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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.

Tip: Contact sitters now to confirm availability.
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1. 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 was fantastic! He went the extra mile for us, patiently waiting for me to drive to our house when there was an issue with gaining entry. Koffee quickly ... (more)"

Confirmed availability
4th of July
2. Amy

I'll treat your dog like my own!!!!

oak lawn, IL, 60453

House Sitting, Drop-In Visits, Dog Walking

"Amy was fantastic! She was always on time, documented her visits very thoroughly using the app and photographs, and was very thoughtful with the care of our ... (more)"

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3. 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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4. Michael

'dog whisperer' and animal lover

Beverly, Chicago, IL, 60643

House Sitting, Drop-In Visits, Dog Walking

"At the last minute, my husband and I both realized that we thought the other was handling pet care arrangements for our out of town trip. Luckily we found Ro... (more)"

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5. Emily

Former AKC certified dog trainer

Morgan Park, Merrionette Park, IL, 60803

Drop-In Visits, Dog Walking

About: I'm am not just limited to dog care but all pet care needs. I own reptiles as well as dogs and have worked with cats, rodents, birds, and fish as w... (more)

6. Kimberly

walk run and play with all pets

Oak Lawn, IL, 60453

Drop-In Visits, Dog Walking

"Kimberly is a fantastic dog walker and pet sitter! She walks all 3 of my dogs, 2 of them have special needs. My 18 month old German Shepherd has a lot of ene... (more)"

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7. Michelle

Sitting, walking, and drop-ins!

Oak Lawn, IL, 60453

House Sitting, Drop-In Visits, Dog Walking

About: I am spending the summer at home before going back to college in the fall. I love animals and I thought dog walking would be a great way to make mo... (more)

Confirmed availability
4th of July
8. Aaliyah

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 ... (more)

9. Shamika

Hello to all my pet parents

West Englewood, Chicago, IL, 60636

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

About: Hi i am a 33yr old pet lover i have always loved animals since i was a child, not to good with bugs, but cats, dogs, snakes, little furry things yo... (more)

Confirmed availability
4th of July
10. Marlee

I will go on long walks and love!

Mount Greenwood, Chicago, IL, 60655

Dog Boarding, Drop-In Visits, Dog Walking

About: I have a fenced in yard and a basement where the dog can run freely. Dog will be upstairs with humans though to ensure interaction and love. I typi... (more)

Confirmed availability
4th of July
11. Samone

I went to school for this! :)

Grand Crossing, Chicago, IL, 60619

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

About: My experience with pet health care started very early on as a child, as my mother was a Veterinarian Technician, and allowed me with an abundance o... (more)

Confirmed availability
4th of July
12. Jacqueline

Giving Dog Lovin' and Care

South Side, Chicago, IL, 60643

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

About: Greetings, I'm Jackie. I am dog lover with 2 years experience caring for dogs. Walking, sitting, playing, feeding and nursing- I do it. As of no... (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)"

Confirmed availability
This weekend
14. Chelsea

Great availability, very active

Beverly, Chicago, IL, 60655

Drop-In Visits, Dog Walking

"Chelsea has helped me and my dog Buddy on many occasions. I always felt as though my pup would be well taken care. She has a very warm demeanor. Very friendl... (more)"

Confirmed availability
4th of July
15. Nona

Happy 2018 Year of the Dog!

Evergreen Park, IL, 60805

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

"Hello, just to say a few words about Nona is hard.I have known her since grade school,we were down the street neighbors. She was and still is my best friend.... (more)"

16. Elizabeth

Goldendoodle mom who loves all dogs

Morgan Park, Chicago, IL, 60655

House Sitting, Drop-In Visits, Dog Walking

"It's a pleasure for me to write a testimonial on Liz's care of my pet. Liz very selflessly watched my dog for the entire duration of my 13 month deployment t... (more)"

17. Reanna

Dogs are everything!!

Evergreen Park, IL, 60805

Drop-In Visits

"Reanna is a true animal lover! It really says a lot about a person when they walk into a room full of people, and be more excited to sit on the floor and pla... (more)"

Confirmed availability
4th of July
18. Paige

I’d love to help care for your dog!

Morgan Park, Chicago, IL, 60643

House Sitting, Drop-In Visits, Dog Walking

"When I took a ten day trip last year, Paige came to my home twice a day to feed and care for my yellow lab. She even sent me text messages and photos on a re... (more)"

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19. Stephen

Walking, Bordering/Sitting Training

Beverly, Chicago, IL, 60643

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

"I really appreciated Stephen's updates about our Frank and the photos he sent! He did more than just let Frank out to use the bathroom- he bonded with him! I... (more)"

20. Keneesha

Dog Mom Vicariously

Auburn Gresham, Chicago, IL, 60620

House Sitting, Drop-In Visits, Dog Walking

"Keneesha is a very loving and giving fur mommy. When she had her dog she took the best care of him. He was so spoiled and well behaved. She loves animal so i... (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: