Pet Sitting & Drop Ins in West Englewood, Chicago

Book a pet sitter to stop by your home a few times a day to feed and play with your dog.

Confirmed availability
Labor Day
1. Allison Verified Background Check

Attentive, spirited animal lover

South Lawndale, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

"Amazing and kind. Good with all types of animals and was able to help under a short timeframe. I’m very grateful to have Allison’s help! (more)"

Confirmed availability
Labor Day
2. Nadia Verified Enhanced Background CheckRoverGORover 101

[Insert Dog Pun Here]

Clearing, Chicago, IL, 60638

House Sitting, Drop-In Visits, Dog Walking

"Nadia is great with our two dogs. They seem to enjoy her company and she takes a ton of pictures of her visit so we can see all the playtime they get. She ha... (more)"

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3. Kaitlyn Verified Background CheckRover 101

College Student: Full Time Pet Care

Brighton Park, Chicago, IL, 60632

House Sitting, Drop-In Visits, Dog Walking

"Kaitlyn was absolutely fabulous!!! I'm a tough grader, generally, and she exceeded my expectations. I will definitely work with Kaitlyn again if I'm fortunat... (more)"

4. Elizabeth Verified Background CheckRover 101

Animal Loving Family

Grand Boulevard, Chicago, IL, 60653

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

"She was great! Took great care of our big, energetic dog. Would definitely book again (more)"

Confirmed availability
Labor Day
5. Crystal Verified Background Check

Loves all animals

Bridgeport, chicago, IL, 60609

House Sitting, Drop-In Visits, Dog Walking

"I am very very glad I hired Crystal to check-in on and care for my bunny while I was out of town. I was immediately impressed by how knowledgeable and experi... (more)"

6. Sabrina Verified Background CheckRoverGO

Happy To Pamper Your Baby

Garfield Ridge, Chicago, IL, 60638

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

"Sabrina was great! Was flexible to get on a call to talk through her services and offered a meet and greet with our dogs. Hoping to utilize Sabrina for walks... (more)"

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7. Karla Verified Background Check

Proud fury friend lover

Gage Park, Chicago, IL, 60629

Drop-In Visits, Dog Walking

"I one hundred percent recommend Karla for being a dog sitter. I hired her for a week, I was out on a vacation trip to Florida. She took care of my husky who... (more)"

Confirmed availability
Labor Day
8. Alyssa Verified Enhanced Background Check

Pet lover looking to help ❤️

New City, Chicago, IL, 60609

Drop-In Visits, Dog Walking

"Alyssa is such a sweet person. She treats every animals, whether it's a fish or a dog, with the most respect. She is very passionate about animals. She makes... (more)"

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9. Beverly Verified Background Check

Home full-time, individual care

Chatham, Chicago, IL, 60620

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

"I used Beverly for the first time for my senior dog. I requested 2 drop in visits with Beverly. We initially set up a meet n greet between the three of us, w... (more)"

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10. Maria Verified Background Check

Double lot yard adores dogs

Chicago Lawn, Chicago, IL, 60629

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

"Maria is fantastic with dogs. She pets every dog she sees, shes good with elderly dogs. She is good with keeping to pets schedules and giving dogs their medi... (more)"

Confirmed availability
Labor Day
11. Maurice Verified Enhanced Background Check

Eager, friendly and motivated

Washington Park, Chicago, IL, 60615

House Sitting, Drop-In Visits, Dog Walking

About: HI; my name is Mauricie my friends call me reese. Since a kid I've always owned and trained multiple dogs. I Love dogs and I treat everyone dog li... (more)

Confirmed availability
Labor Day
12. Louis Verified Enhanced Background Check

The Dog Whisperer

Woodlawn, Chicago, IL, 60637

House Sitting, Drop-In Visits, Dog Walking

About: I’m just a chill dude who loves pets and studying their behaviors. It’s cool to sit back and discover the different personalities and traits that t... (more)

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13. Khala Verified Background Check

I Might love your dog more !!!

Woodlawn, Chicago, IL, 60637

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

"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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14. Paige Verified Enhanced Background Check

Lover of all animals!

Ashburn, Chicago, IL, 60652

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

About: 😀 Greetings, I’m Paige! I work for Rover because why not get paid to do what I LOVE!!!! I had a Maltese/Shitzu and I loved our 12 years of time tog... (more)

15. Antione Verified Background Check

Ya Pet’s With A Vet

Englewood, Chicago, IL, 60612

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

About: I’ve Worked At An Animal Shelter in my Previous years.With That being said, a Forever lasting bond was built between me & the dogs.A dog is truly a... (more)

16. 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 li... (more)

Confirmed availability
Labor Day
17. Elliott Verified Background Check

Marketer by day, Dog lover 4 Life!

Washington Park, Chicago, IL, 60609

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

"Elliot was fantastic! He took great care of our Chow Chow for a week while we were out of the country. She's 11 and can sometimes be a bit temperamental but ... (more)"

18. Nataya Verified Background Check

Loving care when your not there!!

West Englewood, Chicago, IL, 60636

House Sitting, Drop-In Visits, 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. The... (more)"

19. Mason Verified Background Check

Big dog lover

New City, Chicago, IL, 60609

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

"I've known Mason Ben for most of my life and he has always been an animal/dog person. I've had him dog sit for me multiple times and even weeks at a time.I k... (more)"

20. Estephany Verified Background Check

Fun Dog Whisperer

West Englewood, Chicago, IL, 60636

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

"She is great with dogs. She cares for them walks them plays with them. Never a dull day with her. One day she had to dog sit for me when I went to Mexico for... (more)"

Dog owners in West Englewood, Chicago, IL turn to pet sitters on Rover.com for their pet sitting needs. Over 7,915 pet owners have reviewed pet sitters in Chicago, giving them an average rating of 4.9/5. Pet sitting can be affordable, no matter where you live or what your price range may be. Curious about how much pet sitting costs in Chicago with Rover.com? Check out our average pet sitting rates near you to get an idea before getting a conversation started with a pet sitter on Rover. When you leave your dog with a sitter you've connected with on Rover, you can relax, knowing your dog will be treated like family.

The next time you head out of town and need someone to take care of your pets and check in on you home, turn to Rover. It's easy to find a loving West Englewood 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 pet sitters in West Englewood, Chicago, read sitter profiles, and reach out to sitters who seem like a good fit for you and your pet(s). 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 West Englewood pet sitters and avoid the kennel.

A Daily Treat: A Blog by Rover

Rover's got you covered, even when you don't need a pet sitter or dog walker. Check out our blog for pictures of adorable dogs, help on your biggest dog-related questions, and more:

Book a Stay, Donate to a Cause

Sit a Dog, Save a Life lets you raise money for local dogs-in-need by doing something you do already: asking your neighbors to watch your dog instead of leaving them in a kennel. Many Rover sitters in West Englewood, Chicago donate a percentage of their earnings to nonprofits through Sit a Dog, Save a Life. When you book with a sitter who has the Rover Donation Badge on their profile, you're helping dogs in need, right here in Chicago.

We're proud to support over 200 organizations across the nation, including: