House Sitting in West Ridge, Chicago

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

1. Mandy

Affordable, Responsible, and Loving

Lincoln Square, Chicago, IL, 60625

House Sitting, Drop-In Visits, Dog Walking

3 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)"

2. Sarah

Wag whisperer

Skokie, IL, 60077

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Sarah was great!! She was very communicative and available to answer any questions I had prior to the visit and during. We met a few times before our trip an... (more)"

3. Lynn

Canine Care for Pups of All Ages

Edgewater, Chicago, IL, 60660

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"Lynn was an absolute PRO with my puppy, Ella. She was accommodating to my schedule and was even willing to stay later. I would recommend her to ANYONE!!! She... (more)"

4. Autumn

Vet Assistant in Training

Irving Park, Chicago, IL, 60618

House Sitting, Drop-In Visits

14 repeat clients

"Autumn is fabulous with dogs, and especially my Oliver. She took him to the park and on long walks daily, sending me photos along the way. I know he is alway... (more)"

5. 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)"

6. Samantha

Ruff day? I'll make it better!

Uptown, Chicago, IL, 60613

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

9 repeat clients

"Our dog and cat thoroughly enjoyed their time with Samantha! She was prompt with her replies, she sent numerous photos and updates, left our house clean, and... (more)"

7. Maddie

BIG or small I LOVE them all!

Edgewater, Chicago, IL, 60660

House Sitting, Drop-In Visits, Dog Walking

8 repeat clients

"Maddie was very responsive when I first reached out to her. She kept me upto date on Nina's progress and left me messages daily. I would definately recomme... (more)"

8. Meggie

There's Always a Treat In My Pocket

Edgewater, Chicago, IL, 60640

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Meggie is absolutely amazing! She took great care of my dog while I was traveling, and always went the extra mile to leave my place in better shape than when... (more)"

9. Nicole

skilled Vet. Tech and Petsitter

Lincoln Square, Chicago, IL, 60625

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Nicole is awesome! I highly recommend her house sitting services. I came home from my trip and while my Zoe was happy to see me she immediately started look... (more)"

10. Nicholas

Barks and Recreation

Rogers Park, Chicago, IL, 60626

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

3 repeat clients

"Nicholas is an Amazing sitter whom is very trustworthy, knowledgeable, considerate and great with " my little guy " Stryker who is a 75lb pit bull mix. Nic... (more)"

11. Anthony

Dogs ROCK! And They Need to "ROLL."

Edgewater, Chicago, IL, 60660

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

7 repeat clients

About: I'm a long-time dog dude whose most recent companion, a giant Doberman with an even bigger heart, passed away suddenly when his heart proved too hu... (more)

12. Andrew

Experienced Dog's Best Friend!

Uptown, Chicago, IL, 60640

House Sitting, Drop-In Visits, Dog Walking

21 repeat clients

"Andrew was a great dog sitter for our dog, Molly! He was very easy to work with and we appreciated his help. Andrew was readily available for a meet-and-gr... (more)"

13. Tamara

Loving, Caring, and Loyal Pet Lover

Evanston, IL, 60202

House Sitting, Drop-In Visits, Dog Walking

7 repeat clients

"Tamara was really nice. She met with me and yoyo twice before the stay. She was super nice with yoyo and caring. She will send me pictures during the stay an... (more)"

14. Mary Ellen

Kind, friendly, responsible,active!

Albany Park, Chicago, IL, 60625

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Mary Ellen house sat Cooper while my boyfriend and I went on a week-long trip between Christmas and New Year's. She is amazing! Great communication, extrem... (more)"

15. Kelly

Responsible caring reliable

Albany Park, Chicago, IL, 60625

House Sitting, Drop-In Visits, Dog Walking

About: Because I myself am a dog owner as well for years have taken care of my roommates' dogs and family members and friends dogs. I care about the well ... (more)

16. Michael

On a mission to meet all the dogs

Lincoln Square, Chicago, IL, 60625

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"What's NOT to love? Michael stayed with our beloved dog, Bagels, over Thanksgiving weekend while we were out of town. He took the most incredible care of h... (more)"

17. Elyse

Lifelong Dog Lover!

Lincoln Square, CHICAGO, IL, 60625

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

4 repeat clients

"Elyse watched my dog for a trial night before I left town. This was more for my peace of mind than hers. My pup had NO problems and settled in without hesita... (more)"

18. Taylor

Dog Loving College Kid

Rogers Park, Chicago, IL, 60626

House Sitting, Drop-In Visits, Dog Walking

10 repeat clients

"Taylor is our Moneypenny's favorite snuggle buddy. We are so grateful to have found such a kind soul watch our love bug. We know our pup is in good hands w... (more)"

19. Christopher

Animal Lover

Rogers Park, Chicago, IL, 60626

House Sitting, Drop-In Visits, Dog Walking

8 repeat clients

"Christopher truly cares for my puppy. He's on time, genuinely honest, and sends me daily pics videos and updates. He follows directions, and I feel so much... (more)"

20. Felipe

Dogs best Friend

Edgewater, Chicago, IL, 60626

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

4 repeat clients

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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.