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. Miki

Active dog lover!

Near West Side, Chicago, IL, 60661

House Sitting, Drop-In Visits, Dog Walking

About: I have been caring for my family dogs and have been pet sitting all my life! I currently have a 20 lb cockapoo Cooper who is very active as well. U... (more)

Available this weekend
2. Caraline

Experienced & Certified Pet Sitter

Loop, Chicago, IL, 60606

Drop-In Visits, Dog Walking

3 repeat clients

"Caraline was great. She took great care of my kitties. She played with them and even brushed them. Now I can go on trips knowing my kitties are well take... (more)"

3. Tina

Loving Personal Care Assistant

Bridgeport, Chicago, IL, 60616

Drop-In Visits, Dog Walking

5 repeat clients

"Tina was wonderful with Brady! She is responsible and sweet and sent me the cutest pics of Brady! This was my first time using Rover and I'm so happy to have... (more)"

4. Maria

I'm a professional dog whisperer :)

South Lawndale, Chicago, IL, 60623

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Maria is a phenomenal dog sitter. She specializes in presumably big dogs, always keeping her composure no matter what the situation. Dogs always feel a certa... (more)"

5. Karolina

Karo the Dog Whispererâ„¢

South Loop, CHICAGO, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

10 repeat clients

"Karolina stays in touch and shows that she truly cares for your pets - it helps so much when you are away! I get notes and photos constantly. I would highly ... (more)"

6. Dana

Mother of Dogs for Decades!

West Town, Chicago , IL, 60642

Drop-In Visits, Dog Walking

1 repeat client

"Dana was great! Lots of detailed updates and pics, which I love when I'm away. I definately recommend her! (more)"

7. Lorin

Let me love your dog, like my own!

Near West Side, Chicago, IL, 60612

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"I have seen Lorin with my 2 dogs. They both love being around her. She is the person I go to when I am out of town to take care of my dogs. She is amazing! (more)"

8. Mindy

5-Star Care Custom-Tailored Stays

Douglas, Chicago, IL, 60616

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

About: My 1890's rowhouse with 3,300 sq. ft. and fenced front and back yards will be a perfect home to assure a safe and enjoyable stay for your four-legg... (more)

9. Robert

All furry friends welcome!

Loop, Chicago, IL, 60601

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

20 repeat clients

"Robert was fantastic! I could tell Duke had so much fun with him during his drop in visits. Robert is so knowledgeable of dogs especially our breed, a French... (more)"

10. Rebecca

Home full-time - Love being outside

Near South Side, Chicago, IL, 60616

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

"I have never met anyone that loves and cares for dogs as much as Rebecca does! I have had her walk/watch my dogs many times and she is so good with them. A... (more)"

11. Jenell

Free belly rubs

Loop, Chicago, IL, 60601

Dog Boarding, Drop-In Visits, Dog Walking

1 repeat client

"Jenell was so sweet and my dog Roxy absolutely loved her! She watched Roxy for 4 nights while my husband and I were out of town. Roxy was returned happy and ... (more)"

12. 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)"

13. Margaret

Dog lover with vast experience!

Near West Side, Chicago, IL, 60661

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

1 repeat client

"The best (more)"

14. 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)"

15. Abby

Experienced Sitter Loves All Pets!

Douglas, Chicago, IL, 60616

Drop-In Visits, Dog Walking

11 repeat clients

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

16. Collin

Gentle Soul, Love Animals, Reliable

Near South Side, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

4 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)"

17. Brittany

My first brother was a Maltese...

Bridgeport, Chicago, IL, 60608

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

"Brittany has a magical way with dogs, cats rats, snakes, and plants. She has watched all my pets and is very skilled, caring and patient. She's also excellen... (more)"

18. Sidney

Experienced & Active Dog Enthusiast

Lower West Side, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

8 repeat clients

"For as long as I've known her, Sidney has loved dogs, and can tell you anything and everything about them. She is kind, caring and empathic, and treats every... (more)"

19. Phoebe

Lots of availability - Lots of love

Bridgeport, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Phoebe took excellent care of our Pomeranian while we spent our annual week at Disney World. It seemed like she and Moxie really bonded - we felt like we lef... (more)"

20. Katie

Pup-loving college student

Douglas, Chicago, IL, 60609

House Sitting, Drop-In Visits, Dog Walking

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)

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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: