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. Erin

Dog Lover and Best Friend...

Evergreen Park , IL, 60805

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

About: I have been a dog sitter for the past five years but I have operated mostly by word of mouth. I have sat dogs in my own home, as well as, in the cl... (more)

2. Maria

I'm a professional dog whisperer :)

South Lawndale, Chicago, IL, 60623

House Sitting, Drop-In Visits

"Maria is a phenomenal dog sitter. She specializes in presumably big dogs, always keeping her composure no matter what the situation. Dogs always feel a certa... (more)"

3. Colleen

Treating your fur babies as family

Ashburn, Chicago , IL, 60652

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

"In addition to her extreme love of animals, Colleen has spent a number of years working as a Vet Tech. She is my go-to person if I ever have a concern about... (more)"

4. Stephen

Walking, Bordering/Sitting Training

Beverly, Chicago, IL, 60643

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

7 repeat clients

"I really appreciated Stephen's updates about our Frank and the photos he sent! He did more than just let Frank out to use the bathroom- he bonded with him! I... (more)"

5. Moesha

College student that loves Dogs!

Douglas, chicago, IL, 60616

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

3 repeat clients

"Moesha was great with a little doggie who is mostly afraid of people. Little Jax warmed up to her and she took great care of him. 5 Paws for Moesha (more)"

6. Noreen

Loving and fun dog sitter!!

Beverly, Chicago, IL, 60643

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

16 repeat clients

"I love bringing my dog to Noreen! She is an energetic and compassionate dog lover. I know my dog is getting walked, fed, and cared for when she stays at Nore... (more)"

7. Jac

Loving and Experienced Pet Sitter

Bridgeport, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"I have two rambunctious American eskimos who absolutely adore Jac. She takes such great care of them and she adores them too. I've actually never met anyone ... (more)"

8. Megan

Pets are my life! I love them!

Chicago Lawn, Chicago, IL, 60629

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

About: I have owned dogs my whole life. I got my first dog as a Christmas present when I was in third grade. Ever since then, I have been taking care of m... (more)

Confirmed Easter Weekend Availability
9. Courtney

Best Belly Rubber in Town!

Kenwood, Chicago, IL, 60615

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

3 repeat clients

"Courtney was great with my cat, Cathy and she was available within short notice! She sent me photos every day and a video. Even though I've been working with... (more)"

10. Brittany

Force-Free and Fun!

Bridgeport, Chicago, IL, 60608

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

3 repeat clients

"Brittany is great! Thanks for taking care of our pup ? (more)"

11. Emily

Experienced Sitter in Chicago!

Lower West Side, Chicago, IL, 60608

Dog Boarding, House Sitting, Drop-In Visits

1 repeat client

" Emily has been in the dog-caretaking business for four years. There is nobody I'd recommend before her. Not only is she extremely trustworthy on all levels... (more)"

Confirmed Easter Weekend Availability
12. Hayley

Flexible, reliable, and available!

Bridgeport, Chicago , IL, 60608

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Hayley is an excellent caregiver! She loves animals and treats them with the utmost respect. Whether she is walking, playing, or even cleaning your furry fri... (more)"

13. Frank

Play date with the boys!

West Elsdon, Chicago, IL, 60629

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

41 repeat clients

"Frank goes above and beyond... And his gentle and calm demeanor will put you at ease right away. He is a good person... Dogs like him. And I trust him. :) (more)"

14. Paige

My name is Paige & I'm a dogaholic.

Hyde Park, Chicago, IL, 60615

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

1 repeat client

"My chocolate lab is like my baby, that being said I'm extremely picky with who I will allow to watch him. What I appreciate most about Paige is not just h... (more)"

15. Myk'La

Energetic, artsy, happy and caring

Chatham, Chicago, IL, 60619

House Sitting, Drop-In Visits, Dog Walking

"Myk'La is a awesome person and some one i'd highly recommended for the Dog Caregiver position.She posess a high spirit personality along with an outgoing and... (more)"

16. Kennedi

Love as if it's your own.

Calumet Heights, Chicago , IL, 60619

House Sitting, Drop-In Visits, Dog Walking

About: I was the fortunate ten year old girl, no siblings who grew up with the responsibility of several children ( dogs, frogs, snakes, cats, etc. lol). ... (more)

Confirmed Easter Weekend Availability
17. Madison

Call me the K9 crusader!

Bridgeport, Chicago, IL, 60608

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

1 repeat client

About: I started my pet sitting career with 2 dogs name Eve and Jojo 5 years ago. As soon as I started I fell in love with these 2 babies. Thats when I kn... (more)

18. Allison

Certified Veterinary Technician

Bridgeport, Chicago, IL, 60609

House Sitting, Drop-In Visits

3 repeat clients

"We had Allison come to house-sit and look after our two pups (one with special requirements) while we were out of town. Allison managed to win over our anxi... (more)"

Confirmed Easter Weekend Availability
19. Tom

Passionately Cheerful and Caring

Woodlawn, Chicago, IL, 60637

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

"Jeannette M Tom has been a caregiver for our beagle, Boomer. He walked, talked and ran with him. I trust him with all my pets! (more)"

20. Angeli

Professional and Caring Pet Care

Chatham, Chicago, IL, 60620

Drop-In Visits, Dog Walking

"Angeli has cared and continues to care for my two dogs on numerous occasions. She was referred to me initially by a local politician friend. I was called to ... (more)"

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Learn About Premier

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: