House Sitting in Crestwood

Find a loving house sitter to watch over your pets and your home.

End
Search

Every sitter passes an enhanced background check. Learn about RoverProtect

Top rated Crestwood house sitters

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: Kathryn C.
Verified Background Check
Kathryn C.
Star Sitter
from
$30
per night
5.0 out of 5 stars
172 reviews
69 repeat clients
3 years of experience
Oak Lawn, IL, 60453

Kathryn did an excellent job watching our dog and was very communicative and attentive. We would highly recommend Kathryn and would definitely use her again!

Profile image
Sarah M.
Sitter Profile Image: Lisa H.
Verified Enhanced Background Check
Lisa H.
Star Sitter
from
$65
per night
5.0 out of 5 stars
112 reviews
32 repeat clients
20 years of experience
Oak Forest, IL, 60452

All I can say (write) are words of praise and gratitude for Lisa. She is Amazing! She is so attentive, considerate and truly super sweet. I received pictures and updates. My girl (dog) fell in love with Lisa, which shows and proves how well Lisa took care of her. Lisa not only fed my girl by my noted instructions, she also washed all of my pets feeding measurement cups. that was a detail that blew me away. I didnt ask for any of that. Lisa went above and beyond. It was really cold and Lisa walked my girl and let her enjoy a little outdoors. I didnt stress on my out of town travels as my girl (dog) was in good hands. I will definitely ask for Lisa’s services again and again. Thank you Lisa for everything.

Profile image
Doris S.
Sitter Profile Image: Tara W.
Verified Enhanced Background Check
Tara W.
Star Sitter
from
$70
per night
5.0 out of 5 stars
15 reviews
4 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.

Profile image
Colleen D.
Sitter Profile Image: Delaney D.
Verified Enhanced Background Check
Delaney D.
from
$55
per night
24 years of experience
Blue Island, IL, 60406

About: I was born and raised with Dobermans by my side, but my expertise does not just span large dogs--but also small dogs, puppies, seniors, cats, and other furry friends. I’ve been a reliable pet sitter, taking care of my friend’s and family’s cats and dogs. I’ve ensured they’re well-fed, entertained, and they have taken care of business 💩. I’ve stayed at homes and made drop-in visits, so I can provide flexible care. I understand that your pets are like family members, so I’ll treat them with the same patience and respect they deserve! I am currently working part time at an office and applying for other jobs. I have a lot of extra time on my hands and I am looking to fill it by spending time with animals and getting my steps in! I am open for last minute bookings!!! I prioritize your pet’s comfort by following your specific care routine. My process begins by gaining your pet's trust through a calm, patient approach, ensuring they feel safe before we dive into anything. I like to keep the line of communication open with the pet parent to ensure transparency throughout the whole process. I maintain a consistent schedule for feeding, potty breaks, and affection to minimize any anxiety they may face without their typical routine away from parents.

Sitter Profile Image: Sara T.
Verified Enhanced Background Check
Sara T.
from
$50
per night
5.0 out of 5 stars
14 reviews
4 repeat clients
4 years of experience
Oak Forest, IL, 60452

Sara was fantastic! She kept in touch with me throughout my trip and sent pictures. She did everything I asked her to do. She is very friendly, a very sweet, respectful young lady. I highly recommend her to everyone!

Profile image
Fran M.
Sitter Profile Image: Nicole C.
Verified Enhanced Background Check
Nicole C.
from
$45
per night
5.0 out of 5 stars
6 reviews
1 repeat client
5 years of experience
Burbank, IL, 60459

Nicole did an amazing job! She tried her best to maintain the same schedule our dog is used to. She took her out for walks and kept her mind mentally challenged. I will definitely use her services again.

Profile image
Alexander M.
Sitter Profile Image: Janet J.
Verified Enhanced Background Check
Janet J.
from
$35
per night
5.0 out of 5 stars
3 reviews
1 repeat client
10 years of experience
Chicago Ridge, IL, 60415

About: I have 3 dogs, I have the love and experience. Available all summer! I’m an ESL teacher assistant helping kids full time and would love taking care of your fur kids as well. Would love to help and make your dog feel at home and comfortable. Have experience with big and small dogs Full time ESL para and seeking to take care of your pets! I’m able to help after work during the week and open during the weekends. I’m open to discuss times once booked I start by learning about each pet’s personality, schedule and diet . In your home I follow your instructions closely to maintain your pets comfort and minimize stress. Ensure fresh water, food and lots of love

Sitter Profile Image: Cynthia S.
Verified Enhanced Background Check
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

Profile image
Jeffrey Z.
Sitter Profile Image: Haley P.
Verified Background Check
Haley P.
from
$75
per night
5.0 out of 5 stars
39 reviews
9 repeat clients
5 years of experience
Evergreen Park, IL, 60805

Haley and her husband did a wonderful job staying at my home to watch my puppy and kitty! Thank you so much for all of the updates and loving care. Highly recommend.

Profile image
Sierra A.
Sitter Profile Image: Alyssa R.
Verified Background Check
Alyssa R.
from
$75
per night
5.0 out of 5 stars
42 reviews
15 repeat clients
15 years of experience
Orland Park, IL, 60462

Alyssa was amazing! She took such good care of our Benny! She sent pictures and kept us posted. We will certainly have her come back anytime we will be gone. It was nice to be able to leave and not worry about our pet. Thank you Alyssa!

Profile image
Peggy S.
Sitter Profile Image: Patrick W.
Verified Enhanced Background Check
Patrick W.
Star Sitter
from
$125
per night
5.0 out of 5 stars
114 reviews
50 repeat clients
20 years of experience
Palos Hills, IL, 60465

Patrick did a great job with our dogs. They are bigger active dogs and he handled them perfectly. Made my vacation much more enjoyable knowing my dogs were being well taken care of. Will definitely book with Patrick again.

Profile image
Brent B.
Sitter Profile Image: Kaelyn C.
Verified Enhanced Background Check
Kaelyn C.
from
$50
per night
10 years of experience
Alsip, IL, 60803

About: I’ve always loved taking care of my furry and not so furry friends!! I grew up in a home full of dogs and a vast range of animals such as reptiles, amphibians, and other aquatic life etc. I’m currently working from home so my schedule is generally open as far as Monday-Friday. I’m available throughout the entire weekend as well. I like to keep the animals in my care on a schedule so they aren’t stressed, I prioritize (the animal’s) comfortability and structure because that’s just what makes sense. It’s my duty to ensure your furry friend can have fun AND be safe so please bombard me with any and all information!!!

Sitter Profile Image: Claire K.
Verified Enhanced Background Check
Claire K.
from
$50
per night
5.0 out of 5 stars
3 reviews
2 repeat clients
8 years of experience
Oak Forest, IL, 60452

Thank you for caring for Baby. It gave me such a peace of mind while I was away. Thank you so much for the toy for baby, that was such a kind gesture! Would hire again

Profile image
Crystal H.
Sitter Profile Image: Rowan E.
Verified Background Check
Rowan E.
from
$55
per night
5.0 out of 5 stars
4 reviews
13 years of experience
Oak Lawn, IL, 60453

Rowan was excellent with my husky! He came over to meet her and familiarize himself with her routine, and he was very great with communicating his schedule and giving me updates on my dog. Would highly recommend Rowan!

Profile image
Jennifer W.
Sitter Profile Image: Crystal H.
Verified Background Check
Crystal H.
from
$50
per night
5.0 out of 5 stars
2 reviews
3 years of experience
Orland Park, IL, 60462

Crystal was so nice to work with! She took time out of her day to meet Moose and myself before watching him over the weekend. She followed instructions, asked questions when needed, and went above and beyond to ensure that Moose was safe, healthy, and happy! I would definitely rebook her for any future pet sitting needs :)

Profile image
Sabrina G.
Sitter Profile Image: Mary R.
Verified Enhanced Background Check
Mary R.
from
$60
per night
10 years of experience
Alsip, IL, 60803

About: I’ve had pets all my life. I adore all sizes, dogs or cats! I’d love to play/walk with them. And of course take care of any other needs they might need I mostly work night shifts. I’m free mornings and afternoons. I’m also willing to stay with your fur babies during the day while you’re at work. I’m happy to take your dogs on walks or to parks to let out their energy. And for your cats I have two of my own so I know how to fully care for them as well

Sitter Profile Image: Toran S.
Verified Background Check
Toran S.
from
$75
per night
5.0 out of 5 stars
17 reviews
4 repeat clients
15 years of experience
Palos Heights, IL, 60463

Toran was really great at caring for our golden retriever and our house. He communicated well, and our dog loved him. Definitely would recommend and will rebook him!

Profile image
Todd P.
Sitter Profile Image: Stephanie L.
Verified Background Check
Stephanie L.
from
$100
per night
5.0 out of 5 stars
44 reviews
13 repeat clients
15 years of experience
Alsip, IL, 60803

Stephanie is highly recommended. She stayed at our home and cared for the dogs like they were her own. She took them to the dog park daily and played with them in the yard. She also texted daily and sent pictures. I'm already considering her for another job.

Profile image
Linda J.
Sitter Profile Image: Ryan V.
Verified Enhanced Background Check
Ryan V.
from
$50
per night
15 years of experience
Alsip, IL, 60803

About: I've been taking care of dogs and cats for family and friends for the past 15 years and I've had two professional pet sitter jobs, One for a golden retriever for a few years and I've dog sitted for two pitbulls. I also grew up with 3 large dogs a Rottweiler, German shepherd and English Mastiffs. I'm currently on disability with autism spectrum and I have a lot of free time, I mostly play video games and play basketball at the park and the gym. I usually stay in the front room with the pets and let them outside or take them on walks depending on what people want me to do.

Sitter Profile Image: Stephanie C.
Verified Enhanced Background Check
Stephanie C.
from
$50
per night
5.0 out of 5 stars
15 reviews
1 repeat client
10 years of experience
Crestwood, IL, 60445

Stephanie is wonderful! She really took care of Peyton like her own. She is professional and communicates quickly (and I really appreciated the pictures of our pup while we were gone!) I will definitely book with her again knowing Peyton was happy and well cared for!

Profile image
Kimberly N.
1 / 1
View more sitters

Crestwood pet parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Kathryn house sat and took care of my furcrew (3 dogs and 2 cats) over the holiday weekend. She did an amazing job!! She came for a meet-n-greet prior to the weekend to get everyone’s stamp of approval. Over the course of the weekend she provided updates and photos of the whole crew. We were able to engage with each other through the whole weekend for any surprises, tips, questions or things forgotten to say in the hustle of packing.

Profile image
Amy H.
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

Profile image
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.

Profile image
Rachel B.
House Sitting
5.0 out of 5 stars

Emily did a wonderful job caring for my home and 2 dogs. They absolutely loved her. I feel so much better having someone I trust to watch my dogs while we travel!

Profile image
Christina T.
House Sitting
5.0 out of 5 stars

Ariel did a great job caring for my dog and cat. She sent pictures fir me to see what they were doing. She walked my dog, she loves to go for walks. This is my second time having Ariel stay at my house to care for my pets. I will be asking her again because I am very happy with her care.

Profile image
Bobbi H.
House Sitting
5.0 out of 5 stars

Andria watched my cat and did and amazing job! Lots of pictures and never had to worry about my cat while I was gone!!

Profile image
ashley m.
House Sitting
1 / 1
Find pet care near you

How Rover works

  1. 1. Search

    Read verified reviews and choose a house sitter who’s a great match for you and your pets
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and 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 house sitting 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 house sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

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

Sitters in Crestwood average 4
repeat house sitting clients

House Sitting FAQs

Frequently asked questions about Rover

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

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

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

As of Jun 2026, there are 7,126 house sitters in Crestwood. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect house sitter near you. As a reminder, house sitters joining Rover must pass a background check for you and your house’s safety.

Rover makes it easy to reach out to multiple house sitters about your booking. Typically, 85% of Crestwood house sitters respond in under an hour.

House sitters in Crestwood have an average of 13 years of experience. House sitters with repeat customers have an average of 4 repeat clients. Experience can vary from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when you compare house sitters in Crestwood.

Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Crestwood house sitters are great for:

  • Dogs who’d prefer to stay on their home turf
  • Cats and caged pets
  • Pet parents on a tight schedule
  • Keeping an eye on your home and plants while you’re away

Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house 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 house 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 house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.