House Sitting in 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. Karolina

Karo the Dog Whispererâ„¢

South Loop, CHICAGO, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

13 repeat clients

"Harper loves hanging out with Karolina! She is so amazing and helped us even with a weird schedule (switching off between house sitters while we were on an e... (more)"

2. Kristyn

Last min availability this weekend!

West Town, Chicago, IL, 60647

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

9 repeat clients

"Kristyn was super attentive and super communicative and the pups were very well taken care of! They didn't even seem that excited to have me home! (more)"

3. Sofia

Grad student and dog lover.

Lower West Side, Chicago, IL, 60608

House Sitting

2 repeat clients

"Sofia is very reliable and stayed at our place to sit our pup. (more)"

4. Payal

West Town Pet Sitter

McKinley Park, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

20 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)"

5. Mackenzie

Wiener Dog Woman

Near North Side, Chicago, IL, 60610

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Mackenzie was great, and my pup really liked her! We'd love to have you back! (more)"

6. 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)"

7. Megan

Resident dog lady

West Town, Chicago, IL, 60622

House Sitting, Drop-In Visits, Dog Walking

About: Hi there! Welcome to Rover! First, let me tell you a little about myself. My name is Megan and I am a college student located in Wicker Park, Chic... (more)

8. Rachel

College student loves dogs!

Douglas, Chicago, IL, 60609

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Rachel took care of Zigz in my apartment for the better part of a week. Rachel was quick to respond and took great care of Zigz. I got detailed messages and ... (more)"

9. Alexandria

Pup Adventures with Alex

Near South Side, Chicago, IL, 60616

House Sitting, Drop-In Visits, Dog Walking

14 repeat clients

"We've hired Alex at least 4 times!!! Alex is Super Awesome! Our pets were stoked to see her again - so reassuring! So, Alex basically lived at our hous... (more)"

10. Imani

Dogs are friends not food!

Lower West Side, CHICAGO, IL, 60608

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

2 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)"

11. Collin

Gentle Soul, Love Animals, Reliable

Near South Side, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

7 repeat clients

"Collin is my first experience with Rover and I couldn't be more pleased. Using Rover came with short notice and I worried that would create a problem. Coll... (more)"

12. Meghan

lots of free time, love all dogs!

Near North Side, Chicago, IL, 60611

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Meghan was incredibly flexible and easy to work with! We got frequent updates and, when we ran into a problem with the key situation, appreciated her quick t... (more)"

13. Liz

Flat rate for any number of pets!

Lower West Side, Chicago, IL, 60608

House Sitting, Drop-In Visits

3 repeat clients

"Liz made us feel comfortable from the first time we met her. She took great care of our 2 dogs and 1 cat and also took care of our home. I would recommend... (more)"

Available this weekend
14. Paul

I will run with you dog

Loop, Chicago, IL, 60601

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

15 repeat clients

"I've used Rover a few times for finding a dogsitter, but Paul was definitely the best! I was going to be out of town for a week and walked him through what ... (more)"

15. Nicole

Active, ex-Animal Hospital employee

Near West Side, Chicago, IL, 60607

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

About: Hi! I'm Nicole. I'm a 21 year old student at UIC, and I grew up with 5 dogs in the suburbs! I have a year of experience working at the Naperville A... (more)

16. Angie

Love & care that comes right to you

Near West Side, Chicago, IL, 60607

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

2 repeat clients

"Angie is great! She sat my pug for 7 days. She took him to her home, and also stayed in mine. She is very flexible! Also I was stuck in Florida due to the ... (more)"

17. Nicole

We'll put a Woof over their head!

Near South Side, Chicago, IL, 60616

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

3 repeat clients

"Nicole was awesome! She's a very sweet person and did a great job communicating with us while we were out of the country and put our hearts at ease knowing ... (more)"

18. Sandra

Full time dog lover!

Lower West Side, Chicgao, IL, 60608

House Sitting

"We had a wonderful experience with Sandra. She was able to accommodate an extremely last minute request to house/dog sit for the weekend for us. She sent reg... (more)"

19. Anita

Goal in Life: Play with Dogs

Bridgeport, Chicago, IL, 60609

House Sitting, Drop-In Visits, Dog Walking

"She seemed really good at taking care of Joni. I wish we had more pictures. Otherwise, I would book Anita again because Joni felt really comfortable around her. (more)"

20. Amanda

Animal loving college student

Near South Side, Chicago, IL, 60616

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Amanda is really responding and good with my dog. Definitely want to book her again! (more)"

With over 140,000 pet and house sitters on Rover.com, you can easily find house sitting near you.

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.