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 172
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: 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: Gail S.
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Gail S.
Star Sitter
from
$50
per night
5.0 out of 5 stars
20 reviews
7 repeat clients
10 years of experience
Granby, CT, 06035

Gail was lovely! Very communicative and sent me photos of my dog enjoying her time with Gail and her dog, Ginger! Would absolutely book again!

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

I felt like they were very attentive. Communication was very good. They sent lots of pictures and Rome seems like he had a great time with them!

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Tatyanna P.
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: 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: Katie L.
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Katie L.
Star Sitter
from
$50
per night
4.9 out of 5 stars
158 reviews
69 repeat clients
35 years of experience
Simsbury, CT, 06070

Katie watched our dog, who is almost 2, for a couple of nights recently. I was very comfortable dropping him off and leaving him with her and her family. I love the at home experience she gave him, as opposed to kennels. Our dog is on special food and she took great care to make sure he didn’t get into her pets’ food. We will definitely use Katie again to take care of Linus.

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Erica O.
Sitter Profile Image: Ashley S.
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Ashley S.
from
$50
per night
5.0 out of 5 stars
21 reviews
4 repeat clients
29 years of experience
Windsor, CT, 06095

Firstly, Ashley is very responsive to my messages which as a customer I greatly appreciate. We needed boarding which is a service she provides. We have an older pup with some joint and anxiety issues. Ashley was receptive to my dog's needs and was accommodating. Throughout the stay, Ashley sent regular updates through to ensure us our pup was doing well. I definitely would board with her again.

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Joshua D.
Sitter Profile Image: Austin S.
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Austin S.
Star Sitter
from
$50
per night
5.0 out of 5 stars
26 reviews
11 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: 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

Kristin was amazing! Her and her family were so welcoming and sweet with my puppy Rue. She was very communicative and shared lots of photos. We’d love to have Rue stay again!

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Emma W.
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
257 repeat clients
30 years of experience
Simsbury/Avon/Canton/Hartford County, CT, 06070

Once again my boys have come back happy and healthy - I was so worried about leaving one of my dogs as he had a bad back and on medication but I couldn't have left him in better hands. Outstanding care and you really do treat my dogs like they are part of your family.

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Lisa S.
Sitter Profile Image: Renata G.
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Renata G.
from
$55
per night
5.0 out of 5 stars
22 reviews
8 repeat clients
15 years of experience
Vernon, CT, 06066

Dash had a wonderful week long stay at Renata’s home. Plenty of exercise and outdoor time on their beautiful property on the lake. Would absolutely trust to take care of our dog again in the future. Highly recommend!

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Michael P.
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

Harvey had another amazing stay with Kristin! He had the time of his life going on hikes, learning to swim, and playing with Kaia and the other dogs under Kristin’s care during his time there. Kristin was in constant communication with us, sending us updates and pictures daily. We can’t thank Kristin and Mark enough for making Harvey feel like part of the family while we were away for 8 nights.

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Courtney Z.
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.

Sitter Profile Image: Brittany R.
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Brittany R.
Star Sitter
from
$42
per night
5.0 out of 5 stars
175 reviews
77 repeat clients
10 years of experience
ENFIELD, CT, 06082

Brittany was great. She kept us up to date with pictures and videos. Our dog seems very happy with her and was perfectly fine when we picked her up. We would use Brittany again without hesitation.

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Joaquin C.
Sitter Profile Image: Andrea C.
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Andrea C.
from
$40
per night
5.0 out of 5 stars
4 reviews
2 repeat clients
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: Janelle B.
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Janelle B.
Star Sitter
from
$65
per night
5.0 out of 5 stars
103 reviews
22 repeat clients
30 years of experience
Glastonbury, CT, 06033

Janelle was amazing with our Jimmy, yet again! I feel so comfortable leaving him at her house with her sweet family. I know that I do not have to worry about him at all. It's a great feeling to have, as a dog owner.

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Taylor H.
Sitter Profile Image: MJ M.
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MJ M.
from
$55
per night
5.0 out of 5 stars
140 reviews
66 repeat clients
20 years of experience
Simsbury, CT, 06070

I felt very comfortable leaving my 12 year old border collie with MJ for a week. Sadie is very attached and gets very depressed when away from me. She felt at home and relaxed. I would highly recommend MJ.

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Jim M.
Sitter Profile Image: Austyn D.
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Austyn D.
from
$40
per night
5.0 out of 5 stars
9 reviews
2 repeat clients
12 years of experience
Bolton, CT, 06043

Joy had a great time with Austyn & her puppy Sophie. She took good care of her and sent regular updates and pictures. Will consider her again for future boarding.

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Rumi D.
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:)

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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

Grover had such a great time. Nancy was fantastic, great at communicating and sending updates, and made sure that Grover was happy and comfortable.

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Emily M.
Boarding
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

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
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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

    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 pet boarding - Windsor

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Sitters in Windsor average 11
repeat pet boarding clients

FAQs for Boarding - Windsor

Frequently asked questions about Rover

The average cost for Pet Boarding in Windsor on Rover is $44.4 per night (as of August 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 779 sitters on Rover for Pet Boarding in Windsor. About 92% 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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