Pet Setting & 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. Margaret

Flexible schedule/Love all dogs!

Morgan Park, Merrionette Park, IL, 60803

Drop-In Visits, Dog Walking

"Margaret is a very dependable dog sitter, and our puppy loves her! (more)"

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2. Paige

Dog Lover Can Provide Walks/Care

Mount Greenwood, Chicago, IL, 60655

House Sitting, Drop-In Visits, Dog Walking

"My dog loved Paige from the first minute! She was very friendly to him (and me), getting on the floor to allow him to get to know her. Paige was patient wi... (more)"

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3. Patiya

Social Worker Who Loves Dogs

Beverly, Chicago, IL, 60643

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

"I recently went on vacation and wanted to have the pets stay home. I was on the fence because I didn’t have anyone I could trust with access to my place or m... (more)"

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4. Samaree

Free spirited dog lover!

Woodlawn, Chicago, IL, 60637

House Sitting, Drop-In Visits, Dog Walking

"Samaree is such a animal lover. She is caring and enjoys being around all animals, especially dogs. I’ve witnessed her be a great dog mommie and a wonderful ... (more)"

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5. Beverly

Home full-time, dog park membership

Chatham, Chicago, IL, 60620

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

"Beverly is a very sweet lady. She is always happy and cheerful. She has a lot of respect and fondness for dogs. She trained her dog Bob and he was very well ... (more)"

6. Kimberly

walk run and play with all pets

Oak Lawn, IL, 60453

Drop-In Visits, Dog Walking

"Kimberly pet sat my two cats ,one being a kitten at the time, for s few months. Needless to say, she was incredible! I never feel like my cats were neglected... (more)"

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7. Olivia

Your dog’s best friend!

Chatham, Chicago, IL, 60619

House Sitting, Drop-In Visits, Dog Walking

"She’s my all time favorite! My dog instantly bonded with her upon meet. Watching my dog’s excitement every time she sees Olivia is heartwarming. Whoever is l... (more)"

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8. Maria

Quality canine and feline care

Beverly, Chicago, IL, 60655

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

"Maria is an excellent caretaker for dogs and committed to their well being. She is very knowledge about dogs and I frequently ask her advice on questions I ... (more)"

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9. Ellen

I'll run with you dog!

Evergreen Park, IL, 60805

House Sitting, Drop-In Visits, Dog Walking

"Ellen is awesome and super sweet to my dog. She's helped me many times and I highly recommend her. Sh'e friendly, punctual and a long time pet owner! (more)"

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10. Masheika

Available almost everyday!!

Grand Crossing, Chicago, IL, 60621

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

About: I've loved animals my whole life even the funny looking ones. I currently have two shy but loving older female cats. One is 8 yrs old and the other... (more)

11. Gail

I ❤️❤️❤️❤️ Dogs!

Mount Greenwood, Chicago, IL, 60655

Dog Boarding, Drop-In Visits, Dog Walking

"Shes the best dog care taker ever! I have had her watch my dogs muliple times before, and my obese dog kia who requires multiple walks was taken care of bett... (more)"

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12. Melissa

I can't wait to meet your dog!

Morgan Park, Chicago, IL, 60655

House Sitting, Drop-In Visits, Dog Walking

"Melissa helped me out (with less than 24 hours notice) when I was in a jam. She sent updates, pictures, and took great care of my puppy! (more)"

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13. Noreen

Loving and fun dog sitter!!

Beverly, Chicago, IL, 60643

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

"Noreen was very communicative and took cute pictures of my puppies! Thank you! (more)"

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14. Abbey

Your dog will have fun in my care!

Beverly, Chicago, IL, 60655

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

"Abbey is a real sweetheart. We have four dogs at our residence and Abbey is very familiar with all of them. She is a very caring and attentive dog sitter w... (more)"

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15. Gary

I will run with your dog!

Beverly, Chicago, IL, 60655

House Sitting, Drop-In Visits, Dog Walking

About: Ever since I was old enough to know what a dog was, I have been surrounded by and raised a dog. My parents had a collie when I was growing up named... (more)

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16. Henry

Dog’s best friend

Chatham, Chicago, IL, 60619

House Sitting, Drop-In Visits, Dog Walking

About: I work as a special education teacher for CPS but I’m a full time dog owner of two pups, an 8 year old Boxer, 5 year old Cane Corso, and a 4 year o... (more)

17. Jessica

Vet groom sitter and cuddle expert!

Beverly, Chicago, IL, 60643

House Sitting, Drop-In Visits, Dog Walking

"The thing i like the most about Jess is her calm and relaxed approach to new doggies. I loved working with her at the Vet and she was always mindful to spoil... (more)"

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This weekend
18. Margaret

I will take long walks with you dog

Beverly, chicago, IL, 60655

House Sitting, Drop-In Visits, Dog Walking

"I have never met a more loving and caring individual who absolutely LOVES animals than Margaret! My dog cannot get enough of her. Quite honestly, I'm a bit... (more)"

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19. Jacqueline

Ready to Serve Your Dog in Love!

Washington Heights, Chicago, IL, 60643

House Sitting, Drop-In Visits, Dog Walking

About: I LOVE DOGS! My childhood has exposed me to dogs resulting in my love for them. I play and talk with dogs all the time. My jobs working with young ... (more)

20. Sophia

Your dog will be like family to me

Beverly, Chicago, IL, 60643

House Sitting, Drop-In Visits, Dog Walking

About: Hello there my name is Sophia! I am currently a university student I can speak both Spanish and English I grew up with many dogs as well as cat... (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: