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Pet Sitting & 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.

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1. Kaitlyn Verified Background CheckRover 101

College Student: Full Time Pet Care

Brighton Park, Chicago, IL, 60632

House Sitting, Drop-In Visits, Dog Walking

"Kaitlyn was absolutely fabulous!!! I'm a tough grader, generally, and she exceeded my expectations. I will definitely work with Kaitlyn again if I'm fortunate … (more)"

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2. Lauren Verified Background Check

Animals, can’t live without them!

Loop, Chicago, IL, 60605

Dog Boarding, Drop-In Visits, Dog Walking

"Lauren came by once to cat sit for us while we were out of town and she was great. Very responsive communication and followed all directions perfectly. Her rat… (more)"

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3. Allison Verified Background CheckRover 101

Attentive, spirited animal lover

South Lawndale, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

"Amazing and kind. Good with all types of animals and was able to help under a short timeframe. I’m very grateful to have Allison’s help! (more)"

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4. Ali Verified Background Check

Experienced Walker and Animal Lover

Near West Side, Chicago, IL, 60608

Drop-In Visits, Dog Walking

"Ali, is an amazing dog lover who is reliable and caring. There aren't many people I can trust to watch my dogs without a worry and Ali is one those people. She… (more)"

5. E Verified Background CheckRover 101

Animal Loving Family

Grand Boulevard, Chicago, IL, 60653

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

"She was great! Took great care of our big, energetic dog. Would definitely book again (more)"

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6. Dana Verified Background Check

Trustworthy and experienced

Lower West Side, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

"I lived with Dana for a couple years and another roommate had a dog in the house for whom we were all responsible. Dana took care of the dog and regularly fed … (more)"

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7. Crystal Verified Background Check

Loves all animals

Bridgeport, chicago, IL, 60609

House Sitting, Drop-In Visits, Dog Walking

"I am very very glad I hired Crystal to check-in on and care for my bunny while I was out of town. I was immediately impressed by how knowledgeable and experien… (more)"

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8. Annie Verified Enhanced Background CheckRover 101

Your 1st kitty/doggy visit FREE ✔

Near South Side, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

"This was my first time using Rover to take care of my cat. I was going to be going out of town for 11 days and with that, I was hesitant with someone I didn’t… (more)"

9. Tom Verified Background Check

Located in Bridgeport, Doggo lover

Bridgeport, Chicago, IL, 60608

Drop-In Visits, Dog Walking

"I have known Tom now for about 10 years. This man would have stood up with me at my wedding if it wasn’t for the dang corona. Having said that, I would put my … (more)"

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10. Michelle Verified Background Check

Dog loving teacher in South Loop!

Armour Square, Chicago, IL, 60616

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

"Michelle will be a phenomenal dog sitter. She is caring, smart, and trustworthy. Michelle grew up with dogs in her home from small to large and has a huge hear… (more)"

11. Alyssa Verified Enhanced Background Check

Pet lover looking to help ❤️

New City, Chicago, IL, 60609

Drop-In Visits, Dog Walking

"I had the pleasure of working alongside Alyssa in a pet store & I’ve never met someone more caring about animals. She’s cared for injured animals, gave medicat… (more)"

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12. Laura Verified Enhanced Background Check

Love meeting new dogs! (and cats!)

Bridgeport, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

"Laura took a great care of our strong and energetic Pit Bull for a whole week.She sent us nice updates and pictures of each visit. (more)"

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13. Elina Verified Background Check

Experienced walker and pet friend

Lower West Side, Chicago, IL, 60608

Drop-In Visits, Dog Walking

"Elina is one of the most caring and sincere animal lovers I know! She has been looking after my cats many times and her attentiveness and special attitude is r… (more)"

14. Matt Verified Enhanced Background CheckRover 101

4 parks within walking distance!

Armour Square, Chicago, IL, 60616

Dog Boarding, Drop-In Visits, Dog Walking

"Matt has been my go-to sitter for about 5 years now, ever since my collie Carla was just a puppy. He is so considerate and flexible with the drop off and pick … (more)"

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15. Keith Verified Enhanced Background Check

Dogs lovers unite!

Bridgeport, Chicago, IL, 60625

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

About: Hi! My name is Keith. I have been a dog walker for close to two years. I love animals and have a deep respect for them as a whole. I grew up with pi… (more)

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16. aidan Verified Enhanced Background Check

truthworthy & always punctual

Bridgeport, chicago, IL, 60616

House Sitting, Drop-In Visits, Dog Walking

About: I grew up on a small hobby farm raising sheep, goats, chickens, ducks, and rabbits from the age of 13. I always had a dog or cat in my home. I often … (more)

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17. Jasmine Verified Enhanced Background Check

Plenty of long walks and treats!

Bridgeport, Chicago, IL, 60609

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

"For as long as I've known Jasmine, she has always been loving and caring toward dogs. She goes out of her way to show compassion to the dogs she interacts with… (more)"

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18. Sandra Verified Background Check

Ready to meet Pawsome Friends

Bridgeport, Chicago, IL, 60616

House Sitting, Drop-In Visits, Dog Walking

"Sandra is a very kind, wonderful, responsible person who will take great care of your pets! There are very few people I would trust with my dog Quincy, but I t… (more)"

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19. Katie Verified Enhanced Background Check

Another fetching day @ the pawffice

Bridgeport, Chicago, IL, 60601

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

About: Zoo worker who is remote during covid! I have experience as a dog walker at a humane society, where I walked various breeds and helped socialize th… (more)

20. Randi Verified Background Check

Home Full Time-Big Fenced in Space

Bridgeport, Chicago, IL, 60608

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

"Randi was great! Very responsible and friendly. She took care of my baby so I didn’t have to worry about her while traveling overseas! Great job!! (more)"

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: