Dog Boarding in Crestwood, IL
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Top rated Crestwood dog boarders
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Mercedes is the best at what she does. My dog loves her and her family. Very loving and caring and gives constant updates so you feel at ease if you’re wondering how your pet is doing. Overall 5stars and would highly recommend. Thanks again Mercedes. See you next trip!”
“I want to acknowledge how professional and well organized Iman handles her business. I am a first time pet owner and Rover user. I had to leave town for 6 days for a vacation. I had anxiety around who was going to care for my pet. I did a google search and stumbled across this platform. Iman picture was highlighted for me. My spirit felt like she would be the one to choose. I’m proud to say that I was not wrong in following that inner voice. Iman took care of my pet better than me. I enjoyed the warm welcome with a personalized sign. I was able to walk in the house to see Ace also had friends to play with and a doggy play area. My Ace normally barks at strangers but he seemed comfortable with Iman right away. He received high quality luxury style care. The activities, videos and pictures updates were comforting and entertaining to watch. I don’t want to give all her secrets away I love that she celebrated his birthday with a paint party. I also love how happy he looked the entire time. I was impressed with the level of experience Iman has. I also appreciate that she makes dog food and my pet seem to like her food more. I will be ordering food for him. I will also use Iman for all my future pet needs. I think I have hit a goldmine with her services. I have no need to seek out anyone else. I am throughly satisfied with the love and care provided to my Ace. My trip was extended a day due to unforeseen circumstances at the airport and Iman did not hesitate to provide extended care. I recommend her services to anyone who needs it. I promise you will not be disappointed.”
“Amy was the best …. Took amazing care of my fur baby I knew he was in good hands ❤️ got pictures and videos and updates really made me feel at ease with everything while I was gone”
“Megan did a wonderful job with my Lukey. When unexpected medical needs arose, she was still willing to watch him. She did an excellent job with giving him his daily medication and caring for his special needs. She sent multiple pictures throughout the day on all the many walks he went on. Megan is a kind and thoughtful sitter and I would highly recommend booking her!!”
“I am so glad to have had the pleasure to meet Stefanie. I was in a real bind trying to find a last minute sitter for my dog Shelby. Although I was a bit nervous because my dog usually travels with me, Stefanie assured me that all would be OK. I left feeling totally comfortable and confident that I would be leaving Shelby in good hands. Except for a small hiccup in times, everything was GREAT!! I would definitely recommend and l, will for sure be using her again. Thanks Stefanie!!”
“I really want to say Big Thank You for taking care of my dog.This was first time for me to use dog sitter and I wa scared and unsure how this will work.And big Wow!!!! I received pictures every day and news about my dog. Lilliana was so nice from the beginning .I am very thankful for all that you did with my dog.Very very happy and I REALLY APPRECIATE YOUR WORK.Thank you so much for everything Kasia”
“Janet is phenomenal! The MOST caring and kind dog mom and sitter! She is very patient with my 7 month puppy while he is developing his manners. She provides a lovely home and environment for my pup, who runs to the door whenever he is going to stay with Janet. She is simply the best!”
“A true life saver! We attempted to keep our dog at a pet friendly hotel while we went to a concert, but Noodle decided she was going to let the hotel guests know how much she missed us by barking. We thought for sure we'd have to listen to the concert from the parking lot or just not go all together. Kathy responded very quickly, super nice and accommodating . Thank you again!”
“Kendra took really good care of both of our pets while we were exploring the city. She was very communicative and sent pictures so we felt very safe leaving our pets with her. We’d definitely work with her again next time we find ourselves in Chicago.”
“Kori obviously had a great time at Jim’s. Jim is very organized and attended to my senior dog’s needs well in the quiet and relaxed environment she needs. I would feel comfortable having Kori stay with Jim again.”
“Desiree was amazing with our 4 year old terrier mix and high energy 5 month old puppy! We were nervous with our puppy who hadn’t been in boarding before, and she was great with keeping us posted on their behavior & sending daily pics/updates. Our dogs came home exhausted from having so much fun at their time away. She was also great with our 4 y.o. who preferred her personal space around the younger dogs there. We will absolutely use her again!”
“Tanisha and Darrius are the best doggie boarding team! Tanisha administered my Snuggles medicine and even got her to take the one she can be stubborn about. This was my first time leaving my pup for days at time for vacation. I was so nervous but she kept checking in and giving me updates that made me feel comfortable so I could enjoy my birthday trip with no worries! I highly Recommend them, Snuggles came home happy and healthy! It makes a difference when they love fur babies as much as you. Thank you so much Tanisha and Darrius!”
“Thank you, thank you, thank you Candace & Steve. They are the best dog sitters! As soon as we dropped off Rocco, he couldn't stop wagging his tail. The day after we picked him up, he looks a little sad... like his missing Pumpkin. Beside missing Rocco in our travels, we are never worried about the care Candace & Steve provide. We so appreciate the pictures and the daily update on how Rocco is doing. If you are looking for a great dog sitter, look no further. Thanks Candace & Steve!”
“Our pup was so well-loved by Patricia and her family. From the second she met our dog I knew she was in good hands and the regular updates and pictures she sent reassured us of that. Could not recommend her services more highly!”
“Shani responded quickly to take a last minute long term booking. She was very communicative & hands on with Malcolm. Felt very comfortable leaving my baby while out of the country.”
“Christie provided Louis with a safe and comfy experience. She sent daily updates and photos which assured me that he was happy and well cared for. I would not hesitate to leave my dog with her again.”
“So thankful for Kyla & Barbara (her mom) for taking care of Drogo! Drogo’s very happy. They have updates with photos & videos everyday. They are very sweet & accommodating. We even did a video call because our daughter missed Drogo so much! We’ll definitely book them again when we visit the area. ❤️?”
Crestwood dog parents share their Rover experiences
We cannot say enough wonderful things about Mercedes! This was our second time booking with her, and after our first experience, my mom even felt comfortable sending her puppy this time too. From the moment our dogs arrive, it’s obvious they are treated like part of the family. She takes them on plenty of walks, sends lots of pictures and updates, and truly gives us complete peace of mind while we’re away. Her whole family clearly loves having the dogs around, and it shows in the care and attention they receive. When we picked up our dog, she had even given her a bath, so she came home looking extra clean and happy! As if that wasn’t enough, she sent us home with the sweetest care package, complete with an adorable picture of our dog on the front. She consistently goes above and beyond in every way. She is incredibly kind, thoughtful, and trustworthy. We never have to worry about whether our dog is being well cared for because we know she is in the best hands. We are so grateful to have found her and will absolutely continue booking with her in the future. Highly recommend, you will not be disappointed! ❤️
Absolutely by far the best dog sitter ever! Amy updates us everyday. She kept my dog busy and entertained with all sorts of toys on top of that go on walks with him. My dog looked so happy and comfortable from all the pictures and videos she took of him! 120% going back to Amy when I need a dog sitter!
Donelle is the best! She loves dogs and has the perfect environment for them to thrive. Our two younger pups were with her for an extended period and loved it. She and her Son cared for them as their own. We received updates / pics frequently. They made new doggy friends and came home happy. What more can you ask for?
Danny was awesome. The person that was going to watch my dog for a week canceled two days before my trip and I had very little options. He was willing to do it very last minute. He provided me with lots of pictures and updates and always answered any questions I had throughout the week. I loved that he had a yard for her to play in, and she had plenty of company between him and his family so I knew she wasn’t lonely. On Christmas his family got her treats and toys and he treats them as one of his own. He helped me bring her bags in and out of the car and was very nice and courteous. Super close to home and I tend to worry a lot and I felt very comfortable leaving here there for the week. No issues at all, would definitely reach out to Danny again for my doggy boarding needs.
Mark was great with answering my questions, and quick to respond to! Mark sent photos of how my dog was doing which I appreciated and made me feel like he was really being taken care of. He was great with my dog and I will not hesitate to ask Mark to watch him again.
Popular requests near you
Select a filter and find qualifying Crestwood sitters!How Rover works
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The median cost per night for dog boarding in Crestwood is $50
Why Choose Rover?
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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.
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We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.
Sitters in Crestwood average 9 repeat dog boarding clients
Dog Boarding FAQs
Frequently asked questions about Rover
As of Jun 2026, 4,788 sitters provided dog boarding in Crestwood. 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, 90% of Crestwood dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in Crestwood have an average of 16 years of experience. Dog boarding sitters with repeat customers have an average of 9 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 Crestwood.
Rover makes it easy to find Crestwood 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 4,788 dog boarding sitters in Crestwood on Rover, so you’re sure to find the perfect match for your dog! In Crestwood, 94% of sitters offer daily exercise, 95% offer medication administration, and 88% 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.
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