House Sitting in Lake View, 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. Kelley

Energetic, fun-loving, miss my dog!

Lincoln Park, Chicago, IL, 60614

House Sitting, Drop-In Visits, Dog Walking

About: I have been watching dogs of all sizes for about 10 years. I am very reliable and looking to make some extra cash to pay off my student loans. I am... (more)

2. Darian

Eccentric and headstrong being.

North Center, Chicago , IL, 60618

House Sitting, Drop-In Visits, Dog Walking

9 repeat clients

"Darian was great! I needed a last minute dog sitter, so I contacted her through Rover and she promptly responded. We arranged a time for her to come by my... (more)"

3. Jana

Professional Animal Lover

West Town, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

9 repeat clients

"Jana walked our dog twice before we left him for a weekend trip. Our dog usually has a hard time when we leave him. He doesn't eat or drink sometimes and g... (more)"

4. Tara

New city, new fuzzy friends.

Lake View, Chicago, IL, 60657

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"If you're looking for a caring and responsible individual to watch over your pets when you are away couldn't recommend anyone more. Always received pictures... (more)"

5. Ashley

Trustworthy experienced caregiver

Lincoln Square, Chicago, IL, 60625

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

About: Born and raised dog lover. My "professional" experience dates back to my first job at a dog grooming shop when I was a teenager. When I moved to th... (more)

Confirmed New Years Availability
6. Mandy

Affordable, Responsible, and Loving

Lincoln Square, Chicago, IL, 60625

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Mandy watched my dog Calvin for 2 nights and did an amazing job!!! I was a little nervous since this was my first time using Rover but she sent constant upda... (more)"

7. Anna

I love dogs and dog people!

Lake View, Chicago, IL, 60657

House Sitting, Drop-In Visits, Dog Walking

About: I love dogs! My friends always tease me because every time we pass a dog on the sidewalk I need to stop and pet him/her, which, in Chicago, happens... (more)

8. Lynn

Canine Care for Pups of All Ages

Edgewater, Chicago, IL, 60660

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"Lynn was great with our puppy Sasha! They had a lot of fun at the park and Sasha was happy to be at her own home during the day. We will definitely be contac... (more)"

9. Meredith

Experienced dog sitter/owner

Edgewater, Chicago, IL, 60660

House Sitting, Drop-In Visits, Dog Walking

"Meredith was a considerate and gracious caretaker for Betty. She was responsive and helpful. Her questions and actions showed that she cared about taking g... (more)"

10. Devin

Social worker and pup lover

Lake View, Chicago , IL, 60613

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Devin is responsible and loves pets. She was great with both of my dogs, one of which tends towards being aggressive. However, she quickly learned his trig... (more)"

11. Sebastian

Always taken care of animals

Logan Square, Chicago, IL, 60647

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

4 repeat clients

"Sebastian was great. Took wonderful care of my dogs and sent me updates every day. I will definitely be using him again! (more)"

Confirmed Holiday Availability
12. Cain

The Doggie Care Duo

Lake View, Chicago, IL, 60657

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

2 repeat clients

"So great with our little guy and took great care of him while we were gone out of town! Definitely recommend! (more)"

13. Nina

Your Dog Will Feel At Home

Lincoln Park, Chicago, IL, 60614

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Nina was great! We had to go out of town last minute and Nina agreed to watch Ellie 2 days before we needed to leave. She scheduled a meet and greet the next... (more)"

Confirmed New Years Availability
14. Michelle

Puppy loving psychology student

Lake View, Chicago, IL, 60657

House Sitting, Drop-In Visits, Dog Walking

About: Hi! I'm Michelle, and I'd love to be your dog sitter! I've grown up with dogs (my first dog was a bichon that my four-year-old self ingeniously nam... (more)

15. Derry

PreK Teacher with a love for dogs!

Lincoln Park, Chicago, IL, 60614

House Sitting, Dog Walking

2 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)"

16. Brenna

Fun, Caring, the Best Puppy Sitter

Edgewater, Chicago, IL, 60660

House Sitting, Drop-In Visits, Dog Walking

6 repeat clients

"Brenna was great with our pups! She was running a touch late on her way over the first morning, but she did a lovely job hanging with our pups all weekend, t... (more)"

17. Nancy

Your dog's best friend!

Lake View, CHICAGO, IL, 60657

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

"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)"

Confirmed New Years Availability
18. Ellen

Respectful caring dog caretaker

Logan Square, Chicago, IL, 60614

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

"Ellen is the kindest most loving dog owner I've ever met. She's cared for two wonderful dogs the decade i've known her and the dogs are as happy and healthy... (more)"

19. Summer

DePaul Student Loves Your Pet

Lincoln Park, Chicago, IL, 60614

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Summer was very helpful during her weekend stay with Sadie (our 6 month old puppy) and our two cats. I'm grateful for her text updates and her willingness to... (more)"

20. Benjamin

Chicago grad student loves dogs!

Lake View, Chicago, IL, 60657

House Sitting, Drop-In Visits, Dog Walking

6 repeat clients

"Benjamin did a great job and was very responsive to my last minute need for a in-house sitter. Zoe needed medication during this period and Benjamin had no ... (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.