House Sitting in Loop, Chicago

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

1. Tierney

Belly Rubs & Longs Walks?I'm on it!

Humboldt Park, Chicago, IL, 60624

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

2 repeat clients

"Tierney was the best! Our dog absolutely loved her from the first time he laid eyes on her (and I would say he's a pretty good judge of character!). She stay... (more)"

2. Edilberto

Passionate Pet Care Provider

Loop, Chicago, IL, 60604

House Sitting, Drop-In Visits, Dog Walking

6 repeat clients

"Edilberto was great with Shadow from the first moment. We found a really happy dog when we returned. Edilberto was also really accomodating with out late hou... (more)"

3. Krystina

Happy Dogs, Happy Life

Loop, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

8 repeat clients

"Krystina and Bacon (our furry kid) instantly bonded! This was our first time using Rover and Krystina was very helpful and met with us right away to ease any... (more)"

4. Tara

It must be puppy love!

Near North Side, Chicago, IL, 60611

House Sitting, Drop-In Visits, Dog Walking

About: Hello there! My name is Tara and I started Rover as a way to get my fur baby fix as well as earn additional income. I grew up with a beagle at ho... (more)

5. Collin

Gentle Soul, Love Animals, Reliable

Near South Side, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"Collin was fantastic. Super professional, communicative, and very caring. Lulu and Bolt loved him. I felt very comfortable and confident that my pups were in... (more)"

6. KC

Loving Pet Sitter/Nursing Student

Near West Side, Chicago, IL, 60607

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"KC watched our 4 month old puppy, George, while we were away for the first time since we brought him home. I was so nervous leaving our little guy behind, bu... (more)"

7. Payal

West Town Pet Sitter

West Town, Chicago, IL, 60622

House Sitting, Drop-In Visits, Dog Walking

11 repeat clients

"Payal was fantastic! Our dog can be anxious when we are away and she did a great job comforting her. She was great with checking in too. She will be the fir... (more)"

8. Liz

Flat rate for any number of pets!

Lower West Side, Chicago, IL, 60608

House Sitting, Drop-In Visits

2 repeat clients

"First off, just want to say how much we appreciate Liz being available on such short notice and for a holiday weekend!! My bf and I decided to try and make a... (more)"

9. Catherine

Patient & trustworthy animal lover!

Near West Side, Chicago, IL, 60607

House Sitting, Dog Walking

6 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)"

10. Rian

Very caring and loving of all dogs!

Lincoln Park, Chicago, IL, 60614

House Sitting, Drop-In Visits, Dog Walking

About: I have owned dogs throughout my entire life. Have always been incredibly passionate about taking proper care of dogs. Recently adopted a puppy of m... (more)

11. Shannon

Every dog deserves a big hug!

Near West Side, Chicago, IL, 60661

House Sitting, Drop-In Visits, Dog Walking

"I was on vacation for a week and Shannon did a wonderful job taking care of my 2 dogs and 3 cats. Especially for my two 11 year old dogs, it was so much bet... (more)"

12. Jordan

Puppy/Dog Sitter

Near West Side, Chicago, IL, 60606

House Sitting

About: Enjoy some much deserved time off while knowing your dog is in good hands. I currently have a 10 month old miniature schnauzer named Winston wh... (more)

13. Sally

Will run/walk/play with you dog!

Lincoln Park, Chicago, IL, 60614

House Sitting, Dog Walking

"Sally is a great dog walker. She took care of my dog, Josie, a few times and always did a wonderful job. She is punctual, and treated Josie so well. I would ... (more)"

14. Jory

Dog lover on the go!

Near West Side, Chicago, IL, 60612

House Sitting, Drop-In Visits

2 repeat clients

"Jory is awesome! I was really nervous about leaving our dog for two vacations in July but my nerves were totally calmed when we left her with Jory. We came h... (more)"

15. Corie

Competent and patient dog-lover

Near North Side, Chicago, IL, 60611

House Sitting, Drop-In Visits, Dog Walking

5 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)"

16. Brooklyn

Dog lover looking for Furry Fun!

Lincoln Park, Chicago, IL, 60614

House Sitting, Drop-In Visits, Dog Walking

6 repeat clients

"Brooklyn was a fantastic dog sitter! She was very attentive to our dogs needs and gave them lots of love. She kept us updated and was a great sitter. Will de... (more)"

17. Karolina

Karo the Dog Whisperer™

South Loop, CHICAGO, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

8 repeat clients

"Karolina was very caring and attentive to my senior girl. I will definitely use her again! (more)"

18. 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)"

19. Braidy

Staycation for Fido

Near North, Chicago, IL, 60610

House Sitting, Drop-In Visits

5 repeat clients

"Bella had a blast with Braidy!! Thank you, Braidy so much for all the special attention you gave her! Bella looks forward to another vacay with you soon!! (more)"

20. Frances

Compassionate, Fun Loving & Active

Lower West Side, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

"Frances was great with my two crazy dogs!! This was my first time using Rover and Frances stayed in my house to watch my two big and rambunctious dogs. It i... (more)"

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Learn About Premier

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.

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.

Want to learn more? Check out reviews from pet owners who have used Rover.