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.

“Dawn did a great job! She sent updates with pictures daily, which we really appreciated. It was nice having someone that you could tell really enjoyed what she does! We had no worries leaving him.”
“Michelle was an excellent dog sitter. We knew Cookie was in safe hands while we enjoyed some Fall camping. When I got back into cell phone service on Sunday I was greeted with dozens of pictures of Cookie having fun and going for walks. He got a bath as well, and smells lovely. :-)”

“Debbie was all that our girl, Rose needed and more! We were thrilled with the care that Debbie and hubby Randy provided for her. Rose is a rescue and used to being an "only child" and Debbie worked with us and our needs. Debbie was so kind to send us pics and videos while we were away showing that Rose loved her temporary home with Debbie and Randy and she can't wait to visit again when we are away for spring break! :) Thank you, Debbie!”

“This was my first time leaving my dog for a trip let alone using Rover. Aparajita understood and helped assure me my precious boy would be safe and happy with her. I got lucky finding someone so competent with guardian breeds...and with people.”

“I was glad to have found Kim via Rover. My cousins were able to have lots of fun attending my son’s wedding knowing their fur baby Macchie was cared for very well. Kim was very accomodating! Such a good experience. Will choose her again in the future!”

“Kiersten provided a happy, loving, and relaxed environment for our doggo who is often anxious in boarding situations. Boo had a wonderful time playing with her other dogs and Kiersten took great care of her!! Will definitely use Kiersten again!”


“Megan and David are amazing! I was so nervous to leave my older girl with her high maintenance health care needs, but I was able to have a relaxing trip knowing she was in good hands. They have a ton of animal care experience and the sweetest dog who was so patient; my girl was able to fit right in with the family. They are quick to respond and gave me daily updates with pictures. I couldn't recommend them enough and hope they are available the next time my pup needs a home away from home.”

“Chris and his family were awesome! Chris communicated very well during the booking process and gave updates during Max’s stay. Max had a great time especially with the kids and came home tired from all the fun. Thanks Chris!”

“Jessica was absolutely the best pet sitter! She was so sweet and really loves animals! She has the best setup for watching them in her home! She had a nice area for my cat to be separate if he chose to from her pets - but her pets were awesome also! I highly recommend her to everyone! I had been super anxious and worried about leaving my kitty, but my mind was at ease and I could relax on vaca because I knew my kitty was being extremely well taken care of! She also sent daily pics and notes, which was so great! Thank you so much Jessica!”

“Nicole and her family were amazing with our dog, Maverick. He has some separation anxiety and he did so well in their care. They will be our go-to dog sitters from this point forward.”

“Avery was a Godsend to us!! She and her family treated Cocoa as if she was part of their family. She sent me messages throughout her stay letting us know how Cocoa was doing and little bits of information that we loved! We would definitely book her again!”

“Elisheba was wonderful with my dog. She gave me daily updates on how she was doing and sent me fun pictures of the adventures they had while I was gone. I highly recommend her as a sitter for your pet as she has a true love for animals and she will welcome them into her home and take care of them as if it was her own pet.”

“Dani and Jathan were amazing. Being able to enjoy our soccer weekend without worry of our little guy was such a relief! Such incredible people and I’m so happy we found our forever doggy sitter!!! Thank you both!!!”


“Dariana was an excellent sitter for Luna. She was responsive, flexible, and provided regular updates. Luna very clearly was happy and comfortable during her stay. I would 100% recommend her! 😊”

“Ronald and his family could not have been better sitters for our 2 labs. They were so thoughtful and provided a loving home for our pups while we were away. I will definitely continue to book Ronald on future trips.”

“Kayla is amazing with animals!!! She had Zeus for me when he was a little pup and he totally remembers her this past weekend! He’s way more to deal with but she handles him perfectly! Her patience is amazing!”

“Tasha and Joe were great! They took good care of my fur babies and sent pictures and updates everyday. Very satisfied and will definitely book with them again in the future.”
“John and Kelly took really great care of Koda! They kept us updated on how he was doing and gave us peace of mind while we were on vacation. We look forward to booking with them in the future since Koda enjoyed his stay so much!”
“Our dog had a great stay! We appreciated the thorough communication and vetting Alycia does with all dogs who stay with her. Alycia sent great photo updates throughout his stay and he got personal care and attention. Will use 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
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.FAQs for Dog Boarding - Windsor
Frequently asked questions about Rover
Rover is the largest marketplace for local pet care. Whether you're looking for pet sitters, dog walkers, or house sitters who specialize in pet sitting, you can narrow your search by entering your ZIP code to find sitters within walking distance in your neighborhood.
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.
Depending on the sitter, their home environment, and your dog’s needs, daily exercise 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.
<b>Tip:</b> 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 OH 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.

