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.

Confirmed Holiday Availability
1. Tina

Loving Personal Care Assistant

Bridgeport, Chicago, IL, 60616

House Sitting, Drop-In Visits, Dog Walking

8 repeat clients

"Tina is *excellent.* She was wonderful with my 2 large dogs during my first weekend away from home. Her care is extremely reliable, conscientious, and kind.... (more)"

2. Noreen

Loving and fun dog sitter!!

Beverly, Chicago, IL, 60643

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

38 repeat clients

"Noreen was very communicative and took cute pictures of my puppies! Thank you! (more)"

3. Payal

West Town Pet Sitter

McKinley Park, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

20 repeat clients

"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)"

4. Nathalia

Caring for your dog like family!

West Lawn, CHICAGO, IL, 60629

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

3 repeat clients

"I work for Southwest Airlines and I travel a ton for work! Being new to Chicago, I was a bit nervous letting my pup stay with anyone. Nathalia was so consist... (more)"

5. 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 30yr 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)

6. Christian

PAWS volunteer,rescuer

McKinley Park, Chicago, IL, 60609

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Christian was awesome and extremely accommodating with such short notice! He came to a meet and greet literally the night before we needed him. He was friend... (more)"

Confirmed Holiday Availability
7. Netiya

Caring for others is my passion.

Bridgeport, Chicago, IL, 60608

Drop-In Visits, Dog Walking

12 repeat clients

"Netiya was amazing!!! We had to book a cat sitter last minute and Netiya was both very responsive and flexible! She sent us photos of our cat while we were a... (more)"

8. Danielle

Providing and prioritizing your dog

Chicago Lawn, Chicago, IL, 60619

House Sitting, Drop-In Visits, Dog Walking

"Danielle Rupert is an absolutely wonderful dog sitter. Very loving and caring spirit. She has a special love for animals and wants them to be treated with th... (more)"

9. Crystal

Loves all animals

Bridgeport, chicago, IL, 60609

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Our pups love Crystal and I can't imagine a better person to be part of our dog team. So grateful Crystal was able to help. (more)"

10. Brittany

Force-Free and Fun!

Bridgeport, Chicago, IL, 60608

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

19 repeat clients

"Brittany is a very professional and patient sitter. We have a very complicated issue between two cats, they don't get along very well with each other, but Br... (more)"

11. Vero

College Student Dog Sitter

Chicago Lawn, Chicago, IL, 60629

House Sitting, Drop-In Visits, Dog Walking

"Vero is amazing at providing all the attention, care and love a dog, or even a cat, needs. She is very responsible and will go out of her way to make sure an... (more)"

12. Janet

Experienced Emergency Vet Assistant

Gage Park, Chicago, IL, 60632

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Janet is fantastic. We called her because I went INTO LABOR 3 weeks early and didn't have family arranged to help with our dogs. She was a lifesaver. It mean... (more)"

13. 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 very nice when we met for our meet and greet and assured me that our sweet kitty boy would be in great hands! She came to our place in the morning... (more)"

14. Katie

Pup-loving college student

Douglas, Chicago, IL, 60609

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

About: I've had pets all my life - dogs, cats, gerbils, snakes, you name it! I love animals and would take care of your dog as if it were my own. I love d... (more)

15. 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)"

16. Holly

Dog lover 1st, law student 2nd!

Hyde Park, Chicago, IL, 60615

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Holly took great care of my cats, Fisher and Bugaloo. I appreciated the daily updates and photos. They had plenty of food and water when I returned home. Hig... (more)"

17. Lily

Diligent student with experience

Hyde Park, Chicago, IL, 60637

House Sitting, Drop-In Visits, Dog Walking

"If I would trust anyone with my pet, it would be Lily. She is so responsible and on top of things that I know she would give the utmost care to my dog. Also,... (more)"

18. Brooke

High energy dog expert!

Bridgeport, Chicago, IL, 60609

Drop-In Visits, Dog Walking

"Brooke is awesome and genuinely loves to care for animals. She has always been a huge animal lover and puts their needs and desires above her own. I would tr... (more)"

19. Jinni

Skilled Pet Sitter & Photographer

Hyde Park, Chicago, IL, 60615

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Although Jinni is my granddaughter and I must admit to being a bit partial, I would recommend her wholeheartedly for dog sitting. She has been an animal lov... (more)"

Confirmed New Years Availability
20. Eva

Lifetime Dog Lover & Future Vet!

Kenwood, Chicago, IL, 60515

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"I have known Eva for several of years, we are great friends and there is no other person I would recommend to watch my pet besides her. I would allow her to ... (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: