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.

Available this weekend
1. Patsie

Let me love your fur babies!

Oak Lawn, IL, 60453

House Sitting, Drop-In Visits, Dog Walking

"Patsie house/dog sits for our two labs when we are on vacation. She sits for us at least twice per year. Cocoa and Buddy are always excited to see her. Patsi... (more)"

2. Ashley

Need an awesome sitter?

Morgan Park, Blue Island, IL, 60406

House Sitting, Drop-In Visits, Dog Walking

"Excellent caregiver and loves animals. I would most definitely recommend Ashley for anyone looking for care for their dog. Very passionate about taking care ... (more)"

3. Nathalia

Caring for your dog like family!

West Lawn, CHICAGO, IL, 60629

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

2 repeat clients

"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. Noreen

Loving and fun dog sitter!!

Beverly, Chicago, IL, 60643

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

35 repeat clients

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

5. Lynn

I will treat your dogs like family!

Oak Lawn, IL, 60453

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

33 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. 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)"

7. 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)"

8. Theresa

Huge Animal Lover

Burbank, IL, 60459

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Theresa seemed to do a great job with our dogs and I had no complaints. She sent updates and kept the communication open. I would work with Theresa again. (more)"

9. 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)"

10. Daniel

I'll run with your dog/s

Mount Greenwood, Chicago, IL, 60655

House Sitting, Drop-In Visits, Dog Walking

"Excellent. Takes care of my two high energy dogs and always gives them a good routine of exercise, while keeping them behaved. Dogs love him, they know the... (more)"

11. 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 30yr 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)

12. Danielle

Providing and prioritizing your dog

Chicago Lawn, Chicago, IL, 60619

House Sitting, Drop-In Visits, Dog Walking

"Danielle is a sweetheart and very caring. I've worked with her in the past and she is very reliable and dogs love her! There's been times when I needed some... (more)"

13. Khat

Pup Nation

South Shore, Chicago, IL, 60637

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

5 repeat clients

About: Nowadays it's hard to find a genuine pet lover like yourself. Someone that's able to show the same "tlc" and attention that you give your little f... (more)

14. Brenna

Fenced yard, work part time close

Evergreen Park, IL, 60805

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

"If I had needed a person to take care of my dog or watch my dog anytime the first person I would call would be brenna. She is by far the biggest animal lover... (more)"

15. Theresa

Sincere and compassionate dog lover

Mount Greenwood, Chicago, IL, 60655

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

1 repeat client

"I would definitely recommend Theresa to everyone!! Theresa has taken care of my dogs on several occasions. My cocker spaniel has digestive issues and Theresa... (more)"

16. Stephen

Walking, Bordering/Sitting Training

Beverly, Chicago, IL, 60643

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

8 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)"

17. Tyler Morgan

Energetic and very friendly.

Avalon Park, chicago, IL, 60619

Drop-In Visits, Dog Walking

"my sister tyler has always been a dog lover since she was a baby, I love that about her very emotional about dogs and especillay when it comes to animal crue... (more)"

18. Shekinah

flexible schedule & a big yard

West Pullman, Chicago, IL, 60628

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

"Shekinah is a really good dog caregiver. She has watched my dog a few times. I could trust her with without a doubt cause I know that she will take very good... (more)"

19. 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)"

20. Meg

All the LOVE for all types of dogs!

Beverly, Chicago, IL, 60643

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

3 repeat clients

About: Hey There! My name is Meg and I have been pet sitting all different types of dogs and cats for 10 + years. As a former Dog Groomer, I have experien... (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: