House Sitting in Englewood, Chicago

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

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.
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1. Patiya

Social Worker Who Loves Dogs

Beverly, Chicago, IL, 60643

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

"Patiya went above and beyond house sitting for our puppy! She is very reliable and great with dogs, we will be booking her again. (more)"

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2. Kat

Quality care for our fur babies

Brighton Park, Chicago, IL, 60632

House Sitting

"I was really drawn to Kat's relaxed and yet attentive attitude towards my dog and 3 cats. She was great about keeping me updated and sending pics everyday wh... (more)"

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3. Payal

West Town Pet Sitter

McKinley Park, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

"Payal is a gem!Our Niko loved her and has a new friend. She took him for walks, gave him his mess, and gave him lots of pets and snuggle time. Her calm demea... (more)"

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4. Alejandra

College student w/ a love for pups!

Kenwood, Chicago, IL, 60615

House Sitting, Drop-In Visits, Dog Walking

"Alejandra was perfect! My little Sky got all the attention and playtime she needed while in her care. Thanks for everything Alejandra, hope to see you many m... (more)"

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5. Rebba

Dog Lover in Hyde Park

Hyde Park, Chicago, IL, 60615

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

"I was traveling out of town for two weeks in January and needed a pet sitter. Rebba was an amazing dog sitter to my beloved Mr. Jinx. She sent me daily photo... (more)"

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6. Katja

Over 10 years of dog experience!

Grand Boulevard, Chicago, IL, 60653

House Sitting, Drop-In Visits, Dog Walking

About: I have cared for dogs my entire life working as a foster parent for multiple organizations including Eye on the Sparrow and AARF. Currently, I have... (more)

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7. Jennifer

Architect by day, Dog lover 4 life!

Hyde Park, Chicago, IL, 60615

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

"Jennifer took great care of my two dogs. She even agreed to extend her stay an extra day on short notice. The boys got a lot of exercise and the apartment wa... (more)"

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8. Elijah

Dog lover

Hyde Park, Chicago, IL, 60637

House Sitting, Drop-In Visits, Dog Walking

"Elijah has watched and walked my dog, Skip, for the past year. He is beyond attentive to Skip and now whenever the doorbell rings Skip goes bounding towards ... (more)"

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9. Olivia

Your dog’s best friend!

Chatham, Chicago, IL, 60619

House Sitting, Drop-In Visits, Dog Walking

"She’s my all time favorite! My dog instantly bonded with her upon meet. Watching my dog’s excitement every time she sees Olivia is heartwarming. Whoever is l... (more)"

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10. Khala

Always available! Always flexible!

Woodlawn, Chicago, IL, 60637

Dog Boarding, House Sitting

"Khala has been taking care of my pug, Lily Grace, for three years. I trust her completely. Although when I come to pick Lily Grace up, she doesn't always w... (more)"

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11. Allison

Certified Veterinary Technician

Bridgeport, Chicago, IL, 60609

House Sitting, Drop-In Visits

"Allison is an absolute pro! This was our first time using Rover and we were so fortunate to get Allison. She not only took fantastic care of our high energy ... (more)"

12. Zachary

Zach's Hyde Park Dog-Care

South Side, Chicago, IL, 60653

House Sitting, Drop-In Visits, Dog Walking

"Zach has offered wonderful assistance to our family. He is very easy to work with and responsible with our 4 legged baby. Even when we've had foster dogs, Za... (more)"

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13. MK

Former Vet Tech

Hyde Park, CHICAGO, IL, 60615

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

About: I have been involved with many aspects of dog care my entire life. Have a personal affinity for big dogs and absolutely crazy about water dogs. :)... (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)"

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15. Masheika

Available almost everyday!!

Grand Crossing, Chicago, IL, 60621

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

About: I've loved animals my whole life even the funny looking ones. I currently have two shy but loving older female cats. One is 8 yrs old and the other... (more)

16. Mariam

I am Home full-time, flexible hours

New City, Chicago, IL, 60609

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

"I’ve known Mariam for a good amount of years, she’s always been passionate about caring for dogs. I trust and know my dogs are in good hands with her. She’s ... (more)"

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17. Jaylan

Cheap check ins and cheap walks hit

West Englewood, Chicago, IL, 60636

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

"I’ve knew Jaylan for a long time, and one thing that always calms him down is his dog. He loves him like it’s his own child, it’s like his Bestfriend and if ... (more)"

18. Jazmyn

J's Furry Petcare Service

South Side, Chicago, IL, 60637

House Sitting, Dog Walking

"Jazmyn is passionate about animals and is an engaged pet sitter. I've known her for years and the enthusiasm and care she takes where animals are concerned i... (more)"

19. Mondisa

Dogs are people too!

Woodlawn, Chicago, IL, 60637

House Sitting, Dog Walking

"Mondisa is one of the best dog sitters I know. What I think makes her such a great sitter in that she gives the dog so much attention. She naturally loves ... (more)"

20. Belicia

I LOVE to play with dogs all day!

Englewood, Chicago, IL, 60621

House Sitting, Drop-In Visits, Dog Walking

"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)"


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.