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. Vic

I'LL TREAT YOUR DOG LIKE ROYALTY

Near North Side, Chicago, IL, 60610

Drop-In Visits, Dog Walking

"Vic has been a life-saver! Due to my suddenly hectic work schedule a year ago, I was in desperate need of someone exceptional who I could trust to walk my p... (more)"

2. Payal

West Town Pet Sitter

McKinley Park, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

"Payal was great with our cat - gave lots of attention, was prompt woh texts and photos, and was always sure to let us know our little girl was doing well! (more)"

3. Karolina

Karo the Dog Whisperer™

South Loop, CHICAGO, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

"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)"

4. Lauren

Any and all dogs!

Near South Side, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

"Lauren was great with my furry loves! She was attentive and it's clear she really loves animals. I felt completely comfortable leaving my cats and my rabbit ... (more)"

5. 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 is great with the dogs. I feel less guilty in leaving them knowing he is there. They respond well to him and he sends great pictures and updates. I’m... (more)"

Available this weekend
6. Stephanie

Teacher w/ Flexible Summer Hours

Near West Side, Chicago, IL, 60612

House Sitting, Drop-In Visits, Dog Walking

"Stephanie was wonderful with our fur babies and gave them lots of attention during our recent vacation! She took amazing care of them and was very accommodat... (more)"

7. Ariel

Caretaker for your furry friend(s)!

Lower West Side, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

"Ariel is wonderful with my dog! I have a 70 pound pit mix that likes to pull and, while she looks tiny, she manages to control and hold onto Kobe quite easil... (more)"

8. Edilberto

Passionate Pet Care Provider

Loop, Chicago, IL, 60604

House Sitting, Drop-In Visits, Dog Walking

"Eddie always does a great job with our dogs. He’s sensitive to their unique needs and any questions or concerns we have. (more)"

9. Paul

I will run with you dog

Loop, Chicago, IL, 60601

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

"This is the 2nd time we’ve used Paul for a stay longer than a week and he is WONDERFUL! We always get ~20 pictures plus a few videos so we know our cats are ... (more)"

10. 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)"

11. Sophia

Near lots of dog parks!

Lower West Side, Chicago, IL, 60608

Drop-In Visits, Dog Walking

"Sophia was awesome! She made going out of town for a long weekend stress free. She watched our dog for four days, and always made sure to send us updates and... (more)"

12. Enoch

Rover Sitter/Boarder ~SINCE 2015!

Bridgeport, Chicago, IL, 60608

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

"Enoch was an absolutely wonderful sitter. He went above and beyond what I expected. I loved how he took extra time to get to know my animals and made sure th... (more)"

13. Dianne

I can run with your dog!

Armour Square, Chicago, IL, 60616

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

"When it comes to our pups, nothing short of the best care is acceptable. I can assure you, Dianne is the best of them all. Dianne is compassionate, energetic... (more)"

14. Lisa

Home full-time - lives by dog park

Near South Side, Chicago, IL, 60616

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

"It is a real pleasure that I recommend Ms. Hui for a position as a dog caregiver. she is enormously responsible, hardworking and caring dog sitter. Our dog h... (more)"

15. Yovana

Full time animal lover!

New City, Chicago, IL, 60609

House Sitting, Drop-In Visits, Dog Walking

"Hi, my name is Jennifer Chou. I've known Yovana for about a year now, and she takes care of my corgi over the weekend. She always makes time to fit my schedu... (more)"

16. Imani

Dogs are friends not food!

Lower West Side, CHICAGO, IL, 60608

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

About: Hi, my name is Imani and I obviously love Disney movies (notice the Finding Nemo reference in my headline)! Aside from the Disney classics, I am a ... (more)

17. Morgan

I love dogs & dogs love me!

Lower West Side, Chicago, IL, 60608

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

"I would highly recommend Morgan as she has taken care of my dog on several occasions and he just adores her. She treats your dog as if they were her own givi... (more)"

18. Crystal

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 experi... (more)"

19. Claire

Always room in my heart for a pup

Bridgeport, Chicago, IL, 60616

House Sitting, Drop-In Visits, Dog Walking

"Claire is the ultimate animal lover! She has a special way about her that makes animals hover around her. Claire is loving yet firm with my dog. She doesn't ... (more)"

20. Ekaterina

Home full-time - fenced yard

Bridgeport, CHICAGO, IL, 60608

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

"Ekaterina is amazing with dogs! She is loving and has a great energy that my pups adore. She helped me with occasional walks and extended boarding many times... (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: