Pet Sitting & Drop Ins in West Englewood, 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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Monica & Calvin M.
Your fur baby's new best friends!Lower West Side, Chicago, IL, 60608
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

I can’t thank you both enough for being such amazing cat sitters!! Monica and Calvin are extremely reliable, responsive, and they always send great pictures! Th… (more)

from
$20
per visit
Calendar Recently Updated
Sarai O.
2.
Reliable, trustworthy & loving!Bridgeport, Chicago, IL, 60608
House Sitting, Drop-In Visits, Dog Walking

Sarai I just wanted to let you know that Bowser appreciates your attention and kindness, and I wanted to thank you again for your continued support with him. (more)

from
$25
per visit
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Mary M.
3.
Fun and have lots of experienceBeverly, Chicago, IL, 60643
Drop-In Visits, Dog Walking

Mary did a great job taking care of my 2 cats. She was communicative and provided excellent care. (more)

from
$16
per visit
Calendar Recently Updated
Susan C.
4.
You're Dog is My Dog!Hyde Park, Chicago, IL, 60615
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Susan is incredibly great! She accommodated my needs for Phoenix, and honestly, she’s so kind and generous. She’s even bought Phoenix a toy. Phoenix is just a p… (more)

from
$20
per visit
Confirmed availability: Labor Day
Ellen M.
5.
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
$20
per visit
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6.
Over 10 years of dog experience!Grand Boulevard, Chicago, IL, 60653
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Katja took great care of my Lola. I could tell by the pictures how happy she was! I really appreciated the detailed reviews, as well. Would book her again! (more)

from
$25
per visit
Calendar Recently Updated
7.
Loving, detail oriented and sportyGage Park, Chicago, IL, 60632
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

About: I've taken care of big and small dogs during the last 6 years. Friends and family have consistently relied on me to provide care and love for their p… (more)

from
$18
per visit
Confirmed availability: Labor Day
You leave Em, We Love Em!Beverly, Chicago, IL, 60643
Dog Boarding, Drop-In Visits, Doggy Day Care

Lakesia and teriah doggy sir my little kimmie on a regular basis . They are very careful and playful as my dog like it. My dog is very energetic and loves to pl… (more)

from
$70
per visit
Confirmed availability: Labor Day
Reliable, Last-Minute Pet Care!Brighton Park, Chicago, IL, 60632
House Sitting, Drop-In Visits, Dog Walking

Kaitlyn is the best! So sweet and polite in person, and she truly cares about the animals she’s watching and making them feel comfortable. She’s a great communi… (more)

from
$20
per visit
Pets need loving care alwaysKenwood, Chicago, IL, 60615
House Sitting, Drop-In Visits, Dog Walking

This is the first time we had Christina watch our cat. Everything went wonderful! Our cat was very happy, she came on time every day, sent many pictures per day… (more)

from
$16
per visit
11.
Loving care when your not there!!West Englewood, Chicago, IL, 60636
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Nataya was great. She sent pictures and updates of our indoor cats and put food out for the alley cats we are trying to get on a schedule. I highly recommend he… (more)

from
$30
per visit
Confirmed availability: Labor Day
12.
Animals>humans 😀South Shore, Chicago, IL, 60649
House Sitting, Drop-In Visits, Dog Walking

One of the best pet sitters I've had! I left my Charlie with her for a few weeks and she took perfect care for her! I've seen her interact with all sorts of ani… (more)

from
$20
per visit
13.
Treating pets with respect alwaysWest Lawn, Chicago, IL, 60629
Drop-In Visits, Dog Walking

Andrea would be a great dogsitter. She loves dogs & is very good with getting them to listen and pay attention. Before she got her dog, she did her own research… (more)

from
$16
per visit
Confirmed availability: Labor Day
14.
Raising the *roof* For Your Pets!Hyde Park, Chicago, IL, 60615
House Sitting, Drop-In Visits, Dog Walking

About: As a lifetime dog owner and recent cat owner, I’ve learned to treat pets with the love and care that they unconditionally provide us. I am relatively… (more)

from
$22
per visit
15.
Your Dog Will Love Me!Grand Boulevard, Chicago, IL, 60615
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care

Alex was amazing. (more)

from
$16
per visit
16.
I cared for my late dog for21 yearsEnglewood, Chicago, IL, 60621
Drop-In Visits, Dog Walking

About: i am very young so i will have a lot of energy when playing with your dog. i am also very creative and fun , i will come up with activities to do wit… (more)

from
$30
per visit
17.
Pet lover!!Ashburn, chicago, IL, 60652
House Sitting, Drop-In Visits, Dog Walking

About: I've had experience with pets ever since I was 9 with my own. I took care of my families dogs. My neighbors pets as well. Till this day I still take … (more)

from
$17
per visit
18.
Caring for animals is my passionNew City, Chicago, IL, 60609
Drop-In Visits, Dog Walking

About: I currently Work as a surgical vet tech assistant at paws Chicago . We’re I prep animals for surgery and help with the recovery process .I graduated … (more)

from
$20
per visit
Calendar Recently Updated
19.
Cats are just as cute as dogs!!Englewood, Chicago, IL, 60621
Drop-In Visits, Doggy Day Care, Dog Walking

Justice is an extremely respectful, trustworthy, and responsible caregiver. She is patient and kind with a passion for working with animals and comes with my hi… (more)

from
$20
per visit
Hi!West Englewood, Chicago, IL, 60636
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: Hi my name is Angie. I actually have about 2 years of professional experience working with both cats and dogs. I worked in a dog hotel and a dog kenn… (more)

from
$20
per visit

Rover also offers Pet Sitting & Drop Ins in:

Dog owners in West Englewood, Chicago, IL turn to pet sitters on 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. Pet sitting can be affordable, no matter where you live or what your price range may be. Curious about how much pet sitting costs in Chicago with Rover.com? Check out our average pet sitting rates near you to get an idea before getting a conversation started with a pet sitter on Rover. When you leave your dog with a sitter you've connected with on Rover, you can relax, knowing your dog will be treated like family.

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 West Englewood 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 West Englewood, 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 West Englewood 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 West Englewood, 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: