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.
“Alan & Luis are always great with Tyson. They welcome him into their home like he was part of their family. They are flexible and I always feel confident Tyson is getting the best care when we are away.”
“Cruz Maria has taken care of our fur babies for years! Now that we no longer live in CT (now Maine!), we were so relieved that she was available to take care of our new puppy Sophia while back visiting our daughter. Thanks!!”
“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! 🐾”
“Nazim was an excellent sitter for our Coco. He was very responsive and sent lots of pics. Our dog was happy when we picked her up. I was nervous to leave her but she did great and this is an awesome alternative to boarding at a daycare.”
“Janelle and her family were wonderful caretakes of our puppy. She is very attentive to his needs and gave him a lot of attention and love. He is very happy there and we would highly recommend Janelle!”
“Nancy is phenomenal and my baby absolutely loved her. This is the first time I went away and wasn't consistently worried because I knew he was being cared for and loved the same way he would be at home.”
“Heather & Greg are FANTASTIC!! They made me feel super confident that my puppy was happy and well cared for. Their home is like a permanent mini dog park with all their sweet pups and fenced in back yard- so I knew while I was away my puppy was running and playing and safe. They even brought out a kids’ play pool when they realized she was missing her daily swims! They clearly love dogs tremendously - feel lucky to have found them!”
“Triba is the best thing that could happen with a super worried cat mom, she arranged our video calls while I was away. She loved her like her own, she is definitely becoming her foster mom permanently ?”
“Baxter loved his stay! He was very well taken care of. Spoiled actually! Communication was excellent and I knew he was in great hands. Especially thankful that he was accommodated at short notice. Thank you!”
“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!”
“Katie is a friendly person. She likes dogs. We boarded our 5 months puppy with her, and it looks like she took good care of our dog. We shall board our dog with her again, and we recommend her to other guests.”
“Liz was so great with our three dogs! All three of them can definitely be a handful at times but Liz handled them like a champ and sent lots of pictures and updates over the weekend. We could tell they had a lot of fun staying at her house and playing in her fenced in backyard — they napped the whole ride home.”
“I believe my dog had a good time thank you so much again. He is an amazing sitter and your dog will be in great care. Just don’t book him when I need him 😂. Honest guy and loves what he does.”
“Katie was so kind and caring with our sweet senior dog! Our dog needs a gentle, patient care giver and Katie was perfect for her. Katie was responsive to our messages and reliable. We will definitely board our dog with Katie again!”
“Brian was great! My dog is very shy and takes some time to warm up and he was so great at getting her adjusted. I received photos showing how she was doing and was all around very impressed. Thank you!!!”
“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.”
“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.”
“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”
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?
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 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 Dog 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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