House Sitting in Crestwood, IL

Find a loving dog sitter to watch your dog overnight in your home.

1. Erick

BS in Animal Science/Dog Trainer

Orland Park, IL, 60462

House Sitting, Drop-In Visits, Dog Walking

"I am very thankful for Erick, his professionalism, and his genuine love of animals. I couldn't ask for a kinder dog watcher and walker for my dog Brewzer. Th... (more)"

2. Michelle

Sitting, walking, and drop-ins!

Oak Lawn, IL, 60453

House Sitting, Drop-In Visits, Dog Walking

"Michelle was great! She came out to do a meet & greet prior to our booking and our dogs loved her. She was very attentive to our dogs and followed all of our... (more)"

3. Olivia

Committed dogsitter and walker

Oak Lawn, IL, 60453

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

"Olivia was absolutely wonderful. She took care of our 5 fur babies (YES 5!) while we were at my sons wedding in Mexico! She sent me pictures and updates. W... (more)"

4. Paige

I’d love to help care for your dog!

Morgan Park, Chicago, IL, 60643

House Sitting, Drop-In Visits, Dog Walking

"This young woman is a life saver! I could not ask for a more professional, thoughtful, and level - headed person to care for my precious dog, Peaches, my... (more)"

5. Nicole

All Aboard Pet Retreat

Palos hills, IL, 60465

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Nicole was AWESOME!! She took care of our 3 Jack Russells while we were on vacation. She checked in with us numerous times to let us know the girls were doin... (more)"

6. Melissa

I can't wait to meet your dog!

Morgan Park, Chicago, IL, 60655

House Sitting, Drop-In Visits, Dog Walking

"Everything went great! Thanks so much Melissa! (more)"

7. Kathy & Katrina

Your 2nd Best Friend's Boarding

OAK FOREST, IL, 60452

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

"Katrina house-sat our rambunctious boy Gunner while we were our of town. She was very capable of handling 60 lbs of pibble-mix energy, and gave him much need... (more)"

8. JoAnn

Your furry family is in good hands

Oak lawn, IL, 60453

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"I have known JoAnn for years now. she often times will take care of my animals when I am out of time. When she visits my dog runs to the door and is always h... (more)"

9. Kimberly

Fun-filled household for your doggy

Crestwood, IL, 60445

House Sitting, Drop-In Visits, Dog Walking

"Kimberly does a fantastic job watching Chloe. We get lots of pictures, she always arrives on time, and Chloe seems to really enjoy their time together. (more)"

10. Michael

I’m a “check out that dog!” guy.

Mount Greenwood, Chicago, IL, 60655

House Sitting, Drop-In Visits, Dog Walking

"My husband and I have weird work schedules. Michael has been very reliable when it come to scheduled and very last minute request. He is wonderful with our n... (more)"

Available this weekend
11. Meghan

working to be a vet and love dogs!

alsip, IL, 60803

House Sitting, Drop-In Visits, Dog Walking

"Meghan is a great dog walker and took care of my dog without a problem. She followed my instructions exactly how I had said. She would never be late and alwa... (more)"

12. Sandy

I'll love your dog as much as you.

Orland Park, IL, 60462

House Sitting, Drop-In Visits

"Sandy dog sat our 13 year old beagle and house sat while we went out of town for a 3 day weekend. I have nothing but positive things to say about her. She wa... (more)"

13. Antonia

Dogs are my passion

Worth, IL, 60482

House Sitting, Drop-In Visits, Dog Walking

"Antonia is an amazing dog sitter and dog walker and she’s been taking care of my pups since they were born, she helped foster my babies and I rescued all min... (more)"

14. Courtney

Ready to take on any dog

Oak lawn, IL, 60453

House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Courtney is great with dogs! She watched my dogs for me when I went on vacation and she provided the best care for them and took them on walks everyday to en... (more)"

15. Adrienne

Dedicated to your dog(s) full time!

Oak Lawn, IL, 60453

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"We are so happy we found Adrienne and Clayton! We have two incredible dogs that are our precious fur babies and it is always hard to leave them; but Adrienne... (more)"

16. Monica

Treating every pup like family!

Oak Forest, IL, 60452

House Sitting, Drop-In Visits, Dog Walking

"Monica is a highly knowledgeable dog enthusiast. She has many years experience with dogs and knows exactly how to love and care for them. She provides outsta... (more)"

17. Amy

I'll treat your dog like my own!!!!

oak lawn, IL, 60453

House Sitting, Drop-In Visits, Dog Walking

"Amy has been walking my dog for me for a few months. I love it. My dog gets the exercise she needs and I am confident my dog is getting the best care. Plus m... (more)"

18. Jessica

All animals welcome!

Oak forest, IL, 60452

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Jessica is extremely professional and is a lover of all animals. I’ve seen the love she has for animals and it is amazing. As a past co worker of Jessica’s I... (more)"

19. Susie

Furbaby sitter

Crestwood, IL, 60445

House Sitting, Drop-In Visits, Dog Walking

About: I will treat your pet as if it were my own. Many years watching animals including, dogs and cats. Will be attentive to your needs for your animal. ... (more)

20. James

High energy guy for high energy pup

Mount Greenwood, Chicago, IL, 60655

House Sitting, Drop-In Visits, Dog Walking

"I think James would be a fantastic dog sitter for numerous reasons 1) He loves dogs. When he was old enough to care for a dog he bugged his mom until she agr... (more)"


Never beg a friend to watch your dog again. With Rover, you can find your the perfect Crestwood house sitter in seconds. When you book house sitting on Rover, your dog will enjoy a loving, relaxing stay in their own home. If you're looking for care for pets other than dogs, you can find a pet sitter who offers care for cats, caged pets, and even horses. No matter what, you'll know that your pet is getting loving care. By removing common pet care obstacles, Rover ensures dogs nationwide are happy and well-cared for even when their human is away, and empowers dog lovers to live happy and fulfilling lives. Founded on the belief that everyone should have the opportunity to experience the unconditional love of a dog, Rover makes it easy for you to reach trusted house sitters in Crestwood who can provide the care your dog needs, when they need it.