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. Benjamin

Dog lover wants to care for dogs

Hometown, IL, 60456

House Sitting, Drop-In Visits, Dog Walking

About: Have grown up with dogs and owned several dogs. Have watched several dogs as well. Have several years of customer service experience as well. Also ... (more)

2. Brenna

Fenced yard, always home, runner

Evergreen Park, IL, 60805

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

"Brenna watched my golden lab for two weeks while my family was on vacation. She was extremely attentive and made sure that he was loved. We felt comfortable ... (more)"

3. Nathalia

Tu Dog Y Yo Besties!!

West Lawn, CHICAGO, IL, 60629

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

"I work for Southwest Airlines and I travel a ton for work! Being new to Chicago, I was a bit nervous letting my pup stay with anyone. Nathalia was so consist... (more)"

4. JoAnn

Your furry family is in good hands

Oak lawn, IL, 60453

House Sitting, Drop-In Visits, Dog Walking

"My sadie just loved Joann she is very kind and reliable. I would entrust sadie to her again and I plan on using her in the near future. (more)"

5. Kate

Smiles on all dogs

Morgan Park, Chicago, IL, 60643

Drop-In Visits, Doggy Day Care, Dog Walking

About: I provide them with good training and happiness throught the entire day no matter what the situation is. I treat the dogs like they are humans beca... (more)

6. Michael

'dog whisperer' and animal lover

Beverly, Chicago, IL, 60643

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

"Michael was so incredible. I feel he took better care of my pets than I do. Can't recommend him enough! (more)"

7. Tehya

Flexible schedule and love for dogs

Morgan Park, Chicago, IL, 60655

Dog Boarding, Drop-In Visits, Dog Walking

About: My family is huge animal lovers and advocates. I grew up always having pets, ranging from hamsters and fish to cats and dogs. In the past two years... (more)

8. Danielle

Providing and prioritizing your dog

Chicago Lawn, Chicago, IL, 60619

House Sitting, Drop-In Visits, Dog Walking

"Danielle Rupert is an absolutely wonderful dog sitter. Very loving and caring spirit. She has a special love for animals and wants them to be treated with th... (more)"

9. Lisette

Medium Fenced Yard - Cuddles Await

West Pullman, Chicago, IL, 60628

Dog Boarding, Drop-In Visits, Dog Walking

"I've known Lisette a long time and when you think of her you instantly think pit bulls . She has this amazing passion for dogs. She instantly connected with ... (more)"

10. Sharriah

Active runner - will run with dogs!

South Chicago, Chicago, IL, 60617

Drop-In Visits, Dog Walking

"Sharriah has always been an animal lover. As a child, she rescued a hamster with a deformed hand from a local pet store. She not only looked after her hams... (more)"

11. Noreen

Loving and fun dog sitter!!

Beverly, Chicago, IL, 60643

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

26 repeat clients

About: I am a dog lover who has been a dog sitter for 5 yrs.Our dog passed away last yr and we miss her very much! I have a very large fenced in yard and ... (more)

12. Doneisha

Donny's furry friends!

Auburn Gresham, Chicago, IL, 60620

House Sitting, Drop-In Visits, Dog Walking

About: My name is Doneisha but everyone call me Donny! I've been working with dogs professionally for 3 years now. I started off as an bather at petsmart ... (more)

13. Wendy

I love and care for all dogs !!!

Blue Island, IL, 60406

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

About: I will commit on caring for your dog, will groom, wash, walk your dog and give all attention needed and it will be taken good care of. I have cared... (more)

14. Blaise

I'm a pure heart that loves dogs

Blue Island., IL, 60406

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Blaise was very sweet and I could tell Mia loved her from the get go at our first meet and greet! Excited to have her on board with dogsitting! (more)"

15. Belicia

I LOVE to play with dogs all day!

Auburn Gresham, Chicago, IL, 60620

House Sitting, Drop-In Visits, Dog Walking

About: I really enjoy getting to know the dogs, cuddling, and playing with them. I am okay with cleaning up after dogs, because I have been walking my own... (more)

16. Jordan

Dog Lover and Rescuer

Calumet Heights, Chicago, IL, 60617

House Sitting, Drop-In Visits

"Jordan has been an excellent summer employee of Maggie Daley Park. She takes pride in everything she does and is dedicated to delivering a quality experienc... (more)"

17. Kara

Dog lover with dog park access!

Evergreen Park, IL, 60805

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

About: I am a true dog lover! I am also a teacher and am off for the summer! I have plenty of time to hang with your dog during the day. I have one femal... (more)

18. Kimberly

Your dog is my dog!

Roseland, Chicago, IL, 60619

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

3 repeat clients

"Kimberly is the ultimate dog lover. She cared for her dog Kobe for over 17 years, taking him wherever she went! Kim is responsible, nurturing, and kind which... (more)"

19. Stephen

Walking, Bordering/Sitting Training

Beverly, Chicago, IL, 60643

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

7 repeat clients

"Steve is great! Very flexible and trustworthy and always sends me updates and photos. Our Frank loves taking walks with him and it is a comfort to know we ca... (more)"

20. 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)"

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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: