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 was absolutely amazing! She took care of Nikko last minute and made everything so easy. I could tell right away that she truly loves animals Nikko felt comfortable with her instantly. She kept me updated, sent pictures, and treated him like her own. I’m so grateful for her kindness and flexibility. I’ll definitely be booking with her again! Highly recommend!”
“Cynthia and her Husband Lance were welcoming and willing to help us out last minute. They took really good care of of dog and made him feel like home. Would 100% recommend them! Thank you again!”
“Our dog Levi had the best time! Amy and her family were so loving to our boy and kept us very well updated! Absolutely will be sending him back to play and stay again! Grateful for all they did!”
“We couldn't have asked for a better person to watch our Golden Doodle! From the moment we dropped her off, we knew she was in great hands. Lauren was incredibly attentive, providing regular updates and pictures that put our minds at ease. Our pup came home happy, healthy, and clearly well cared for. We highly recommend her to anyone looking for a reliable and caring pet sitter.”
“Another successful stay with Megan and Vincent! It was Elsie's and Harper's second time and they are already booked for three nights next weekend. I love getting the pictures and videos while I'm away! Once they walked through the gate into the backyard during drop off, they didn't even look back, not worried at all about being left :).”
“Amy and Patrick were so sweet and awesome to my 8-week old puppy, Lila, while I was away. They took excellent care of her. Amy and Patrick are friendly, responsible, and pet-loving good people. I highly recommend them for pet sitting, walking your dog, etc. I will certainly use their services again!”
“Choosing a pet sitter can be an anxious process, especially when transitioning away from a traditional kennel or veterinary boarding facility. However, our experience with Brionna completely eliminated that stress and surpassed every expectation. From the moment we dropped off our dog, Meleys, through the very end of our vacation, Brionna maintained an exceptional line of communication. Knowing that Meleys was being cared for in a traditional, loving home environment—rather than a sterile kennel—made an immense difference in her comfort level. Because Brionna is located so close to us, the familiar neighborhood environment undoubtedly helped Meleys acclimate and settle in almost immediately. The true testament to Brionna’s care was Meleys’ disposition when we picked her up. She was relaxed, happy, and it was entirely evident that she had a thoroughly positive, nurturing experience. We were able to completely unwind on our trip knowing our dog was in such capable and attentive hands. We wholeheartedly recommend Brionna to anyone looking for premium, reliable, and compassionate dog-watching services. We will absolutely be booking with her again!”
“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!!”
“Second time booking with Sarah. First time she came to pick to him up and drop him off which was so helpful since I was gone at crazy early/late hours. As always, communication and pictures were wonderful. Thank you Sarah.”
“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❤️❤️❤️”
“Absolutely amazing. She was great with our pup. She sent updates and kept us informed. I would highly recommend her. My pup had a blast. She went on walks and played with her pup. I will definitely be using her again. She was friendly and just the nicest person ever.”
“Deb is amazing at taking care of our bay boy. She treated jack like her own and made him feel welcome in her home. I would recommend Deb to anyone who needs to have there kid (dog) looked after.”
“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!”
“Jenny was wonderful. She took great care of our 2 dogs for a whole week. Our 1 dog who typically has anxiety when we're away seemed as happy as could be! We appreciated photos throughout the week!”
“This was Arthur's second stay with Betsy and Ron. We were able to really enjoy our time away and relax because we knew he was being well taken care of while we were gone, and got a picture or two most days showing him having a good time. We so appreciate the great care and attention he received! Thanks Betsy and Ron - you're the best!”
“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.”
“Just amazing! I'm a very anxious person, Kathy put me so at ease. She takes wonderful notes of each pet and is very meticulous with how she cares for your pet. She very much treats them as if they where her own. I cant wait for my pup to go back, she can't as well!”
“Tara and her husband were amazing with my girls! Bella and Violet came home exhausted and happy! They sent me picture updates and details on how they were doing. I will definitely be using them again!”
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!!
Absolutely amazing dog sitter! I couldn’t have asked for a better person to care for my dog. They were attentive, caring, and treated my pet like their own. I really appreciated the regular updates and photos—it gave me peace of mind knowing my dog was happy, safe, and doing well. I highly recommend them to anyone looking for a trustworthy, responsible, and caring pet sitter. I will definitely be booking with them again! 🐶❤️
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
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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 Dog Boarding - Windsor
Frequently asked questions about Rover
The average cost for Dog Boarding in Windsor on Rover is $43.29 per night (as of September 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 September 2026, there are 836 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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