House Sitting In Near South Side Chicago

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

1. Jory

Dog lover on the go!

Near North Side, Chicago, IL, 60654

House Sitting, Drop-In Visits

4 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)"

2. Karolina

Karo the Dog Whispererâ„¢

South Loop, CHICAGO, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

12 repeat clients

"Karolina was such a great over night sitter for our dog Forrest while we went on a long weekend vacation. I did not have to worry one bit about our dog while... (more)"

3. Leah

Me + your dog = fun and safe

Near North Side, Chicago, IL, 60610

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"Leah came through when we were in a jam and already out of town. She was extremely responsive and took excellent care of our puppy. I know my dog had a great... (more)"

4. Sofia

Grad student and dog lover.

Lower West Side, Chicago, IL, 60608

House Sitting

2 repeat clients

"Sofia responded quickly to messages and even sent a few photos--would highly recommend and hopefully will use her again in the future! (more)"

5. Payal

West Town Pet Sitter

West Town, Chicago, IL, 60622

House Sitting, Drop-In Visits, Dog Walking

18 repeat clients

"Payal was amazing! It is hard to leave your pet, but she made us feel completely at ease when we were on vacation. Would most definitely recommend!! :) (more)"

6. Edilberto

Passionate Pet Care Provider

Loop, Chicago, IL, 60604

House Sitting, Drop-In Visits, Dog Walking

8 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)"

7. Charlotte

I'll treat your pet as family!

McKinley Park, Chicago, IL, 60609

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

"Charlotte was amazing with our puppy. She even trimmed her nails as she is a vet tech. (more)"

8. 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)"

Available this weekend
9. Alexandria

Pup Adventures with Alex

Near South Side, Chicago, IL, 60616

House Sitting, Drop-In Visits, Dog Walking

14 repeat clients

"We have two dogs: a pit mix and a French bulldog. Alex did a great job caring for our furry family and home. The girls looked nonplused when we arrived home ... (more)"

10. Rachel

College student loves dogs!

Douglas, Chicago, IL, 60609

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Cooper's a lot of work - he needs a lot of attention and playtime, and Rachel was great with him! Will definitely reach out to Rachel the next time I'm in to... (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 very friendly. Pippi definitely enjoyed him staying with her. Collin took her out for two walks. He sent text updates with photos and details of wh... (more)"

12. 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)"

13. Stephanie

Lots of playtime and cuddles

Near North Side, Chicago, IL, 60610

House Sitting, Drop-In Visits, Dog Walking

"Stephanie is the best! Our two wild and crazy dogs love her and so do we! She has stayed at our house many times while we were traveling. She treats our fur ... (more)"

14. Ari

I'm cool with drool

Near North Side, Chicago, IL, 60610

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Ari was such a great pet sitter for our puppy, Hank. She is very knowledgeable about dogs from her experience having her family foster many dogs. She was gen... (more)"

15. Imani

Dogs are friends not food!

Lower West Side, CHICAGO, IL, 60608

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

1 repeat client

"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)"

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. Angeline

I will sing to your dogs!!!!

Loop, chicago, IL, 60604

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Angeline did a great job! She was very flexible, responsive, and provided constant feedback about how things were going. Will definitely look to Angeline in ... (more)"

18. Emily

~ DOG LOVER ~

Loop, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Emily watched my dogs many times while I was away on business trips and I always feel bad leaving them but she always cheers them up. She also has really aff... (more)"

19. Aaron

Let me love your dog!

Loop, Chicago, IL, 60601

House Sitting, Drop-In Visits, Dog Walking

"Aaron loves animals more than people, especially dogs. He has always loved being with dogs and frequently visits an animal shelter just to play with them. Aa... (more)"

20. Andrew

Aj's Dog Hoarding

South Loop, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Aj is absolutely fantastic with dogs. In fact, I've enlisted his help a couple of times with my own Vacays, and he was an absolute sweetheart when dealing wi... (more)"

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Learn About Premier

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.