House Sitting in West Englewood, Chicago

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

1. Phoebe

Lots of availability - Lots of love

Bridgeport, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Phoebe was really great with the dogs. Totally competent and completely trustworthy. I have two older dogs, one is a very picky eater who usually loses a t... (more)"

2. Kimberly

Your dog is my dog!

Roseland, Chicago, IL, 60619

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

2 repeat clients

"Kimberly was AWESOME!!! Super friendly and great communication. We'd definitely book with her again. (more)"

3. Kara

Dog lover with dog park access!

Evergreen Park, IL, 60805

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

About: I am a true dog lover! I am also a teacher and am off for the summer! I have plenty of time to hang with your dog during the day. I have one femal... (more)

4. Kaitlin May

Offering cuddles, walks/runs & love

Lower West Side, Chicago, IL, 60608

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

"Kaitlin sent pictures and updates and went the extra mile to make sure our pup was well loved and taken care of while we were away. We will be booking her ag... (more)"

5. Rebecca

Your dogs new pal and confidant

Lower West Side, Chicago, IL, 60608

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

3 repeat clients

"Took great care of Shaya! (more)"

6. Sandra

Full time dog lover!

Lower West Side, Chicgao, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

"Anyone who knows Sandra can tell you she was probably a dog in her past life. She has an instant connection with most dogs. My dog is always extremely excite... (more)"

7. Allison

Certified Veterinary Technician

Bridgeport, Chicago, IL, 60609

House Sitting, Drop-In Visits

5 repeat clients

"Allison is hands down the best pet sitter! We had her stay in our home over a long weekend with our two senior pups. She provided excellent communication and... (more)"

8. Crystal

Loves all animals

Bridgeport, chicago, IL, 60609

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"I could not have asked for a better sitter than Crystal. She came over prior to the start of service to meet my dog and I could tell at once that she was tru... (more)"

9. Megan

Pets are my life! I love them!

Chicago Lawn, Chicago, IL, 60629

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Megan is a natural with dogs. Both my dogs took an immediate liking in her which always tells me a lot. She went out of her way to accommodate them when we ... (more)"

10. Emma

PhD in dog walking & cat cuddling

Hyde Park, Chicago, IL, 60615

House Sitting, Drop-In Visits, Dog Walking

9 repeat clients

"I highly recommend Emma. Our household is big and crazy and she held her own :-) She sent lots of pictures and updates so we didn't have to worry about our k... (more)"

11. Doneisha

Donny's furry friends!

Auburn Gresham, Chicago, IL, 60620

House Sitting, Drop-In Visits, Dog Walking

About: My name is Doneisha but everyone call me Donny! I've been working with dogs professionally for 3 years now. I started off as an bather at petsmart ... (more)

12. Rosalie

wonderful dog handler, cozy home

Chicago Lawn, CHICAGO, IL, 60629

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

"Rosie has an outstanding relationship with all pets she encounters. She is loving, caring, and goes above and beyond. She is never fearful and will do whatev... (more)"

13. Katie

I absolutely love all dogs

Grand Crossing, Chicago, IL, 60619

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

"Katie was great. I felt very comfortable having her come over to let my two dogs out. She sent me pictures of her playing fetch with them. I would not hesita... (more)"

14. Christian

PAWS volunteer,rescuer

McKinley Park, Chicago, IL, 60609

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

1 repeat client

"Christian is absolutely amazing with my pets. They loved hime right off the bat! He takes really great care of them. He make sure my cat is well taken care o... (more)"

Available this weekend
15. Maya

Full time availability

Grand Crossing, Chicago, IL, 60619

House Sitting, Drop-In Visits, Dog Walking

"Maya is a wry patient and caring person. She's grown up with pets her entire life and has a loving Yorkshire terrier that's she's had since a young teenager... (more)"

16. Belicia

I LOVE to play with dogs all day!

Auburn Gresham, Chicago, IL, 60620

House Sitting, Drop-In Visits, Dog Walking

About: I really enjoy getting to know the dogs, cuddling, and playing with them. I am okay with cleaning up after dogs, because I have been walking my own... (more)

17. Ismael

Experienced dog handler and caring

New City, chicago , IL, 60609

House Sitting, Drop-In Visits, Dog Walking

About: I'm 22 years old I have worked at a dog day care for over 2 years already, I'm flexible with my schedule, I have a car so Transportation wouldn't b... (more)

18. Laura

Home full-time & love long walks

New City, Chicago, IL, 60609

House Sitting, Drop-In Visits, Dog Walking

About: I'm a proud mom of two mini dachshund, Betty who is 8 and Penny who is 7. I have doggy sat for my sister's little Max, taken him to the vet, groome... (more)

19. Allena

Loving animals is my pleasure.

Englewood, Chicago, IL, 60621

House Sitting, Drop-In Visits, Dog Walking

"Allena is perfect if you want you dog in good hands. She watched my puppy for a week while I was out of town and even video chat me when I wanted to do a che... (more)"

20. Danielle

Providing and prioritizing your dog

Chicago Lawn, Chicago, IL, 60619

House Sitting, Drop-In Visits, Dog Walking

"Danielle is a sweetheart and very caring. I've worked with her in the past and she is very reliable and dogs love her! There's been times when I needed some... (more)"

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Learn About Premier

With over 140,000 pet and house sitters on Rover.com, you can easily find house sitting near you.

The next time you head out of town and need someone to take care of your pet - and your home - turn to Rover for your house sitting needs. It's easy to find a loving pet sitter on Rover who'll give your pet one-on-one attention while you're away, and take care of your home. Search from hundreds of trusted house sitters near you, read sitter profiles, and reach out to sitters who seem like a good fit for you and your pet. We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. Then, when you're ready, book and pay for your house and pet sitter all through Rover - it's easy, safe, and cashless. You'll have the peace of mind knowing that your sitter has free premium insurance, a team of safety experts available 24/7, and will send you cute photo updates throughout the stay. Rover is the easiest way to find trustworthy house sitters for your pets--and avoid the kennel.

Want to learn more? Check out eviews from pet owners who have used Rover.