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.

1. Breana

Dogs are my favorite people.

Hyde Park, Chicago, IL, 60615

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

1 repeat client

"Breana was a great cat sitter. She sent daily rover cards and made sure my cats had fresh food and water. She also played with them a bit. Definitely will bo... (more)"

2. Sophia

We'll take selfies more than Kim K.

Oak Lawn, IL, 60453

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"If you are searching for the best dog sitter, look no further. Sophia is it! Sophia treats your pet as if he/she was her own, showering them with love, affec... (more)"

3. Emma

PhD in dog walking & cat cuddling

Hyde Park, Chicago, IL, 60615

House Sitting, Drop-In Visits, Dog Walking

8 repeat clients

"Emma was incredibly accommodating; offered to come over for a meet and greet so I could show her around, and we could chat through the stay. She worked with ... (more)"

4. Stephen

Walking, Bordering/Sitting Training

Beverly, Chicago, IL, 60643

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

7 repeat clients

"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)"

5. Lynn

I will treat your dogs like family!

Oak Lawn, IL, 60453

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

21 repeat clients

"Lynn always cares for our guys with lots of love. They adore seeing her! I never worry when I know Lynn is coming. She even helped my husband who got locked ... (more)"

6. Noreen

Loving and fun dog sitter!!

Beverly, Chicago, IL, 60643

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

16 repeat clients

"My mom's loves for dogs is awesome! On top of always being there for us, she is always looking out for the dogs that she is watching. Whenever I am home, I t... (more)"

7. Bridget

Compassionate animal lover

Morgan Park, Chicago, IL, 60655

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

"Bridget was our dog sitter and cat visitor for years. I am so glad she is perusing this as a career, she is so good at it. She loves animals. Our dog passed ... (more)"

8. Myk'La

Energetic, artsy, happy and caring

Chatham, Chicago, IL, 60619

House Sitting, Drop-In Visits, Dog Walking

"Myk'La is a awesome person and some one i'd highly recommended for the Dog Caregiver position.She posess a high spirit personality along with an outgoing and... (more)"

9. Colleen

Treating your fur babies as family

Ashburn, Chicago , IL, 60652

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

"In addition to her extreme love of animals, Colleen has spent a number of years working as a Vet Tech. She is my go-to person if I ever have a concern about... (more)"

10. MaryKate

Professional and Friendly!

Oak Lawn, IL, 60453

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Marykate had watched my dog on multiple occasions and is very responsible and loving towards my pup! Trusting someone to leave your family pet with is import... (more)"

11. Tom

Passionately Cheerful and Caring

Woodlawn, Chicago, IL, 60637

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

"Jeannette M Tom has been a caregiver for our beagle, Boomer. He walked, talked and ran with him. I trust him with all my pets! (more)"

12. Viviana

Dog groomer in training

Oak Lawn, IL, 60453

House Sitting, Drop-In Visits, Dog Walking

About: Volunteered at shelters for 2 years. Am currently a dog groomer in training. I have also dog sat many of my relatives dogs. I have a wide range of ... (more)

13. Erin

Dog Lover and Best Friend...

Evergreen Park , IL, 60805

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

About: I have been a dog sitter for the past five years but I have operated mostly by word of mouth. I have sat dogs in my own home, as well as, in the cl... (more)

14. Meggan

For the Love of the Dog

Oak Lawn, IL, 60453

House Sitting, Drop-In Visits, Dog Walking

About: I have a love for animals, especially dogs. I always had a dog in my house growing up with the exception of a couple of months. My family is raisin... (more)

15. Angeli

Professional and Caring Pet Care

Chatham, Chicago, IL, 60620

Drop-In Visits, Dog Walking

"Angeli has cared and continues to care for my two dogs on numerous occasions. She was referred to me initially by a local politician friend. I was called to ... (more)"

16. Jillian

Teacher and animal lover

Evergreen Park , IL, 60805

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

"I highly recommend Jillian as a responsible, fostering, and loving individual who will watch over your fur creature with the best care possible. She has the ... (more)"

17. Kristofer

Your family is my family

Roseland, Chicago , IL, 60628

House Sitting, Drop-In Visits, Dog Walking

"I am the parent of a 6 year old Shih Tzu which I have had since he was 3 months old. Kris has been very instrumental in it's care from day 1. Kris has helped... (more)"

18. 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)

19. Britney

a home away from home for your pets

West Pullman, Chicago , IL, 60643

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

About: Hi my name is Britney and I have lots of experience in taking care of mostly all breeds of dogs.I usually start my routine at 7:30 am with feeding ... (more)

20. Shestin

Experienced Dog Sitter

Washington Heights, Normal, WA, 98443

House Sitting, Drop-In Visits, Dog Walking

About: I am an experienced pet sitter and would love to care your fur babies! I love and enjoy animals of all shapes and sizes. I have experience working ... (more)

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Learn About Premier

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: