House Sitting in Chicago

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

1. Edilberto

Passionate Pet Care Provider

Loop, Chicago, IL, 60604

House Sitting, Drop-In Visits, Dog Walking

10 repeat clients

"Eddie was outstanding! He genuinely cared about our dogs and was completely trustworthy and capable. One of our pups has anxiety issues and they can both hav... (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

7 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. 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)"

Confirmed President's Day Availability
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)"

Confirmed President's Day Availability
5. Karolina

Karo the Dog Whispererâ„¢

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)"

Available this weekend
6. Madalyn

Graduate Student Who Loves Dogs

West Town, Chicago, IL, 60642

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Madalyn clearly has a special love for dogs. She took great care of Henry while we were away!! She also went out of her way to clean our home which was not i... (more)"

7. Payal

West Town Pet Sitter

McKinley Park, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

22 repeat clients

"Payal was better than I could have asked for. We just had our 10 week old puppy come home with us the other day, she was so scared. I dropped my puppy off at... (more)"

8. 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)"

9. Mackenzie

Wiener Dog Woman

Near North Side, Chicago, IL, 60610

House Sitting, Drop-In Visits, Dog Walking

3 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)"

10. Samantha

Professional Pet Sitter & Pup Lover

West Town, chicago, IL, 60622

House Sitting, Drop-In Visits, Dog Walking

17 repeat clients

"Sam did an amazing job taking care of my shy, skittish dog and cat for 5 nights. She was patient and went out of her way in helping my dog to open up to her ... (more)"

11. 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)"

12. Rachel

College student loves dogs!

Douglas, Chicago, IL, 60609

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Rachel was great to work with. Rachel stayed at my house for the weekend and took very good care of Chloe. She very responsive when I had questions. She was ... (more)"

Confirmed President's Day Availability
13. 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)"

Confirmed President's Day Availability
14. 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

"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)"

15. Collin

Gentle Soul, Love Animals, Reliable

Near South Side, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

7 repeat clients

"Collin went above and beyond while caring for my dog Mac at my home. He was very, very communicative and I can tell that he wholeheartedly cared about Mac's ... (more)"

Confirmed President's Day Availability
16. 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)"

17. Allison

Certified Veterinary Technician

Bridgeport, Chicago, IL, 60609

House Sitting, Drop-In Visits

7 repeat clients

"Allison is hands down the best pet sitter! We had her stay in our home over a long weekend with our two senior pups. She provided excellent communication and... (more)"

18. Liz

Cat Lady turned dog lover!

Lower West Side, Chicago, IL, 60608

House Sitting, Drop-In Visits

3 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)"

19. Sandra

Full time dog lover!

Lower West Side, Chicgao, IL, 60608

House Sitting

"Sandra is absolutely amazing. She's incredibly knowledgeable about dogs and their needs, and she really bonded with my dog Babs when she started at my house ... (more)"

20. Taylor

Your dog's new best friend!

Loop, Chicago, IL, 60605

House Sitting, Doggy Day Care, Dog Walking

1 repeat client

"Taylor was really good with my lazy, but somehow rowdy, schnauzers. They were in great spirits and pretty happy when I got home from my weekend away. She lef... (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.