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. Yvonne

Greyhound Mom: Loving Sitter/Walker

Lower West Side, Chicago, IL, 60608

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

"Yvonne is a very loving caregiver for dogs and pets in general. She is very responsible and doesnt take any situation for granted. I would highly recommend her. (more)"

Available this weekend
2. Kara

Dog lover with dog park access!

Evergreen Park, IL, 60805

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

About: I am a true dog lover! I am also a teacher and am off for the summer! I have plenty of time to hang with your dog during the day. I have one femal... (more)

3. Penelope

Loving dogs more than anything

Lower West Side, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

18 repeat clients

"Penelope is fantastic!! She took excellent care of our pets. Her communication was great and no reasonable request was denied. We strongly recommend her serv... (more)"

4. Anne

Grad Student Ready to Love Your Pup

Hyde Park, Chicago, IL, 60615

Drop-In Visits, Dog Walking

2 repeat clients

"Anne took very good care of my cats and sent me updates while I was away. (more)"

5. 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)"

6. Noreen

Loving and fun dog sitter!!

Beverly, Chicago, IL, 60643

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

25 repeat clients

"We have an Old English Sheep dog that is 4 years old. Noreen has cared for him many times over his life. She treats him like a member of her family and he ge... (more)"

7. Kaitlin May

Offering cuddles, walks/runs & love

Lower West Side, Chicago, IL, 60608

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

"Katie is an incredibly responsible dog-owner and has a huge, dog-loving heart. She loves her dog Luna with so much passion and always makes time in her day t... (more)"

8. Emma

PhD in dog walking & cat cuddling

Hyde Park, Chicago, IL, 60615

House Sitting, Drop-In Visits, Dog Walking

9 repeat clients

"Emma was incredibly accommodating; offered to come over for a meet and greet so I could show her around, and we could chat through the stay. She worked with ... (more)"

9. Simone

Professional Pup Lover!

Bridgeport, Chicago, IL, 60616

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Hello, Rover! Simone has cared for my pup, Honey on several occasions & I have never come home to an unhappy pet! She is kind and where Honey is concerned... (more)"

10. Christian

PAWS volunteer,rescuer

McKinley Park, Chicago, IL, 60609

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

11. Thandaway

Pre-vet student majoring in cuddles

South Shore, Chicago, IL, 60649

Drop-In Visits, Dog Walking

1 repeat client

"Thandaway is great! She has provided great care to my Theo and received feedback in stride. I trust her in my home. I hate that she is only here for the sum... (more)"

Available this weekend
12. Phoebe

Lots of availability - Lots of love

Bridgeport, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

"Phoebe has taken care of my two dogs, Oliver and Cosette, on multiple occasions. Oliver can be testy as he is half chihuahua, but Phoebe was very gentle with... (more)"

13. Stephen

Walking, Bordering/Sitting Training

Beverly, Chicago, IL, 60643

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

7 repeat clients

"Steve is great! Very flexible and trustworthy and always sends me updates and photos. Our Frank loves taking walks with him and it is a comfort to know we ca... (more)"

14. Danielle

Providing and prioritizing your dog

Chicago Lawn, Chicago, IL, 60619

House Sitting, Drop-In Visits, Dog Walking

"Danielle is a sweetheart and very caring. I've worked with her in the past and she is very reliable and dogs love her! There's been times when I needed some... (more)"

15. Rebba

Dog Lover in Hyde Park

Hyde Park, Chicago, IL, 60615

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

3 repeat clients

"Rebba is incredibly compassionate and loving with dogs. She genuinely cares for them and showed great kindness and care for my late dog. Your dog will be i... (more)"

16. Belicia

I LOVE to play with dogs all day!

Auburn Gresham, Chicago, IL, 60620

House Sitting, Drop-In Visits, Dog Walking

About: I really enjoy getting to know the dogs, cuddling, and playing with them. I am okay with cleaning up after dogs, because I have been walking my own... (more)

17. Nikki

I am an animal lover to the end.

Woodlawn, Chicago , IL, 60637

Dog Boarding, Drop-In Visits, Dog Walking

1 repeat client

About: I'm an owner of a playful energetic nine year old boxer. Whenever you see me, you're sure to see my dog Marley. I'm very active so dogs usually ti... (more)

18. Krista

Flexible schedule, love dogs

Hyde Park, Chicago, IL, 60615

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

About: Other dog owners describe me as a caring, responsible, loving dog lover and pet sitter. I'm a current grad student so I have a flexible schedule to... (more)

19. Doneisha

Donny's furry friends!

Auburn Gresham, Chicago, IL, 60620

House Sitting, Drop-In Visits, Dog Walking

About: My name is Doneisha but everyone call me Donny! I've been working with dogs professionally for 3 years now. I started off as an bather at petsmart ... (more)

20. Katie

I absolutely love all dogs

Grand Crossing, Chicago, IL, 60619

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

"Katie was great. I felt very comfortable having her come over to let my two dogs out. She sent me pictures of her playing fetch with them. I would not hesita... (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: