Pet Boarding Crestwood
Find a loving Crestwood pet sitter to watch your cat or dog overnight at your sitter’s home.
Over 97 pet parents in Crestwood have booked pet boarding
Crestwood, Find top rated pet boarding
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Donelle was absolutely wonderful with our active 6 month old lab. She could not have been sweeter to him and took such good care of him for a whole week while we were gone. You will not find a better sitter for your pup, big or small. Highly recommended!”
“My dog Milo loved his time with Desiree! I booked her on such short notice and she was so accommodating and flexible with her schedule, and she was so sweet to Milo!”
“I recently had the pleasure of booking Kendra for a last minute weekend stay for my favorite fur baby Rogue. Kendra got back to me rapidly after I requested to book and immediately set up a meet and greet session in an area convenient for the both of us. She has very good energy and her natural love and care for dogs showed right away in how she greeted Rogue. She was very clear on her instructions for the weekend stay and sent ample updates and pics to make sure we knew that Rogues was being well taken care of during her stay. I would definitely book Kendra again, and felt that she did a wonderful job taking care of our dog especially with such short notice.”
“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.”
“Megan and her family were absolutely incredible! This was the first time we used anyone outside of family or friends to take care of our belle and we were so lucky to find Megan. Megan and her family truly treated belle as if she was theirs. Megan sent daily updates and photos of how belle was doing and we loved seeing how much fun she was having with Megan’s dog Dottie and how much love and snuggles belle was getting on the daily! It was such a comfort and peace of mind knowing Belle was with Megan and getting the best care. I would highly recommend Megan to anyone especially if their dog loves snuggles! 😊Megan, we can’t thank your enough for taking such amazing care of Belle! 😊”
“Tanesha was wonderful! This was Midnight's first time with a sitter, so we were very worried. Tanesha sent us pictures and videos of Midnight throughout her stay. I can tell that she gave Midnight her undivided attention. We were very pleased with Tenesha, she treated Midnight if she was her own. We would definitely use Tanesha again.”
“Thankful. Very positive and seamless experience. My sitter cancelled last minute and I reached out to E K. And within minutes we set up an appointment to meet my pup. After, she gave me a set of instructions for the morning and everything went smoothly. As a firefighter, family is everything to me and Pongo is my comfort dog. To know he was taken care of through out the day made my stressful shift easier to navigate. I strongly recommend E K. To anyone. Large home. Back yard. And positive vibes. Thank you again.”
“Elisa was awesome with Keno!! Was concerned about his well being. Took care of him like her own. Very responsive and flexible! I would totally recommend and use her again. Thank you for caring for my baby boy! ???”
“Judith was amazing, communication was quick and she is great on sending updates on your pet. Leroy came back home extremely happy and would love to go back soon. Highly recommend her for your pet needs.”
“Amy was our first time using Rover. She was so patient with us. She allowed us enough time to drop him off & watch him get use to the new environment & updated us often with pictures!! Hank had the best time, from playing in the fenced in backyard to making friends with her sweet dog. We definitely recommend Amy!”
“I was nervous to use a stranger but Susseth is the real deal. She is a great dog mom and took amazing care of my puppy. She is responsive and adaptable and kept me updated multiple times a day. (I admit I was a nervous daddy!) Would 100% recommend and will use again.”
“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.”
“I can’t say enough good things about Shayna. She watched our 2 dogs at her house for a week. One of our dogs gets very nervous around new people and can be reactive. He reacted well at our meet and greet and Shayna felt comfortable that he would do well and he did. I felt at ease seeing how well they were doing with her daily updates and pictures. She really treated them like they were her own. We will definitely be using her services again and would highly recommend her to others.”
“Heather ended up taking care of Dempsey an extra day after our flight back to Chicago was cancelled. She was quick to respond and helped make a stressful situation a little easier to manage. She took great care of Demps while we were out of town. Thank you!!”
“This was Chase's second time with Ashley and it was just as good as the first! She is very attentive and sends plenty of pictures. She put a medicated foam in his itchy spots twice per day. And chase got plenty of play time and attention. Highly recommend booking with Ashley!”
“Thank you Barbara for always taking such good care of our pup, Dallas! Barbara and Chewie are the absolute best and Dallas can’t wait for his next stay. Thanks again!”
“Magdalena was a fantastic dog sitter! She kept me updated with plenty of photos during walks and throughout the stay, which gave me great peace of mind. She also communicated promptly whenever she had any concerns. I truly appreciated her attentiveness and would highly recommend her to anyone looking for a caring and reliable sitter.”
The median cost per night for pet boarding in Crestwood is $50
Pet 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 pets like family
1. Search
Browse profiles of sitters near you who offer pet 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 pet boarding - Crestwood
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FAQs for Boarding - Crestwood
Frequently asked questions about Rover
The average cost for Pet 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 Pet 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 Pet Boarding. For more information on service fees, click here .
There are 5,128 sitters on Rover for Pet Boarding in Crestwood. About 91% of Crestwood sitters can respond to requests in under 60 minutes. Whether you’re planning ahead for holidays, need last-minute care, or need same-day coverage for an urgent trip, you can message multiple sitters at once to find available care.
Once you find the right match, you can arrange a Meet & Greet to ensure they are a perfect fit for your pet’s personality before confirming.
If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.
The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.
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.
A Meet & Greet is a short introductory meeting between you, your pet, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter or the new environment. During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.
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. Cats may be required to have Feline Viral Rhinotracheitis and Rabies up to date.
By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.
Emergency support is available by phone or email in English 24/7. When an incident occurs, we recommend that sitters contact our Trust & Safety team immediately so that they can connect your sitter with a board-certified veterinarian or offer other resources to help.
If a sitter needs to cancel at the last minute, Rover’s reservation protection means our team will work with you to find a suitable replacement as quickly as possible.
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