Dog Boarding Windsor
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 53 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.
“I can officially say King has a home away from home. I received pictures and updates while I went away for the weekend. Vania and Janiya took care of my precious cargo as if he was theirs. I’ll definitely book again. ??”
“The best!!!!! During this visit our fur baby had a birthday, Shelly threw him a birthday party!!! She treats him like he is hers. Her care and compassion for our senior guy is beyond measure. We struck gold when we found Shelly!”
“Armonee communicated regularly and accommodated our many many many requests. I feared I was asking too much in a lot of ways but she really put my mind at ease. I can tell my old puppy loved spending time with her and her family and was well loved! Thank you for your care with my fur baby!”
“It was Bandits 1st time away from us. Megan and her husband were very welcoming. They took great care of him. She very knowledgeable and loves all animals. If you need a sitter, look no further than Megan.”
“This is the 2nd time I asked for Lisa and her wonderful family to watch my Apache. It is obvious that Apache get attention and comes back sweet and ready for rest. I love that they have King and a huge yard. Thank you again.”
“Louis comes home happy after spending time with Julie and Kenneth. They send updates with pics while I am away and are very accommodating. Definitely would book with them again!!”
“Got pictures showing the girls were relaxed and comfortable. James is a good care giver, he is observant and patient. Definitely would book him again. Communication and timeframes worked out well. My girls have a couple quirks and frrom his feedback everything went well”
“Lauryn is a sweet, caring individual. I couldn't have asked for someone better!! She loved my girls and treated them like her own!! I got pictures and videos every day, which set my heart at ease. I will definitely use her again!! 🥰”
“Meghan was amazing! She sent a ton of pics and videos and really eased our mind with leaving our baby behind for the first time. Her and her family really went out of their way to make our furbaby feel at home. Meghan is kind and professional. You won’t find a better person to take care of your precious pup. She will absolutely be our go to in the future! Thanks again Meghan, so glad we found you!!”
“Robert and Taylor were great and accommodated a last minute stay around the holidays. We got picture updates and our boy seemed like he had a great time. Highly recommend!!”
“My dogs love staying with Omaira & Isaac and playing with Mia, it makes me feel so much less guilty for leaving them! They also pay great attention to my dogs' health which is very much appreciated!”
“Rachel was amazing, thoughtful, communicative with pictures of Egg throughout our trip. I highly recommend her as a Rover hire. Also, Rachel kept Egg active with her fenced in yard and when we picked her up she was happy and pooped!”
“Constance is great! Our schnauzer was in amazing hands, and he seemed to really love his time there. We will definitely schedule with Constance in the future and refer her to anyon els who may need dog sitter support.”
“You can tell Amanda really loves animals like her own. She took care of our two dogs while we were on an extended trip. She sent lots of updates. She also dealt with an increasingly worsening medical issue and took our dog to the hospital on our behalf. She kept us in the loop every step of the way and went above and beyond in caring for our pups!”
“Shanae did amazing with Yuki. This was my first time trying Rover and she made it an easy experience. Yuki absolutely loved his stay and will be back (he even left his bed at her house). Yuki loved running around her huge fenced in backyard with her dog and now his friend, Ash. She treated Yuki as if he were her own and for that I couldn't recommend her more!”
“Cassandra & Tradd have watched my sweet girl a couple times now and they have been amazing every time! My pup loves it over there and I get updates every day. Will continue to book with this lovely family. 🥰”
The median cost per night for dog boarding in Windsor is $40
Dog parents share their Rover experiences - Windsor
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.Sitters in Windsor average 12 repeat dog boarding clients
FAQs for Boarding - Windsor
Frequently asked questions about Rover
The average cost for Dog Boarding in Windsor on Rover is $38.85 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 948 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.
97% 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 VA 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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