Personalized care for your dog or cat - Gage Park

Highly-rated overnight sitters - Gage Park

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Jennifer N.
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Jennifer N.
Star Sitter
from
$50
per night
4.9 out of 5 stars
281 reviews
128 repeat clients
6 years of experience
Lower West Side, Chicago, IL, 60608

Booking Jennifer for dog sitting was a fantastic decision. Her attentiveness to my dog gave me complete peace of mind, and her super quick responses to my messages were a huge plus. I'd absolutely choose her again for future sitting needs.

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Soleil L.
Sitter Profile Image: Beverly B.
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Beverly B.
Star Sitter
from
$40
per night
5.0 out of 5 stars
273 reviews
107 repeat clients
7 years of experience
Chatham, Chicago, IL, 60620

Ms Beverly is absolutely amazing, she sent pictures of my baby, which made me and my husband feel at ease. I will definitely be utilizing her service again. If Toodles could talk he was have said by Auntie Beverly ?

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Lolita N.
Sitter Profile Image: Mercedes M.
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Mercedes M.
Star Sitter
from
$30
per night
5.0 out of 5 stars
71 reviews
23 repeat clients
15 years of experience
Alsip, IL, 60803

Mercedes and her family were absolutely amazing with our dog Bane. I got many pictures while away; all of him being loved. We joked that we might have to kidnap our own dog back because they loved him so much. I’ll definitely be booking with Mercedes again.

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Brianna L.
Sitter Profile Image: Angel V.
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Angel V.
Star Sitter
from
$47
per night
5.0 out of 5 stars
123 reviews
34 repeat clients
15 years of experience
Humboldt Park, Chicago, IL, 60624

Angel was definitely a star sitter! Was out of pocket for a few days and he gave me regular updates on how my pup was doing. 10/10 would book again!

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John F.
Sitter Profile Image: Kyla & Barbara G.
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Kyla & Barbara G.
Star Sitter
from
$35
per night
5.0 out of 5 stars
74 reviews
29 repeat clients
20 years of experience
West Elsdon, Chicago, IL, 60632

Great experience with Kyla, it was my first time using the service for my Teddy and I was really nervous to not have him with family who normally watch him and since my daughter was moving same weekend(who normally has watched him) I said let me read reviews and go with it. Kyla kept me informed on Teddy’s progress with pictures and videos and my boy seemed happy to be there. I will use again in future for upcoming trips.

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Waneta W.
Sitter Profile Image: Susan M.
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Susan M.
Star Sitter
from
$40
per night
4.9 out of 5 stars
119 reviews
44 repeat clients
40 years of experience
North Lawndale, Chicago, IL, 60623

Susan is the best! Richie loves staying at her house. Susan is great at keeping Richie’s routine and giving him his medicine. She also has been flexible when I’ve needed it. I also appreciate the cute pics and daily updates. I highly recommend Susan to take care of your pup!

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Emily W.
Sitter Profile Image: E K.
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E K.
Star Sitter
from
$45
per night
5.0 out of 5 stars
392 reviews
185 repeat clients
15 years of experience
Grand Boulevard, Chicago, IL, 60653

Teddy is our 150lb Bullmastiff and EK and her family welcomed him like the rest of the tiny tots that are looked after daily. She is trustworthy and reliable. We hadn't been on a real vacation in 2yrs we had no issues or worries while gone.

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Susan L.
Sitter Profile Image: Ashley M.
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Ashley M.
Star Sitter
from
$52
per night
5.0 out of 5 stars
206 reviews
73 repeat clients
10 years of experience
Lower West Side, Chicago, IL, 60608

Ashley is amazing and was able to take my girls on short notice! They love spending time with Ashley and her daughter Marina and I know they are super well cared for! 🐾💜

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Angie S.
Sitter Profile Image: Barbara M.
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Barbara M.
Star Sitter
from
$62
per night
5.0 out of 5 stars
28 reviews
5 repeat clients
10 years of experience
South Lawndale, Chicago, IL, 60623

Thank you Barbara for always taking such good care of our pup, Dallas! Barbara and Chewie are the absolute best and Dallas can’t wait for his next stay. Thanks again!

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Louisa S.
Sitter Profile Image: Kathleen K.
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Kathleen K.
Star Sitter
from
$48
per night
5.0 out of 5 stars
11 reviews
4 repeat clients
3 years of experience
Evergreen Park, IL, 60805

Excellent! She took great care of my little boy. No hesitation I would use her again if in the area. Good communication and accommodating.

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Chuck E.
Sitter Profile Image: Bola A.
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Bola A.
from
$45
per night
4.9 out of 5 stars
186 reviews
73 repeat clients
15 years of experience
Hyde Park, Chicago, IL, 60637

I have been going to Bola for quite some time now and she is very accommodating when it comes to my 90 pound Goldendoodle. I truly appreciate her flexibility and support in watching him from time to time as I navigate my first pregnancy,

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Christina E.
Sitter Profile Image: Magdalena M.
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Magdalena M.
Star Sitter
from
$38
per night
5.0 out of 5 stars
15 reviews
6 repeat clients
3 years of experience
Lower West Side, Chicago, IL, 60608

Magdalena did a great job watching our dog for the week. She proactively provided updates and pictures and was very responsive. She exhibited great care for our dog asking questions related to behaviors and patterns. Will trust her to watch our pets in the future!

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Charles U.
Sitter Profile Image: Cassandra B.
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Cassandra B.
from
$40
per night
5.0 out of 5 stars
10 reviews
3 repeat clients
11 years of experience
Kenwood, Chicago, IL, 60615

Cassandra took great care of my dog Ace during his 4-day stay. I can tell he had a good time hanging out with her dog, Chewy. Cassandra was a pleasure to work with and I hope to use her services again for future boarding.

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Joseph G.
Sitter Profile Image: MICHAEL C.
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MICHAEL C.
Star Sitter
from
$45
per night
4.9 out of 5 stars
58 reviews
9 repeat clients
25 years of experience
North Lawndale, CHICAGO, IL, 60623

Sassy had such an amazing time with Michael and Joanna. They really made her feel at home. They have the perfect setup to take care of your pets with all of the essentials and more! Sassy was able to make new friends and receive all the love and attention she desires. They made sure to keep me up to date by sending daily pics and videos. If you are looking for a safe, reliable, and fun environment for your dog, be sure to book with them. They are true pet professionals that provide the support and care needed for your animals. And they even made a cute collar and bandana for Sassy that she loves! I will definitely bring Sassy back whenever I need a sitter.

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Vernetta C.
Sitter Profile Image: Ksenia D.
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Ksenia D.
Star Sitter
from
$50
per night
4.9 out of 5 stars
46 reviews
21 repeat clients
4 years of experience
Near North Side, Chicago, IL, 60611

Ksenia did a wonderful job taking care of my pup Wilbur! She made sure he had plenty of fun and enrichment and gave me plenty of updates during his one week stay. Her pup Stella is so so sweet, and her and Wilbur were best friends. I can't recommend her enough!

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Maddie E.
Sitter Profile Image: Daphnay S.
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Daphnay S.
Star Sitter
from
$45
per night
5.0 out of 5 stars
31 reviews
12 repeat clients
14 years of experience
Douglas, Chicago, IL, 60653

Daphnay was wonderful. I was really scared to leave my baby with a stranger and Daphnay put me at ease. I highly recommend her and will be using her again in the future.

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L M P.
Sitter Profile Image: Tanisha & Darrius T.
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Tanisha & Darrius T.
Star Sitter
from
$52
per night
5.0 out of 5 stars
151 reviews
40 repeat clients
16 years of experience
Ashburn, CHICAGO, IL, 60652

Tanisha is just the best! She takes such good care of Bentley and always communicates throughout his visits. He loves playing with his friend Zuri and has no issues eating, which can be problematic when he’s not with me. To me, that just exemplifies how comfortable he is staying there 😊. The best sitter ever!

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Ashley R.
Sitter Profile Image: Monica & Calvin M.
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Monica & Calvin M.
Star Sitter
from
$55
per night
5.0 out of 5 stars
306 reviews
112 repeat clients
15 years of experience
Lower West Side, Chicago, IL, 60608

Monica and Calvin went above and beyond when they hosted our dog Timon! They sent regular text updates with pictures, took our pup for multiple long walks/play outings each day, and returned a very happy dog to us when we got back from our travels. On top of all of that, they even treated Timon to a couple of new toys during his stay with them. We recommend Monica and Calvin to any dog owner, and hope to book them again in the future!

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Ryne M.
Sitter Profile Image: Manuel P.
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Manuel P.
from
$42
per night
4.9 out of 5 stars
57 reviews
20 repeat clients
8 years of experience
West Lawn, Chicago, IL, 60629

Great Care! Manuel was professional and caring. He communicated throughout the day, sending updates and pictures. He went above and beyond caring for Levi. She was extremely happy and tired when I picked he up. I would highly recommend Manuel to take care of your Furbaby!

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Timothy H.
Sitter Profile Image: Brandon E.
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Brandon E.
from
$50
per night
4.9 out of 5 stars
31 reviews
15 repeat clients
35 years of experience
South Shore, Chicago, IL, 60649

"Brandon has watched my dog, Cookie, three times now, and each time has been fantastic. He consistently provides excellent care, ensuring Cookie is happy and well-taken care of. I couldn't ask for a better dog sitter and highly recommend Brandon for his reliable and professional service!"

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Donnie S.
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Over 4.1 million
dogs curled up for a sleepover in a sitter's home on Rover1

Cat caregivers near you - Gage Park

Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

1 / 1
Sitter Profile Image: Caitlin M.
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Caitlin M.
from
$18
per visit
1 repeat client
5 years of experience
McKinley Park, Chicago, IL, 60609

About: I’ve had my cat Ida for 5 years and will treat your cat as my own. I’m the go to cat sitter in my friend circle. I feed the outdoor cats in my neighborhood year round.

Sitter Profile Image: Me'lia J.
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Me'lia J.
Star Sitter
from
$14
per visit
5.0 out of 5 stars
7 reviews
5 repeat clients
2 years of experience
West Englewood, Chicago, IL, 60636

Me’lia was a godsend, when my original sitter had to cancel last minute. She was communicative and thoughtful, and was super accommodating. And both my cat and my dog loved her. Would recommend and would rebook her again!

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Daniel E.
Sitter Profile Image: Yesenia R.
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Yesenia R.
Star Sitter
from
$18
per visit
4.9 out of 5 stars
109 reviews
32 repeat clients
14 years of experience
Lower West Side, Chicago, IL, 60608

Yesenia did an excellent job as a pet sitter during the three-week period. She dedicated 30 minutes each day to thoroughly care for the cats, ensuring they were well-fed, had fresh water, and their litter was clean. Yesenia also handled hairball cleanups. Her daily photo updates were a delightful and reassuring touch. She was consistently prompt in responding to any queries, demonstrating great reliability and communication skills.

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Carlos Javier G.
Sitter Profile Image: Luis P.
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Luis P.
from
$16
per visit
5.0 out of 5 stars
55 reviews
19 repeat clients
10 years of experience
Cicero, IL, 60804

Luis is so good with my girls! He’s very thorough with the care instructions and it feels so good to know there’s someone I can trust taking care of my little fur babies. It’s hard to leave my cats but knowing Luis will be there makes it alot easier.

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Jeannine W.
Sitter Profile Image: Ruari H.
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Ruari H.
Star Sitter
from
$9
per visit
5.0 out of 5 stars
7 reviews
3 repeat clients
5 years of experience
Bridgeport, Chicago, IL, 60616

Ruari was very responsive and sent photos to make certain to me that everything was good for our pet. Would recommend to anyone

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Will B.
Sitter Profile Image: Tara W.
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Tara W.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
26 reviews
9 repeat clients
8 years of experience
Evergreen Park, IL, 60805

Tara is fabulous with my cat. I appreciated how much time and energy she spent playing with Jim Catsby. She sent me awesome photos and a video of their time together. Tara really cares about Jim, and leaving him happy. I’m grateful for her passion for pets and their care. She is motivated to give our pets the best experience possible.

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Colleen D.
Sitter Profile Image: Maribel C.
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Maribel C.
from
$35
per visit
5.0 out of 5 stars
47 reviews
18 repeat clients
20 years of experience
Brighton Park, Chicago, IL, 60632

Maribel was fantastic with our little Umbra 🐈‍⬛ ❤️ She always kept us updated with the funniest narratives about his daily shenanigans while we were out. So appreciative to have someone who really put in the time and effort to try and win over the trust of our skittish little fur baby 🥺 can’t thank her enough for everything! Awesome person and looking forward to booking with Maribel again.

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Sam S.
Sitter Profile Image: Lizbeth H.
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Lizbeth H.
from
$17
per visit
5.0 out of 5 stars
22 reviews
6 repeat clients
2 years of experience
West Elsdon, Chicago, IL, 60632

I had such a great experience with my Lizbeth! She was reliable, caring, and kept me updated the entire time, which gave me so much peace of mind while I was away. What really stood out was her flexibility—when my flight got canceled, she kindly agreed to take care of my cat an extra day. That meant so much to me and truly showed her dedication and professionalism. I highly recommend her to anyone looking for a trustworthy and compassionate pet sitter!

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Cindy L.
Sitter Profile Image: Maria Gabriela M.
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Maria Gabriela M.
from
$30
per visit
5.0 out of 5 stars
12 reviews
4 repeat clients
6 years of experience
Chicago, IL, 60632

About: I have been a dog parent for the last 10 years. I have experience with dogs with disabilities (my two dogs have 3 legs) and leash-reactive furbabies. As a sitter, I have taken care of all kinds of dogs but prefer a nice temperament if a dog comes to my home so he or she can get along with my own dogs. I am knowledgeable of dog training techniques and are observant of dog behaviors.

Sitter Profile Image: Carolina d.
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Carolina d.
from
$20
per visit
5.0 out of 5 stars
7 reviews
2 repeat clients
5 years of experience
Chicago, IL, 60609

About: I have been good with cats since I was a kid feeding the neighborhood kitties. I’m the go-to caretaker for all of my friends, family, and neighbors who need help playing with and feeding their cats. I have my own cat so I intimately understand their needs and the anxieties of leaving them alone.

Sitter Profile Image: Guillermina L.
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Guillermina L.
Star Sitter
from
$19
per visit
5.0 out of 5 stars
111 reviews
34 repeat clients
10 years of experience
Clearing, Chicago, IL, 60638

Guillermina was great with my cats. She was able to visit everyday to feed, play and administer supplements. I recommend her for your visits.

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Daniel G.
Sitter Profile Image: Ahriel M.
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Ahriel M.
from
$32
per visit
5.0 out of 5 stars
5 reviews
1 repeat client
2 years of experience
Chicago, IL, 60632

About: I babysit kids often and a lot of families have cats. I would feed and play with the cat as long as it’s friendly. If it’s standoffish I let it do its thing while still check in on the cat frequently. My background owned a dog for 12 yrs. Work background my first job was an summer school teachers assistant and work in healthcare with Medicare recipients

Sitter Profile Image: Jessica G.
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Jessica G.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
13 reviews
5 repeat clients
10 years of experience
New City, chicago, IL, 60609

Jessica was super great and took the time to make sure my shy kitty was comfortable! She is thoughtful and patient. Would book her again in a heartbeat!

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Hannah L.
Sitter Profile Image: Kathryn J.
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Kathryn J.
from
$16
per visit
30 years of experience
Chicago Lawn, Chicago, IL, 60629

About: Had cats in my childhood, and then needed a companion as I set out on my own - she was with me for 19 years! And now I have 2 new kittens. Am comfortable with cats of any age range, dispensing medication (pill or topical), and am vigilant about clean litter boxes!

Sitter Profile Image: Natalie Z.
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Natalie Z.
from
$27
per visit
2 years of experience
New City, Chicago, IL, 60609

About: I have a genuine love for cats and enjoy getting to know their individual personalities and routines. My veterinary technician background has given me hands-on experience caring for cats of different ages and needs, including feeding, medication administration, litter box care, and monitoring behavior. I’m patient and attentive, especially with shy or nervous cats, and always strive to make them feel safe, comfortable, and loved.

Sitter Profile Image: Elizabeth A.
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Elizabeth A.
from
$20
per visit
10 years of experience
Chicago, IL, 60629

About: I grew up with a cat. We had him for 15 years. A few years after he passed away, I adopted 2 brown tabbies and love playing with them and teaching them new tricks.

Sitter Profile Image: Danna G.
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Danna G.
from
$18
per visit
5.0 out of 5 stars
2 reviews
3 years of experience
Brighton Park, Chicago, IL, 60632

Danna was amazing. She took great care of our cats and sent plenty of pictures. We appreciate how reliable she is. While we only have cats, she also loves dogs. Would definitely recommend get to anyone in the area.

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Seth H.
Sitter Profile Image: Dajah P.
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Dajah P.
from
$18
per visit
5.0 out of 5 stars
3 reviews
4 repeat clients
1 year of experience
Englewood, Chicago, IL, 60605

About: I’ve had taken of pets since I was in high school. My Neighbors Friends and Family had relied on me to walk and feed their pets. I will Feed, walk, and play with your pet daily. Weekly: bathe, clean their area, check health, and train. Keep them happy and healthy, always! 🐾 Making sure I have all the instructions and information and emergency contact information for every stay also I can easily crate your dog if needed.

Sitter Profile Image: Luna C.
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Luna C.
from
$23
per visit
3 years of experience
Chicago Lawn, Chicago, IL, 60629

About: I’ve taken care of both kittens and older cats, I try my best to understand each animal. I also have experience with street cats, which tend to need more help due to trauma. I’d love to help you and your feline needs as much as possible

Sitter Profile Image: Naphtali G.
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Naphtali G.
from
$14
per visit
2 years of experience
McKinley Park, Chicago, IL, 60609

About: I am comfortable around cats and have lived with them for many years. I have the most experience with elderly cats and have a soft spot for cats who can't help but cuddle!

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Perfect for high energy dogs - Gage Park

Prices are estimates per day. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

1 / 1
Sitter Profile Image: Jennifer N.
Verified Enhanced Background Check
Jennifer N.
Star Sitter
from
$30
per day
4.9 out of 5 stars
281 reviews
128 repeat clients
6 years of experience
Lower West Side, Chicago, IL, 60608

We were visiting Chicago for a graduation and left our young golden retriever with Jennifer and her family. They have a nice yard set up and there were other dogs there for her to play with. They sent a video each day, which we appreciated, as well. Thank you!

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Nancy D.
Sitter Profile Image: Ashley M.
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Ashley M.
Star Sitter
from
$42
per day
5.0 out of 5 stars
206 reviews
73 repeat clients
10 years of experience
Lower West Side, Chicago, IL, 60608

Ashley was absolutely amazing! She went above and beyond to make sure that my dog was comfortable with his stay at her house while I worked. She was very communicative, made sure to have full understanding of his care, and gave him lots of love! From the moment I dropped him off, I can tell she really cares about the pets she and her daughter care for, when I picked Echo up at the end of the day, he was so sad to leave! I’ll definitely be booking with Ashley again! :)

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Maria C.
Sitter Profile Image: Dayana Q.
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Dayana Q.
Star Sitter
from
$40
per day
5.0 out of 5 stars
88 reviews
45 repeat clients
4 years of experience
Cicero, IL, 60804

Dayana was a great dogsitter to our puppy Honey. She sent pictures and videos throughout the day of Honey having fun and being taken on walks, and she was very nice and communicative. I will definitely be reaching back out for more dog sitting with Dayana!

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Hubertine H.
Sitter Profile Image: Ruben M.
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Ruben M.
Star Sitter
from
$50
per day
5.0 out of 5 stars
329 reviews
113 repeat clients
15 years of experience
Humboldt Park, Chicago, IL, 60651

Ruben made our new venture into Rover very easy. He responds quickly and had availability right away. We are looking forward to Nox continuing to get to know him and open up to his dogs.

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Ben C.
Sitter Profile Image: Tamara J.
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Tamara J.
Star Sitter
from
$40
per day
4.9 out of 5 stars
274 reviews
98 repeat clients
16 years of experience
Grand Boulevard, Chicago, IL, 60653

My dog loves Tamara! I’ve been using her for over a year and only trust her to watch my dog who has bad anxiety and is skiddish with most people. When I drop her off, she doesn’t even know I’m there anymore. That makes me happy since my baby has anxiety bad. Definitely recommend her. She’s very caring and accommodating!

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Jennifer C.
Sitter Profile Image: Bola A.
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Bola A.
from
$49
per day
4.9 out of 5 stars
186 reviews
73 repeat clients
15 years of experience
Hyde Park, Chicago, IL, 60637

Bola came through for me last minute and took great care of Bea!! She sent me picture updates and communicated well throughout the day. Will definitely be booking again with her.

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Abby B.
Sitter Profile Image: Chelsea G.
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Chelsea G.
Star Sitter
from
$32
per day
5.0 out of 5 stars
48 reviews
17 repeat clients
20 years of experience
Douglas, Chicago, IL, 60653

Chelsea took great care of our elderly, special-needs dog with awesome communication

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Gail O.
Sitter Profile Image: E K.
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E K.
Star Sitter
from
$45
per day
5.0 out of 5 stars
392 reviews
185 repeat clients
15 years of experience
Grand Boulevard, Chicago, IL, 60653

E did absolutely amazing when it came to our dog (Jackson) being comfortable, fed and of course loved! She did an absolutely amazing job keeping in touch with us as well. if we are ever back in the neighborhood, we will definitely be getting a hold of E to take care of our puppy!!!

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Emma H.
Sitter Profile Image: Magdalena M.
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Magdalena M.
Star Sitter
from
$37
per day
5.0 out of 5 stars
15 reviews
6 repeat clients
3 years of experience
Lower West Side, Chicago, IL, 60608

About: I’ve had my cat for 3 years, raising her from a playful kitten into a calm, well-behaved adult. This has given me hands-on experience with feeding, litter care, and keeping pets comfortable and happy. I specialize in caring for cats and calm adult dogs, providing a safe, crate-free, stress-free home. I’m patient, reliable, and attentive — making sure every pet feels loved while their owners are away. Special Skills: -Training and caring for kittens -Creating calm, low-stress environments Routine management: feeding, litter, and general care -Comfortable hosting calm adult dogs I currently have a flexible schedule and am available most days and times to provide attentive, stress-free care for both cats and calm adult dogs. Being between jobs allows me to focus fully on your pet’s needs, including feeding, litter care, companionship, and walks for dogs. I can accommodate morning, afternoon, or evening visits, and I’m happy to adjust my schedule to fit your pet’s routine. I provide a calm, safe environment for cats and calm adult dogs, whether in my home or at the client’s home. Pets are always supervised and cared for according to their routines. My home features a fenced yard, giving pets a safe outdoor space to explore. I also have a friendly, well-behaved cat, so I’m experienced in helping pets feel comfortable around other animals. I follow owners’ instructions closely for feeding, litter care, walks, and general routines to ensure pets feel secure and happy while in my care.

Sitter Profile Image: Monica & Calvin M.
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Monica & Calvin M.
Star Sitter
from
$45
per day
5.0 out of 5 stars
306 reviews
112 repeat clients
15 years of experience
Lower West Side, Chicago, IL, 60608

Monica and Calvin were wonderful dog-sitters for our one-year-old frenchton. Thankfully, they met with us in advanced to make sure that we and our puppy would be comfortable with them and vice versa. They sent multiple status updates during the day including photos and even suggested ways of helping our puppy relieve with his digestion issues. Overall, they were excellent and we will definitely rebook them in the future.

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Clint B.
Sitter Profile Image: Krystal Z.
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Krystal Z.
from
$45
per day
5.0 out of 5 stars
11 reviews
4 repeat clients
6 years of experience
Brighton Park, Chicago, IL, 60632

About: I grew up taking care and even sitting some of my mom's friends dogs. In my teens I would take care and sit a few family members dogs. I then volunteered at a puppy adoption center in Mexico. I am currently only attending school on Friday mornings from 8am to 12pm. I will update my schedule once I go back to tutoring or when my classes change. I will ensure that your pets get the care they need and the exercise they need. I will also pay attention to any requests your pets may need.

Sitter Profile Image: Gabriel V.
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Gabriel V.
from
$33
per day
5.0 out of 5 stars
8 reviews
1 repeat client
10 years of experience
Bridgeport, Chicago, IL, 60608

Gabriel was an excellent dog sitter for Walnut. He was attentive, patient, and very professional throughout the entire experience. He communicated clearly, provided updates, and always confirmed details, which gave me great peace of mind. Walnut seemed very happy and comfortable with him, and it was clear he genuinely enjoyed spending time with Gabriel. I truly felt that Walnut was in good hands. I would definitely recommend Gabriel and would love for him to continue sitting for us in the future.

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Mina R.
Sitter Profile Image: Caitlin M.
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Caitlin M.
from
$40
per day
1 repeat client
30 years of experience
McKinley Park, Chicago, IL, 60609

About: I’ve taken care of or have had animals since I was a child. Currently I have a cat named Ida who is very sweet & affectionate. I just graduated with a Master’s of Social Work. Before beginning my career, I’m taking some down time and taking care of animals. This gives me the ability to prioritize your pets needs! My environment is animal friendly. I have a fenced in back yard and live near a park. I have a cat named Ida who is welcoming to new animals inside our home. I allow animals on my bed and furniture.

Sitter Profile Image: Annie X.
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Annie X.
from
$45
per day
4.9 out of 5 stars
159 reviews
114 repeat clients
8 years of experience
Armour Square, Chicago, IL, 60616

About: ✦Now Accepting bookings for Labor Day Weekend• South Loop/Downtown Providing calm, personalized care for every pet: Whether it’s in your home or mine, I provide calm, flexible, one-on-one care tailored to each pet’s personality and comfort level. From cozy boarding stays to in-home visits and overnight house sitting, your pets will always be treated with warmth and respect. 📍 Serving Chicago and surrounding suburbs - including Downtown, South Loop, West Loop, Bridgeport, Pilsen, Chinatown, Hyde Park, Lincoln Park, and beyond. Flexible travel options available, with customized arrangements for extended distances. 🐾 My Journey with Purrfect Pet Sit 🐾 Since 2019, I’ve provided trusted, professional pet care for busy Chicago professionals and families. With over six years of experience and many ⭐⭐⭐⭐⭐ reviews, I specialize in creating a stress-free, high-quality experience for both pets and owners. I specialize in cat sitting, small and medium breed, and senior pet care, with experience in administering oral and topical medications. I’m also open to caring for large dogs after a Meet & Greet, to ensure a good fit between each other. 🤝Meet & Greet Policy Meet & Greet is required for all new clients before confirming a booking. This step allows us to review care details, daily routines, home logistics, key access if needed, and overall fit in person, including how your pet and I interact. Scheduling details will be discussed during the inquiry process. 📸💬 Daily Photo & Text Updates You’ll receive regular photo and text updates, so you can travel or work with peace of mind knowing your furry family is happy and safe at my care. I can’t wait to meet your pets and make their time truly Purrfect! 🐾💛 🌞 Schedule & Availability I work full-time with a hybrid schedule in eCommerce, with some days onsite in the western suburb Lombard and others working from home in the city. Because I regularly commute and am comfortable with travel, I’m open to overnight house sittings and extended stays beyond my immediate area when everything is a good fit. 🐾 Drop-in visits: Available early mornings before work and/or evenings after work, depending on location and care needs. Exact visit times cannot be guaranteed, but I always aim to stay within a reasonable time window and will communicate updates as needed. Flexibility is required in terms of visit time. 🏠 House sittings: My standard rate covers overnight care from evenings through mornings and includes standard morning and evening potty walks, plus a final potty break before bedtime. Daytime hours, extended exercise walks, and constant care are not included in the base rate and may require additional fees depending on care needs and scheduling. 🚗Pick-up / Drop-off: Available upon request for repeat clients or when schedules align with my Lombard–Chicago commute route. 🐕 Boarding & daycare: Limited spots available - please message to confirm availability. 🏡 Home Environment & Safety Calm, cozy home with fenced yard and pet - friendly setup - a safe, peaceful space for every guest to relax, play, and rest comfortably during their stay.

Sitter Profile Image: Timothy B.
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Timothy B.
Star Sitter
from
$40
per day
4.9 out of 5 stars
29 reviews
8 repeat clients
10 years of experience
Lower West Side, Chicago, IL, 60616

Timothy is our puppy’s favorite sitter (and ours too!). It’s clear he really understands and empathizes with dogs of all ages and sizes. We’ve had multiple stays at Timothy’s place, and every time our dog comes home happy, well-cared for and occasionally having made new dog friends! We especially appreciate the way he handles our rambunctious labrador puppy- calm, kind, and confident. It’s such a relief knowing she’s in good hands. We’re grateful to have found him, highly recommend!

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Eric F. R.
Sitter Profile Image: Gaby V.
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Gaby V.
from
$45
per day
4.9 out of 5 stars
64 reviews
15 repeat clients
1 year of experience
South Lawndale, Chicago, IL, 60623

Attentive and friendly. I felt really good about leaving my two dogs with her and she communicated very well throughout the whole process. I will definitely be requesting her again; she was so good to my dogs.

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paintthinnerforbreakfast
Sitter Profile Image: Diane R.
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Diane R.
from
$40
per day
4.9 out of 5 stars
13 reviews
5 repeat clients
40 years of experience
Garfield Ridge, Chicago, IL, 60638

Diane has been amazing! Gravy loves going on the long walks with her and her fur babies! I’m so glad we found her.

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Maggie O.
Sitter Profile Image: Veronica M.
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Veronica M.
from
$50
per day
35 years of experience
Gage Park, Chicago, IL, 60609

About: I love pets, I hate when they are mistreated in any way. They become part of our family and in the same way we must love and care for them. I am available every weekday and some weekends. I can look after them here at my home, where they can feel comfortable and free—both inside the house and in the yard. I offer dog care at my home, which has a fenced yard where they can play and have fun. I have a Shih Tzu, And I know she'll love having new friends to play with.

Sitter Profile Image: Guillermina L.
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Guillermina L.
Star Sitter
from
$57
per day
5.0 out of 5 stars
111 reviews
34 repeat clients
10 years of experience
Clearing, Chicago, IL, 60638

She is amazing with Jagger! He absolutely loves being there!

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Brittany S.
Sitter Profile Image: David R.
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David R.
from
$33
per day
12 years of experience
Archer Heights, Chicago, IL, 60632

About: I’ve had dogs my whole life and genuinely love being around them. Most of my experience is with larger breeds, but I’ve also cared for small dogs and understand their different needs. Dogs tend to warm up to me quickly, and I make sure they feel comfortable, safe, and well cared for while you’re away. I work from home most of the week, so your dog will have lots of company and care throughout the day. We'll take regular breaks for walks and playtime, and my big yard gives them plenty of space to run around and burn off energy. I understand how important it is to trust someone with your dog. My home is a safe, welcoming space where dogs are treated like family. With a large, fully fenced yard and lots of supervision, I make sure every pup feels comfortable, relaxed, and well cared for.

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More than 1.6 million
pets enjoyed cuddles and care from sitters on Rover1

Adventure-ready dog walkers - Gage Park

Prices are estimates per walk. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Me'lia J.
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Me'lia J.
Star Sitter
from
$12
per walk
5.0 out of 5 stars
7 reviews
5 repeat clients
2 years of experience
West Englewood, Chicago, IL, 60636

Me’Lia was absolutely wonderful! She took great care of our Sandy! Me’lia was punctual very patient with handling Sandy. Will definitely rebook in the future!

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Charese S.
Sitter Profile Image: Beverly B.
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Beverly B.
Star Sitter
from
$22
per walk
5.0 out of 5 stars
273 reviews
107 repeat clients
7 years of experience
Chatham, Chicago, IL, 60620

We have been consistently using Beverly since our pup was 3 months old. Beverly does weekly walks for us as well as daycare and overnight stays. Charley loves her Beverly and she has quickly become part of our family.

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Sandy M.
Sitter Profile Image: Ruari H.
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Ruari H.
Star Sitter
from
$10
per walk
5.0 out of 5 stars
7 reviews
3 repeat clients
6 years of experience
Bridgeport, Chicago, IL, 60616

About: i’m patient, detail-oriented, and genuinely enjoy getting to know each pet’s personality. i take the time to make shy or anxious pets feel safe and comfortable, and i adjust my approach depending on their energy level and needs. i’m also very reliable with routines and communication, so you can trust your pet is getting consistent care and attention. pet care is part of my everyday routine, as i currently care for two kittens with consistent feeding, cleaning, and play schedules. i’m used to planning my day around their needs, so incorporating additional pet care is something i can do reliably & consistently. when caring for pets in a client’s home, i focus on keeping their routine as consistent as possible. i follow all instructions closely, including feeding schedules, litter box cleaning, playtime, and any specific preferences your pet has. i take the time to understand each cat’s personality—whether they’re social or more independent—and adjust my approach so they feel comfortable in their own space. i also keep the home tidy and provide regular photo and message updates so you always know how your pet is doing.

Sitter Profile Image: Elizabeth D.
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Elizabeth D.
from
$18
per walk
5.0 out of 5 stars
32 reviews
9 repeat clients
20 years of experience
Chicago, IL, 60609

Levi (Elizabeth) is an incredible sitter with my grumpy old dog! He’s a very difficult boy to work with and barks and barks at her, yet she is patient, kind, and gentle with him, meeting him on his terms. Highly, highly recommend!!

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Tammy M.
Sitter Profile Image: Caitlin M.
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Caitlin M.
from
$18
per walk
1 repeat client
30 years of experience
McKinley Park, Chicago, IL, 60609

About: I’ve taken care of or have had animals since I was a child. Currently I have a cat named Ida who is very sweet & affectionate. I just graduated with a Master’s of Social Work. Before beginning my career, I’m taking some down time and taking care of animals. This gives me the ability to prioritize your pets needs! My environment is animal friendly. I have a fenced in back yard and live near a park. I have a cat named Ida who is welcoming to new animals inside our home. I allow animals on my bed and furniture.

Sitter Profile Image: Monica & Calvin M.
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Monica & Calvin M.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
306 reviews
112 repeat clients
15 years of experience
Lower West Side, Chicago, IL, 60608

Calvin is wonderful! He does a fantastic job walking my puppy Penny and always provides great updates. Highly recommend!

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Rachel M.
Sitter Profile Image: Rachael C.
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Rachael C.
from
$16
per walk
5.0 out of 5 stars
5 reviews
2 repeat clients
8 years of experience
McKinley Park, Chicago, IL, 60608

Scooter Loved her!! She is responsible, communicative, and very kind. I enjoyed working with her and I know scooter has a friend for life.

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Mckenzie H.
Sitter Profile Image: Kathryn J.
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Kathryn J.
from
$20
per walk
20 years of experience
Chicago Lawn, Chicago, IL, 60629

About: I grew up with cats and Golden Retrievers and now have 4 Boston Terriers and 2 new kittens, who are my whole world! I am also an approved dog-walker / caregiver for Chicago Animal Care and Control, trained in their strict techniques, so I am comfortable caring for, walking, and exhausting small to large dogs. Currently working part time, so have lots of time to dedicate to your pups! I am mostly available for walks during weekdays: Mon - Fri, 9a - 5p Happy to care for your pup where they are most comfortable, in your home! Even if you have a fully fenced yard, you can trust that I'll never leave them unsupervised and unleashed, outside. If you do not have a fenced yard, we will have lots of fun getting our steps in, around the neighborhood! Comfortable getting your pup in and out of crates/kennels if needed, and getting them harnessed up for walks. Will *always* pick up any and all poop your pup leaves, whether in your yard or on our walks.

Sitter Profile Image: Elizabeth A.
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Elizabeth A.
from
$20
per walk
10 years of experience
Chicago, IL, 60629

About: I am a dog mom of 2. I have been caring for my oldest dog for about 9 years now. I trained my two dogs on my own. I am currently working from home, so my work schedule is extremely flexible. I am available in the afternoon and evenings to go on dog walks. There are a lot of nearby parks in my area. I like to be in nature so I do on long walks daily, and would love to have a furry companion with me.

Sitter Profile Image: Kathleen C.
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Kathleen C.
from
$25
per walk
5.0 out of 5 stars
4 reviews
1 repeat client
14 years of experience
West Lawn, Chicago, IL, 60629

Kathleen was able to meet accomadate our last minute requests. We really appreciate you taking care of our babies! She fed, walked, and comforted pooches while away.

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Castle C.
Sitter Profile Image: Nysha S.
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Nysha S.
from
$20
per walk
10 years of experience
West Englewood, Chicago, IL, 60636

About: I have 10 years of experience caring for dogs and other pets of different ages, sizes, and personalities. I’m patient, attentive, dependable, and treat every pet as if they were my own. While I’m not a professional trainer, I’m comfortable with walks, feeding, playtime, basic routines, and providing plenty of love and attention. I’m also continuing my education in animal health, behavior, biology, and marine biology, so caring for and understanding animals is something I’m truly passionate about. I currently have open availability and a flexible schedule, which allows me to provide walks, drop-ins, playtime, and plenty of one-on-one attention throughout the day. I’m happy to work with your schedule and your pet’s normal routine to make sure they receive consistent, dependable care. I live in an apartment, but your pet will still get plenty of exercise, attention, and enrichment. I’m happy to provide regular walks, playtime, feeding, and lots of affection. When caring for pets in a client’s home, I will always respect your space and follow your pet’s normal routine and any instructions you provide.

Sitter Profile Image: Angelica O.
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Angelica O.
from
$25
per walk
5.0 out of 5 stars
6 reviews
2 repeat clients
2 years of experience
McKinley Park, Chicago, IL, 60609

About: Hi my name is Angie. I actually have about 2 years of professional experience working with both cats and dogs. I worked in a dog hotel and a dog kennel which both took cats and dogs So I know how to interact with both, How to introduce myself to them, giving shots and medication if needed. I also know some basic training techniques. Im very good at reading animals and just tend to have a natural bond with them. Im very comfortable with all size dogs. Please feel free to msg me if you hav any questions I have open availability and don’t mind traveling. I also have experience bathing, blow drying and clipping nails if interested. I can guarantee you pet will definitely be in great hands with me. ☺️ I currently work part time so I have plenty of time to care for your pups 🐶 so for the most part I’m gone maybe about 4 hours a day. I have a fenced in yard and two large fields next door for them to take long walks in & have a puppy who loves to make new friends. 🐶

Sitter Profile Image: Dajah P.
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Dajah P.
from
$20
per walk
5.0 out of 5 stars
3 reviews
4 repeat clients
1 year of experience
Englewood, Chicago, IL, 60605

About: I’ve had taken of pets since I was in high school. My Neighbors Friends and Family had relied on me to walk and feed their pets. I will Feed, walk, and play with your pet daily. Weekly: bathe, clean their area, check health, and train. Keep them happy and healthy, always! 🐾 Making sure I have all the instructions and information and emergency contact information for every stay also I can easily crate your dog if needed.

Sitter Profile Image: Montserrat J.
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Montserrat J.
from
$35
per walk
5.0 out of 5 stars
20 reviews
6 repeat clients
9 years of experience
Brighton Park, Chicago, IL, 60632

About: I’ve taken care of dogs since I was 13, mainly my own, but I’ve also taken care of friend’s and family friend’s dogs in these past 3 years, so I understand the anxiety or fear of leaving a part of your family in the care of someone that isn’t you and won’t treat your pet like you will. That’s why I always adjust and accommodate my services to every pet’s needs. When it comes to basic care of pets, I always take puppies and dogs on walks at whichever time of day that they need to go out, always making sure to bring snacks and water so they always stay hydrated and healthy. I make sure they have enough playtime inside and outside so they don’t get bored and are entertained. I understand that not every dog wants to play or can’t move too much, so I of course adjust these activities to accommodate every pet’s individual needs so they’re always comfortable and happy. I also have experience with senior care, specifically giving dogs the medicines they need at the intended hours of the day or night. It goes without saying that my main priority are the pets in my care so I also make sure to always check up on every pet at different hours and times, rarely leaving them out of my sight (while also keeping my distance if they’re resting) to ensure they’re always okay. I work part-time remotely since I finished university in March of 2024. So I have no issues with times and days that will work best for you and your pets! I care for pets in client’s homes by making sure they’re never missing anything, from food, water, toys, time to go to the bathroom, medicines if they take them, etc… I make sure pets understand I’m simply there as an aid for them and someone they can play with if they choose to! I’m simply there to ensure every pet is taken care of while also having time to play and give them their space, after all, it’s their home and they need to feel the most comfortable and safe in their own space.

Sitter Profile Image: Jaden G.
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Jaden G.
from
$20
per walk
5.0 out of 5 stars
5 reviews
1 repeat client
7 years of experience
Auburn Gresham, Chicago, IL, 60620

About: In the few years I’ve been caring for various animals of my own and others, I feel I treat them as if they are my own human children. I see them as more than pets but companions that deserves a home away from home. I work from home most nights and have plenty of time to care and closely monitor your pets. Playtime is always a given with my own dogs as well I can ensure you that while your pets are in my possession, they are closely monitored and will be entertained. Like stated before I work from home most nights so I’m flexible to work and care at the same time

Sitter Profile Image: Jocelyn S.
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Jocelyn S.
from
$20
per walk
2 years of experience
West Lawn, Chicago, IL, 60629

About: I have taken care of family pets my whole life, no pets are allowed in my household so I have taken every opportunity to interact with and care for animals outside of my home. I make sure to keep up with their needs while also providing them an enjoyable environment! I work from home so I am able to relocate wherever there is WiFi connection, the work isn’t too demanding so I am able to care for pets immediately. I work 8:00 am to 4:30 pm Monday through Friday and have 24/7 availability! I have an hour lunch break and am also available anytime after work and on weekends! I cannot have animals in my home so being in a clients home is best for me. I adhere to all instruction given by owners and follow the schedules set for the animal. I am open to entertaining and watching after the animal at all hours!

Sitter Profile Image: Miguel O.
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Miguel O.
from
$10
per walk
17 years of experience
Chicago, IL, 60623

About: I've taken care of my family's pets over the years. 1 dog and 8 cats. Pet sitting for my siblings taking care of mostly cata and some guinea pigs. I'm available most weekdays and weekends to take care of your pets. I prefer to work in the mornings from 8 am to 3 pm I have a fenced yard so if your dog stays with me can run around. I like to know your pets personality and patterns to help keep them safe

Sitter Profile Image: Genesis B.
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Genesis B.
from
$20
per walk
20 years of experience
New City, Chicago, IL, 60609

About: Cuido perros y gatos de todo tipo desde que tenía 10 años mi familiares amigos vecino confían en mi para cuidar y darle de comer a sus mascotas y sacarlas a pasear Trabajo tiempo parcial por lo que tengo tiempo de sobra para jugar con tus mascotas puedo cuidar de tus mascotas los fines de semana y de lunes a viernes a partir de las 15:00 pm Tengo jardin vallado y dos perros y dos gatos muy sociable que le harán compañía al tuyo si prefieres que tu máscota permanezca es su transportín no hay problema

Sitter Profile Image: dong W.
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dong W.
from
$15
per walk
8 years of experience
McKinley Park, Chicago, IL, 60608

About: I've had cats for many years, and I love taking care of them, playing with them and simply spending time with them. I have a good approach to the shyer cats. I also understand the habits and needs of dogs, and I enjoy going on walkies with them. Whatever task it is, I will handle it with love and responsibility. I am very flexible. If your plan changes, just lmk, I'd be happy to adjust to your convenience. I look forward to filling my time outside of going to community college by taking care of your pet! I don't have a job right now, and I have plenty of free time besides going to community college, so I have plenty of time to take care of pets. The place I'm living in right now doesn't have space for pets, but I can come over and take care of and feed them.

Sitter Profile Image: Naphtali G.
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Naphtali G.
from
$20
per walk
3 years of experience
McKinley Park, Chicago, IL, 60609

About: I have specific experience with big dogs from years of housesitting-no dog is too big to me! I also have a soft spot for elderly dogs. I am still developing training skills so I prefer dogs that are leash-trained, but I am used to some strong pulling and excited walkers. I can walk up to 11 miles, and am happy to gets your pup's steps in to tire them out for you! I love routines and am happy to create a schedule that works best for everyone. I do work a full-time job, so I only have specific hours I can sit/walk. I do work consistent hours, so I am more suited for a regular schedule to help support you during your work or school hours. I am otherwise flexible and do not mind plans being changed the day of, just please clear the time with me prior to scheduling! I cannot keep pets in my home due to lease restrictions. I am happy to sit and feed pets at your home, or just keep them company. I don't mind watering a few plants here or there either!

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Over 980,000
dogs traded couch time for play time with Doggy Day Care on Rover1

Large dog specialists near you - Gage Park

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Jennifer N.
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Jennifer N.
Star Sitter
from
$50
per night
4.9 out of 5 stars
281 reviews
128 repeat clients
6 years of experience
Lower West Side, Chicago, IL, 60608

Booking Jennifer for dog sitting was a fantastic decision. Her attentiveness to my dog gave me complete peace of mind, and her super quick responses to my messages were a huge plus. I'd absolutely choose her again for future sitting needs.

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Soleil L.
Sitter Profile Image: Beverly B.
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Beverly B.
Star Sitter
from
$40
per night
5.0 out of 5 stars
273 reviews
107 repeat clients
7 years of experience
Chatham, Chicago, IL, 60620

Ms Beverly is absolutely amazing, she sent pictures of my baby, which made me and my husband feel at ease. I will definitely be utilizing her service again. If Toodles could talk he was have said by Auntie Beverly ?

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Lolita N.
Sitter Profile Image: Ruben M.
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Ruben M.
Star Sitter
from
$60
per night
5.0 out of 5 stars
329 reviews
113 repeat clients
15 years of experience
Humboldt Park, Chicago, IL, 60651

Ruben did such a lovely job caring for our pittie, Aegon, in a small, mixed dog environment. We got a happy pup back and he had a chance to socialize in a safe setting while we were away. Totally confidence to use Ruben again for our pups.

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Adam C.
Sitter Profile Image: Lech S.
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Lech S.
Star Sitter
from
$49
per night
4.9 out of 5 stars
104 reviews
40 repeat clients
10 years of experience
West Town, Chicago, IL, 60647

Lech was brave enough to take care of my bulldogs for three days. He did a great job checking in and sending pics. More importantly, when Francis and Mr Wrinkles got home, they didn't seem to have been stressed out or anything, which has happened with sitters in the past. Further, Lech was able to take care of my "special needs" dog who is def. And, he was available to pick up and drop off the pair which saved me tons of time. Will def look to book again!

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Micheil L.
Sitter Profile Image: Elisa D.
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Elisa D.
from
$30
per night
4.8 out of 5 stars
52 reviews
23 repeat clients
4 years of experience
Garfield Ridge, Chicago, IL, 60638

Great service. She sent me multiple pictures, where my puppy looks comfortable and happy. Does a great job communicating with you. Thank you so much again you made the experience easy and will definitely come back to you again if services are neded.

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Juan l.
Sitter Profile Image: Angel V.
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Angel V.
Star Sitter
from
$47
per night
5.0 out of 5 stars
123 reviews
34 repeat clients
15 years of experience
Humboldt Park, Chicago, IL, 60624

Angel was definitely a star sitter! Was out of pocket for a few days and he gave me regular updates on how my pup was doing. 10/10 would book again!

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John F.
Sitter Profile Image: E K.
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E K.
Star Sitter
from
$45
per night
5.0 out of 5 stars
392 reviews
185 repeat clients
15 years of experience
Grand Boulevard, Chicago, IL, 60653

Teddy is our 150lb Bullmastiff and EK and her family welcomed him like the rest of the tiny tots that are looked after daily. She is trustworthy and reliable. We hadn't been on a real vacation in 2yrs we had no issues or worries while gone.

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Susan L.
Sitter Profile Image: Ashley M.
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Ashley M.
Star Sitter
from
$52
per night
5.0 out of 5 stars
206 reviews
73 repeat clients
10 years of experience
Lower West Side, Chicago, IL, 60608

Ashley is amazing and was able to take my girls on short notice! They love spending time with Ashley and her daughter Marina and I know they are super well cared for! 🐾💜

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Angie S.
Sitter Profile Image: Kathleen K.
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Kathleen K.
Star Sitter
from
$48
per night
5.0 out of 5 stars
11 reviews
4 repeat clients
3 years of experience
Evergreen Park, IL, 60805

Excellent! She took great care of my little boy. No hesitation I would use her again if in the area. Good communication and accommodating.

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Chuck E.
Sitter Profile Image: Bola A.
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Bola A.
from
$45
per night
4.9 out of 5 stars
186 reviews
73 repeat clients
15 years of experience
Hyde Park, Chicago, IL, 60637

I have been going to Bola for quite some time now and she is very accommodating when it comes to my 90 pound Goldendoodle. I truly appreciate her flexibility and support in watching him from time to time as I navigate my first pregnancy,

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Christina E.
Sitter Profile Image: Jenna M.
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Jenna M.
Star Sitter
from
$53
per night
5.0 out of 5 stars
102 reviews
24 repeat clients
8 years of experience
Near North Side, Chicago, IL, 60654

She was an amazing choice and Bailey loved being with her and her doggo. If you want a safe sitter and one that will give all their love and attention to them, she is the one! I will most definitely be rebooking again.

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Richard G.
Sitter Profile Image: Timothy B.
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Timothy B.
Star Sitter
from
$40
per night
4.9 out of 5 stars
29 reviews
8 repeat clients
10 years of experience
Lower West Side, Chicago, IL, 60616

Timothy was a wonderful sitter ! He shared updates and photos regularly and gave my dog extra food because I didn’t pack enough. He was also very gracious to let me extend my booking on short notice due to travel delays. Highly recommend Timothy and hope we can book with him again !

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Michelle C.
Sitter Profile Image: Karia J.
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Karia J.
Star Sitter
from
$40
per night
5.0 out of 5 stars
19 reviews
8 repeat clients
10 years of experience
East Garfield Park, Chicago, IL, 60612

Karia took great care of Lovie, he had lots of yard space to run around in and other dogs to play with. Karia was also great with communication, and provided frequent updates on Lovie's stay. Would highly recommend and will be reaching out again when I need a dog sitter in the area.

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Teddy S.
Sitter Profile Image: Jose S.
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Jose S.
from
$38
per night
4.9 out of 5 stars
87 reviews
36 repeat clients
8 years of experience
Gage Park, Chicago, IL, 60459

Thank you to both of you that cared for our 5 dogs. I know it wasn't easy to accommodate all of their crates and also to one of my dogs who likes to get out of places. I also appreciate the videos and pictures you all sent to show how they were doing. That put my heart at ease.

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Beatriz L.
Sitter Profile Image: Christina L.
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Christina L.
from
$55
per night
5.0 out of 5 stars
64 reviews
21 repeat clients
15 years of experience
West Town, Chicago, IL, 60622

Amazing sitter for our dog! This was our first time leaving her for so many days not with family. Christina was great about sending updates and took wonderful care of Gobi. Will absolutely book with her again!!

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Pranshul G.
Sitter Profile Image: Manuel P.
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Manuel P.
from
$42
per night
4.9 out of 5 stars
57 reviews
20 repeat clients
8 years of experience
West Lawn, Chicago, IL, 60629

Great Care! Manuel was professional and caring. He communicated throughout the day, sending updates and pictures. He went above and beyond caring for Levi. She was extremely happy and tired when I picked he up. I would highly recommend Manuel to take care of your Furbaby!

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Timothy H.
Sitter Profile Image: Kyla R.
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Kyla R.
Star Sitter
from
$40
per night
4.9 out of 5 stars
84 reviews
31 repeat clients
15 years of experience
East Garfield Park, chicago, IL, 60624

Kyla was awesome! My dog seemed like she really enjoyed her stay. She also sent daily updates which included pictures and videos. We will definitely be booking with her again!

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Jacoya P.
Sitter Profile Image: Ania Z.
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Ania Z.
Star Sitter
from
$60
per night
5.0 out of 5 stars
149 reviews
6 repeat clients
3 years of experience
Near South Side, Chicago, IL, 60605

Ania was great! Very professional, kind and reliable sitter. Simba had a wonderful stay with Ania! Lots of photo/video updates, I can see my dog was truly well taken care of! Will definitely book with her again in a future 💕

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Arina U.
Sitter Profile Image: Brandon E.
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Brandon E.
from
$50
per night
4.9 out of 5 stars
31 reviews
15 repeat clients
35 years of experience
South Shore, Chicago, IL, 60649

"Brandon has watched my dog, Cookie, three times now, and each time has been fantastic. He consistently provides excellent care, ensuring Cookie is happy and well-taken care of. I couldn't ask for a better dog sitter and highly recommend Brandon for his reliable and professional service!"

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Donnie S.
Sitter Profile Image: Samantha M.
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Samantha M.
Star Sitter
from
$60
per night
5.0 out of 5 stars
30 reviews
9 repeat clients
10 years of experience
West Town, Chicago, IL, 60642

Samantha and Rosie were amazing! She sent such cute pictures and was very accommodating. I will definitely book again when I need a sitter :)

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Greta F.
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