Dog Boarding in Windsor
Find a loving dog sitter to watch your dog overnight at your sitter's home.
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Top rated Windsor dog boarders
Prices are estimates per night for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.
“Angela took absolutely fabulous care of River while I was away! From chicken dinners, trips to the dog park for fetch, and even adventures downtown for pup cups. River was a happy dog and loved every minute with her. I would absolutely trust Angela again and highly recommend her to anyone looking for an amazing Rover sitter!”
“Brandie was easy to work with and kept us well informed with lots of pictures and videos. Our 1.5 yr old weim can be a handful, but was relaxed and happy during her stay with Brandie. Our dog was welcomed in as one of the family, such a different experience than the big boarding facilities we have tried previously. When we came to pick her up, our dog greeted us and then ran back to say goodbye to Brandie. We would definitely send our dog to Brandie again.”
“Kyle and his family took wonderful care of Koko! They took him on long walks and sent plenty of photo updates, which I really appreciated. They were even patient enough to spoon-feed Koko when he was being a picky eater. Kyle is very responsive and flexible with timing. I will definitely book with them again!”
About: I will spoil your dog with attention and provide you with complete peace of mind. You can rest assured that your dog is safe and happy and getting the care you specify (such as health needs or special diet) and the love your dog wants (games, walks, toys, treats, hugs, and other canine amusements). My work is part-time, online, and at my own pace, so I can easily shift my attention to your dog's needs for walks and playtime. I have a small fenced yard with artificial grass, and there is a large park at the end of the street, two or three small parks in the neighborhood, and a 2-mile trail to downtown. I have whatever a dog needs but ideally, pets should arrive with their own favorite "furniture," toys, and treats.
“Lauren and her husband are the best!! My dog loves staying with them and is always so happy when we pick her up. My husband and I travel a lot for work so it’s really nice to know she is taken care of while we are away ❤️”
“Debbie was fantastic, just the perfect person to watch our Labrador while we were away. She was incredibly communicative and open, she treated our dog like a member of her family and was beyond helpful in taking stress off our shoulders while we were gone and unable to take our dog. We will definitely use her again and strongly recommend to anyone who wants their dog to be in the sweetest, caring hands.”
“Crystal was great! She took wonderful care of my golden retriever, Shawn. She sent cute pictures and updates daily! After playing with her dog Rosie and a couple other dogs she was watching, Shawn came back a happy sleepy boy! Thank you for taking such good care of my furry buddy!”
About: I have co existed with dogs my entire life, and began dog walking and dog sitting regularly nearly 10 years ago. I also have spent numerous years working for a local dog boarding facility. I currently work remotely which gives me free time to hang with your dog at the 10 acre ranch I live on. I prefer to dog sit in my own space but can be flexible if the timing is right. I am most interested in doggy daycare dog and house sitting as a side hobby. *while housesitting dogs & owners must be comfortable that I bring my own dog with me. he is a well socialized friendly 8 yr old cattle dog. I work remotely Sunday though Wednesday 3pm to 11pm. This schedule alows me to be flexible with dog sitting and doggy daycare during the week. I am available outside those hours for dog walking. I provide safe, loving care on my fenced ranch for boarding or in clients’ homes, offering exercise, attention, and a stress-free environment for every pet
“Sarah was absolutely terrific. She kept in communication with us on a daily basis which put any stress associated with leaving your pet to rest. I highly recommend Sarah for your pet boarding needs. I will be using Sarah now as my first choice!”
“My dog and her dog Lou got along great. When we did our meet and greet I could see how she was spot on with how they would get along. It was great getting videos and feed back throughout her stay. She knew exactly what I was worried about and knew to let me know how things were going. We have two more stays booked and feel at ease knowing that I don't have to worry.”
“Marina hosted Kora for one day and Kora fell in love with her. She is a very friendly and nice person . Kora enjoyed her stay at Marina’s house playing with other dogs. Thank you, Marina.”
“I booked with Earl super last minute so I really appreciated him getting back to me and watching Norma. She stayed for one night and seemed very relaxed when I got her back which I thought was awesome. Earl sent me some photos of her during her stay to keep me updated. Will definitely book again :)”
“Ana and her husband work from home, so they are able to be with your pet 24/7. My 12 year old cockapoo, Mazie, had never stayed overnight anywhere. We were gone for 5 nights! Ana made me feel at peace leaving my pet with her and I never felt worried. She sent photos so I could see that all was well. I don’t think Mazie ever missed me. I highly recommend Ana!!”
“Sunny returned a very happy boy after getting to run around a beautiful property with lots of new friends. David was kind, responsive and flexible! Would love to have Sunny visit again when we're in the area :)”
About: I am a devoted animal person. I have had dogs and cats my whole life, and am experienced with puppies as well as senior dogs. I currently work remotely and have a flexible schedule. I am available for dog walking weekdays and some weekends. Open to special requests and needs. My home has a large doggie door which opens to large fenced in yard. Dogs come in and out as they please. Lots of play toys and special attention.
“Bernadette watched and fed our little dog while we went to dinner for the night. She was very accommodating and communicative through the whole process. We would recommend her for dog-sitting, especially for small dogs.”
“Shelia took such great care of Leif with a last minute booking. She sent photos so I knew he was happy and cozy. She even took time to brush him and play with toys, and recommended senior supplements she used for her dogs. Looking forward to boarding with her again in the next couple weeks!”
“I was originally concerned about having to board my 4 month old pup. However, as soon as I met Marie at our Meet and Greet prior to his stay, I felt completely confident that this would be a good experience for him. Marie is extremely knowledgeable about dogs and their behaviors, and he stayed in her home, so I knew he was in good hands. She also has a 4 month old pup of her own that got along great with my boy. It was a perfect match.”
“I was warried leaving my shy dog but Lynette's experience was so valuable. She shared how Moorea felt comfortable after we left text and sent photos throughout the day. She knew exactly what to do with a shy dog and this saves so much time. It was a great experience and will be booking our vacation soon. My dog loves big dog and her dog Tori was so well behaved and sweet around Moorea.”
“Oksana was a great sitter for my elder pup. She made her feel right at home and my dog wasn’t even anxious at her house on the 4th of July when the fireworks happened. Oksana was easy to communicate with too. Would highly recommend her dog sitting services.”
Over 329 pet parents in Windsor have booked dog boarding
Windsor dog parents share their Rover experiences
Sarah was wonderful! Ginger is a sweet dog but she is a homebody and does not like to be away from home for more than one or two days. We left Ginger with Sarah nervous about her separation anxiety, and brought back a happy dog, who seemed very well adjusted and attached to Sarah and her family! We received many pictures and constant updates from Sarah, which helped us enjoy our vacation, knowing our fur baby was happy and well taken care of. We highly recommend Sarah and will call upon her definitely in the future.
Anna and her family have made Baxter’s stay special. I am convinced he has more fun on vacation than his human parents! He always gets so many cuddles, walks and yummy treats. There is no double he is happy and well cared for when he is there. Anna frequently sends pictures and updates which are so appreciated. He even gets a to-go treat bag and a cute little photo book so we can share his adventures! Anna and family, thank you so much for taking such good care of Baxter! See you again soon!
Popular requests near you
Select a filter and find qualifying Windsor sitters!How Rover works
1. Search
Read verified reviews by dog parents like you and choose a boarder who’s a great match for you and your dogs
2. Meet & Greet
Meet either virtually or in-person with a boarder to discuss the level of care needed for your dogs 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 dog boarding in Windsor is $69
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 dog boarding sitter has to cancel, we’ll work with you to find a new dog boarding sitter.
World-class support
We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.
Sitters in Windsor average 8 repeat dog boarding clients
Dog Boarding FAQs
Frequently asked questions about Rover
As of Jun 2026, the median cost of dog boarding in Windsor is $69 per night, including service fees. Boarding your dog for one week typically costs $483. Sitters on Rover set their own rates based on their qualifications, your dog's needs, and their space's amenities. As a result, most Windsor dog boarding rates can be found as low as $37 to as high as $109 per night.
As of Jun 2026, 293 sitters provided dog 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, dog boarding sitters joining Rover must pass a background check for you and your dog’s safety.
Rover makes it easy to reach out to multiple sitters about your booking. Typically, 91% of Windsor dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in Windsor have an average of 23 years of experience. Dog boarding sitters with repeat customers have an average of 8 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 dog boarding sitters to provide loving care from their own home. The background-checked, 5-star sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog boarding is great for:
- Dogs of all ages and abilities, including puppies
- Pet parents looking for a safe, loving alternative to a kennel
- Dogs who’d love to socialize with their sitter’s pets
There are 293 dog boarding sitters in Windsor on Rover, so you’re sure to find the perfect match for your dog! In Windsor, 93% of sitters offer daily exercise, 98% offer medication administration, and 95% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog boarding sitter near you. As a reminder, sitters joining Rover must pass a background check for you and your dog’s safety.
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog 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 dog 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 dog boarding service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.
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