Pet Sitting & Drop Ins in Washington Park, Chicago

Book a pet sitter to stop by your home a few times a day to feed and play with your dog.

Search Results

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Rover 101
Animal Loving FamilyGrand Boulevard, Chicago, IL, 60653
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

She was great! Took great care of our big, energetic dog. Would definitely book again (more)

from
$30
per visit
Confirmed availability: Labor Day
Shakira C.
Your Pup is My PupSouth Shore, Chicago, IL, 60649
House Sitting, Drop-In Visits, Dog Walking

Shakira did an awesome job dropping-in on the two girls while we were away. She kept us up-to-date with pictures and let us know when some special needs arose.… (more)

from
$30
per visit
Calendar Recently Updated
Walter L.
3.
Loving your dogs like my own :)Chicago, IL, 60615
House Sitting, Drop-In Visits, Dog Walking

I never have to worry about my dog Juniper when she is with Walter. I love Juniper deeply and want only the best care for her and thats what Walter provides. Ha… (more)

from
$17
per visit
Confirmed availability: Labor Day
Elizabeth S.
Looking to bond with your furry palHyde Park, Chicago, IL, 60615
House Sitting, Drop-In Visits, Dog Walking

About: I have lived with dogs and cats my entire life and have walked, fed, and played with animals on a daily basis since I was a child! I'm great with eve… (more)

from
$17
per visit
Calendar Recently Updated
Vinci P.
5.
Owner/foster of shy+reactive dogsHyde Park, Chicago, IL, 60615
Drop-In Visits, Dog Walking
12 years of experience

About: I started volunteering to walk dogs at an animal shelter in 2011. In 2013, I began fostering. I have fostered dogs (particularly shy or reactive), ca… (more)

from
$25
per visit
Calendar Recently Updated
6.
You're Dog is My Dog!Hyde Park, Chicago, IL, 60615
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Susan was diligent to see our boys, but they remained illusive, only coming out to eat the food she left! Nonetheless she tried everything. Came home to happy k… (more)

from
$20
per visit
Calendar Recently Updated
7.
Caring and experienced dog loverKenwood, Chicago, IL, 60615
House Sitting, Drop-In Visits, Dog Walking

So responsive and followed all instructions perfectly . Was so kind and trusted her with my dog (more)

from
$20
per visit
Confirmed availability: Labor Day
Active lifestyle-fenced yard!Bridgeport, Chicago, IL, 60609
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Michael is great with dogs! He has watched my dog off and on for many years. He is great at dog training, and understanding animal behavior. He not only watches… (more)

from
$30
per visit
Calendar Recently Updated
Caring for favorite family member😊Hyde Park, Chicago, IL, 60615
House Sitting, Drop-In Visits, Dog Walking

Barbara is a fun loving and energetic pet care taker. She grew up with pets and therefore is patient and very comfortable around all pets! I have trusted Barbar… (more)

from
$17
per visit
Love Has Four Paws!Englewood, Chicago, IL, 60621
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

I have watched Alexsandra with her Pets and how they grew up. She is super calm, and very patient and she loves animal with all of her heart. I have a pet of my… (more)

from
$17
per visit
Confirmed availability: Labor Day
11.
On the move and ready to help!Washington Park, Chicago, IL, 60637
House Sitting, Drop-In Visits, Dog Walking

About: Hello! My pet care experience started when I was in college when I was need of some income while going classes. My experience has been amazing becaus… (more)

from
$16
per visit
12.
Loves animals— detail oriented!Kenwood, Chicago, IL, 60615
Drop-In Visits, Dog Walking

I made a last minute booking with Tracie and it was so easy to communicate and coordinate meeting up before hand to meet the cats and share keys. One of my cats… (more)

from
$17
per visit
13.
Animal loverWoodlawn, Chicago, IL, 60637
House Sitting, Drop-In Visits, Dog Walking

About: Hi there, I enjoy taking walks with dogs in neighborhoods and to local parks. I’ve taken care of many animals over the years, including cats, small … (more)

from
$25
per visit
Calendar Recently Updated
14.
Animal LoverHyde Park, Chicago, IL, 60637
Drop-In Visits, Dog Walking

Allyssa was great with my cats while I was away for the last week. She spent time with them, making sure they had quality timeworn someone, as well as having en… (more)

from
$20
per visit
Calendar Recently Updated
15.
Responsible, dependable, pet loverHyde Park, Chicago, IL, 60615
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Sabrina is an attentive caregiver who has organized schedules to take care of her pets. She is very loving to animals and has looked after several cats in her l… (more)

from
$18
per visit
Calendar Recently Updated
Dog lover/babysitter for your pup!Hyde Park, Chicago, IL, 60615
Dog Boarding, Drop-In Visits, Dog Walking

Where to begin! Madeleine is one of the most genuine, hard-working, humble, accountable, and kind people that I know. Madeleine is engaged and incredibly devote… (more)

from
$16
per visit
Calendar Recently Updated
17.
Playful, relaxed, and flexible! :DHyde Park, Chicago, IL, 60615
House Sitting, Drop-In Visits, Dog Walking

Tiffany was so great to our pup Cheeto. He is very anxious around new people, but we always knew we could relax when Tiff is taking care of him. He can tell she… (more)

from
$25
per visit
Confirmed availability: Labor Day
18.
WFH Sitter - Your Doggo-asisWoodlawn, Chicago, IL, 60637
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Holly was a great dog Walker and has good experience with it. She is very good with animals and does a great job every-time she has walked my dog. I have a re… (more)

from
$25
per visit
19.
Exp dog owner and StudentWoodlawn, Chicago, IL, 60637
House Sitting, Drop-In Visits, Dog Walking

Jourdan is an amazing person with dogs. My dog, Graham, warmed up to him instantly. Jourdan is responsible in giving dogs the proper care, by taking them on l… (more)

from
$16
per visit
Calendar Recently Updated
20.
Lifelong pet owner and lover 🐱💕Hyde Park, Chicago, IL, 60637
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Iman was a great cat sitter! Our kitty was well taken care of. Iman regularly contacted us with updates, handled any unexpected issues, and may even have saved … (more)

from
$25
per visit

Pet parents turn to sitters on Rover.com when they're looking for pet-sitting. 7,915 owners have reviewed sitters in Washington Park, Chicago, IL, giving them an average rating of 4.9/5. Since 92% of pet owners live within a short drive of a sitter on Rover, it's easy to find the perfect pet sitter near you. 95% of reviewed stays have received a perfect 5-star rating. Wondering how much you can expect to pay on Rover.com? Check out our average pet sitting rates to get an idea before you start a conversation with a pet sitter. Exchange messages from your sitter's profile, ask to schedule a free in-person Meet & Greet, and book and pay on Rover. You'll receive adorable photo updates, premium insurance, and world-class support.

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 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 Washington 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 Washington 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 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 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: