House Sitting In Near North Side Chicago

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

1. Abbigail

Loving home experience for dogs

Lake View, Chicago, IL, 60657

House Sitting, Dog Walking

9 repeat clients

"I've been very pleased with Abbigail and her dog Bastian. My dog really enjoyed his time with them while I was on vacation. The house was pretty clean and my... (more)"

2. Ashleigh

Dog loving student in Chi

Near South Side, Chicago, IL, 60615

House Sitting, Drop-In Visits, Dog Walking

12 repeat clients

"Ashleigh was absolutely wonderful. We spent a week away from both of our sweet dachshunds and she made sure to keep us up to date with pictures every day. Bo... (more)"

3. Catherine

Patient & trustworthy animal lover!

Near West Side, Chicago, IL, 60607

House Sitting, Drop-In Visits, Dog Walking

5 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)"

4. Amanda

Experienced Dog Lover and Owner

Near North Side, Chicago, IL, 60611

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Amanda was awesome! Super friendly, great communicator, and she also did a fantastic job with my pup. You can tell that she really cares. Recommend highly! (more)"

Available this weekend
5. Julia

Empathetic and dedicated pet lover

West Town, Chicago, IL, 60622

House Sitting, Drop-In Visits, Dog Walking

"Julia is a trust worthy loving person! Her goal is to have her own dog in the near future. She has watched my dog many times, and also has a childhood dog th... (more)"

6. Caitlin

Experience and love combined!

Loop, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

"Caitlin is a wonderful person. She is very trustworthy and honest. I have left my dog, Luke, in her care on many occasions. Not only does she watch him and t... (more)"

7. David

I love dogs and dogs love me.

Lincoln Park, Chicago, IL, 60614

House Sitting, Drop-In Visits, Dog Walking

About: I'm a great dog sitter and dog walker. All dogs get along with me well. I am easy to communicate with, and I am perfect for this job. I respect ... (more)

8. Sarafina

Animal lover at your service :)

Near West Side, Chicago, IL, 60607

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

About: Hi there! I'm 22 years old and a senior at UIC, I live in the city as well as the suburbs so I am open to dog sitting in both areas. I'm reliable, ... (more)

9. Corie

Competent and patient dog-lover

Near North Side, Chicago, IL, 60611

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Corrie (and her fiancé) watched our 10 week old puppy over a holiday weekend and we cannot say enough wonderful things about them both. They send photos and ... (more)"

10. Mack

Compassionate Animal Lover

Lincoln Park, Chicago , IL, 60614

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Mack was so great! June was very relaxed and comfortable when I came home, and my apartment was in perfect shape - Mack even took out the trash that I forgot... (more)"

11. Samantha

Life is ruff! Let me make it easier

Loop, Chicago, IL, 60605

House Sitting, Drop-In Visits

4 repeat clients

"Samantha did a very good job. She was both responsive and responsible. I will definitely use her again. Collins Was happy and healthy when I returned home... (more)"

12. Collin

Gentle Soul, Love Animals, Reliable

Near South Side, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

4 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)"

13. Danielle

I would love to hang with your dogs

Near North Side, Chicago, IL, 60610

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"I have a 1.5 year old Boston Terrier with LOTS of energy so he can sometimes be a lot to handle. When Danielle came to meet him before housesitting, she was... (more)"

14. Lorenis

Loving Care When You're Not There!

Near North Side, Chicago, IL, 60611

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

5 repeat clients

"We had Lorenis stay with our puppy for the weekend (first time away from him). She was very diligent, responsible, left our apt clean and kept us closely upd... (more)"

15. Ashland

Not stingy with the belly rubs!

Lincoln Park, Chicago, IL, 60614

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Ashland was great! He was very flexible with us and worked really well with our schedule. Would definitely recommend and use again. (more)"

16. Ester

Just love dogs :)

West Town, Chicago, IL, 60642

House Sitting, Dog Walking

6 repeat clients

"Ester was awesome! Super friendly and attentive. You can tell she really cared about my pup and wanted to make sure that she took proper care of him. Will d... (more)"

17. Erin

Dog Loving College Student

Lake View, Chicago, IL, 60657

House Sitting, Drop-In Visits, Dog Walking

6 repeat clients

"Erin was indeed the perfect fit for our little canine family of 3 senior dogs. She did an outstanding job keeping our little guys happy in their own home wh... (more)"

18. Emily

Excited to Hang Out with Your Pup!

Lincoln Park, Chicago, IL, 60614

Dog Boarding, House Sitting

2 repeat clients

"Emily was very thorough with taking notes during our meet and greet prior to her visit. She made the key exchange process very easy and was great at providin... (more)"

19. Katie

PR gal by day, dog gal for life

Lincoln Park, Chicago, IL, 60610

Dog Boarding, House Sitting, Dog Walking

1 repeat client

"Such a pleasure to work with Katie! She took great care of Rex and left our home in perfect condition. Will definitely use her in the future. (more)"

20. Derry

PreK Teacher with a love for dogs!

Lincoln Park, Chicago, IL, 60614

House Sitting, Dog Walking

4 repeat clients

"Easiest review to write. Amazing experience! Derry saved our butts when we had a last minute sitter cancellation and was incredibly accommodating for the sho... (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.