a stay-at-home dog mom living on a seasonal campground, pet care is built into my daily life. I’m available most days for walks, drop-ins, house sitting, and doggy day care. Your pup will enjoy outdoor time, structure, and plenty of attention alongside my sweet and well-trained dog, Delilah. Your dog’s safety and comfort are my top priorities. I provide a calm, secure, and structured environment at our spacious, private corner campsite with no immediate neighbors — ideal for dogs who need peace, space, and freedom to relax. The location also allows for easy, stress-free drop-off and pick-up. I have secure tie-outs, crates, and leashes to meet each dog’s unique needs. Whether your pup enjoys structured walks, lounging in the shade, or sniffing around camp, I offer a safe, enriching experience with plenty of mental stimulation. Dogs are never left unattended, and their boundaries are always respected. My setup is flexible and tailored to your dog’s temperament, energy level, and comfort with others. Whether we’re resting or exploring, your dog will be treated like one of my own.

“Our dog Rocky loves to go to Maria’s house. Everyday Rocky runs up the steps and can’t wait to go inside. He has a great time playing with other dogs. Maria is flexible and accommodating. There were nights that we couldn’t pick up Rocky until late and she was always accommodating and flexible. I can tell that she really love dogs! We had a great experience with her and very thankful of her watching Rocky.”


“MJ was amazing with my puppy. She took great care of him. He was playing and having a blast all day that he got home straight to sleep lol. He looked like he didn’t want to leave when I picked him up so that means I can definitely trust her because he is well taken care of. She also kept me updated and sent me pictures of him. Totally happy I picked her to take care of my baby boy♥️”


“Gail is a dream! She kept my girl active and engaged and shared pictures as well. I had total peace of mind leaving my pup with her. She is also a great communicator. Highly recommend.”


About: I have a very loving home, Calm, never any yelling. I take pride on our home. I am always willing to make things work and as stressless as possible. I know it can be very hard to leave your fur baby. I am available all hours of the day to chat to make you and your fur baby feel comfortable I work from home full time, I own a septic business. My office is right in my home. If you Choose for me to come to your house, I have open availability as well. I will take very good care of your pet if it’s in my home or your home. I have two small dogs myself. We are always on walks, outside, food and water are always available. If we were to come to youtr home, i will always follow the routine you lay out for me. I will never guess on things i will always have you if i am unsure of something.

“Nell is wonderful. Super flexible with arranging time to drop off and pick up. Dizzy loves staying here. He would run down the steps to the front door! I would definitely recommend her for any pet care needs !”



About: I take care of my boyfriend’s dog when he goes work or on trip. I starts enjoying to caring of his dog and playing around. My schedule is Monday - Friday at morning or night. I can do flexible schedule and anytime whenever you need me to care of dogs. I take care of them feed, walking around until they exhausted. I do play with them all days that they deserve to enjoy on beautiful day.

“Sam had the best day ever with Rebecca and we felt comfortable knowing he was with her. She was great at communicating with us throughout the day and sending pictures. He will definitely be back for more fun.”


About: I trained my own dog from when he was a puppy. I am happy to have dogs of any age and would cater for their needs. I am a retired teacher and enjoy living in the countryside with my husband Phil and our dog Oscar. We had him from being a puppy so I'm familiar with training. I love dogs and enjoy walking every day, mostly along the Tarka Trail with my dog, Oscar. He is a gorgeous friendly chap who would happily share his home and garden with other doggie friends. We have a large secure garden, big enough to chase balls. Your dog would be part of the family along with my husband Phil, Oscar and me.


“Our young pup Hank spent the day with Rich and his three dogs. Hank had an amazing day running around Rich’s awesome backyard. Rich was so attentive, made sure to work on the commands we’ve been training, sent lots of updates, and really went above and beyond taking care of him. We can’t wait for Hank to keep going back :)”


“Angela was great! Phoebe is always a little sad and anxious away from home and Angeka really helped her settle in. She has a wonderful kindness that the animals really connect with..Phoebe really liked her from the very first. Will definitely use her again for our next weekend away”

Loving doggy day care in your neighborhood
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Jaylese H.Star Sitter

“Ziggy had a great time spending the day with Jaylese for doggy daycare! They went on a nice walk and Ziggy came back happy and sleepy. She accepted my request last minute and was a breeze to work with - highly reccomend!”


Eric L.Star Sitter

“This was the first time that I used Eric. Eric and his wife were wonderful with Milo. Eric let me know that Milo was doing well and also sent a picture. Milo came home happy and tired. I will definitely use Eric again.”


Mary Ann P.Star Sitter
“Mary Ann has had dogs all her life. She has a loving and caring personality that comes across in all her interactions with others. I'm a two year ROVER sitter and she is very familiar with how it works. I assure everyone she would be a great hostess for your loved pets.”


Briana V.

“Briana was very kind and available for my puppy. I believe Molly was very happy in her care and was given enough attention. I will definitely use Briana again in the future as needed.”


Angela & Tommy P.Star Sitter

“My mini golden doodle, Maple, had a wonderful time at Angela’s for daycare! She updated us throughout the day with pictures. Maple has social anxiety but she warmed up to Angela’s home and loved running around her big backyard with other dogs. I will definitely rebook in the future!”


Karina S.
Star Sitter


“Karina was absolutely wonderful to work with. Everything was super clear and she took wonderful care of our fur baby. I felt confident and at ease the whole time. She has a lot of care and compassion for animals and its clearly evident by how she interacts with them. Our pup was happy as could be when I picked him up. I would highly recommend Karina!”


Katie L.Star Sitter

“Katie was so awesome with our puppy. She was incredibly flexible. Will definitely use her services again.”


Katrini L.Star Sitter

“Katrini and Potter have been an incredible addition to our puppy’s day! He is so excited to go to day care every single time we drop him off. Potter has an incredible temperament and is an excellent play partner while Katrini is an amazing communicator and always goes the extra mile. Leaving your puppy with someone is always hard but Katrini and Potter make it so easy. I couldn’t recommend them enough!”


Ashley L.
“Ashley has been a close personal friend, one of my best, for over 20+ years. During this time, I’ve watched Ashley take beautiful care of all her own dogs as well as donate her own time, money and resources to help misfortunate dogs that do not have homes or in need of medical care. Ashley is patient and has always trained her own multiple dogs to be very kind, safe, friendly but also good listeners and very disciplined. I’ve cared for Ashley’s dogs while she’s been away and never had a problem and it was always a pleasure to care for her well-trained dogs. I trust her dogs around my own children and her last dog that sadly passed away, “Jameson” helped my special needs son get over his fear of dogs and now he is absolutely in love with dogs and has a good understanding on how to conduct himself around dogs of different personalities. I have no doubt Ashley would be on time and reliable and take great pride in delivering good care for whatever dogs are in her possession. Ashley would make a great rover.”


Cruz Maria D.Star Sitter

“Our dog Rocky loves to go to Maria’s house. Everyday Rocky runs up the steps and can’t wait to go inside. He has a great time playing with other dogs. Maria is flexible and accommodating. There were nights that we couldn’t pick up Rocky until late and she was always accommodating and flexible. I can tell that she really love dogs! We had a great experience with her and very thankful of her watching Rocky.”


MJ M.Star Sitter

“MJ was amazing with my puppy. She took great care of him. He was playing and having a blast all day that he got home straight to sleep lol. He looked like he didn’t want to leave when I picked him up so that means I can definitely trust her because he is well taken care of. She also kept me updated and sent me pictures of him. Totally happy I picked her to take care of my baby boy♥️”


Kimberlly C.

“Kimberlly was super communicative and very understanding of our dog Chloe's separation anxiety. Chloe had a great time with her. We would definitely book again!”


Gail S.Star Sitter

“Gail is a dream! She kept my girl active and engaged and shared pictures as well. I had total peace of mind leaving my pup with her. She is also a great communicator. Highly recommend.”


Danielle L.
About: I have a very loving home, Calm, never any yelling. I take pride on our home. I am always willing to make things work and as stressless as possible. I know it can be very hard to leave your fur baby. I am available all hours of the day to chat to make you and your fur baby feel comfortable I work from home full time, I own a septic business. My office is right in my home. If you Choose for me to come to your house, I have open availability as well. I will take very good care of your pet if it’s in my home or your home. I have two small dogs myself. We are always on walks, outside, food and water are always available. If we were to come to youtr home, i will always follow the routine you lay out for me. I will never guess on things i will always have you if i am unsure of something.


Nell S.Star Sitter

“Nell is wonderful. Super flexible with arranging time to drop off and pick up. Dizzy loves staying here. He would run down the steps to the front door! I would definitely recommend her for any pet care needs !”




Laura L.
About: I take care of my boyfriend’s dog when he goes work or on trip. I starts enjoying to caring of his dog and playing around. My schedule is Monday - Friday at morning or night. I can do flexible schedule and anytime whenever you need me to care of dogs. I take care of them feed, walking around until they exhausted. I do play with them all days that they deserve to enjoy on beautiful day.


Rebecca P.

“Sam had the best day ever with Rebecca and we felt comfortable knowing he was with her. She was great at communicating with us throughout the day and sending pictures. He will definitely be back for more fun.”


Carol W.
“Carol is warm, friendly and a true dog lover. She not only loves her own dog, she loves other people’s dogs too. Our dog absolutely loves staying with her and is so well looked after we have complete peace of mind. Any dog that is cared for by Carol will find a safe and loving home from home.”




Richard W.

“Our young pup Hank spent the day with Rich and his three dogs. Hank had an amazing day running around Rich’s awesome backyard. Rich was so attentive, made sure to work on the commands we’ve been training, sent lots of updates, and really went above and beyond taking care of him. We can’t wait for Hank to keep going back :)”


Angela W.

“Angela was great! Phoebe is always a little sad and anxious away from home and Angeka really helped her settle in. She has a wonderful kindness that the animals really connect with..Phoebe really liked her from the very first. Will definitely use her again for our next weekend away”
Over 4 pet parents in Winsted have booked doggy day care
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Select a filter and find qualifying Winsted sitters!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!
The median cost per day for doggy day care in Winsted is $40
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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.
Sitters in Winsted average 4 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 Winsted on Rover as of Aug 2025 was about $40 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, 243 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, 86% of Winsted sitters offering doggy day care respond in under an hour.
Sitters who provide doggy day care in Winsted have an average of 19 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 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 243 sitters offering doggy day care in Winsted on Rover, so you’re sure to find the perfect match for your dog! In Winsted, 96% of sitters offer daily exercise, 100% offer medication administration, and 100% 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.
