Skip to content

Pet Sitting & Drop Ins in Englewood, Chicago

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

Calendar Recently Updated
1. 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 fortunate … (more)"

2. E 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)"

Calendar Recently Updated
3. Allyssa Verified Background Check

Animal Lover

Hyde Park, Chicago, IL, 60637

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

"I trusted Allyssa to watch my dog, Prince, for a weekend, and he immediately cozied up to her. He has a few health issues which requires him to take medicines … (more)"

Calendar Recently Updated
4. Crystal Verified Background Check

Loves all animals

Bridgeport, chicago, IL, 60609

House Sitting, Drop-In Visits, Dog Walking

"Crystal was great!!! Very flexible schedule-wise. She sent updates and pictures of my furballs. Crystal left my place spotless, very tidy, and took very good c… (more)"

Calendar Recently Updated
5. Dayana Verified Enhanced Background Check

Everyone is considered family

Chicago Lawn, Chicago, IL, 60629

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

"I have 3 cats and they are like my babies. I love traveling so much but I struggled leaving my kittens. I wanted to be sure they were well taken care of. Daya… (more)"

Calendar Recently Updated
6. Troy Verified Enhanced Background Check

Dogs are the key to my heart!

Chatham, Chicago, IL, 60619

House Sitting, Drop-In Visits, Dog Walking

"Troy is excellent with animals, specifically dogs. He has a genuine love and passion for caring for dogs and not only has demonstrated this with his own dog Ze… (more)"

Calendar Recently Updated
7. 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 El… (more)"

Calendar Recently Updated
8. 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 wan… (more)"

Calendar Recently Updated
9. 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 live… (more)

Calendar Recently Updated
10. Christina Verified Enhanced Background Check

Pets need loving care always

Kenwood, Chicago, IL, 60615

House Sitting, Drop-In Visits, Dog Walking

"Christina is an amazing person. She cares so much for all kinds of animals. We have two small dogs, and whenever we go on vacation, she stays at our house and … (more)"

Calendar Recently Updated
11. Beverly Verified Background Check

Home full-time, individual care

Chatham, Chicago, IL, 60620

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

"Bev was so awesome with my fur babies. She sent lots of pictures and kept me in the loop. I will definitely be booking her again ?? (more)"

Calendar Recently Updated
12. Mariam Verified Background Check

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 th… (more)"

Calendar Recently Updated
13. Nancy Verified Background Check

Grandma with lots of love to share

New City, Chicago, IL, 60609

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

About: I'm great with pets and often pet sit for my friends. Walking, playing, talking, feeding and of course petting them is what I do best. If you have … (more)

Calendar Recently Updated
14. Melissa Verified Background Check

Flexible Loving Dog Walker/Sitter

Gage Park, Chicago, IL, 60632

Drop-In Visits, Dog Walking

"Melissa is the dog walker that you need! She is great with my two rambunctious dogs. They love her. She is very gentle, loving and playful with both dogs. Th… (more)"

15. Love Verified Background Check

I have a big yard for your dog

Englewood, Chicago, IL, 60621

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

About: I grew up with dogs all of my life and. They have brought me nothing but pure joy. I even helped multiple dogs give birth to puppies. It was amazing.… (more)

16. Marisa Verified Background Check

Animal lover w/ lots of experience

Hyde Park, Chicago, IL, 60615

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

"Marisa has watched our dog at least once a week since he was an 8 week old puppy. The strongest recommendation we could give would simply be to point out that … (more)"

17. Sam Verified Background Check

Experienced Hyde Park Pet-Sitter!

Hyde Park, Chicago, IL, 60615

House Sitting, Drop-In Visits, Dog Walking

"Sam was fabulous looking after my dog and cat. We came home to happy, healthy pets that were thrilled to see her when we exchanged keys (maybe even more than u… (more)"

18. Kyy Verified Background Check

Professional and fun pet sitter!

Washington Park, Chicago, IL, 60637

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

About: Hi everyone! I am 21 and enjoy caring for animals! My entire life, I’ve had multiple pets and lots of experience with pet sitting! Caring for canines… (more)

19. 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. They … (more)"

20. 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 m… (more)

Dog lovers in Englewood, Chicago, IL love pet sitters on Rover.com. Over 7,915 pet owners have reviewed pet sitters on Rover in Chicago, giving them an average rating of 4.9/5 stars. No matter what your price range is, you might be surprised to learn how affordable pet sitting in Chicago can be when you book with Rover. Wondering how much it might cost to book pet sitting? Check out our average pet sitting rates to get an idea before contacting a pet sitter near you.

Never beg a friend to drop in on your pets while you're on vacation again. With Rover, you can find the perfect Englewood, Chicago pet sitter in seconds. Sitters on Rover are pet lovers, who will be happy to sit dogs, cats, caged pets, and even horses while they take care of your home. By removing common pet care obstacles, Rover ensures pets nationwide are happy and well-cared for even when their human is away, and empowers pet lovers to live happy and fulfilling lives. Founded on the belief that everyone should have the opportunity to experience the unconditional love of a pet, Rover makes it easy for you to reach trusted pet sitters in Englewood, Chicago who can provide the care your pet needs, when they need it.

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 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: