Dog Boarding Windsor
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Windsor, Find top rated dog boarding
“Cara was an excellent dogsitter. She communicated well, sent great photos, and made sure my older dog Cosmo was comfortable. He loved being able to sit on the couch and the bed :) We would definitely have Cosmo return to Cara's again in the future.”
“Hannah saved my wedding day!! Our scheduled dog sitter (not from Rover) cancelled on us two days before our out-of-state wedding, and Hannah not only filled in last minute, she might be our pups favorite person💖 She is incredibly warm, they took to her immediately, and we were so grateful 🙏 Got lots of photos of them just relaxing around her and were able to enjoy our wedding day stress free. Thanks so much, Hannah!!”
“Jessica was fantastic, watching with our 8yo pup while we were at a celebration in Vermont for the weekend! She was even able to take him out for a long walk/hike and sent pics—he had a great time. We will definitely seek her out next time we are in the area and need overnight care.”
“Susan & John are wonderful and took great care of our older schipperke Grimm when we have to out of town for a week. They sent video and picture updates that was a great comfort to us. We can't wait to book with them again n thank you Susan and John for your warm hospitality!”
About: I have taken care of pets and have had pets for as long as I can remember. I have two dogs and three cats! My animals are my kids! I have worked hard with my dogs to train them, as well as, one of them being my service dog. I am currently unemployed and have plenty of time to give your pet lots of time, energy and love. I truly enjoy spending as much time with animals as I can My dogs are trained to be on and off leash. I will take care of your pet in whatever way you feel is best for your pet and per your instructions.
About: I've taken care of food, play, walks, and medicines for dogs. I love spending time with them and giving them the attention they deserve. I've also spent time at shelters to be with the dogs. I've helped with dogs of all breeds and I'm excited to get to know the personality of your dog! I've done day-boarding via Rover and dog walks + house sitting for dogs in general. I have work Mon-Fri till 4:30pm and would be available 5pm onwards for your dog on weekdays. However I do have some flexibility during the week so feel free to check as per your requirement. I live in decent sized studio apartment alone. I have enough room to play, feed, and keep the dog company. The apartment building is pet-friendly, safe, and has a dog park along with walking paths around it so there is enough area for me to take the dog for a nice walk. There is also a shorter path where I can take the dog for relieving themselves immediately right outside the apartment. The building also has a nice outdoor and indoor chilling space within it where I can take the dog for some engagement.
“Elizabeth was amazing! She was extremely communicative and made me feel confident that my dog was being well cared for. She was also extremely accommodating as we came into town last minute and had some changing plans. My pup had an amazing week and it showed. Highly recommend Elizabeth for any dog care needs!”
“Our two guys had a wonderful time with Althea - lots of play outside and fun with other dogs. Althea was super communicative and we got lots of great photos. What a great time at doggy camp!”
“Our dog had an awesome time with Allaire and was very well cared for while we were away! Allaire was very responsive and sent lots of pictures and updates which was greatly appreciated. We would definitely use Allaire again for boarding!”
The median cost per night for dog boarding in Windsor is $63
Dog parents share their Rover experiences - Windsor
Cara was amazing with our Saint Berdoodle Lizzie! She was so understanding of her energetic, playful puppy personality! She sent us pictures and videos while we were away, which gave us peace of mind. Lizzie came home happy, and we were so appreciative that Cara took such great care of her, especially on such short notice.
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 October 2026, there are 75 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.
94% 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.
<b>Tip:</b> 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 VT 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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