Dog Boarding Crestwood
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 92 pet parents in Crestwood have booked dog boarding
Crestwood, 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.
“Our dog had such a great time with Mercedes! She got lots of walks and affection. I really appreciate the daily pictures and updates, too. Mercedes is such a kind person, and I knew she wanted to make this a great experience for all. We'd definitely use her again.”
“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”
“Iman was absolutely great! She was on time and patient with my dog. He was in a new environment, and old and stubborn, but she was able to handle Billy D. I will definitely recommend and book Iman again. She was a 10/10, thank you Iman.”
“Nemo took to Kathleen right away. She kept him busy with walking and playing with her children. She is a dog lover! He is as in good hands. Sent several pics too. Would definitely ask her to sit again.”
“Kendra accommodated me as I booked her the day of to watch my pup for the weekend. She updated me daily with pictures and took care of my Duke. Would highly recommend”
“Chloe is a shy and cautious puppy. Janet sent me updates frequently during her stay. She cared about her happiness and went above and beyond to become friends with Chloe. I really appreciate her love for Chloe. I will definitely book with her again in the future. Now I can travel guilt free knowing my puppy is in good hands.”
“Just love her!! She is taking such great care of my furry baby and can't praise her enough!! I have piece of mind knowing that my Nikko is being taken care of! My daily update pics just make my day.”
“My dear LGD heavens second mom and home. We’ve been with Stephanie more than 5x already and it’s amazing how my Pyrenees how’s to her and just runs to her with happy wiggly tails as soon as we drop her off. She is very much available to us and CEU thankful for that. She does makes sure heaven is taken cared, very clean and obedient . We highly recommend Stephanie and thanks so much for providing a second beautiful home to our dog everytime we’re out of the city!!🙏🙏🙏”
“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”
“Kathy and her family were wonderful! She asked thoughtful questions on how to care for my dog. Kathy kept me updated on how Honey was doing during her stay with texts and pictures. She treated my furbaby like family. Highly recommended!”
“This review is about a week late, sorry. When we plan our vacations, our first step is to confirm Candace can watch our dog, Rocco. She is a super good dogsitter and you can tell our dog is very happy to be going there. We get pictures and updates every day. We always had anxiety leaving Rocco for several days however, since we found Candace we are much more relaxed going on vacation. Thanks Candace, Steve and Pumkin!”
“Jim was great with Philip! He sent photos and kept me updated throughout the stay. Jim’s home is very clean and organized. He played with Philip in his backyard and even invited his dad’s dog over to keep my boy company. The two got along well! Will certainly book again! Book with Jim!”
“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!”
“First time using Rover and I will tell you that you can't go wrong with them findimg you a trusting and loving sitter for your fur babies. I picked Ann because of her great profile. Conversation and our meet and greet. She and her entire family are amazing. Their love for their own animals and our baby was outstanding. They told us about their history with their own fur babies and it showed us how much love they have in their hearts and home for all. I would pick them every time to take care of my Cara. Cara adapted immediately with their babies and with each of the family members. They updated us with pics and even a photo shoot that their daughter did. So cute and loving. Cara hugged Ann and gave her her approval immediately. When we picked her up she was with Ann's husband and they were love love as we call ot w Cara. We couldn't be more blessed to have Ann and her family be part of Cara's life. They have become part of our family as well. If you are looking for a sitter Ann is the best. The accommodations with her lovely yard and loving home you can't go wrong with. She will give you the peace of mind that your baby will be in great hands. Thank you Ann and her Family. Thank you Rover for finding great people like Ann.”
“Manuel is the best sitter I could have found for my dog. He took such good care of my corgi Kit, and kept me updated the whole time. He looked after his sensitive paws and made sure Kit was entertained. I really appreciate the social time with other dogs that Kit got during his stay. Manuel is very responsive, attentive, kind, and reliable. Thank you so much for looking after my pup for the holidays. Will definitely book with Manuel again the next time I’m out of town.”
“This was my first time using Sharon and all went well. She sent photos and videos of Lily and took Lily on frequent walks. She was quick to respond to my texts. I really appreciate Sharon’s responsible and professional nature. And when I picked up Lily at the end of her stay, Sharon gifted her a bag of treats and toys and a thank you note! I will definitely use Sharon again.”
“Bridget was amazing with our dog, Miller. Miller has separation anxiety and can be a hit or miss with sitters, but he warmed up to Bridget and her family right away. Great communication and felt extremely comfortable. Would highly recommend to let your dog stay with her family and pup of her own who is both adorable and friendly.”
“Data was great at sending pictures and staying in constant communication. Piper probably got more walks there than she does when we are at home! Piper was comfortable and happy the whole time!”
The median cost per night for dog boarding in Crestwood is $50
Dog parents share their Rover experiences - Crestwood
We had a wonderful experience with our Rover sitter, Jim! He boarded our 5 month old American Eskimo puppy, Millie, over the busy Fourth of July weekend and we couldn't have been happier with the care he provided. This was our puppy's first time away from home and he made it such a positive experience! Thank you!
Mercedes is a caring & loving caregiver. She takes the time to get to know your dog. I’m in such peace while working knowing my SaxyPoo is being taken care of by such a sincere family. When I pick him up he is always so fresh & clean. The homemade doggie treats are priceless… too cute.
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.
Book with peace of mind
- 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.
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 sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
How Rover works
1. Search
Browse profiles of sitters near you who offer dog boarding
2. Meet & Greet
Schedule a free in-person Meet & Greet to find the perfect fit
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform
Popular requests near you
Select a filter and find qualifying Crestwood sitters!Sitters in Crestwood average 10 repeat dog boarding clients
FAQs for Dog Boarding - Crestwood
Frequently asked questions about Rover
The average cost for Dog Boarding in Crestwood on Rover is $44.4 per night (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of Dog Boarding easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Boarding. For more information on service fees, click here .
As of July 2026, there are 5,114 sitters on Rover offering Dog Boarding across Crestwood. Enter your ZIP code to see which available sitters are closest to your home.
Every sitter on Rover has their own rhythm and routine, but most will follow the flow that keeps your dog happiest. Sitters can give meals on your dog's regular schedule, provide a comfortable place for sleep, and plenty of one-on-one attention.
94% of Crestwood sitters also include daily walks in the neighborhood during dog boarding stays. You can also request photo and message updates throughout the stay so you can see which Crestwood landmarks or neighborhoods your dog is enjoying.
If your dog is a little shy, consider booking a one-night trial stay! This practice run can boost your and your dog’s confidence before your trip.
Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Crestwood home-away-from-home, we recommend packing:
- Health and safety essentials such as their ID tags, vaccination records, medication, and emergency vet or secondary caregiver contacts.
- Food and gear such as harnesses, collars, food (portioned by day), and an item that smells like you.
- Special instructions such as a list of training cues, medical administration needs, or favorite hang-out spots in your Crestwood.
Tip: You can upload your dog’s routine and medical info directly onto their profile so your sitter always has the details at their fingertips.
You and your Crestwood sitter can schedule drop-off and pick-up in a way that works best for the both of you—and your dog. Most sitters offer flexible times for drop-off and pick-up but the easiest way to confirm those times will be through in-app messaging. Confirm your arrival time the day of pick-up and drop-off can also help keep the process smooth and organized.
The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.
All bookings are backed by the Rover Guarantee , which provides up to $25,000 in eligible veterinary care reimbursement.
Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.
Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .
While each sitter sets their own vaccine requirements, staying up-to-date on your dog’s vaccines is the best way to be "boarding ready". Vaccinations help create a safe environment for all pets under a sitter’s care.
Many sitters in IL ask that dogs be up to date on core vaccines like the Canine Parvovirus, Canine Distemper, Canine Adenovirus, Bordetella, and Rabies.
By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.
If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your dog to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your dog is showing signs of possible illness.
For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.
Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.
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