House Sitting in Woodlawn, Chicago

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

1. Crystal

Loves all animals

Bridgeport, chicago, IL, 60609

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"I could not have asked for a better sitter than Crystal. She came over prior to the start of service to meet my dog and I could tell at once that she was tru... (more)"

Available this weekend
2. Phoebe

Lots of availability - Lots of love

Bridgeport, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

"Phoebe was really great with the dogs. Totally competent and completely trustworthy. I have two older dogs, one is a very picky eater who usually loses a t... (more)"

3. Kimberly

Your dog is my dog!

Roseland, Chicago, IL, 60619

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

1 repeat client

"Kimberly was AWESOME!!! Super friendly and great communication. We'd definitely book with her again. (more)"

4. Emma

PhD in dog walking & cat cuddling

Hyde Park, Chicago, IL, 60615

House Sitting, Drop-In Visits, Dog Walking

9 repeat clients

"I highly recommend Emma. Our household is big and crazy and she held her own :-) She sent lots of pictures and updates so we didn't have to worry about our k... (more)"

5. Mary

Mary's Pet Care

South Side, Chicago, IL, 60616

House Sitting

5 repeat clients

"Mary did a fantastic job sitting for my dog Huck while I was away on a work trip. She sent text updates and pictures at least once a day. She even brushed ... (more)"

6. Allison

Certified Veterinary Technician

Bridgeport, Chicago, IL, 60609

House Sitting, Drop-In Visits

5 repeat clients

"Allison is hands down the best pet sitter! We had her stay in our home over a long weekend with our two senior pups. She provided excellent communication and... (more)"

7. Myk'La

Mind, face, and soul of a pup

Hyde Park, Chicago, IL, 60637

House Sitting, Drop-In Visits, Dog Walking

"Myk'La is a awesome person and some one i'd highly recommended for the Dog Caregiver position.She posess a high spirit personality along with an outgoing and... (more)"

8. LeAnna

10+ years of Professional Pet Care!

Hyde Park, Chicago, IL, 60615

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

1 repeat client

"Our experience with LeAnna was wonderful! She took perfect care of our dog and cat and kept us updated throughout the stay. She really listened and We are co... (more)"

9. Krista

Flexible schedule, love dogs

Hyde Park, Chicago, IL, 60615

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

About: Other dog owners describe me as a caring, responsible, loving dog lover and pet sitter. I'm a current grad student so I have a flexible schedule to... (more)

10. Kennedi

Love as if it's your own.

Calumet Heights, Chicago, IL, 60619

House Sitting, Drop-In Visits, Dog Walking

"Kennedi is a very free spirit hard working young lady. I've had my dog Cashmere for 7 years now she's a yorkie and kennedi has kept my dog for me for weeks a... (more)"

11. Blaize

Blaize's Dog Sitting in Hyde Park

South Side, Chicago, IL, 60637

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

"Blaize is an excellent petsitter. She's a kind, reliable, and thoughtful person--and a pet-owner herself. You'll have peace of mind when you're away from to ... (more)"

12. Sydney

I am energetic and attentive!

Grand Boulevard, chicago, IL, 60653

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Sydney is a very intelligent, responsible young woman. She has a passion for animals and been around dogs and cats all her life. (At one time, living with 3 ... (more)"

13. Shantel

I'll show your dog what love is.

South Shore, Chicago, IL, 60649

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

1 repeat client

"Shantel has taken care of my dog for me before. Choosing her to take care of my dog was one of the best decisions I've ever made. She's really responsible an... (more)"

14. Rebba

Dog Lover in Hyde Park

Hyde Park, Chicago, IL, 60615

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

3 repeat clients

"Rebba is incredibly compassionate and loving with dogs. She genuinely cares for them and showed great kindness and care for my late dog. Your dog will be i... (more)"

15. Billie

Experience, love and care

Grand Boulevard, Chicago , IL, 60653

House Sitting, Drop-In Visits, Dog Walking

About: I am a client care coordinator at a well established veterinary practice. In addition to working with dogs and cats on a daily basis, I have had pe... (more)

16. Katie

I absolutely love all dogs

Grand Crossing, Chicago, IL, 60619

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

"Katie was great. I felt very comfortable having her come over to let my two dogs out. She sent me pictures of her playing fetch with them. I would not hesita... (more)"

17. Kathryn

Every dog must have his day!

Kenwood, Chicago, IL, 60653

House Sitting, Drop-In Visits, Dog Walking

"Kathryn continuously showed professionalism while caring for my families pets. My family pets included one golden retriever, one jack russel rat terroir, and... (more)"

18. Mikayla

Energetic dog-lover

Woodlawn, Chicago, IL, 60637

Dog Boarding, House Sitting, Dog Walking

"Mikayla loves animals, especially dogs. Her fun and cheerful nature attracts dogs to her, and they form an inseparable bond. I couldn't think of a better job... (more)"

19. Catalina

Catalina, Dog Lover

Woodlawn, Chicago, IL, 60637

House Sitting, Drop-In Visits, Dog Walking

"Catalina has always had a special relationship with dogs. When she was growing up, at various times, she had labradors, neapolitan mastiffs, rottweilers and ... (more)"

20. Jamey

Fun and compassionate caretaker!

Woodlawn, Chicago, IL, 60637

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Jamey is our favorite pet sitter because she showers our furbabies with love and attention while also taking care of their needs. Jamey is especially great w... (more)"

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Learn About Premier

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.

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.