Dog Boarding Windsor
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 118 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.
“If you are looking for a dogsitter in the area, I highly recommend that you check out Luis and Alan. We scheduled a meet and greet, and they were the most gracious of hosts. All the humans chatted inside while the dogs got to socialize with each other in the huge, fenced in back yard. There is so much room for all of them to run and play. It's obvious that Luis and Alan love dogs and enjoy what they do. They are also very prompt with communication and they'll send you pictures every day.”
“Kathryn and Jeremy took excellent care of our dog Max while we were away for a week. From our first meeting with them, it was clear that they had experience taking care of dogs and were very understanding and knowledgable about our dogs unique care needs. We felt so comfortable leaving Max with them and when we picked him up it was clear he LOVED his time there and can't wait to see them again! Thank you Kathryn and Jeremy for taking such great care of Max!”
“Christle was very good with keeping us updated on how Rosie was doing. This was our first time boarding our puppy and we would go back to Christle again! Rosie even left with a bag full of treats! Thank you so much for watching our Rosie”
“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!!!”
“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.”
“Ricky did a great job , got my boys back healthy and happy . He provided updates with pics and was really responsive. Trust that Ricky will take care of your pet . Will definitely have him look after my boys again.”
“Jennifer and Inam were such great caretakers! I had a last minute trip for work and they were so flexible and accommodating on very short notice. I interacted mostly with Jennifer and I could tell how much love and care she pours into all the dogs. My pup was so sad to see her leave when it was time to go! Thank you for taking such great care of Olivia!!”
“Triba toon care of my sweet 5lb yorkie while I flew home to Florida. She was super nice and sent me lots of pictures if their time together. Would highly recommend”
About: I’ve been taking care of pets since I was a teenager and I love being around animals. They have a way of raising your spirit. I currently work a full-time job and would be free on the weekends or after 3 PM on the weekdays. I’m also free most holidays. I make sure to follow whatever rules are given to me by the owner so that they feel comfortable, letting me take care of their best friend.
“Katie and her family took wonderful care of our pup. We felt very comfortable leaving her in their care for the week and would definitely choose her to care for our dog again!”
“Great person!!! She took pictures while my dog was there. I was able to communicate with her without a problem. She let me know how my dog was doing. My dog seemed tk have had a blast. Thank you soo much for taking care of my tip.”
“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”
“Liz was amazing with our little dog Fiona. We received daily updates and pictures and she went above and beyond to make sure our girl ate (she gets nervous in new situations and won’t usually eat but Liz took the time to try different things until it worked). It was such a comfort to know our baby was in such good hands while we were away. We will definitely book again 😊”
About: Dogs have been a part of my life for as long as I can remember, and caring for them is something I genuinely love. I’m a stay-at-home mom, so I have plenty of time to give your dog the attention, companionship, and affection they deserve while you’re away. We currently have a sweet 9-year-old small dog who has been part of my life since puppyhood. I personally raised and potty-trained her, so I understand the patience, consistency, and care that goes into helping a dog feel safe and comfortable in a new environment. I’ve also cared for many of my friends’ and neighbors’ dogs over the years. When your dog stays with me, they won’t simply be “boarded”—they’ll be welcomed into a loving home. From the moment they arrive, I’ll treat them like one of my own, with lots of love, attention, playtime, and companionship. I’m dependable, responsible, and will make your dog’s comfort and happiness a priority. I know how hard it can be to leave your pet with someone else, and my goal is to give you peace of mind knowing your dog is being cared for, loved, and treated like family while you’re away. I’m a stay-at-home mom, so I have plenty of time to give your dog the attention, companionship, and affection they deserve while you’re away. As a result, my schedule is quite flexible to meet the needs of you and your fur baby I have a very large yard and a 9 year old gentle, sweet dog. Although I have a large yard, I always keep my dog leashed and I would do the same for yours to ensure safety. My home is on a quiet cul-de-sac in a private neighborhood that is perfect for walks.
“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!!!!”
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
1. Search
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Popular requests for dog boarding - Windsor
Select a filter and find qualifying sitters offering dog boarding.Sitters in Windsor average 11 repeat dog boarding clients
FAQs for Boarding - Windsor
Frequently asked questions about Rover
The average cost for Dog Boarding in Windsor on Rover is $54.96 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 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 September 2026, there are 769 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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