Dog Boarding In Winsor Hills
Find a loving dog sitter to watch your dog overnight at your sitter's home.

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Top rated Winsor Hills dog boarders
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Shipra took good care of our dog. She walked and played with him. Her dog Trevor is very nice and well behaved. My dog is tiny but got along really well with him. I would love to keep my dog with her again!”

“Ginnie & Steve have become part of the family; our fur babies love them and they were even available to accommodate us last minute when I went into labor with my daughter. They are the best and we love having them as our regular dogsitters. Highly recommend ❤️”


“Felice and Ken are absolutely wonderful. I can’t feel more at ease leaving my dogs with them. I know they are in good hands and I can relax knowing they are safe with them. I won’t hesitate to use them again and again if they are available”

“I LOVE how thorough, intentional, and caring Shakiyla is with all the pups that stay with her. She works hard to meet each pup's needs, is very responsive, and sends daily pupdates. I'm so glad we found her to take care of our Zoe - and as a dog trainer myself, I don't trust just anyone with my pup.”

“Just picked up my pups from staying with Alex for the weekend. They had a great weekend playing with Reese. Alex sent us pics of them and they were so relaxed and happy. They look forward to staying again!!!”

“Nikki was great! She was flexible and seemed to understand what our reserved, sometimes anxious girl needed to feel comfortable. We appreciated knowing she was in good hands.”

“Erika was amazing. Usually when I drop Bear off at a sitter he’s very upset when I leave him but her energy was so warm to him he went to her willingly and didn’t even notice when I left. She sent me pics showing him having a blast and when I picked him up he seemed happy and exhausted. Thanks Erica!”

“Brittanie and Ryan were wonderful sitters for our dog this weekend! She seemed to have gotten very comfortable in their home pretty quickly and had no issue coexisting with their dogs at all. They sent frequent update pictures and really went above and beyond bringing our dog to our wedding so she could be included in our pictures. Overall great first Rover experience and would happily use them again!”

“I went on vacation for six days and left UNO in Robin's capable hands and care. Robin sent videos and updates on UNO. He had a good time with the other dogs. I will definitely be using Robin again to take care of UNO. Robin will shower your dog with the same love and care that she gives her own dog. When I saw and read Robin's profile I knew she was the person to leave UNO with. Thanks again Robin for your patience and tlc for UNO.”

“I am extremely pleased with the care provided. She was an excellent caregiver, very attentive to my pet and treated her with the same love and kindness I would. I will definitely choose her services again. Her customer service and dedication were outstanding.”

“Karla is an amazing dog sitter! She communicates effectively through text message and the Rover chat. Karla also takes the most amazing photos of your pet to give you that extra sense of comfort. My dog had a wonderful time in her care and will definitely be back to see her soon.”

“Shannon not just took good care of our little old man-dog, but seemed to really enjoy him, too! And she took the best photos we have of him. A delight to communicate with, and what a relief to find someone we trust to look after our dog!”

“Casey and Marwa are the BEST! They spoiled our large dog Indiana to no end with multiple long walks every day, playtime, cuddles, and even grooming. There was plenty of space to roam freely in the house. They posted many pictures and videos every day. Their Pug Kevin is so cute and friendly! Indy came home well fed, nicely groomed, happy, and relaxed.”

“Kassandra and her little guy took amazing care of my fur baby, Jax. From the photos, I could tell he was super comfortable and happy with them. She kept me updated every day with pictures and little check-ins about how he was doing, which I really appreciated. I truly can’t thank her enough! If you’re thinking about booking or even just browsing, DO IT. You won’t regret it!”

“Nicole was great! Gave us continual updates/pictures & kept my pup active and well taken care of. I would absolutely use Nicole again and recommend her to others!”

“Aida was a wonderful sitter and my dog had a great time with her! He enjoyed time spent in her large yard, many walks, and an overall comfortable stay. She shared frequent updates and pictures, and was happy to adapt to my dog’s routine and quirks. I felt so comfortable and was able to enjoy my trip, knowing my dog was in fabulous care.”

Winsor Hills dog parents share their Rover experiences
I’m so grateful that I found Kassandra to board my dog, Benji! The consistent updates and photos provided throughout, gave me such peace of mind while I was away. Kassandra and her adorable son will love your dog like their own to make the absence easier on your pup. Oh, and benji got spoiled with that amazing fenced in yard! 10/10 recommend.

This man was an absolute blessing to my family. I have two dogs who have two completely different temperaments. He was able to take both of them last minute and care for them like they were family. If that wasn’t enough he is so sweet and extremely considerate of people and animals. I will be using him every time I need a dog sitter going forward and so should everyone else.

Victoria’s understanding of dogs in general is a gift! She is absolutely amazing. Whenever she did have to call for my anxious fur babe, she was so kind and positive. She gave my husband and I peace of mind while being out of the country. Our guy is tough, especially post covid, but Victoria took amazing care of him!! Highly highly recommend!

Sean was great a fit for boarding my two girls Xena & Rogue! I went away for 10 days, they both got multiple daily trail walks, a quiet neighborhood, and a great living space on his ground floor. Sean would give a daily update most days with 1-2 photos so I could see they both looked well. I returned to two happy, healthy pups that seemed content being in Sean's home. Thank you Sean!

We are so happy that we found Helen to take care of our "four legged baby". Our dog was taken care like a king, knowing that Helen did such a wonderful job with our dog gave us piece of mind, we were able to relax during the time away from our dog. Helen send us great pictures of our dog. Helen is just fantastic!

P1 definitely had a great time, and we really appreciate the care you gave him. One small thing we noticed afterward was that all the food we prepared was gone, which ended up being a bit more than his usual amount. He had a couple more bowel movements than normal, so we think he may have been slightly overfed. Just wanted to mention this for future reference. Thank you again!

Her page speaks for itself but I had to take the time to shout her out personally!! She took care of my Cali girl so well. This is my first time using River, but she created ease from start to finish. I even had a meet and greet prior to the boarding to break the ice and get acquainted beforehand. She has gained a forever customer.

2nd time watching Mika! Brittney is so easy to work with and kept my puppy safe over night on a holiday! Mika boarded at her home and had a great time playing with their puppy. Brittney is super easy to communicate with and very responsive to my texts or calls. I'm looking fwd to having her watch my girl again for sure!

Popular requests near you
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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 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
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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
Typically, dog boarding sitters on Rover respond in under an hour, so you should be matched with the perfect sitter for you and your dog in no time!
Experience can vary widely from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when comparing sitters available in Winsor Hills.
Rover makes it easy to find Winsor Hills 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
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.













