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Pet Sitting & Drop Ins in Washington Heights, 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. Lynn Verified Background CheckRover 101

I will treat your dogs like family!

Oak Lawn, IL, 60453

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

"Lynn was great!! This is the first time I have ever left my dogs with a sitter and I was completely worry free for my daughter's wedding weekend. She kept in … (more)"

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2. Jennifer Verified Background CheckRover 101

Architect by day, Dog lover 4 life!

Morgan Park, Chicago, IL, 60615

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

"Jennifer was great! She was super responsive, sent photos to keep us updated, and was able to do two extra visits on short notice. Thanks so much, Jennifer! (more)"

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3. Beverly Verified Background Check

Home full-time, individual care

Chatham, Chicago, IL, 60620

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

"Bev was so awesome with my fur babies. She sent lots of pictures and kept me in the loop. I will definitely be booking her again ?? (more)"

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4. Aaliyah Verified Background Check

Dog Care Chicago

Grand Crossing, CHICAGO, IL, 60621

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

About: A true mommy dog lover.I have 2 small Maltese Poodles. Going away for the weekend or Holidays. Allow me to take care of your baby like my own. I live… (more)

5. Maria Verified Background Check

Quality canine and feline care

Beverly, Chicago, IL, 60655

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

"Maria took great care of our 3 cats, (more)"

6. Marlene Verified Background Check

I’d be happy to care for your bff!

Auburn Gresham, Chicago, IL, 60620

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

About: My name is Marlene, I am working from home currently with flexibility in my schedule. I love taking dogs for walks and I love bonding with animals in… (more)

7. Angelica Verified Background Check

Your Furbaby will love their stay!

Morgan Park, Chicago, IL, 60643

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

About: Angelica & Jay we have 15 years of experience with pets , Ive worked with dogs for over 10 years so we know all a pet needs to have a comfortable sta… (more)

8. Joycee Verified Background Check

Dog care you can rely on.

Beverly, Chicago, IL, 60643

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

"Joycee is a very passionate dog owner. She treats Oomber like her child. They have a lot of fun and adventure together. Your pet couldn’t be in better care. (more)"

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9. Jessica Verified Background CheckRover 101

Dog lover with large fenced in yard

Mount Greenwood, Chicago, IL, 60655

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

About: I’m a huge dog lover with a compassion for animals. I have a 9-year-old Shetland sheepdog that gets along with other dogs. I am a recent college grad… (more)

10. Chris Verified Background Check

Great walks, Great Care

Pullman, Chicago, IL, 60628

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

About: I have experience caring for animals up to 5 years and have been a dog person all my life. Walks and special attention towards your dog and will foll… (more)

11. Janet Verified Background Check

We are walking on sunshine

Beverly, chicago, IL, 60655

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

"I can enthusiasticly recommend Janet Coyne. As a retired nurse, she demonstrated a lifetime commitment and reliability. She also has a passion fo dogs. She is … (more)"

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12. Mary Verified Background CheckRover 101

Pt AnimalShelter Employee w/BigYard

evergreen park, IL, 60805

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

"Mary has watched my dogs numerous times and she’s always gone above and beyond every time. With her knowledge working in shelters, her level of care she provid… (more)"

13. Janice Verified Background Check

Your dog will be treated as family!

Morgan Park, Chicago, IL, 60643

Drop-In Visits, Dog Walking

"She is awesome! She’s loves dogs and is such a happy person. My puppy enjoyed her. Will use her again. (more)"

14. Ellen Verified Background CheckRover 101

I'll run with you dog!

Beverly, Chicago, IL, 60643

House Sitting, Drop-In Visits, Dog Walking

"We are so appreciative of Ellen! She is dependable and great with our pup! Thanks Ellen! (more)"

15. Jocelyn Verified Background Check

Let’s keep it Safe and Fun Loving!

Roseland, Chicago, IL, 60628

Drop-In Visits, Dog Walking

About: Hi Pet Owners! I’m experienced in caring for pets and making sure their needs are fully met. Passionate pet loving attitude! Two years of pet groomin… (more)

16. Laura Verified Background CheckRover 101

They will be safe and feel loved!!!

Washington Heights, CHICAGO, IL, 60643

Drop-In Visits, Dog Walking

"So glad I don’t have to worry about Rizzo because Laura has it under control. (more)"

17. Cassie Verified Background Check

PAWesome Pet Sitter

Beverly, Chicago, IL, 60643

House Sitting, Drop-In Visits, Dog Walking

"Cassie has watched my Taters numerous times and every time she has done such a splendid job. He absolutely loves going over and staying with her! She always ke… (more)"

18. Bounlay Verified Background Check

New Puppy Lover

Beverly, Chicago, IL, 60643

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

About: I love new puppies, they just too cute. I have 2 small dog at home and I just love them. I personally trained them to be potty trained within 2 weeks… (more)

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19. Sandy Verified Background CheckRover 101

Help Me Get My Furry-Friend Fix!

Beverly, Chicago, IL, 60643

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

"Sandy went above and beyond when checking in on my cats while I was gone for the weekend. Thanks Sandy! (more)"

20. Eugene Verified Enhanced Background Check

I can be your dog's Best-friend

Beverly, chicago, IL, 60643

Drop-In Visits, Dog Walking

"Eugene is so amazing with dogs! I don’t know anyone that would be more dedicated to caring for your furry friend than him, seriously (: (more)"

In Washington Heights, Chicago, IL, dog lovers trust Rover.com for their pet sitting needs. Over 7,915 pet owners have reviewed pet sitters in Chicago, giving them an average rating of 4.9/5 stars. Booking pet sitting in Washington Heights can be incredibly affordable, no matter what price range you're looking for. Curious about what it might cost to book pet sitting in Chicago on Rover? Check out our average pet sitting rates to get an idea before reaching out and beginning a conversation with a sitter.

The next time you head out of town and need someone to take care of your pets and check in on you home, turn to Rover. It's easy to find a loving Washington Heights pet sitter on Rover who'll give your pet one-on-one attention while you're away, and take care of your home. Search from hundreds of trusted pet sitters in Washington Heights, Chicago, read sitter profiles, and reach out to sitters who seem like a good fit for you and your pet(s). We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. Then, when you're ready, book and pay for your house and pet sitter all through Rover: it's easy, safe, and cashless. You'll have the peace of mind knowing that your sitter has free premium insurance, a team of safety experts available 24/7, and will send you cute photo updates throughout the stay. Rover is the easiest way to find trustworthy Washington Heights pet sitters and avoid the kennel.

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 Washington Heights, 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: