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.
“Mercedes has been nothing but wonderful. She took great care of our puppy who was only 5 months old. There was never a moment I had to worry about my dog not being in good care. She kept us updated, sent lots of pictures, and ensured us she was having a great time. She took our puppy on many walks and played with her lots! Her husband and her kids also loved the dog and got many pictures of them cuddling with her. I cannot recommend her enough, and went above and beyond! Mercedes is passionate about taking care of dogs and her kids and husband also have a deep love for animals. Next time we got out of town she will be the first person we call and recommend her to all our family and friends!”
“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”
“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.”
“Iman was a great match for my frenchie Pinky with IVDD. She communicated well with my sister and I. 10/10 Definitely recommend!! She’s the best I am truly blessed to have come across her profile! 🐾”
“We are first time pet owners and this was our first time leaving our new pup Leo. Kendra was wonderful. We exchanged a number of messages prior to our stay so she could get to know Leo and so that I would know what to expect. And, she sent several pictures and updates throughout his stay as well. I was so pleased, I plan to leave Leo with Kendra again.”
“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”
“Our last rodeo with Tanisha & Darrius was great per usual. They’re always so welcoming & attentive, making my fur baby feel so comfortable. We’ll truly miss them as they take some time away to refocus on their family. & looking forward to when they’re back to accepting intakes for boarding again. 💕”
“Stefanie took great care of our doggie Phil while we took a 10 day trip! She kept us updated with pics and videos and followed our care instructions. Stefanie seemed to handle Phil’s high energy very well and our pup got along well with her other dogs! We would definitely book with Stefanie again!”
“Megan did a great job with Winston - an eight month old Miniature Schnauzer puppy with plenty of energy. She is very patient, caring, and easy to coordinate with. I will definitely leverage her services again.”
“Excellant. Janet met me at the park for a meet and greet prior to booking.My two dogs seemed to get along well with her dogs. Janet accommodated an early drop off and a late pick up.”
“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!”
“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 Daisy had a great time at her overnight with Bridget. Bridget was great to work with, excellent communication and sent lots of pics/videos. Definitely recommend.”
“Dara gave me peace of mind while taking care of my pup. She gave me great updates, was very responsive whenever I reached out, and gave my pup the care and attention she needed when she was missing us.”
“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.”
“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!”
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.
Meet local sitters who will treat your dogs like family
1. Search
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3. Book & Pay
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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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