Dog Boarding Windsor
Find a loving dog sitter to watch your dog overnight at your sitter's home.

Over 392 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.
“Our 2 dogs stayed at Sarah's for about a week earlier this month. The stay was great! We got daily updates, including photos and videos. They have a fantastic large fenced in yard where they could safety run and play. They had lots of playtime, but also lots of snuggles and love. They were both clearly enjoying their own vacation at Sarah's while we were gone on ours. It was so refreshing to know they were so well cared for while we were away- we have already rebooked them for our next trip!”

“Edith and her husband are absolutely amazing! They take such wonderful care of Henry, and every time we leave him with them, we have complete peace of mind knowing he’s in great hands. One thing we really appreciate is the thoughtful communication. The updates and photos are the perfect balance—frequent enough to reassure us that Henry is happy, comfortable, and well cared for, but never excessive. They always include just the right amount of detail, which makes it easy to relax and enjoy our time away. It’s obvious that they genuinely love dogs and treat Henry like part of their own family. We always come home to a happy, well-loved pup, and we couldn’t ask for a better experience. We highly recommend Edith to anyone looking for a trustworthy, caring, and dependable dog sitter!”

“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.”

“We love Paula! She cares for our pup so well and takes him on so many walks. We feel very safe and comfortable when Lou is in her care. Which is such a blessing!”

“Toni was fantastic — Teo had an amazing time with her! She took him to the dog park three times during his 2-night stay, sent plenty of photos and updates, and clearly gave him lots of attention and care. I felt totally comfortable leaving Teo with her and will happily book her again. Highly recommend!”

“Rona took excellent care of our high energy dog! He absolutely loved getting to explore and sniff around her spacious backyard, and he was very exhausted when we picked him up. We appreciated her daily updates and pics/videos. This was our first time having Rona take care of our dog, and we would happily book with her again.”


“This was Baylee's first boarding experience since I adopted her and she seems very happy and healthy. She loves walks and Erika provided multiple daily walks. Baylee's medication and feed requirements were met. I couldn't expect more than a happy dog!”

“My boy stayed with Duane and Lauren and had a great time. They are so kind and communicative with pupdates throughout their stay. I have already recommended them to friends and will definitely use them again!”

“Emily was great with our dogs kept us updated on how they were doing and sent lots of pictures. I think the dogs we sad that we came back for them, and that they didn't get to stay longer.”

“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! 🤍”

“Tony was good with communication and sent lots of pics of Merlin so I knew he was doing well. He’s been sleeping all day since he’s been home! Merlin loved his stay and playing with other dog friends there. Will definitely be booking with Tony again!”

About: I am a proud dog owner/parent who loves spending time with my two Frenchies. I love to have doggy friends come over and spend quality time playing, snuggling, and relaxing. I am currently doing consulting work from home in a part time basis and have a very flexible schedule. I can do doggy daycare during the week as well as some weekends. The house have a fenced backyard that is very safe for our dogs and our house is doggy proof. I have crates too if that is your preference, otherwise your pup will be inside the house with us.
“Stephanie was great! She was easy to work with, took fantastic care of our pup. Our girl wasn't sure she wanted to leave. She sent lots of pictures and provided a fun and active environment. Would highly recommend!”

“Val did great with our dogs, kept us informed and did everything we requested in terms of medications and feeding! Dogs came home wiped out and relaxed! Will definitely use in the future.”
“Jenna was wonderful taking care of our dog. She was attentive, friendly and happy to have our dog stay with her and her family. She sent us regular updates and photos during the stay. We would highly recommend Jenna and would book with her again.”

“Ellen was a great host for our sheepdog! Communication was excellent from start to finish. She sent pictures and video so we knew that Lucy was enjoying her time. Big fenced in backyard was a bonus. Highly recommend.”

“The kids were happy. Good communication, lots of photos and video. It was a great place with a good yard for them to play. She took good care of our perrhijos.”

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
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 11 repeat dog boarding clients
FAQs for Boarding - Windsor
Frequently asked questions about Rover
The average cost for Dog Boarding in Windsor on Rover is $36.63 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 444 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.









