Dog Boarding Windsor
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 21 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.
“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!”
“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!”
“Our 2 pups had another great stay with Megan and Vincent! They love playing with the other dogs and roaming in their beautiful backyard. We love the updates and photos of them while we’re away. We will certainly book 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!”
“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❤️❤️❤️”
“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.”
“It was the first time we leave our dog here in the Usa...and we couldn't choose better!! Vicky and all her family were amazing with Hope...she sent us a lot of photos and video...and kept us updated with everything they did during the day...so we could enjoy our trip at best!!”
“Cindy and her husband are very welcoming and warm, their property is perfect for dogs! Cindy stayed in touch the entire time we were away, keeping us up to date on how the days went, which was so sweet and reinsured us that our puppy is well taken care of and happy.”
“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!”
“Nanci and her husband were wonderful and you can tell they truly love dogs. Molly seemed to enjoy being with them and they took her for regular walks and kept in contact with photos. We definitely plan to use them again!”
“Angelina, took great care of our two dogs. They were excited to see her when we dropped them off. They were happy to see us but ran back to Angelita several times before we left. The dogs were happy and all their bedding and bowls were clean when we got them back. We will definately use Angelina again.”
“Kathy was great!! We loved waking up to the morning updates of how our Skye was doing. Highly recommend and we will definitely be returning in the future!”
“Jenny is great! We booked her for our baby boy who is a big baby and she did great with him. She sent pictures of him and checked in. She was wonderful very nice and kind. I have officially found our dog sitter she willl be the only one from now on who will watch our fur baby. First we was kinda nervous because any time we go away Tyson won’t eat until we come back but Jenny got him to eat.Thank you so much Jenny your the best”
About: Hello! I have loved animals since I was a child, I grew up on a farm in rural Pennsylvania. As a kid, I got to see three litters of puppies be born. As an adult, I have two cats (one we found in our backyard at just a week old. I got into dog walking by accident, I was helping a lady in the community and her dog she rescued from India really liked me. She said her dog doesn’t like many people and asked if I would like to walk her some days. From then on (Dimple) and I were good friends. She was a fun companion during the day and I felt special because she took to me. I hope your dog likes me too! We live in a townhome community with great sidewalks for walking. We also have a dog park! Your pup is welcome to sleep and be wherever they feel comfortable in our house. We have 3 children who will keep your pup entertained!
“Lauren took the absolute best care of our dogs, Sadie and Molly! She kept us updated with pictures and texts, which was wonderful. This was our first time using Rover and we would not hesitate to book with Lauren through Rover again. 🙂🐾”
“Deanna & Family were wonderful Hosts to our big energetic lab. Their home, yard & location lends itself to be the perfect home away from home for your best fur friend. Communication was on point, pictures & updates were received. Highest of recommendations to Deanna & Family.”
“Betsy did a wonderful job caring for my "high-energy" dog. She took him for multiple walks per day and played with him with his toys. Betsy also sent me multiple texts and pictures of my dog during the time that she cared for him. I don't think he would have received better care with anyone else, and I will definitely contact Betsy again in the future when I need a dog sitter; she's the best! Thank you, Betsy, for treating my dog like you would your own dog! 🐶”
The median cost per night for dog boarding in Windsor is $45
Dog parents share their Rover experiences - Windsor
Lauren and Gurpreet were absolutely wonderful with our dogs, George and Boone. They were incredibly flexible with drop off when our plans changed last minute. They sent lots of pictures which showed our dogs on walks, in the backyard, and relaxing in the home. One of our dogs had an upset stomach when he was dropped off and Lauren kept me updated on how he was doing. It was much appreciated to know they were in a loving home!
Lauren and her family were fantastic! We were a late/last minute booking and had issues in our return but she was accommodating to anything we needed. Plus her pictures daily were so nice and made us feel like our girl was happy. And she came home happy. It was a great and easy experience and I would recommend her to anyone and will absolutely use her again for our next trip.
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
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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 Boarding - Windsor
Frequently asked questions about Rover
The average cost for Dog Boarding in Windsor on Rover is $42.74 per night (as of August 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 August 2026, there are 815 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.
93% 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 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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