House Sitting in McKinley Park, 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. Emma

PhD in dog walking & cat cuddling

Hyde Park, Chicago, IL, 60615

House Sitting, Drop-In Visits, Dog Walking

7 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)"

Confirmed New Years Availability
2. Cherise

Furever Friends Pet Sitting

Near North Side, Chicago, IL, 60610

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Cherise is a great dog/house sitter. Our dog Bentley is shy and timid but he took a liking to at their first meeting. Cherise was also very flexible to accom... (more)"

3. Hailey

I catch the eyes of your dogs!

Loop, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Hailey was great! I trusted leaving Tula with her for a few days over the holiday weekend. She gave me updates, sent me a pic, and my house looked untouched... (more)"

4. Bernadine

Professional & Caring Dog Sitter

Near North Side, Chicago , IL, 60611

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

"Been did a great job with our dog, Franklin. He was very happy and she was very attentive to his special needs. (more)"

5. Jana

Professional Animal Lover

West Town, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

9 repeat clients

"Jana walked our dog twice before we left him for a weekend trip. Our dog usually has a hard time when we leave him. He doesn't eat or drink sometimes and g... (more)"

6. Silvia

Vegetarian/Animal lover/Writer

Loop, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Silvia, was awesome! Communication was easy and effective. Plus her experience working at PAWs really made me feel comfortable leaving my 90 lbs, energetic, ... (more)"

7. Sabrina

Loving life, but loving dogs more!

Loop, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

About: I grew up with two dogs, a Doberman and a mixed breed, and I am very comfortable and experienced around all types of dogs and all types of dog pers... (more)

8. Patrick

22yo Dog Whisperer in Training

West Town, Chicago, IL, 60622

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

2 repeat clients

"Patrick did an excellent job watching my two pups. He was available to sit in our home at very short notice, and he was polite, responsible, and cleanly. I'd... (more)"

9. Emily

Experienced Sitter in Chicago!

Lower West Side, Chicago, IL, 60608

Dog Boarding, House Sitting, Drop-In Visits

1 repeat client

"Emily was great. She picked our dog up early to help us with our travel arrangements, she sent lots of photo updates and checked in frequently. I felt like m... (more)"

Available this weekend
10. Crystal

Loves all animals

Bridgeport, chicago, IL, 60609

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Crystals was great. Very responsive when communicating. Very reliable and professional. And Sassy loved her! We hate to leave town, but it's nice to know tha... (more)"

11. Erin

Run And Play All Day!

Lower West Side, Chicago, IL, 60608

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

1 repeat client

"Erin is an excellent sitter! She's very clearly an animal lover, and I feel completely at peace when I leave Rumi with her. (more)"

Confirmed Holiday Availability
12. Jordin

Caring, Warm-hearted and Active

Near West Side, Chicago, IL, 60607

House Sitting, Drop-In Visits, Dog Walking

6 repeat clients

"Jordin is always great - makes traveling easy. She is on time, provides pictures and updates, and is quick to respond. I absolutely recommend her. (more)"

13. Catherine

Patient & trustworthy animal lover!

Near West Side, Chicago, IL, 60607

House Sitting, Drop-In Visits, Dog Walking

"Catherine has been an animal lover since I've known her. She volunteered at a dog rescue shelter while away at college and continues to volunteer with a Chic... (more)"

Confirmed Holiday Availability
14. Brittany

Compassionate and Patient

Bridgeport, Chicago, IL, 60608

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

"Brittany was so so great! She was extremely flexible, quick to respond, and kept me updated throughout Royal's stay with her. It was clear Brittany was very ... (more)"

15. Jessica

Experienced dog walker ready to go!

Lower West Side, Chicago, IL, 60608

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

"Jessica has been great for me and Calvin over the past year or so, both for daily walks and for house stays. She has been more than willing to help out and g... (more)"

Available this weekend
16. Samantha

Your dogs vacation spot!

Gage Park, Chicago , IL, 60632

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

"Samantha is amazing!! She was great at communicating, sent pictures, always kept me updated. I loved how quickly she responded to my texts and calls. I felt ... (more)"

17. Sarah

Will show your pup so much love!!!!

Bridgeport, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Sarah is an angel! She loves my sweet baby Ray like one of her own. Sarah has watched Ray on multiple occasions. During their time together she often takes h... (more)"

18. Kayla

For the Love of Dogs!

Near West Side, Chicago, IL, 60607

House Sitting, Drop-In Visits, Dog Walking

"Kayla is very sweet and my dog and cat loves her. I received pictures and details of each day. It was great seeing the details of their days. (more)"

19. Amanda

Dogs and I are like wine and cheese

Near West Side, Chicago, IL, 60612

House Sitting, Drop-In Visits, Dog Walking

About: If there is one thing missing in my life it is dogs. I have always been a dog lover and have been fortunate enough to own two dogs throughout my li... (more)

Confirmed Holiday Availability
20. Enoch

All dogs/cats/pets welcomed!

Bridgeport, Chicago, IL, 60608

House Sitting, Drop-In Visits

7 repeat clients

"Enoch did it again! I am so incredibly grateful for the animal care he provided for an extended stay! He did everything - was so caring for my pup - all the ... (more)"

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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.