House Sitting in Bridgeport, Chicago

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

1. Imani

Dogs are friends not food!

Lower West Side, CHICAGO, IL, 60608

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

4 repeat clients

"Imani exceeded expectations. Marlowe was indeed sad to see her go. She was extremely attentive to Marlowe's needs and went above and beyond. This was the lon... (more)"

2. Bridget

I'll love your dog like my own

Near West Side, Chicago, IL, 60661

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

8 repeat clients

"Bridget has stayed with my dog twice now and she has been great. I plan on getting her to pet sit for me more often. My dog recently had surgery on her back ... (more)"

3. Karolina

Karo the Dog Whispererâ„¢

South Loop, CHICAGO, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

13 repeat clients

"She was very quick to respond to my reservation request, and fortunately, was available for the days we needed. She was very communicative and sent several p... (more)"

4. Jillian

Treat dogs like the babies they are

Loop, Chicago, IL, 60601

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Jill was great! Very flexible when needs changed, kept our dog active and happy. Jill even picked up a new harness when our dog chewed through the one we had... (more)"

5. Andrew

Can't Wait to Meet Your Pup!

Lower West Side, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Andrew regularly texted and sent photos. He was super reassuring that Archie was doing well also and left my house as clean as when he arrived. I would HIG... (more)"

6. Edilberto

Passionate Pet Care Provider

Loop, Chicago, IL, 60604

House Sitting, Drop-In Visits, Dog Walking

12 repeat clients

"Edilberto was great with Shadow from the first moment. We found a really happy dog when we returned. Edilberto was also really accomodating with out late hou... (more)"

7. Craig

Loving Dog Care In Hyde Park

Hyde Park, Chicago, IL, 60615

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

2 repeat clients

"I have come to know Craig as a good and caring person. I have witnessed him interacting with dogs on several occasions and he has displayed genuine concern f... (more)"

8. Emma

I'm ready to play!

Near North Side, Chicago, IL, 60611

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Emma is great! She was so so sweet and gentle with my elderly dog, which meant the world to me. I would highly recommend her! (more)"

9. Ashley

You'll get ALL the puppy pics! :)

West Town, Chicago, IL, 60642

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

2 repeat clients

"Ashley was beyond great! She first came over for a meet and greet with her cute dog Odi. And the next day she house sat for our 3 month old puppy. Sent tons ... (more)"

10. Sofia

Grad student and dog lover.

Lower West Side, Chicago, IL, 60608

House Sitting

5 repeat clients

"I went on vacation to Florida for my birthday and the Thanksgiving holiday. I was gone for a week, and Sofia house-sat my cockapoo Tilly. Sofia took great ca... (more)"

11. Jela

Let me watch your fuzzy buddies!

Grand Boulevard, Chicago, IL, 60653

House Sitting, Drop-In Visits, Dog Walking

"Je'la is like a dog whisperer, she has a way with animals that can warm even the heart of a non-animal lover. She gives great love and care to all and her he... (more)"

12. Rachel

College student loves dogs!

Douglas, Chicago, IL, 60609

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Rachel took care of Zigz in my apartment for the better part of a week. Rachel was quick to respond and took great care of Zigz. I got detailed messages and ... (more)"

13. Payal

West Town Pet Sitter

McKinley Park, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

22 repeat clients

"Payal was excellent--took great care of my babies and was very communicative, which I appreciated. I would absolutely recommend her and book again! (more)"

14. Stacey

I Love Animals and Animals Love Me

Douglas, Chicago, IL, 60616

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

1 repeat client

"We ( husband, wife and dog) found Stacey very reliable and accessible. The whole experience made our time away stressless. Thanks (more)"

15. Alexandria

Pup Adventures with Alex

Near South Side, Chicago, IL, 60616

House Sitting, Drop-In Visits, Dog Walking

14 repeat clients

"Alex was very accommodating to some last minute changes in our travel plans. We thought we'd only need afternoon walks while I was away for work...but my hus... (more)"

16. Collin

Gentle Soul, Love Animals, Reliable

Near South Side, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

7 repeat clients

"Collin was fantastic. Super professional, communicative, and very caring. Lulu and Bolt loved him. I felt very comfortable and confident that my pups were in... (more)"

17. Sandra

Full time dog lover!

Lower West Side, Chicgao, IL, 60608

House Sitting

"Sandra is absolutely amazing. She's incredibly knowledgeable about dogs and their needs, and she really bonded with my dog Babs when she started at my house ... (more)"

18. Allison

Certified Veterinary Technician

Bridgeport, Chicago, IL, 60609

House Sitting, Drop-In Visits

8 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)"

19. Liz

Cat Lady turned dog lover!

Lower West Side, Chicago, IL, 60608

House Sitting, Drop-In Visits

3 repeat clients

"Liz did a great job caring for our dog and cat while we were on vacation for a week. She provided updates and when we returned the pets seemed very happy. ... (more)"

20. Charlotte

I'll treat your pet as family!

McKinley Park, Chicago, IL, 60609

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

1 repeat client

"Charlotte was amazing with our puppy. She even trimmed her nails as she is a vet tech. (more)"


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.