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
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Search Results

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Coretta S.
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Sitter Profile Image: Coretta S.
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1. Coretta S.

Star Sitter
Loves to accommodate furry friends
South Shore, Chicago, IL, 60649
3.3 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
59 reviews
22 repeat clients
from
$17
per visit

Coretta was great in every aspect! She was quick and thorough in her communications. She consistently sent pictures of her visits. And my cat Lewis loved being in her care. I will definitely book with Coretta again!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Crystal R.
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Sitter Profile Image: Crystal R.
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2. Crystal R.

Star Sitter
My home is where your pet is.
Chicago, IL, 60653
2.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
96 reviews
41 repeat clients
from
$21
per visit

She was very flexible with our schedule and when we asked her if she could extend she had no issue whatsoever with it. She gave us constant updates and communication and when my dog ripped open a bag she let us know and took it out. I would highly recommend Crystal to anyone.

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Sitter Profile Image: Emily N.
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Sitter Profile Image: Emily N.
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3. Emily N.

Star Sitter
Experience with multiple sized dogs
Bridgeport, Chicago, IL, 60616
3.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
118 reviews
36 repeat clients
from
$20
per visit

Emily did a great job with my cats! She was very attentive to their needs and spent a lot of time with them, and all of her communication was prompt and thorough. Highly recommend!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Michael D.
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Sitter Profile Image: Michael D.
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4. Michael D.

Star Sitter
Dog Lover Ready to Love Your Dogs
Chicago, IL, 60609
4.0 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
24 reviews
10 repeat clients
from
$20
per visit

Michael was easy to work with and it really seems like he enjoys spending time with animals. Any pet would be in good hands with him. Will definitely be in touch with him again!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Dominique C.
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Sitter Profile Image: Dominique C.
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5. Dominique C.

Lifelong Dog Lover and Caregiver!
Woodlawn, Chicago, IL, 60637
1.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
8 reviews
4 repeat clients
from
$20
per visit

Dominique is excellent with Lily. She is patient, kind, and playful with her. She really goes the extra mile when working with my Lily. She is always on time and reliable. I highly recommend Dominique.

Confirmed availability: Memorial Day Weekend
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
2.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
24 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: Beverly B.
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Sitter Profile Image: Beverly B.
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7. Beverly B.

Star Sitter
Home full-time, individual care
Chatham, Chicago, IL, 60620
3.4 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
235 reviews
86 repeat clients
from
$22
per visit

Beverly was super helpful and kind with our dog Oliver. He immediately liked her and she was great at communicating and sending pictures/ updates. Will definitely be contacting her next time we need a pet sitter!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Haley B.
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Sitter Profile Image: Haley B.
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8. Haley B.

🐈‍⬛ Cat Whisperer in Hyde Park! 🐈
Hyde Park, Chicago, IL, 60637
1.9 mi. away
Drop-In Visits
5.0 out of 5 stars
14 reviews
3 repeat clients
from
$21
per visit

Haley is amazing! I'm so glad that I found her on Rover. I have the utmost confidence that my two cats will be well-cared for while I am away on vacation or business trips. She really is a life saver. I appreciate that she kept me informed while I was away and her attention to detail is keen. I highly recommend Haley. You should have no hesitation about booking her to care for your pets - except on the days when I need her. :-) Cheers, Haley.

Sitter Profile Image: Katherine B.
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Sitter Profile Image: Katherine B.
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9. Katherine B.

Star Sitter
🐶Who's a good dog? Trick question!
Grand Boulevard, Chicago, IL, 60615
1.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
56 reviews
16 repeat clients
from
$20
per visit

Katherine was so helpful and responsible! She helped out with small tasks like picking up the mail and made sure my cat was taken care of even when she was feeling unwell. I'm sure any pet will have a good time with Katherine.

Sitter Profile Image: Abi S.
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Sitter Profile Image: Abi S.
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10. Abi S.

I’ll keep up with your pup!
Hyde Park, Chicago, IL, 60615
1.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
8 reviews
5 repeat clients
from
$18
per visit

Abi was the best! She is so caring and went above and beyond. When I asked her to check in with me a couple times while I was gone (8 days) she certainly did, and even sent photos which gave me peace of mind! I came home to very happy cats! I cannot recommend her enough. Thank you Abi!!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Danielle B.
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Sitter Profile Image: Danielle B.
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11. Danielle B.

I'll care for them all big or small
Hyde Park, Chicago, IL, 60615
1.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
4 reviews
1 repeat client
from
$25
per visit

I've known Danielle now for a few years, and I can confidently recommend her as a responsible pet caregiver! Growing up in a home full of dogs, she is no stranger to the hard work and dedication it takes to lovingly care for any pet! And it clearly shows with how happy those dogs are!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Aolani "Catrina" C.
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Sitter Profile Image: Aolani "Catrina" C.
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12. Aolani "Catrina" C.

Star Sitter
Unmatched Care for Your Pets
Hyde Park, Chicago, IL, 60637
0.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
13 reviews
3 repeat clients
from
$22
per visit

Wonderful communication and reports, my cat and dog were both well taken care of! My little dog is a bit of an odd case so it was very nice having someone my dog warmed up to.

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Sitter Profile Image: Taylor L.
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Sitter Profile Image: Taylor L.
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13. Taylor L.

Loving Pet Sitter, Cats & Dogs
Kenwood, Chicago, IL, 60615
1.8 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
5 reviews
1 repeat client
from
$12
per visit

Taylor went above and beyond, she was super kind and understanding of our dogs needs. She provided lots of updates and we felt assured that our pets were in safe hands!

Sitter Profile Image: Tanya E.
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Sitter Profile Image: Tanya E.
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14. Tanya E.

Experienced with all kinds of pets
Hyde Park, Chicago, IL, 60637
1.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
1 repeat client
from
$20
per visit

Tanya was nothing but caring and respectful when taking care of my pets. From a pet conure, two guinea pigs and a dog, Tanya treated Mt pets with understanding of their breed/species and with thought. She was always on time and took great responsibility when I trusted her with my pets.

Sitter Profile Image: Leah C.
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Sitter Profile Image: Leah C.
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15. Leah C.

Star Sitter
Grad Student & Animal Lover
Hyde Park, Chicago, IL, 60637
1.4 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
5 reviews
3 repeat clients
from
$25
per visit

Leah was great! She was showed up for feedings exactly when we requested, and her updates and photos let us know that our fur babies were cared for with attention and love! We were able to relax and enjoy our time away knowing they were in great hands.

Sitter Profile Image: Grace T.
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Sitter Profile Image: Grace T.
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16. Grace T.

Full time student & pet lover!
Woodlawn, Chicago, IL, 60637
1.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
1 review
from
$17
per visit

Grace is an exceptional pet caregiver whom I recommend to anyone seeking a responsible and loving care for their furry friends. Grace has a unique ability to create a connection with any pet. I witnessed Grace's care firsthand when she helped me pet-sit a friend's cat. Not only did she ensure the cat's basic needs were met, but she also made time to play with the cat and give her lots of attention. Grace's responsible nature and genuine love for animals make her a great choice for anyone in need of a trustworthy pet caregiver.

Sitter Profile Image: Jack R.
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Sitter Profile Image: Jack R.
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17. Jack R.

dog walker and sitter
Woodlawn, Chicago, IL, 60637
1.3 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
1 repeat client
from
$17
per visit

Jack has taken the best care of my pug, Louis! He treats Louis with as much love and attention as I do and I can rest totally reassured that Louis is in the best hands when he’s with Jack. Jack also goes above and beyond, making sure that Louis runs around and gets plenty of exercise. He’s always super happy and worn out after hanging out with Jack :) As much as I’d love to think Louis is special, I’ve seen Jack extend that same special treatment to all the animals I’ve seen him care for. Any pet would be lucky to have Jack look after them - I can’t recommend him strongly enough!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Jabari R.
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Sitter Profile Image: Jabari R.
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18. Jabari R.

Former face to face fundraiser
Chicago, IL, 60615
0.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
1 review
from
$16
per visit

Jabari is currently a co-owner of a 8-12 month old Yorkshire Terrier mix currently alongside me whom he frequently feeds, grooms and bonds with on a daily basis. Jabari has experience with both large and small breeds of dogs, he has worked with 1+ year old male Pure breed Cane Corso and 1+ year old female German Shepherd Mix who he has cared for and watched over several times over their life. As well as, already pet-sitting a variety of dogs for many owners within his own family. I would highly recommend Jabari for care for other's pets as he is responsible, caring and diligent about the well-being of all pets and properly caring for them according to their breeds, sizes and ages.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Carmen P.
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Sitter Profile Image: Carmen P.
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19. Carmen P.

Star Sitter
A dog-less dog lover
Woodlawn, Chicago, IL, 60637
1.0 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
11 reviews
6 repeat clients
from
$30
per visit

Carmen was amazing to work with! Great communication and great with the cats.

Sitter Profile Image: Rebecca B.
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Sitter Profile Image: Rebecca B.
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20. Rebecca B.

Rover 101
Energetic and Focused Pet Care
Woodlawn, Chicago, IL, 60637
0.9 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
25 reviews
4 repeat clients
from
$25
per visit

Becca took exceptionally good care of our cat Autumn while my housemate and I were abroad. It had been hard to find good, reliable care (esp. due to some last minute travel plan changes on our part) but Becca stepped right in and everything went smoothly! Becca checked in everyday with updates and info and made sure to ask for tips to help Autumn adjust to having a relative stranger in the house. Thank you again for taking such good care of Autumn and giving is peace of mind while we were away!

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Rover also offers Pet Sitting & Drop Ins in these neighborhoods:

Rover also offers other services in Washington Park:

Pet parents turn to sitters on Rover.com when they're looking for pet-sitting. 7915 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.

Drop-In Visits