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.

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
One Time
Repeat Weekly
Which dates do you need?
What size are your dogs (lbs)?

Search Results

Calendar Recently Updated
Sitter Profile Image: Josie S.
Verified Enhanced Background Check
Sitter Profile Image: Josie S.
Verified Enhanced Background Check
1.

Josie S.

Animal Whispering Weirdo
Chicago, IL, 60608
Drop-In Visits
5.0
8 reviews
1 repeat client
from
$20
per visit

Josie was a great sitter and very knowledgeable about cat care. She is considerate, communicative, and punctual; exactly what we want in a pet sitter.

Calendar Recently Updated
Sitter Profile Image: Hunter S.
Verified Enhanced Background Check
Sitter Profile Image: Hunter S.
Verified Enhanced Background Check
2.

Hunter S.

Attentive & Friendly Pet Care🐾
Chicago, IL, 60638
House Sitting, Drop-In Visits, Dog Walking
5.0
32 reviews
5 repeat clients
from
$25
per visit

Hunter was communicative, considerate and receptive of my senior pets needs. He went above and beyond to leave my home better than he found it. Thank you Hunter!

Calendar Recently Updated
Sitter Profile Image: Elizabeth D.
Verified Enhanced Background Check
Sitter Profile Image: Elizabeth D.
Verified Enhanced Background Check
3.

Elizabeth D.

Does your pet need a new friend?
Douglas, Chicago, IL, 60609
House Sitting, Drop-In Visits, Dog Walking
5.0
20 reviews
5 repeat clients
from
$23
per visit

Elizabeth watched our cat Chachi and she did an amazing job! He’s typically very shy but Elizabeth was so gentle and patient that he immediately warmed up to her. Having Elizabeth watch him gave us a really big sense of relief and made us feel safe leaving him knowing he was in such good hands. I can tell she really cared for him and enjoyed his company. I hope to always use Elizabeth when we’re out of town.

Calendar Recently Updated
Sitter Profile Image: Alexandria O.
Verified Enhanced Background Check
Sitter Profile Image: Alexandria O.
Verified Enhanced Background Check
4.

Alexandria O.

Your pets are in safe, loving hands
Chicago, IL, 60608
Drop-In Visits
5.0
3 reviews
from
$17
per visit

Alexandria was amazing with our cats. They were very well taken care of and she was great at communicating during our trip.

Calendar Recently Updated
Sitter Profile Image: Lupe M.
Verified Enhanced Background Check
Sitter Profile Image: Lupe M.
Verified Enhanced Background Check
5.

Lupe M.

Ready to help out while you’re away
Gage Park, Chicago, IL, 60632
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
14 reviews
4 repeat clients
from
$40
per visit

LUPE IS AMAZING! I can’t say enough good things here. Lupe was so responsive, thoughtful—amazing catographer and sent pics during each visit. I never felt worried about Randy while Lupe was watching him. She even took out my garbage and brought in my mail! I will definitely contact Lupe again for another drop-in.

Calendar Recently Updated
Sitter Profile Image: Chau T.
Verified Enhanced Background Check
Sitter Profile Image: Chau T.
Verified Enhanced Background Check
6.

Chau T.

Active sitter with huge yard
Englewood, Chicago, IL, 60621
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
1 review
1 repeat client
from
$25
per visit

Chau is such the animal whisper. Somehow animals gravitate to her, probably because she understands their boundaries and has a kind soul. I’ve been fortunate to watcher her raise her one year old pup. Her dog is so well behaved and confident, which speaks to the training Chau did with her. Chau is thoughtful and patient. Your fur baby will be in really good hands.

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Gabby A.
Verified Enhanced Background Check
Sitter Profile Image: Gabby A.
Verified Enhanced Background Check
7.

Gabby A.

Loving pet sitter (Dog Mom)
Chicago, IL, 60629
Boarding, House Sitting, Drop-In Visits
1 year of experience
from
$17
per visit

About: Caring person and they know that their pet is in good hands and will receive the love and attention that it deserves. Loving and caring home. Give them fresh water Give them potty breaks Regular exercise and their sleeping habits developing a schedule for play time loving and caring home for our pets Giving them healthy Regular exercise and their sleeping habits developing a schedule for play time loving and caring home access to text me or call me with any question you may have

Calendar Recently Updated
Sitter Profile Image: Janette V.
Verified Enhanced Background Check
Sitter Profile Image: Janette V.
Verified Enhanced Background Check
8.

Janette V.

People call me Snow White lol
Chicago, IL, 60609
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
10 reviews
4 repeat clients
from
$40
per visit

Janette was amazing, 10/10 recommend her! She accepted my last minute booking on a very busy weekend, communicating quickly and kindly to coordinate the drop-in. She did an amazing job of communicating before, during, & after the drop-in even when I wasn't able to promptly answer her. Janette even went above & beyond - going out on a limb to greet my very scared cats with treats!

Calendar Recently Updated
Sitter Profile Image: Maria C.
Verified Background Check
Sitter Profile Image: Maria C.
Verified Background Check
9.

Maria C.

Double lot yard adores dogs
Chicago Lawn, Chicago, IL, 60629
Boarding, House Sitting, Drop-In Visits, Doggy Day Care
5.0
104 reviews
52 repeat clients
from
$25
per visit

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 extra care!

Calendar Recently Updated
Sitter Profile Image: Alexa V.
Verified Enhanced Background Check
Sitter Profile Image: Alexa V.
Verified Enhanced Background Check
10.

Alexa V.

In memory of my French bulldog 🐾
Ashburn, Chicago, IL, 60652
Drop-In Visits, Dog Walking
10 years of experience
from
$27
per visit

About: Hi! Here to help with your fur baby. I have been around dogs my whole life. I have taken care of my siblings dogs while they go on vacation for 2-3 weeks at a time . I have experience with my dog whom experiences allergies. I have experience with my dog and being a picky eater and his backward sneezing. I have weekends free. I am available during lunch hour Monday, Tuesday and Friday. Wednesday and Thursday only evenings. Weekends I am available at any time. I feel more comfortable watching dogs in my own home if necessary. Feel free to reach out and we can reach and agreement about caring for pets overnight.

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Belicia K.
Verified Background Check
Sitter Profile Image: Belicia K.
Verified Background Check
11.

Belicia K.

Cats and dogs are my sunshine!
Englewood, Chicago, IL, 60621
House Sitting, Drop-In Visits, Dog Walking
5.0
12 reviews
6 repeat clients
from
$40
per visit

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 dogs for years. I have fostered and owned dogs and cats of all sizes, so no size is too big or small. If there is a yard, I would love to play with the dogs the entire time that I am watching them, if not I am willing to walk them to a park to let them get their exercise, and have time to socialize. I am open to working with schedules, and if possible, doing last minute bookings. Communication is key with me, so as long as we are both on the same page, I am here for your dog! I am working full time, but I am always free to walk dogs before work, after work, or on the weekends. I am also more than happy to watch cats while you are on vacation. I currently have 2 dogs and 2 cats, so you can decide if you would prefer the dog to socialize, or for me to do a stay at your home! I have an extra crate if crating is necessary, but I usually leave dogs out so they can roam explore and let me know when they would like to play. Even if I am busy, I will always make sure to pause and give your furr baby a play break. I honestly believe, dogs know what they need, and extra cuddles never hurt. With that, I always try to keep an eye out for cues about the bathroom, water, or food, and also give them lots of love.

Sitter Profile Image: Nariah B.
Verified Enhanced Background Check
Sitter Profile Image: Nariah B.
Verified Enhanced Background Check
12.

Nariah B.

Fur Mama w/o chance of Fur Baby
Chicago Lawn, Chicago, IL, 60621
House Sitting, Drop-In Visits, Dog Walking
5.0
11 reviews
2 repeat clients
from
$20
per visit

Nariah was great! Took great care of my jazmine and even brought in a perishable package that was delivered and put it away for me. I mistakenly put the wrong address on my reservation and Nariah was understanding and still was able to help me out for the weekend. Will definitely use her again.

Calendar Recently Updated
Sitter Profile Image: Shiri B.
Verified Enhanced Background Check
Sitter Profile Image: Shiri B.
Verified Enhanced Background Check
13.

Shiri B.

Kind and practical pet lover
Chicago, IL, 60621
House Sitting, Drop-In Visits, Dog Walking
5.0
7 reviews
from
$20
per visit

Shit is an animal whisperer and is the person who brought my furry baby to me, rescuing her as a stray and eventually finding her a home with me. Shit is detailed, attentive, loving, and trustworthy. Highly recommend!

Calendar Recently Updated
Sitter Profile Image: Liz K.
Verified Enhanced Background Check
Sitter Profile Image: Liz K.
Verified Enhanced Background Check
14.

Liz K.

Your pup's new best friend :)
Chicago, IL, 60629
Boarding, Drop-In Visits, Dog Walking
2 reviews
from
$16
per visit

Liz is the best! She cared for my active, attention loving Australian Shepard. She provided him with plenty of playtime and lots of cuddles. She also kept us updated everyday while we were on a 10 day trip. When I picked him up, I could tell he felt right at home with Liz! We will definitely be using Liz again in the future and highly recommend her to others!

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Eric H.
Verified Enhanced Background Check
Sitter Profile Image: Eric H.
Verified Enhanced Background Check
15.

Eric H.

I love Animals
Gage Park, Chicago, IL, 60632
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
8 years of experience
from
$17
per visit

About: I love animals - I own a bearded dragon, 1 snake, 2 finches, 1 parrot canary, turtle, fish, and my best friend which also happens to be a dog. I work online and I wake up at 8:30 am and walk the dogs at 9am everyday and again in the afternoons. I am free the whole day. I have a fenced yard and a friendly dog to keep your dog occupied. I play with your furry companion if your furry companion likes to play.

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Jacky V.
Verified Background Check
Sitter Profile Image: Jacky V.
Verified Background Check
16.

Jacky V.

A dog is also a girls best friend!
West Englewood, Chicago, IL, 60636
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
24 reviews
7 repeat clients
from
$25
per visit

About: Hi! I’m Jacky, I’m 23, and I’m working as a healthcare medical assistant during my Med school gap years (just trying to get by honestly). I recently graduated from UIUC as an MCB major!! 🤩 I absolutely LOVE animals. I have 4 pets at home: 1 cat and 3 dogs. My cat likes to mind her own business and will probably hide from your pets, but my dogs will have a blast having a third friend in the room :) I have experience with dog and cat-sitting, not just through Rover, for a little over 5 years! I’m super friendly and active, so your pet will be in great hands! I’ve been wanting to exercise more often, so your pet is going to end up taking ME on walks lol. Or if your pets a cuddler, even better. I’d also love a study buddy! I work full time Mon-Fri and can do drop in visits before and after work. I am usually done at work by 1pm and the rest is work from home. If pet is staying at my place, the walks will be before and after work and before bed (that’s usually every pets schedule). I have a big fenced backyard and two floors in my apartment, so plenty of space for play and sleep! Thank you for reading this far! Hope to see you soon <3 I’m currently working full time Mon-Fri and have time before and after work, as well as on weekends. Send me a message and we can work something out! Pets at my place will have a ton of fun and never feel lonely! If your pet has specific requirements, I can easily accommodate to them to ensure their well being. Pets will always be babies to me, and I’ll treat and care for them the same! Again, my pretty kitty will stay away haha and if needed, I can take extra precaution to separate if it’s an issue.

Calendar Recently Updated
Sitter Profile Image: Maribel C.
Verified Background Check
Sitter Profile Image: Maribel C.
Verified Background Check
17.

Maribel C.

Rover 101
M & B Pet B & B
Brighton Park, Chicago, IL, 60632
Boarding, Drop-In Visits, Doggy Day Care
5.0
36 reviews
16 repeat clients
from
$35
per visit

Maribel was my favorite Rover sitter we’ve ever used! She was incredibly communicative (sending the cutest photos and updates each visit), responsible, and Toulouse clearly loved her. We came home to a very happy cat!

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Ivan P.
Verified Background Check
Sitter Profile Image: Ivan P.
Verified Background Check
18.

Ivan P.

kindest flexible pet lover
Chicago Lawn, Chicago, IL, 60629
Boarding, House Sitting, Drop-In Visits, Dog Walking
1 review
from
$19
per visit

Ivan is good with animals not just dogs but all animals, he has 2 dogs and a parrot that love him alot. He is very patient with animals and likes to interact with them.

Sitter Profile Image: Keiry N.
Verified Enhanced Background Check
Sitter Profile Image: Keiry N.
Verified Enhanced Background Check
19.

Keiry N.

Loving Sitter with Fenced Yard.
West Elsdon, Chicago, IL, 60629
Drop-In Visits, Dog Walking
5 years of experience
from
$35
per visit

About: I’ll make sure to take care of your baby as if it was my own, dogs aren’t just pets they’re family so let me take care of your baby pet care fits into my daily routine because i have two dogs one small teacup yorkie and a goldendoodle and golden retriever. They’re both friendly at my house we’re all dog people. We love taking care of them as if it’s one of ours. We have a backyard where they could be playing at and we also have a park near me where i could take them so that they take in all their steps in.

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Michelle K.
Verified Enhanced Background Check
Sitter Profile Image: Michelle K.
Verified Enhanced Background Check
20.

Michelle K.

Love has four paws
New City, Chicago, IL, 60609
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
14 reviews
4 repeat clients
from
$17
per visit

Hi ,my name is Aaliyah .J Michelle would be a good fit for job because not only do she has experience she is also a pet mom. That's right you would be getting a person who has experience as wells as someone who no doubt will leave you please with her service. She very understanding. She has a open mind . she really good with dogs . she feeds and walks ,she very dependable when it comes to your animal.she has a great attitude.

Search Map

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:

Drop-In Visits