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

Over 366 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 is an outstanding pup sitter! We'd give her 10 stars if we could. She's super communicative and quick to respond to questions. While we were on our trip, she sent two or three updates, with photos, each day. It was fun to watch our pup settle in with her care. She provides exercise, tons of playtime, and cuddles. Definitely will call on Amy to watch our pup again! Thanks so much, Amy!”

“Tyler has been great with our dog! This was our second time using Tyler and our dog was so excited to see him again. Tyler was willing to work with us when our travel plans got messed up. We are so grateful for his patience.”

“Michael, Wendy and their sweet family were amazing with our Charlie! We joked that he might be disappointed to get picked up! It was wonderful to have such peace of mind knowing our puppers was in great hands.”

“Sylvia is truly a “dog whisperer”. I was so worried about leaving our dog (who thinks he’s human) and she was incredible. I received daily updates and she literally transformed this dog from a protective alpha to a charming alpha. I adore her! She was made for this.”

“Elizabeth, Alexander and their family were a great fit for our dog. We received daily updates and photos of him during his stay. They took him on hikes, walks, and trips to the parks daily. We could tell that he was happy and cared for while we were away. We will be contacting Elizabeth & Alexander again the next time we need a sitter.”


“Libby has stayed with Angela several times now, and I am very pleased with the experiences I have had. Angela is very personable, and knows a lot about dogs which makes me feel super comfortable leaving my dog with her. You can just tell, she absolutely loves dogs! At this point, she is the only sitter I use.”


“Staci was great in caring for my two dogs for five days. She responded quickly, sent updates, and my girls seemed very happy upon pick up. We would definitely book her again.”


“I found my and my dog’s soul mate. Calvin, Mini and myself fell in love with her at our first meeting. Juli was so wonderful with my dogs! She loved on them as if they were her own. They have never stayed with a stranger before but she was so good with them they made themselves at home right away. Pictures and updates came everyday. Juli is an excellent photographer, she took better pictures of my boys than I can. They had their walk everyday and loved it. Her yard is perfect for dogs. Two sides, one for small dogs and one for big dogs. Both have their own doggie doors. My little Poms decided they liked going out with her big dogs, and you can’t tell a Pom what they are supposed to do. I never had one concern while on vacation, Juli kept me a perfect peace about my dogs. I will definitely be a return customer.”


“Daniel took really good care of my dog today for “doggy daycare” while I was at work. My dog is anxious & can be hard to walk. He listened to my concerns, tried to make my pup feel at home, & sent regular updates. His dogs were really great with my dog, too.”

“Kelly has great communication and did an amazing job at making sure that Ellie felt super comfortable and “one of the pack!” I appreciated all of the pictures and updates Kelly sent while I was away from my pup. Both Ellie and I are excited to have Kelly watch over her again sometime soon!”


“I left my girl Lola with Bonnie and her family for the weekend, and I am so happy that I did! Bonnie made the whole experience wonderful. She sent updates and pictures throughout my time away. I really felt at ease knowing that my fur baby was so well taken care of. Lola had the best time, it was a vacation for her too. Thank you so much Bonnie! Lola can't wait to come back and spend time with you guys again :)”

“Concetta and her family took care of our puppy like it was their own! Our Gigi loved them and was well taken care of. They have the sweetest dog of their own who was a great model for our little one. Thank you Concetta!”

“Shannon was fantastic with our pug Steve! Her communication was excellent and incredibly quick, she kept us updated with photos and messages throughout the stay. She gave us peace of mind that Steve was in caring hands. Would recommend Shannon to any other dog parents.”

“Megan was terrific with our pup! Our dog Jet had a weekend stay with Megan and her loving golden retriever Maya. Throughout his stay we were updated daily with photos and videos of his experience. Megan has a beautiful yard to facilitate pets but to our surprise she also took Jet out for multiple walks everyday as well as dog park adventures! That on top of his playtime with Maya, Jet came home delightfully zonked. His second trip to see Megan and Maya, he could not hide his excitement when approaching her home. Jet has taken to Maya very easily. I received many pictures of them cuddling and taking naps together. This was our first experience on rover and we are so glad we found Megan! I would recommend her to anyone!”

“Kristen and her family were absolutely wonderful. She provided regular updates and photos of Sadie. Sadie even ran back in the house as we were leaving today goodbye one more time.”

The median cost per night for dog boarding in Winstead Park is $45
Dog parents share their Rover experiences - Winstead Park
My dog stayed with Amanda for a few days, and from the pictures and updates she sent me every day, I could tell he was receiving the same level of care and attention I would give him myself. She was also very responsive to my messages and followed all of his care instructions closely. My dog was in the middle of a food elimination trial, so I was a little nervous about leaving him with someone else. Thankfully, Amanda and her family took excellent care of him, and I felt completely comfortable knowing he was in good hands. I would absolutely trust Amanda to care for him again!

We can't thank Andi and Tim enough! Their communication was amazing, and we loved getting regular updates and photos showing how happy our dog was. He settled right into their home and routine and he was so well cared for and loved while we were away. Highly recommend!

We normally leave our dog(s) at home with friends or family when we leave town. Busy schedules meant we needed to scramble and we luckily found Chad! He has a fully fenced yard, a chill dog of his own and was so easy to communicate with. Our fur-baby got daily walks, lots of interaction and was in a safe loving home. We also enjoyed the frequent photos of his antics. We are so glad we found Chad and would happily use him again.

Elise did an excellent job of caring for my little Miski. I was obvious from the moment she met him, she loves and know how to interact with our canine friends. I will definitely call on her again when I need to have someone watch Miski. Thanks for a job well done.

We were very pleased in working with Amber. She took Rocky in with only a couple day's notice. We did a meet and greet and felt comfortable sending Rocky to be with her over the weekend. We found Amber to be very accommodating and flexible. She took pictures of Rocky and sent them to us every evening. Her dog Jasper is a beautiful dog and very well-adjusted. It did not take long for Rocky and Jasper to acclimate with each other. Rocky seemed to be very happy when we picked him up from his stay. We would use Amber again if the need arises. Thank you very much Amber! We appreciate you being so flexible with us during our travel issues. Thanks for taking such good care of Rocky!

Sarah is a fantastic Rover, and made our first time using the service updates an exceptional one! She is intuitive with dogs, and knows when to set boundaries versus when to let puppies play. We really appreciated her general updates and pictures while we were away, and are looking forward to the next time our dog gets to hang out with Chili! 10/10 would recommend Sarah as a Rover! 🐾

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Reservation protection
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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