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

Over 320 pet parents in Winstead Park have booked dog boarding
Winstead Park, 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.
“Amy was absolutely awesome to our dog! We left him with her while we went to a lake resort for the weekend and when we picked him up we could tell he had a great time.”

“Super pleased with the care my dog received for her first week with Ashley! She was well taken care of and was happy while I was away. I got lots of pictures and updates, which helped me feel at ease. I’m already booked again with Ashley and appreciate the sense of security she gives me while my family travels.”

“Fantastic care today! Zia had a fun day and she was happy from the moment we arrived! We received lots of pics and even videos of backyard play. We will be back!”

“So happy with Jillian and the amazing love and care she provided for my doggo! She was extremely accommodating. We are so very happy we found her because we will definitely work with her again ❤️”

“Lindsay was amazing!!! Our 5 month old puppy stayed with her for over a week and it was the best experience. She worked with her on some basic training, got her to sleep in a crate and sent daily pictures and updates! We will definitely use her again in the future!!”

“I booked Tasha for my dog Milo and had a great experience! You can tell Tasha cares for her clients (and their owners). I got many updates thoroughout the day including pictures! I would definitely use Tasha again. I especially loved the report card after we got back from our trip. It’s nice to know that I didn’t have to worry about Milo during our vacation. He was well taken care of, highly recommend Tasha.”

“Lori is a great caregiver, and very responsive to anything you or your pet may need. My pup had a lot of fun with her, and came home tired after swimming, which is one of her favorite activities! It was my first time using Rover, so I was nervous but very happy with her, and was reassured by the photos she sent to me. I will definitely be using Lori in the future!”

“Excellent service and a super dog pro! We loved leaving our bestie with Kristina. She’s very friendly and took great care of our dog. Definitely will continue using her for our dog sitter. Highly recommend.”

“We hate leaving our precious lab Lucy when we go out of town but felt she was in great hands with Bobbie. She obviously loves dogs and treated Lucy like a part of her family. Bobbie was very flexible and accommodating with our schedule and we really appreciated that, and we’ll definitely ask her to watch Lucy in the future.”

“Thank you so much, Lerin for taking such a good care of our precious Luna during her stay with you. Luna was welcomed into your home and we could tell she was comfortable in her new environment while making new friends with your adorable pups. Thank you for staying in touch and sending us daily updates. We loved the pictures and the funny narratives. Luna came home happy and stress free. We will certainly be reaching out again in the future!”

“We boarded our Doberman, Flash, for 12 days. Flash definitely has separation anxiety a common Dob trait. Rich helped Flash work through that and helped him get settled into a good routine. Rich sent pictures and updates regularly which was great. Flash absolutely loved the field they have which allows the dogs to go out for exercise time off leash. Sounds like he regularly ran hard to burn off some extra energy. I would definitely recommend Rich for boarding. He has a great set up and really cares about the dogs. Thanks Rich and your family.”

“Alaynah was awesome! I would trust her with my baby anytime! She made sure she knew his routine and all his little quirks so he would be as comfortable as possible which was super reassuring since he definitely has a big personality and is very unique. I knew he was in good hands with her and that he was happy and comfortable! She was also very understanding and accommodating with pick up/drop off times and when I needed to extend his stay which I really appreciated!”

“Michelle is awesome! She takes such good care of our dogs. Great communication, keeps us updated and is very easy to work with. We have used many sitters and Michelle is the best!”

“Karin does a great job taking care of our Charlie. It gives us a peace of mind knowing that our dog is receiving excellent care when we go out of town. Thanks again Karin!”

The median cost per night for dog boarding in Winstead Park is $43
Dog parents share their Rover experiences - Winstead Park
Taya is beyond phenomenal! My dog, Puffer needed emergency care at night and she did not hesitate whatsoever. She called me up and explained everything she was seeing in detail with Puffer. She stayed with him the entire time he needed care never leaving his side. She loves and takes care of these pups like they are her own dogs. She is very gentle and attentive. Puffer is so lucky to have such an incredible dog sitter like Taya. ❤️

Alaynah was awesome! I would trust her with my baby anytime! She made sure she knew his routine and all his little quirks so he would be as comfortable as possible which was super reassuring since he definitely has a big personality and is very unique. I knew he was in good hands with her and that he was happy and comfortable! She was also very understanding and accommodating with pick up/drop off times and when I needed to extend his stay which I really appreciated!

There aren't enough good things that I can say about Chad and his family! Not only was he super responsive, but I definitely felt like my dog was in good hands. Throughout my trip, I received many photo updates, usually when my dog was out and about playing with other pups. Having someone that you can depend on is paramount and I hit the jackpot with Chad. THANK YOU!!! P.S. Jovie says hello 🙂

Gentle person, Leaving my 3 furries for a week off grid, unable to obsess about them actively. Jazzi communicated with family throughout their stay and could not have been more gentle and caring in her approach with my precious cargo but ME too. They were happy, comfortable and right at home while away from home. Thank you for everything you do. You are a gift.
Reese was terrific! She was flexible to meet our scheduling needs including when our flight home was delayed. She kept us up to date about our pups and they were happy and healthy when we got them back. I would definitely recommend Reese and not hesitate to ask her to pet sit for us again in the future!

DiDi had a wonderful stay! She kept me updated with lots of photos and made me feel completely at ease while I was away. It was clear that DiDi was happy and well cared for, and he had so much fun playing with Ryder. I would definitely book with her again. Highly recommend!

My regular sitter had an emergency arise at the last minute before a 10 day trip; I have a stubborn Frenchie, and a timid (and flight-risk) new rescued pup. Marie was able to take them in, sent updates daily that were really attentive to the dogs' personalities and needs --my rescue who was too nervous to eat and she worked to find something for her that finally coaxed her into having an appetite. Just the best.

Angela was absolutely wonderful! From the very beginning, she communicated so well and took the time to answer all of my questions, making sure I felt completely comfortable leaving my tiny baby with her. Since Phoebe is only 3.5 lbs, finding someone I could truly trust was so important. Throughout her stay, Angela sent daily updates, photos, and thoughtful messages that reassured me Phoebe was safe, happy, and getting so much love and attention. It gave me such peace of mind while I was away. I couldn’t have asked for a better experience. Phoebe had a fantastic stay, and we’ll definitely be back for more playdates. I highly recommend Angela to anyone looking for a caring, attentive, and trustworthy sitter!

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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
- 24/7 support from the Rover team–here to help if you ever need someone to talk to.

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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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