Dog Boarding Crestwood
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 97 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.”
“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!!!”
“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.”
“I really like Delilah’s sitter. She was nice and professional and I loved how she got her to feel comfortable with being there. Delilah has a stomach issue but the sitter sat with her and hand fed her. I would ofoved a lot more pictures but the ones she at made me feel comfortable with leaving her and knowing she was safe.”
“I could not have felt more comfortable leaving my dog with Katalina and her husband. They seem to love hosting pups, they have a great set up in their home, and my dog was very well taken care of.”
“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!”
“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 👍👍”
“Iman was a wonderful sitter! I usually take my dog to boarding when I go on vacation but they were all booked so this was a last minute decision I was a bit skeptical of. However Iman made me feel comfortable in choosing her, she kept me updated throughout my time a part from Bentley with lots of photos and videos. She even gave us a parting gift of some fresh wet food for him. Definitely will be rebooking in the future when services are needed. I think Bentley enjoyed himself a lot because as soon as we got home he was sleep like a baby, safe to say he had lots of fun!! Thank you again❤️”
“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.”
“Patricia is a wonderful & caring person who treats your dog like family. Not knowing what we would expect in her care for our dog Stella due to her medical issues , Patricia went above & beyond what we ever imagined. She allowed us to enjoy our vacation & not worry about our Stella while we were thousands of miles away. She is a gem!!”
“Best experience ever. I was extremely nervous about leaving my dog at first, but Latasha made me feel comfortable. She was able to accommodate my last minute booking and sent photo updates throughout.”
“Christie was wonderful ! She watched my dog while I went out of town and always kept me updated, sent me pictures of their activities, and always informed me of his stay. I’ll definitely be booking with her again whenever I go out of town again.”
“Ann took such good care of our puppy! She sent daily updates, took her on walks, and I know her family all gave our pup attention. She was willing to give her eye drops when we found out an infection we thought would be cleared by the weekend wasn't, and was so generous in providing a crate and toys so we didn't need to cart our stuff back and forth. We'd love to use her again.”
“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.”
“Cary is fantastic! I know my dogs are well cared for at her house. She sends great pictures and when we arrived, my dogs were super happy to be there, so that says a lot! Thank you Cary!”
“Everything went according to plan. My Little Buddy seems to have enjoyed his stay. Beverly seems like a fine dog sitter I would use her services again without question,”
“Matt was beyond outstanding with my dog. I have a Husky and they are a challenge. I was so scared when I dropped him off for the 1st time. But Matt sent me updates and pics a couple times a day, he had advice for me about my own dog that is helping me handle him better. He even threw in a little training my Husky now lays down on command. He took my dog on hour long walks, Huskys need lots of excessive. And he was able to get that in Matt's gigantic closed in yard.”
“Tamara had great communication and made me feel at ease since it was my first time using this service. My dog loved her stay, and came home tired and happy! Will definitely book again when I need it. Thank you!”
The median cost per night for dog boarding in Crestwood is $50
Dog parents share their Rover experiences - Crestwood
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
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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 September 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 September 2026, there are 4,980 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.
93% 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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