Dog Boarding in Windsor
Find a loving dog sitter to watch your dog overnight at your sitter's home.

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Loving dog boarding sitters in your neighborhood
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1. Laurel G.

“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!”


2. Dana S.


“Danna and her dog Olie were the best! This was my Daisy's 1st time to spend a couple of days and over night without me. I was very worried how she would do because she has a very strong separation anxiety from me. She did great and Danna sent so many photos to ease my mind and heart ❤️. I would recommend her on a dime. I missed Daisy but not like I thought I would and it was because of the great pictures. Thank you Danna and Olie for making this an awesome transition for us.”


3. Meredith B.

“Meredith did an amazing job with our dog, Duke. This was our first time every sending Duke to someone else. She made the whole process super easy. Daily pics and updates. We will definitely use Meredith again. Thank you Meredith!”




4. Gina W.

“Gina was absolutely wonderful! For us and for our pup, JoJo, Very friendly and accommodating. She’s a dog person, for sure. Highly recommended.”


5. Brad Y.

“Brad was a great with our golden Izzie! He watched her over the holidays and we couldn’t thank him enough. He sent several pictures everyday with updates on how she was doing! Will definitely book with Brad again!”


6. Emily H.

“Emily did a great job, was very responsive and sent lots of pictures/updates. Our dog seemed to have a great time. Would definitely recommend!”


7. Kyle & Desiree S.

“We left our 5 1/2 month old pup with Kyle & Desiree for 8 days and we couldn’t have picked a better place for our girl to stay. I was a nervous wreck thinking of leaving our dog for the first time but Kyle & Desiree sent constant updates and pictures, which helped us to be at ease knowing our girl was happy and enjoying her time! At pickup they even gave us a candle with our pups picture on it! It was super thoughtful! We definitely recommend Kyle & Desiree and will use them in the future when needed!”


8. Miranda & Austin R.

“Had an absolutely stress-free experience leaving my pup with Miranda and Austin! I am very happy to know I can trust them with any future needs!”


9. Leslie D.


“Leslie took very good care of our girl, Daisy. She sent pictures daily and Daisy seemed very happy. We will definitely be reaching out to her for our future boarding needs.”


10. Callie C.

“Callie and Aaron were wonderful and made our pup feel right at home. Callie took him on lots of walks. She was also great about keeping me updated on his stay and sent lots of pics and some cute videos. We will definitely be booking with them again.”


11. Andrea V.

“My pups had a great time with Andrea! We did a meet and greet prior with her awesome little dog Danny and they got along great. I don’t have a fenced in yard at my own place so knowing they had a yard to run around and play in was a big plus, and Andrea was kind enough to send me updates and photos. Highly recommend!”


12. Jordyn H.

“Jordyn was absolutely amazing! Jenny came home with a report card and treats. It was so cute! I got many updates during our trip which helped me feel at ease.”


13. Stephanie & Jennifer W.

“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!”




14. Marion N.

“Marion and her family are amazing! We got daily updates and pictures. The dogs loved them! We’d be happy to book with her again in the future!”


15. Naomi F.

“I would give ten stars if I could! Naomi was available last minute to watch my dog, Frankie, when our original care plans didn’t work out. Not only was she extremely easy to work with, she accepted Frankie into her home right away, treating Frankie like her own dog. I received pictures and videos of Frankie being loved on by the whole family throughout the weekend and pick up and drop off were a breeze. I will absolutely have Frankie go to see Naomi and family again and again. Thank you!!”


16. Jessica D.

“I highly recommend Jessica for anyone needing to board their pup! First - she only accepts one visiting dog, which for us was an absolute must. More importantly, she is kind, caring, and knows how precious your fur baby is to you! We found Jessica to be most accomodating and flexible throughout Jasper's time with her, and she is most definitely a gem among all of the wonderful choices in the area. Thanks Jessica!”


17. Andrea T.


“Andrea was great to our dog, and he had a wonderful time at her house. He loved Andrea's dog, Charley, and the stay couldn't have been better!”


18. Jen L.

“Jen takes great care of our dog. She sends many pictures of her family loving on him and taking him for walks. Will definitely have her watch him again!”




19. Jessica R.


“Jessica was great!! She has a great backyard for the dogs to run around, and I can tell my dog had a fun time. Plus, she always responds quickly. I'll always definitely book with her again!”


20. Carrie G.

“Carrie was amazing from the first time we did the meet and greet. This was my first time using Rover and having Reef stay with someone while on vacation. Carrie provided updates and pictures everyday all day long while I was away. It made me sleep better and have a great trip. I will absolutely use her again!! 🐶🔥💕”
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 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
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
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.
Dog Boarding FAQs
Frequently asked questions about Rover
As of Apr 2025, the median cost of dog boarding in Windsor is $45 per night, including service fees. Boarding your dog for one week typically costs $315. 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 $66 per night.
As of Apr 2025, 659 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 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 659 dog boarding sitters in Windsor on Rover, so you’re sure to find the perfect match for your dog! In Windsor, 99% of sitters offer daily exercise, 97% offer medication administration, and 90% 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.
