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. Vero

College Student Dog Sitter

Chicago Lawn, Chicago, IL, 60629

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Vero is amazing at providing all the attention, care and love a dog, or even a cat, needs. She is very responsible and will go out of her way to make sure an... (more)"

2. Lynn

I will treat your dogs like family!

Oak Lawn, IL, 60453

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

37 repeat clients

"Lynn took care of my little guys just this weekend when we had to go out of town this past weekend. One of my boys is a rescue and fearful and Lynn knew just... (more)"

3. Noreen

Loving and fun dog sitter!!

Beverly, Chicago, IL, 60643

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

39 repeat clients

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

Confirmed Holiday Availability
4. Brittany

Your dog’s fairy godmother!

Beverly, Chicago, IL, 60655

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

"I have hired Brittany to take care of my dogs whenever I am out of town or working late. She is warm, responsible, fun, and treats my dogs as though they ... (more)"

Confirmed New Years Availability
5. 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)

Confirmed Holiday Availability
6. Gail

I’ll run with your dog

Mount Greenwood, Chicago, IL, 60655

Dog Boarding, Drop-In Visits, Dog Walking

"Gail has walked my dog several times and my pup Daisy loves her!! Gail takes the cutest pics and she is definitely my favorite walker. (more)"

Confirmed Holiday Availability
7. Aaliyah

Dog Care Chicago

Grand Crossing, CHICAGO, IL, 60621

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

1 repeat client

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)

8. 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)"

9. Ellyn

Avid walking companion for your dog

Mount Greenwood, Chicago, IL, 60655

Dog Boarding, Drop-In Visits, Dog Walking

"I love Ellyn! She watched my doxie, Sam for a few days and they both had a great time! The neighborhood she lives in is great and her house was clean and the... (more)"

Confirmed Christmas Availability
10. 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)"

11. Jetaime

Trail runs and lg fence yard

Auburn Gresham, Chicago, IL, 60620

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

1 repeat client
No Reviews Yet

About: I'm an Army veteran going to school full time with a 3yr old lab-mix and an elderly mini-poodle. Everyone in the house is very friendly AND trained... (more)

12. Josie

I love training puppies

Avalon Park, Chicago, IL, 60619

House Sitting, Drop-In Visits, Dog Walking

About: I am an avid dog lover and have worked in a holistic pet store to learn how to give the best kind of care to dogs. I have experience training my fa... (more)

Confirmed Holiday Availability
13. 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 Holiday Availability
14. Belicia

I LOVE to play with dogs all day!

Auburn Gresham, Chicago, IL, 60620

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

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)

15. Annie

Dependable dog walker

Beverly, Chicago , IL, 60643

House Sitting, Drop-In Visits, Dog Walking

About: I have experience with dogs for about 10 years. I am able to train dogs if needed too and will able to be active with them. I've dog sat for a few ... (more)

16. 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)

17. Shekinah

flexible schedule & a big yard

West Pullman, Chicago, IL, 60628

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

"Shekinah is very compassionate and fun loving with all pets. At the time when I had my dog, Shekinah fed, washed, and held him in her arms when he was sick, ... (more)"

18. Brenna

Fenced yard, work part time close

Evergreen Park, IL, 60805

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

"Brenna did a wonderful job with my dog Reggie, he loves her! She is prompt and professional. I will definitely be calling her again. Thanks! :) (more)"

19. Valencia

Hey there Buddy!

Roseland, Chicago, IL, IL, 60628

House Sitting, Drop-In Visits, Dog Walking

About: I have been dog sitting and walking since I was 17 years old. I have had my own dog since I was 15 and at 22 years old, coco (7 years young) is sti... (more)

Confirmed Christmas Availability
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)"

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: