House Sitting In Near South Side 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. Liz

Flat rate for any number of pets!

Lower West Side, Chicago, IL, 60608

House Sitting, Drop-In Visits

2 repeat clients

"First off, just want to say how much we appreciate Liz being available on such short notice and for a holiday weekend!! My bf and I decided to try and make a... (more)"

2. Edilberto

Passionate Pet Care Provider

Loop, Chicago, IL, 60604

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"Eddie was an amazing sitter and is a great all around guy. Was super flexible when my flight out of town had some hiccups. My pups loved him, too! (more)"

3. Jillian

Reliable,compassionate,experienced.

West Town, Chicago, IL, 60622

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Jillian was a wonderful pup sitter. My dogs loved her from the moment they met her. She sent me daily updates about her visits with pictures included. She sp... (more)"

4. Karolina

Karo the Dog Whispererâ„¢

South Loop, CHICAGO, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"Karolina was very caring and attentive to my senior girl. I will definitely use her again! (more)"

5. Allison

Certified Veterinary Technician

Bridgeport, Chicago, IL, 60609

House Sitting, Drop-In Visits

5 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)"

6. Mara

Biggest animal lover ever

Loop, Chicago, IL, 60602

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

About: Hello, I'm Mara and I'm a giant animal lover and would never even imagine putting any animal in harms way. I would just want to care and create a b... (more)

7. Payal

West Town Pet Sitter

West Town, Chicago, IL, 60622

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"Payal was fantastic! Our dog can be anxious when we are away and she did a great job comforting her. She was great with checking in too. She will be the fir... (more)"

8. Krystina

Happy Dogs, Happy Life

Loop, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

8 repeat clients

"This is the second time we have asked Krystina to care for our dogs and it will not be our last! She does a wonderful job with our boys and also is very resp... (more)"

9. YONGLE

South loop dog lover

Loop, Chicago, IL, 60605

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

14 repeat clients

About: Hi, My name is Yongle. I am a South loop resident and am living in one of the dog-friendly high rise buildings. I am currently studying at Loyola U... (more)

10. Corie

Competent and patient dog-lover

Near North Side, Chicago, IL, 60611

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Corie watched our puppy when we went to a wedding - she was awesome and sent updates throughout the night! Charlie was tired out and sleeping like a perfect ... (more)"

11. KC

Loving Pet Sitter/Nursing Student

Near West Side, Chicago, IL, 60607

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"KC watched our 4 month old puppy, George, while we were away for the first time since we brought him home. I was so nervous leaving our little guy behind, bu... (more)"

12. Crystal

Loves all animals

Bridgeport, chicago, IL, 60609

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Another great sleepover for Sassy with Crystal! We called last minute for an unexpected trip and as usual, she came through for us and was exceptional. On ... (more)"

13. Collin

Gentle Soul, Love Animals, Reliable

Near South Side, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"Collin was fantastic. Super professional, communicative, and very caring. Lulu and Bolt loved him. I felt very comfortable and confident that my pups were in... (more)"

14. Catherine

Patient & trustworthy animal lover!

Near West Side, Chicago, IL, 60607

House Sitting, Drop-In Visits, Dog Walking

6 repeat clients

"This was our first time hiring a pet sitter and Catherine was amazing! Both animals were well taken care and we could not be more pleased! Will definitely be... (more)"

15. Jamie

Med Student West Loop Pooch Sitter

Near West Side, Chicago, IL, 60612

House Sitting

9 repeat clients

"While we were away over the long weekend, we asked Jamie to watch Whinnie yet again. As usual, Jamie was responsive, reliable, and attentive. We're happy tha... (more)"

16. Samantha

My friends call me a Dog Whisperer.

Near West Side, Chicago, IL, 60607

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

10 repeat clients

"Super quick response and was able to help me out last minute. Very communicative and arrived on time. Will definitely use her again (more)"

17. Rebekah

Dependable, Prompt, & Caring.

Near North Side, Chicago, IL, 60610

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Rebekah is so good with dogs and has a great love for them. She always enjoys being around dogs and spending time with them. She is very responsible and will... (more)"

18. Simone

Professional Pup Lover!

Bridgeport, Chicago, IL, 60616

House Sitting, Drop-In Visits, Dog Walking

"Hello, Rover! Simone has cared for my pup, Honey on several occasions & I have never come home to an unhappy pet! She is kind and where Honey is concerned... (more)"

19. Penelope

Loving dogs more than anything

Lower West Side, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

17 repeat clients

"Penelope has fast become our go-to dog sitter. She has a great, patient, calming approach with dogs that is especially important with little, skittish ones,... (more)"

20. Jillian

Time with a dog is time well spent.

Lower West Side, Chicago , IL, 60608

House Sitting, Dog Walking

3 repeat clients

"Jillian was great. She came over to our place to meet our dog prior to pet sitting. She took our dog out for a brief walk to get to know her. She sent us ... (more)"

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Learn About Premier

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.

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 reviews from pet owners who have used Rover.