House Sitting in Kenwood, 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. Karolina

Karo the Dog Whispererâ„¢

South Loop, CHICAGO, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

13 repeat clients

"Karolina was amazing! We had some totally unexpected and very annoying apartment maintenance work done during Karolina's stay-- our floors had to be almost c... (more)"

2. Payal

West Town Pet Sitter

McKinley Park, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

20 repeat clients

"Payal is a gem!Our Niko loved her and has a new friend. She took him for walks, gave him his mess, and gave him lots of pets and snuggle time. Her calm demea... (more)"

3. Krystina

Happy Dogs, Happy Life

Loop, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

12 repeat clients

"Krystina was terrific! She house sat our dachshund for a long weekend. She was great with communication, played with Jordy a lot and left the house cleaner t... (more)"

4. Collin

Gentle Soul, Love Animals, Reliable

Near South Side, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

7 repeat clients

"Collin is my first experience with Rover and I couldn't be more pleased. Using Rover came with short notice and I worried that would create a problem. Coll... (more)"

5. Erin

Seeking Good Boy to Run with

Woodlawn, Chicago, IL, 60637

House Sitting, Drop-In Visits, Dog Walking

"Erin is a lovely, responsible young woman. It's clear that she really enjoys time with my dog. Knowing that Kato is a breed that needs strenuous exercise, sh... (more)"

6. Aaliyah

Dog Care Chicago

Grand Crossing, CHICAGO, IL, 60621

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

1 repeat client

About: A true mommy dog lover.I have 2 small Maltese Poodles. Going away for the weekend or Holidays. Allow me to take care of your baby like my own. I ... (more)

Confirmed Thanksgiving Availability
7. Enoch

Dogs/cats/other pets welcomed!

Bridgeport, Chicago, IL, 60608

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

13 repeat clients

"I hope I can put into words how wonderful Enoch was. We have three dogs and have never left them for a long period of time with anyone but family. I was a ne... (more)"

8. Holly

Dog lover 1st, law student 2nd!

Hyde Park, Chicago, IL, 60615

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Holly went way above and beyond being a good sitter- she was fantastic! She was always prompt, friendly and professional. We received pictures and updates th... (more)"

9. Lily

Diligent student with experience

Hyde Park, Chicago, IL, 60637

House Sitting, Drop-In Visits, Dog Walking

"If I would trust anyone with my pet, it would be Lily. She is so responsible and on top of things that I know she would give the utmost care to my dog. Also,... (more)"

10. Henry

Fun, active, friendly grad student!

Hyde Park, Chicago, IL, 60615

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

"Henry is so great! He has watched my dog Kona many times and I could not speak more highly of him! Absolutely wonderful with dogs and very reliable. (more)"

11. Krista

Flexible schedule, love dogs

Hyde Park, Chicago, IL, 60615

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

About: Other dog owners describe me as a caring, responsible, loving dog lover and pet sitter. I'm a current grad student so I have a flexible schedule to... (more)

12. Allison

Certified Veterinary Technician

Bridgeport, Chicago, IL, 60609

House Sitting, Drop-In Visits

6 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)"

13. Kate

I enjoy taking dogs to the dog park

Hyde Park, Chicago, IL, 60637

House Sitting, Drop-In Visits, Dog Walking

"Kate was great, stayed with Benjie from Friday until Sunday and was very flexible with times along with sending me photos of him! He seemed very happy upon m... (more)"

14. Jinni

Skilled Pet Sitter & Photographer

Hyde Park, Chicago, IL, 60615

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"We were very pleased with having Jinni take care of our very spoiled dog. When one problem arose she handled it very well and we are so glad she took her to ... (more)"

15. Michaela

Fun, creative, pup loving gal!

Kenwood, Chicago, IL, 60615

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"With my husband relocated out-of-state for a job, I had to be out of town for 10 days and was really anxious of leaving our dog. However, when Michaela came ... (more)"

Confirmed Thanksgiving Availability
16. Stacey

I Love Animals and Animals Love Me

Grand Boulevard, Chicago, IL, 60653

House Sitting, Dog Walking

"Every pet I've ever had Stacey took care of for me. I would honestly get jealous because my pets loved her more then me. She would tell what they wanted. She... (more)"

17. Rachel

College student loves dogs!

Douglas, Chicago, IL, 60609

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"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)"

Confirmed Thanksgiving Availability
18. Jillian

Treat dogs like the babies they are

Hyde Park, Chicago, IL, 60637

House Sitting, Drop-In Visits, Dog Walking

"It worked out so well to be able to leave our 2 dogs in their same home environment! Jillian is great. Has a great love for dogs. She also left the house in ... (more)"

19. Emily

I'll run with your dog!

Hyde Park, Chicago, IL, 60615

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

About: I am a graduate of the University of Chicago working and living in Hyde Park. I grew up with dogs both big and small, with my most recent pet care ... (more)

20. Jennifer

Love spending time with dogs!

Hyde Park, Chicago, IL, 60615

House Sitting, Drop-In Visits, Dog Walking

"Jennifer is a wonderful dog caregiver. She has experience caring for dogs having owned her own dog. She participated in obedience classes with her dog, took ... (more)"

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.