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Pet Setting & Drop Ins in West Englewood, Chicago

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

1. 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)"

2. 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)"

3. 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)"

4. Michelle

Sitting, walking, and drop-ins!

Oak Lawn, IL, 60453

House Sitting, Drop-In Visits, Dog Walking

About: I am spending the summer at home before going back to college in the fall. I love animals and I thought dog walking would be a great way to make mo... (more)

5. Christal

I’m @ home full time

Kenwood, Chicago, IL, 60615

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

About: Hi, I’m Christal and I am looking forward to being your next pet-sitter! I walked dogs professionally for years and have recently picked it back up... (more)

Confirmed 4th of July Availability
6. Tina

Loving Personal Care Assistant

Bridgeport, Chicago, IL, 60616

Drop-In Visits, Dog Walking

"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)"

7. 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 professional cat sitter. He knows a lot about how to communicate and play with cats. I feel very comfortable to leave my cats with him. He fe... (more)"

8. Margot

Keeping those tails wagging!

Kenwood, Chicago, IL, 60615

House Sitting, Drop-In Visits, Dog Walking

"Margot did a wonderful job watching my somewhat high maintenance senior dog, Walle. Walle has special needs including scheduled medications, as needed medica... (more)"

9. Yovana

Full time animal lover!

New City, Chicago, IL, 60609

House Sitting, Drop-In Visits, Dog Walking

"I would trust no one else to take care of my fur-babies other than Yovana! I guess you could say im a "crazy" pet parent, my furbabies are family and mean th... (more)"

Confirmed 4th of July Availability
10. 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)

11. 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)

12. 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)"

Confirmed 4th of July Availability
13. 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)

14. Stephanie

I love hanging out with animals

West Elsdon, Chicago, IL, 60629

House Sitting, Drop-In Visits, Dog Walking

"Stephanie is, by far, the biggest animal supporter and advacator I know. Her love for dogs, or any other furry creature surpasses her love for humans by mile... (more)"

Available this weekend
15. 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)"

16. Ebby

Great cuddler - large fenced yard

Chicago Lawn, Chicago, IL, 60629

House Sitting, Drop-In Visits, Dog Walking

"Ebby is a natural with dogs! She is incredibly responsible, timely, and easy to contact. I've known Ebby for three years, and she is one of the kindest and m... (more)"

17. Hilda

Loving & caring family environment.

Brighton Park, Chicago, IL, 60632

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

"I have known Hilda for over 5 years and it doesn't surprise me when she is walking down the street and she stops to say something nice to a dog. She says thi... (more)"

Confirmed 4th of July Availability
18. Vanessa

Ill love your puppy like it’s mine

West Elsdon, Chicago, IL, 60632

House Sitting, Drop-In Visits, Dog Walking

"Vanessa is the best!! She gained my full trust after watching my fur baby Lady! As a dog sitter myself, Vanessa is great. I would let her watch my dog anytime! (more)"

19. Nathalia

Caring for your dog like family!

West Lawn, CHICAGO, IL, 60629

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

"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)"

20. Brianna

Brianna's pet care services

South Side, Chicago, IL, 60629

House Sitting, Drop-In Visits, Doggy Day Care

"I would like to say the I believe Brianna will be a great dog sitter because she loves animals. She just enjoys their company and loves watching over them as... (more)"

Dog owners in West Englewood, Chicago, IL turn to pet sitters on Rover.com for their pet sitting needs. Over 7,915 pet owners have reviewed pet sitters in Chicago, giving them an average rating of 4.9/5. Pet sitting can be affordable, no matter where you live or what your price range may be. Curious about how much pet sitting costs in Chicago with Rover.com? Check out our average pet sitting rates near you to get an idea before getting a conversation started with a pet sitter on Rover. When you leave your dog with a sitter you've connected with on Rover, you can relax, knowing your dog will be treated like family.

The next time you head out of town and need someone to take care of your pets and check in on you home, turn to Rover. It's easy to find a loving West Englewood pet sitter on Rover who'll give your pet one-on-one attention while you're away, and take care of your home. Search from hundreds of trusted pet sitters in West Englewood, Chicago, read sitter profiles, and reach out to sitters who seem like a good fit for you and your pet(s). We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. Then, when you're ready, book and pay for your house and pet sitter all through Rover: it's easy, safe, and cashless. You'll have the peace of mind knowing that your sitter has free premium insurance, a team of safety experts available 24/7, and will send you cute photo updates throughout the stay. Rover is the easiest way to find trustworthy West Englewood pet sitters and avoid the kennel.

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 West 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:

All stays booked on Rover receive our Rover guarantee, 24/7 support, and our reservation protection.

How it works

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1) Browse Sitters

We make it easy to find affordable & reliable sitters near you.

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2) Contact Sitters

Chat about your dog and your specific needs. Even meet in person before booking if you really want to.

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3) Book & pay

Our platform makes it easy and secure. No cash necessary.

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4) Enjoy your trip

Drop off your dog without feeling guilty. Relax with regular photo updates from your sitter.