Pet Sitting & Drop Ins in Jefferson 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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To ensure accurate availability & pricing, please add your drop-off and pick-up dates.

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Sitter Profile Image: Kathleen N.
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Sitter Profile Image: Kathleen N.
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1. Kathleen N.

Star Sitter
Reliable & accommodating pet sitter
Portage Park, Chicago, IL, 60641
2.6 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
112 reviews
38 repeat clients
from
$20
per visit
Profile image

Kathy was so sweet and thorough with her 30 minute drop in for our Siamese cat. She gave great feedback, sent us many cute pictures, and we would not hesitate to request her again. We highly recommend her!

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Sitter Profile Image: Emerald G.
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Sitter Profile Image: Emerald G.
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2. Emerald G.

Star Sitter
Local woman loves cats
Irving Park, Chicago, IL, 60641
2.4 mi. away
Boarding, House Sitting, Drop-In Visits
5.0 out of 5 stars
32 reviews
14 repeat clients
from
$20
per visit
Profile image

Emerald was so caring and thoughtful while watching my cat. I felt secure in knowing my cat was being cared for and I'm so grateful. 10/10 would book Emerald again.

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Sitter Profile Image: Coleen T.
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Sitter Profile Image: Coleen T.
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3. Coleen T.

Star Sitter
Reliable Carer for Your Fur Babies
Chicago, IL, 60634
2.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
54 reviews
18 repeat clients
from
$26
per visit
Profile image

We were glad to find Coleen last minute and having our 2 cats well taken care of. She made effort to get familiar with the kitties who can be shy and scared of new people. She was also thoughtful in their comfort level both with her and all around in the apartment when we were away. It was assuring to read the detailed visit summary that Coleen made.

Confirmed availability: 4th of July Weekend
Sitter Profile Image: Jessica S.
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Sitter Profile Image: Jessica S.
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4. Jessica S.

Rover 101
Star Sitter
I’ve never met a dog I didn’t like!
Forest Glen, Chicago, IL, 60646
1.4 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
51 reviews
21 repeat clients
from
$20
per visit
Profile image

Jessica was great - she was responsive and easy to communicate with. My cat, Juniper, seemed like she was in a great mood when we arrived home from our trip. I would absolutely book with Jessica again.

Confirmed availability: 4th of July Weekend
Sitter Profile Image: Jackie G.
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Sitter Profile Image: Jackie G.
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5. Jackie G.

Star Sitter
Animals are better than people
Irving Park, Chicago, IL, 60641
2.6 mi. away
Drop-In Visits
5.0 out of 5 stars
29 reviews
9 repeat clients
from
$22
per visit
Profile image

Jackie did a great job watching our cats while we were out of town. She was easy to communicate with and left our place clean. Definitely would use her again!

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Sitter Profile Image: Elva L.
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Sitter Profile Image: Elva L.
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6. Elva L.

Rover 101
Star Sitter
I’m reliable, attentive, upbeat idv
Edison Park, Chicago, IL, 60631
2.4 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
81 reviews
11 repeat clients
from
$25
per visit
Profile image

She took extra time and care with our puppy who has gut issues at the moment. She gave extra time for potty breaks and made sure she drank enough water. Thanks again!!

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Sitter Profile Image: Heather K.
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Sitter Profile Image: Heather K.
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7. Heather K.

Bubbly, dog and cat lover!
Lincolnwood, IL, 60712
2.0 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
24 reviews
6 repeat clients
from
$18
per visit
Profile image

Heather is always an absolute delight to have watch our two dogs. They are so excited to see her, even though they are picky with their people! She spends extra time and gives them so much love.

Confirmed availability: 4th of July Weekend
Sitter Profile Image: Sarah L.
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Sitter Profile Image: Sarah L.
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8. Sarah L.

Star Sitter
Animal Lover!
Chicago, IL, 60630
2.4 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
75 reviews
31 repeat clients
from
$25
per visit
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Sarah was so sweet with the kitties and sent great updates over chat including photos and video. Came home to happy kitties. Would book with her again.

Confirmed availability: 4th of July Weekend
Sitter Profile Image: Adrian M.
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Sitter Profile Image: Adrian M.
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9. Adrian M.

Star Sitter
Experienced Canine Behavior Analyst
Norwood Park, Chicago, IL, 60646
1.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
21 reviews
9 repeat clients
from
$20
per visit
Profile image

We highly recommend Adrian and will hire him again in the future. We have two high-maintenance dogs; one is a skittish and anxious 60 lb. mixed breed who is distrustful of other dogs and human males due to trauma, and the other is a trusting but HIGH-ENERGY, demanding and stubborn 70 lb goofball. Together they compound each other's challenges. Adrian handled both dogs with an advanced level of expertise and care, and both dogs enjoyed his company. Adrian was also flexible and understanding when a planned recurring visit turned into a one-time visit only due to last-minute changes in our schedules. Thank you, Adrian!

Sitter Profile Image: Ashley D.
Sitter Profile Image: Ashley D.

10. Ashley D.

Rover 101
Star Sitter
Un-furr-getable care for your pets
Forest Glen, Chicag, IL, 60646
1.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
80 reviews
18 repeat clients
from
$20
per visit
Profile image

My two "old man" feral-now-house cats received excellent care with Ashley, even if one of them didn't reciprocate her kindness. (he doesn't trust anyone). She got them to take their meds with no issues. We'll definitely be calling her again when we go out of town.

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Sitter Profile Image: Jules R.
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Sitter Profile Image: Jules R.
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11. Jules R.

My Friends Call Me Doggy Jesus!
Chicago, IL, 60630
2.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
5 reviews
from
$13
per visit
Profile image

Jules is so great with my dog, Penny Lane. She sent tons of pictures and videos, and I could see how much fun they both were having!

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Sitter Profile Image: Abaigael C.
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Sitter Profile Image: Abaigael C.
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12. Abaigael C.

Star Sitter
Dog Loving Family!
Forest Glen, Chicago, IL, 60646
1.8 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
13 reviews
3 repeat clients
from
$17
per visit
Profile image

She did a great job, took good pictures and communicated to make sure my dog was well taken care of.

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Sitter Profile Image: Sabrina S.
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Sitter Profile Image: Sabrina S.
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13. Sabrina S.

Rover 101
Star Sitter
Your Dog's Best Friend
Chicago, IL, 60634
1.7 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care
5.0 out of 5 stars
118 reviews
35 repeat clients
from
$20
per visit

About: PLEASE NOTE: As of March 2, 2020, I will be working remotely out of my home, which means I can give your pup a midday walk if needed. I live in a high rise in a large one bedroom right by the lake which includes some restrictions: - I cannot board dogs that bark often - I cannot board dogs that are more than 50 lbs - The only way up to my unit with a pup is by elevator If your pup is larger or tends to bark a lot, I am happy to watch them at your home! To say I love dogs is an understatement! I have grown up with dogs my entire life and have experience pet sitting dogs as small as a 6-year-old, 10-pound cockapoo mix to a two-year-old large 80 pound German Pointer. I strive to make your pup's vacation as comfortable as possible for them (and you!). Typically, I will walk a dog three times a day for a total of one hour per day. (If your dog requires more than an hour of walks per day, please let me know as rates may change.) I hope to have the opportunity to make your pup at home while you are away! Please reach out with any questions.

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Sitter Profile Image: Crystal P.
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Sitter Profile Image: Crystal P.
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14. Crystal P.

Star Sitter
Your friendly neighborhood dog gal!
Norwood Park, Chicago, IL, 60646
1.0 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
10 reviews
3 repeat clients
from
$20
per visit
Profile image

Crystal was amazing with our 2 cats, especially my shy little guy. They absolutely loved her as she made sure they were fed, played with, and given attention. Crystal was awesome with communication, asking questions, leaving notes, etc. She left treats and pictures of our sweet boys. We felt so much better leaving them under her care!

Confirmed availability: 4th of July Weekend
Sitter Profile Image: Arlene A.
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Sitter Profile Image: Arlene A.
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15. Arlene A.

Star Sitter
Family of dog lovers.
Chicago, IL, 60630
0.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
293 reviews
133 repeat clients
from
$25
per visit
Profile image

Thanks for responding so favorably to a last minute request, Arlene. It’s a pain to take Lily out in the rain, but you were a trooper. Thanks,

Confirmed availability: 4th of July Weekend
Sitter Profile Image: Cynthia G.
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Sitter Profile Image: Cynthia G.
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16. Cynthia G.

Star Sitter
Every dog has a piece of my heart♥️
Portage Park, Chicago, IL, 60630
1.1 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
14 reviews
7 repeat clients
from
$18
per visit
Profile image

Cynthia was great watching our Espooky for the past week! She was responsive, sent us multiple messages and photos every day, and we felt very confident that Espooky was in great hands! We got home to a happy and healthy dog who enjoyed his time with Cynthia!

Sitter Profile Image: Stacie K.
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Sitter Profile Image: Stacie K.
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17. Stacie K.

Star Sitter
WFH mom. Loves animals
Chicago, IL, 60630
1.0 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
28 reviews
3 repeat clients
from
$20
per visit

Stacie is a true pet lover. Her patience, caring nature and compassion will ensure your pet is well taken care of. Highly recommend her to all.

Confirmed availability: 4th of July Weekend
Sitter Profile Image: Vanessa G.
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Sitter Profile Image: Vanessa G.
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18. Vanessa G.

Ill love your pet like it’s mine
Portage Park, Chicago, IL, 60630
0.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
4.5 out of 5 stars
11 reviews
3 repeat clients
from
$20
per visit

Vanessa has watched over my 5yr old dog on multiple times while I have been away for military training and i have never had a single complain about her treatment for my dog. She takes him on walks everyday, plays with him and even lets me FaceTime him if I have a few minutes to spare. Not only is she good with him but she is also very trustworthy and honest. I once left $100 out that I thought I had lost and she sent me a text to let me know she had placed them in an envelop and left it on my desk for me. I love someone I can trust not only with my dog, but also in my home! I would recommend her for anything out there who may need a sitter for their loved furry babies.

Confirmed availability: 4th of July Weekend
Sitter Profile Image: Brian M.
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Sitter Profile Image: Brian M.
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19. Brian M.

Star Sitter
Love pets and cuddling with them!
Jefferson Park, Chicago, IL, 60630
0.4 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
2 repeat clients
from
$22
per visit

Hello Rover, I have very good experiences with Brian Morales. with the care of my dog. He is very affectionate, it seems that he really likes pets. and I would always recommend to him.

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Sitter Profile Image: Becca R.
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Sitter Profile Image: Becca R.
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20. Becca R.

Dog lover
Chicago, IL, 60646
0.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
1 review
from
$20
per visit

Becca is great with dogs! From personal experience she has walked/ watched my dog a couple times and it was the best as she's reliable and the perfect dog lover you'd want!

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

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In Jefferson Park, Chicago, IL, dog lovers trust Rover.com for their pet sitting needs. Over 20 pet owners have reviewed pet sitters in Jefferson Park, Chicago, giving them an average rating of 5.0/5 stars. Booking pet sitting in Jefferson Park can be incredibly affordable, no matter what price range you're looking for. Curious about what it might cost to book pet sitting in Chicago on Rover? Check out our average pet sitting rates to get an idea before reaching out and beginning a conversation with a sitter.

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 Jefferson 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 Jefferson 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 Jefferson Park pet sitters and avoid the kennel.

Drop-In Visits