Dog Boarding Crestwood

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Over 109
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.

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Sitter Profile Image: Mercedes M.
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Mercedes M.
Star Sitter
from
$30
per night
5.0 out of 5 stars
• 74 reviews
25 repeat clients
15 years of experience
Alsip, IL, 60803

“I cannot recommend Mercedes enough! I was looking for a last minute sitter and Mercedes was very responsive and took my dog at last minute notice. Mercedes went above and beyond when caring for my pup and I never felt more comfortable with a sitter. She took amazing care of my dog and kept me informed! She showed incredible kindness to me and my pup ❤️”

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Karina K.
Sitter Profile Image: Kathleen K.
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Kathleen K.
from
$48
per night
5.0 out of 5 stars
• 13 reviews
7 repeat clients
3 years of experience
Evergreen Park, IL, 60805

“Excellent! She took great care of my little boy. No hesitation I would use her again if in the area. Good communication and accommodating.”

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Chuck E.
Sitter Profile Image: Donelle M.
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Donelle M.
from
$40
per night
5.0 out of 5 stars
• 67 reviews
27 repeat clients
30 years of experience
Palos Heights, IL, 60463

“Zuri was well cared for during her stay at Donelle’s. Lots of cuddles and she was quite pampered. Donelle only hosts one dog at a time, which worked out perfect for me and Zuri. Zuri got undivided attention. Thanks Donelle!”

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Lalitha C.
Sitter Profile Image: Patricia P.
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Patricia P.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 14 reviews
3 repeat clients
15 years of experience
Orland Park, IL, 60462

“Our pup was so well-loved by Patricia and her family. From the second she met our dog I knew she was in good hands and the regular updates and pictures she sent reassured us of that. Could not recommend her services more highly!”

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Zachary L.
Sitter Profile Image: Shannon R.
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Shannon R.
from
$30
per night
5.0 out of 5 stars
• 5 reviews
1 repeat client
8 years of experience
Oak Lawn, IL, 60453

“Shannon was great and accommodated some minor time changes for me. My pup also gets excited to see her so that shows me a lot. Will book again !”

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john m.
Sitter Profile Image: Manuel P.
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Manuel P.
from
$42
per night
4.9 out of 5 stars
• 62 reviews
21 repeat clients
8 years of experience
West Lawn, Chicago, IL, 60629

“Manuel was absolutely wonderful with Panch! He made sure he got his medication, took him on daily walks, and gave him extra snuggles during the storm. He kept us updated every day with messages and pictures, which gave us such peace of mind. When we picked Panch up, he was happy, freshly bathed, and clearly very well cared for. We’re so grateful for the love and attention Manuel gave him! ❤️”

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Cynthia O.
Sitter Profile Image: Ann R.
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Ann R.
Star Sitter
from
$39
per night
5.0 out of 5 stars
• 42 reviews
12 repeat clients
25 years of experience
Oak Lawn, IL, 60453

“Felt like dropping the dog off with a family member of my own. No concerns. All love. ❤️ 🐶 Thanks for taking care of our little, “big” guy!”

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Kaitlyn B.
Sitter Profile Image: Linda J.
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Linda J.
from
$45
per night
5.0 out of 5 stars
• 16 reviews
6 repeat clients
30 years of experience
Oak Lawn, IL, 60453

About: I believe pets deserve to feel safe, loved, and completely at home while you’re away. I am a dependable, caring, and patient person and i genuinely love spending time with animals-especially dogs. I treat every pet in my care like my own. As a licensed xray technician and extensive healthcare background, you can rest assure that your pet will always be in good hands. My home is a quiet, non-smoking house. Most importantly, I want you to enjoy your time away knowing your best friend is safe, happy, and being genuinely loved as though they were my own. 🐶❤️ My schedule is exceptionally flexible and open, meaning my entire daily and weekly routine revolves completely around the pets in my care. Whether your dog needs frequent potty breaks, midday companionship, or an extra-long afternoon walk, I will be there to provide it. Pets will be under my constant supervision and are never left unattended. I have a spacious backyard with grassy areas for potty breaks, playtime, or just to relax in fresh air- all surrounded by a privacy fence with secure locks at all points of entry.

Sitter Profile Image: Kyla & Barbara G.
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Kyla & Barbara G.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 77 reviews
30 repeat clients
20 years of experience
West Elsdon, Chicago, IL, 60632

“Kyla is and was so amazing with my fur baby. For one, I was terrified because Eden has IVDD ( nerve condition that caused him to lose the functionality in his back legs) and I was like who is going to watch or even change a diaper on a dog. I have never seen anyone to attentive to my baby as if he were her baby. I’m so grateful to have found her and I will be a repeat client. Thank you again Kyla!!”

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Mia H.
Sitter Profile Image: Stefanie B.
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Stefanie B.
from
$31
per night
4.9 out of 5 stars
• 141 reviews
75 repeat clients
10 years of experience
Midlothian, IL, 60445

“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.
Sitter Profile Image: Shayna T.
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Shayna T.
Star Sitter
from
$75
per night
5.0 out of 5 stars
• 46 reviews
20 repeat clients
7 years of experience
Oak Lawn, IL, 60453

“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.”

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Barb G.
Sitter Profile Image: Latasha P.
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Latasha P.
Star Sitter
from
$30
per night
5.0 out of 5 stars
• 14 reviews
5 repeat clients
12 years of experience
Harvey, IL, 60426

“Great relief, knowing my dog Barbie was in great hands for two weeks. Latasha would also send updates and pictures which really was really comforting to know Barbie was being well took care of. Would highly recommend Latasha to family and friends.”

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Theresa A.
Sitter Profile Image: Rebecca C.
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Rebecca C.
from
$50
per night
5.0 out of 5 stars
• 1 review
4 years of experience
Mount Greenwood, Chicago, IL, 60655

“Rebecca was theeee absolute best!! I'm so glad we found her. She took the best care of our boy and made him sooo comfortable. This was our first time using this service and I'm so glad we did. She is the best and we plan on using just her for our dog in the future!”

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tatiana r.
Sitter Profile Image: Barbara B.
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Barbara B.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 47 reviews
15 repeat clients
12 years of experience
Brookfield, IL, 60513

“Barbara was awesome! Unfortunately I booked with a different sitter who subsequently stated she could not watch my dog (Bailey) less than 24 hours after I dropped her off. The sitter stated Bailey was barking frantically and subsequently cancelled shortly before I was supposed to board my international flight with my family early the following morning. For Bailey to be barking frantically is unlike Bailey. Rover subsequently reached out to several sitters on my behalf while I was on my flight and described Bailey as having “separation anxiety” because of what the other sitter stated and “needing plenty of attention and play time”. Unlike to how Bailey was described, Bailey doesn’t bark much and has a calm temperament. My whole flight my family and I were wondering what would happen with Bailey in reference to how she was being described and if she’d be in good hands. Barbara fortunately volunteered for the job and her and I texted briefly while still on my flight because she wanted to know more about Bailey. I advised her that the manner in which the other sitter was describing Bailey was out of character. Barbara subsequently volunteered to pickup Bailey from the other sitter. Once Barbara was with Bailey she sent me a picture and reassured me Bailey was in good hands. Barbara would routinely send me pictures on updates of Bailey throughout the days we were gone. Additionally, Barbara gave Bailey her medicine twice daily for her ear infection. Barbara was great and I would recommend her services.”

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

“Very happy to have chosen Saraí to take care of Aniza I received photos and videos all the time she has a huge yard where Aniza had a lot of fun playing with other dogs if in doubt I will recover again with Saraí 100% recommended”

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Jorge V.
Sitter Profile Image: Cary B.
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Cary B.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 82 reviews
29 repeat clients
40 years of experience
Clearing, Chicago, IL, 60638

“Super sitter! I felt so comfortable leaving my two babies (one with separation anxiety) with Cary and her family. Cary checked in while I was gone, sent photos, and answered any questions. The dogs were super happy. I will definitely call on Cary again.”

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Aimee F.
Sitter Profile Image: Megan K.
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Megan K.
from
$65
per night
4.9 out of 5 stars
• 52 reviews
9 repeat clients
27 years of experience
Mount Greenwood, CHICAGO, IL, 60655

“Megan was an excellent dog sitter. Our puppy was well taken care of and very happy. Megan gave us updates and took the time to give top notch service.”

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Caitlin B.
Sitter Profile Image: milena t.
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milena t.
from
$45
per night
15 years of experience
Orland Park, IL, 60467

About: I’ve been a dog owner for many years, and my 15-year-old Pomeranian is a very special part of our family. He has been with us for so long that I honestly can’t imagine our home without him. I’m also a mom of three, so we have a busy but loving family home where pets are very much part of everyday life. My kids love dogs, and we’re used to having a furry member of the family around. Having a senior dog has taught me to be patient and pay attention to the little things. I know that older dogs sometimes need a little more rest, more frequent potty breaks, and extra care and attention. We also travel to Egypt and Serbia every year, and my Pomeranian has flown overseas with me many times. I know how much work it can be to travel with a dog, and I also know how hard it is to leave them behind. That’s actually one of the reasons I decided to offer boarding. I’ve had to leave my own dog with people I trusted, and even then, I knew he acted differently because I wasn’t there. I remember wondering if he was okay, if he was comfortable, and if someone was giving him the same attention I would. So when your dog stays with me, I want you to feel comfortable too. I’ll get to know your dog’s routine, personality, feeding schedule and what makes them happy and comfortable. I’ll keep you updated with pictures so you don’t have to wonder how they’re doing. We have a fenced backyard, and I’ll take dogs for daily walks on the beautiful 2-mile path around Stellwagen Farm, which is only a few minutes from our home. I know how much trust it takes to leave your dog with someone. To me, they’re not just a booking or another dog staying at my house. They’re someone’s family — just like my Pomeranian is part of mine. I’m a stay-at-home mom and am available pretty much all the time, which allows me to give dogs plenty of attention and care throughout the day. I provide a safe, loving home with a fenced backyard,and a finished basement. As a stay-at-home mom, I’m available most of the time and can give your dog lots of attention throughout the day. I also have a senior Pomeranian, so I understand the importance of patience and making sure every dog feels comfortable.

Sitter Profile Image: Danny V.
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Danny V.
Star Sitter
from
$70
per night
5.0 out of 5 stars
• 32 reviews
5 repeat clients
20 years of experience
Oak Forest, IL, 60452

“From the moment I met Danny, I knew he would be a great caretaker for my pit bull mix, Bertoli. He was warm, friendly, polite, and seemed to genuinely care about dogs, specifically pit bulls and related bully breeds. Bertoli seemed to feel right at home when we arrived at Danny's house, and I think he had a great time during his stay at Danny's. He even took Bertoli out running. I would highly recommend Danny, and will book again next time we need a dog sitter!”

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Allie S.
Sitter Profile Image: Bola A.
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Bola A.
from
$45
per night
4.9 out of 5 stars
• 188 reviews
76 repeat clients
15 years of experience
Hyde Park, Chicago, IL, 60637

“Bola was a great sitter for my dog Pep. She was flexible, considerate, and communicative with dropoff and pickup, even working with me so my friend could handle pickup logistics. I also appreciate Bola being available over a holiday and sending cute pics of Pep while I was traveling. Thank you!”

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Luella A.
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The median cost per night for dog boarding in Crestwood is $50

Dog parents share their Rover experiences - Crestwood

1 / 1
5.0 out of 5 stars

Donelle was wonderful, and Lily had a great time! She sent photos of Lily while I was on vacation and said she was doing very well! :)

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Debbie M.
Boarding
5.0 out of 5 stars

Mercedes again provided excellent care for my SaxyPoo. She keeps me informed of his activities with beautiful pictures & messages. I am always greeted by a well groomed dog 🐶. Thank you for your professionalism & acceptance of my sometimes needy PooPoo.

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Arlette P.
Boarding
5.0 out of 5 stars

Mark was awesome with our big guy! He sent pictures of Barkley looking so comfortable and happy. This was our first time boarding our dog and I couldn’t be happier with how it went. Thanks again Mark!

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Rebecca A.
Boarding
5.0 out of 5 stars

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.

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Kelly S.
Boarding
5.0 out of 5 stars

Stefanie took great care of my girl. She gave me updates pictures and videos of my girl. Cali seemed to be happy when I picked her up.

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Tenille W.
Boarding
5.0 out of 5 stars

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!

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David K.
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

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

My Luna gets excited to go to Megan's home for boarding. Thankful for her flexibility when I need it.

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Jacinda A.
Boarding
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How to book dog boarding

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Popular requests for dog boarding - Crestwood

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Sitters in Crestwood average 10
repeat dog boarding clients

FAQs for Dog Boarding - Crestwood

Frequently asked questions about Rover

The average cost of Dog Boarding in Crestwood is $44 per night as of October 2026. Most bookings cost between $39 and $54 per night. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of October 2026, there are 4,954 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 routine. Depending on the arrangements you agree on before the stay, a sitter can follow your dog’s regular feeding schedule, provide a comfortable place to sleep, offer companionship, and support their usual exercise and play needs.

95% of sitters in Crestwood can provide daily exercise during dog boarding stays. Depending on the sitter, their home environment, and your dog’s needs, this may include walks, outdoor play, indoor enrichment activities, or supervised play with compatible dogs. These activities are not automatically included with every booking, so ask the sitter what a typical day looks like.

During the Meet & Greet, discuss your dog’s usual exercise and play routine, whether they can safely interact with other dogs, and any activities or restrictions the sitter should follow. You can also ask the sitter to send photo and message updates during the stay so you can see how your dog is spending their time.

Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Crestwood home-away-from-home, 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 , 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 .

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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