Pet Boarding Winsted

Find a loving Winsted pet sitter to watch your cat or dog overnight at your sitter’s home.

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Over 18
pet parents in Winsted have booked pet boarding

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Sitter Profile Image: ROSMERY P.
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ROSMERY P.
from
$40
per night
5.0 out of 5 stars
22 reviews
8 repeat clients
2 years of experience
Barry Square, Hartford, CT, 06114

Rosmery was wonderful with our fur baby! I received many pictures and videos of Lana. Her and her family made feel our pup like home! Definitely, we will bring Lana back.

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Mariam C.
Sitter Profile Image: Kacey R.
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Kacey R.
from
$40
per night
5.0 out of 5 stars
5 reviews
1 repeat client
20 years of experience
Burlington, CT, 06013

Very nice gentleman and his family My our dog Possum was treated like family Many thanks!!

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Gary T.
Sitter Profile Image: Kathleen D.
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Kathleen D.
Star Sitter
from
$40
per night
5.0 out of 5 stars
16 reviews
4 repeat clients
30 years of experience
Watertown, CT, 06795

We had a great experience with Kate! Our dog, Sampson, stayed in her home and was very well cared for. Communication was easy and consistent, and we felt completely comfortable knowing our pup was in good hands. Sampson is pretty easygoing, but it was clear he was treated with attention and kindness. We will definitely book with them again.

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Jessica V.
Sitter Profile Image: Laura A.
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Laura A.
from
$65
per night
5.0 out of 5 stars
29 reviews
8 repeat clients
7 years of experience
Burlington, CT, 06013

Laura was great with our pups! She accommodated our pick up and drop off times and sent lots pic pictures and videos. Her house is very nice and she has a big backyard on a lake. My dogs were so happy and at home with her.

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Christina W.
Sitter Profile Image: Morgan S.
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Morgan S.
from
$50
per night
5.0 out of 5 stars
18 reviews
5 repeat clients
7 years of experience
Enfield, CT, 06082

Morgan was super helpful when I needed a sitter on my road trip! She was so good with Molly and helped out extra since Molly wasn’t feeling the best on my trip and eating irregularly

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Elizabeth R.
Sitter Profile Image: Carmela A.
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Carmela A.
from
$35
per night
5.0 out of 5 stars
6 reviews
1 repeat client
25 years of experience
Agawam, MA, 01030

Carmela was super nice with my elder dog. My chihuahua suffered violence from a teenager and now his behavior is not the best. Carmela was so comprehensive and knew how to manage him to keep him feel safe in her home. I am so thankful that she received my baby in her home for the time I had to travel.

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Virginia G.
Sitter Profile Image: Heather R.
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Heather R.
Star Sitter
from
$42
per night
5.0 out of 5 stars
45 reviews
25 repeat clients
22 years of experience
Feeding Hills, MA, 01030

Heather was fantastic! I needed a last minute booking and she and her family were superb. My pup came home so happy and content!! Thank you!! Would recommend Heather to everyone.

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Lisa C.
Sitter Profile Image: Jennifer M.
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Jennifer M.
Star Sitter
from
$65
per night
5.0 out of 5 stars
66 reviews
36 repeat clients
13 years of experience
Watertown, CT, 06779

I can't say enough great things about our experiences with Jennifer. I've left my dog Peachy with her 3 times now, this last time being over a week. I got so many picture and video updates throughout and I could see how comfortable and happy my Peachy was. Jennifer and her daughter are so wonderful with her and I am very grateful to have found them. The peace of mind I have now while I'm away that my dog is well cared for is worth so much. Also, Jennifer was highly communicative and very flexible when my schedule needed to change last minute. I won't leave Peachy with anyone else now!!

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Megan Z.
Sitter Profile Image: Wendy s.
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Wendy s.
Star Sitter
from
$50
per night
4.9 out of 5 stars
215 reviews
57 repeat clients
10 years of experience
New britain, CT, 06052

Lennox came home happy and exhausted. A good sign she had a great time with Wendy and her new friends! I appreciated how quick Wendy was to respond and the great care she gave our pup!

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Leah G.
Sitter Profile Image: Yajaira R.
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Yajaira R.
Star Sitter
from
$38
per night
5.0 out of 5 stars
189 reviews
94 repeat clients
4 years of experience
Waterbury ct, CT, 06708

Yajaira watched my baby girl for a week when i left for a cruise. I had limited service and was a bit on edge since i had to find a last minute sitter since my girls last sitter moved to another state. Yajaira made me feel comfortable and kept me updated as much as she could. Genesis also became comfortable with her which made me even more comfortable :)9

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Tiarra F.
Sitter Profile Image: Anita A.
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Anita A.
from
$50
per night
5.0 out of 5 stars
55 reviews
17 repeat clients
13 years of experience
Newington, CT, 06111

Anita and her family sent photos and stayed with me on text letting me know how she was. She was very happy to help us and gentle with our husky who gets anxiety away from us! She is now the permanent person to care for our pup when we go away! Thank you Anita if I could give 10 Stars we would!❤️❤️❤️

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MFR P.
Sitter Profile Image: Araceli & Uciel C.
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Araceli & Uciel C.
Star Sitter
from
$40
per night
5.0 out of 5 stars
44 reviews
11 repeat clients
17 years of experience
New Britain, CT, 06051

I would definitely use Araceli again in the future! She sent me photos while I was away, and kept me up to date with how my baby was doing. My dog seemed happy with her.

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Ivy E.
Sitter Profile Image: Christle O.
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Christle O.
from
$50
per night
4.9 out of 5 stars
105 reviews
38 repeat clients
6 years of experience
East Hartford, CT, 06108

I can’t say enough wonderful things about Christle! From the moment I met her, I fell in love with her beautiful yard and her sweet dogs — it’s truly a dog paradise. I have a very anxious pup with lots of different triggers, and Christle was amazing at helping me feel at ease. Over the two weeks my dog stayed with her, she sent updates and reassured me that my fur baby was doing great and adapting well — which really speaks to her and her family’s incredible patience and care. I am almost at disbelief with how well my dog was doing in her home! It was so clear that she treated my dog like one of her own — she completely spoiled her in the best way possible! From providing cuddles to sharing her canned food with my dog, it is clear that Christle is passionate about going above and beyond the dogs who come through her home. It was such a relief to know my pup was in such loving hands. I’ll 100% be booking with Christle again — she’s the best! 🐾

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Joyce C.
Sitter Profile Image: Amira G.
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Amira G.
from
$35
per night
5.0 out of 5 stars
4 reviews
1 repeat client
8 years of experience
Enfield, CT, 06082

Amira was awesome. She handled our “troublemaker “ great.

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Iwona B.
Sitter Profile Image: Julie T.
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Julie T.
from
$55
per night
5.0 out of 5 stars
10 reviews
1 repeat client
25 years of experience
Bristol, CT, 06010

About: I’ve had pets my whole life, from dogs and cats to hedgehogs, lizards and birds I can take care of anything! I currently have a Sphynx named Simon and a pair of Sugar Gliders, Kiwi and Roo! I have a very flexible schedule which allows me to be able to offer my services at anytime anyday. I work part time and can create my own schedule. I will take care of your pets the same way I take care of my own, our pets are family members and have a special place in our hearts. Your pets will be in good hands with me!

Sitter Profile Image: Anna P.
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Anna P.
from
$45
per night
5.0 out of 5 stars
36 reviews
10 repeat clients
3 years of experience
Burlington, CT, 06013

Anna was very attentive, kind and obviously portrayed that she wanted to care for our fur baby. Our dog can be a little difficult with strangers and it seemed that she felt very comfortable there! Definitely recommend.

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Julia & Noah D.
Sitter Profile Image: Sonya P.
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Sonya P.
from
$50
per night
5.0 out of 5 stars
7 reviews
3 repeat clients
10 years of experience
Bloomfield, CT, 06002

Prompt communication, asked tons of questions and to give my dog the best experience. He came home tired and happy! Will definitely use Sonya again!

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Melissa M.
Sitter Profile Image: Anna P.
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Anna P.
from
$55
per night
5.0 out of 5 stars
2 reviews
3 years of experience
Simsbury, CT, 06089

About: l've always loved animals and have several years of experience caring for dogs, including my own French Bulldog. I've cared for dogs of different breeds, ages, and personalities, so I understand that every pet has unique needs. Whether your dog is playful, shy, or needs a little extra patience, l'Il make sure they feel safe, comfortable, and loved. Friends, family, and people I know trust me with their dogs because I care for every pet the same way I'd want someone to care for my own, with kindness, patience, and lots of love. I'Il always follow your instructions carefully and keep you updated with photos and messages, so you can have peace of mind while you're away ❤️ I’m a full-time college student, and most of my classes are online, so I have a flexible schedule and plenty of time to give your pet the attention they deserve. I enjoy spending time with animals, whether that’s going for walks, playing, or just keeping them company. I’ll make sure your pet feels loved, comfortable, and well cared for while you’re away. Although I don’t have a fenced yard, I live in a quiet, dog-friendly neighborhood with great walking areas. Dogs receive regular walks, potty breaks, playtime, and lots of attention throughout the day.

Sitter Profile Image: Mylinda G.
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Mylinda G.
from
$45
per night
4.8 out of 5 stars
25 reviews
6 repeat clients
10 years of experience
Farmington, CT, 06032

Mylinda was a great dog sitter for Dino and Toby! Will definitely be a returning customer. Mylinda did a great job keeping in contact with me throughout the weekend and keeping me updated about the dogs!

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Albert T.
Sitter Profile Image: Tyler G.
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Tyler G.
from
$45
per night
5.0 out of 5 stars
4 reviews
20 years of experience
Collinsville, CT, 06019

We were so happy with the care our dog received staying with Tyler! She went on daily reservoir walks, had lots of playtime, snuggles and attention! We received several pictures a day and it was clear how much love and attention our dog received. I would definitely rebook!

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Elizabeth S.
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The median cost per night for pet boarding in Winsted is $50

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  • 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?

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  • 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 pets like family

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Popular requests for pet boarding - Winsted

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Sitters in Winsted average 12
repeat pet boarding clients

FAQs for Boarding - Winsted

Frequently asked questions about Rover

The average cost for Pet Boarding in Winsted on Rover is $88.33 per night (as of September 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Pet Boarding easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Pet Boarding. For more information on service fees, click here .

There are 666 sitters on Rover for Pet Boarding in Winsted. About 91% of Winsted sitters can respond to requests in under 60 minutes. Whether you’re planning ahead for holidays, need last-minute care, or need same-day coverage for an urgent trip, you can message multiple sitters at once to find available care.

Once you find the right match, you can arrange a Meet & Greet to ensure they are a perfect fit for your pet’s personality before confirming.

If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.

The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.

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 pet, 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.

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 .

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. Cats may be required to have Feline Viral Rhinotracheitis and Rabies up to date.

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

Emergency support is available by phone or email in English 24/7. When an incident occurs, we recommend that sitters contact our Trust & Safety team immediately so that they can connect your sitter with a board-certified veterinarian or offer other resources to help.

If a sitter needs to cancel at the last minute, Rover’s reservation protection means our team will work with you to find a suitable replacement as quickly as possible.

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