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

Every sitter passes an enhanced background check. Learn about RoverProtect
Top rated Windsor pet boarders
Prices are estimates per night for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.

“Austin provides a wonderful service, and has a great property to host pets. She was very communicative, provided pics and videos showing how happy and comfortable our dog was. She also provided pick up and drop off which made things super easy. Would highly recommend, and hope she is available the next time we need a dog sitter.”

“Jessica was an exceptional pet sitter who went above and beyond in caring for our dog, Denver. She showed great attention to his needs and routines, sending regular updates and photos throughout his visits. Denver was always excited to see Jessica (and her family) from the first minute, which speaks volumes about her ability to connect with animals. Her professional yet warm approach, reliability, and genuine love for pets make her an outstanding choice for any pet owner. I confidently recommend Jessica's pet-sitting services - you can trust your furry family member will be in caring, capable hands.”

“Patrick was very accommodating and a pleasure to interact with. Timmy very much enjoyed his stay, and we will most certainly be calling up on Patrick again for pet-sitting. I was kept in the loop about Timmy's activities and sent photos and a video as well. I unequivocally recommend Patrick for your pet-sitting needs.”

“Salena was great with my dog Frankie. She posted his status everyday and spent time with him taking him on walks and to the local dog park. She also spent some time teaching him new tricks! She was very conscientious and very friendly. I will definitely ask her to look after Frankie the next time I go on a trip.”

“So glad to have found Brenda in our neighborhood, she was so kind and loving to our dog! Elsa was calm and exhausted when I picked her up which is always a good sign :) Booked for another visit in a couple weeks. Elsa is older and anxious but requires a lot of exercise and she did great with the other dog visiting which also speaks to how Brenda made her feel.”

“Judith is so nice to deal with. She is very prompt returning messages and is always accommodating. Our Abby loves being with her and her extended family and she always comes home happy and exhausted from all the playing. We will definitely use Judith again.”

“We left our dog with Ashlan for 10 days and our dog did so well. Ashlan gave us regular updates, gave her love, and took her on walks. Upon meeting Ashlan you can immediately tell she is a true animal lover. I will be using Ashlan every time we go out of town!”

“Carrie treated our pup like our own! She was also very accommodating and attentive, and we will be booking with her again soon. This was our first rover experience and our first time leaving our pup, and she made it worry free for us and fun for Olive!”

“I'm so happy I found Leesa! I have a senior dog who doesn't always warm up to people, but she warmed up to Leesa and Brent right away! Leesa sent me lots of pics and videos, so I felt very comfortable that Margeaux was having a wonderful time and was well cared for. I really appreciate her communication and the time she took to ensure that Margeaux's needs would be met”

“Jen is such an amazing dog sitter! She is so attentive to each dog’s needs and genuinely loves spending time with them. She sends pics every day and is communicative throughout the entire process. I wasn’t worried at all about leaving my pup with her. Thank you Jen 💖”

“Stacy’s home was the perfect place for Huck during my time away! He had so much fun playing with her pup, Bear, and sounds like did great! I loved getting updates on how we was doing at least once per day, with pictures to go with them! And Stacy was a great communicator when I had questions too.”


About: I have owned pure-bred, rescues, fosters, disabled, and re-homed pets throughout my life (mostly large 40+lbs., but small as well.) I've provided training from puppy age into late-life comfort care. I also have a masters degree in behavior analysis and reinforcement training. I work from home as a part-time artist, so I'm around most the day as well as my dad. There is also a doggy door from outside into the garage (but not into the house). I trained Kizzy to push a button that says "outside" so I let her out as needed throughout the day and when one goes out, the rest tend to follow so plenty of potty breaks! I try to allocate ~5min to each pup for 1:1 lovings and belly rubs at some point in the day! Kizzy has a very flexible eating schedule and I am happy to accommodate feeding as needed for your pup. (Let me know about food aggression!) I tend to walk pups late in the evening when there's less distraction, less noise, and cooler, but we DO stop and smell the roses... and grass... and benches...and fire hydrants....etc. no rush here! Also, everyone gets a LED glow collar because safety first! Safety is a priority! Behavior Analysis is my field of expertise, which is primarily the use of reinforcement procedures to change behavior (mostly for individuals with autism!) This means I do NOT implement punishment procedures but rather "ignore" the undesired behavior, so rest assured no punishment for potty accidents or unbearably tempting trash bins :) LED glow collars for nighttime walking. Can feed separately or together depending on your pup's needs! Will supervise feeding, especially initially! Also happy to accommodate medication administration if needed. I have a very social 6 year old boxer mix named Kizzy who is active, tolerant, great with sharing and loves new friends! I have a 4ft fenced in yard, which backs up to a walking path with other dogs often walking by (so let me know about reactivity issues!) I prefer to have your babies here in my home as it allows me to work from home. I have multiple dog beds, a basket of toys, an extra large crate if needed, I keep water filled, yummy organic treats. I have lots of walking paths in me neighborhood, a nearby dog park, and kizzy loves swimming in the river so water-loving dogs are welcome! I have cared for higher-needs pets including geriatric, blind, deaf, and even one which was paralyzed and used a wheelchair! I am very comfortable with administering meds, the "cone of shame", assisting with mobility up/down stairs, etc. However, I am also available to stop by your home for potty breaks/medications/water refill/etc. and am available to pick the pups up myself depending on time of day! I am very flexible, just let me know what ya need!
“Ben was wonderful watching our puppy Benny for a last minute trip! He’s a great communicator with a clear love for dogs! He sent us updates about our puppy while we were gone and was super easy going! Would love to have him watch our puppy again in the future!”

“Having just moved to a new town, knowing you’ll need some level of dog care it was so nice to meet Grace. Communication was great, and I felt immediately comfortable leaving Blu in her care. Blu had a great stay and I would definitely use Grace again and highly recommend her. Thanks.”


About: Growing up, I had all kinds of animals- dogs, cats, hamsters, birds, fish- but there was always a family dog. In our house, we now have two friendly and sociable pups of our own- Whiskey, our old grump, and Tennessee, our little snugglebug. We believe in humane training and unconditional love in this house and have welcomed many dogs into our home in the past. My husband and I both work from home, so there's always someone on site to make sure your pup is safe and loved on. We have a fully fenced yard ready for zoomies and play situated in a lovely, quiet neighborhood perfect for walks. We'd love if you'd join us! Both my husband and I work full-time with flexible home office, so there's always someone on site! We go for walks and play around in the yard on a daily basis. We have a fully fenced (6 ft) yard and two friendly dogs. Dogs are just as welcome inside as they are outside, with covered couches and cozy beds around the house.
Windsor pet parents share their Rover experiences
Our dog Remington loves Callie and Aaron and they always take the best care of him as well as send the cutest pictures while we are gone. Remington mostly only stays with family but I think he enjoys staying with Callie the most. He loves their dog Nugget and enjoys all the snuggles and walks. Thanks for all the love you give to our old boy!

Naomi is excellent as always! She is professional and trustworthy - and my girls love her and her beautiful family. She keeps me updated with real-time photos/videos of my girls, so I know they are being well-cared for and safe. I would highly recommend her for all of your pet-sitting needs!

Our dog Ginger stayed with Jamie and Ryusei for the weekend and they treated Ginger like she was one of their own. They sent many pictures of Ginger so we could see how happy she was. I would recommend Jamie and Ryusei to care for your pet. We will be using them again when need be.

Popular requests near you
Select a filter and find qualifying Windsor sitters!How Rover works

1. Search
Read verified reviews by pet parents like you and choose a boarder who’s a great match for you and your pets
2. Meet & Greet
Meet either virtually or in-person with a boarder to discuss the level of care needed for your pets while you’re away
3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
The median cost per night for pet boarding in Windsor is $48
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 pet boarding sitter has to cancel, we’ll work with you to find a new pet boarding sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
Sitters in Windsor average 10 repeat pet boarding clients
Pet Boarding FAQs
Frequently asked questions about Rover
Sitters on Rover are free to set their rates. The median cost to hire a sitter for pet boarding in Windsor on Rover as of Jun 2026 was about $48 per night, after factoring in Rover’s service fees. A sitter’s rate may also change as you customize your booking to fit your and your pet’s needs.
As of Jun 2026, 942 sitters provided pet boarding in Windsor. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect sitter near you. As a reminder, pet boarding sitters joining Rover must pass a background check for you and your pet’s safety.
Rover makes it easy to reach out to multiple sitters about your booking. Typically, 91% of Windsor pet boarding sitters respond in under an hour.
Sitters who provide pet boarding in Windsor have an average of 17 years of experience. Pet boarding sitters with repeat customers have an average of 10 repeat clients. Experience can vary from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when you compare sitters in Windsor.
Rover makes it easy to find Windsor pet boarding sitters to provide loving care from their own home. The background-checked, 5-star sitters you can find on Rover will welcome your pet into their home when you’re away—whether it’s just for the weekend or longer. Pet boarding is great for:
- Dogs and cats of all ages and abilities, including puppies and kittens
- Pet parents looking for a safe, loving alternative to a kennel or hotel
- Pets who’d love to socialize with their sitter’s pets
There are 942 pet boarding sitters in Windsor on Rover, so you’re sure to find the perfect match for your pet! In Windsor, 98% of sitters offer daily exercise, 98% offer medication administration, and 94% have experience with senior pets and pets with special needs. We know each pet is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet boarding sitter near you. As a reminder, sitters joining Rover must pass a background check for you and your pet’s safety.
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your pet boarding sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your pet boarding sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your pet boarding service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.












