Dog Boarding Windsor
Find a loving dog sitter to watch your dog overnight at your sitter's home.
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.
“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.”
“Opal had another wonderful stay with Kara! I love the peace of mind of knowing she is being well cared for and having fun while we are away! As always, she is flexible, communicative and caring!”
“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!!”
“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!”
“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.”
“Kathy took great care of my cat! It was my cat Lydia's first time staying somewhere new, and she made herself right at home at Kathy's. Kathy was very attentive and responsive, and Lydia loved watching the birds on the deck! I would definitely recommend Kathy and would book her for Lydia again.”
“Angelita is accommodating and her prices are reasonable. She was quick to respond to my request and she welcomed Aurora into her home with open arms. She texted me updates and photos to make sure I knew how things went. She also responded quickly to texts from me checking in. I will definitely book with Angelita again when I am in need of a sitter for our dog.”
“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.”
“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!”
“Ashley, Kyle and family welcomed Teddy and us and made all of us feel comfortable. Teddy noticed us leaving but didn't fuss much as he had a couple of children to play with. It was only a two night booking, but we were happy to receive a pic of him enjoying himself on Saturday. Pickup went smooth. Teddy and all his belongings were packed and waiting for us. Ashley gave a little report of his stay, encluding his eating and potty breaks. If we are back in the Lancaster area again, we'll be looking for Ashley & Kyle on Rover. I'm sure Teddy would be happy too. Thank you!”
“Sylvia was amazing with Ripley. I booked her for 2 days and Ripley was thrilled to have dogs to play with. Excellent communication throughout. Highly recommended!”
“I was very happy with the care our dog received while with Svitlana. I received pictures and updates. He was so happy when I arrived to pick him up. It almost appeared as though he didn’t want to leave. I will be booking with her again!”
“Melanie and her family were amazing… Daisy is exhausted from all of the fun that she had. She was kind, and sent pictures and made Daisy feel like family. We are so appreciative.”
“This was my first time using the app and Jordan made it seamless! She communicated timely and made me feel at ease leaving my baby with her for 5 days. I got pictures and updates throughout my trip and I loved that she was willing to come over and meet us prior to booking. Highly recommended!”
“Sheree did a great job taking care of my dog, Theo. She constantly kept me updated on how he was doing and sent plenty of pictures. Theo seemed to have a lot of fun with her dog Charlie. I would definitely book with her again if I’m in need of another sitter!”
“Kane had an incredible time with Jacob and his crew of amazing dogs. I got pics sent to me to where Kane was even attached at the hip with his beautiful blue eyed husky. If your dog loves to be around other high energy dogs Jacob is the sitter that you want.”
“Cynthia was wonderful with our dog Finn, and this was our first time using a sitter. Finn is very shy around new people, so we weren't sure how he'd do, but he settled in at her place and seemed comfortable the whole time. Her communication was excellent from start to finish, with updates that put us at ease while we were away. Everything went smoothly and we had no issues at all. We'd happily book Cynthia again and recommend her to anyone whose dog needs a little extra patience.”
The median cost per night for dog boarding in Windsor is $45
Dog parents share their Rover experiences - Windsor
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.
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 November 2026, there are 823 sitters on Rover offering Dog Boarding across Windsor. Enter your ZIP code to see which available sitters are closest to your home.
If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.
The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.
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.
96% 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.
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.
Yes, you can find sitters who have experience with handling special pet needs in Windsor. On Rover:
- 90% of sitters can help with special care needs
- 95% can help with giving oral medications or injections
- 96% can help with daily exercise
You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.
Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.
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.
Adding another pup to the pack? Most sitters and walkers offer a reduced rate for additional dogs. You’ll find these exact rates listed under the "Services" tab on any sitter's profile. Since every dog is unique, final pricing may vary depending on the level of care required.
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