House Sitting in Loop, 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. Imani

Dogs are friends not food!

Lower West Side, CHICAGO, IL, 60608

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

4 repeat clients

"Imani exceeded expectations. Marlowe was indeed sad to see her go. She was extremely attentive to Marlowe's needs and went above and beyond. This was the lon... (more)"

2. Bridget

I'll love your dog like my own

Near West Side, Chicago, IL, 60661

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

8 repeat clients

"Bridget was fantastic with our puppy Hank who has bad separation anxiety. She asked a lot of questions about his routine and made sure he was comfortable whi... (more)"

3. Karolina

Karo the Dog Whisperer™

South Loop, CHICAGO, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

13 repeat clients

"Karolina was amazing! We had some totally unexpected and very annoying apartment maintenance work done during Karolina's stay-- our floors had to be almost c... (more)"

4. Emma

I'm ready to play!

Near North Side, Chicago, IL, 60611

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Emma is great! She was so so sweet and gentle with my elderly dog, which meant the world to me. I would highly recommend her! (more)"

5. Leah

Energetic Moody student

Near North Side, Chicago, IL, 60610

House Sitting, Drop-In Visits, Dog Walking

6 repeat clients

"Leah was great! My Sammy girl loved her and she really helped us out when we were in a bind and needed to leave town quickly! I highly recommend! (more)"

6. Jillian

Treat dogs like the babies they are

Loop, Chicago, IL, 60601

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Jill was great! Very flexible when needs changed, kept our dog active and happy. Jill even picked up a new harness when our dog chewed through the one we had... (more)"

7. Ashley

You'll get ALL the puppy pics! :)

West Town, Chicago, IL, 60642

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

2 repeat clients

"Ashley was so sweet with Theodore! She sent us tons of pictures and videos (which we loved) she even had a fun new toy for Theodore to play with :) Theodore ... (more)"

8. Ashleigh

DOG LOVING STUDENT IN CHICAGO

West Town, Chicago, IL, 60642

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

18 repeat clients

"Ashleigh is great! She is punctual, responsible, cheerful, and great with my puppy, Jackson. I definitely hope to use her for dog sitting again. (more)"

9. Kathryn

Certified dog care taker!

Near North Side, Chicago, IL, 60611

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

2 repeat clients

"Kathryn was very loving and understanding of our old dog, who was in the middle of a bad arthritis flare-up when she stayed with him. She gave him extra meds... (more)"

10. Madalyn

Graduate Student Who Loves Dogs

West Town, Chicago, IL, 60642

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Madalyn did an EXCELLENT job of taking care of my bulldog, Mac at my home. I can tell she has a TRUE passion for dogs and Mac really enjoyed her time with he... (more)"

11. Sofia

Grad student and dog lover.

Lower West Side, Chicago, IL, 60608

House Sitting

4 repeat clients

"I went on vacation to Florida for my birthday and the Thanksgiving holiday. I was gone for a week, and Sofia house-sat my cockapoo Tilly. Sofia took great ca... (more)"

12. Edilberto

Passionate Pet Care Provider

Loop, Chicago, IL, 60604

House Sitting, Drop-In Visits, Dog Walking

12 repeat clients

"Edilberto is a fantastic dog sitter. It is clear how much he loves and knows about dogs which makes it very comforting for me to leave my dog in his care. ... (more)"

13. Andrew

Can't wait to meet your Pup!

Lower West Side, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Andrew regularly texted and sent photos. He was super reassuring that Archie was doing well also and left my house as clean as when he arrived. I would HIG... (more)"

14. Riley

Loving sitter near an amazing park!

Near North Side, Chicago, IL, 60610

Dog Boarding, House Sitting, Drop-In Visits

"Riley was great spending 12 hours with our two pups. Very reliable and prompt. Gave updates with pictures and text. Will definitely use her services again. (more)"

15. Mackenzie

Wiener Dog Woman

Near North Side, Chicago, IL, 60610

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"Mackenzie was amazing. I booked her for a day-long sitting but while I was out of town, my dog became sick. She was extremely communicative, put up with my f... (more)"

16. Stacey

I Love Animals and Animals Love Me

Douglas, Chicago, IL, 60616

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

1 repeat client

"We ( husband, wife and dog) found Stacey very reliable and accessible. The whole experience made our time away stressless. Thanks (more)"

17. Alexandria

Pup Adventures with Alex

Near South Side, Chicago, IL, 60616

House Sitting, Drop-In Visits, Dog Walking

14 repeat clients

"Alexandria was fantastic! She sent me updates and really took care of my pups. Both of my girls have their own issues - one has high anxiety and the other ha... (more)"

18. Jacquelyn

I love to play with dogs!!

Near North Side, Chicago, IL, 60610

House Sitting, Drop-In Visits

"Thank you! My old guys were well taken care of and happy when we got home. Also, really appreciate the super last min booking and even coming by early in the... (more)"

19. Amanda

I’ll run and play with your dog!

Near North Side, Chicago, IL, 60611

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"If you need someone to take care of your four legged friend it would definitely be Amanda. She says hi to all the pups that come her way. A mother to 2 very ... (more)"

20. Paul

I will run with you dog

Loop, Chicago, IL, 60601

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

21 repeat clients

"Paul did a fantastic job. He was very communicative and most importantly, he followed the specific instructions we gave him, which was very much appreciated. (more)"


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 eviews from pet owners who have used Rover.

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