House Sitting in West Town, Chicago

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

Available this weekend
1. Devin

Student who is ready for all sized

Lake View, Chicago, IL, 60613

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

"Devin would make a wonderful dog sitter. He has grown up around dogs and cats. He understands the responsibility that goes with caring for a family pet, tre... (more)"

2. Alicia

Can exhaust most energetic breeds!

West Town, Chicago, IL, 60647

Dog Boarding, House Sitting, Doggy Day Care, Dog Walking

7 repeat clients

"Alicia did a great job with our dog and cat! We had just moved to Chicago, so both of our pets were feeling anxious with the new transition, but she did a gr... (more)"

3. Nancy

Your dog's best friend!

Lake View, CHICAGO, IL, 60657

House Sitting, Drop-In Visits

1 repeat client

"This was my first time using Rover for a sitter, and it could not have been more perfect. Nancy is AMAZING. We met up for meet-and-greet a few weeks before... (more)"

4. Jana

Professional Animal Lover

West Town, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

11 repeat clients

"Jana was great! She is extremely responsive to communication and sent pictures and updates the whole time. She was very flexible with my dog's sensitive stom... (more)"

5. Hannah

Dogs are my favorite

Lake View, Chicago, IL, 60613

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

4 repeat clients

"Hannah was fantastic. She was attentive to any and all needs for Charley and took to him quickly, as did he to her. She kept me up to date on how Charley was... (more)"

6. Suzanne

A comedian that loves dogs & cats!

Logan Square, Chicago , IL, 60647

House Sitting, Drop-In Visits, Dog Walking

7 repeat clients

"Needed someone to watch my two pits while I went to a wedding. Suzanne was great! Arrived right on time, helped me clean up glass that my crazy puppy knocked... (more)"

7. Sebastian

Always taken care of animals

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

8 repeat clients

About: I've had at least two dogs since a child and instantly fell in love with them. Dogs have always been a part of my life, I've never met a dog who ha... (more)

8. Diana

Happy Dog - Happy You.

Near North Side, Chicago , IL, 60610

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"Diana was great! Our oldest dog has some behavioral issues and can be difficult at times, but she seemed to deal with that well. She sent videos that showe... (more)"

9. Andrea

I'm a genuine dog lover!

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Great sitting experience! Andrea watched our pittie Bonnie at our home and sent photos and updates of our Buns regularly while we were away which really put ... (more)"

10. Meghan

Humans should be more like dogs

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

About: My memories and my times with dogs begin at the same time. They've been around for as long as I can remember. My family had a Newfoundland from my ... (more)

11. Lindi

Yes, I like Dags.

Logan Square, Chicago, IL, 60647

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

1 repeat client

"Lindi was fantastic with our dog, Nikon and cat, George. We received regular updates including photos and even a video! She made sure to to give our pup plen... (more)"

12. Ester

Just love dogs(!)

West Town, Chicago, IL, 60642

House Sitting, Dog Walking

4 repeat clients

"Ester was awesome! Super friendly and attentive. You can tell she really cared about my pup and wanted to make sure that she took proper care of him. Will d... (more)"

13. James

Dog's Best Friend!

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"James took great care of our dog, Sawyer. He was prompt, polite and reliable. We will definitely be using him again. James is great with all types of dogs... (more)"

Available this weekend
14. Caitlin

West Town Dog Sitter!

West Town, Chicago, IL, 60642

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

5 repeat clients

"Caitlin was awesome with Stevie from the moment she walked in for our meet & great! She kept us informed all weekend about his behavior, habits, and sent the... (more)"

15. Kiah

Reliable love for your furry family

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"Kiah has been watching our puppy for the past several weeks and is wonderful! She is patient and gives us consistent updates on their daily adventures, with ... (more)"

Available this weekend
16. Briana

AKA the Dog Whisperer (really!)

Logan Square, Chicago, IL, 60647

Dog Boarding, House Sitting, Doggy Day Care

"Briana has always loved animals and has been an attentive, loving dog mom for all of her adult life. She takes her responsibilities seriously and would do ju... (more)"

17. Catherine

Patient & trustworthy animal lover!

Near West Side, Chicago, IL, 60607

House Sitting, Drop-In Visits, Dog Walking

3 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)"

18. Daisy

Lots of experience- Animal Sci Grad

Lincoln Park, Chicago, IL, 60614

House Sitting, Drop-In Visits

1 repeat client

"I absolutely could not have been happier with Daisy! She is thoughtful, attentive, and I felt extremely comfortable having her stay at my house and watching ... (more)"

19. Patrick

I like dogs. Dogs are cool.

West Town, Chicago, IL, 60622

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Patrick did an excellent job with our 7 week old puppy - even after she got a little sick. The house was clean and we came home to a happy, tired puppy! High... (more)"

20. David

Enthusiastic animal caretaker

West Town, Chicago , IL, 60622

Dog Boarding, House Sitting, Dog Walking

1 repeat client

"David was great with our Niko who received lots of pets and even a walk to the dog park! We will definitely use David again and we're pleased with his care o... (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.