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

Over 155 pet parents in Winsor Hills have booked dog boarding
Winsor Hills, Find top rated dog boarding
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Nautica was an excellent host for my busy little boy. She kept them an extra day because we've been having brownouts in my neighborhood. She even dropped him off and picked him up. I knew he was going to be spoiled rotten after enjoying a long weekend with the backyard. I will be using her again”

About: I have taken care of my own dogs and cats my entire life and cannot remember a time I didn't love them all. My cat is no longer with me but I still have dogs and would love to care for your pets as I currently do my own. I can handle big dogs and little dogs as well as am willing to clean out your cats litterboxes. I'm happy to tussle with big dogs and take naps with lap dogs anytime! I'm a college student looking for work over the breaks and any pet time over the semester as I'll be away from my own. I'm happy to work around my class schedule to be with your pets as much as possible. I have a mostly fenced yard with the only opening being the driveway but intend to do walks and keep pets leashed just for safety. My own home has two dogs that are great with other dogs, both of them being on the smaller side and great with people as well. When I'm up at school there will be no other pets up there and the space will be fully for your pets. I'm also able to do house sitting, walks, and drop-ins for your pets to make sure your pets are getting love and attention when you're away.
“Alex took great care of my Mini Aussie Tango these last several days, including timely communication and updates! His place with the large enclosed grass yard was perfect for Tango to get her energy out. She really enjoyed her time with Alex’s dog Reese and came home happy and exhausted!”


“So thankful for Felice & her family for watching Charlie! She was great and sent me plenty of updates & pictures. Charlie enjoyed playing with Coda & running in the backyard. He came home tired from a long weekend of fun!”

“Ginnie and Steven were really wonderful caretakers for my cat. They were very communicative and super accommodating when my plans changed and I needed to extend the time my cat stayed with them. My cat came home happy and healthy and I know she was well cared for. Definitely plan to reach out to them when I travel again!!”

“Aida was a great sitter for my pup. She was very communicative with me and very attentive towards him. I was able to have peace of mind while on vacation as I was updated with pics and activities throughout each day I was gone. I highly recommend Aida for any of your dog sitting needs.”

“Wonderful person and family. Provided lots of pics to ease my mind because this was our first time. Allowed us to do a meet and greet the day before and was so accommodating to his allergy needs. Will definitely use again.”
“Brittanie and Ryan took such great care of our pup. We really appreciated the updates and photos, as it put us at ease with it being her first time with a sitter. They were responsive and helpful, kept to our feeding schedule and loved on our furbaby. Thank you so much!”

“Virgina watched my retired guide dog Harry in her home while I was traveling for business. She made sure everyone would get along beforehand and took time to meet and talk with me. This was the first time Harry was staying with someone he didn't know and I was worried he'd be anxious. He had a good time with her senior dog Chip. I'll likely book with her again.”

“Robin was amazing!! She took such good care of my baby while I was away for Christmas and made sure my baby felt the holiday spirit. Highly recommend booking with her!”

“Shakiyla was very informative and pleasant to work with. She took excellent care of Zeus and I would recommend her to anyone and I’ll definitely will be using her services again.”

“Karla was wonderful! She cared for my pup as if he were her own and made sure he felt right at home. I loved receiving all the great photos while I was away - it gave me such peace of mind knowing he was safe, happy, and so well loved!”

“I wanted to let anyone that really wants a person to take care of their child (dog) like it is their own Davida is the one to call. I'm very protective of my little baby and very particular about who takes care of her. She is 8 months and only weighs 4 pounds and she is a beautiful little Maltese. She is energetic and loves to play all day long. She loves to get plenty of attention. All of that was to tell you that she gets all of that from Davida and her family. She loves them and they love her. She gets excited every time we open up the gate to go to the door. When I pick her up and we go home she sleeps good from playing all day. She goes every week to Davida's and she loves it. Last week she had the runs and Davida gave her a full bath with hyper allergenic shampoo with oatmeal in it and she came home clean and smelling like I just took her to a groomer. She could have just cleaned off the areas that were dirty but she gave her the works and I really appreciated the extra care she took of my baby. Also did I mentioned she had very clean and spacious home and a huge front and backyard. She is the best sitter you could ever ask for. Thank you Davida!! ❤️”

“Excellent! Cheryl and her family did an awesome job watching my little girl on such short notice. I particularly enjoyed and appreciated how well Cheryl communicated with me during my dog’s stay. She sent valuable updates, pictures, and other related information pertaining to my little girl. Highly recommend.”

“Kelly and her husband are simply amazing. From booking to post-pick-up, their communication was clear and timely. During Leo's stay with them, Kelly sent me photos, videos, and update comments numerous times throughout the day. It made a huge difference for me and my daughter (9 yo) who missed Leo very much during our trip. They were so warm and kind to Leo, and I could tell that they truly cared for the pet they were looking after. They took Leo to exciting walks, let him play off leach in their backyard, and cuddled with him. I know they've done all of this because they send me so many pictures. Leo looked very comfortable and content in the photos and videos. I highly recommend Kelly and her husband!!!”

“Danielle took great care of my dog while I was away! Sadie was happy and well cared for when I picked her up. Danielle was responsive and sent me regular updates so I knew Sadie was happy and safe. I highly recommend Danielle!!”

“Jess is simply amazing with my elderly and very high maintenance Havanese. He has serious separation anxiety but I never worry about him when I drop him off. She’s very attentive and patient and will go out of her way to make him comfortable. She’s really the only one I trust with my baby 🥰”

“Sarah was great. My dog looked right at home & had lots of fun & snuggles. Sent great pics/updates. & was able to accommodate a last minute extra night due to flight delay. Def recommend!”

“It was a pleasure having Lingli care for my fur baby while I was away. She was always very responsive and sent a lot of pics during my pup's stay. I will definitely be booking again.”

The median cost per night for dog boarding in Winsor Hills is $50
Dog parents share their Rover experiences - Winsor Hills
Nina was such a blessing to find as I was looking for last minute care for my pup! She welcomed Sweet Pea into her home and within the evening she was settled and I could tell she felt at home. She shared pictures throughout the stay and was super communicative which I appreciated greatly! She came home tired and so happy - couldn’t ask for more!

OMG!! What an absolutely fantastic dog sitter! I forgot everything, including dog food. So glad she was able to provide meals for my boy Max! Everything went perfectly, and my furry boy looked so happy and well cared for upon my return. I would absolutely book their services again and wholeheartedly recommend her to anyone in search of a trustworthy and compassionate dog sitter! Tae Said It!

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.

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!

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- Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
- Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
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It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.
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