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.
“I cannot recommend Mercedes enough! I was looking for a last minute sitter and Mercedes was very responsive and took my dog at last minute notice. Mercedes went above and beyond when caring for my pup and I never felt more comfortable with a sitter. She took amazing care of my dog and kept me informed! She showed incredible kindness to me and my pup ❤️”
“Cari did an amazing job we were able to go over there a week before and have a little mini playdate to meet her and her family and that made it so much more comfortable for me to leave my two babies behind for a few days. She kept me up to date and sent pictures while we were away and we were very happy and comfortable with her decision to use her”
“My dog Buddy had the best of time with Janet. I would highly recommend Janet. Buddy was almost sad returning home. I received pictures during the stay which I really loved. Thank you Janet for making my dog feel at home and loved!”
“Stephanie is my choice for sitter. My dog absolutely loves her. She is always on time and really cares for my Pooch. If you need a sitter, she is the 1 for you! I give her 🌟🌟🌟🌟🌟 and 👍👍”
“Dwight is the best. I and my pups actually look forward to their stays. They seem better behaved and sweeter when they return home. If possible, I hope to only book w Dwight in the future.”
“Iman has watched Honey several times. This time, I wasn't able to get back from an out of town trip to pick Honey up on the scheduled date. Iman had no problem with watching her an extra day. Iman is caring, reliable, communicative, and my dog loves her!”
“Serena watched our 6 month old puppy at her house for a week, and he had a great time! She communicated with us every day, and we felt very at ease and able to enjoy our trip without worrying. She also has a very sweet dog who kept him company during his stay.”
“Buddy had a wonderful time with them. They were extremely caring, responsive, and he had a great time with their dogs. They also kept me updated with pictures which I loved.”
“This was my first time using Rover. When I met Kendra before the actual drop off day, I was confident that Rico would be in good hands. She kept me updated throughout the weekend of his progress. Thanks for putting my mind at ease! Will definitely us again”
“They were awesome they kept me updated with my Charlie , he looked as if he had a very nice time with them, I would definitely recommend and be in touch with them very soon”
“Kyla tood great care of Winston. From the pictures, he had access to a good size yard that help release his puppy energy and need to play/explore. I received regular updates with photos. She was also very good with questions. She is also very experienced with dogs, especially high-energy puppies. I will definitely use her again.”
“Great relief, knowing my dog Barbie was in great hands for two weeks. Latasha would also send updates and pictures which really was really comforting to know Barbie was being well took care of. Would highly recommend Latasha to family and friends.”
“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!”
“Monae did an excellent job watching my puppy! She took him on a walk, gave him cuddles, & playtime! She even sent pictures videos! Thank you for watching my furbaby!! Milo had a wonderful time and enjoyed his sleepover !”
“Donelle was great, unfortunately Monroe will not be able to stay with her again, she said he marked often, this is expected from male dogs specifically when other dogs are present”
“I’ve used so many Rovers and she is absolutely fantastic. Takes care of my pup as if she were my own, and has a way better back yard for them to run around in. Great about photo and video updates, too. Highly recommend.”
“John and Julie were fabulous with our pup. They sent us updates and pics on how she was doing while we were away. Seemed like she fit in right with their family! We will definitely use their services again!”
The median cost per night for dog boarding in Crestwood is $50
Dog parents share their Rover experiences - Crestwood
I picked up my SaxyPoo today after a 7-day boarding. He was freshly bathed, smelling like my little King 🥰. Mercedes was kind enough to keep my baby an extra day so I could work overtime‼️ They are a beautiful family kindly extends their love to my Baby(dog). The continuous updates I get provide me with peace, assurance & laughter! When I see my baby strutting down the street with his tail going … I know he THINKS he is in charge & enjoying himself!
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!
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.
Meet local sitters who will treat your dogs like family
1. Search
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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 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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