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 was pleasantly surprised in the level of care and love extended to Kodi. We had several disappointments with kennel service. Lisa’s care for Kodi was outstanding. I am so happy I decided to try Rover and picked Lisa. She is the greatest!!!”
“I'm delighted to share a glowing 5-star review for Ms. Cheyenne, our dog host family! From the moment we entrusted our Golden Retreiver to her care, it was evident that she went above and beyond. The love, attention, and playtime provided made our dog feel right at home. Ms. Cheyenne's dedication to ensuring our pet's comfort and happiness truly sets her apart. We're grateful for her exceptional service and would highly recommend her to anyone seeking a warm and loving environment for their beloved pets.”
“Our fur baby had a wonderful time with Rachel! We got updates while he was there of him sleeping and playing. He was exhausted when we picked him up and is still tuckered out 2 days later! We would love to use Rachel again!”
“Milena was great! She treated my boy like one of her own. She was communicative and sent lots of pictures as I was initially anxious about leaving him. Thank you so much for treating him well! We will be booking with her again!”
“Can’t say enough great things about the care that James C. & wife provided to our elderly dog while we were on vacation. They were willing to take Apollo at the last minute when our previous boarding reservations fell through. Our dog had recently experienced a spider bite with subsequent need for wound care & medication. Couldn’t have asked for better care due to their knowledge & experience. They provided updates & readily responding when we had questions. Would highly recommend!”
“Cassandra was the best dog sitter we have had. She took such great care of our sweet Bella. She is amazing with communication, always letting me know how Bella was doing. One amazing touch was she did a painting of our sweet pup that passed away right before our trip. Beautiful and so incredible.”
“Shelly was awesome! She gave me daily updates on Mako while I was out of town. I knew my dog was safe and in good hands. I will definitely use Shelly in the future.”
“Benny must have played hard at melody’s house. He was so tired when he came home! She updated me with pictures every few days and he looked happy. Will book with her again!”
“Shanae was absolutely amazing , and Nova fully enjoyed her time with Shanae and Ash. I would definitely book with her again with no hesitation. She’s attentive, keeps you informed, and makes sure to send lots of pictures. She truly has an amazing spirit”
“Lauren and her family were superb! I was sent numerous photos, received updates, she followed my special requests, and she gave Bailey lots of love throughout her stay there. Highly recommend and will use Lauren again❤️”
“Mary is AMAZING! Very welcoming and I even got a couple pictures of my fur-baby having the time of her life while hanging out w/Mary, Socks, and another puppers she was sitting. We did a meet-and-greet before officially confirming the booking which solidified my comfort that Koda would be in good care. Mary has a large fenced in yard on a larger plot of land. Her prices are MORE than fair, so I was sure to give her a lil something extra when picking up my girl. THANK YOU MARY!! I know Koda will be happy to see you and Socks again on my next trip. <3”
“Kamie & Patrick were absolutely amazing! They sent constant updates of Norman and really kept my anxiety at ease as it was my first time leaving him with new people. I truly don’t have the words for how amazing they are. Dog lovers for sure and I truly couldn’t be more thankful they took such good care of him. We already booked another stay for Norman and I’m sure we will continue booking!!”
“Gail was fantastic! Lily seem to feel right at home and got along well with her adorable chihuahua, Crystal. She sent photos to let me know Lily was doing well and enjoying her stay. She has the perfect setup for small dogs and I'm grateful she was available. I would definitely book with Gail again!”
“Can not say enough with a difficult family situation she was super accommodating and with dates never sure they she was there for our pup photos daily and was very kind for our return. thank you....”
“She was absolutely great with our pup. He was well taken care of and she kept me updated with pictures and videos through out our time away. I highly recommend her.”
“Oh my gosh! My boy Neeko had THE BEST time!!!! Cristen was great at sharing photos and videos during his 2 night weekend visit. Her communication is so good. Micheal playing out in the yard with him throwing the ball. The whole family gave Neeko lots of love as if he were their own. Once I picked Neeko up and got him home, he slept the rest of the day. He was completely worn out!! If he were a kid, I think he would be talking about his sleepover for days!!! Lol. I could not have found a more perfect family to love my baby. 🥰”
“Martina was great with our pets. She sent pics and daily messages while we were away. She was very patient with them and cared for them as if they belonged to her. Would use her again if we needed to.”
“Emily was amazing with my cat Juno! She was flexible with scheduling and helped me get Juno into her kennel (easier said than done). Emily also made sure Juno was well fed and gave me an update on how she did during her stay. As a new cat dad, I really appreciated how friendly Emily was!”
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
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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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