Pet Setting & Drop Ins in Gage Park, Chicago

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

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.
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Available this weekend
1. Jen

Offering love all day, every day!

West Lawn, Chicago, IL, 60629

Drop-In Visits, Dog Walking

About: My name is Jennifer, but feel free to call me Jen! I'm 24 years old and have experience with dogs for over 10 years. I'm a true believe that dogs a... (more)

2. Nick

DOGS ARE LIFE

Loop, Chicago, IL, 60607

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

"Nick would be a fantastic and trustworthy dog caregiver. He grew up in house with 2 dogs, so he has experience with dogs. Nick is also straight A responsible... (more)"

3. Kristen

Playdate with Bernadette!

Oakland, Chicago, IL, 60653

Dog Boarding, Drop-In Visits, Dog Walking

About: I specialize in taking care of female dogs. I had an older French Bulldog named Mischue (Polish for teddy bear) who lived to be 15 years old and a... (more)

4. Sapphire

Pets are Family,I will treat 'em so

Cicero, IL, 60804

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Sapp hire did an amazing job. My dog was happy and treated well. I will be using her again!!! (more)"

5. 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)"

Confirmed Holiday Availability
6. Netiya

Caring for others is my passion.

Bridgeport, Chicago, IL, 60609

Drop-In Visits, Dog Walking

1 repeat client

"Netiya watched my cat, Harvey, while I was away on an extended weekend. She updated me with photos and messages! Would definitely use Netiya and her services... (more)"

7. Isabel

Fun dog days for your pets stay

Cicero, IL, 60804

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

5 repeat clients

"Isabel is the best! She was timely and took great care of my dog while I'm away, including a summary of each visit and a picture. Highly recommend! (more)"

Confirmed Holiday Availability
8. Brittany

Compassionate and Patient

Bridgeport, Chicago, IL, 60608

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

About: I moved to Chicago from Gainesville, FL to get a fresh perspective and a change of pace. I'm an artist who spends most of my time making comics and... (more)

9. 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 Holiday Availability
10. Frank

Play date with the boys!

West Elsdon, Chicago, IL, 60629

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

40 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)"

11. Valeria

My son has paws & I care for all

Garfield Ridge, Chicago, IL, 60638

Drop-In Visits, Dog Walking

About: I have been a pet owner for about 6 years now. Not only have I cared for him but also family dogs. At one point have lived with three dogs at once.... (more)

Confirmed Holiday Availability
12. Megan

Pets are my life! I love them!

Chicago Lawn, Chicago, IL, 60629

House Sitting, Drop-In Visits, Dog Walking

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)

13. Meera

Fun Loving and Eager to Play!

South Lawndale, Chicago, IL, 60608

Drop-In Visits, Dog Walking

"Meera is truly amazing. She loves animals and is very passionate about them. She walks my 2 dogs, Pongo and Bella, 4 times a week. Additionally, if I know I ... (more)"

Available this weekend
14. Tanisha

Taking care of your best friend!

Ashburn, CHICAGO, IL, 60652

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

1 repeat client

"Tanisha is the most reliable person that I know. She loves dogs and animal. She would take excellent care of the dogs left in her care. Tanisha is very... (more)"

Confirmed Holiday Availability
15. Crystal

Loves all animals

Bridgeport, chicago, IL, 60609

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

About: I have 14 years experience with a variety of animals, including exotics. I have taken care of animals with special needs and medications. While i... (more)

Confirmed Holiday Availability
16. Samantha

Your dogs vacation spot!

Gage Park, Chicago , IL, 60632

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

"Samantha is amazing!! She was great at communicating, sent pictures, always kept me updated. I loved how quickly she responded to my texts and calls. I felt ... (more)"

17. Sarah

Will show your pup so much love!!!!

Bridgeport, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Sarah is an angel! She loves my sweet baby Ray like one of her own. Sarah has watched Ray on multiple occasions. During their time together she often takes h... (more)"

18. Gabriela

Dog-owner that loves animals dearly

West Elsdon, Chicago, IL, 60632

House Sitting, Drop-In Visits, Dog Walking

About: My family has owned pets for all of my life. I had to start caring for my own dogs starting at 8 years old. I currently own three wonderful dogs an... (more)

Confirmed Holiday Availability
19. Giselle

I have a loving passion for dogs!

West Lawn, Chicago, IL, 60629

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

About: Hi! My names Giselle. I understand dogs to an emotional level, and I give them love and compassion as they deserve. I talk to my dogs, I give them ... (more)

20. Mollie

A Playful, Loving Spirit

McKinley Park, Chicago, IL, 60608

Drop-In Visits, Dog Walking

"Mollie loves dogs! Plus, she has a very keen sense of responsibility. Her work ethic makes her a good choice in any situation. When Mollie takes on a task... (more)"

Experience exceptional service and a personalized match

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Learn About Premier

Pet parents in Gage Park, Chicago, IL love dog sitters on Rover.com. 7,915 owners have reviewed sitters in Chicago, giving them an average rating of 4.9/5. 95% of reviewed stays have received a perfect 5-star rating, and 92% of pet parents live within a short drive of a dog sitter on Rover. That means Rover is the perfect place to go when you're search for loving, safe care for your best friend. Wondering how much you can expect to pay for a day on Rover? Check out our average pet sitting rates to get an idea before you start a conversation with a sitter.

As pet lovers, we understand how difficult it can be to leave your pet when you have to head out of town. Luckily, you can find the perfect Gage Park pet sitter in seconds on Rover.com. If you're looking for trusted pet sitters while you're away, whether it's for one night or a whole month, you can find a pet sitter in Gage Park, Chicago who meets your and your pet's needs. We manually review and approve every profile on our site, and we offer tools to help you make the right decision for your pet, including background checks, sitter testimonials, community reviews. We also offer educational opportunities and extra safety tools, such as the Protection Package. And we always recommend an in-person Meet & Greet so you can see that your sitter is the perfect fit for your dog. Rover is proud to be the nation's largest network of pet sitters and dog walkers.

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 Gage Park, 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: