Dog Boarding Windsor
Find a loving dog sitter to watch your dog overnight at your sitter's home.
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.
“Thanks for taking such good care of Zane during his multiple stays with you . We leave , worry free, knowing that he is safe & in good hands! Your expertise and knowledge of dogs is appreciated.”
“We feel so lucky to have found Charlene. Our two dogs instantly took to Charlene at the meet and greet and gave her lots of kisses. We felt totally at ease leaving our dogs with her . Our one dog was very nervous the first day and had an upset stomach and Charlene and her husband took extra good care of her and kept me updated on her and my other dog . Both her and her husband let our dogs sleep right next to them . When we pulled up to pick our dogs up our one dog was cuddled right next to Charlene giving her kisses . We can’t thank you and your husband enough for taking such good care of our babies . It is such a relief to us to have found such a wonderful sitter and will definitely always have you watch our babies . Thanks a million for the great care you gave our dogs Donna N and Frank”
About: i grew up living with 4 dogs and multiple litters of puppies. i love grooming my dogs, training them and cuddling with them. my old landlord had a dog that he never took care of so i took care of her everyday until she sadly passed away. i have two dogs i take them out every 2-3 hours. i sometimes take them to fields so they can run around and play for a few hours. i make sure my pets have food and water at all times. i give them baths and clip they’re nails when needed and give them lots of love and play with them. i do have a crate but only use it when i need to.
About: What sets me apart is the genuine love and personal attention I give every pet. After 15 years caring for my toy poodle, Ginger, I understand how much trust it takes to leave your beloved pet with someone else. I provide patient, dependable, and personalized care while making sure every pet feels safe, comfortable, happy, and loved. As someone who is currently unemployed, I have a flexible schedule that allows me to dedicate plenty of time to pet care. I can work around your pet’s routine and provide reliable, attentive care while you’re away. I provide a safe, calm, and loving home where pets can feel comfortable and cared for. I follow each pet’s routine, including feeding, walks, playtime, potty breaks, and plenty of attention. I treat every pet like family and make sure they receive the patience, love, and care they deserve.
“Elizabeth was great! Organized and responsive! She and her family truly let Coach be a part of theirs! In fact, when my dog’s stuffy lost an arm, she sewed it back on for him. Updated were helpful. Coach came back a happy pup!!”
“Luann was such a perfect fit to watch our Mabel. She is great with dogs, has a beautiful home, and huge fenced yard for outdoor activity. She graciously provided us with pics and videos while we were away which we appreciated. So thoughtful. We will definitely be booking again in the future!”
“Emily was wonderful. Ozzy was loved, and cared for. We got photos of him being cuddled and content where he had obviously worked his was up under her sweatshirt!💕 We will definitely use Emily again when we are in the area!”
“Coop had just a fun time! As happy as I was to have him come home, I know he was sad to leave his new friends! It was so cute to see Justin's little girl with his leash walking him!!! Besties for life!! Would recommend Justin and his family to anyone!”
The median cost per night for dog boarding in Windsor is $50
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 10 repeat dog boarding clients
FAQs for Dog Boarding - Windsor
Frequently asked questions about Rover
As of November 2026, there are 62 sitters on Rover offering Dog Boarding across Windsor. Enter your ZIP code to see which available sitters are closest to your home.
If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.
The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.
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.
100% 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, 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.
Yes, you can find sitters who have experience with handling special pet needs in Windsor. On Rover:
- 89% of sitters can help with special care needs
- 98% can help with giving oral medications or injections
- 100% can help with daily exercise
You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.
Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.
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 NY 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.
Adding another pup to the pack? Most sitters and walkers offer a reduced rate for additional dogs. You’ll find these exact rates listed under the "Services" tab on any sitter's profile. Since every dog is unique, final pricing may vary depending on the level of care required.
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