House Sitting in Roseland, Chicago

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

Calendar Recently Updated
1. Maeve Verified Background Check

Flexible schedule, big fenced yard!

Hyde Park, Chicago, IL, 60637

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

"Mauve was so sweet and accommodating. Not only was she timely and responsive, she was also flexible when I told her I would be late coming home. My dog seeme… (more)"

2. Nataya Verified Background Check

Loving care when your not there!!

West Englewood, Chicago, IL, 60636

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

"Nataya is so loving and caring. She always puts the needs of others first and is the first person to help. Nataya is great with my dogs Passion and Cloe. They … (more)"

Calendar Recently Updated
3. Pamela Verified Background Check

Dogs are four legged best friends

Grand Boulevard, Chicago, IL, 60615

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

"I love Pamela! She’s an awesome person with a beautiful personality. She’s very kind, sweet, and respectful. She considerate and has the cutest dimples and smi… (more)"

Calendar Recently Updated
4. Mary Verified Background Check

Fun and have lots of experience

Morgan Park, Marionette Park, IL, 60803

House Sitting, Drop-In Visits, Dog Walking

"Very easy process with Mary. Mary knows how to use a prong collar which is a plus. Would book again. (more)"

Calendar Recently Updated
5. Kwaheem Verified Enhanced Background Check

Your Pet needs a vacation too.

South Shore, Chicago, IL, 60649

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

"I’m am a former client of Kwaheem’s and he made sure my dogs Ginger and Melo were in top take active shape and we never had a problem with him if it was him sp… (more)"

Calendar Recently Updated
6. Sandy Verified Background CheckRover 101

Help Me Get My Furry-Friend Fix!

Beverly, Chicago, IL, 60643

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

"Sandy looked after my crew of five dogs, and my house, while I was on a two-day business trip. The dogs were very happy with her care and I am very happy that… (more)"

Calendar Recently Updated
7. Valeria Verified Enhanced Background Check

Animals are my passion

Evergreen park, IL, 60805

House Sitting, Drop-In Visits, Dog Walking

"Rover is a terrific, reliable, responsible service--I've always been very happy with the way they treated my animals and they can be a handful! Can't recommen… (more)"

Calendar Recently Updated
8. Maria Verified Background Check

Quality canine and feline care

Beverly, Chicago, IL, 60655

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

"Maria is an amazing sitter. 10/10 would recommend. She helped me out in a pinch of a last minute cancellation and I felt so comfortable leaving my babies with … (more)"

Calendar Recently Updated
9. Aaliyah Verified Background Check

Dog Care Chicago

Grand Crossing, CHICAGO, IL, 60621

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

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 live… (more)

Calendar Recently Updated
10. Rae Verified Background Check

Love to help people with their pets

Evergreen Park, IL, 60805

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

"Rae is fabulous! I couldn't have asked for a more conscientious, responsible and reliable dog-sitter! I have a high-maintenance pit bull, and I am very choosy… (more)"

11. Ellen Verified Background CheckRover 101

I'll run with you dog!

Beverly, Chicago, IL, 60643

House Sitting, Drop-In Visits, Dog Walking

"Ellen is a caring and cheerful person who has been around and taken care of animals most of her life. And she’s also very easy to get along with! (more)"

12. Angelica Verified Background Check

Your Furbaby will love their stay!

Morgan Park, Chicago, IL, 60643

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

About: Angelica & Jay we have 15 years of experience with pets , Ive worked with dogs for over 10 years so we know all a pet needs to have a comfortable sta… (more)

13. Lakesha Verified Background Check

Hi! My name is Lakesha S

Washington Heights, Chicago, IL, 60643

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

About: Hi, my name is Lakesha S I am a 22 year old college student. 👋🏿 I’m a sitter for both human and fur babies Ive worked with animals for two years and… (more)

14. Lesleigh Verified Background CheckRover 101

THE BEST BELLY SCRATCHES EVER!

South Chicago, Chicago, IL, 60617

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

"Lesleigh is one of this most caring and loving people I can rely on when it comes to watching and walking my dog Louis for me. Goes above and beyond to make su… (more)"

15. Abigail Verified Background Check

Fur baby cuddles needed.

South Deering, chicago, IL, 60617

House Sitting, Drop-In Visits, Dog Walking

"I absolutely love Abigail!! And Walter, my first baby-he adores her. Walter is a bit particular and isn’t afraid to let it be known. She handles his bossiness … (more)"

16. Sean Verified Background Check

Very experienced, and I love dogs!

Calumet Heights, Chicago, IL, 60619

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

"Sean was very professional prompt and on-time he bonded very well with my dog he was very respectful of my home I really appreciate it this service and knowing… (more)"

17. Brian Verified Background Check

Large home with big fenced in yard

Chatham, Chicago, IL, 60619

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

About: I've had multiple dogs and cats for over 15 years in the past. However I have none now. But I have plenty of room and the time to accommodate dogs t… (more)

18. Joycee Verified Background Check

Dog care you can rely on.

Beverly, Chicago, IL, 60643

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

"Joycee is an angel, give her your money! Haha! There’s no need to worry. Joycee goes above and beyond the standard to provide excellent care for your beloved p… (more)"

19. Paul Verified Background Check

Enclosed yard and near park

Morgan Park, Chicago, IL, 60643

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

"If you're looking for someone to treat your dog with the same love and care that you would, Paul is your guy. I wanted to make sure that my dog was with someon… (more)"

20. Kayla Verified Background Check

Hi my name is kayla pippin

Roseland, Chicago, IL, 60628

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

About: Hi my name is kayla p. and I love Animals I’m currently going to school for veterinary medicine and I would be the best pet sitter ever.and I’m trust… (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 reviews from pet owners who have used Rover.