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.
“Ashley&jerrell was GREAT, it was our 1st time leaving our pup for a couple days and they made it soooo easy, and comfortable for all of us. Too sending us pictures and videos and quick response when we wanted to know how he was doing. Overall just Great 🫶 thank you”
“Krista & family are so friendly & caring with our girl Bella. Bella loves her cuddle time with them. She enjoys the other dogs, playing & running in the yd. Krista sends daily pictures & info ❤️”
“Cindy and April hit it off immediately! So kind and attentive. She took her for many walks on the wooded trails behind their house. She sent us pictures of April enjoying her mini vacation. We definitely will use her again!”
“Such a wonderful experience. Loved all the pictures and videos sent. My Sasha had such a wonderful time playing with all the pups and yard. Will plan for the next stay as my dog is so happy with her stay.”
“Alexis is great! She communicates, sends pictures, is very flexible and I could just tell my girl Carmen felt like she was right at home. We will definitely ask her to take care of Carmen again.”
“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.”
“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.”
“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.”
“I gave her $170 tip total… and she well deserved every bit of it! Vicky and her family were sensational sitters to my dogs, and I will definitely if I have to or even no reason I will rebook her again !”
“This is the second time our Pups have stayed with Lisa- and we continue to be in awe of her. She’s so incredibly patient and kind with our boys- and honestly treats them like they’re her own. We’ve learned with our two visits- that we don’t have to stress about whether or not our boys are being taken care of— not only does Lisa provide updates about their day, she even sends pics/videos. The boys always seem so happy and stress-free, which definitely allows us to feel the same. Lisa truly is a gift! So happy we’ve found her.”
“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!”
“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!”
“Angelita took excellent care of our pup, Molly, while we were away on vacation. I could tell Molly was comfortable and happy from the photos Angelita shared. Angelita is incredibly kind and communicative, and we trust her to provide a safe and loving environment!”
“Betsy took excellent care of our dog, as usual. She sent regular photo updates and took him on walks as well as some special adventures. We always trust her and Ron to look after our dog as their own. He’s always comfortable and at home with them.”
“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!!
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
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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 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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