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%.
“Yi Ling was great! She sent updates with pictures and we felt very comfortable leaving our dog with her. Would definitely recommend and will be using her again in the future.”
“Andrea was great with Rocky! He seemed really happy while he was there. She sent me lots of photos which I really appreciated, and her dog was really nice and got along well with my dog. Definitely would recommend!!”
“Kyle & Desiree took such great care of our two dogs! The dogs came back relaxed and happy and we thoroughly enjoyed the daily photos they sent us while we were away!”
“Tammy and her son took such great care of Louie! We received daily updates and it was obvious he was getting lots of love and attention. We will definitely work with her again.”
“It was such a pleasure to leave my two dogs with Laurel and her family. They got loving care as well as other small dogs and children to play with! I really appreciated the updates and photos. I would highly recommend!”
“Gina is great! She took care of my two girls while I was away for several days, and I couldn't be happier with the experience. She was professional and friendly, and kept me updated with photos of the girls throughout. I highly recommend Gina to anyone looking for a reliable and caring pet sitter.”
“Jeremy is very communicative and easy to work with! He was always sending us pictures to give us peace of mind. Our pup enjoyed his time at Jeremy’s and we would definitely have him go back.”
“Riley was so happy with Dalia and Dainius and their daughter Milda! I’m sure she hardly missed me at all between their walks and play time. 😊 It was also wonderful how accommodating they were to watch her less than a week out! Highly recommend!”
“This is the second time our dog has stayed with Darcy and he ran right into the house. He's very comfortable there. Darcy takes very cute pictures and sends them them a while away, which I appreciate. Thank you for being so flexible as well!”
“I would highly recommend Jessica and her family as a dog sitter. I have a pup who is a bit of a special needs guy and was very nervous leaving him with anyone. She came highly recommended and I see why. They treated him like he was part of the family. Thanks so much Jessica!”
“Dana is absolutely amazing! She kept me updated with photos and was very patient with me when explaining the very specific needs of my very fussy diabetic dog. I don’t always feel comfortable leaving him with someone outside of the vet because of his medications but Dana made me feel so comfortable right from the first meeting! I will absolutely be booking again because I completely trust Dana with my little old man. Thank you so much Dana!”
“Darby was amazing! She was incredibly quick to respond to my initial inquiry and we were able to easily set up a meet and greet. During the stay, Darby was extremely communicative and sent frequent updates and photos, which we really appreciated. It was clear our dog was having a great time and was well cared for. We would absolutely book with Darby again and highly recommend her to anyone looking for a reliable, thoughtful, and attentive sitter.”
“Heather was so accommodating and awesome with our dog. Even when I got the dates mixed up on our reservation, she was willing to work with me and adjust to my needs. She sent pictures everyday and reassured me that everything was going smoothly while I was away. She let my dog roam freely in the yard and house and I could tell my dog was very well taken care of and happy when I brought her home. I would highly recommend Heather to any dog parent!”
“This was our second time having Amber watch our dog. Olive had a fantastic time, and our dog was having some tummy issues during her stay which Amber was very helpful with and gracious about. Amber is always flexible and our dog loves staying with her!”
“Hillary and her family did a fantastic job of taking care of our dog! When we picked him up he was so happy and it seemed like he was well loved by all her children during his stay!”
“Had to book last minute, Stephanie and Jennifer were very quick to respond and always very accommodating for our boys. Will definitely be booking again in the future!”
“My little dogs are so happy and well cared for and spoiled in Leslie's care (play time and walks and doggie messages and they sleep with her!) It gives me so much peace of mind to know that while I am off having a good time my pets are having a good time too. Leslie provides regular pictures and updates. I couldnt be happuer and I highly recommend her.”
Over 446 pet parents in Windsor have booked dog boarding
Windsor dog 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 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 $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 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 10 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 $48 per night, including service fees. Boarding your dog for one week typically costs $336. 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 $31 to as high as $55 per night.
As of Jun 2026, 942 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 17 years of experience. Dog 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 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 942 dog boarding sitters in Windsor on Rover, so you’re sure to find the perfect match for your dog! In Windsor, 98% of sitters offer daily exercise, 98% offer medication administration, and 94% 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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