Pet Boarding Windsor
Find a loving Windsor pet sitter to watch your cat or dog overnight at your sitter’s home.
Over 409 pet parents in Windsor have booked pet boarding
Windsor, Find top rated pet boarding
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Tony took great care of our dog Dezi! He sent great pictures throughout our stay and she had so much fun playing with the other dogs while she was there. I’d highly recommend Tony to anyone looking too give their dog a vacation while they’re out of town.”
About: I’ve been an animal lover and care taker as long as I can remember. I grew up in the country and was always finding stray animals that needed nursed back to health. I have a very flexible schedule right now. Can do any time of day, any day of the week. I am extremely active and love playing and walking with animals. I will follow instructions to a tee no matter how specific. There will never be judgment. I will remain extremely cautious and present in my interactions.
“Always a pleasure having Sadie stay over with Ben. Ben is very accommodating, very responsive and easy to work with. We get daily updates and pictures and are informed of any concerns.”
“Cynthia was again so wonderful. I cannot speak highly enough about how caring and attentive she is with my dog and how communicative and helpful she is with me.”
“Caroline was an amazing host to my golden retriever, Lottie. Lottie was immediately excited to hang out with her, was sad to come home, and looked delighted in all of the photos in between. Thank you for taking such good care of my baby!!”
“Many others rejected my pitty because he’s a huge chicken that barks at strangers. Emma was not only willing to give him a chance, but also willing to be patient with him during the meet and greet. My dog quickly warmed up to her, which isn’t always the case with him. He had an absolute blast during his stay! I could tell how comfortable he was in the pictures sent. When I got back he was in such a good mood and was so happy to see me. Fantastic experience, I would feel comfortable leaving my boy with Emma any time!”
“Rachel & Eric were so great! They took such good care of our dog, Jack. We received multiple photos a day and Jack looked like he was having the time of his life.”
“Gen was fantastic! Regular updates, clearly cares about dogs, we felt very comfortable with her taking care of our dog while we were away. Will definitely be reaching back out to Gen the next time we need a pet sitter!”
“Beth and her family were wonderful and cared so well for my older husky mix Zelda! Z settled in well & they were very accommodating for all of her needs. The teenage boys gave her lots of attention. Zelda was very comfortable there. Great communication, sweet people, and easy folks to talk to. Will definitely book again!”
“Maria was amazing! We felt so confident in leaving our bot with her. We got great update pics and fast communication. My husband and I had many difficulties with our travel arrangements and Maria was very flexible and understanding.”
“Bethany was very responsive, good at communicating ,and sent lots of pictures! She took the time to make sure we were comfortable and was attentive to Cashew's needs. She was accommodating nervous pup who can find meeting new people challenging.”
“Best in home dog care around! Kara takes exceptional care of our dog and our dog loves spending time with her and her animals. We appreciate the care and peace of mind knowing our dog is in good hands provides.”
“Mikaela was so great and super flexible! Estrella was prescribed medications right before her stay and Mikaela handled it like a pro! She also sent updates and photos which was much appreciated. We truly felt like we could trust her and Theo to give Estrella the best care while on vacation, which was a huge relief. We are looking forward to have Estrella stay with them again!”
“CJ and his partner were great with Elle! She warmed right up to him and seemed settled in fast. They were mindful with the introduction to their sweet golden retriever, who left my rather antisocial dog alone as she wished. Would absolutely book with them again!”
About: I have taken care of pets my whole life. My Dad went to school to be a Veterinarian, so we have always been around different animals. I have two cats at home, and recently just lost my beloved dog, Lexi! I currently work as a flight instructor so my schedule is very flexible! I typically start later in the day or early in the morning. Plenty of time to help out!! I can walk, feed, clean-up after any pets. I have no preference, little, big, cats and dogs. I am able to understand pets all have very special needs and want to fulfill those.
“We only left Franklin one other time and that was with the next door neighbors, so we were a little nervous about it before we arrived to drop him off. We were immediately put at ease and he immediately went to play in the yard with the other dog staying there. We got videos and pictures daily and could see he was having fun and getting a lot of exercise. He also got to go to the dog park more than once during his long weekend there. We highly recommend Lorelei, we brought home a happy, exhausted dog!”
“Taylor is a fantastic sitter!! Super friendly, she sent daily pictures and updates of our sweet Maggie. It was truly a home away from home from her. Next time we're out of town, Taylor will be the first to come to mind!”
“I was very happy with the care that Erin gave to Seneca. From the pictures and texts I received during my absence, it looked like my pup received a lot of attention. This was the first time I left my 7th-month-old pup with someone other than a family member and I was pleased with the care she was given. I would definitely use Erin's services again.”
The median cost per night for pet boarding in Windsor is $45
Pet parents share their Rover experiences - Windsor
Kris and her family took such amazing care of our pup! She was incredibly flexible with timing and even met up with us beforehand so she could get to know him. While we were away, she sent us tons of pictures, videos, and updates, which gave us so much peace of mind. We could tell he was happy and well cared for the whole time. We would 10000% recommend Kris and her family! ❤️
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.
How to book pet boarding
1. Search
Browse profiles of sitters near you who offer pet 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 pet boarding - Windsor
Select a filter and find qualifying sitters offering pet boarding.Sitters in Windsor average 10 repeat pet boarding clients
FAQs for Pet Boarding - Windsor
Frequently asked questions about Rover
The average cost of Pet Boarding in Windsor on Rover is $37 per night as of October 2026. Most bookings cost between $27 and $61 per night. sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.
There are 448 sitters on Rover for Pet Boarding in Windsor. About 91% of Windsor sitters can respond to requests in under 60 minutes. Whether you’re planning ahead for holidays, need last-minute care, or need same-day coverage for an urgent trip, you can message multiple sitters at once to find available care.
Once you find the right match, you can arrange a to ensure they are a perfect fit for your pet’s personality before confirming.
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.
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 , which provides up to 25,000 in eligible veterinary care reimbursement.
A Meet & Greet is a casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.
Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet or the new environment.
During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first .
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 .
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. Cats may be required to have Feline Viral Rhinotracheitis and Rabies up to date.
By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.
is available by phone or email in English 24/7. When an incident occurs, we recommend that sitters contact our Trust & Safety team immediately so that they can connect your sitter with a board-certified veterinarian or offer other resources to help.
If a sitter needs to cancel at the last minute, means our team will work with you to find a suitable replacement as quickly as possible.
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