Pet Boarding Windsor

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

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Over 154
pet parents in Windsor have booked pet boarding

Windsor, Find top rated pet boarding

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

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Sitter Profile Image: Gail S.
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Gail S.
Star Sitter
from
$50
per night
5.0 out of 5 stars
19 reviews
6 repeat clients
10 years of experience
Granby, CT, 06035

I recently had Gail take care of my dog, Dior, for a week while I was on vacation. The bond Gail and her dog Ginger formed with Dior was heartwarming. It was clear that she genuinely cared for my dog, providing plenty of love and attention. Dior came home happy and well-exercised, which is a testament to the great care they received. Safety was a top priority for me, and I felt completely at ease knowing Gail was watching over my pet. [He/She/They] followed all instructions regarding feeding and I appreciated the regular updates and photos that kept me in the loop. Overall, I couldn't be happier with my experience with Gail. I highly recommend her for anyone looking for a trustworthy and caring dog sitter.

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Tausha T.
Sitter Profile Image: Andrea C.
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Andrea C.
from
$40
per night
5.0 out of 5 stars
4 reviews
1 repeat client
13 years of experience
Manchester, CT, 06042

About: I have a 13 year old dog so i understand the patience it takes to care for animals. I am attentive and loves to play. My schedule is pretty flexible so I am able to check in with the animal frequently. I am able to check in throughout the day I have a dog who is friendly and playful with others. He’s good at walking with other pets. When visiting clients i want to follow their rules and treat their pets like they were my own.

Sitter Profile Image: Morgan S.
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Morgan S.
from
$50
per night
5.0 out of 5 stars
17 reviews
3 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: Chelsea W.
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Chelsea W.
from
$35
per night
5.0 out of 5 stars
5 reviews
4 years of experience
Bloomfield, CT, 06002

About: Hi, I am a work from home college student, I have been pet sitting for over 4 years and I have a loving toy cockapoo of my own. I have a large fenced in yard along with plenty of indoor space for cuddles, lounging, and running around. I follow pet parents routine for walk/eating allowing with optional photos/videos. I look forward to hosting your pet where dogs become family I work from home part time so I am always here with a flexible schedule to do walks, take breaks, and keep an eye on our furry friends! I have a large fenced in yard, my care depends on the pets needs, so weather they like long walks, cuddles, lounging on couch or deck, there needs will be catered to and pets will be well taken care of:)

Sitter Profile Image: Lisa D.
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Lisa D.
from
$45
per night
4.7 out of 5 stars
54 reviews
22 repeat clients
15 years of experience
East Hartford, CT, 06118

Lisa was an awesome sitter for my puppy Mattie. This was the first time I have left her for multiple nights and Lisa sent me tons of photos and was very responsive when I reached out for updates or questions.

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Thomas M.
Sitter Profile Image: Janelle B.
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Janelle B.
Star Sitter
from
$65
per night
5.0 out of 5 stars
99 reviews
22 repeat clients
30 years of experience
Glastonbury, CT, 06033

Janelle was absolutely wonderful with Bug and Bean. She took the time to schedule a meet-and-greet ahead of the weekend, which immediately put us at ease, and she was incredibly sweet, flexible, and accommodating throughout the entire stay. She kept us updated with regular check-ins and photos, which we really appreciated, and it was clear our dogs were well cared for and happy. I wouldn’t hesitate to book with Janelle again and would highly recommend her to anyone looking for a caring, reliable sitter.

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Shana A.
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: Kristin T.
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Kristin T.
Star Sitter
from
$45
per night
5.0 out of 5 stars
136 reviews
46 repeat clients
30 years of experience
Coventry, CT, 06238

Chip was so well taken care of with Kristin! We loved the picture updates. We were so happy that he was having a blast while we were away. Thank you so much!!!

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Allison M.
Sitter Profile Image: Austin S.
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Austin S.
Star Sitter
from
$50
per night
5.0 out of 5 stars
9 reviews
7 repeat clients
25 years of experience
Somers, CT, 06071

Austin was great! It was our first time and Brody had the best time. We will absolutely be using him again!! He was awesome with all the dogs and they were truly a part of his family!

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Somer A.
Sitter Profile Image: Katie L.
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Katie L.
Star Sitter
from
$50
per night
4.9 out of 5 stars
149 reviews
68 repeat clients
35 years of experience
Simsbury, CT, 06070

All good. Our dog was in good spirits so I know she had a fun time at the Katie household. It was nice to have her with some other animals to socialize with.

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J S.
Sitter Profile Image: Jacky M.
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Jacky M.
from
$40
per night
5.0 out of 5 stars
11 reviews
3 repeat clients
12 years of experience
Manchester, CT, 06042

Jacky was great taking care of Luna! Looking at the photos sent, it was clear that Luna felt comfortable being there with Jacky and Sushi. Made me feel at ease. Thank you!

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Sung K.
Sitter Profile Image: Kristin S.
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Kristin S.
Star Sitter
from
$60
per night
5.0 out of 5 stars
69 reviews
18 repeat clients
45 years of experience
Somers, CT, 06071

Kristin gave our border collie an amazing couple of days. Tons of outdoor time, tons of activity, great company with other dogs and lots of pictures/videos shared during the stay. Kristin clearly loves dogs and she made me feel comfortable every step of the way.

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Dave H.
Sitter Profile Image: Sharon F.
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Sharon F.
from
$50
per night
40 years of experience
Windsor Locks, CT, 06096

About: I've had a connection with dogs since my early childhood. Even as a young child I was the first to recognize when the family pets were "off" and in need of special care. I trained my GSD in a Schutzhund club and have a love for all dogs. My Chihuahua has taught me a different level of caring for a dog, from becoming a dog tooth brusher to chief hawk lookout on potty breaks. My day job is a half mile from home. I work 8-12, come home for an hour lunch and return to work from 1-4. I also have an adult daughter in my home who works evenings and is usually home during day time hours. I have a small fenced area outside my kitchen door. I do not let any small dog outside without a human because I am conscious of the danger hawks pose to small dogs. I have a very large, low living room window that dogs really enjoy because they can watch the world outside unfettered. There is a bed and an ottoman by the window for comfortable viewing purposes. Routines are adhered to. Guests are treated like family, welcome to snuggle on the couch or stretch out on my bed.

Sitter Profile Image: Noel S.
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Noel S.
Star Sitter
from
$50
per night
4.9 out of 5 stars
19 reviews
5 repeat clients
35 years of experience
Newington, CT, 06111

Noel and his family did a fantastic job with our puppy! They are well equipped and their our boy had a blast in their yard! Noel was amazing with sending updates and pictures. I would highly recommend!

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Jack & Drew L.
Sitter Profile Image: Cruz Maria D.
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Cruz Maria D.
from
$55
per night
4.9 out of 5 stars
398 reviews
254 repeat clients
30 years of experience
Simsbury/Avon/Canton/Hartford County, CT, 06070

Maria took great care of my two dogs. She sent lots of pictures and was very responsive by text. She has a large fenced in yard for the dogs to play and get plenty of fresh air. My dogs were well taken care of while I went to visit family for a week. I hope to book her in the future.

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Kelsey O.
Sitter Profile Image: Amira G.
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Amira G.
from
$35
per night
5.0 out of 5 stars
2 reviews
8 years of experience
Enfield, CT, 06082

About: I have taken care of family pets for approximately 8 years. I am an avid animal lover and will treat your pet as my own. I’m currently working part time and have plenty of time to play with your fur baby as well as keep to any desired schedules. I have a fenced yard with a friendly dog that will love to keep your fur baby company. I can also crate your dog if that’s preferred.

Sitter Profile Image: Ashley S.
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Ashley S.
from
$60
per night
15 years of experience
Behind The Rocks, Hartford, CT, 06106

About: I provide loving, attentive pet care, ensuring pets feel safe, comfortable, and happy while maintaining routines, exercise, feeding schedules, individualized attention, and clear owner communication. (Bilingual) Habló español Pet care fits into my routine part-time and per diem, allowing me to dedicate quality time, flexibility, and focused attention to each pet without feeling rushed. I follow each pet’s routine closely, including feeding, walks, playtime, and rest. I keep environments clean, safe, calm, and provide regular updates to owners for peace of mind.

Sitter Profile Image: Rumi D.
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Rumi D.
from
$45
per night
5.0 out of 5 stars
5 reviews
2 repeat clients
4 years of experience
Wethersfield, CT, 06109

About: I love pets, they are the cutest addition to our lives. I have a dog of my own, she is 2 1/2 years old, very playful and friendly. I have had pets since childhood and love taking care of them, we have a house and a fenced yard, hence your pup is safe to play outdoors whenever they want. They are allowed on furniture too. Will love to take care of your precious little baby 😊 I work from home few times a week and my mom stays at home full time, so someone is always there to play with your pups and to take care of them. I have a fenced yard so they are safe when playing outdoors, I can take them on walks weather permitting, if they like to sleep in their crate they can do so too, potty breaks according to their schedule and have fun indoors. Will love to give them a safe place when they’re away from home 🏡

Sitter Profile Image: Jacob K.
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Jacob K.
from
$50
per night
5 years of experience
East Hartford, CT, 06118

About: Ive been a dog owner all my life and have pet sat for many family and friends. Young or old, I love dogs and am ready to take care of your furry companion like they were one of my own. I am currently pet sitting full time, so I can watch your pet throughout the week or weekends as needed. Just walks are available throughout the day too. I have a fenced in back yard, as well as a medium sized crate for crating if needed. I currently don't have any pets of my own, but plenty of toys an activities for a fun doggy day! I also live close by a few parks and dog parks that can provide a nice field trip.

Sitter Profile Image: PISHON P.
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PISHON P.
from
$45
per night
3 years of experience
Behind The Rocks, Hartford, CT, 06106

About: Your dog is more than a pet — they’re family. We provide a warm, loving, and secure environment where your furry friend feels safe, happy, and cared for. Whether you’re away for a day or a week, you can rest easy knowing your dog is in trusted hands, getting belly rubs, playtime, and the personal attention they deserve. Because peace of mind isn’t a luxury — it’s a promise. Consider me as your on-call pet sitter. I have currently moved to California all the way from the east coast. Whenever you need me, I’m here ! How I Care for Pets in Your Home – With Safety, Trust, and Comfort at the Heart of It All When I care for your pets, whether I’m house sitting, walking them, or simply dropping in, their safety and comfort are my top priorities. I understand that every pet has a unique routine, personality, and needs — and I take the time to learn and follow your instructions closely to ensure they feel secure and loved in your absence. In your home, I maintain a calm, respectful presence, keeping your pet’s environment clean, stress-free, and familiar. I provide regular walks, playtime, feeding, medication (if needed), and gentle companionship, always with an eye on their behavior and well-being. For drop-ins and walks, I show up reliably and treat your pet like my own — keeping them on safe routes, away from hazards, and paying close attention to their body language and comfort. I always prioritize secure leash handling, water breaks, and positive reinforcement. Your trust means everything to me, and I care for your pets and home with professionalism, love, and integrity.

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The median cost per night for pet boarding in Windsor is $50

Pet parents share their Rover experiences - Windsor

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5.0 out of 5 stars

Nazim is super easy to work with, and my dogs clearly love him. In general, I don’t like leaving the dogs alone, but I feel great about leaving them with him. Nazim understands and likes dogs. Ten out of ten, would book again.

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Joe M.
Boarding
5.0 out of 5 stars

Benji was very happy. I received many pictures. I would use Nancy again. Thanks for taking such good care of him.

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Lucille C.
Boarding
5.0 out of 5 stars

Ashley and family were great!!!. My girls were well cared for. We were sent regular pic so we could feel assured. Will definitely use them again!

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Toni K.
Boarding
5.0 out of 5 stars

Fantastic pet sitter—kind, dependable, and great with our pet. Communication was excellent, and we came home to a happy, well-cared-for pet. Would absolutely book again!

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Pam W.
Boarding
5.0 out of 5 stars

Sarah did such a beautiful job taking care of Zoe and Maggi. Lots of pictures to help with my anxiousness about leaving them. Great experience for our first Rover!

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Kristen A.
Boarding
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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 pets like family

  1. 1. Search

    Browse profiles of sitters near you who offer pet boarding
  2. 2. Meet In Person

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  3. 3. Book & Pay

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Sitters in Windsor average 11
repeat pet boarding clients

FAQs for Dog Boarding - Windsor

Frequently asked questions about Rover

The average cost for Pet Boarding in Windsor on Rover is $44.4 per night (as of July 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 797 sitters on Rover for Pet Boarding in Windsor. About 91% of Windsor 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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