Dog Boarding Crestwood
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 108 pet parents in Crestwood have booked dog boarding
Crestwood, Find top rated dog boarding
“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!”
“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”
“Iman is so lovely! I am a new dog mom of a 2 yr old husky that I adopted from the South Suburban Humane Society. I was nervous about leaving my dog as it was my first time leaving her with a sitter and I didn’t know how she’d react staying overnight with other dogs. Iman reassured me that everything would be fine and gave me updates. She even gave me samples of dog treats, that my KoKo loved. I’ll definitely use her services again.”
“It was the first time using this site. I have never left Izzy with anyone before, but I was going away for a long weekend. I was so nervous to leave her and she cried when I dropped her off, but I knew she’d get over it because there were other dogs there and she loves to play. Desiree was awesome. Send pictures every day and videos which made me feel ease on my vacation. I would definitely recommend her. She has a wonderful set up and is wonderful with the dogs that she cares for. I will be calling her again when I go away.”
“I am so happy with the service Ginebra provided for Bentley! She loved on him just as much as me and my daughter! I could tell Bentley loved spending time with her too! Ginebra, you have a new Fur Baby to add! Thank you so much for the picture of my baby, I love it 💖💖💖”
“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.”
“Dara was wonderful! We are always apprehensive leaving Nala with someone new, but Dara made us feel super comfortable with lots of updates and was communicative the whole time we were away!”
“My dog was so calm after I picked him up boarding with Kyla. Energetically, I could tell that he was very well taken care of with her - no stress, no anxiety, just peace. TY KYLA!!!”
“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.”
“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.”
“Mark did a great job watching my boy Cooper. Sent pictures every day, contacted me right away when there was an issue ( my dog is diabetic). I would highly recommend Mark.”
“Janet is amazing! My dog loves coming to board with her and her fur babies. She is kind to him and treats him as one of her own! I’m so grateful when she has availability. Highly recommend!!!”
“Kendra was awesome! She had great communication and sent lots of pictures. She made us very comfortable. Considering this was the first time being away from our pup.”
“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!”
“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!”
“I want to say thank you Tanisha. You have watched over my baby Bruno like he was your own & helped me and Cavin out so much. You kept sending me updates and I’m so glad you got to see Bruno for how gentle he really is. Bruno will be back with you anytime you are available . Thank you thank you thank you . 10stars in my book .”
“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 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.”
The median cost per night for dog boarding in Crestwood is $50
Dog parents share their Rover experiences - Crestwood
Mercedes was fantastic! Our dog was so happy and relaxed when we got home. We loved getting daily photo updates where her entire family was included showing love and care for GraZeson. GraZeson and I are definitely looking to booking Mercedes and her wonderful family again!"
I couldn’t have asked for a better pet experience for my 5 month old puppy. I reached out to Amy just a week before and was pleasantly surprised that she was available but also happy to watch my active 5 month old Golden Retriever. I could tell by her profile she was someone who would care for him well. And that certainly was the case . We had originally planed for a 3pm drop off and late night pick up after a concert. And less than 24 hours before that, I asked if she could watch him from 8am instead bc of a sudden change in my plans. She immediately responded that she was available and it was such a relief. At drop off, she asked me several questions about Cypher’s care and needs and it was very reassuring. I received many photos and a video of Cypher’s extended day with her. He had a blast running in her yard and playing and being with her two pups. He also got to meet one of the kittens she was fostering. He was also able to settle and sleep in a crate she had available. It was the perfect environment for him. I’m so thankful for the care she took of him. He came back to me happy and was clearly well looked after. I highly recommend Amy. She is very trustworthy and cares deeply for animals as is evident in my experience with her. I would use her again.
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
1. Search
Browse profiles of sitters near you who offer dog boarding
2. Meet In Person
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 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 Dog Boarding - Crestwood
Frequently asked questions about Rover
The average cost of Dog Boarding in Crestwood on Rover is $44 per night as of October 2026. Most bookings cost between $39 and $54 per night. sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.
As of October 2026, there are 4,991 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 routine. Depending on the arrangements you agree on before the stay, a sitter can follow your dog’s regular feeding schedule, provide a comfortable place to sleep, offer companionship, and support their usual exercise and play needs.
94% of sitters in Crestwood can provide daily exercise during dog boarding stays. Depending on the sitter, their home environment, and your dog’s needs, this may include walks, outdoor play, indoor enrichment activities, or supervised play with compatible dogs. These activities are not automatically included with every booking, so ask the sitter what a typical day looks like.
During the Meet & Greet, discuss your dog’s usual exercise and play routine, whether they can safely interact with other dogs, and any activities or restrictions the sitter should follow. You can also ask the sitter to send photo and message updates during the stay so you can see how your dog is spending their time.
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.
<b>Tip:</b> 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.
Connect anywhere with the Rover app
