Dog Boarding Windsor
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 22 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.
“Krista is excellent. She was so sweet in taking care of my dog, who immediately took a liking to her and trusted her. He is usually timid with new people, but Krista was able to build trust with him immediately. She sent us updates and photos all throughout his time with her. 5/5!”
“We have used Kara many times and are so thankful for her! JJ always come back tired from playing and having so much fun. We will definitely continue to use Kara going forward - thank you!!”
“Super nice I’m sure Annabelle loved her stay!! Communication at its finest!!! It was Annabelle’s first time staying with a stranger and Alexis made her feel at home!! would book with her again❤️❤️❤️”
“Lauren and her family were absolutely wonderful with Mercury! She had a fantastic time staying in their beautiful home. I felt completely at ease knowing she was in such good hands. The picture of her smiling made my day! Highly recommend!”
“This was Teddy's second time with Ashley and Jerrell and it was amazing! They are super responsive and helped my baby become more comfortable around dogs. They are great!”
“This was our first time booking with Amy. I’m always nervous to leave my dog with new people, but Amy and her husband were very nice and reassuring. Made me feel at ease leaving him with them. She sent me pictures thru out the stay which I loved. He seemed to be pretty happy there and had a good time. He loved the fenced in yard. We would def take our Charlie back there again.”
“Lisa was wonderful. She sent me updates and pictures throughout Emerson’s stay! Prior to confirming booking she went out of her way to give me a phone call to get to know his routine and him as a pup so she could make sure she was was best suited for him which I appreciated. He will be 6 years old at the Enzo f this month and this is the first time he has been boarded/staying with someone outside of my family/ friends. This experience so far has been a good one which made it easier to enjoy the vacation knowing he was being loved and cared for.”
“I would definitely recommend Sarah for watching your dog. She took such good care of my Murphy while I was away on an unexpected work trip. Sarah sent lots of pictures and updates. Murphy seemed right at home there on her big comfy couch.”
“My dog Piper loved her stay with Cynthia! She was welcoming, communicative, sent me pictures, and overall I would highly recommend her as a dog sitter! When I am in town, I will definitely reach out to Cynthia again!”
“Brionna was very responsive and was great with our Maple! She kept in contact with us by sending photos and videos. I would recommend her to anyone and will be booking with her in the future when needed! She definitely treats your pets as her own!”
“Alexis was very easy to work with and communicated well with us. She took great care of our dog while we were away and updated us with texts and photos. We would definitely recommend her! Her kids were an added bonus for our dog to cuddle and play with!”
“Deb & her family were great with my boxer! Her other animals got along great with my dog and she provided updates, to include pictures. Highly recommend Deb! Thank you!”
“Amy and Patrick took wonderful care of our 7 month old pup. They have great communication, love for animals and are kind and wonderful people. Very highly recommended. Thanks for taking the best care of our puppy so we could have a great stress free vacation knowing she was well loved!! Thanks for the daily updates as well!!”
“This was the first time using Rover… Vicky was absolutely a dream. My dog’s loved her family and her little girl Nova! (her dog) slept with my little Frenchie all night she kept me updated on what they ate and I felt very comfortable leaving my dog’s for the first time with someone new…. I will be definitely be leaving my dogs with her and her family again!”
“Lauren & Doug are the BEST! They gave my puppy all the love & care as if he was part of the family. This was my first time needing a dog sitter and using Rover. I would HIGHLY recommend Lauren. She sends the perfect amount of photos & videos throughout each day. I knew that my pup was having a great time!”
“This was our first time using Rover service ever. So still very new to the experience. It seems like everything went well and we are glad Jenny took good care of our dog 🐶”
“This was our first time using the Rover app and meeting Megan and Vince. They are a wonderful couple who are dedicated to furry friends. They watched our two dogs, Harper and Elsie from Friday morning until Monday afternoon and they sent us lots of pictures and videos. I must say both dogs looked extremely happy and tired. I will definitely be contacting them again for future dates and will be sad if they're not available.”
“Thank you so much for taking such phenomenal care of Snoopy! You completely put our minds at ease from the start. The daily photo updates were great and put our minds at ease. It was clear that he was in good hands. Snoopy came home happy and relaxed and we will definitely be booking again!”
“Deanna is such a great dog sitter! She and her lovely family took such great care of Romee. Romee had walks, plenty of playtime—just a perfect situation. Knowing Deanna was taking care of Romee allowed me to truly relax and not worry a bit while I was out of town. I’ll be rebooking with Deanna! Absolutely recommend.”
The median cost per night for dog boarding in Windsor is $45
Dog parents share their Rover experiences - Windsor
Our Willow was so well cared for this weekend by Lauren and her family! They kept her usual routine even sharing scrambled eggs at breakfast. She was happy and comfortable her whole stay. I loved all the updates and pictures. Thank you so much! Highly recommend!!
Michele seemed to get along very well with Charlie right away. She regularly sent messages and pictures to us which we enjoyed receiving because they were humorous and also gave us information on what and how he was doing. She was flexible and worked with him on his sometimes unpredictable eating habits, his fear of fireworks, and his quirky personality. Charlie is very attached to us, but we felt that he was content with being with her and was fine on arriving at home which is a good sign that his visit went well. We would be happy to have Michele watch him again.
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
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
The average cost of Dog Boarding in Windsor on Rover is $44 per night as of October 2026. Most bookings cost between $33 and $45 per night. 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 839 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.
93% 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.
<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 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 PA 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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