House Sitting in West Englewood, Chicago

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

1. Payal

West Town Pet Sitter

McKinley Park, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

22 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)"

2. Imani

Dogs are friends not food!

Lower West Side, CHICAGO, IL, 60608

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

4 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)"

3. Mikayla

Energetic dog-lover

Woodlawn, Chicago, IL, 60637

House Sitting, Dog Walking

2 repeat clients

"Mikayla took good care of our dog alice. She was very responsive to our communications. We would definitely use her again. (more)"

4. Rachel

College student loves dogs!

Douglas, Chicago, IL, 60609

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Rachel was great to work with. Rachel stayed at my house for the weekend and took very good care of Chloe. She very responsive when I had questions. She was ... (more)"

5. 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)"

6. Belicia

I LOVE to play with dogs all day!

Auburn Gresham, Chicago, IL, 60620

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"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)"

7. Stacey

I Love Animals and Animals Love Me

Grand Boulevard, Chicago, IL, 60602

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"We ( husband, wife and dog) found Stacey very reliable and accessible. The whole experience made our time away stressless. Thanks (more)"

8. Allison

Certified Veterinary Technician

Bridgeport, Chicago, IL, 60609

House Sitting, Drop-In Visits

7 repeat clients

"Allison was an excellent sitter. She was very responsive, proactive, and dependable. She also handled 2 difficult dogs very well. Would highly recommend her ... (more)"

Confirmed President's Day Availability
9. Craig

Loving Dog Care In Hyde Park

Hyde Park, Chicago, IL, 60615

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

"Craig is one of the most caring and and intelligent people I've ever met. I've known him for over a decade, and over that time, he's had several rescue Rottw... (more)"

10. Alia

bright smile bright attitude

Grand Crossing, Chicago , IL, 60637

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

1 repeat client

"There is so much to praise Alia for. We in the 2 years our girls, Aae'Vii&Aae'Leha have been on this earth—they've basically only been with My husband and I,... (more)"

11. Charlotte

I'll treat your pet as family!

McKinley Park, Chicago, IL, 60609

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

1 repeat client

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

12. Stephanie

Shelter-trained dog lover!

McKinley Park, Chicago, IL, 60609

House Sitting, Drop-In Visits, Dog Walking

"Stephanie was great! Nietzsche once wrote: "To breed an animal that is entitled to make promises—surely that is the essence of the paradoxical task nature ha... (more)"

13. Vanessa

Ill love your puppy like it’s mine

West Elsdon, Chicago, IL, 60632

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Vanessa was awesome. My other dog sitter cancelled two days before I was supposed to leave for out of town. Vanessa responded quickly to my request for last ... (more)"

14. Enoch

Dogs/cats/other pets welcomed!

Bridgeport, Chicago, IL, 60608

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

17 repeat clients

"Enoch did it again! I am so incredibly grateful for the animal care he provided for an extended stay! He did everything - was so caring for my pup - all the ... (more)"

15. Roxy

Woman with Nurturing Personality.

Chicago Lawn, Chicago, IL, 60636

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

About: I have been a dog owner since i was a little girl. I love animals and am a Nurturer at heart. I love enjoying nature so i love to walk. Have no res... (more)

16. Crystal

Loves all animals

Bridgeport, chicago, IL, 60609

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Crystals was great. Very responsive when communicating. Very reliable and professional. And Sassy loved her! We hate to leave town, but it's nice to know tha... (more)"

17. Megan

Pets are my life! I love them!

Chicago Lawn, Chicago, IL, 60629

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

2 repeat clients

"Dogs were happy as clams when I got back from my weekend trip! (And maybe a bit disappointed that it was me instead of Megan that was coming home!) The house... (more)"

18. Yovana

Your dog's life shouldn't be ruff!

New City, Chicago, IL, 60609

House Sitting, Drop-In Visits, Dog Walking

"I would trust no one else to take care of my fur-babies other than Yovana! I guess you could say im a "crazy" pet parent, my furbabies are family and mean th... (more)"

Available this weekend
19. Vero

College Student Dog Sitter

Chicago Lawn, Chicago, IL, 60629

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Vero is amazing at providing all the attention, care and love a dog, or even a cat, needs. She is very responsible and will go out of her way to make sure an... (more)"

20. Danielle

Providing and prioritizing your dog

Chicago Lawn, Chicago, IL, 60619

House Sitting, Drop-In Visits, Dog Walking

"Danielle is a sweetheart and very caring. I've worked with her in the past and she is very reliable and dogs love her! There's been times when I needed some... (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.