Pet Boarding in Crestwood

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

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Top rated Crestwood pet boarders

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: Manuel P.
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Manuel P.
from
$38
per night
4.9 out of 5 stars
44 reviews
15 repeat clients
8 years of experience
West Lawn, Chicago, IL, 60629

Manuel was so good to my baby Luna!!! He agreed to a last minute booking for me during a week long vacation. He sent daily photos and updates and was very responsive to messages throughout her stay. We will DEFINITELY book with him again!

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

We were very pleased with the care our fur baby received while staying with Michelle and her family. She reassured me that our pup would be in good hand and sent us photos to ease our nerves about leaving her. She and her husband were wonderful!

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Adriana M.
Sitter Profile Image: Amber C.
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Amber C.
from
$39
per night
5.0 out of 5 stars
2 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: Susseth M.
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Susseth M.
from
$50
per night
5.0 out of 5 stars
640 reviews
219 repeat clients
10 years of experience
Justice, IL, 60458

This review is overdue. Using Rover, I searched based on location and based off of reviews and I found that Susseth was the perfect person to watch my chocolate Labrador Hennessy. He got along with her dogs. Hennessy is diabetic so I needed to find someone who was experienced in giving his insulin. She loves him and treated him well, and said he was welcome back anytime. Which I did come back to Susseth and I never have to worry about Hennessy.

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Juvy I.
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
7 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 absolutely exceptional for our first time using an over night stay with our 4 month old puppy. Sandy helped us be at ease with lots of photos and amazing care, our puppy had the best time and we even think felt sad to leave Sandy’s care! We are so grateful for her.

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

Tonisa was amazing!! This was our first time using the site or having a dog sitter so we were a bit nervous but she made us feel so comfortable leaving our fur baby with her! She even sent us pictures everyday?

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

I love the attentiveness to all the fur babies and keeping them on a schedule - Katie and Teddy were playing with the others fur babies which is wonderful. These guys are my go-to boarders from this day forward 😊

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Aldar S.
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 so wonderful! Very communicative and managed my dog’s thunderstorm and fireworks anxiety with such ease. I was able to enjoy a lovely weekend away knowing Rory was in good hands! Will definitely book with Christie again!

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Becca D.
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

I recently left my dog Chloe in the care of Sarai M., and I couldn’t be happier with the experience. Sarai did a wonderful job making sure Chloe was walked, fed, and comfortable the entire time. The best way I can tell when Chloe is truly happy and cared for is by how she greets me when I pick her up. At places she doesn’t enjoy, she jumps all over me as if begging to leave. But with Sarai, Chloe was calm and relaxed, not anxious to go. It’s the same way she reacts with the groomer and veterinarian she loves she’s content when I drop her off and not desperate to cling to me. That tells me everything I need to know: Chloe felt safe, loved, and well taken care of. I’m so grateful for the peace of mind Sarai gave me and will definitely be bringing Chloe back. Highly recommend her!

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Hiram V.
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
34 reviews
23 repeat clients
3 years of experience
Woodlawn, Chicago, IL, 60637

Kamiah and Casius were great sitters for Bailey. For me, it was a very last minute booking and Kamiah was incredibly accommodating to make it work. She was also very quick to contact us on the first day when Bailey wasn't eating (but everything was fine, as this is how Bailey always is at a new place), and Bailey looked very happy in the photos and videos we got each day. Also, Kamiah's pick-up and drop-off were prompt and efficient. I definitely plan to use them again!

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Kurt S.
Sitter Profile Image: Danny V.
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Danny V.
from
$60
per night
5.0 out of 5 stars
29 reviews
4 repeat clients
20 years of experience
Oak Forest, IL, 60452

Danny was awesome! We can't thank him enough for taking care of our dog. He was also very patient with us since it was our first time using rover. He kept us updated with pictures. When we picked her up she was happy and wagging her tail with Danny we know she was well cared for.

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John K.
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 and her husband were super kind! We ended up having to book boarding for our dog super last minute and they were very flexible and happy to take her in for the day. Lynda meet us with a notebook in hand to take notes about how to care for our dog They took her on a nice long walk and tuckered her out. And they kept her until late at night so could enjoy our day/night worry free! Highly recommend!!

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Livon G.
Sitter Profile Image: Barbara N.
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Barbara N.
from
$50
per night
4.9 out of 5 stars
39 reviews
11 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: Tabitha G.
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Tabitha G.
from
$35
per night
5.0 out of 5 stars
25 reviews
6 repeat clients
10 years of experience
West Lawn, Chicago, IL, 60629

Tabitha was so amazing and took such great care of Taco! I really appreciated all of the pictures she sent me as well. It was really great as well that Taco had other dog friends to play with while I was gone! Next time I go out of town, I would definitely book again!

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Justine L.
Sitter Profile Image: JoAnn D.
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JoAnn D.
from
$50
per night
4.3 out of 5 stars
7 reviews
5 repeat clients
4 years of experience
Oak lawn, IL, 60453

About: Its not just a job for me it's a passion and your furry family deserves the best care because, that's what I deliver. it's a worry free zone with me and I'm willing to come to your home for walking pet sitting and over night stays while your away Fido and fluffy can play. I'm looking forward to meeting your pets and build a trusted relationship so, I can be your go to pet sitter without hesitation. I hope you will consider me for your future travels or busy work days. I have 4 years of experience and it's not just a job for me. my references are provided upon your request and I hope that I hear from you on the future. thanks for your consideration.

Sitter Profile Image: Ethel B.
Verified Background Check
Ethel B.
Star Sitter
from
$70
per night
5.0 out of 5 stars
106 reviews
35 repeat clients
5 years of experience
Hickory Hills, IL, 60457

I boarded my German Shepard Darla with Ethel and had a great experience. She definitely knows her way when it comes to dogs. Darla came back hope very happy and well fed. Thanks! Will book her again, I got several updates and pics of my baby throughout the week.

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Blanca S.
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

First time using the app and found the perfect sitter. Pictures to keep me updated while we were on vacation helped me not to worry. My pup looked like she loved every minute.

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Leah H.
Sitter Profile Image: Laura R.
Verified Background Check
Laura R.
from
$70
per night
4.7 out of 5 stars
7 reviews
1 repeat client
2 years of experience
Oak Forest, IL, 60452

Ella had the best boarding experience ever!

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Jeff C.
Sitter Profile Image: Monae N.
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Monae N.
from
$60
per night
4.8 out of 5 stars
25 reviews
7 repeat clients
20 years of experience
Hometown, IL, 60456

First dogsitter I ever hired and my Loki definitely enjoyed his stay there. Monee sent plenty of pics and videos throughout the day. I would love to book her again :)

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Ki F.
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Over 91
pet parents in Crestwood have booked pet boarding

Crestwood pet parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Mercedes was absolutely incredible with our puppy, Lola. We were so nervous leaving her so young, but Mercedes was so welcoming and put us at ease. We received regular updates, adorable photos, and great communication throughout the entire stay. Lola came home happy, healthy, and exhausted from all the fun. Mercedes provided a safe, loving environment. The frequent communication and photo updates gave us total peace of mind. We will definitely be booking again!

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Marian J.
Boarding
5.0 out of 5 stars

Jim did a great job with Ghillie and had to maneuver 2 huge storms and a power outage. She was happy to see me but was not desperate to leave, always a good sign. I would certainly have Ghillie stay with Jim again!

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Jane G.
Boarding
5.0 out of 5 stars

Absolutely by far the best dog sitter ever! Amy updates us everyday. She kept my dog busy and entertained with all sorts of toys on top of that go on walks with him. My dog looked so happy and comfortable from all the pictures and videos she took of him! 120% going back to Amy when I need a dog sitter!

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Diem My L.
Boarding
5.0 out of 5 stars

Stephanie was an absolute blessing! I needed to board my cats for a couple days and she really came through! My cats were safe, comfortable and happy! She went above and beyond!

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Karen P.
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

Donelle is the best! She loves dogs and has the perfect environment for them to thrive. Our two younger pups were with her for an extended period and loved it. She and her Son cared for them as their own. We received updates / pics frequently. They made new doggy friends and came home happy. What more can you ask for?

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Amy 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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How Rover works

  1. 1. Search

    Read verified reviews by pet parents like you and choose a boarder who’s a great match for you and your pets
  2. 2. Meet & Greet

    Meet either virtually or in-person with a boarder to discuss the level of care needed for your pets while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

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

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 pet boarding sitter has to cancel, we’ll work with you to find a new pet boarding sitter.

  • World-class support

    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

Sitters in Crestwood average 10
repeat pet boarding clients

Pet Boarding FAQs

Frequently asked questions about Rover

Sitters on Rover are free to set their rates. The median cost to hire a sitter for pet boarding in Crestwood on Rover as of Jun 2026 was about $50 per night, after factoring in Rover’s service fees. A sitter’s rate may also change as you customize your booking to fit your and your pet’s needs.

If you’re searching for a Crestwood pet boarding sitter for the first time, visit the sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a sitter before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, 5,221 sitters provided pet boarding in Crestwood. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect sitter near you. As a reminder, pet boarding sitters joining Rover must pass a background check for you and your pet’s safety.

Rover makes it easy to reach out to multiple sitters about your booking. Typically, 91% of Crestwood pet boarding sitters respond in under an hour.

Sitters who provide pet boarding in Crestwood have an average of 16 years of experience. Pet boarding sitters with repeat customers have an average of 10 repeat clients. Experience can vary from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when you compare sitters in Crestwood.

Rover makes it easy to find Crestwood pet boarding sitters to provide loving care from their own home. The background-checked, 5-star sitters you can find on Rover will welcome your pet into their home when you’re away—whether it’s just for the weekend or longer. Pet boarding is great for:

  • Dogs and cats of all ages and abilities, including puppies and kittens
  • Pet parents looking for a safe, loving alternative to a kennel or hotel
  • Pets who’d love to socialize with their sitter’s pets

There are 5,221 pet boarding sitters in Crestwood on Rover, so you’re sure to find the perfect match for your pet! In Crestwood, 94% of sitters offer daily exercise, 95% offer medication administration, and 90% have experience with senior pets and pets with special needs. We know each pet is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet boarding sitter near you. As a reminder, sitters joining Rover must pass a background check for you and your pet’s safety.

Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your pet boarding sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your pet boarding sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your pet boarding service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.