Pet Setting & 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.

1. Payal

West Town Pet Sitter

McKinley Park, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

"Payal was a better dog-sitter than I could have hoped for. It was our first time leaving Zeke alone with a stranger and she was very caring and attentiveness... (more)"

2. 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

"Alex was fantastic! He went the extra mile for us, patiently waiting for me to drive to our house when there was an issue with gaining entry. Koffee quickly ... (more)"

3. Beverly

Home full-time, dog park membership

Chatham, Chicago, IL, 60620

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

"Beverly is a kind, patient and caring person that absolutely love pets. I had the pleasure of watching her interact with her dog Bob and it was very heartwar... (more)"

4. Enoch

Rover Sitter/Boarder ~SINCE 2015!

Bridgeport, Chicago, IL, 60608

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

"Enoch is a very responsible sitter! He takes care of my cats very well. Feed them exactly how much it needs to! He plays with them, brushes their hairs and s... (more)"

5. Joy

Your Dog Will Be Loved!

South Shore, chicago, IL, 60610

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

"Joy is awesome! She was punctual and when I needed her to assist me with my Rupert for an emergency she didn’t hesitate to respond and help. She sent picture... (more)"

6. Tina

Loving Personal Care Assistant

Bridgeport, Chicago, IL, 60616

Drop-In Visits, Dog Walking

"Tina was wonderful with Brady! She is responsible and sweet and sent me the cutest pics of Brady! This was my first time using Rover and I'm so happy to have... (more)"

7. Samone

I went to school for this! :)

Grand Crossing, Chicago, IL, 60619

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

About: My experience with pet health care started very early on as a child, as my mother was a Veterinarian Technician, and allowed me with an abundance o... (more)

8. Andrea

Dogs love my peaceful personality!

Hyde Park, Chicago, IL, 60615

House Sitting, Drop-In Visits, Dog Walking

"Andrea is a very loving and responsible caretaker! She really pays attention to what your animal companion needs and treats them like one of her own. I defin... (more)"

9. Yovana

Full time animal lover!

New City, Chicago, IL, 60609

House Sitting, Drop-In Visits, Dog Walking

"Hi, my name is Jennifer Chou. I've known Yovana for about a year now, and she takes care of my corgi over the weekend. She always makes time to fit my schedu... (more)"

10. Nina

Student & home often, love to run!

Hyde Park, Chicago, IL, 60637

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

"Nina took good care of my two cats while I was on Vacation in Florida for a week! She is very reliable. (more)"

11. Laura

Teacher by day... Dog lover by life

Kenwood, Chicago, IL, 60615

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

About: I have been a dog owner most of my life. I currently am dog mom to a beagle mix named spaghetti! She loves to have other dog friends to play with... (more)

Available this weekend
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

"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)"

13. Ashley

4-5 walks/Day & I Work from Home!

Hyde Park, Chicago, IL, 60637

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

"Ashley has watched our dog Ralph multiple times. Our dog is a Basset mix who is almost 80 lbs. He like to jump and bark and needs lots of attention and that ... (more)"

14. Aaliyah

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 ... (more)

15. Tom

Passionately Cheerful and Caring

Woodlawn, Chicago, IL, 60637

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

"We went away for a several week vacation, and Tom was amazing with our fearful dog. Our dog has a disability, is fearful of strangers in her home, and can re... (more)"

16. Shamika

Hello to all my pet parents

West Englewood, Chicago, IL, 60636

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

About: Hi i am a 33yr old pet lover i have always loved animals since i was a child, not to good with bugs, but cats, dogs, snakes, little furry things yo... (more)

17. James

Dogs are my favorite people!

Hyde Park, Chicago, IL, 60615

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

"James is a great dog dad to his puppy. He’s a fun person to work with, patient, and caring. James is a full time counselor so he understands people as well a... (more)"

18. 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)"

19. Puck

Long walks and runs for active dogs

Hyde Park, Chicago, IL, 60615

House Sitting, Drop-In Visits, Dog Walking

"Puck is a responsible and communicative dog caregiver. They took care of dog, Sasha, when my family was on vacation, and went above and beyond to make sure s... (more)"

20. Amy

Grad student seeking puppy cuddles

Woodlawn, Chicago, IL, 60615

Drop-In Visits, Dog Walking

"Amy was great when I hired her to walk my dog during the day. My dog Bruno loves to walk but also loves to pull. Amy had no problem handling him during the w... (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: