Pet Sitting & Drop Ins in Irving Park, 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

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Renae C.
1.
Your Pup's BF when you are awayLincoln Square, CHICAGO, IL, 60625
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Renae was wonderful from start to finish! She responded to our request to drop in on our cats very quickly, and continued to be very prompt with communication a… (more)

from
$22
per visit
Confirmed availability: Memorial Day
Krystal G.
My love and your blissful pet!Belmont Cragin, Chicago, IL, 60639
Drop-In Visits, Dog Walking

Krystal is great! She is super communicative, flexible, and so friendly. Sophie loved her and looked forward to her visits. I would recommend Krystal to any pet… (more)

from
$30
per visit
Confirmed availability: Memorial Day
Erik C.
3.
Experienced critter caregiver!!!Logan Square, Chicago, IL, 60647
House Sitting, Drop-In Visits, Dog Walking

Erik is always on time and is great with my large breed pup. (more)

from
$15
per visit
Confirmed availability: Memorial Day
Janine G.
4.
Your Dog's Other Best FriendPortage Park, Chicago, IL, 60630
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Janine was very friendly and she came to meet Wendy the week prior to the visits she would be having with our pup. Wendy was happy to meet her as soon as we let… (more)

from
$20
per visit
Calendar Recently Updated
Jose R.
5.
Chicago Guy for Chicago PetsBelmont Cragin, Chicago, IL, 60641
Dog Boarding, Drop-In Visits, Dog Walking

Took great care of my boy. Wanted a walker that would be active with him and he did a great job...super long walk through the park. He's going back to Jose's ho… (more)

from
$25
per visit
Confirmed availability: Memorial Day
6.
Mother of a Pittie and A CoonhoundAlbany Park, Chicago, IL, 60625
Drop-In Visits, Dog Walking

Kelly was very considerate and went above and beyond to help my partner and me navigate the care of our three cats while we were away. It was a stressful time f… (more)

from
$25
per visit
7.
Cats and dogs need the loveIrving Park, Chicago, IL, 60618
Drop-In Visits, Dog Walking

Chris is really nice and professional. He took care of my two cats while I was overseas. They liked him immediately. Chris was great about giving me specific de… (more)

from
$25
per visit
Calendar Recently Updated
8.
All Breeds and Ages Welcome!North Center, Chicago, IL, 60618
House Sitting, Drop-In Visits

Thanks for the kind and cheerful care! (more)

from
$30
per visit
9.
Dependable Friendly Loving ActiveIrving Park, Chicago, IL, 60618
Drop-In Visits, Dog Walking

Very satisfied. Went above and beyond. Alison has a very positive and friendly yet wisely wary mindset. Was very affectionate to my energetic doggo. (more)

from
$20
per visit
Confirmed availability: Memorial Day
10.
Trust+Respect+Love= A pet’s loyaltyIrving Park, Chicago, IL, 60618
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Salar is the best ever! He has dog sat and also boarded our dog Scruffy multiple times when we've needed support! Along with his warm spirit, limitless patience… (more)

from
$25
per visit
Confirmed availability: Memorial Day
11.
Ready to love your pet like my own!Avondale, Chicago, IL, 60618
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Stacey was great! This was the first time we used Rover and it could not have been better. She updated me on her drop in with Murray throughout the time she spe… (more)

from
$22
per visit
Calendar Recently Updated
Pup Adventures with AlexIrving Park, Chicago, IL, 60618
House Sitting, Drop-In Visits, Dog Walking

Alex was great! She took my reservation at the last minute for Thanksgiving weekend to take care of my cat Bean. She stopped by daily to feed Bean and play with… (more)

from
$25
per visit
Confirmed availability: Memorial Day
13.
Friendly Neighborhood Cat DadAvondale, Chicago, IL, 60618
Drop-In Visits

Mark was polite and communicative! I was happy with the regular updates we received and his response to feedback. I'd highly recommend him for cat sitting or dr… (more)

from
$18
per visit
Calendar Recently Updated
14.
Grad Student who loves animalsIrving Park, Chicago, IL, 60618
House Sitting, Drop-In Visits, Dog Walking

Logan was fantastic with checking in on Mowgli, so much so that we booked again for the following weekend! Mowgli looked so happy in the photos from the drop in… (more)

from
$20
per visit
Confirmed availability: Memorial Day
15.
3.9 star rating on Uber Bark! :DAvondale, Chicago, IL, 60618
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Lillian was great and helped us out with our pups when we were out of town. (more)

from
$17
per visit
Calendar Recently Updated
16.
When your dog goes woof, I listen.Avondale, Chicago, IL, 60618
House Sitting, Drop-In Visits, Dog Walking

Kelsey did a great job watching my cats! She was extremely communicative, flexible, and clearly cares for about her clients both human and furry. Will definitel… (more)

from
$18
per visit
Confirmed availability: Memorial Day
17.
Dog lover w/ backyard & near parksIrving Park, Chicago, IL, 60618
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Rachael did great with my senior kitty! She was very communicative and even went so far as to clean up the floors at her last visit (everyone knows what a mess … (more)

from
$35
per visit
18.
Flexible/Last minute! Cats and DogsIrving Park, Chicago, IL, 60641
House Sitting, Drop-In Visits, Dog Walking

Emily has stayed at my place to watch my 55lb active goldendoodle multiple times and is a fantastic dogsitter (and person). She is responsible, mature, and fun … (more)

from
$25
per visit
Calendar Recently Updated
19.
The neighborhood cat ladyAvondale, Chicago, IL, 60618
Drop-In Visits

Laura was fantastic with our kitty, Thor! She was prompt, gave detailed updates, and got him to play quite a bit. We highly recommend her and would use her agai… (more)

from
$19
per visit
Calendar Recently Updated
20.
You'll come home to a happy pet!Irving Park, Chicago, IL, 60618
Drop-In Visits, Dog Walking
1 repeat client
10 years of experience

About: I’ve taken care of dogs of every kind since becoming a pet owner myself. Neighbors, friends and family have relied on me to walk, feed and keep their… (more)

from
$16
per visit

Pet parents in Irving Park, Chicago, IL love dog sitters on Rover.com. 7,915 owners have reviewed sitters in Chicago, giving them an average rating of 4.9/5. 95% of reviewed stays have received a perfect 5-star rating, and 92% of pet parents live within a short drive of a dog sitter on Rover. That means Rover is the perfect place to go when you're search for loving, safe care for your best friend. Wondering how much you can expect to pay for a day on Rover? Check out our average pet sitting rates to get an idea before you start 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 Irving Park 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 Irving Park, 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 Irving Park 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 dog sitter. 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 Irving Park, 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: