Dog Boarding Windsor
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 218 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 and Luis took such great care of our dog, Hunter. They communicated often and provided a safe and fun environment for Hunter and all dogs. Highly recommend and will be rebooking when we travel”
“We loved our sitter, Nancy L. for Hershey. Hershey had a great time and enjoyed his time with her. He went on a lot of walks. And we received a lot of pictures from Nancy. We will definitely book with her again.”
About: Hello. My name is Elaineh and I am young, enthusiastic dog lover. I have a flexible schedule, love to go on walks, and my own transportation. I promise to love your pet as my own when they are with me! I currently work part-time but my schedule is very flexible and adaptable to your needs. When I am not at work, I spent most of time at home where I spend my time studying. I have a big yard. It is unfenced but provides a large space for the dogs to run, walk around, and/or use the potty. I also have a car, so I can drive to different parks/walking trials. At home, I have lots of toys and can make homemade food if requested. If the pup simply needs love and attention, I am happy to provide that too!
“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.”
“We had such a wonderful experience with Yareisy! She took amazing care of Loki, and he clearly had the best time during his stay. She went above and beyond by writing a personalized note and sending him home with the cutest souvenirs. We also really appreciated her keeping me updated throughout his stay, which gave me so much peace of mind. We couldn’t have asked for a better sitter and would absolutely recommend her to anyone looking for someone to care for their pet!”
“My Sami was one happy tired dog when she came back home. Liz did great and communicated to me at all times which made me feel at ease and comfortable. Will recommend and use her services again.”
“We are so happy to have found Maria! Our puppy had a wonderful weekend, made new friends, and was in excellent hands. She made everything so easy for us and for our pup! THANK YOU!”
“We feel so lucky to have found Katie! She watched Mac for 3 nights and was incredibly flexible and communicative. She was accommodating of our rather last minute request and returned Mac happy and exhausted. Her house is clean and so well-equipped for a big mischievous puppy like Mac. We will absolutely be booking with her again!”
“MJ was fantastic with my baby! She was a referral from a close friend so I felt really at ease dropping remi off for a long weekend. She took time to help remi warm up to a new environment (separation anxiety), sent lots of pics and stayed in communication every day. I picked up a happy and tired pup! We’re definitely booking again, see you soon!! 💝🐾🦴”
“Mylinda is FANTASTIC!!! I immediately felt comfortable leaving my dog in her hands. She sent me lots of photos of their walks together. When I picked him up after a weekend away he was super happy. I'll most definitely have Mylinda watch my dog when I'm away in a couple of months. I would give her more 🌟 🌟🌟🌟🌟”
“We found Anita and her wonderful family through Rover, and we are beyond grateful for the love and care they provide our dogs. Donnie and Nora absolutely love staying with them, and it’s clear they feel comfortable, happy, and truly at home. Anita keeps us updated with frequent photos and messages, which gives us complete peace of mind every time we’re away. Her family is incredibly kind, and their two daughters adore our dogs—it’s so special knowing our pups are not just being watched, but genuinely loved. We never have a single worry when Donnie and Nora are with Anita, and that level of trust is priceless. We will absolutely continue booking with Anita and her family for all future needs. I highly recommend them and can say with complete confidence that your pet will be in the very best hands.”
“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!”
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.
“I had a positive experience having my dog, Pepper, stay with Ashley and her family. She was easy to communicate with, flexible with the booking, and loving in her approach to animal care. Pepper was well cared for and came back happy.”
“Jennifer was an excellent dog sitter and incredibly communicative throughout Chewie’s stay. She sent us plenty of pictures and even a video, which made us feel completely at ease while we were away on our three-day trip. It was clear that Chewie was in excellent hands and genuinely loved spending time with Jennifer and her family. By the end of his stay, we were fairly certain he wasn’t going to want to come home with us! 😊 We would absolutely trust Jennifer with Chewie again and highly recommend her to anyone looking for a caring and dependable dog sitter.”
“Maria was amazing!! Our nervous boy was in good hands! Maria was great with our big goofy dog, she gave him the love and attention he needed while we were away. She sent photos and checked in with me often. Definitely highly recommend and will use again! Thanks again Maria!”
About: Hi, I’m Cody, a lifelong pet lover and caretaker! I love giving pets the love and affection they deserve! Whether it’s attention, playtime, walks, or even car rides when they enjoy them. Every pet has their own unique personality and needs, and I believe in taking the time to get to know them so they feel comfortable, safe, and loved. Whether your pet is energetic and playful or prefers a quiet day full of cuddles, I’ll make sure they receive the individual attention and care they deserve. Your pet’s happiness and well-being will always be my top priority. I’ll treat your pet with the same love, patience, and care I would want someone to give my own, making sure they feel safe, happy, and loved while you’re away. 🐾 Hi, I’m Cody! I’m a lifelong pet lover who believes every fur baby deserves to feel safe, loved, and treated like family. Having cared for my own pets for decades, I understand how important it is to provide loving, attentive care tailored to each pet’s unique personality and needs. Whether it’s walks in the park, playtime, belly rubs, or cozy cuddle sessions, I’ll make sure your pet receives plenty of affection, exercise, and one-on-one attention. My goal is to make every pet feel comfortable, happy, and loved while you’re away. Your fur baby will receive the same love, attention, and care you would want them to have while you are away! I make sure they are set with food and water, great walks, and all the best pets and scratches! Whether it’s following instructions or just doing what’s needed, I will ensure the best care for your pet while you are away!
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.
How to book dog boarding
1. Search
Browse profiles of sitters near you who offer dog boarding.
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit.
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform.
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 of Dog Boarding in Windsor is $44 per night as of October 2026. Most bookings cost between $30 and $60 per night. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.
As of October 2026, there are 753 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 routine. Depending on the arrangements you agree on before the stay, a sitter can follow your dog’s regular feeding schedule, provide a comfortable place to sleep, offer companionship, and support their usual exercise and play needs.
96% of sitters in Windsor can provide daily exercise during dog boarding stays. Depending on the sitter, their home environment, and your dog’s needs, this may include walks, outdoor play, indoor enrichment activities, or supervised play with compatible dogs. These activities are not automatically included with every booking, so ask the sitter what a typical day looks like.
During the Meet & Greet, discuss your dog’s usual exercise and play routine, whether they can safely interact with other dogs, and any activities or restrictions the sitter should follow. You can also ask the sitter to send photo and message updates during the stay so you can see how your dog is spending their time.
Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Windsor home-away-from-home, 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 , 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 .
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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