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.
“Alan and Luis did a great job with my big ball of fur while I was on a business trip. They sent me lots of pictures which is and updates which is a great thing to have. They let me know how she was playing with other dogs and settling in. She has some slightly unique feeding needs and they didn't bat an eye. I was very happy.”
“Kathryn and Jeremy were great, can't recommend them enough. They were extremely communicative both before Bella's stay and during, updating us with pictures etc throughout the day. The couple are very well versed in dog behavior/needs and asked all the right questions to make us feel confident Bella was going to be well cared for and safe. When we picked Bella up she was very comfortable in their home and was resting with Kathryn and Jeremy. If you are looking for trustworthy couple to watch your pup with love and attention, this is it!”
“Hoaran was great and her communication was excellent! We appreciated that she took Roman to the dog park to make new friends! She took lots of photos and made my husky feel like he was part of that gang! He can’t wait to hang with Hoaran again!”
“Christle took great care of Peabody! At the meet and greet, she gave lots of information and answered all of my questions- I felt so comfortable leaving Peabody with her! Peabody and her dogs got along very well and had a great time playing together. When I picked Peabody up, he was so relaxed and happy. It was obvious that Christle took great care of him. Needless to say, I will be going to Christle again for any of Peabody’s boarding needs.”
“Triba was wonderful and so professional to work with! We really appreciate how she handled our dog with separation anxiety - she made him (and us) feel comfortable with a day-long boarding.”
“Corby had a wonderful time with Andrea and her family! She was great with communication and I picked up a very happy dog at the end of my trip! Thank you for taking such good care of my boy!”
“First time leaving my baby girls and Nazim made the experience so relaxing and comforting. Extremely accommodating, even took in our last minute request. Excellent communication. We even received pictures of our girls lounging, going for walks and playing in his fence in yard. What an incredible experience through and through. 5 stars for sure. Will be leaving my baby girls with Nazim when in the area. All the best.”
“Wow! What an incredible experience with Nancy and Steve! Our dog was born blind so we are very cautious about who we trust her with. We could not be more pleased with Nancy and Steve! They followed all our safety requests and instructions to the letter and additionally, spoiled our dog rotten! We understand now what people meant when they said this was like sending their dog to stay with his or her doting grandparents. Our dog was taken on multiple long walks daily and treated like royalty while in Nancy's care. We received many pictures and videos and updates every day and it was very clear our dog was very happy and safe! Nancy even played her optional brain games with her and cooked her chicken and rice just 'cause. If you have a special needs or elderly dog, Nancy's the lady for you! And if you don't, she's still the lady for you! We can't thank you enough, Nancy and Steve!!”
“We highly recommend Ricky for your pet-sitting needs! He took great care of our older Yorkie. He provided daily updates and feedback, along with photos. The feeding instructions and medication were followed without any issues, and our little one returned happy and healthy. Excellent stay :-)”
“Inam and Jennifer are so wonderful and flexible. They met up with me and my pup (Frankie) before boarding her for the weekend and were very flexible and communicative around drop off/pick up times. Frankie had a wonderful stay and is excited to go back to stay with Inam and Jennifer soon!”
“We had our dog stay with Heather and Greg for around 2 weeks (after verifying he gets along with their other pooches). Heather sent frequent photo updates and was easy to reach. Troy came back showered :-) (I'm sure he got super dirty playing), shiny and in good health.”
“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!”
“Allison was great to work with from our first contact with her – super responsive and organized. Our dog has a very specific medication schedule that Allison was able to accommodate, and we really appreciated the care she took in setting that up. We got updates while we were away, with pictures of our little guy enjoying lots of attention from the whole family! It was a great experience, and we have already booked a return stay. We would definitely recommend Allison.”
“Betsabeth created such a warm and welcoming environment that I was genuinely happy to leave my dog in her care. At first, I felt a bit nervous about trusting someone I didn't know well, but once I met her, my worries eased greatly. Throughout Diego’s time with her, she kindly kept me updated with photos and shared thoughtful insights about how he was doing, which truly put my mind at ease.”
“I highly recommend Klaudia. She did a great job with our dog, Macy. Klaudia has a kind family and two sweet dogs of her own. She sent several pictures, which I loved. I could tell our dog was comfortable and happy with Klaudia. I was worried Macy may not want to come home with us! We will definitely be coming back in the future.”
“Amazing job!! She took care of my Luna with love and care. Luna came back so tired and sleepy. She has been sleeping for 2 days now, so she must of really worked her and played with her. You can tell she had a really good time over there”
“I had a great experience with Angela and Tommy! Stella was there for several hours, and I really appreciated the updates and photos throughout her stay. She looked happy and well taken care of. I felt at ease knowing she was in good hands. Highly recommend!”
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 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 $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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