Pet Sitting & Drop Ins in Gage 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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Alexsandra & Tyler L.
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
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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
Confirmed availability: Labor Day
Nadia G.
3.
Foxy and Friends Pet CareClearing, Chicago, IL, 60638
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Nadia was great. She was on time, attentive with bowser & had good care communication. She sent me updates and photos of bowser. Definitely keeping her as a fav… (more)

from
$25
per visit
E K.
4.
E 
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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
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Esmeralda R.
Care for pets as if they were mine!Bridgeport, Chicago, IL, 60608
Drop-In Visits, Dog Walking

Esmeralda is amazing with dogs. She is careful with their feeding habits and they never stop having fun. I regularly have her take care of my three small doggo'… (more)

from
$20
per visit
Calendar Recently Updated
6.
Reliable routine Queen for your petBridgeport, Chicago, IL, 60608
House Sitting, Drop-In Visits, Dog Walking

Erin did a great job with our cats. She hit all of the scheduled visits and sent pictures each time. The boys filed no complaints upon our return. I would reboo… (more)

from
$15
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
8.
Reliable, playful and caringSouth Lawndale, Chicago, IL, 60623
House Sitting, Drop-In Visits, Dog Walking

Emily followed my instructions perfectly and genuinely cared my animal’s well being was the priority. She sent me pictures and updates. Everything went seamless… (more)

from
$26
per visit
Confirmed availability: Labor Day
Loving MamabearBridgeport, Chicago, IL, 60616
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

I have 2 bullys ones 3 and ones only a year old and Marissa takes care of them while I am at work and when I am out of town. She makes sure they are walked dail… (more)

from
$20
per visit
Confirmed availability: Labor Day
10.
PET SPECIALISTChicago, IL, 60638
House Sitting, Drop-In Visits, Dog Walking

Dailia is fantastic. She watched our cat for us while we were gone and did an amazing job. Great communication and our cat even liked her and she likes nobody. (more)

from
$17
per visit
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11.
Reliable, trustworthy & loving!Bridgeport, Chicago, IL, 60608
House Sitting, Drop-In Visits, Dog Walking

Sarai was the best!!! So thoughtful and careful with my baby girl and so transparent through out the entire weekend. I’ll definitely be hiring her again! If you… (more)

from
$35
per visit
Calendar Recently Updated
12.
Dog mom who has space to play!Chicago Lawn, Chicago, IL, 60629
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Alishia is great with her dog. I met her at the dog park where her big baby met with my pup who has a disability. Her dog was so gentle with my dog but once my … (more)

from
$20
per visit
Confirmed availability: Labor Day
13.
DOGGY FUNNew City, Chicago, IL, 60609
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Did everything we asked! She’s a great sitter (more)

from
$23
per visit
Calendar Recently Updated
14.
I’m walkin here! (boston accent)Bridgeport, Chicago, IL, 60609
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Taylor has been a caregiver/walker and best friend to our male and female Labs, Victor and Molly. She is amazing with the dogs and a complete professional at h… (more)

from
$17
per visit
Confirmed availability: Labor Day
15.
I'll get on your dogs level.Bridgeport, CHICAGO, IL, 60608
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Vick did an awesome job caring for our cats while we were out of town. He was thorough, flexible, and exceedingly friendly. I would definitely use Vick again! (more)

from
$25
per visit
Confirmed availability: Labor Day
16.
M & B Pet B & BBrighton Park, Chicago, IL, 60632
Drop-In Visits, Doggy Day Care

Maribel was my favorite Rover sitter we’ve ever used! She was incredibly communicative (sending the cutest photos and updates each visit), responsible, and Toul… (more)

from
$35
per visit
Calendar Recently Updated
17.
Double lot yard adores dogsChicago Lawn, Chicago, IL, 60629
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

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
Reliable, pet loving, clean, honestMcKinley Park, Chicago, IL, 60609
Drop-In Visits, Dog Walking

Very flexible and attentive to our needs. Rosie seemed to do very well for drop in visits. Would use Bryce again (more)

from
$22
per visit
19.
Experience with all kinds of breedsWest Elsdon, Chicago, IL, 60632
Drop-In Visits

Brianna is more than a great fit when it comes to dog sitting. Not only is she doing her job, but she’s giving all the right love and care for your pet. She rea… (more)

from
$18
per visit
Confirmed availability: Labor Day
20.
Reliable, Last-Minute Pet Care!Brighton Park, Chicago, IL, 60632
House Sitting, Drop-In Visits, Dog Walking

Kaitlyn was an absolutely amazing sitter! She is extremely professional, an excellent communicator and very reliable. She sent so many amazing pictures and vide… (more)

from
$20
per visit

Pet parents in Gage 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.

As pet lovers, we understand how difficult it can be to leave your pet when you have to head out of town. Luckily, you can find the perfect Gage Park pet sitter in seconds on Rover.com. If you're looking for trusted pet sitters while you're away, whether it's for one night or a whole month, you can find a pet sitter in Gage Park, Chicago who meets your and your pet's needs. We manually review and approve every profile on our site, and we offer tools to help you make the right decision for your pet, including background checks, sitter testimonials, community reviews. We also offer educational opportunities and extra safety tools, such as the Protection Package. And we always recommend an in-person Meet & Greet so you can see that your sitter is the perfect fit for your dog. Rover is proud to be the nation's largest network of pet sitters and dog walkers.

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 Gage 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: