Dog Boarding Crestwood
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 93 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.”
“I'm so grateful for Iman! My senior dog got sick the day before my trip; she was flexible with the drop-off time so that I could get him to the vet before bringing him over. I'm always anxious about leaving my dog if he's not feeling well, but Iman is so attentive and communicative I had total peace of mind while I was out of town. When I picked up my dog he was in a great mood and his appetite was coming back. Thanks so much Iman!!”
“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!”
“Amy was amazing! I left my cat Dino in her care for over a week, and she was very communicative, kind, and caring for my cat. By the end of his stay, he was even cuddling with her throughout the night because of how comfortable he was. Will definitely book again! 10/10 service would recommend”
“Kendra was very warm and made me feel very comfortable. She constantly sent pictures and communicated with me throughout the entire time. She assured me that the dogs were doing fine.”
“Liliana and her family gave me such peace of mind to leave my Whiskey in their care. The initial visit with the family in their beautiful home was so warm and friendly. And while I was away, I was so grateful for the updates and pics throughout each day. Whiskey got attached to one of Liliana’s teenage daughters. So sweet!”
“OUTSTANDING! Tootie had a wonderful time! Kathy sent pictures with funny comments. That should me Tootie was having a great time. That's important to me. Kathy was very thorough with the detailed care instructions. She asked questions for clarity. If you are in the Chicago area, please choose Kathy.”
“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!”
“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!!🙏🙏🙏”
“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.”
“Tanisha is absolutely the best… She is a true dog lover! She took care my Rocky as if it was her dog. She sent pictures everyday. If I could I would have given her 10 stars. I found my dog a care giver. I am definitely rebooking”
“Matt and Leslie were amazing with Gunnar. He seemed to have a wonderful time. They were very communicative and send pics and videos daily. Their dog, Cooper, was an absolute sweetheart and was very easy going (didn’t even seem to mind when Gunnar stole some toys). I would highly recommend them!”
“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!”
“Ann was so great with Teddy! Kept me updated with pictures and messages throughout the day on how Teddy was doing which I loved. I could tell he had a blast and loved his time with Ann, I will definitely bring Teddy back in the future!”
“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.”
“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.”
About: I have been taking care of cats since 2019. I have 3 cats currently and i had to take care of 5 before. I have also dog sat for many family members and i am reliable. I’m currently looking for a job. So right now i can dog/cat sit anytime you would desire. I will take care of your Dog/Cat very well. I currently live in a apartment. I have 3 Cats and i feed them all twice a day wet food and if i Cat sitted your cat i will do the same or differently if you have different instructions for your pet. As for dogs, I will go outside as often as you think i should take them out, Or whenever they have to go to the bathroom. Everyone who lives here absolutely loves pets!
The median cost per night for dog boarding in Crestwood is $50
Dog parents share their Rover experiences - Crestwood
Mercedes is my regular care giver for my 11 yr old Cockapoo & I booked an additional weekend for a retreat with my Mom. I heard my Mom (talking with some old friends) giving Mercedes & her family a beautiful shout out … “Sax (my dog) is with his other family”. 🥰❣️I thought that was such an awesome acknowledgement because everyone knows I will take Sax anywhere, but now he has a great family to hangout with.
Amy was amazing with Jax!!! She gave daily night reports, long walks, intentional playtime. Jax got along with her pups too. She even gave him a nice bath so he was perfect returning to us. I'm sure Jax didn't want to leave with all of the love and care from Amy. Highly recommend and will definitely return.
Danny was great with my dog, Gabe, and was extremely easy to communicate with! He was very accommodating and was understanding of the intricacies that come with boarding a large dog. He made sure to take many pictures and texted me to help alleviate my own anxiety about being away from my dog. When we met Danny for a meet and greet, my dog instantly was comfortable. I have never seen him like that at a commercial boarder. I am very grateful for Danny!
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!
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.
Meet local sitters who will treat your dogs like family
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Popular requests for dog boarding - Crestwood
Select a filter and find qualifying sitters offering dog boarding.Sitters in Crestwood average 10 repeat dog boarding clients
FAQs for Boarding - Crestwood
Frequently asked questions about Rover
The average cost for Dog Boarding in Crestwood on Rover is $44.4 per night (as of August 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 August 2026, there are 5,033 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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