House Sitting in Forest Glen, 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. 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)"

Available this weekend
2. Emily

Pooch lovin' lady!

Dunning, Chicago, IL, 60634

Dog Boarding, House Sitting

"You always want someone who will care for your dog as much as you do, and Emily is exactly that person. She is a huge dog lover and will care for every dog w... (more)"

3. 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)

4. Anna

I just love dogs

Lincoln Square, Chicago, IL, 60625

House Sitting, Drop-In Visits, Dog Walking

"I have known Anna for many years, and her love of animals- but especially dogs, has always been an integral part of who she is. She has her own rescue dog wh... (more)"

5. Alli

Lover of all pets!

Irving Park, Chicago, IL, 60618

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"I cannot expect a better sitter than Alli. I would highly recommend her if you need extra help. She is good with puppies and also took good care of mine. Tha... (more)"

6. Amber

Seeking Dog Buddies

Irving Park, Chicago, IL, 60641

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Amber was wonderful with Bailey. I was visiting Chicago with Bailey from Texas and need someone to watch him. Bailey immediately went to her and loved her!... (more)"

7. Jessica

Thorough loving care

Irving Park, Chicago, IL, 60618

House Sitting, Drop-In Visits, Dog Walking

7 repeat clients

"Jessica went above and beyond to watch our dog Kibo during our wedding weekend. She was great with Kibo and Kibo had a great time with Jessica. It really put... (more)"

8. Lauren

Your pup is my priority!

Irving Park, Chicago, IL, 60618

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

"Lo was my housemate in college. I had a German Shepard named Gretchen that she pretty much adopted. Lo was pretty much a co-dogparent with me. Helping me kee... (more)"

9. Sonja

Let's take care of each other.

SKOKIE, IL, 60076

House Sitting, Drop-In Visits, Dog Walking

"Sonja was reliable, kind, and able to bond with our shy and suspicious Australian Shephered. Sonja is magic. (more)"

10. Avery

Fun-loving, outdoorsy, and flexible

Portage Park, Chicago, IL, 60641

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

1 repeat client

"Avery absolutely adores dogs! He continuously plays with my dog and takes her out for bathroom breaks and/or more exercise. My puppy is always excited to see... (more)"

11. Cierra

Experienced Pet Loving NU Student

Evanston, IL, 60202

House Sitting, Drop-In Visits, Dog Walking

"Cierra was great. Prompt and attentive to our dog Delilah. Most importantly, Delilah seemed happy and content when we returned home. (more)"

12. Liz

Passion for all pups!

Irving Park, CHICAGO, IL, 60618

House Sitting, Drop-In Visits, Dog Walking

"Liz is loyal and compassionate. Whenever I have needed someone in a pinch Liz has been there. She has a kind heart and just wants to do good by everyone. I t... (more)"

13. Autumn

Young dog lover of all kinds

Irving Park, Chicago, IL, 60618

House Sitting, Drop-In Visits, Dog Walking

2 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)"

Confirmed Holiday Availability
14. Sarah

Wag whisperer

Skokie, IL, 60077

House Sitting, Drop-In Visits, Dog Walking

"Sarah was an all-star. Very responsible and caring for our dog and house. Sent lots of pictures and completely kept us updated. Would not hesitate to recomme... (more)"

15. Tamara

Friendly and Attentive Animal Lover

Albany Park, Chicago, IL, 60625

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"What can I say? Tamara was amazing. She provided detailed daily summaries of what my pup was up to, where they went, what they did, how he ate, bathroom habi... (more)"

Confirmed Holiday Availability
16. Bob & Ginger

Never Alone!

Norwood Park, Chicago, IL, 60656

Dog Boarding, House Sitting, Doggy Day Care

20 repeat clients

"Ginger responded quickly to our last minute need and even shuttled the dogs back and forth. She kept me updated on how and what they were doing and did a lot... (more)"

Confirmed New Years Availability
17. Katy

Love dogs- have references!

Irving Park, Chicago, IL, 60641

House Sitting, Drop-In Visits, Dog Walking

"Katy took great care of our two dogs over the holiday weekend! Sent us pictures and updates and had no issues while we were gone. The house was just as we le... (more)"

18. Stacey

Loving Pet-Sitter w/ Vet Experience

Albany Park, Chicago, IL, 60625

House Sitting, Drop-In Visits, Dog Walking

"Stacey was so patient and wonderful working with us so last minute. She definitely has a love for animals and it shows. We could tell everyone was well car... (more)"

19. Megan

Dog Groomer Looking to Pamper!!!

Albany Park, Chicago, IL, 60625

House Sitting, Drop-In Visits, Dog Walking

11 repeat clients

"I had the best experience with Megan. I was a little worried when we left for vacation because our two little yorkies can be a handful to deal with but Megan... (more)"

20. Madelyn

Love, Cuddles, and Walks (Oh My!)

Albany Park, Chicago, IL, 60630

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"I loved Madelyn! I have two amazingly wonderful, rambunctious dogs and she did a GREAT job with them. I needed someone at the last moment and she was incred... (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.