Pet Sitting & Drop Ins in Loop, 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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Adam L.
1.
Loves all cats in West Loop!Near West Side, Chicago, IL, 60661
Drop-In Visits

Nothing but great things to say about Adam! Daily updates were informational, well thought out, and included some great candid photos of our cat, Shadow! We wo… (more)

from
$20
per visit
Calendar Recently Updated
Julianne F.
Nurturing Care Giver & Animal LoverLower West Side, CHICAGO, IL, 60616
Drop-In Visits, Dog Walking

Julianne sat for our cat during a recent vacation. We'd recently brought a sweet, lovable stray cat into our home and were worried about finding the right cat s… (more)

from
$23
per visit
Confirmed availability: Presidents' Day
Kari T.
3.
I love dogs, plain and simple!Near North Side, Chicago, IL, 60611
House Sitting, Drop-In Visits, Dog Walking

Kari is extremely professional, responsible, and trustworthy. She has been pet-sitting for years. She genuinely loves dogs and looks forward to any opportunity … (more)

from
$20
per visit
Rebecca H.
Animal Empath, PAWS VolunteerLoop, Chicago, IL, 60607
House Sitting, Drop-In Visits, Dog Walking

Rebecca did an amazing job watching my cat for the week I was gone! Lots of updates/pictures and my cat was so happy and relaxed when I came home, she was in wo… (more)

from
$33
per visit
Mandy M.
5.
I will love your pets like my own!Near North Side, Chicago, IL, 60611
Drop-In Visits, Dog Walking

Mandy was a wonderful cat sitter! It was our first time leaving our cats for more than a night and she was super responsive and friendly so we felt super comfor… (more)

from
$25
per visit
Calendar Recently Updated
6.
Fun walksNear West Side, chicago, IL, 60661
House Sitting, Drop-In Visits, Dog Walking

Pablo has been great with viggo the two time he’s watched him and we plan on continually using him! He sends photos during their playtime and responds quickly t… (more)

from
$17
per visit
Confirmed availability: Presidents' Day
7.
Experienced, trustworthy, punctual!Near North Side, Chicago, IL, 60611
House Sitting, Drop-In Visits, Dog Walking

Rachel has been taking care of dogs and cats her whole life. If there is any person that might be too loving of animals, it’s her. She literally wouldn’t hurt a… (more)

from
$20
per visit
Confirmed availability: Presidents' Day
8.
Your purfect pet sitterNear West Side, Chicago, IL, 60607
Drop-In Visits

Shelby was fantastic with our 9 month old cat! She was easy to work with before, after and during. Left a nice report each time she checked in and included lots… (more)

from
$15
per visit
Confirmed availability: Presidents' Day
I am a dog lover for life 💗Near West Side, Chicago, IL, 60607
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

If there is anyone you can trust with your little one, it’s Natalie! She has watched over my high-energy pup multiple times and I can tell he had a great time u… (more)

from
$20
per visit
Calendar Recently Updated
10.
Dog + Cat Care • Sr + Special NeedsNear West Side, Chicago, IL, 60607
Drop-In Visits, Dog Walking

Anna was great! She did amazing with our cat and it definitely showed when we got back home after a week long trip. Would 100% recommend!! (more)

from
$25
per visit
11.
Ace Ventura for pets 🐶😻Loop, Chicago, IL, 60605
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Darcy is great with hanging out with my kitty and updating me on pictures and videos of how he’s doing! I’m so happy with how she treats my kitty! Highly recomm… (more)

from
$30
per visit
Calendar Recently Updated
12.
Animal lover of cats and dogsNear North Side, Chicago, IL, 60611
Dog Boarding, House Sitting, Drop-In Visits

Mariel took wonderful care of Freckles while I was on vacation. She was happy and healthy upon return and didn't want to see her go! Very satisfied and will use… (more)

from
$50
per visit
13.
energetic/slow, old/young welcome!Near West Side, Chicago, IL, 60606
Drop-In Visits, Dog Walking

Calais was everything that you can ask for in a dog sitter. She was very responsive and did a great job keeping our puppy and dog company and out of trouble whi… (more)

from
$17
per visit
Calendar Recently Updated
14.
Work from home | Treats. Play. ♥️Loop, Chicago, IL, 60607
Dog Boarding, Drop-In Visits

We contacted Alison for the first time. She was amazing. She came early to meet Dezzy, sent photos on each visit and spend good quality time with him. She to… (more)

from
$40
per visit
Confirmed availability: Presidents' Day
15.
Responsible and Caring SitterNear North Side, Chicago, IL, 60611
Drop-In Visits, Dog Walking

Evan was fantastic with our cats. They have very particular needs, which included medication injections, and Evan did everything perfectly. We would definitely … (more)

from
$15
per visit
Confirmed availability: Presidents' Day
16.
Ready to spoil your cats with love!Loop, Chicago, IL, 60605
Drop-In Visits

Angela was very caring and sent us many cute pictures of our kitty while we were away for the holiday. She gave him lots of attention and took care of him just … (more)

from
$20
per visit
Calendar Recently Updated
17.
Eve 
Verified Enhanced Background Check
Super detail-oriented animal loverLoop, Chicago, IL, 60607
Dog Boarding, Drop-In Visits

Evelyn loves animals! I can’t even count how many animal vids I get from her. She is super on top of everything and will even weigh the pet food to make sure th… (more)

from
$17
per visit
Confirmed availability: Presidents' Day
Roll over, play, giggles and Stay.Loop, Chicago, IL, 60605
Drop-In Visits, Dog Walking

Willeasha has very good expertise in dog training, care, and walking. As an athlete herself Willeasha spends a lot of time running and playing in the park with … (more)

from
$17
per visit
Confirmed availability: Presidents' Day
19.
Hard-working animal lover!Near West Side, Chicago, IL, 60016
House Sitting, Drop-In Visits, Dog Walking

Hannah is so nice and really good with my kitties! They are usually shy, but seem to have warmed up to her right away which is a huge relief being far from home… (more)

from
$20
per visit
Confirmed availability: Presidents' Day
20.
Work-From-Home Pet SitterLoop, Chicago, IL, 60607
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Summer, my daughter, has been taking care of our dog ever since we got her 2 year ago. She promised that she would be the primary caretaker, and she has most d… (more)

from
$30
per visit

Rover also offers Pet Sitting & Drop Ins in:

When it comes to pet sitting, dog owners in Loop, Chicago, IL love Rover.com. Over 333 owners have reviewed sitters in Loop, Chicago, giving them an average rating of 4.9/5. The cost of pet sitting in Loop may surprise you - in a good way. That's because there's a pet sitter on Rover for nearly every price range and lifestyle. Curious about how much it you can expect to pay for pet sitting on Rover? Check out our average pet sitting rates to get an idea before you start a conversation with a sitter.

Rover.com is the simple, savvy way to find and book Loop, Chicago drop in pet sitting. It's easy to find the perfect pet sitter. Many sitters have offered pet sitting on Rover for years, and 95% of reviewed stays have received a perfect five-star rating. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Pet sitters on Rover have the option to complete a free background check, which you can see from their background check badge. Pet sitters are booked on Rover every minute of every day, and 92% of the population lives within a short drive of one of the more than 65,000 sitters who've listed their services on Rover, so you're sure to find the perfect pet sitter in Loop, Chicago . When you book with one of our trusted pet sitters on Rover you get peace of mind that your home and pets are in loving hands.

A Daily Treat: A Blog by Rover

Rover's got you covered, even when you don't need a dog sitter. 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 Loop, 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: