Doggy Day Care Winsted

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

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Winsted, Find top rated doggy day care

Prices are estimates per day. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Angela & Tommy P.
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Angela & Tommy P.
Star Sitter
from
$38
per day
5.0 out of 5 stars
140 reviews
49 repeat clients
10 years of experience
Avon, CT, 06001

Rockie had a wonderful time playing chase with her new doggie friends in the back yard and came home a tired and happy pup after a wonderful day with Khanh and Tommie, She will stay with them again!

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Kitty C.
Sitter Profile Image: Nicole M.
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Nicole M.
from
$50
per day
5.0 out of 5 stars
61 reviews
19 repeat clients
20 years of experience
Torrington, CT, 06790

Nicole was very sweet. She constantly sent pictures and videos of our dogs playing and made us feel more comfortable. Our puppy had a great time and was exhausted when she got home! We will definitely use her again!

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Nicole A.
Sitter Profile Image: Katie L.
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Katie L.
Star Sitter
from
$30
per day
4.9 out of 5 stars
160 reviews
69 repeat clients
35 years of experience
Simsbury, CT, 06070

Left my baby for a trial stay. While it was hard to leave him literally crying Katie was so great about assuring me things had calmed down a few minutes later and all was good. I appreciated that peace of mind. Katie was also great about super responsive and timely communication. We would definitely reach out again.

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Melissa R.
Sitter Profile Image: Cruz Maria D.
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Cruz Maria D.
from
$35
per day
4.9 out of 5 stars
401 reviews
257 repeat clients
30 years of experience
Simsbury/Avon/Canton/Hartford County, CT, 06070

i had a hard time finding the right care for my nervous dog Juno. thank goodness someone recommended Maria! she has been a life saver for us! Juno has a safe, stimulating, and fun time there and Maria is so responsive answering all my silly questions and sending me updates and photos. 😻

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Jackie L.
Sitter Profile Image: Eric L.
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Eric L.
Star Sitter
from
$40
per day
4.9 out of 5 stars
22 reviews
9 repeat clients
55 years of experience
Weatogue, CT, 06089

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.

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Nancy W.
Sitter Profile Image: MJ M.
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MJ M.
from
$45
per day
5.0 out of 5 stars
140 reviews
66 repeat clients
20 years of experience
Simsbury, CT, 06070

Our first time having MJ take care of our puppy. She loves dogs and gave our dog some quality time while we were away. We will call on her again.

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Joel H.
Sitter Profile Image: Karina & Jared S.
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Karina & Jared S.
Star Sitter
from
$55
per day
5.0 out of 5 stars
138 reviews
62 repeat clients
23 years of experience
Barkhamsted, CT, 06063

Karina was WONDERFUL! Our dog hasn’t been boarded a lot in her life, and has been nervous when she has, but she was comfortable as soon as we walked into the yard and so calm and happy when we picked her up! Karina was so communicative before and during her stay, and I appreciate how through she was with what to bring and making sure all the dogs in her care are up to date on vaccinations. We are so happy with our stay and will definitely bring our dog back!

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Caitlin D.
Sitter Profile Image: Fiona O.
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Fiona O.
Star Sitter
from
$40
per day
5.0 out of 5 stars
41 reviews
14 repeat clients
24 years of experience
Plymouth, CT, 06786

Excellent service, was sent great pictures of Sadie and she was happy. Very accommodating. We Will use Fiona again for sure.

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Lynn D.
Sitter Profile Image: Christle O.
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Christle O.
from
$40
per day
4.9 out of 5 stars
101 reviews
36 repeat clients
6 years of experience
East Hartford, CT, 06108

Christle listened to my concerns and was very reassuring. She gave me the confidence to leave my pup with her and took great care of him. She provided me updates and pics which reassured me. I will use her again.

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Simmi C.
Sitter Profile Image: Janelle B.
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Janelle B.
Star Sitter
from
$55
per day
5.0 out of 5 stars
108 reviews
23 repeat clients
30 years of experience
Glastonbury, CT, 06033

Moose and our family absolutely adore Janelle and her kids! A very cozy, clean and comforting home for play, sleep and everything you may need for your pup for their stay! This was our first weekend at daycare and Moose is so excited every time we arrive and doesn’t even want to leave! We are so happy we found the perfect fit!

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Liz D.
Sitter Profile Image: Adrienne N.
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Adrienne N.
Star Sitter
from
$35
per day
5.0 out of 5 stars
59 reviews
14 repeat clients
14 years of experience
Wedgewood, Avon, CT, 06001

My dog had a wonderful day with Adrienne. She provided updates throughout the day and was great at communicating. Adrienne went above and beyond expecrations especially when it came to working with my work schedule.

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Lauren B.
Sitter Profile Image: Andrea P.
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Andrea P.
from
$40
per day
4.8 out of 5 stars
23 reviews
11 repeat clients
8 years of experience
Barry Square, Hartford, CT, 06114

Strongly recommend, your dog will be in good hands!

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Keshav M.
Sitter Profile Image: Noel S.
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Noel S.
Star Sitter
from
$50
per day
5.0 out of 5 stars
22 reviews
5 repeat clients
35 years of experience
Newington, CT, 06111

Noel and Martha were absolutely wonderful! Their home is perfect for fur babies and our 7mo pup had an amazing time. He was exhausted by the end of the day after all the fun and play. They kept us updated throughout the day and sent plenty of photos showing him playing, eating, and relaxing. It was such a blessing to have peace of mind knowing he was being taken care of and enjoying himself at that. We highly recommend and will definitely rebook in the future!

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Caitlin L.
Sitter Profile Image: Klaudia P.
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Klaudia P.
Star Sitter
from
$40
per day
5.0 out of 5 stars
22 reviews
10 repeat clients
6 years of experience
West Hartford, CT, 06110

Klaudia is great. Loved the photo and the video. My dog can't wait to go inside when I take her there and comes home tired. That explains it!

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Yuki F.
Sitter Profile Image: Ariadne P.
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Ariadne P.
from
$30
per day
5.0 out of 5 stars
12 reviews
5 repeat clients
13 years of experience
New Britain, CT, 06052

About: I’ve had multiple pets since I was young and always had a great love for all animals. I have had my dog since I was 6 years old and been taking care of her since then. Neighbors and family members have always trusted me taking care of their cats, dogs, bunnies, and birds and I love meeting and forming a connection with them all! I also have experience with senior and special needs as my dog had some behavioral issues in the last few years of her life and she has taught me a lot about having compassion for everyone. 🩷 My school year is over so I am currently home for the summer and will have plenty of time to take care of your pets! I also am available on breaks as well and would love to walk your dog during those times! I am majoring in animal studies with a minor in environmental studies in college and have a very strong love and passion for all animals. I have a big fenced yard for your dog to run around and play in! My both love all types of pets and are super welcoming.

Sitter Profile Image: Nazim M.
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Nazim M.
Star Sitter
from
$40
per day
5.0 out of 5 stars
74 reviews
20 repeat clients
10 years of experience
Windsor, CT, 06095

Nazim is fantastic! He is professional, communicative, and calm. My dog Duke liked Nazim and the other dogs right away. The big fenced back yard and dog-friendly home made for a perfect doggie daycare experience. I appreciated receiving photos throughout the day, and a happy dog at pickup time. Highly recommend!

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Jennifer S.
Sitter Profile Image: Michelle T.
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Michelle T.
from
$60
per day
4.9 out of 5 stars
130 reviews
57 repeat clients
6 years of experience
New Britain, CT, 06051

Michelle was so attentive and great with Aria! We are definitely booking again and trust her to take care of our little girl. Highly recommend!!

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Viviana B.
Sitter Profile Image: Brittany R.
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Brittany R.
from
$27
per day
5.0 out of 5 stars
176 reviews
77 repeat clients
10 years of experience
ENFIELD, CT, 06082

Brittany was awesome with Luna. I was a little nervous to leave Luna with someone. I felt comfortable leaving Luna with her as soon as I dropped her off. She kept me updated with pictures. My dog loves her. Luna came home happy, tired, and full.

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Tatiana N.
Sitter Profile Image: Russ & Janet W.
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Russ & Janet W.
Star Sitter
from
$38
per day
5.0 out of 5 stars
60 reviews
29 repeat clients
11 years of experience
Longmeadow, MA, 01106

Russ and Janet were delightful! They took very good care of Jack. And, they were so hospitable I felt like we had made new friends. The conversation was very nice 😊

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Everybody Loves A N.
Sitter Profile Image: Erika P.
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Erika P.
Star Sitter
from
$35
per day
5.0 out of 5 stars
364 reviews
121 repeat clients
3 years of experience
Naugatuck, CT, 06770

Maverick had a wonderful day! She shared photos throughout the day of all of his play time!

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julianna s.
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The median cost per day for doggy day care in Winsted is $40

Book with peace of mind

  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

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 sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

Meet local sitters who will treat your dogs like family

  1. 1. Search

    Browse profiles of sitters near you who offer doggy day care
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform

Popular requests for doggy day care - Winsted

Select a filter and find qualifying sitters offering doggy day care.

Sitters in Winsted average 5
repeat doggy day care clients

FAQs for Doggy Day Care - Winsted

Frequently asked questions about Rover

As of August 2026, there are 476 sitters on Rover offering Doggy Day Care across Winsted. Enter your ZIP code to see which available sitters are closest to your home.

Sitters on Rover can offer flexible scheduling, so you can coordinate times that work best for you and your pet—whether that’s early drop-off or later pick-up to match your Winsted commute.

If your schedule changes, it’s best to let your sitter know through the app as early as possible. Many sitters can adjust pick-up and drop-off times when needed.

Think of doggy day care as your dog’s fun, supervised play date that happens to fit into your workday. Day care through Rover takes place in a real home. This offers a calmer and more personalized environment for your pup.

A typical day can include companionship, one-on-one attention, and same day pick-up and drop-off. Many sitters can also offer structured routines and exercise throughout the day. For recurring, weekly day care, sitters will include photo updates so you can see your dog in their element.

Here are tips for finding the ideal day care fit for your dog:

  • For some small dogs: In-home day care can be the perfect fit. Look for sitters whose "can host" section only lists dogs weighing 0–7 kilograms and/or 7–18 kilograms. During your Meet & Greet, ask about play areas based on dog size and energy level.
  • For high-energy dogs: The ideal doggy day care can offer scheduled breaks and outdoor spaces or activities. You can also find sitters who host multiple dogs to satisfy your pup’s socializing needs.
  • For dogs who prefer human-only companionship: Use the filters "Doesn't own a dog" and "Only accepts one pet at a time" to find the right care.

Play groups can be an option when you book with a day care sitter through Rover. Many sitters do host a small number of dogs at the same time. Smaller dog packs are generally safer, more fun, and ideal for dogs who enjoy playtime but also want to relax throughout the day. When looking for your dog’s pack, check the sitter’s profile to see if they "Accept multiple clients" or have their own dogs. Then during the Meet & Greet, you can see whether your dog is a good fit for their social circle!

While each sitter sets their own vaccine requirements, staying up-to-date on your dog’s vaccines is the best way to be "boarding ready". Vaccinations help create a safe environment for all pets under a sitter’s care.

Many sitters in CT ask that dogs be up to date on core vaccines like the Canine Parvovirus, Canine Distemper, Canine Adenovirus, Bordetella, and Rabies.

By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.

Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.

Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .

The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.

All bookings are backed by the Rover Guarantee , which provides up to $25,000 in eligible veterinary care reimbursement.

A Meet & Greet is a short introductory meeting between you, your dog, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter or the new environment. During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.

Yes, Rover is well-suited for finding sitters who can care for your pet within 24 hours. With 476 sitters in Winsted, 86% respond to messages in under an hour.

You can message multiple sitters simultaneously to find the fastest available match. If you need care today or tomorrow, you can look for sitters with a "calendar last updated" notice on their profiles.

Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.

Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.

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