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. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Alan and Luis took fantastic care of our dog Maggie while we were on vacation. We received multiple daily photos. The photos assured us that Maggie was having fun and therefore we enjoyed our vacation that much more knowing that she was well taken care of. We will definitely use Alan and Luis again!!!”
“Would highly recommend!! Ifan was great with Pierre and was very responsive when I asked for pictures and videos during his stay. My dog did a lot of running around outside in his backyard and playing with the other dogs he was watching, but when it came time for me to pick him up he looked good as new. Brushed and came with an adorable handkerchief! He was great!”
“Christle took great care of Peabody! At the meet and greet, she gave lots of information and answered all of my questions- I felt so comfortable leaving Peabody with her! Peabody and her dogs got along very well and had a great time playing together. When I picked Peabody up, he was so relaxed and happy. It was obvious that Christle took great care of him. Needless to say, I will be going to Christle again for any of Peabody’s boarding needs.”
“Haoran was absolutely incredible with our two dogs, Molly and Olive! From start to finish, she went above and beyond with their care. She kept us consistently updated with thoughtful check-ins and photos, which gave us total peace of mind. It was so clear how much she genuinely loves and cares for dogs—Molly and Olive were happy, comfortable, and clearly well loved the entire time. We feel incredibly lucky to have found Haoran and would not hesitate for a second to book with her again. Highest recommendation!”
“Kathryn and Jeremy were great, can't recommend them enough. They were extremely communicative both before Bella's stay and during, updating us with pictures etc throughout the day. The couple are very well versed in dog behavior/needs and asked all the right questions to make us feel confident Bella was going to be well cared for and safe. When we picked Bella up she was very comfortable in their home and was resting with Kathryn and Jeremy. If you are looking for trustworthy couple to watch your pup with love and attention, this is it!”
“Katie took exceptional care of our golden retriever. She gave updates on how he was doing throughout the stay and asked great questions about how she could make him feel right at home. Excellent communication but most importantly a great family that treated our dog like their own. 5 stars!! Highly recommend!!”
“Nazim was so great!!! He sent so many pictures of my pup and she warmed up to him right away. He was so flexible when my travel plans changed and he gave me updates on how my dog was doing all the time. Thanks Nazim!!!”
“Nancy is a dream! She took perfect care of my little guy and even gave him a special birthday treat. So many walks, lots of attention, and lots of pictures sent my way. I’d recommend her in a heartbeat.”
“Triba is the best! Maggie absolutely loves Triba and I feel so comfortable leaving Maggie with her. She does such a great job of caring for Maggie and dealing with all of her quirks and challenges.”
“Klaudia was awesome! Our elderly dog had a health crisis while she was caring for him, and she took him to the vet, was very good with communication, and really cared about our guy for 2 days while we made our way home early from vacation. Highest recommendation!!”
“Ricky and his family provide the best care for my girls! They are extremely loving, caring and flexible! I am so appreciative always for the love they give my girls! ❤️🐾”
“Didn’t get to meet Inam but Jennifer was amazing with my Ralphie! She’s very patient and kind, all the good qualities needed to take great care of your pets. They sent pictures and updates almost every day which was much appreciated. Looked like my pup had a lot of fun. I’ll definitely be using their services again!”
“I can’t say enough positive things about Allison! She was so wonderful with our dog and communicating with us through texts and pictures. I was able to fully relax on vacation knowing that Sonny was being loved and extremely well cared for. I cannot recommend Allison enough!”
“Khanh and Tommy welcomed us into their home for a very last minute boarding request. We received several updates, with pictures and video while we were away. Their love and care was evident and we know Astro had such a fun time! We are so grateful to have found them and we are looking forward to working with them again very soon! Look no further!! This is the right family to take care of your pup(s)!”
“Sean and Jill are great and Gwendolyn always looks forward to coming for a stay. I have a very tiny 4.5lb dog and very particular with whom I leave her with because of her size. I love the fact that they only take in small dogs as this tells me that they take the precautions needed to accommodate Gwendolyns size”
“Katie took excellent care of Sadie while we were away on vacation - after meeting her during the meet and greet I felt super comfortable leaving Sadie at her house. Will absolutely use her again for any future vacations, she is quick to respond and very accommodating!”
“Andrea took very good care of my baby, i was so nervous leaving him with someone new. But i am glad i found her. My baby was well taken care off and he seem very happy. He was treated like a family member he was taken on car rides and he was allowed to sleep on the bed. I definitely will be booking with her and her family again.”
“We had our dog stay with Heather and Greg for around 2 weeks (after verifying he gets along with their other pooches). Heather sent frequent photo updates and was easy to reach. Troy came back showered :-) (I'm sure he got super dirty playing), shiny and in good health.”
Over 335 pet parents in Windsor have booked dog boarding
Windsor dog parents share their Rover experiences
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 $50
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 12 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 $50 per night, including service fees. Boarding your dog for one week typically costs $350. 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 $26 to as high as $57 per night.
As of Jun 2026, 661 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, 93% 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 12 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 661 dog boarding sitters in Windsor on Rover, so you’re sure to find the perfect match for your dog! In Windsor, 97% of sitters offer daily exercise, 96% 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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