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.

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
One Time
Repeat Weekly
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To ensure accurate availability & pricing, please add your drop-off and pick-up dates.

Search Results

Erin M.
1.
Reliable routine Queen for your petBridgeport, Chicago, IL, 60608
House Sitting, Drop-In Visits, Dog Walking

Erin was so great and easy to work with! She followed my cat’s instructions/routine perfectly and sent updates with pictures during each visit. She even went ab… (more)

from
$16
per visit
Calendar Recently Updated
Elizabeth D.
Does your pet need a new friend?Douglas, Chicago, IL, 60609
House Sitting, Drop-In Visits, Dog Walking

Levi took excellent care of my pups! She's extremely knowledgeable about pet care and very communicative! I'll definitely be utilizing her services again in the… (more)

from
$17
per visit
Calendar Recently Updated
Hilary R.
3.
A safe, loving, place for your dogGrand Crossing, Chicago, IL, 60619
Dog Boarding, House Sitting, Drop-In Visits

Hillary was really amazing and went above and beyond to take care of our cats! I'm pretty sure the cats were disappointed to see us again after having her take … (more)

from
$21
per visit
Confirmed availability: Christmas and New Year
Luciana H.
I love my 3 fur babiesAvalon Park, Chicago, IL, 60619
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Amazing dog owner. Treats her animals as if they are her children. Make sure that every animal in her care feels love and warmth everyday. (more)

from
$30
per visit
Confirmed availability: Christmas and New Year
Maxine h.
5.
Purrfect SitterAshburn, Chicago, IL, 60652
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Maxine watched my 2 dogs for over a week. I have a one year old French bull dog and a 6 year old mastiff. Those are two different dog sizes! She consistently up… (more)

from
$20
per visit
Confirmed availability: Christmas and New Year
Love all our Furry FriendsEnglewood, Chicago, IL, 60621
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

I was very happy to find Jonathan , he is a true dog lover and takes amazing care of my dog. my dogs is slightly difficult to handle but, I have no worries with… (more)

from
$17
per visit
7.
Double lot yard adores dogsChicago Lawn, Chicago, IL, 60629
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care

Maria was such a great sitter! Thank you so much for being patient with our sassy and needy baby! I will definitely be calling on Maria when Honey needs the ext… (more)

from
$25
per visit
Calendar Recently Updated
8.
Experienced WFH Pet Mom!Auburn Gresham, Chicago, IL, 60620
House Sitting, Drop-In Visits, Dog Walking

About: I've loved dogs since I was a kid & have had the chance to foster, train, and dogsit many pups over the past 8 years. I love dogs of all sizes and br… (more)

from
$13
per visit
Calendar Recently Updated
9.
Ready to help out while you’re awayGage Park, Chicago, IL, 60632
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Lupe has a great passion for animals! She has helped me with my parrots when ever I’m away and has even save their lives before. For instance when my parents ha… (more)

from
$40
per visit
Confirmed availability: Christmas and New Year
Love has four pawsNew City, Chicago, IL, 60609
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Michele Khan is a very caring person, she is a animal lover. She has a lot of dogs and cats of her own that she takes very good care of. (more)

from
$17
per visit
Confirmed availability: Christmas and New Year
11.
I consider my dog part of my familyChicago, IL, 60629
House Sitting, Drop-In Visits

We have put our trust with corina in taking care of our dog while we went out for vacation. She has the highest dedication and caring for any type of pet. Follo… (more)

from
$60
per visit
Calendar Recently Updated
12.
M & B Pet B & BBrighton Park, Chicago, IL, 60632
Dog Boarding, Drop-In Visits, Doggy Day Care

I had arranged a last minute trip and my regular Rover sitter was unavailable. I got in touch with Maribel and we were able to arrange everything in a day. I go… (more)

from
$35
per visit
Calendar Recently Updated
13.
Love Has Four PawsEnglewood, Chicago, IL, 60609
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Stacy was amazing! She was so flexible and when we came home from our trip, our cat was the most content we've ever seen him after a trip! 10/10 and will defini… (more)

from
$17
per visit
Calendar Recently Updated
14.
really an animal lover.Chicago, IL, 60620
House Sitting, Drop-In Visits
2 years of experience

About: I really enjoy dogs and cats and I have no problem taking care of them. Even the playful ones. I really don’t know how to train them though. I am cu… (more)

from
$20
per visit
Calendar Recently Updated
15.
Chicago Creative and Pet Lover!Gage Park, CHICAGO, IL, 60632
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Karen has a heart of pure GOLD when it comes to animals. She is not only patient and attentive when it comes to petcare, but is also super in tune with their ne… (more)

from
$15
per visit
Calendar Recently Updated
16.
I love caring for all animals.Auburn Gresham, Chicago, IL, 60620
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Dezmon loves dogs like they’re his own! I always can count on him to watch my baby if I have to go out the city. (more)

from
$30
per visit
17.
Cats and dogs are my sunshine!Englewood, Chicago, IL, 60621
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

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 d… (more)

from
$30
per visit
18.
Loving care when your not there!!West Englewood, Chicago, IL, 60636
House Sitting, Drop-In Visits, 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
$44
per visit
19.
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
Confirmed availability: Christmas and New Year
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
$35
per visit

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:

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