House Sitting in Kenwood, Chicago

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

1. Kat

Quality care for our fur babies

Lower West Side, Chicago, IL, 60608

House Sitting

1 repeat client

"I was really drawn to Kat's relaxed and yet attentive attitude towards my dog and 3 cats. She was great about keeping me updated and sending pics everyday wh... (more)"

2. Karolina

Karo the Dog Whispererâ„¢

South Loop, CHICAGO, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

12 repeat clients

"Karolina was such a great over night sitter for our dog Forrest while we went on a long weekend vacation. I did not have to worry one bit about our dog while... (more)"

3. Collin

Gentle Soul, Love Animals, Reliable

Near South Side, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

5 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)"

4. Kennetta

Kennetta's Playhouse

South Chicago, Chicago, IL, 60617

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

About: (more)

5. Aly

Your pet-tential sitter <3

West Englewood, Chicago, IL, 60636

House Sitting, Drop-In Visits, Dog Walking

"Aly was a neighbor of mine. My pup really misses her I'm sure. She would take Maya on walks daily when I was working. She was a god sent as she also fed her ... (more)"

6. Mikayla

Energetic dog-lover

Woodlawn, Chicago, IL, 60637

House Sitting, Dog Walking

1 repeat client

"Mikayla was great. Sparky had lots of fun with her, we could tell. Mikayla shared pictures which we appreciated. We will use Mikayla again. (more)"

7. Krystina

Happy Dogs, Happy Life

Loop, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

11 repeat clients

"Krystina was amazing. I don't think my dog missed me a bit as she seemed so loved when I got home. Krystina even gave Sophie a bath when I was gone because S... (more)"

8. Tyler

Love active dogs and

Hyde Park, Chicago, IL, 60637

House Sitting, Drop-In Visits, Dog Walking

"Tyler has been my pet sitter for many years. He is extremely responsible and caring, and has gone the extra mile on more than one occasion, giving special ca... (more)"

9. Myk'La

Mind, face, and soul of a pup

Hyde Park, Chicago, IL, 60637

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Communication lines were open, many pictures were sent, and I cannot thank her enough for her flexibility when our flight plans got thrown for a little loop!... (more)"

10. Taylor

Your dog's new best friend!

Loop, Chicago, IL, 60605

House Sitting, Doggy Day Care, Dog Walking

1 repeat client

"Taylor was great with Mocha! She gave numerous updates throughout her stay and left our condo just as she found it. Our puppy was very sleepy from all the ... (more)"

11. Rachel

College student loves dogs!

Douglas, Chicago, IL, 60609

House Sitting, Drop-In Visits, Dog Walking

"Cooper's a lot of work - he needs a lot of attention and playtime, and Rachel was great with him! Will definitely reach out to Rachel the next time I'm in to... (more)"

12. 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)"

13. LeAnna

10+ years of Professional Pet Care!

Hyde Park, Chicago, IL, 60615

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

1 repeat client

"Our experience with LeAnna was wonderful! She took perfect care of our dog and cat and kept us updated throughout the stay. She really listened and We are co... (more)"

14. Allison

Certified Veterinary Technician

Bridgeport, Chicago, IL, 60609

House Sitting, Drop-In Visits

5 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)"

15. Gwenyth

my name is Gwen and dogs are my fav

Bridgeport, Chicago, IL, 60616

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

"Gwen did a phenomenal job taking care of my pup, which is saying a lot given the amount of endless energy he has! I would highly recommend Gwen to anyone loo... (more)"

16. Kathryn

Every dog must have his day!

Kenwood, Chicago, IL, 60653

House Sitting, Drop-In Visits, Dog Walking

"Kathryn is an excellent, responsible, and caring sitter! She took care of my high-maintenance and very energetic border collie/pointer/lab/hound mix for a we... (more)"

17. Audrey

Dogs are my life!

Bridgeport, Chicago, IL, 60609

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Audrey took care of my boys for 6 days - the longest I've been away from them in years. They seemed relaxed and happy when I got home. We had a miscommunicat... (more)"

18. Lauretta

Friendly and Energetic!

Grand Boulevard, Chicago, IL, 60653

House Sitting, Drop-In Visits, Dog Walking

"Lauretta and I have been friends for 10 years now. Throughout those 10 years i've watched as she has grown into the caring, ,compassionate, and loving women ... (more)"

19. Dominique

Love given, Love needed, Love dogs!

Hyde Park, Chicago, IL, 60615

Dog Boarding, House Sitting, Doggy Day Care, Dog Walking

"I've only known Dominique a few years but before my Lily passed on she was always great with her. I've never actually PAID her to watch Lily but she loved Do... (more)"

20. Gabrielle

Dog friendly home

Hyde Park, Chicago, IL, 60615

House Sitting

1 repeat client

"We needed Gabrielle very last minute to house sit for us for a week. She responded extremely quickly and was great about jumping on board with our training s... (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.