Pet Boarding Crestwood

Find a loving Crestwood pet sitter to watch your cat or dog overnight at your sitter’s home.

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Over 92
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.

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Sitter Profile Image: Shani M.
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Shani M.
Star Sitter
from
$42
per night
5.0 out of 5 stars
16 reviews
9 repeat clients
15 years of experience
Roseland, Chicago, IL, 60628

Shani (and her kiddos☺️) LOVED on my pup while I was away. Shani was an excellent communicator and sent update photos and videos, too. I really appreciated such good communication and how well Lady was taken care of. When you see your dog smiling in the update photos, you know it’s real. I’ll be looking to book Shani for my next trip away.

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Sabra F.
Sitter Profile Image: Dara K.
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Dara K.
from
$55
per night
5.0 out of 5 stars
19 reviews
7 repeat clients
10 years of experience
Oak Lawn, IL, 60453

I left my dog with Dara for 2.5 weeks and I did not worry about him at all. Finding a good Rover is tricky especially that my dog is reactive and can’t stay with other dogs. She consistently sent updates with photos and I loved hearing about his little quirks! I appreciate her celebrating his birthday too! I can tell that my dog had a great time, we highly recommend Dara!

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Cj T.
Sitter Profile Image: Sharon B.
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Sharon B.
Star Sitter
from
$50
per night
5.0 out of 5 stars
21 reviews
2 repeat clients
20 years of experience
Homewood, IL, 60430

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.

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Beth L.
Sitter Profile Image: Mark K.
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Mark K.
from
$60
per night
4.9 out of 5 stars
15 reviews
1 repeat client
20 years of experience
Oak Lawn, IL, 60453

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.

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Andrea K.
Sitter Profile Image: Lisa F.
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Lisa F.
from
$50
per night
5.0 out of 5 stars
8 reviews
15 years of experience
Worth, IL, 60482

Lisa was so good with Oscar. We got him back so happy and healthy. She treated oscar like he was her own dog. I'd recommend Lisa for all dog owners and I'd definitely send Oscar there when we travel next time.

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Shadi S.
Sitter Profile Image: Lynda W.
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Lynda W.
from
$60
per night
5.0 out of 5 stars
33 reviews
12 repeat clients
40 years of experience
Tinley Park, IL, 60477

Lynda was so great to my pup. My baby can be a handful but she took to Lynda right away. I had such peace of mind. We will definitely be back again!

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Christie O.
Sitter Profile Image: bridget c.
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bridget c.
Star Sitter
from
$50
per night
5.0 out of 5 stars
19 reviews
9 repeat clients
15 years of experience
Beverly, Chicago, IL, 60655

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.

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Holly T.
Sitter Profile Image: Sandy P.
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Sandy P.
Star Sitter
from
$58
per night
5.0 out of 5 stars
80 reviews
28 repeat clients
35 years of experience
Beverly, Chicago, IL, 60643

Sandy was great, she was sweet and kind, I could tell Jax was comfortable with her as soon as we arrived. She sent us consistent photo updates which really put me at ease on my trip knowing he was in good hands and having the best time!

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Allison S.
Sitter Profile Image: Evie M.
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Evie M.
from
$50
per night
4.8 out of 5 stars
4 reviews
3 repeat clients
20 years of experience
Markham, IL, 60428

Evie was GREAT! Communication was awesome throughout our whole trip. We got multiple messages and pictures. She treated them just like they were her own. Strongly recommend!

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Steve V.
Sitter Profile Image: Stefanie B.
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Stefanie B.
Star Sitter
from
$31
per night
4.9 out of 5 stars
138 reviews
74 repeat clients
10 years of experience
Midlothian, IL, 60445

Stefanie was great! She communicated very well and sent pictures. We had an issue with our flight and she was very accommodating and understanding. Definitely recommend!

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Madison M.
Sitter Profile Image: Shayna T.
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Shayna T.
Star Sitter
from
$75
per night
5.0 out of 5 stars
40 reviews
19 repeat clients
7 years of experience
Oak Lawn, IL, 60453

Shayna was excellent! We were very nervous leaving our overly anxious labradoodle for a few days and Shayna put all of those nerves to rest. She is clearly a professional. Thank you so much for everything Shayna!

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Holly T.
Sitter Profile Image: Laura R.
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Laura R.
from
$70
per night
4.8 out of 5 stars
8 reviews
3 repeat clients
2 years of experience
Oak Forest, IL, 60452

Ella had the best boarding experience ever!

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Jeff C.
Sitter Profile Image: Tonisa J.
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Tonisa J.
Star Sitter
from
$50
per night
5.0 out of 5 stars
81 reviews
37 repeat clients
15 years of experience
Calumet Heights, chicago, IL, 60617

Tonisa was great!! We did a meet and greet first. She was accommodating of any special needs and took care of Rocky like her own! Great with pictures and videos too! Rocky will be back to see Ava, his new friend.

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Jeanine R.
Sitter Profile Image: Christie O.
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Christie O.
from
$45
per night
5.0 out of 5 stars
45 reviews
13 repeat clients
15 years of experience
Orland Park, IL, 60462

Christie and her husband are so wonderful with our golden doodle Nola. Nola loves to go over to stay with them. Christie is so easy to work with and I could not have found better caregivers for my precious pet.

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Rita K.
Sitter Profile Image: Barbara N.
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Barbara N.
from
$50
per night
4.9 out of 5 stars
40 reviews
12 repeat clients
15 years of experience
Burbank, IL, 60459

My dog was so spoiled and well taken care of while staying with Barbara! Definitely rebooking for our next trip! Barbara was amazing with communication, sent updates daily and pictures and videos daily, which eased my mind quite a bit. I couldn’t be happier with the Service and Care she provided to my dog!

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Bethany R.
Sitter Profile Image: Susseth M.
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Susseth M.
from
$50
per night
5.0 out of 5 stars
647 reviews
221 repeat clients
10 years of experience
Justice, IL, 60458

This was my first time using this app. We needed a cat sitter last minute and I came across Susseth’s profile. She had so many amazing reviews and she responded back with thoughtful questions and was ready to assist me with any questions I had. Our cats stayed 8 days and she sent pictures and videos throughout their visit. She truly cared and loved on them. We couldn’t have asked for a better sitter. We’ll definitely be going back to Susseth again soon.

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Natalie T.
Sitter Profile Image: Sarai M.
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Sarai M.
from
$46
per night
4.9 out of 5 stars
47 reviews
17 repeat clients
4 years of experience
justice, IL, 60458

Sarai was awesome. Even though our conversations were short due to a language barrier, she took care of Aly like she was one of her own. She allowed her to burrow on her sofa and even sleep on her bed. Aly had play time with other dogs and she had fun romping around in a huge fenced in yard. Sarai also updated daily with photos and videos. I will be booking her again for two weeks.

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Jasen W.
Sitter Profile Image: Cary B.
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Cary B.
Star Sitter
from
$40
per night
4.9 out of 5 stars
76 reviews
29 repeat clients
40 years of experience
Clearing, Chicago, IL, 60638

I'm always anxious about leaving my little shadow dog, Jezebel ? in anyone else's care while I'm far away on vacation. But Cary B. and her awesome family took good care of her for me. I'm already making plans for next year's vacation,and will definitely be booking again with Cary B.

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Connie C.
Sitter Profile Image: Latasha P.
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Latasha P.
Star Sitter
from
$25
per night
5.0 out of 5 stars
12 reviews
4 repeat clients
12 years of experience
Harvey, IL, 60426

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.

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DeSade C.
Sitter Profile Image: Ana & Byron C.
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Ana & Byron C.
Star Sitter
from
$50
per night
5.0 out of 5 stars
120 reviews
46 repeat clients
15 years of experience
Homewood, IL, 60430

Ana and Byron were amazing! Our puppy Zoey had the absolute best time. She stayed with them for 6 days - in which she was treated extremely well! Ana and Byron made sure to update us constantly throughout the day, and ensured her safety and care at all times! They are very kind, communicative, and heartwarming people. I highly recommend Ana and Byron to anyone who is in need of caring, loving doggysitters! Zoey will be happy to return!

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Liraz T.
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The median cost per night for pet boarding in Crestwood is $50

Pet parents share their Rover experiences - Crestwood

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5.0 out of 5 stars

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!

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Arlette P.
Boarding
5.0 out of 5 stars

Always reliable and in communication making sure my pup is well acclimated and gets her activity in!

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Leo M.
Boarding
5.0 out of 5 stars

Donelle was kind and welcoming. Her home is clean and smells clean. Our dog loved her fenced in back yard. She was loved and well cared for by Donelle. We would definitely use Donelle again.

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Kathi S.
Boarding
5.0 out of 5 stars

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!

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Shannon Q.
Boarding
5.0 out of 5 stars

Stefanie did an amazing job caring for Bella for the duration of my vacation of 10 days. Sent pictures and videos throughout the week. Bella enjoyed playing with her 2 pups. Overall a great experience, will be rebooking in the near future!!

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Jazmin G.
Boarding
5.0 out of 5 stars

Amanda was great! She was communicative and attentive. She shows through her actions how much she cares for pets.

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Ari’Ya M.
Boarding
5.0 out of 5 stars

Katherine watched our dog again and he just loves going there. She is very attentive and caring for Rolo. I would highly recommend her!

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Dan B.
Boarding
5.0 out of 5 stars

Nabeeha provided excellent pet service and made sure to update me daily by EOD for each pet which i appreciated. Highly recommend!

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Muhammad T.
Boarding
5.0 out of 5 stars

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.

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Alanna K.
Boarding
5.0 out of 5 stars

Jezebel did a great job caring for Ursa. She had plenty of play time, and I really appreciate the pictures sent so we knew she was doing well.

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Rachelle L.
Boarding
5.0 out of 5 stars

Lisa was awsome! Teddy loved her and she included him in her family gatherings and sent me pictures daily! I will definitely be using her in the future!

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Suhar T.
Boarding
5.0 out of 5 stars

Veronica is super sweet and very flexible. Chewy had a great time. We will look to work with her in the future

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J D.
Boarding
5.0 out of 5 stars

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.

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Andrea K.
Boarding
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  • 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?

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  • 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

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Popular requests for pet boarding - Crestwood

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Sitters in Crestwood average 10
repeat pet boarding clients

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 July 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 5,267 sitters on Rover for Pet Boarding in Crestwood. About 90% 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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