Pet Setting & Drop Ins in Bridgeport, Chicago

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

1. Payal

West Town Pet Sitter

West Town, Chicago, IL, 60622

House Sitting, Drop-In Visits, Dog Walking

18 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)"

2. Karolina

Karo the Dog Whispererâ„¢

South Loop, CHICAGO, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

12 repeat clients

"Karolina is the best! She house sitted for a long weekend and I'm pretty sure our pup was sad we were back and she had to leave. She walked him a LOT and sen... (more)"

3. Tina

Loving Personal Care Assistant

Bridgeport, Chicago, IL, 60616

House Sitting, Drop-In Visits, Dog Walking

7 repeat clients

"Tina did a great job taking care of our two cats while we were out of town for a long weekend! She was very responsive to our requests and was readily availa... (more)"

4. David

NOT JUST A PET BUT FAMILY

Lower West Side, Chicago, IL, 60608

Drop-In Visits, Dog Walking

7 repeat clients

About: I feel my dog's are not just pets, they're my family and one of my kids, I'll care for your dog the same way, I have the patience to insure your do... (more)

5. Cassandra

Large open home, dog company

West Town, Chicago, IL, 60642

Dog Boarding, Drop-In Visits, Dog Walking

About: Hi, my name is Cassandra and i have been an avid animal lover since ive been able to walk. I have spent alot of time volunteering at local shelters... (more)

6. Ashley

Flexible schedule; long walks

Near North Side, Chicago, IL, 60654

Drop-In Visits, Dog Walking

1 repeat client

"Ashley was absolutely wonderful! She was very thorough in describing her visits with my dog & I almost felt like I was home with them. I returned home from m... (more)"

7. Dana

Mother of Dogs for Decades!

West Town, Chicago , IL, 60642

Drop-In Visits, Dog Walking

1 repeat client

"Dana is a wonderful dog lover! Very thorough, friendly, and willing to work with your schedule. Highly recommend (more)"

8. Collin

Gentle Soul, Love Animals, Reliable

Near South Side, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

7 repeat clients

"Collin is always so wonderful with Scrappy and gives him tons of attention and affection. He always looks so happy in his pictures on the Rover Card. (more)"

9. Edilberto

Passionate Pet Care Provider

Loop, Chicago, IL, 60604

House Sitting, Drop-In Visits, Dog Walking

8 repeat clients

"Eddie works for me as a dog walker. I have found him to be a available, proficient and knowledgeable. He has been patient, kind and loving towards the do... (more)"

10. Abby

Experienced Sitter Loves All Pets!

Near West Side, Chicago, IL, 60607

Drop-In Visits, Dog Walking

11 repeat clients

"Absolutely excellent! She was available same-day within the hour -- she is awesome. Highly recommended! (more)"

11. Caraline

Experienced & Certified Pet Sitter

Loop, Chicago, IL, 60606

Drop-In Visits, Dog Walking

3 repeat clients

"Caraline is the ultimate professional and takes such good care of your pet. Kofi loves her to pieces. She is trained in many different pet care skills and is... (more)"

12. Natalie

Loop Living and Pup Loving!

Loop, Chicago, IL, 60607

House Sitting, Drop-In Visits, Dog Walking

"This is our first experience with a pet sitter service and my dog, Sophie, has never had anyone come in prior. WE are so thrilled with Natalie and Sophie ju... (more)"

13. Brittany

Force-Free and Fun!

Bridgeport, Chicago, IL, 60608

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

18 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)"

14. Alexandra

Reliable & Loving Sitter

Near South Side, Chicago, IL, 60616

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

1 repeat client

"Alex took great care of my cat when I was traveling! She sent pics and kept me updated during my trip. I would recommend Alex to anyone who needs a responsib... (more)"

15. Sarah

Life is more fun with a Dog!

Near South Side, Chicago, IL, 60616

Dog Boarding, Drop-In Visits

"Sarah is perfect for Rover! She is a great dog mom to her dog Cookie and an amazing aunt to my dog Gary. I rarely trust someone with my little pooch, but wit... (more)"

16. Charlotte

I'll treat your pet as family!

McKinley Park, Chicago, IL, 60609

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

"Charlotte is a wonderful experienced dog sitter! She was willing to humor a very nervous dog mom by sending some very good pictures every day. The instructio... (more)"

17. Netiya

Caring for others is my passion.

Bridgeport, Chicago, IL, 60608

Drop-In Visits, Dog Walking

11 repeat clients

"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)"

18. Catherine

Animal trainer for film and TV

Loop, Chicago, IL, 60607

Dog Boarding, Drop-In Visits, Dog Walking

9 repeat clients

About: I have owned a dog walking company in LA for over 10 years and we are still going strong. I am looking forward to walking in dogs in my home town. ... (more)

19. 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)

20. 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)"

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Learn About Premier

Pet parents in Bridgeport, 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.

Rover.com is the simple, savvy way to find and book Bridgeport, Chicago drop in pet sitting. It's easy to find the perfect pet sitter. Many sitters have offered pet sitting on Rover for years, and 95% of reviewed stays have received a perfect five-star rating. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Pet sitters on Rover have the option to complete a free background check, which you can see from their background check badge. Pet sitters are booked on Rover every minute of every day, and 92% of the population lives within a short drive of one of the more than 65,000 sitters who've listed their services on Rover, so you're sure to find the perfect pet sitter in Bridgeport, Chicago . When you book with one of our trusted pet sitters on Rover you get peace of mind that your home and pets are in loving hands.

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 Bridgeport, 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: