House Sitting In Near South Side Chicago

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

1. Leah

Me + your dog = fun and safe

Near North Side, Chicago, IL, 60610

House Sitting, Drop-In Visits, Dog Walking

6 repeat clients

"Leah was great! My Sammy girl loved her and she really helped us out when we were in a bind and needed to leave town quickly! I highly recommend! (more)"

Confirmed President's Day Availability
2. Karolina

Karo the Dog Whisperer™

South Loop, CHICAGO, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

13 repeat clients

"Harper loves hanging out with Karolina! She is so amazing and helped us even with a weird schedule (switching off between house sitters while we were on an e... (more)"

3. 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)"

4. Bridget

I'll love your dog like my own

Near West Side, Chicago, IL, 60661

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

7 repeat clients

"Bridget has stayed with my dog twice now and she has been great. I plan on getting her to pet sit for me more often. My dog recently had surgery on her back ... (more)"

5. Jory

Dog lover on the go!

Near North Side, Chicago, IL, 60654

House Sitting, Drop-In Visits

5 repeat clients

"Jory is awesome! I was really nervous about leaving our dog for two vacations in July but my nerves were totally calmed when we left her with Jory. We came h... (more)"

Confirmed President's Day Availability
6. Emma

I'm ready to play!

Near North Side, Chicago, IL, 60611

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Emma was great with our two pups! She communicated well with us during the stay with pictures and texts and loved on the dogs hard. We will definitely be ... (more)"

7. Imani

Dogs are friends not food!

Lower West Side, CHICAGO, IL, 60608

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

4 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)"

8. Payal

West Town Pet Sitter

McKinley Park, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

22 repeat clients

"Payal watched Nico for us while i was out of town for the day. Needless to say, she did a great job and pretty sure Nico had an awesome time! Payal was ... (more)"

9. Sofia

Grad student and dog lover.

Lower West Side, Chicago, IL, 60608

House Sitting

4 repeat clients

"I went on vacation to Florida for my birthday and the Thanksgiving holiday. I was gone for a week, and Sofia house-sat my cockapoo Tilly. Sofia took great ca... (more)"

10. Mackenzie

Wiener Dog Woman

Near North Side, Chicago, IL, 60610

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Mackenzie was amazing. I booked her for a day-long sitting but while I was out of town, my dog became sick. She was extremely communicative, put up with my f... (more)"

11. Riley

Loving sitter near an amazing park!

Near North Side, Chicago, IL, 60610

Dog Boarding, House Sitting, Drop-In Visits

"Riley was great spending 12 hours with our two pups. Very reliable and prompt. Gave updates with pictures and text. Will definitely use her services again. (more)"

12. Jillian

Treat dogs like the babies they are

Loop, Chicago, IL, 60601

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Jill was great! Very flexible when needs changed, kept our dog active and happy. Jill even picked up a new harness when our dog chewed through the one we had... (more)"

13. Rachel

College student loves dogs!

Douglas, Chicago, IL, 60609

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Rachel was great to work with. Rachel stayed at my house for the weekend and took very good care of Chloe. She very responsive when I had questions. She was ... (more)"

Confirmed President's Day Availability
14. Stacey

I Love Animals and Animals Love Me

Douglas, Chicago, IL, 60616

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

1 repeat client

"We ( husband, wife and dog) found Stacey very reliable and accessible. The whole experience made our time away stressless. Thanks (more)"

15. 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)"

16. 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)"

17. Liz

Cat Lady turned dog lover!

Lower West Side, Chicago, IL, 60608

House Sitting, Drop-In Visits

3 repeat clients

"Liz made us feel comfortable from the first time we met her. She took great care of our 2 dogs and 1 cat and also took care of our home. I would recommend... (more)"

Confirmed President's Day Availability
18. Andrew

Can't wait to meet your Pup!

Lower West Side, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

"Andrew regularly texted and sent photos. He was super reassuring that Archie was doing well also and left my house as clean as when he arrived. I would HIG... (more)"

19. Taylor

Your dog's new best friend!

Loop, Chicago, IL, 60605

House Sitting, Doggy Day Care, Dog Walking

1 repeat client

"Taylor was really good with my lazy, but somehow rowdy, schnauzers. They were in great spirits and pretty happy when I got home from my weekend away. She lef... (more)"

20. Andrew

Aj's Dog Hoarding

South Loop, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Aj is absolutely fantastic with dogs. In fact, I've enlisted his help a couple of times with my own Vacays, and he was an absolute sweetheart when dealing wi... (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.