House Sitting in Lake View, Chicago

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

1. Suzanne

This Girl Loves Your Dog Already!

Lincoln Park, Chicago, IL, 60614

House Sitting, Drop-In Visits, Dog Walking

29 repeat clients

"We had to find an in-home sitter fairly last minute when Joe Louis got sick. Suzanne was a miracle! She was amazing and on time or early in all of our dealin... (more)"

2. Jovana

Reliable and respectful dog lover!

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

"Jovana is a thoughtful, responsible younger lady. She is prompt, responsive and my dog is overjoyed to see her come to get her. It is easy to see how much... (more)"

3. Samantha

Ruff day? I'll make it better!

Uptown, Chicago, IL, 60613

House Sitting, Drop-In Visits, Dog Walking

"Sam is loving and caring with dogs. She is very careful to make sure your dog is safe and cared for. She's dependable and will make sure your pup gets the b... (more)"

4. Morgan

Loving, Fun, Responsible Dog Walker

Lake View, Chicago, IL, 60613

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

About: I was raised around all kinds of animals and I have loved dogs my whole life. I consider one's pets to be a part of their family and if given the o... (more)

5. Mandy

Affordable, Responsible, and Loving

Lincoln Square, Chicago, IL, 60625

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Mandy watched my dogs for 8 days. I've received update and many pictures everyday! I enjoyed my trip knowing my babies were well taking care of. The dogs lov... (more)"

Available this weekend
6. Chloe

Professional dog + cat admirer

Uptown, Chicago, IL, 60613

House Sitting, Drop-In Visits, Dog Walking

22 repeat clients

"Daisy has a great time with Chloe. When Chloe first showed up, Daisy was going a bit wild but Chloe handled her great and played with her until she calmed down! (more)"

7. Lauren

Fun and Active Dog Lover

Edgewater, Chicago, IL, 60660

Dog Boarding, House Sitting

1 repeat client

"Lauren was absolutely amazing. Booked last minute, but never once worried about my boys while being out of town. Got photos and updates from her at least onc... (more)"

Available this weekend
8. Will

Professional dog lover!

Lake View, Chicago, IL, 60657

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

"Will is incredible with our two Labs. They were rescued from a puppy hoarder and very poorly socialized. Will was a life saver, not only providing a long dai... (more)"

9. Melissa

Life-long Dog-Owner!

Edgewater, Chicago, IL, 60660

House Sitting, Drop-In Visits, Dog Walking

12 repeat clients

"My first experience using rover, and Melissa has made it a great one. My dog seemed content and well cared for. Appreciate the daily update with pictures. Hi... (more)"

10. Darian

Eccentric and headstrong being.

North Center, Chicago , IL, 60618

House Sitting, Drop-In Visits, Dog Walking

11 repeat clients

"Darian was awesome! She went above and beyond, sending us photos and updates while we were gone and taking great care of Lincoln for us. We did not worry abo... (more)"

11. David

Passionate Pet Care Provider

Uptown, Chicago, IL, 60613

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"David did a great job over the holidays with our pups and we would def use him again!! (more)"

12. Ashley

Trustworthy experienced caregiver

Lincoln Square, Chicago, IL, 60625

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

5 repeat clients

"Ashley did a great job watching our 2 beagles while we were out of town. Daily updates and the cutest pictures. Will definitely book her again. (more)"

13. Erin

Dependable and experienced pet pal

Lincoln Park, Chicago, IL, 60614

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

About: I have been a pet sitter and house sitter for the past 3 years and am a great source of the trust and dependability you look for in someone to prov... (more)

14. Andrew

Experienced Dog's Best Friend!

Uptown, Chicago, IL, 60640

House Sitting, Drop-In Visits, Dog Walking

19 repeat clients

"Andrew was so lovely and easy to work with. He's such a great communicator, sending us fun pics and updates of our pups while we were on vacation. They lov... (more)"

15. Hannah

Roscoe Village/Lakeview pet care

North Center, Chicago , IL, 60618

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"I highly recommend Hannah M as a pet sitter. We used her services over the course of several years. She was extremely professional and reliable, as well as ... (more)"

16. Keelin

Home away from home for your pup!

Lake View, Chicago, IL, 60657

Dog Boarding, House Sitting, Doggy Day Care

"Keelin is great! She watched my dog Hank while I was away for a few weeks on work and did an excellent job. My dog can sometimes be pretty anxious when I lea... (more)"

17. Nancy

Your dog's best friend!

Lake View, CHICAGO, IL, 60657

House Sitting, Drop-In Visits

1 repeat client

"This was my first time using Rover for a sitter, and it could not have been more perfect. Nancy is AMAZING. We met up for meet-and-greet a few weeks before... (more)"

18. Grace

Friendly, upbeat art student!

Uptown, Chicago, IL, 60640

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

"Grace is amazing with animals and so trusted with my dog Linus and Patience. These dogs are a bit "special" and can be naughty and a little high maintenance... (more)"

19. 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)"

20. Helen

Lifetime dog lover and sitter!

Uptown, Chicago, IL, 60613

House Sitting, Drop-In Visits, Dog Walking

12 repeat clients

"Helen was awesome! She is a great communicator, prompt, and clearly loves dogs! She sent lots of pictures and updates and took great care of my dog and home ... (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.