House Sitting in Roseland, Chicago

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

Confirmed Memorial day Availability
1. Alex

We'll exercise play safly and enjoy

Hyde Park, Chicago, IL, 60615

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

"I know Alex has a great experience from past dog walking jobs he had and from taking care of his families dogs. Alex is very energetic and the dogs enjoy it ... (more)"

2. Kennaira

I’m a dogs BestFriend❤️

Riverdale, Chicago, IL, 60827

House Sitting, Drop-In Visits, Dog Walking

"I would highly recommend Kennaira to take care of my dogs. She very special she is A dependable dog walker who will go the extra mile to make sure every dog ... (more)"

Confirmed Memorial day Availability
3. Dwight

Work from home - large fenced yard

Woodlawn, Chicago, IL, 60637

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

"Dwight has done a wonderful job with my dog and my best friends dog when he offered to take them both at short notice. The dogs loved him and he sent a phot... (more)"

Confirmed Memorial day Availability
4. Ebby

Great cuddler - large fenced yard

Chicago Lawn, Chicago, IL, 60629

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

"I think that Ebby would be an excellent candidate for Rover! I own a Shih Tzu and I’ve watched her interact with him and care for him with so much love! He a... (more)"

5. Noreen

Loving and fun dog sitter!!

Beverly, Chicago, IL, 60643

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

47 repeat clients

"My mom's loves for dogs is awesome! On top of always being there for us, she is always looking out for the dogs that she is watching. Whenever I am home, I t... (more)"

6. Andrew

Can't Wait to Meet Your Pup!

Mount Greenwood, Chicago, IL, 60655

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"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)"

7. Elizabeth

Goldendoodle mom who loves all dogs

Morgan Park, Chicago, IL, 60655

House Sitting, Drop-In Visits, Dog Walking

"It's a pleasure for me to write a testimonial on Liz's care of my pet. Liz very selflessly watched my dog for the entire duration of my 13 month deployment t... (more)"

8. Diamond

All dogs welcomed!

South Deering, Chicago, IL, 60617

House Sitting, Drop-In Visits, Dog Walking

"Diamond currently has a pitbull and she shows extreme compassion and responsibility when it comes to her dog, so I’d say she’s definetly fit for the job! (more)"

9. Kim

Tons of outdoor time. See dog run!

Beverly, Chicago, IL, 60643

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

"My dog Cooper loves Kim and her dog Kingston. We meet up at parks at times and the dogs have an awesome time running and chasing each other. Kim is a really ... (more)"

10. Blanca

Large yard, with fence and 4 parks!

Calumet Heights, Chicago, IL, 60617

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

"I have worked with Blanca in the past and she is a very smart, responsible, always positive young lady. She's a nice girl that will always do the job to the ... (more)"

Confirmed Memorial day Availability
11. Jasmine

10+ years of experience

Mount Greenwood, Chicago, IL, 60655

House Sitting, Drop-In Visits, Dog Walking

"I’m a close friend of Jasmine’s, and ever since I met her she’s showed love to dogs. She’s had a lot of experience looking after and taking care of them, and... (more)"

Confirmed Memorial day Availability
12. Paige

I’d love to help care for your dog!

Morgan Park, Chicago, IL, 60643

House Sitting, Drop-In Visits, Dog Walking

"Paige helped watch my dog Milo for a couple of days. I came back and Milo was clearly well cared for, well fed and actually sad to see her leave. Paige kept ... (more)"

13. Melissa

I can't wait to meet your dog!

Morgan Park, Chicago, IL, 60655

House Sitting, Drop-In Visits, Dog Walking

"She was great (more)"

14. Keneesha

Dog Mom Vicariously

Auburn Gresham, Chicago, IL, 60620

House Sitting, Drop-In Visits, Dog Walking

"Keneesha is a very loving and giving fur mommy. When she had her dog she took the best care of him. He was so spoiled and well behaved. She loves animal so i... (more)"

Available this weekend
15. Aaliyah

Dog Care Chicago

Grand Crossing, CHICAGO, IL, 60621

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

1 repeat client

About: A true mommy dog lover.I have 2 small Maltese Poodles. Going away for the weekend or Holidays. Allow me to take care of your baby like my own. I ... (more)

16. Belicia

I LOVE to play with dogs all day!

Auburn Gresham, Chicago, IL, 60620

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Belicia was an amazing sitter who communicated with us often. She immediately put us at ease by sending us pictures, videos, details regarding every walk, et... (more)"

17. Anita

Loving pet sitter

Pullman, Chicago, IL, 60628

House Sitting, Drop-In Visits, Dog Walking

About: *My availability is usually always changing as I do have another part time job, but please feel free to message me to find out if I am available du... (more)

18. Brittani

I have lots of love to give.

Chicago, IL, 60805

House Sitting, Drop-In Visits, Dog Walking

"Brittani is a very caring dog lover. With her your pup will be safe, watched over, and loved upon as if it was her own. (more)"

19. Valencia

Hey there Buddy!

Roseland, Chicago, IL, IL, 60628

House Sitting, Drop-In Visits, Dog Walking

About: I have been dog sitting and walking since I was 17 years old. I have had my own dog since I was 15 and at 22 years old, coco (7 years young) is sti... (more)

20. Alyssa

(Besides you) I'm your pets bf❣️

Chatham, Chicago, IL, 60619

House Sitting, Drop-In Visits, Dog Walking

About: I have been a dog owner for the past 13-14 years and we just recent had to put Ajay down. (R.I.P) I'm not mentally/ emotionally/ nor financially pr... (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.