House Sitting in West 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.
1. Allison

Certified Veterinary Technician

Bridgeport, Chicago, IL, 60609

House Sitting, Drop-In Visits

8 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)"

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2. Dee

Hyde Park Dog Lover

Kenwood, Chicago, IL, 60615

House Sitting, Drop-In Visits, Dog Walking

"Dee is THE best doggie caretaker I’ve ever encountered! She truly loves dogs and is responsible and fun. My dog has a Fitbark so I can track her steps and I ... (more)"

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3. Margarita

I love pups of all ages and sizes!

Bridgeport, Chicago, IL, 60616

House Sitting, Drop-In Visits, Dog Walking

"Margarita is one of the most responsible people I know. She is very patient, reliable, and is one of the nicest people you will have the pleasure of working ... (more)"

Confirmed availability
Memorial day
4. Joy

Your Dog Will Be Loved!

South Shore, chicago, IL, 60610

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

6 repeat clients

"Joy is the sweetest and most caring person I have met! She is a natural with dogs and they are just drawn to her and love her! (more)"

Confirmed availability
Memorial day
5. 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)"

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6. Payal

West Town Pet Sitter

McKinley Park, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

23 repeat clients

"Payal was amazing! It is hard to leave your pet, but she made us feel completely at ease when we were on vacation. Would most definitely recommend!! :) (more)"

Confirmed availability
Memorial day
7. Nina

Student & home often, love to run!

Hyde Park, Chicago, IL, 60637

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

"Nina has watched Wiley many times while I've been away from the house or at work. He has a ton of energy and she's great with him. She takes him on more ... (more)"

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8. Andrea

Dogs love my peaceful personality!

Hyde Park, Chicago, IL, 60615

House Sitting, Drop-In Visits, Dog Walking

"Andrea is a caring, self-motivated, and efficient person who knows how to work productively in stressful and new environments. She has told be about her pass... (more)"

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9. Rachel

College student loves dogs!

Douglas, Chicago, IL, 60609

House Sitting, Drop-In Visits, Dog Walking

3 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)"

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10. Dwight

Work from home - large fenced yard

Woodlawn, Chicago, IL, 60637

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

1 repeat client

"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)"

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11. Stephanie

I love hanging out with animals

West Elsdon, Chicago, IL, 60629

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Stephanie is, by far, the biggest animal supporter and advacator I know. Her love for dogs, or any other furry creature surpasses her love for humans by mile... (more)"

Confirmed availability
Memorial day
12. Kyisha

Home full time, large fenced back y

Englewood, Chicago, IL, 60637

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

1 repeat client

"It's a blessing having someone like Kesha around, she's very easy going with my dog, most of the time I have a hard time trying to get my dog to leave kesha,... (more)"

Confirmed availability
This weekend
13. 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)

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14. Janet

Experienced Emergency Vet Assistant

Gage Park, Chicago, IL, 60632

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

About: My name is Janet, and I am a hopeful, future vet student. When I'm not in school, or working, I am loving on any fur baby that I come across. I h... (more)

15. Lillian

friendly and patient with all dogs

McKinley Park, Chicago, IL, 60609

House Sitting, Drop-In Visits, Dog Walking

"Lillian has been helping us take care of our Flynn for a couple years now. She also tended our cat, Beatrice when she was alive. She is great with our pup, ... (more)"

16. Kayla

I love long walks, private backyard

West Lawn, Chicago, IL, 60629

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

"Kayla loves animals, she treats her cat Zelda like her own child. She's a great dog walker that cares for every furry loved one she comes across. She's patie... (more)"

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17. Ebby

Great cuddler - large fenced yard

Chicago Lawn, Chicago, IL, 60629

House Sitting, Drop-In Visits, 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)"

18. Isaiah

I will run and play with your dog

Gage Park, Chicago, IL, 60629

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

"Isaiah is a pet lover in general but he's first choice are dogs he has owned a few different dogs breeds, He's responsible and caring with dogs plus he has ... (more)"

19. 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)"

20. Aly

Your pet-tential sitter <3

West Englewood, Chicago, IL, 60636

House Sitting, Drop-In Visits, Dog Walking

"Aly was a neighbor of mine. My pup really misses her I'm sure. She would take Maya on walks daily when I was working. She was a god sent as she also fed her ... (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.