Dog Boarding Windsor
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 151 pet parents in Windsor have booked dog boarding
Windsor, Find top rated dog boarding
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Clifford loved his stay with Alan & Luis! The fenced in yard and friendly pups tired Cliff out; he slept for a whole day after picking him up. Thanks for taking such great care of him!”
“Christle is a truly kind and caring person who took excellent care of my dog for 17 days. It was my first time leaving my dog with a sitter, and the experience couldn’t have been better. I wholeheartedly recommend Christle to anyone looking for a trustworthy and loving caregiver for their furry friend.”
“Kathryn & Jeremy were great! Their house was cozy and friendly. Our corgi loved playing with their kids and he was definitely tired when he got home. They were great at communication and we felt our dog was safe. Will book with them again!”
“I would highly recommended Ifan! This was the first time I have ever boarded my dog Charli and he regularly updated me about how Charli was doing and provided Charli with great outdoor/indoor playtime with other pup friends as well. Ifan himself was very responsive to any messages I sent him. If I ever need to board Charli again I will definitely do so with Ifan and would suggest others to do the same.”
“Haoran was absolutely amazing! She took care of my pup for five days and was incredibly attentive and patient the whole time. I really appreciated how she took the time to observe and learn about my dog’s personality to help her feel more comfortable. Communication was excellent throughout, and my very active dog got tons of exercise — she even went on a two-hour hike that she absolutely loved! When my pup ran out of food, Haoran kindly provided her own without hesitation. My dog can be pretty anxious, but Haoran and her husband showed such patience and genuine care. I’m so grateful for her passion for animals and will definitely be booking with her again!”
“Nazim was so great!!! He sent so many pictures of my pup and she warmed up to him right away. He was so flexible when my travel plans changed and he gave me updates on how my dog was doing all the time. Thanks Nazim!!!”
“Triba was great! Super responsive, gave lots of attention to my cat, and took great care of him. She was also flexible with dates. Would definitely hire her again.”
“Ricky takes care of our boys like his own. He lives a little far away, but I don’t mind driving there because I can go do my things with peace of mind when my kids are with him.”
“Klaudia was awesome! Our elderly dog had a health crisis while she was caring for him, and she took him to the vet, was very good with communication, and really cared about our guy for 2 days while we made our way home early from vacation. Highest recommendation!!”
“Andrea took very good care of my baby, i was so nervous leaving him with someone new. But i am glad i found her. My baby was well taken care off and he seem very happy. He was treated like a family member he was taken on car rides and he was allowed to sleep on the bed. I definitely will be booking with her and her family again.”
“Katie and her family were wonderful sitters, giving updates and pictures daily as well as quick responses when messaged. They gave our dog lots of attention and cuddles, even bringing her with to their family Christmas! They also helped fill her stocking with toys and goodies, which our dog is still happily playing with. I would recommend Katie to anyone!”
“Nancy and her husband took great care of my two French Bulldogs for a weekend trip. We very much appreciated the level of communication and pictures! They came home happy and tired. Thank you Nancy!”
“Betsabeth is the best. She and Bear made Diesel feel welcomed into their house. She provided plenty of pictures and updates on Diesel's stay. I HIGHLY recommend and I am already planning our next trip! Thank you so much Betsabeth and Bear!!!!”
“Allison was amazing! She took great care of our dog and would send pictures. She also was very quick to respond anytime I reached out. Would definitely use her again! Thank you Allison!”
“Ashley was phenomenal in taking care of our puppy. She made the whole process very comfortable for our puppy and for us. She is very responsible with periodic updates with photos. Also was very careful abt the food habits and behaviors of our puppy Strongly recommend her and would definitely work with her for the next time”
“I felt very confident my dog would be very well taken care of. I’ve left him with Liz for long periods multiple times, and each time I felt at ease. It’s clear she truly cares and will treat the pets she cares for as her own.”
“inam and jennifer took care of my dog on super short notice and he seemed like he didn't want to leave when i came to pick him up! he had such a great time and they were very kind to me! jennifer even took some amazing photos of my pup. highly recommend!”
“We are so happy to find Khanh and Tommy to care for our Pluto while we are away for 2 weeks. We feel he is in good hands. He receives lot of loves and attentions like at home. My sons are excited seeing daily photos and videos of our Pluto playing with Khanh’s family and their dogs in their backyard. We will use them again and highly recommend their service! Thank you so much!”
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:)
The median cost per night for dog boarding in Windsor is $50
Dog parents share their Rover experiences - Windsor
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?
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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.
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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
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Popular requests near you
Select a filter and find qualifying Windsor sitters!Sitters in Windsor average 11 repeat dog boarding clients
FAQs for Dog Boarding - Windsor
Frequently asked questions about Rover
The average cost for Dog 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 Dog 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 Dog Boarding. For more information on service fees, click here .
As of July 2026, there are 775 sitters on Rover offering Dog Boarding across Windsor. Enter your ZIP code to see which available sitters are closest to your home.
Every sitter on Rover has their own rhythm and routine, but most will follow the flow that keeps your dog happiest. Sitters can give meals on your dog's regular schedule, provide a comfortable place for sleep, and plenty of one-on-one attention.
99% of Windsor sitters also include daily walks in the neighborhood during dog boarding stays. You can also request photo and message updates throughout the stay so you can see which Windsor landmarks or neighborhoods your dog is enjoying.
If your dog is a little shy, consider booking a one-night trial stay! This practice run can boost your and your dog’s confidence before your trip.
Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Windsor home-away-from-home, we recommend packing:
- Health and safety essentials such as their ID tags, vaccination records, medication, and emergency vet or secondary caregiver contacts.
- Food and gear such as harnesses, collars, food (portioned by day), and an item that smells like you.
- Special instructions such as a list of training cues, medical administration needs, or favorite hang-out spots in your Windsor.
Tip: You can upload your dog’s routine and medical info directly onto their profile so your sitter always has the details at their fingertips.
You and your Windsor sitter can schedule drop-off and pick-up in a way that works best for the both of you—and your dog. Most sitters offer flexible times for drop-off and pick-up but the easiest way to confirm those times will be through in-app messaging. Confirm your arrival time the day of pick-up and drop-off can also help keep the process smooth and organized.
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.
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.
By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.
If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your dog to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your dog is showing signs of possible illness.
For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.
Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.
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