House Sitting in Douglas, Chicago

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

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.
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1. Allison

Certified Veterinary Technician

Bridgeport, Chicago, IL, 60609

House Sitting, Drop-In Visits

7 repeat clients

"Allison was an excellent sitter. She was very responsive, proactive, and dependable. She also handled 2 difficult dogs very well. Would highly recommend her ... (more)"

2. Payal

West Town Pet Sitter

McKinley Park, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

20 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)"

3. Karolina

Karo the Dog Whisperer™

South Loop, CHICAGO, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

13 repeat clients

"Karolina did a fantastic job taking care of our pups while we were away for the weekend! One of our dogs is a puppy and can be a handful and the other is on ... (more)"

4. Imani

Dogs are friends not food!

Lower West Side, CHICAGO, IL, 60608

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

3 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)"

5. Megan

Reliable, Respectful, Responsive

Loop, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

22 repeat clients

"Debra was a great sitter for Gryffin! She sent us updates and photos twice per day while we were gone. The little guy got lots of long walks and attention. W... (more)"

6. Elizabeth

Owned & worked w/ dogs all my life!

Bridgeport, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

"Very pleased with the compassion, care and attentiveness that Liz has shown for my Bella. Liz was recommended by another great Rover walker. Due to my hectic... (more)"

7. Bridget

I'll love your dog like my own

Near West Side, Chicago, IL, 60661

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"Bridget was fantastic with our puppy Hank who has bad separation anxiety. She asked a lot of questions about his routine and made sure he was comfortable whi... (more)"

8. Colton

The Cycling Pet Sitter

Loop, Chicago, IL, 60601

House Sitting, Drop-In Visits, Dog Walking

20 repeat clients

"Colton was amazing with Shadow from the first moment. He was responsible, caring, affectionate & playful. Shadow loved his company & so did we. We look forwa... (more)"

9. Eric

Good to walk in all Chicago weather

Loop, Chicago, IL, 60601

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Eric was responsive, patient, and very good with Jakob who has a lot of puppy energy. Eric kept me informed and was comfortable giving Jakob his AM/PM medic... (more)"

10. Edilberto

Passionate Pet Care Provider

Loop, Chicago, IL, 60604

House Sitting, Drop-In Visits, Dog Walking

10 repeat clients

"Eddie was outstanding! He genuinely cared about our dogs and was completely trustworthy and capable. One of our pups has anxiety issues and they can both hav... (more)"

11. Krystina

Happy Dogs, Happy Life

Loop, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

12 repeat clients

"Krystina was great with Rue! She was only at our house for one night, but still left the apartment cleaner than when we left it. Even when Rue showed her not... (more)"

12. 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)"

13. Yovana

Your dog's life shouldn't be ruff!

New City, Chicago, IL, 60609

House Sitting, Drop-In Visits, Dog Walking

"Hi, my name is Jennifer Chou. I've known Yovana for about a year now, and she takes care of my corgi over the weekend. She always makes time to fit my schedu... (more)"

14. Natalie

Loop Living and Pup Loving!

Loop, Chicago, IL, 60607

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Natalie was absolutly great with my boy Nookie! She works with him as if he was her own. My dog absolutly loved her and cant wait to have her over again. (more)"

Confirmed New Years Availability
15. Becca

A fun & loving home away from home

Near West Side, Chicago, IL, 60607

Dog Boarding, House Sitting

"Becca is a mature and responsible person who loves dogs. She will not let you down if you choose her to dog-sit. I could not be more pleased with her work et... (more)"

16. 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)"

17. Collin

Gentle Soul, Love Animals, Reliable

Near South Side, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

7 repeat clients

"Scrappy is always so happy when he gets to see Collin and we know he’ll be loved and well taken care of, especially when we have to go out of town (more)"

18. Enoch

Dogs/cats/other pets welcomed!

Bridgeport, Chicago, IL, 60608

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

15 repeat clients

"Enoch delivered one of the best experiences we had with Rover. He's a smart, responsible, well-traveled, hard-working, pet loving guy with a very interesting... (more)"

19. Alexandra

I love dogs! Will take to park!

Loop, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

"Smart , compassionate person and she does love animals. She is responsible and would care for others animals the same way she would love her own. (more)"

20. Cortney

Experienced Long-term House/Dog sit

Armour Square, Chicago, IL, 60616

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

"Cortney petsat for me while I was out of town a few times. Not only did she do a great job, it was nice to have piece of mind that someone responsible and tr... (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.