Dog Boarding in Windsor, NY
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Top rated Windsor dog boarders


“Our timid puppy was instantly at ease with Steve. He did a great job managing her 5 month old teething chewing. She seemed to have a positive connection with Steve when we picked her up.”


“Coop had just a fun time! As happy as I was to have him come home, I know he was sad to leave his new friends! It was so cute to see Justin's little girl with his leash walking him!!! Besties for life!! Would recommend Justin and his family to anyone!”


“Charlene was just wonderful with our 11 year old beagle. She allowed us to stop over a couple of days ahead of our reservation so our dog could meet her and her husband. That made it so much easier on the day we dropped him off and headed out of town. Charlene stayed in touch with us while we were away and sent pictures. I never worried for a single minute that our dog was in her care. She did a great job and I highly recommend her! Thanks Charlene for taking such great care of our dog. You're the best!”


“Lorinda was wonderful and made me feel very comfortable about leaving my dog in her home. She sent me lots of pics and updates on how my boy was doing while I was away. I will definitely be using her services again in the future.”


“I could not have asked for a better dog sitter for my babies. My two have their own quirks and she and her partner did so great at taking good care of them and learning about them.”


“Again, Dana took out wily terrier into her beautiful home and treated him like a prince, meals and walks on schedule and a peaceful bedtime ever night. She sent helpful photos and videos during his stay and as always she's as kind to his humans as she is to him!”


“Elizabeth was great! Organized and responsive! She and her family truly let Coach be a part of theirs! In fact, when my dog’s stuffy lost an arm, she sewed it back on for him. Updated were helpful. Coach came back a happy pup!!”


“My dog had a blast at Terry’s house!! Would absolutely take her there again! My crazy dog had one night at Terry’s and she is worn right out! I love how she has a fenced in yard for her!”


About: I've had dogs my entire life, but really started taking a lot of responsibility for their care around 12. From small breeds to large, I've loved them all! I have experience with behavioral issues, medication administration, seizures, and other medical issues. I'm a stay at home mom of two beautiful disabled children. We have one cat and one dog. I'm always home and available during the day for boarding. We have nice, big yards and we live in a very friendly neighborhood! I'd also love to help take care of your babes on the weekends, evenings, and occasionally during the week! I have an unfenced but spacious yard. Our home has the capacity to keep everyone separated if needed, but lots of room to be together, too! We have plenty of room for a crate, if that's how your sweet babe thrives, but we also support snuggles during sleep, too!

“I needed my cat boarded for the day and he accepted boarding her. He was reliable with communication and was able to have my cat boarded and my cat was relaxed when I picked her up. I would definitely recommend for sitting or boarding your pet.”


“Bee was amazing! She was great with our puppers and especially with Uno who can get nervous around new people. You can really tell how much she loves to do what she does. We would highly recommend her!”


“Adriana was amazing! She took care of Denis as he was her own. Provided pictures and updates via text! If we are ever back in the CNY we will definitely be contacting her to watch our boy.”


About: I have been taking care of dogs since a long time. I take my dog for runs and walks for 7-8 miles daily. I can also take your dog for hiking if you want me to. I work from home on Fridays and Monday which is suitable for me since I am at home for the whole weekend and provide 24x7 care to the pets. I have friendly Australian shepherd who loves to play and is filled with high energy. My apartment has ample of space for pets to play around.

“She was absolutely amazing with my sweet boy. He came home happy as can be, very well taken care of. I would recommend Diana to anyone nervous about the well being of their babies. I can't wait to use her again. Thank you Diana ❤️”

Loving dog boarding sitters in your neighborhood
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Steve & Patty W.
Star Sitter


“Our timid puppy was instantly at ease with Steve. He did a great job managing her 5 month old teething chewing. She seemed to have a positive connection with Steve when we picked her up.”




Mary Y.
Star Sitter


“Perfect as always - Mary helped us out when we were in the middle of an emergency. Winnie loved his stay with her and her pups and couldn't wait to come back!”


Justin H.

“Coop had just a fun time! As happy as I was to have him come home, I know he was sad to leave his new friends! It was so cute to see Justin's little girl with his leash walking him!!! Besties for life!! Would recommend Justin and his family to anyone!”


Charlene V.Star Sitter

“Charlene was just wonderful with our 11 year old beagle. She allowed us to stop over a couple of days ahead of our reservation so our dog could meet her and her husband. That made it so much easier on the day we dropped him off and headed out of town. Charlene stayed in touch with us while we were away and sent pictures. I never worried for a single minute that our dog was in her care. She did a great job and I highly recommend her! Thanks Charlene for taking such great care of our dog. You're the best!”


Lorinda M.

“Lorinda was wonderful and made me feel very comfortable about leaving my dog in her home. She sent me lots of pics and updates on how my boy was doing while I was away. I will definitely be using her services again in the future.”


Allawr M.Star Sitter

“I could not have asked for a better dog sitter for my babies. My two have their own quirks and she and her partner did so great at taking good care of them and learning about them.”


Nicole & Gregory P.

“Dougie had a great time, and returned home relaxed and happy. Nicole and Gregory took amazing care of my senior pup, he has never looked this healthy and happy after a boarding experience.”


Dana Y.Star Sitter

“Again, Dana took out wily terrier into her beautiful home and treated him like a prince, meals and walks on schedule and a peaceful bedtime ever night. She sent helpful photos and videos during his stay and as always she's as kind to his humans as she is to him!”


Landry R.

“Landry and Berto were great. They had a friendly dog and a nice backyard for the dogs to play. I will definitely re-book. Yuki ( our dog) came back healthy and happy.”


Elizabeth H.

“Elizabeth was great! Organized and responsive! She and her family truly let Coach be a part of theirs! In fact, when my dog’s stuffy lost an arm, she sewed it back on for him. Updated were helpful. Coach came back a happy pup!!”


Francine G.

“Francine was very responsive and flexible with my changing schedule. My dog seemed happy there. I plan on reaching out to her again in the future.”


Terry P.Star Sitter

“My dog had a blast at Terry’s house!! Would absolutely take her there again! My crazy dog had one night at Terry’s and she is worn right out! I love how she has a fenced in yard for her!”


Megan F.
About: I've had dogs my entire life, but really started taking a lot of responsibility for their care around 12. From small breeds to large, I've loved them all! I have experience with behavioral issues, medication administration, seizures, and other medical issues. I'm a stay at home mom of two beautiful disabled children. We have one cat and one dog. I'm always home and available during the day for boarding. We have nice, big yards and we live in a very friendly neighborhood! I'd also love to help take care of your babes on the weekends, evenings, and occasionally during the week! I have an unfenced but spacious yard. Our home has the capacity to keep everyone separated if needed, but lots of room to be together, too! We have plenty of room for a crate, if that's how your sweet babe thrives, but we also support snuggles during sleep, too!


AlexMatthew M.

“I needed my cat boarded for the day and he accepted boarding her. He was reliable with communication and was able to have my cat boarded and my cat was relaxed when I picked her up. I would definitely recommend for sitting or boarding your pet.”




Jeanette D.Star Sitter

“Extremely kind and great communication! 10/10 recommended and definitely going to be a returning client”


Bee D.

“Bee was amazing! She was great with our puppers and especially with Uno who can get nervous around new people. You can really tell how much she loves to do what she does. We would highly recommend her!”


Adriana M.

“Adriana was amazing! She took care of Denis as he was her own. Provided pictures and updates via text! If we are ever back in the CNY we will definitely be contacting her to watch our boy.”


Chaitanya B.
About: I have been taking care of dogs since a long time. I take my dog for runs and walks for 7-8 miles daily. I can also take your dog for hiking if you want me to. I work from home on Fridays and Monday which is suitable for me since I am at home for the whole weekend and provide 24x7 care to the pets. I have friendly Australian shepherd who loves to play and is filled with high energy. My apartment has ample of space for pets to play around.


Robert S.

“Bob was a great sitter for Pepper. He kept us updated with plenty of pictures of our pup and gave her plenty of walks and attention. Definitely would recommend him as a sitter!”


Diana S.

“She was absolutely amazing with my sweet boy. He came home happy as can be, very well taken care of. I would recommend Diana to anyone nervous about the well being of their babies. I can't wait to use her again. Thank you Diana ❤️”
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1. Search
Read verified reviews by dog parents like you and choose a boarder who’s a great match for you and your dogs2. Meet & Greet
Meet either virtually or in-person with a boarder to discuss the level of care needed for your dogs while you’re away3. Book & Pay
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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.
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We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.
Dog Boarding FAQs
Frequently asked questions about Rover
As of Aug 2025, the median cost of dog boarding in Windsor is $43 per night, including service fees. Boarding your dog for one week typically costs $301. 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 $27 to as high as $42 per night.
As of Aug 2025, 46 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, 96% of Windsor dog boarding sitters respond in under an hour.
Dog boarding sitters with repeat customers have an average of 11 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 46 dog boarding sitters in Windsor on Rover, so you’re sure to find the perfect match for your dog! We understand that each dog is unique and may require specific 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.
