Pet Boarding Windsor
Find a loving Windsor pet sitter to watch your cat or dog overnight at your sitter’s home.

Over 402 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.
“We're very happy with the care Kaycee and Robert provided are beloved labs!!! We recommend them if you're in need of pet sitting. They were very flexible and easy to communicate with. Will definitely use them again for our future needs.”

“Margaret was beyond sweet and accommodating, she took excellent care of my senior pup and gave her plenty of attention, care, and exceptional feedback. We’re new to the area and will only book with her, she's earned a trusted client. Highly recommend Margaret for any pet sitting needs!”

“We had a wonderful experience! This family took excellent care of our mini goldendoodle while we were on vacation—so kind, attentive, and thoughtful. They sent plenty of pictures and updates, which gave us total peace of mind and showed he was happy and having fun. Highly recommend!”

“Mary took our dog for our wedding weekend and she was great! Pugsy had a great time with her dog, going on a walk, and going to the dog park! She sent pictures and we did not worry about Pugsy at all! We will definitely book with Mary in the future!”

“Great experience working with Kris again for Clementine! Kris was even kind enough to drop off Clementine at home for us since our flight was getting in late and we live a little ways away. Will definitely use her again as a sitter!”
“Amanda and her wonderful family take great care of our dog while we are away. We are very happy with the care he receives! We have no worries about our dog while he is at Amanda's. We know he is being well loved while we are gone!”

“Jenny and her family did an excellent job watching Teddy and giving him the best experience during the holidays. It was even his birthday and they went above and beyond to throw a birthday party for him! We are so appreciative of how well Teddy was treated and all the photo updates were reassuring. Teddy is looking forward to his next stay! Highly recommend! 🤍”

“Alicia had been wonderful with us when she took care of our puppy for a week. It definitely made our vacation more enjoyable, knowing Charlie is in good hands. Her yard was perfect and from the photos she shared, I can imagine how Charlie enjoyed being out there. I would definitely recommend her.”

“Suellen was amazing! She sent lots of pictures and updates, which I greatly appreciated. This was our dog’s first time with her and she is a nervous dog, so it helped to know that she was happy and having fun. She came home smelling clean too! I highly recommend Suellen as a dog sitter.”

“Nicole was amazing. She did a wonderful job caring for my dog. He loved it and seemed sad to leave. I appreciate her flexibility and all her pictures and communication. I highly recommend her!!!”

“Al and Hannah were phenomenal! They were very responsive and sent a lot of updates through my dog's stay. It made me feel very comfortable leaving Cas with them, and I absolutely will again if the need arises. Highly recommend!”


About: I wanted a dog all my life, and I wish that I could say that I grew up with a dog, but my dad was allergic. Whenever I had the opportunity to care for neighbors' pets, I did and knew that I would adopt a dog as soon as I was a real adult (and financially stable). As soon as I moved from California and landed a permanent job, I adopted an Akita puppy. She (Clipsy) was my only family in the Midwest for 14 years, and I couldn't have loved her more. Our second dog, Zuki, is a rescue from Texas. Because she's a rescue, she has some anxiety whenever we leave, so I understand what it's like to want the best care for your pet (not in a kennel). Zuki loves friend dogs, so one reason we're dogsitting is because we want her to enjoy the company of another dog. Her bestie passed away from old age last year, and she would welcome company. Both my husband and I are animal lovers, of course. Zuki is mixed breed (cattle dog, lab, pyrenees, etc.), medium-sized dog who regularly plays at dog parks and is well socialized. I think that she would get along with any other non-aggressive adult dog as long as they go on a short walk together first. She might be uncertain about puppies. It's always best to meet in neutral territory, and we would prefer a quick preliminary meeting with our dogs before the actual dogsitting date. We also have 9 chickens, and Zuki is trained to guard them from hawks or other predators. We realize that most dogs will chase chickens, so your dog would be on a leash or the chickens will be cooped if your dog wants to explore the relatively large backyard. If your dog finds chicken poop tasty, they will be closely supervised because...you know. My husband works remotely, and I teach but am relatively free in the summer. Thus, we have time to make sure that you dog is comfortable in our house and gets attention & frequent potty breaks. The Winnequah Dream Park is one block away, and we normally go for 1-2 walks every day. We have three dog beds scattered throughout the house, so you don't have to lug along your dog bed if it's inconvenient. We also have spare dog bowls, leashes, a ton of dog toys to share, and a tie-out rope. I'm happy to text photos/videos of your dog daily if you'd like. If you're not a fan of texts, I'll give you more space. Rest assured, we will do whatever we can to make your dog comfortable. What we'd require: -Please make sure that your dog is fully vaccinated & has flea & tick protection. Chickens eat ticks, but I'll still do regular tick checks on your dog if it's tick season. -Contact number for emergencies, and name and contact information of your vet. -Your dog's normal food and possibly meds. (Our dog is not food possessive, but we'd feed them separately.) -Any special information regarding diet or personality that would make your dog feel content while you are away. Thank you for your consideration, Tanya & Hutch P.S. We intend to only board one dog at a time to ensure that your pet gets plenty of attention. If you happen to have two dogs, then we would make an exception and board both dogs because it would be cruel to separate them, right? I teach, but in the summer I have lots of time to pamper your fur baby! My husband works remotely, so the two of us are at home most of the time. It's a relatively quiet, calm household since we don't have children to send off to school, etc. Zuki and I spend a lot of the time outside. She lounges in the fenced-in yard while I garden. She's a pretty mellow dog although she's always excited to meet a new friend. She gets along with almost all dogs although I would want to walk our dogs together on neutral territory rather than "surprising" Zuki at home with a dog she doesn't know. My husband and I normally go for 1-2 walks a day anyway since he needs to "reset" after staring at a computer all day. The Winnequah Dream Park is conveniently located a block away, so we usually walk there. If you have a senior or slower dog, we could take it easy. If you have a dog that requires more exercise, we're happy to accommodate. I, too, could use more exercise. ;)
“Cleda was a wonderful sitter for Gauge and August! She sent pictures and kept us updated on how the dogs were doing and how much fun they were having! Although I missed them, I knew they were in good hands and was able to enjoy my vacation without worry. The personalized pawgress report was so sweet and clever, it was nice reading how well the dogs behaved for her. I would highly recommend Cleda to anyone and everyone!!!”

The median cost per night for pet boarding in Windsor is $45
Pet 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.
How Rover works
1. Search
Browse profiles of sitters near you who offer pet boarding2. Meet & Greet
Schedule a free in-person Meet & Greet to find the perfect fit3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform
Popular requests near you
Select a filter and find qualifying Windsor sitters!Sitters in Windsor average 11 repeat pet boarding clients
FAQs for Dog Boarding - Windsor
Frequently asked questions about Rover
The average cost for Pet Boarding in Windsor on Rover is $36.09 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 Pet 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 Pet Boarding. For more information on service fees, click here .
There are 472 sitters on Rover for Pet Boarding in Windsor. About 92% 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 Meet & Greet 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 Rover Guarantee , which provides up to $25,000 in eligible veterinary care reimbursement.
A Meet & Greet is a short introductory meeting between you, your pet, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter 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. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.
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. 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.
Emergency support 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, Rover’s reservation protection means our team will work with you to find a suitable replacement as quickly as possible.










