Dog Boarding Windsor
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 399 pet parents in Windsor have booked dog boarding
Windsor, Find top rated dog boarding
“We absolutely, 100% recommend Edith S. as a pet sitter. She is thoughtful, kind and really loved our little dog while we were gone. Multiple pictures and little stories daily put us completely at ease while we gone. We feel very lucky and grateful to have found her.”
“I can't recommend Stephanie highly enough! She recently watched our dog, Hazel, and she was truly wonderful from start to finish. From the moment we dropped Hazel off, Stephanie provided excellent and frequent updates, including photos and videos, which really put our minds at ease. It was clear that Hazel was having a great time and felt completely comfortable in her care. Stephanie was incredibly reliable, easy to communicate with, and genuinely treated Hazel like her own family. Hazel came home tired, happy, and clearly well-loved. If you're looking for a trustworthy, loving, and professional sitter on Rover, book Stephanie—we certainly will be booking her again!”
“Such a treat to have Duane & Lauren take care of my pup, Rapha while I was away. They are very responsive and attentive to the needs of both owner and doggie. Thank you!”
“Lucy had a great weekend with Jennifer! She got along great with Oscar. Tick season is pretty bad this year and Jennifer made sure to look over Lucy and keep her tick-free!”
“This was the first time we used Rover/had someone else watch our 1.5 year old Irish Doodle and it went great! Erika was incredibly responsive and so patient and kind with us since we had a lot of questions and back and forth with it being a new experience! She was flexible, a wonderful companion and gave us some great feedback regarding Evie! We would absolutely have Evie stay here again if we needed someone!”
“Allison went above and beyond! She treated my dog like she was her own, and I felt completely at ease while I was away. I’m definitely pretty particular about who I trust with my dog, and I had absolutely no hesitations with Allison. She was so caring and loved sending all the pictures (which I obviously LOVED ). It was clear my pup was having the best time and was so well cared for. I would 100% have Allison watch her again and would highly recommend her to anyone looking for a sitter!”
“Katie, Samuel, and their family always take such good care of our Jarvis! They send frequent updates and always make sure that he has everything he needs to be comfortable while there. We know we can always trust them. We look forward to our next booking with them :)”
“Kristin and Bruce did a great job with my older dog, Madigan. She is sometimes anere xious to be away from home, but she was at ease from the minute we walked in the door. This is the first time in the last six years we did not have someone come in to the home. The pictures showed a relaxed, happy dog and her tail and ears were high when I arrived to pick her up. Dogs know people and she is loyal to "her pack", but our dog loved being a part of Kristin and Bruce's pack. I highly recommend Kristin and Bruce. You will not be disappointed!”
“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!”
“Athena seemed to have a wonderful time with Sarah, Wolfgang, and her family! We are so fortunate to have amazing Madison neighbors like Sarah to help us with Athena when we are out of town, and we'll certainly be booking again for future trips.”
“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.”
“⭐⭐⭐⭐⭐ Wonderful, trustworthy, and genuinely caring dog sitter! I cannot recommend Ruth highly enough! She took wonderful care of my dog, Titou, and I couldn’t have asked for a better experience. Ruth was responsible, attentive, trustworthy, and genuinely committed to making sure Titou felt comfortable, happy, and safe. I particularly appreciated her excellent communication and regular updates, which gave me tremendous peace of mind while we were apart. Ruth clearly understands that every dog has their own personality, needs, and routines. She approaches pet care with patience, kindness, and genuine affection. She provided a welcoming, secure environment where Titou felt completely at home. Finding someone you can truly trust with your beloved companion is invaluable. Titou was happy, relaxed, and clearly well cared for. I would absolutely trust Ruth with him again and wholeheartedly recommend her to anyone looking for a reliable, compassionate, and conscientious dog sitter!”
“Cleda took great care of our pups, Nala and Riley! She kept us updated daily with photos and had good communication with us throughout our trip away. Our pups are a handful of energy and we felt very secure with Cleda and knew that they were in good hands. We’ll definitely book with her again!”
“Yoki & Derek were fantastic hosts for Luke. I’ve been looking for reliable and trustworthy sitters for Luke since I travel quite often for work, and I think I found them. Luke will definitely be back as long as you’ll have him! ☺️”
About: I have years of hands on experience caring for dogs and cats through personal pet ownership, animal shelter volunteering, fostering, and pet sitting for friends and family. During my undergraduate years, I spent several years volunteering at animal shelters and fostering animals with a wide range of ages, personalities, and care needs. I've cared for young puppies, kittens, adult cats, senior dogs, and older rescues who were still learning potty-training routines. Through these experiences, I've become comfortable working with shy, nervous, and anxious animals, as well as dogs who need extra patience on walks or tend to pull on the leash. I also have experience with basic puppy training, reinforcing commands, managing potty-training accidents, and caring for multiple pets at once. I'm experienced with administering both oral and injectable medications, and I understand the importance of carefully following each pet's specific care instructions. I grew up caring for my family's pug, who lived to be 15 years old, and I currently have a sweet 4 year old rescue dog. I've also fostered and cared for multiple dogs and cats in my home, so I'm familiar with managing different personalities, energy levels, and routines. One of the biggest things fostering has taught me is that every animal is different. Some pets want to play all day, while others prefer quiet company or need a little extra time to warm up. I love getting to know each pet individually and making sure they receive the attention, patience, and affection that works best for them! I'm currently a graduate student at UW-Madison, and one of the best parts of my schedule is that my lab allows me very flexible hours! This gives me plenty of freedom throughout the week to work around your pet's routine and make sure they get the attention and care they deserve. Since I'm not tied to a traditional 9 to 5 schedule, I can make time for dog walks, drop-in visits, playtime, and overnight house sitting. Whether your pup needs a midday walk, your kitten wants some extra playtime, or your furry friend just needs someone to keep them company while you're away, I'm happy to help! I also have a 4 year old rescue dog of my own, so walks, feeding, playtime, and spending quality time with animals are already part of my everyday routine. I'm available most days and am happy to coordinate around your pet's usual schedule. I know how important consistency is for animals, especially those who are younger, older, or a little anxious, and I'll do my best to keep their routine as comfortable and familiar as possible. And of course, I'll always make time for plenty of cuddles, playtime, and pictures of your little fur babies! Your pet's safety, comfort, and happiness are always my top priorities! Through my experience volunteering at animal shelters and fostering dogs and cats, I've learned how important it is to be patient, attentive, and respectful of each animal's individual needs. I'm comfortable caring for shy or anxious pets, energetic puppies, senior animals, and pets who may need a little extra attention or reassurance. When caring for pets in your home, I do my best to keep their normal routine as consistent as possible. I'll carefully follow your instructions for feeding, walks, medications, playtime, and any special care needs. I also have experience administering oral and injectable medications and understand the importance of following the instructions provided for each pet. I live alone with my sweet 4 year old rescue dog, who gets along very well with other animals. I've also cared for multiple cats and dogs in my home before, so I understand the importance of paying attention to each pet's personality, comfort level, and boundaries. I'm mindful of keeping pets secure during walks, being attentive to their behavior, and making sure they feel comfortable in their surroundings. I also treat every client's home with care and respect. Communication is really important to me, so I'm always happy to send regular photos and updates during visits or overnight stays. I want you to be able to relax knowing your furry family member is safe, happy, and getting plenty of love and attention while you're away!
“Tonisha was wonderful! Ollie was able to meet Tonisha and her dog before booking to determine compatibility. Tonisha sent frequent photos of Ollie to showcase that he was doing well in her care. Ollie and I would be fortunate to have Tonisha care for Ollie again.”
“Olivia was great with our senior dog. She was very responsive throughout the process, sending daily updates, which we loved receiving. I highly recommend her and will be reaching out again when I'm in need.”
“Manuela took great care of our dog, Izzy, for the week. She asked detailed questions about Izzy's care routine to make sure the transition was as smooth as possible. We received photos and updates throughout the stay. We'd be happy for Izzy to stay with her again.”
The median cost per night for dog boarding in Windsor is $46
Dog 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 dog boarding
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 10 repeat dog boarding clients
FAQs for Dog Boarding - Windsor
Frequently asked questions about Rover
The average cost of Dog Boarding in Windsor is $37 per night as of October 2026. Most bookings cost between $27 and $61 per night. On Rover, 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.
As of October 2026, there are 442 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 routine. Depending on the arrangements you agree on before the stay, a sitter can follow your dog’s regular feeding schedule, provide a comfortable place to sleep, offer companionship, and support their usual exercise and play needs.
93% of sitters in Windsor can provide daily exercise during dog boarding stays. Depending on the sitter, their home environment, and your dog’s needs, this may include walks, outdoor play, indoor enrichment activities, or supervised play with compatible dogs. These activities are not automatically included with every booking, so ask the sitter what a typical day looks like.
During the Meet & Greet, discuss your dog’s usual exercise and play routine, whether they can safely interact with other dogs, and any activities or restrictions the sitter should follow. You can also ask the sitter to send photo and message updates during the stay so you can see how your dog is spending their time.
Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Windsor home-away-from-home, 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 , 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 .
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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