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.

1 / 1
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: Dara K.
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Dara K.
Star Sitter
from
$39
per night
5.0 out of 5 stars
17 reviews
6 repeat clients
10 years of experience
Oak Lawn, IL, 60453

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!

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Maddi W.
Sitter Profile Image: Donelle M.
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Donelle M.
from
$40
per night
5.0 out of 5 stars
64 reviews
26 repeat clients
30 years of experience
Palos Heights, IL, 60463

Donelle was wonderful to work with. Communication was great and she took good care of Wilbur. Flexible to meet up and sent a pic of Wilbur. Will use her again! Thank you!

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Cece P.
Sitter Profile Image: Kyla G.
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Kyla G.
Star Sitter
from
$35
per night
5.0 out of 5 stars
68 reviews
29 repeat clients
20 years of experience
West Elsdon, Chicago, IL, 60632

Kyla was the first stranger I’ve ever trusted to keep my Dylan and I am so glad I chose her! She took great care of him while I was away and he warmed up to her instantly. I am very appreciative and will be booking again in the future.

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

Shani responded quickly to take a last minute long term booking. She was very communicative & hands on with Malcolm. Felt very comfortable leaving my baby while out of the country.

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

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.

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leandra d.
Sitter Profile Image: Michelle S.
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Michelle S.
Star Sitter
from
$45
per night
5.0 out of 5 stars
75 reviews
15 repeat clients
4 years of experience
Tinley Park, IL, 60477

So great! They took such great care of my dogs and made them so comfortable in a loving wonderful home. They eased my mind so much knowing my dogs were in such good hands. Will be booking again!

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Sandi B.
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 thanks for caring for my furbaby we have been using you for a while now and my dog loves you and so do our family your a pure blessing.

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Theresa P.
Sitter Profile Image: Sarai M.
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Sarai M.
from
$46
per night
4.9 out of 5 stars
46 reviews
16 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: Amber C.
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Amber C.
from
$39
per night
5.0 out of 5 stars
3 reviews
1 repeat client
32 years of experience
Palos Park, IL, 60464

Amber did such a wonderful job caring for my senior dog! She was incredibly attentive to all of the instructions I provided, including her medication schedule, feeding routine, and outdoor needs. She also sent thoughtful daily updates and photos, which gave me so much peace of mind while I was away. It was clear that my pup was in great hands, and I’m so grateful for the care and attention she provided. I would happily book with her again in the future!

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Madeline D.
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: Susseth M.
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Susseth M.
from
$50
per night
5.0 out of 5 stars
644 reviews
220 repeat clients
10 years of experience
Justice, IL, 60458

Susseth was a wonderful host. Our first time having her stay with our Boxer. Very patient with my anxiety and my last minute schedule change. She was able to keep my Boxer an extra day with one days notice. I’m thankful for her and her help with easing my stress. Communication was key and she provided me with all the details to make sure that all was ok. The pictures of my fur baby enjoying his time there were priceless.

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Merly G.
Sitter Profile Image: Ethel B.
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Ethel B.
Star Sitter
from
$70
per night
5.0 out of 5 stars
107 reviews
37 repeat clients
5 years of experience
Hickory Hills, IL, 60457

Ethel has cared for our Luna multiple times over the last year and we cannot say enough about how awesome Ethel is. Luna comes home happily exhausted after her fun stays with Ethel and Ethel’s dog Tutsi. Ethel provides plenty of photo and text updates while on their walks and visits to the dog park. She’s responsive to messages, and she’s flexible and accommodating for dropoff and pickup. Ethel is so incredibly kind, and we always know Luna is in good hands with her. We’re so grateful to have found Ethel and you will be, too.

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Michelle T.
Sitter Profile Image: Syl & Olivia O.
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Syl & Olivia O.
from
$50
per night
5.0 out of 5 stars
20 reviews
9 repeat clients
20 years of experience
Burbank, IL, 60459

They were great with chase. He had a blast. Thank you so much and I will consider to others that need a sitter. Chase will love to come back again.

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Elston S.
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

This is our second time boarding our old girl with Barbara and we will continue to use her in the future because she is so great!! She provided updates/pictures/videos while we were gone and her excellent care put us at ease. Couldn’t be more thankful for her!!

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Katie S.
Sitter Profile Image: Brandon E.
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Brandon E.
from
$42
per night
5.0 out of 5 stars
24 reviews
12 repeat clients
35 years of experience
South Shore, Chicago, IL, 60649

"Brandon has watched my dog, Cookie, three times now, and each time has been fantastic. He consistently provides excellent care, ensuring Cookie is happy and well-taken care of. I couldn't ask for a better dog sitter and highly recommend Brandon for his reliable and professional service!"

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Donnie S.
Sitter Profile Image: Victoria A.
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Victoria A.
from
$40
per night
5.0 out of 5 stars
11 reviews
6 repeat clients
16 years of experience
Englewood, Chicago IL, IL, 60621

Victoria was very communicative and sent lots of pictures. She understood how it might be hard to leave them for more than a day, and was kind. She followed instructions and kept me informed!

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Samantha N.
Sitter Profile Image: Kamiah & Casius D.
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Kamiah & Casius D.
Star Sitter
from
$45
per night
5.0 out of 5 stars
36 reviews
24 repeat clients
3 years of experience
Woodlawn, Chicago, IL, 60637

Kamiah and Cassius are wonderful. Compassionate, prompt, and professional. My dog came home calm and happy. I look forward to booking with them again!

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David B.
Sitter Profile Image: MICHAEL C.
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MICHAEL C.
Star Sitter
from
$40
per night
4.9 out of 5 stars
46 reviews
5 repeat clients
25 years of experience
North Lawndale, CHICAGO, IL, 60623

I can’t say enough amazing things about Mike and Joanna! This was my first time ever booking on Rover, and I’ll be honest — I was nervous. They didn’t have many reviews yet, no star rating, and their overnight rate seemed almost too good to be true. I hesitated… but I am SO glad I took the chance. They are truly a diamond in the rough. From the very beginning, they were incredibly responsive. Every time I reached out to check on my dog, Whiskey, they replied immediately and kept me completely at ease. They sent the cutest Valentine’s Day photos during her stay, which absolutely made my day. You can tell they genuinely care. The sweetest surprise? They sent Whiskey home wearing a custom bandana with her name on it. That level of thoughtfulness and attention to detail says everything. If you’re on the fence because of their profile, don’t be. Sometimes the best sitters just haven’t built up their reviews yet. Mike and Joanna are hands down the BEST, and I will 100% be booking with them again.

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Chester A.
Sitter Profile Image: Jocelyn G.
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Jocelyn G.
from
$50
per night
5.0 out of 5 stars
10 reviews
4 repeat clients
25 years of experience
Midlothian, IL, 60445

About: From an early age I have always had a pet at home, we got Peewee 4 yrs ago, recently we adopted 2 more, their family couldn’t take care of them anymore. Toby 8yrs old and Sebastian 10yr all 3 of them are loving and get along great.. We care for your pets as if they were our own. I work from home remotely so your dog will have me at home all the time. When your dog stays home with me, I will take them in daily walks 2-3 times a day. In the day time I walk them two times 2-4hrs apart and evening, I will walk them 1 more times 2-3 hours apart. I strive to recognize those and meet them through patience, loving interaction. After our meet and greet, I like to get well acquainted with your pet and make sure they are comfortable with me. Once I’m aware of their routines, needs, we are good to go! Constant communication, you will receive regular updates, including photos, videos, so Can rest assured that your companion is receiving top notch care and attention.

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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

Amy took great care of my fireworks anxious dog. She kept me updated and sent pics. I highly recommend Amy!

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Brandi W.
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

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.

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Arlette P.
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

Donelle was very easy to work with and took great care of our pup. She welcomed him like he was her own.

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Wendy S.
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
5.0 out of 5 stars

Marissa was great! Kept me updated with pics of walks. Great yard for my dog and hers to play in. Will use again!

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Steven K.
Boarding
5.0 out of 5 stars

Gabrielle was amazing with my Chewie. Great communication. Great care! Chewie enjoy his time with Gabrielle. Would definitely recommend Gabrielle.

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Melissa G.
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

  1. 1. Search

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Sitters in Crestwood average 10
repeat pet boarding clients

FAQs for Dog 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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