Pet Setting & Drop Ins in Douglas, 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. 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)"

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2. Ashley

Compassionate & Reliable Walker

Near North Side, Chicago, IL, 60610

Drop-In Visits, Dog Walking

"Ashley did a great job checking in on Sydney and taking her for walks around the area. I received a few verbal compliments about Ashley's stellar care from o... (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)"

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4. Debra

Flexible schedule-will run with dog

Hyde Park, Chicago, IL, 60615

House Sitting, Drop-In Visits, Dog Walking

"Debra is super awesome! She met with before the walk to make sure to hammer out the logistics. I would highly recommend her! (more)"

5. 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)"

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6. Laura

Love, care and joy for your dog(s)

Near South Side, Chicago, IL, 60616

House Sitting, Drop-In Visits, Dog Walking

"Laura has looked after my three dogs (2 Morkies and a Labradoodle) for short and extended periods and I couldn't be happier with the care they receive. The... (more)"

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7. Polly

Your dog just texted me!

Loop, Chicago, IL, 60615

House Sitting, Drop-In Visits, Dog Walking

"I am delighted to recommend Polly, who house- and pet-sat for my family on a number of occasions over the course of about three years. I can categorically sa... (more)"

Confirmed availability
Labor Day
8. Heather

Work from home - Dog Park in back!

Near South Side, Chicago, IL, 60616

Dog Boarding, Drop-In Visits, Dog Walking

"Heather is excellent! She would be a great host on Rover.com. My pup has stayed with Heather and Lucy multiple times over the past year and always has a gr... (more)"

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9. Lauren

Any and all dogs!

Near South Side, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

"Lauren is very professional and takes great care of our dog. She is patient with our puppy and we greatly appreciate it. I'm so glad to have her as a trusted... (more)"

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10. Joanne

Dog Mom, Rescue Volunteer & Foster

Loop, Chicago, IL, 60605

Drop-In Visits, Doggy Day Care

"Joanne is the most caring individual when it comes to dogs. She adopted her cute fur baby Asti a few years ago and is the most loving pet owner I know. Her p... (more)"

Confirmed availability
Labor Day
11. Camilla

Fulltime dog lover part time sitter

Bridgeport, Chicago, IL, 60616

House Sitting, Drop-In Visits, Dog Walking

"Camilla is wonderful. She is very caring and takes wonderful care of her charges. She is also deals with medications without blinking an eye. When she has... (more)"

Confirmed availability
Labor Day
12. David

Caring for other's dogs since 1990

Bridgeport, CHICAGO, IL, 60608

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

"David is amazing with my dog! I don’t trust a lot of people with my dog as he has some anxiety issues, but David is always on the top of my list when I need ... (more)"

Confirmed availability
Labor Day
13. Derryk

Hyde Park Puppy & Dog Sitter

Hyde Park, Chicago, IL, 60615

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

About: My name is Dereck. I left my 2 year old dog, Max back home (while I am in school) and I miss him terribly, so I figured I could spend my time watch... (more)

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14. 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)"

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15. Chelsea

Dog Caretaker with Flexible Hours

Near South Side, Chicago, IL, 60616

House Sitting, Drop-In Visits, Dog Walking

"I met Chelsea in graduate school and have known her for several years. She has always been a dog person, and speaks so highly of her family dog. I’ve seen he... (more)"

Confirmed availability
Labor Day
16. Enoch

Rover Sitter/Boarder ~SINCE 2015!

Bridgeport, Chicago, IL, 60608

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

"Enoch is very good cat sitter. He knows how to play with the my fluffis, groom, trim their nails. And also he makes my house clean! 5 ⭐️! 强烈推荐给小伙伴们! (more)"

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17. Jessica

Flexible dog sitter in LP

Near South Side, Chicago, IL, 60610

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

About: Hello! My name is Jessica. My husband and I live in Lincoln Park and were thinking bout getting another dog. We currently have a 6 year old frien... (more)

Confirmed availability
Labor Day
18. Megan

Last minute bookings available!

Armour Square, Chicago, IL, 60616

House Sitting, Drop-In Visits, Dog Walking

"Megan did such a great job. I had to leave without getting to go home to check on my cats and Megan figured everything out easily and made it stress free. Sh... (more)"

19. Tina

Loving Personal Care Assistant

Bridgeport, Chicago, IL, 60616

Drop-In Visits, Dog Walking

"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)"

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20. 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)"

When it comes to pet sitting, dog owners in Douglas, Chicago, IL love Rover.com. Over 7,915 owners have reviewed sitters in Chicago, giving them an average rating of 4.9/5. The cost of pet sitting in Douglas may surprise you - in a good way. That's because there's a pet sitter on Rover for nearly every price range and lifestyle. Curious about how much it you can expect to pay for pet sitting on Rover? Check out our average pet sitting rates to get an idea before you start a conversation with a sitter.

Never beg a friend to drop in on your pets while you're on vacation again. With Rover, you can find the perfect Douglas, Chicago pet sitter in seconds. Sitters on Rover are pet lovers, who will be happy to sit dogs, cats, caged pets, and even horses while they take care of your home. By removing common pet care obstacles, Rover ensures pets nationwide are happy and well-cared for even when their human is away, and empowers pet lovers to live happy and fulfilling lives. Founded on the belief that everyone should have the opportunity to experience the unconditional love of a pet, Rover makes it easy for you to reach trusted pet sitters in Douglas, Chicago who can provide the care your pet needs, when they need it.

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 Douglas, 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: