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.
“Another successful boarding experience for our two fur babies. I can't say enough how much confidence I have in Megan and Vince looking after Harper and Elsie!”
“Alexis did an amazing job watching Gunner and Luna! She kept us updated the whole time, which gave us so much peace of mind. The dogs clearly had a great time and were happy and well cared for when we got back. We truly appreciate her attention and communication, and we look forward to working with Alexis again!”
“Kara and her husband took such good care of my puppy. They did not disappoint. They made her feel right at home. I will most definitely use them again for any future trips.”
““FOUR PAWS!!! Love Miss Lisa!!! Just don’t tell my Mom that she spoils me with walks and a couple treats every time I go there - along with all the butt scritches and belly rubs I can con out of her. Let’s make this four paws and a head tilt for a review- paws are better than stars 🌟!!!” —- Review by Annie Oakley as translated by her Mom”
“Michael went above and beyond taking care of our dog when we were away on vacation. He got sick the night before we dropped him off. We told Michael about it when we arrived and he was more than willing to take care of him. Turns out that our dog had a what appeared to be a partial blockage. Michael without hesitation was willing to take him to our vet to be diagnosed. He then faithfully gave him his medication all while communicating everything with us. We are more than grateful. Thank you Michael!”
“Courtney was really amazing. She was extremely flexible with her time and communicated often, especially as I was anxious about leaving my cat for the first time. I also booked with short notice and she was extremely accommodating. Lots of updates and pictures which is just what I needed to ease my anxiety.”
“Angelita provided the undivided, fulltime attention that Ian (and most labs) expect and sometimes demand! She was prompt with responses to my questions, followed the instructions to comply with Ian's schedule and gave Ian all the affection that he's accustomed to. I'm pretty sure that he would have enjoyed staying with Angelita a little longer. We're looking forward to his next stay with her!”
“Betsy took care of our dog Pickle this weekend. Betsy and her husband, Ron, could not have been lovelier. We felt very comfortable leaving Pickle in their care. We won’t hesitate to leave Pickle with them again when we need to go away.”
“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!”
“Cassidy and Cody are always great with Stella, and she loves being able to play with their girls and dogs. We always get her back worn out and happy! Would book again!”
“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!”
“This was the first time I had a sitter watch my dog for an overnight stay. I was nervous but after communicating with Melanie and during the meet and greet I was put at ease. While Shiloh was staying with Melanie and her family I was completely comfortable. Melanie provided daily updates via txt, pictures, and videos and was extremely responsive to my questions/comments. I will definitely use Melanie again and highly recommend her.”
“Candace was amazing with my pup! It was my first time ever using a service like this and she was amazing and calmed my anxiety! She took great care of Charlie, put me at ease and sent me pics to update me during her stay. She has great communication and was very understanding and flexible. I will definitely be re-booking with her!”
“Silvia & Roberto took wonderful care of my big baby girl. When we picked her up, it was clear that she had been well taken care of. She ate well and had fun with other dogs to play with. We have booked her again already and are very grateful for the care she gave of our Newfie!!! Thank you!”
“Chelsea is fantastic! She welcomed Churchill into her family and allowed me to relax on vacation without worrying. Daily pics kept me informed of his comfort with Chelsea and family we will definitely use her on a regular basis!”
“Sheree was soooo sweet, and so was her dog, Charley. She watched Chase for three days, and I can tell he had a good time. I will definitely book with her again in the future!”
“Cynthia took wonderful care of my cat while I was travelling for 3 weeks! Seeing the pictures of them playing and cuddling together made me feel totally at ease. She truly treated him like a part of her family. He loved it so much I don't think he was even ready to come home at the end!”
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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