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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1 / 1
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: Tamara C.
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Tamara C.
Star Sitter
from
$50
per night
4.9 out of 5 stars
• 114 reviews
31 repeat clients
17 years of experience
Brookfield, IL, 60513

“Tamara had great communication and made me feel at ease since it was my first time using this service. My dog loved her stay, and came home tired and happy! Will definitely book again when I need it. Thank you!”

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Kallie S.
Sitter Profile Image: Amanda R.
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Amanda R.
from
$32
per night
5.0 out of 5 stars
• 7 reviews
1 repeat client
17 years of experience
Crestwood, IL, 60418

“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.
Sitter Profile Image: Jesus D.
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Jesus D.
from
$35
per night
5.0 out of 5 stars
• 162 reviews
70 repeat clients
12 years of experience
Lansing, IL, 60438

“My two dogs had a great time with Jesus! We had something come up last minute and he responded very quickly. My pups also came back smelling nice so that’s always a plus :) will be using Jesus again in the future!”

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Trisha P.
Sitter Profile Image: Lina D.
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Lina D.
from
$75
per night
5.0 out of 5 stars
• 8 reviews
10 years of experience
Orland Park, IL, 60462

About: I’ve been taking care of pets since I was 5 years old. I took care of dogs, cats, and birds. Pets like to be around me and feel safe. I’m currently unemployed so I have plenty of time and energy to take care of your dog anytime starting 11am all week days as you need. I have a big yard that makes your dog feel free in plenty of space to play and walk. I don’t have any dogs at home, so your dog will feel safe and enjoy peace.

Sitter Profile Image: Julian M.
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Julian M.
from
$40
per night
4.8 out of 5 stars
• 21 reviews
5 repeat clients
7 years of experience
Burbank, IL, 60459

“I just wanted to share my experience with Julian because he was honestly amazing. From the start, he made everything super easy, he even picked my dog up for free, which I really appreciated. What really stood out was how he kept me updated throughout the day. He sent messages and pictures, so I never had to worry or wonder how my dog was doing, which made me feel a lot more comfortable. On top of that, his pricing is really affordable, especially for the level of care he gives. It didn’t feel overpriced at all, which is hard to find. When my dog got back home, he was calm, happy, and clearly well taken care of. You can tell Julian actually cares and isn’t just doing it as a job. I’d definitely trust him again and recommend him to anyone looking for someone reliable, caring, and affordable to watch their dog.”

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isabella g.
Sitter Profile Image: Janet M.
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Janet M.
from
$40
per night
4.9 out of 5 stars
• 79 reviews
37 repeat clients
28 years of experience
Summit, IL, 60501

“Janet was great with my dog Guts! Took good care of him and she was very flexible and accommodating with pick up and drop off times. I will definitely be bringing Guts back to her should I need care for him in the future.”

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Juliette V.
Sitter Profile Image: Amy J.
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Amy J.
from
$50
per night
5.0 out of 5 stars
• 109 reviews
40 repeat clients
15 years of experience
Homer Glen, IL, 60491

“This was our second time with Amy taking care of Ollie and our experience was wonderful! Ollie was treated like her own and loved his new friends!”

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George R.
Sitter Profile Image: Michelle & Christine R.
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Michelle & Christine R.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 100 reviews
30 repeat clients
25 years of experience
New Lenox, IL, 60451

“Rhett was a happy camper! Returned safe & sound. Michelle communicated regularly and catered to Rhett's needs. I would recommend Michelle for boarding needs.”

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Krista H.
Sitter Profile Image: Kyla R.
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Kyla R.
Star Sitter
from
$42
per night
4.9 out of 5 stars
• 94 reviews
38 repeat clients
15 years of experience
East Garfield Park, chicago, IL, 60624

“Kyla did a great job with Wrigley! She's very communicative and was also flexible with my pick up and drop of times. I will definitely use her again in the future.”

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Derryn H.
Sitter Profile Image: Rolanda N.
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Rolanda N.
from
$35
per night
5.0 out of 5 stars
• 30 reviews
15 repeat clients
17 years of experience
University Park, IL, 60484

“Coco and I adore her. She’s been a great help during a challenging time in my family’s life. Will always book her if she’s available. Thank you Rolanda☺️”

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Angelica H.
Sitter Profile Image: Ashley M.
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Ashley M.
Star Sitter
from
$52
per night
5.0 out of 5 stars
• 211 reviews
76 repeat clients
10 years of experience
Lower West Side, Chicago, IL, 60608

“Ashley did a wonderful job watching Fara while we traveled. We appreciated all the photos and updates, and it seemed like Fara really bonded with Ashley and her daughter.”

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Amanda L.
Sitter Profile Image: Michelle W.
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Michelle W.
Star Sitter
from
$39
per night
5.0 out of 5 stars
• 56 reviews
14 repeat clients
12 years of experience
Oak Brook, IL, 60523

“Once again, Michelle and her family took incredible care of Bilbo! They truly treat him like one of their own, and it brings so much peace of mind knowing he’s getting just as much love as he gives. The regular updates and photos keep me completely at ease while I'm away. We couldn't ask for a better sitter and cannot recommend Michelle highly enough!”

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Bethany T.
Sitter Profile Image: Jose S.
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Jose S.
from
$38
per night
4.9 out of 5 stars
• 87 reviews
36 repeat clients
8 years of experience
Gage Park, Chicago, IL, 60459

“Our Boxer is energetic and full of curiosity. Jose and Cece were very patient and caring. They helped us be comfortable with boarding (peace of mind) when our fur baby is away from our care. Truly helpful couple and we will likely call upon them for our next boarding request.”

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Merly G.
Sitter Profile Image: Dayana Q.
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Dayana Q.
from
$50
per night
5.0 out of 5 stars
• 91 reviews
45 repeat clients
4 years of experience
Cicero, IL, 60804

“If you are feeling uneasy about booking a person to care for your dog, look no further! Dayana is the absolute best and took phenomenal care of both my dogs. She kept me updated by sending videos and pictures. My dogs had the best time. She even did a cute photo shoot with my dogs. She was very attentive and loving to my dogs. Don’t think twice and book her! I’ll be selecting her for my upcoming trips.”

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The Laboy Twins
Sitter Profile Image: Twanna W.
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Twanna W.
from
$50
per night
4.5 out of 5 stars
• 9 reviews
3 repeat clients
10 years of experience
South Shore, Chicago, IL, 60649

“T’wanna has been taking care of my two cats in her home for a month now while my place is under renovation,and they are doing really well. Because they were going to be there for so long I took all of their cat toys and their cat tree and they’re scratching post and their litter boxes over to her place so they have all the comforts of their own home.She sends me updates and photos and videos. I have been able to visit them a few times. T’wanna has been flexible with my requests to come see my babies. She also takes pictures and photos of me with them when I’m visiting and send them to me. As much as I miss them, I am so grateful that they have someone caring to look after them.”

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Devyn C.
Sitter Profile Image: Kathleen C.
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Kathleen C.
from
$40
per night
5.0 out of 5 stars
• 4 reviews
1 repeat client
14 years of experience
West Lawn, Chicago, IL, 60629

“Kathleen was great. Our 2 small Australian Shepherds spent a couple weeks with her and we got them back healthy clean and happy. She sent us lots of photos and updates. Highly Recommended. Her dog Bucky even got along with my dog that is slow to befrend other dogs.”

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Kraig H.
Sitter Profile Image: Dwight C.
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Dwight C.
Star Sitter
from
$30
per night
5.0 out of 5 stars
• 232 reviews
92 repeat clients
10 years of experience
Woodlawn, Chicago, IL, 60637

“Dwight was incredible! He and his dogs, his home, and his yard made me feel very comfortable leaving my dog under his care for a week. He was very responsive, pleasant, kept me up to date, and sent pictures. It's great to have someone reliable and good with dogs in the neighborhood! I highly recommend him, and will definitely contact him for future dog sitting.”

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Amy M.
Sitter Profile Image: Angel V.
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Angel V.
Star Sitter
from
$47
per night
5.0 out of 5 stars
• 131 reviews
35 repeat clients
15 years of experience
Humboldt Park, Chicago, IL, 60624

“We had another great experience with Angel. Ferris got along really well with his dogs so it was nice knowing he had buddies. Angel gave at least daily updates with photos and videos, took Ferris out for regular exercise, and was very flexible with timing and logistics.”

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Kelly J.
Sitter Profile Image: Cassandra B.
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Cassandra B.
from
$40
per night
5.0 out of 5 stars
• 10 reviews
3 repeat clients
11 years of experience
Kenwood, Chicago, IL, 60615

“Cassandra took great care of my dog Ace during his 4-day stay. I can tell he had a good time hanging out with her dog, Chewy. Cassandra was a pleasure to work with and I hope to use her services again for future boarding.”

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

Pet parents share their Rover experiences - Crestwood

1 / 1
5.0 out of 5 stars

Amy is such a great dog sitter to Bella. This is my second time booking her. She is always giving me updates and short videos and photos of Bella. She truly treats Bella like her own and I’m so grateful for her tender care for Bella. I highly recommend Amy and will definitely book again in the future for sure. A++++++

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Cora S.
Boarding
5.0 out of 5 stars

Was able to accommodate last minute, VERY professional and made me feel comfortable leaving my baby with her. She gave proper updates and never left me in the dark with how he was doing. Will be using her again.

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Raven F.
Boarding
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

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

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

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

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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  • 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.

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

How to book pet boarding

  1. 1. Search

    Browse profiles of sitters near you who offer pet boarding.
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit.
  3. 3. Book & Pay

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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 Pet Boarding - Crestwood

Frequently asked questions about Rover

The average cost of Pet 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.

There are 5,104 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 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 , which provides up to $25,000 in eligible veterinary care reimbursement.

A Meet & Greet is a casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet 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. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first .

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. 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.

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, means our team will work with you to find a suitable replacement as quickly as possible.

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