House Sitting Crestwood

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Over 16
pet parents in Crestwood have booked house sitting

Crestwood, Find top rated house sitting

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: artiss m.
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artiss m.
Star Sitter
from
$35
per night
5.0 out of 5 stars
10 reviews
3 repeat clients
20 years of experience
Beverly, Chicago, IL, 60643

About: Animals have been a part of my life for as long as I can remember. I grew up surrounded by dogs of all sizes and breeds, from a beloved Cocker Spaniel to two Giant Schnauzers and later a Pit Bull. Each one helped shape my love and understanding of animals and taught me how unique every pet’s personality can be. Today, I’m the proud owner of a French Bulldog who keeps me on my toes and a pet snake, giving me experience caring for both traditional and exotic pets. I’ve also spent time around cats through friends and family and am comfortable caring for feline companions as well. While attending Ball State University, I volunteered at local animal shelters, helping care for animals and supporting their daily needs. Whether your pet is energetic, shy, playful, or senior, I understand the importance of providing patience, attention, and loving care. I treat every animal as if they were my own and strive to make them feel safe, happy, and loved while you’re away. Pet care is already a part of my daily routine, as I currently care for my own pets and understand the importance of consistency, attention, and reliability. I work as a State Farm agent in Chicago’s West Loop, and because it is a family-owned business that my family manages and operates daily, I have some flexibility within my schedule when needed. During the week, I am available for pet care before work, after work, and during my lunch break. Depending on the day and my workload, I may also have additional flexibility to accommodate specific care needs. On weekends, I typically have more availability and can provide extra time and attention for walks, drop-in visits, overnight care, and companionship. I am careful not to overbook myself because I believe every pet deserves quality care and attention. When I accept a booking, you can trust that I have the time and availability to provide dependable, attentive care and ensure your pet remains safe, comfortable, and happy while you’re away. At this time, I’m unable to offer boarding services in my home due to my own pets. However, I am happy to provide a variety of other services, including drop-in visits, dog walking, overnight stays, and personalized in-home pet care. My goal is to ensure your pets remain comfortable in their familiar environment while receiving the attention, companionship, and care they deserve. Whether your pet needs playtime, feeding, medication administration, exercise, or simply a reassuring presence while you’re away, I am committed to providing safe, reliable, and compassionate care tailored to their needs.

Sitter Profile Image: Cynthia S.
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Cynthia S.
from
$50
per night
5.0 out of 5 stars
8 reviews
2 repeat clients
15 years of experience
Midlothian, IL, 60445

She was great!!! Took care of copper like we would!!! Will definitely use her again

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Jeffrey Z.
Sitter Profile Image: Tara W.
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Tara W.
Star Sitter
from
$80
per night
5.0 out of 5 stars
24 reviews
9 repeat clients
8 years of experience
Evergreen Park, IL, 60805

Tara is fabulous with my cat. I appreciated how much time and energy she spent playing with Jim Catsby. She sent me awesome photos and a video of their time together. Tara really cares about Jim, and leaving him happy. I’m grateful for her passion for pets and their care. She is motivated to give our pets the best experience possible.

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Colleen D.
Sitter Profile Image: Kathryn C.
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Kathryn C.
Star Sitter
from
$30
per night
5.0 out of 5 stars
201 reviews
73 repeat clients
3 years of experience
Oak Lawn, IL, 60453

Kathryn was so wonderful! She took great care of our senior cat with special needs, and our rowdy, energetic young beagle mix. She kept in touch every day, and sent lots of photos. Our house can get a little messy with my cats litter boxes, plus he's a bit incontinent. But we returned home to an immaculate house, with very happy fur babies. We're so grateful, and will definately book Kathryn again! 100%

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Louise B.
Sitter Profile Image: Lisa H.
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Lisa H.
Star Sitter
from
$65
per night
5.0 out of 5 stars
118 reviews
34 repeat clients
20 years of experience
Oak Forest, IL, 60452

Lisa is amazing! I’m so lucky to have found her. My dog is wearing a cone from a recent surgery so I was unable to leave her alone and Lisa came to the rescue. She is so kind and attentive. I have no worries at all, and my dog loves when Lisa watches her. Thanks again for another great stay!

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Courtney J.
Sitter Profile Image: Katalina T.
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Katalina T.
Star Sitter
from
$35
per night
5.0 out of 5 stars
15 reviews
2 repeat clients
15 years of experience
Berwyn, IL, 60402

Katalina was great while watching our dog and cat! She was responsive and left our home spotless! Thank you for helping us get away for a few days… not easy to do with 3 kiddos these days. It was such a relief to not have to worry about the animals. I would def recommend her!

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Jenna G.
Sitter Profile Image: Jacquelyn and Ryan M.
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Jacquelyn and Ryan M.
from
$65
per night
4.9 out of 5 stars
54 reviews
34 repeat clients
20 years of experience
Tinley Park, IL, 60487

Jackie was amazing! This was my first time using the service and after meeting her I felt completely comfortable leaving her with my dog. My dog is older and requires special attention and Jackie took extremely good care of her. She even sent pictures. I would highly recommend to anyone!

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David N.
Sitter Profile Image: Arie C.
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Arie C.
from
$28
per night
5.0 out of 5 stars
1 review
1 repeat client
6 years of experience
Washington Heights, Chicago, IL, 60628

Arie is amazing!! This was my first booking with her and she was so great about communicating and sending updates throughout the day, letting me know how Millie was doing eating and stuff, and being flexible fitting visits in with her own dog’s routine and her work schedule. I appreciated having someone so attentive, and I cannot recommend Arie enough!

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Isabel C.
Sitter Profile Image: Dana R.
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Dana R.
from
$48
per night
5.0 out of 5 stars
12 reviews
1 repeat client
25 years of experience
La Grange, IL, 60525

Thank you so much for caring for my fish, pups, and plants. I hope you were comfortable. I would definitely book again. I would even like to see your band play again. I really enjoyed the last time. I follow you on Facebook so maybe I’ll see one that’s close. Be well, Angelique

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Angelique L.
Sitter Profile Image: Leslie & Marisol T.
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Leslie & Marisol T.
Star Sitter
from
$85
per night
5.0 out of 5 stars
51 reviews
22 repeat clients
20 years of experience
Lemont, IL, 60439

We had a great experience with Marisol! She was very responsive, accepted our booking on short notice, and took wonderful care of our puppy in our home. She was respectful of our house, left everything neat and clean, and gave us peace of mind while we were away. Most importantly, Finley seemed happy, comfortable, and well cared for when we returned. We would definitely book with her again and highly recommend her!

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Melissa F.
Sitter Profile Image: Alexis W.
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Alexis W.
Star Sitter
from
$65
per night
5.0 out of 5 stars
33 reviews
10 repeat clients
5 years of experience
South Shore, Chicago, IL, 60637

Alexis was wonderful! Timber loved her and they went on lots of walks and hung out in the sun. All I could ask for for my pup! Alexis also sent pictures and kept me informed the whole time I was gone. Will be booking her again!

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Lauren R.
Sitter Profile Image: Bridget M.
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Bridget M.
from
$32
per night
5.0 out of 5 stars
4 reviews
1 repeat client
10 years of experience
Orland Park, IL, 60462

Bridget is the perfect sitter for our pup! She knew exactly how to engage our 7 month old puppy and keep him busy but comfortable. She is the best!

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Danielle M.
Sitter Profile Image: Diane B.
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Diane B.
Star Sitter
from
$70
per night
5.0 out of 5 stars
47 reviews
16 repeat clients
40 years of experience
River Forest, IL, 60305

Diane is always the best with our senior, snuggly dog! She is our first sitter we contact when we are headed out of town. Diane consistently communicates, makes sure our dog is well cared for, and has gotten to know her silly personality. We highly recommend Diane!

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Stone H.
Sitter Profile Image: Miguel G.
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Miguel G.
Star Sitter
from
$30
per night
4.9 out of 5 stars
19 reviews
3 repeat clients
20 years of experience
Forest Park, IL, 60130

Oh goodness, I don't know where to begin! Miguel is wonderful! He kept in touch with me and if he had questions on Zona's care he reached out to me for clarity. Photos were sent to me daily with days activities! My home was secure and Zona cared for with Miguel. We will definitely use him again. Thank you Miguel!!

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Kathleen D.
Sitter Profile Image: Asia F.
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Asia F.
from
$35
per night
5.0 out of 5 stars
11 reviews
3 repeat clients
4 years of experience
Country Club Hills, IL, 60478

About: Hi my name is Asia. I’m really excited to have extra income but I’m more in it for the loving animals. Animals are my life! I have always had pets growing up as a child and my love for them has grown into my adulthood even more. I have a passion for learning and understanding all different types of animals. My experience in Pet Care is from having my own pets to care for. I have two bearded dragons, two cats, one dog, and one fish. In the mornings I go to the gym and after I’m pretty much open throughout the day until school starts, which is in the beginning of January. Feeding and watering animals,Playing with them and keeping them company, Walking the dogs, Grooming and brushing the animals' coats, Changing the cat's litter box, Providing health care if necessary. Giving them affection, so they don't feel abandoned after their owner leaves.

Sitter Profile Image: Mia R.
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Mia R.
from
$28
per night
5.0 out of 5 stars
13 reviews
2 repeat clients
11 years of experience
Orland park, IL, 60467

Mia was a great Rover sitter! She followed all of my instructions and took really good care of my dogs. I have one senior dog, and she was especially great with her. She sent me lots of pictures throughout the day, so I knew they were in good hands. I would definitely use Mia again!

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Natalie D.
Sitter Profile Image: Kat V.
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Kat V.
from
$66
per night
4.9 out of 5 stars
66 reviews
19 repeat clients
35 years of experience
Cicero, IL, 60804

Where do I even begin? Kat was fantastic from our very first phone call where we talked for 45 minutes so that I could get to know her and she could hear about my two senior pups and all their quirks. We haven’t left our dogs with anyone in years because they have so many needs that it’s hard to leave. Their many, many medicines and beginnings of incontinence were no issue for Kat. I knew they were going to be in great hands. Kat gave our dogs so much attention and care— they were spoiled while she was here with bones, walks, baths, and cuddles. They were also rarely, if ever, left alone while they were in her care. She’s very attentive. Not only that— but she CLEANS. I can’t even begin to explain how grateful I was to come home to a home that was not only clean, but even cleaner than how we left it. With two older dogs and a toddler, it’s hard for me to find time to clean everything to the level I want. Kat deep cleaned things in my bathroom that have been on my to-do list for months (all unprompted)! Despite my telling her not to worry about cleaning the poop in the backyard (because we had gotten behind and hadn’t cleaned any of it during the winter), she cleaned all of it and our yard looked pristine. She did laundry in addition to everything that got dirtied by my dogs’ accidents. She’s easy to work with and will take amazing care of your pets and home. I can’t recommend her enough!

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Brittany S.
Sitter Profile Image: Rob S.
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Rob S.
from
$45
per night
4.9 out of 5 stars
40 reviews
9 repeat clients
8 years of experience
Hammond, IN, 46327

Our pet sitter had to cancel last minute, but it was a blessing in disguise because he did a fantastic job with my three dogs. I loved the pictures throughout the visit too.

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Maria S.
Sitter Profile Image: Destiny T.
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Destiny T.
Star Sitter
from
$85
per night
5.0 out of 5 stars
43 reviews
16 repeat clients
4 years of experience
Logan Square, Chicago, IL, 60647

Destiny is amazing! My boy had a bit of a stomach bug, and Destiny was willing to handle a special diet and take him on some extra walks while I was away. I can tell that he loved spending time with her! Her photo updates were wonderful, and I came home to so many thoughtful housekeeping touches throughout my apartment! Destiny is so joyful and kind, I can’t recommend her enough. Patty can’t wait for the next time she comes to stay!

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Kristina J.
Sitter Profile Image: karina m.
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karina m.
from
$20
per night
5.0 out of 5 stars
4 reviews
1 repeat client
2 years of experience
Oak Lawn, IL, 60453

About: I have been a dog lover for many years and had the privilege of taking care of a chihuahua and a pug throughout their lives. Being a pet owner taught me the importance of patience and paying attention to each dogs needs and personality. I understand that pets are family, and i know how important it is to find someone you can trust. Whether we’re going for a walk, playing, or just relaxing together, I’ll provide attentive and loving care every step of the way. I’m currently working part-time, which gives me flexibility to provide care to your pup after work during the weekends. I’m completely available on wednesdays and weekends. Your pets safely and comfort are my top priorities. I have a calm, secure environment with a fenced yard for supervised outdoor time. I currently do not have any animals so your animals can enjoy an stress-free environment. As for in-home visits, I follow all instructions closely to maintain their routine and ensure they feel secure and cared for in their home.

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The median cost per night for house sitting in Crestwood is $50

Pet parents share their Rover experiences - Crestwood

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5.0 out of 5 stars

Kathryn was absolutely wonderful. Communicative and kept me informed of my pups. She definitely left me at ease knowing my 3 dogs were under her care.

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Gail S.
House Sitting
5.0 out of 5 stars

Our girls were so spoiled and loved while we were away! We'll use Alyssa again anytime we go out of town. It's such a relief knowing they'll be so well cared for!

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Darla G.
House Sitting
5.0 out of 5 stars

Very professional. She was on time and very kind, and patient with Sweety. Definitely will book again

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S C.
House Sitting
5.0 out of 5 stars

Toran was awesome with the kids and communicated regularly on how they were doing. I would recommend him to anyone that needs a dog walker, house sitter.

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Rachel B.
House Sitting
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    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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Meet local sitters who will treat your pets like family

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Popular requests for house sitting - Crestwood

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Sitters in Crestwood average 4
repeat house sitting clients

FAQs for House Sitting - Crestwood

Frequently asked questions about Rover

The average cost for House Sitting in Crestwood on Rover is $45 per night (as of September 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of House Sitting 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 House Sitting. For more information on service fees, click here .

As of September 2026, there are 7,685 sitters on Rover offering House Sitting across Crestwood. Enter your ZIP code to see which available sitters are closest to your home.

Beyond belly rubs and feeding schedules, a house sitter’s presence may provide an additional layer of security for your home. However, you will need to arrange overnight stays and other household tasks with your sitter when reaching out to them. Not all sitters offer the same services. Common household tasks you can negotiate include:

  • Mail & deliveries: Collecting letters and packages so they don't pile up.
  • Plant care: Keeping your indoor or outdoor garden hydrated.
  • Trash & recycling: Taking trash cans to the curb on scheduled pickup days.
  • Home security: Sitters can stay overnight to keep your home occupied.

The best way to align on expectations is during your free Meet & Greet. Use this time to provide a "home cheat sheet" that includes your preferred Crestwood walking routes, the location of your favorite pet store, and any specific quirks about your home’s security or appliances.

It’s helpful to think of house sitting as a "home base" service. Most sitters in Crestwood maintain their normal daily routines, like running errands or heading to the office, meaning your pet should be comfortable being alone for a few hours at a time. If your pet needs a little extra company, here is how to find the perfect match:

  • Look for "WFH" sitters: Many sitters mention "Work from Home" on their profile to indicate they’ll be present for the majority of the day.
  • Update your pet’s profile: Write down how long your pet can comfortably be left alone. This helps sitters quickly determine if their schedule aligns with your needs.
  • Communicate 24/7 needs: Standard house sitting usually doesn't include constant supervision. If your pet requires round-the-clock care, be sure to discuss this upfront.

Tip: Use the Meet & Greet to confirm a sitter's typical "away" windows. Transparency ensures your pet stays happy and your sitter can plan their day effectively!

Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Crestwood choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!

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.

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 .

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 pet to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your pet 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.

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.

Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.

Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.

Yes, you can find sitters who have experience with handling special pet needs in Crestwood. On Rover:

  • 93% of sitters can help with special care needs
  • 95% can help with giving oral medications or injections
  • 96% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.

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