House Sitting in South Lawndale, 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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Confirmed New Years Availability
1. Daniela

Reliable & Experienced Sitter

Bridgeport, Chicago, IL, 60616

House Sitting, Drop-In Visits, Dog Walking

"Daniela is the best!! I have a 60 lbs Plott Hound and left to go out of the country for three weeks during which time Daniela stayed at my house. I came home... (more)"

Available this weekend
2. Sapphire

Pets are Family,I will treat 'em so

Cicero, IL, 60804

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Sapphire was excellent with our pup! We would definitely have her come back. She sent lots of fun pictures and you could tell Bear LOVED hanging out with her... (more)"

3. Payal

West Town Pet Sitter

West Town, Chicago, IL, 60622

House Sitting, Drop-In Visits, Dog Walking

"Payal is the type person who pours her heart into everything she does. She has compassion for people and pets. As a veterinarian and chief of staff, I trust... (more)"

Available this weekend
4. 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)"

5. Anna

Dog Lover Seeks Playful Pups

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

"Anna has cared for our American Pitbull, Bonnie, on several overnight occasions when I've traveled out of town and we've always returned home to a happy and ... (more)"

Confirmed Holiday Availability
6. Michael

On a mission to meet all the dogs

Logan Square, chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"We loved having Michael stay at our home with Cooper! He was so kind, considerate and shared many pics and videos with us while we were away. We felt compl... (more)"

7. Ashley

Animal lover! Can I pet your dog?

West Town, Chicago, IL, 60622

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

"Ashley was amazing with Ringo and he is not a very easy dog.. she stayed with him and sent updates with photos every day.. he went on his walks and got brush... (more)"

Confirmed Holiday Availability
8. 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)"

Confirmed Holiday Availability
9. Jordin

Caring, Warm-hearted and Active

Near West Side, Chicago, IL, 60607

House Sitting, Drop-In Visits, Dog Walking

6 repeat clients

"Second time Jordin has dog-sit for us. She is our go-to. Ellie loves her and we have complete trust in her to care for our fur baby while we are away. As pre... (more)"

10. 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 New Years Availability
11. Andrew

Dog buddy!

West Town, Chicago, IL, 60622

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Andrew stayed with my Boxer, Maya, two weekends in a row and both were very last minute requests. He was very accommodating with my always busy schedule and ... (more)"

12. Emily

Experienced Sitter in Chicago!

Lower West Side, Chicago, IL, 60608

Dog Boarding, House Sitting, Drop-In Visits

1 repeat client

"Thank you Emily for taking care of Cali while we were gone! Emily was flexible with the hours we needed and gave us an update or two each day. We came home t... (more)"

13. Fabienne

:) Loved, Happy & Healthy !

West Town, chicago, IL, 60622

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Fabienne was a great sitter, great communication and kept us up to date with pics. She took care of our pup and left the apartment in great shape (more)"

Confirmed Holiday Availability
14. Megan

Pets are my life! I love them!

Chicago Lawn, Chicago, IL, 60629

House Sitting, Drop-In Visits, Dog Walking

About: I have owned dogs my whole life. I got my first dog as a Christmas present when I was in third grade. Ever since then, I have been taking care of m... (more)

15. 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)"

16. Sarah

Will show your pup so much love!!!!

Bridgeport, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Sarah is a loving, enthusiastic dog caregiver who I have trusted with my beloved French Bulldog, Pablo several times in the past. She is very responsible an... (more)"

17. 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)"

18. 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)

19. Marcus

Responsible sitter and dog lover.

Lower West Side, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"This was my first time using Rover and I found Marcus to be a joy to work with. When I returned from my 2-week stay, my dog was comfortable, clean and didn't... (more)"

20. Gabriela

Dog-owner that loves animals dearly

West Elsdon, Chicago, IL, 60632

House Sitting, Drop-In Visits, Dog Walking

About: My family has owned pets for all of my life. I had to start caring for my own dogs starting at 8 years old. I currently own three wonderful dogs an... (more)

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Home owners love Chicago house sitters on Rover. 9,532 owners have reviewed sitters in the Chicago, IL metro area, giving them an average rating of 4.9/5.

Want to be added to this list of sitters in Chicago? Become a pet sitter or dog walker on Rover.

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.