Pet Sitting & 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.

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.

Search Results

Calendar Recently Updated
Nikolette N.
I love all dogs and some people.Beverly, Chicago, IL, 60655
House Sitting, Drop-In Visits, Dog Walking

Nikolette has been an exemplary dog sitter. Blue loves all the love and care she gives especially the treats. I highly recommend Nikolette to everyone I know. (more)

from
$30
per visit
Calendar Recently Updated
Danie R.
2.
Because dogs are more than petsBeverly, Chicago, IL, 60643
House Sitting, Drop-In Visits, Dog Walking

Danielle was communicative with us, and kind and attentive to our cats. We will definitely hire Danielle again! Thank you for taking good care of our kitties. :… (more)

from
$35
per visit
Calendar Recently Updated
Stephanie C.
Happiness is a warm puppy 💕Alsip, IL, 60803
House Sitting, Drop-In Visits, Dog Walking

I cannot say enough and how grateful I am about how reliable and very trustworthy Stephanie is. She is incredibly knowledgeable and a fantastic person to entrus… (more)

from
$17
per visit
Laura P.
4.
They will be safe and feel loved!!!Washington Heights, CHICAGO, IL, 60643
Drop-In Visits, Dog Walking

Laura was awesome... she really knows animals; I felt so at ease knowing mine were in her hands... She's prompt, professional and very competent! (more)

from
$50
per visit
Confirmed availability: Labor Day
Laura P.
5.
Love animals, vet technician 5 yrsChicago Lawn, Chicago, IL, 60629
House Sitting, Drop-In Visits, Dog Walking
1 repeat client
5 years of experience

About: Hi my name is Laura I am a veterinarian technician for about 5 years. I am 27 years of age and live in Chicago, currently have a full time job in a v… (more)

from
$24
per visit
6.
Love caring for dogs and cats:))Morgan Park, Chicago, IL, 60643
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking
2 years of experience

About: I’ve taken care of many dogs for the past few years. I enjoy taking them on walks and throwing the ball with dogs. I have 2 furry friends of my own t… (more)

from
$20
per visit
Confirmed availability: Labor Day
7.
Looking to love on your animals!Auburn Gresham, Chicago, IL, 60620
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
9 years of experience

About: Ive taken care of dogs since I was 17. I’ve owned 4 dogs at one point. I currently have one dog and 3 cats! I love animals and would love to help you… (more)

from
$25
per visit
Dogs=happiness & deserve it, tooBeverly, Chicago, IL, 60643
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

At the drop of a ball, Alexandra is always there for me and my dogs. She always goes above and beyond, and sometimes I think my dogs like her better than me- lo… (more)

from
$17
per visit
9.
Barks of love!!Evergreen Park, IL, 60805
Drop-In Visits, Dog Walking

Gionna was awesome- she is super friendly and easy to work with. I felt very comfortable having her drop in to check on my dogs and take them out to use the bat… (more)

from
$16
per visit
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10.
Chicago educator & aspiring dog momBeverly, Chicago, IL, 60655
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Clare is an absolute dog lover. She is intuitive to their needs and provides them with the love, nutrition and exercise needed for them to remain healthy and ha… (more)

from
$20
per visit
11.
Enjoying our time step by step!Englewood, Chicago, IL, 60621
House Sitting, Drop-In Visits, Dog Walking

Maria was very respectful, responsive, and responsible. She sent pictures and information of the dog from start to finish. I would highly recommend her. (more)

from
$40
per visit
Calendar Recently Updated
12.
Home full-time, individual careChatham, Chicago, IL, 60620
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Beverly did a fantastic job taking care of our cat! She was attentive with pictures and messages on each visit. She even double checked with us about the cat's … (more)

from
$25
per visit
Confirmed availability: Labor Day
13.
Fun and have lots of experienceBeverly, Chicago, IL, 60643
Drop-In Visits, Dog Walking

Mary did a great job with our cats while we were away for a week. She was super friendly and I was glad to know our kitties were in good hands and happy. (more)

from
$16
per visit
14.
We are walking on sunshineBeverly, chicago, IL, 60655
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Janet helped us with cat care at our house. She doesn't typically "do" cats but had cared for our dog, now sadly gone. Janet loves dogs but helped us out. Stron… (more)

from
$16
per visit
15.
Mommy to a partially paralyzed pupEvergreen Park, IL, 60805
Drop-In Visits, Dog Walking

About: I’ve had pets since as long as I can remember. 3 dogs, 2 cats, and a rabbit later i would proudly say I have plenty experience. Things like walking, … (more)

from
$30
per visit
Confirmed availability: Labor Day
16.
Fur Mama w/o chance of Fur BabyWashington Heights, Chicago, IL, 60628
House Sitting, Drop-In Visits, Dog Walking

Nariah was great! Took great care of my jazmine and even brought in a perishable package that was delivered and put it away for me. I mistakenly put the wrong a… (more)

from
$10
per visit
17.
Big dog enthusiastMorgan Park, Chicago, IL, 60655
Drop-In Visits, Dog Walking

Notemaker -- aka Richard -- is a responsible pet owner and has shown compassion for many animals. His rescue lab-mix was out of control when he was adopted two … (more)

from
$17
per visit
18.
Liz 
Verified Enhanced Background Check
Mom of two senior doggies!Evergreen Park, IL, 60805
House Sitting, Drop-In Visits, Dog Walking

Lizzy is such a caring person! She always puts others before herself. But most importantly she is always there to help, and someone you can rely on. As someone … (more)

from
$20
per visit
19.
I'll run with you dog!Beverly, Chicago, IL, 60643
House Sitting, Drop-In Visits, Dog Walking

I was very pleased with Ellen’s care of my dogs. I would 100% recommend her and would definitely use her again. My dogs were well taken care of while I was gone… (more)

from
$25
per visit
20.
No Dog Too Big, No Pup Too SmallWashington Heights, Chicago, IL, 60643
House Sitting, Drop-In Visits, Dog Walking
10 years of experience

About: I've taken care of dogs since I was 13. Now, I am 23 years old with a Bachelor's degree in Education. Over the years I have learned so much about mys… (more)

from
$15
per visit

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: