Pet Sitting & Drop Ins in Grand Boulevard, 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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Susan C.
1.
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
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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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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

This was our second time having Monica & Calvin watch Albert. They do such a great job with him and provide tons of updates. Would definitely recommend! (more)

from
$20
per visit
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Katja G.
4.
Over 10 years of dog experience!Grand Boulevard, Chicago, IL, 60653
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Kat has been super communicative and accomodating. It seems like Riva is having a lot of fun with her. She's great for finding new places for Riva to explore!… (more)

from
$25
per visit
Nataya J.
5.
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
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6.
Lifelong pet owner and lover 🐱💕Hyde Park, Chicago, IL, 60637
Drop-In Visits, Dog Walking

About: Hi! I'm Iman. I have one adorable kitty named Petra and I also have many aquariums at home. While I don't have a dog of my own, I've been walking dog… (more)

from
$15
per visit
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7.
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
Confirmed availability: Labor Day
8.
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
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Special Needs & Senior SpecialistHyde Park, Chicago, IL, 60615
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Michael did a great job with my cat and was happy to spend time with him while I was away. Quick to communicate and responsible - hope that he is available the … (more)

from
$19
per visit
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10.
Experienced & trustworthy pet careHyde Park, Chicago, IL, 60615
House Sitting, Drop-In Visits, Dog Walking

Sophie cared for my sweet golden retriever over many years and they had a true and lasting bond! Sophie was caring, attentive, giving, and always responsible. S… (more)

from
$22
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
Confirmed availability: Labor Day
Vaccinated animal lover. :3Hyde Park, Chicago, IL, 60615
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Masheika was wonderful! She communicated great and took care of our cat for over two weeks in our home. We got pictures everyday too! We forgot to cover our cou… (more)

from
$28
per visit
Confirmed availability: Labor Day
13.
Hanging with your pet > My real jobBridgeport, Chicago, IL, 60609
Dog Boarding, Drop-In Visits, Dog Walking

Haley did a wonderful job watching our cats. The photos and the updates were great and we felt totally confident that our cats were in great care. (more)

from
$20
per visit
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Fun loving pet sitter!Hyde Park, Chicago, IL, 60615
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Mikhayla was wonderful with the cats. We have 5 cats that need different food and get fed in different rooms and she was able to handle this complicated regime… (more)

from
$20
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
Calendar Recently Updated
16.
A Pawfect Pet ExperienceKenwood, Chicago, IL, 60615
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Matt did a wonderful job watching our dog, Dallas. He spent the night and gave lots of love and exercise. He’s reliable and our dog loves him. Highly recommend… (more)

from
$20
per visit
Confirmed availability: Labor Day
17.
Marketer by day, Dog lover 4 Life!Washington Park, Chicago, IL, 60609
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Elliot was fantastic! He took great care of our Chow Chow for a week while we were out of the country. She's 11 and can sometimes be a bit temperamental but Ell… (more)

from
$24
per visit
18.
Sam 
Verified Background Check
Experienced Hyde Park Pet-Sitter!Hyde Park, Chicago, IL, 60615
House Sitting, Drop-In Visits, Dog Walking

This was my fist time using "Rover", so I was a little nervous, but Sam did a great job. My cats are afraid of strangers. Sam sent me pictures of their lumps un… (more)

from
$12
per visit
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19.
Dogs are four legged best friendsGrand Boulevard, Chicago, IL, 60615
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Pamela is a wonderful dog owner and caregiver. She is a yorkie mom and loves to interact and spoil her baby. Seeing her interact with other dogs makes me realiz… (more)

from
$30
per visit
Calendar Recently Updated
20.
Who doesn't love a furry pal!!Grand Boulevard, Chicago, IL, 60653
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Morgan has been wonderful as a caregiver to my Louis. She brings into my home the same love that I have for my pet. I can always expect her to show up when need… (more)

from
$16
per visit

Rover also offers Pet Sitting & Drop Ins in:

Pet parents turn to sitters on Rover.com when they're looking for pet-sitting. 7,915 owners have reviewed sitters in Grand Boulevard, 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.

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 Grand Boulevard 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 Grand Boulevard, 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 Grand Boulevard, 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: