Dog Boarding Windsor
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 393 pet parents in Windsor have booked dog boarding
Windsor, Find top rated dog boarding
“Edith was wonderful,she kept me updated everyday with pictures and text messages. We were gone for ten days and I could enjoy my trip knowing she was taking care of and giving the best care to my two dogs. It’s great to feel free to travel and know that your pet is well taken care of. We look forward to working with Edith again and we’ll recommend her to our friends.”
“Lunar was so very well taken care of while we were on a trip. Sarah sent updates and helped us figure out care when our flight was delayed. It gives us such peace of mind every time Sarah cares for our active dog!”
“Paula is my #1 pick to take care of my dog when I travel out of town. She's so caring and loving and takes care of my pup well. She gives the dog freedom and my pup loves going there. Paula sends pictures often and its nice to see he's having a good time. I hope she continues taking care of pups for the longest time as she does it well with care, attention and love.”
“Absolutely fantastic! Gave Odin so love, attention, and exercise! Gave updates throughout the week. Could not have asked for anyone better to care for my dog while I was away!”
“Stefanie and her family were so loving to my little dog Dolly! I cant say enough about how accommodating they were while I was away in Arizona for the week. I highly recommend them for your pups dog sitting needs! Will be using them again in the future for sure. Dolly sure does miss them all!”
![Sitter Profile Image: LAVAL [VAL] S.](https://www.rover.com/cf-image-cdn/remote/images/people/3gmOZo1A/czdjwirazm/original?width=200&height=200&quality=70&fit=cover)
“My dog had a great time during his week long stay. I enjoyed receiving an update with pictures midweek of my pup sleeping on furniture and hanging out in the backyard. My dog really seemed to enjoy his stay while at Val's and I enjoyed knowing he was well taken care of while I was out of town.”
“Jessica is the best sitter I have ever had on Rover!!! She took great care of my Mickey and provided lots of updates throughout each day. Will definitely book with her again, my dog had a great time with her and her dogs!!”
“Kris was great with Lacy. I like how she meet us before are stay to get to know us. She is so flexible my flight was late a she had no problem keeping Lacy a little longer. I will highly recommend her. I will be booking with her again.”
“Erik and his family were able to accommodate my last minute overnight dog sitting request. My dogs were so excited to greet their family. They were so kind and welcoming to me as well. They have a lovely fenced yard that my dogs just loved. I will absolutely be using them again.”
“Super nice family and home with fenced yard. We needed someone on short notice due to a family emergency. Katie and Samuel offered to be flexible with our return date which we greatly appreciated. Juneau seemed to have done fine.”
“Lindsey was great with my dog! She made sure to update us with photos and activities throughout the days. Thank you Lindsey for showering my fur baby with love and lots of walks!💕”
“Toni did a great job with our beagle while we were on vacation. She gave him a lot of personalized attention, took him on frequent visits to the dog park and other “field trips”, and sent us daily photo updates. We feel very comfortable leaving our dog in Toni’s care and would not hesitate to do so again in the future.”
“Olivia is amazing!!! Our Nutka stay with Olivia for a week. This was Nutka’s first time away from us which may have been difficult at her 4 years of age. Olivia created adjustment meetings to ensure Nutka was happy and transitioned well. It worked! Nutka loved being with Olivia! Words to describe Olivia include: loving, thoughtful, intelligent, caring, and dependable. We are definitely returning and highly recommend Olivia to anyone!”
“We love Margaret & so does our pup, she’s at ease whenever she gets to the house and sees her favorite dog sitter. She’s the only Rover we choose and we couldn’t be happier with her excellent care!”
“They did a great job providing updates and showing that our dog was having a great time. They were responsive and easy to work with, and could tell that they really cared for our dog.”
The median cost per night for dog boarding in Windsor is $45
Dog parents share their Rover experiences - Windsor
This was our first boarding experience with Morgan and she was awesome. Our dog is a bit anxious and slow to warm up to people. It was clear from the start that Morgan understands dogs and can match their energy. She took great care of our Rosie and sent regular updates. It was great to enjoy our vacation without worrying about the dog. We also had some flight issues on the way home and Morgan was flexible and helpful.
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 near you
Select a filter and find qualifying Windsor sitters!Sitters in Windsor average 11 repeat dog boarding clients
FAQs for Dog Boarding - Windsor
Frequently asked questions about Rover
The average cost for Dog Boarding in Windsor on Rover is $36.63 per night (as of July 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 July 2026, there are 467 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.
89% 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 WI 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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