Pet Sitting & Drop Ins in Washington 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

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Sitter Profile Image: Crystal R.
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Sitter Profile Image: Crystal R.
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1.

Crystal R.

My home is where your pet is.
Chicago, IL, 60653
House Sitting, Drop-In Visits, Dog Walking
5.0
56 reviews
30 repeat clients
from
$21
per visit

Crystal did a great job and let us worry about other things while we were away from our cats. She has such a pleasant and trustwothy personality that we knew they were in good hands. She also went above and beyond by removing the cat's waste from the house and also replanting parts of a cactus our naughty Abreu chewed up. Highly recommended!

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Sitter Profile Image: Katherine B.
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Sitter Profile Image: Katherine B.
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2.

Katherine B.

🐶Who's a good dog? Trick question!
Grand Boulevard, Chicago, IL, 60615
House Sitting, Drop-In Visits, Dog Walking
5.0
47 reviews
14 repeat clients
from
$20
per visit

We loved working with KT! I knew my precious cat was being very well cared for. KT listened carefully to all of my care requests and went above and beyond to make sure our cat was comfortable, noticing things we forgot like empty bird feeders. We will definitely be repeat clients and highly recommend KT. Communication was excellent.

Sitter Profile Image: Elizabeth H.
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Sitter Profile Image: Elizabeth H.
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3.

Elizabeth H.

I already love your dog!
Woodlawn, Chicago, IL, 60637
House Sitting, Drop-In Visits, Dog Walking
5.0
12 reviews
5 repeat clients
from
$17
per visit

Elizabeth was great! She provided photos of Maize while I was on vacation including before they became best friends. My cat isn't around a lot of people but it was great to see by the second time she visited, Maize knew Elizabeth was friendly!

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Coretta S.
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Sitter Profile Image: Coretta S.
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4.

Coretta S.

Loves to accommodate furry friends
South Shore, Chicago, IL, 60649
Boarding, Drop-In Visits, Dog Walking
5.0
14 reviews
9 repeat clients
from
$17
per visit

This is my second time using Coretta to watch my pets and she was just as amazing as the first. Her updates are so thorough, thoughtful, and sweet and can tell she genuinely enjoys caring for my animals.

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Sitter Profile Image: Lauren W.
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Sitter Profile Image: Lauren W.
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5.

Lauren W.

Home part-time- and I love dogs!
Chicago, IL, 60621
Drop-In Visits, Doggy Day Care, Dog Walking
3 reviews
from
$18
per visit

Lauren has been a dog lover for many years. She’s watched my dog with hers multiple times and I can say that he truly loved his visits over there. Your pet will be safe and very happy while on their furcation

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Sitter Profile Image: Elizabeth D.
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Sitter Profile Image: Elizabeth D.
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6.

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

levi you were so amazing!! we looked forward to your updates every day - thank you for taking such great care of cal and santi!! we hate to leave them but it was such a comfort knowing you were around

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Sitter Profile Image: Michael P.
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Sitter Profile Image: Michael P.
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7.

Michael P.

Diabetus Puurficient Cat Dad
Chicago, IL, 60653
House Sitting, Drop-In Visits
7 reviews
from
$33
per visit

I don’t usually review anything but on this case i have to to do it for Michael He’s the right person for this job for sure👍

Sitter Profile Image: John M.
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Sitter Profile Image: John M.
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8.

John M.

UChicago student; animal lover
Hyde Park, Chicago, IL, 60637
House Sitting, Drop-In Visits, Dog Walking
2 reviews
from
$20
per visit

John is a responsible student and pet enthusiast who would make a wonderful caretaker for any furry friend. John has experience taking care of his own three dogs back home, including one who is geriatric and disabled. He never fails to pet a pup on the street, and is a favorite among his friends cats, whom he regularly cares for. John is very reliable, and will take outstanding care of any pet.

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Sitter Profile Image: Chau T.
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Sitter Profile Image: Chau T.
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9.

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.

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Sitter Profile Image: Mikayla V.
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Sitter Profile Image: Mikayla V.
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10.

Mikayla V.

Fur Baby Aficionado!
Chicago, IL, 60637
House Sitting, Drop-In Visits
5.0
23 reviews
9 repeat clients
from
$30
per visit

Mikayla was super responsive and friendly while booking. I had never used Rover before, so she was extra helpful in in the process. She was willing to meet in person first and was flexible along the way. She even was able to pivot and help us keep track of a medical issue our cat was having prior to her visits with him.

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Kayla S.
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Sitter Profile Image: Kayla S.
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11.

Kayla S.

✨Pawsome Walks Await✨
Kenwood, Chicago, IL, 60615
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
26 reviews
12 repeat clients
from
$25
per visit

Kayla did a fine job taking care of my two cats. She was prompt and consistent following my directions. Taking photos and posting them was a surprise bonus. I'm fully satisfied with Kayla and will book her again when I need help.

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Belicia K.
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Sitter Profile Image: Belicia K.
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12.

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: Rebecca B.
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Sitter Profile Image: Rebecca B.
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13.

Rebecca B.

Rover 101
Energetic and Focused Pet Care
Woodlawn, Chicago, IL, 60637
Drop-In Visits, Dog Walking
5.0
25 reviews
4 repeat clients
from
$25
per visit

Becca took such great care of my boys. They absolutely adore her! She was punctual and was an exceptional communicator. I'd definitely book her again!

Sitter Profile Image: Kat W.
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Sitter Profile Image: Kat W.
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14.

Kat W.

Kat the Cat lover!
Chicago, IL, 60637
Drop-In Visits
1 review
from
$14
per visit

While I was introducing my cat to a new one, I needed to be out of the house for a day. Kat West was AMAZING monitoring them for the whole day! She listened to and clarified my instructions back to me to ensure that the cats were comfortable and safe. Without me even asking, Kat consistently sent photos and videos to keep me posted on the situation. When I returned home, she even stayed a little while longer to monitor the cats with me as we let them take turns exploring the same room. When moments were tense between the two, Kat was very swift to separate them and calm down the tension. Kat is a very professional, communicative, and humorous person to work with! You know that your babies are in good hands when working with her.

Sitter Profile Image: Aolani "Catrina" C.
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Sitter Profile Image: Aolani "Catrina" C.
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15.

Aolani "Catrina" C.

Unmatched Care for Your Pets
Hyde Park, Chicago, IL, 60637
House Sitting, Drop-In Visits, Dog Walking
5.0
8 reviews
1 repeat client
from
$19
per visit

Catrina was great! Really responsive and cared about the wellbeing of my cat. Would definitely recommend and rebook. My cat seemed happy, well fed and entertained. Thanks!

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Viola R.
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Sitter Profile Image: Viola R.
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16.

Viola R.

A dogs best friend
Grand Boulevard, Chicago, IL, 60615
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0
7 reviews
3 repeat clients
from
$35
per visit

My dog loves Viola! She’s one of the very few people that he truly feels the most comfortable around, so she’s one I know I can depend on to dogsit for me whenever I travel and can’t take him with me, and I’ve never had ANY problems when I come to pick him up after. Viola is attentive, caring, and very responsible when it comes to administering his medications and feeding him according to his special diet. Of course I’d recommend her!

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Sitter Profile Image: Abraham H.
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Sitter Profile Image: Abraham H.
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17.

Abraham H.

Animal lover, experienced caregiver
Hyde Park, Chicago, IL, 60615
Drop-In Visits, Dog Walking
5.0
2 reviews
1 repeat client
from
$30
per visit

Abraham is an amazing caregiver and is a huge animal lover. He’s walked both of my dogs multiple times and they always come back exercises and happy. He has also sat for me and the pets love him. He is truly the best!

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Kaitlin R.
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Sitter Profile Image: Kaitlin R.
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18.

Kaitlin R.

Your pet comes first!
Hyde Park, Chicago, IL, 60615
House Sitting, Drop-In Visits, Dog Walking
5.0
15 reviews
9 repeat clients
from
$30
per visit

Kaitlin helped us out almost daily for a month. She was reliable and took great care of our little guy. We would definitely hire her again!

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Sitter Profile Image: Taylor C.
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Sitter Profile Image: Taylor C.
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19.

Taylor C.

Energetic dog lover looking to help
Hyde Park, Chicago, IL, 60615
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
15 reviews
4 repeat clients
from
$15
per visit

Taylor was very attentive to my dog because when he came home to me he was very happy and showed no evidence of mistreatment. She was able to take him on a small walk throughout the day and give him ample potty breaks. She was very nice and responsive with her messaging and I would definitely use her as a sitter again.

Sitter Profile Image: Robert L.
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Sitter Profile Image: Robert L.
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20.

Robert L.

Dog groomer, bather, walker
Chicago, IL, 60615
House Sitting, Drop-In Visits, Dog Walking
2 reviews
from
$17
per visit

Robert has watched my dog several times. He's always responsible with taking her out, going for walks and sending pictures. She always looks forward to his visits

Search Map

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

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 Washington Park 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 Washington Park, 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 Washington Park 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 Washington 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:

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