Personalized care for your dog or cat - Oakland

Highly-rated overnight sitters - Oakland

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: Kamiah & Casius D.
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Kamiah & Casius D.
Star Sitter
from
$45
per night
5.0 out of 5 stars
36 reviews
23 repeat clients
3 years of experience
Woodlawn, Chicago, IL, 60637

I can’t say enough great things about Kamiah! She took such amazing care of my dog, Autumn, and made the whole experience stress free for both of us. Autumn absolutely loves her, and it was clear from the start that Kamiah treats her like family. She kept me updated throughout Autumn’s entire stay with plenty of pictures and videos, which gave me so much peace of mind. It was so reassuring to see how happy and comfortable Autumn was in her care. I highly recommend Kamiah to anyone looking for someone reliable, loving, and attentive to care for their fur babies. She’s truly the best!

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Tanesha G.
Sitter Profile Image: Ania Z.
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Ania Z.
Star Sitter
from
$60
per night
5.0 out of 5 stars
134 reviews
6 repeat clients
1 year 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: Daphnay S.
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Daphnay S.
Star Sitter
from
$45
per night
5.0 out of 5 stars
25 reviews
11 repeat clients
14 years of experience
Douglas, Chicago, IL, 60653

OMG she was wonderful. Her space was nice and clean she checked in everyday with me I was running late she assured me it was ok my dog went on play dates and much more. I would definitely be using her every time.

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Tiffany S.
Sitter Profile Image: E K.
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E K.
Star Sitter
from
$45
per night
5.0 out of 5 stars
377 reviews
178 repeat clients
15 years of experience
Grand Boulevard, Chicago, IL, 60653

Liz took great care of G! She kept me in the loop with photos and updates on how he was doing. He played a lot and had a huge smile on his face during pick up! Will 1000% recommend

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Denise D.
Sitter Profile Image: Hua “Katrina” F.
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Hua “Katrina” F.
Star Sitter
from
$55
per night
5.0 out of 5 stars
191 reviews
48 repeat clients
11 years of experience
Near South Side, Chicago, IL, 60605

This was our first time using Rover and Katrina did not disappoint! We were a bit hesitant leaving our little Tyson with a new person for the weekend so she was kind enough to do a brief meet and greet before to put us at ease. Within the first few hours of his boarding we received an update and knew he was already in the best hands. Cannot recommend her enough, she was even kind enough to realize our pup needed an eye trim as well. Thank you Katrina for being so wonderful with our fur child, he will be over the moon to return soon!

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Kimberly S.
Sitter Profile Image: Chelsea G.
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Chelsea G.
Star Sitter
from
$35
per night
5.0 out of 5 stars
39 reviews
13 repeat clients
20 years of experience
Douglas, Chicago, IL, 60653

Chelsea was phenomenal!! 5 out of 5 stars doesn’t even begin to cover it. So easy to communicate with, we received more pictures then we knew what to do with, and she was consistently taking the dogs on walks, to the beach, and out for treats. Couldn’t be more thankful. If we are ever in Chicago again we will be using her services!!

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Tony & Victoria B.
Sitter Profile Image: Cheyanne H.
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Cheyanne H.
Star Sitter
from
$35
per night
5.0 out of 5 stars
19 reviews
16 repeat clients
10 years of experience
Near South Side, Chicago, IL, 60616

My Zoey had a great time with Cheyanne! Cheyanne was communicative and sent lots of pictures during Zoey's stay. She was incredibly patient with my flight delays that prevented me from picking up Zoey on time - very grateful for a kind and accommodating sitter!

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Kayla T.
Sitter Profile Image: Tamara J.
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Tamara J.
Star Sitter
from
$55
per night
4.9 out of 5 stars
250 reviews
88 repeat clients
16 years of experience
Grand Boulevard, Chicago, IL, 60653

She was super great with my pup. I loved the photos and updates provided. My pup looked like he had a great time in her care. I will definetly be rebooking!

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Moni M.
Sitter Profile Image: Brandon E.
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Brandon E.
from
$42
per night
5.0 out of 5 stars
22 reviews
11 repeat clients
35 years of experience
South Shore, Chicago, IL, 60649

"Brandon is an excellent and reliable dog sitter. He provided exceptional care for my dog, Cookie, ensuring she was happy and well-tended to. I highly recommend his services for anyone looking for dependable pet care!"

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Donnie S.
Sitter Profile Image: Ashley M.
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Ashley M.
Star Sitter
from
$50
per night
5.0 out of 5 stars
190 reviews
68 repeat clients
10 years of experience
Lower West Side, Chicago, IL, 60608

Ashley is exceptional! This was our first time trying Rover and we were not sure what to expect. Ashley was responsive and very accommodating from the start. During our weeklong trip, she sent daily pics and videos along with detailed updates. She instantly put us at ease. We wouldn’t hesitate to book her again!

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Lauren G.
Sitter Profile Image: Mia L.
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Mia L.
Star Sitter
from
$50
per night
5.0 out of 5 stars
32 reviews
12 repeat clients
10 years of experience
Near North Side, Chicago, IL, 60611

Mia was so great! I got multiple photos and updates every day. He got plenty of exercise and play time. She did a great job giving my anxious dog medication. I felt at ease knowing my dog was well taken care of during an extended stay. Would recommend and book again!

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Kierstin P.
Sitter Profile Image: Bola A.
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Bola A.
from
$54
per night
4.9 out of 5 stars
172 reviews
64 repeat clients
15 years of experience
Woodlawn, Chicago, IL, 60637

She was fantastic and so helpful. Best with pics and updates. Thank you for taking care of my boy. Will definitely be letting my man stay with you again.

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Henry A.
Sitter Profile Image: Ann V.
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Ann V.
Star Sitter
from
$65
per night
5.0 out of 5 stars
132 reviews
27 repeat clients
2 years of experience
Near South Side, Chicago, IL, 60605

Ann is so great! My pup seemed to love his stay and she was great about sending daily updates and pics. Would definitely book with her again!

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Julian C.
Sitter Profile Image: Timothy B.
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Timothy B.
Star Sitter
from
$40
per night
4.8 out of 5 stars
21 reviews
5 repeat clients
10 years of experience
Lower West Side, Chicago, IL, 60616

Tim is a great guy who is amazing with animals. He provided pictures and updates every day. My dog did not even want to leave. He obviously provided great care and was very flexible with my schedule for pick up and drop off. I really appreciate his dedication and genuine love of animals.

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Daniel G.
Sitter Profile Image: Katie M.
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Katie M.
Star Sitter
from
$50
per night
5.0 out of 5 stars
362 reviews
98 repeat clients
15 years of experience
Near North Side, Chicago, IL, 60610

Katie was great with Ziggy! She was able to accommodate a last minute boarding request and send regular updates during Ziggy’s stay. Ziggy came home happy and I would recommend Katie to anyone looking to board their dog.

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Saloni B.
Sitter Profile Image: Ksenia D.
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Ksenia D.
Star Sitter
from
$50
per night
5.0 out of 5 stars
28 reviews
8 repeat clients
4 years of experience
Near North Side, Chicago, IL, 60611

Ksenia took fantastic care of our dog Alfie! She was super attentive to him and sent us lots of updates during his stay. He also got along really well with her pup! Would definitely board Ksenia again!

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Christiana L.
Sitter Profile Image: Nathan D.
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Nathan D.
Star Sitter
from
$57
per night
5.0 out of 5 stars
195 reviews
72 repeat clients
22 years of experience
Near North Side, Chicago, IL, 60654

Just the absolute best. I’ve had dog walkers and sitters for decades and he’s the most responsible, kind, loving and attentive of any I’ve used.

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John K.
Sitter Profile Image: Lan P.
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Lan P.
from
$40
per night
5.0 out of 5 stars
13 reviews
3 repeat clients
16 years of experience
Near South Side, Chicago, IL, 60616

OMG!!! LAN saved the day for us!! Our usual sitter was unable to keep our Chyna and we contacted Lan right away. She was so pleasant and treated out baby very well. We will definitely use her again 🤗

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C M S.
Sitter Profile Image: Cassandra B.
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Cassandra B.
from
$40
per night
5.0 out of 5 stars
9 reviews
2 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: Andrea B.
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Andrea B.
Star Sitter
from
$53
per night
5.0 out of 5 stars
17 reviews
3 repeat clients
15 years of experience
Loop, Chicago, IL, 60607

Andrea took great care of my dog for 5 days and I had a really positive experience. Communication was great the whole time, she was very sweet, and my dog seemed like she had a great time with her. She was also super thoughtful and flexible, she even offered to do drop-off for me, which I really appreciated. She also noticed my dog was running low on food and reached out right away to ask if it was okay to ration it, which I appreciated because it showed she was paying close attention and wanted to make sure everything was handled properly. I would definitely book with her again!

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Zoe W.
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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 - Oakland

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

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Sitter Profile Image: Christina D.
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Christina D.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
6 reviews
4 repeat clients
10 years of experience
Oakland, Chicago, IL, 60653

I am so happy that I found Christina to take care of my little Rainbow while I was away! She was very caring and they bonded like love at first sight for our meet and greet. It shows that Christina really loves cats and went out of her way to make sure that mine was comfortable and happy! When I came home, everything was neat and clean and Rainbow was happy and ready to play as if I had never left! I would highly recommend Christina and book her again, thank you so much!

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Tracee H.
Sitter Profile Image: Chelsea G.
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Chelsea G.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
39 reviews
13 repeat clients
10 years of experience
Douglas, Chicago, IL, 60653

Chelsea did an amazing job caring for my kitties over the holidays! First, I ended up booking shorter notice and Chelsea responded immediately, was flexible, and was able to accommodate me and my babies. Chelsea was a great communicator when she was caring for my kitties, she gave consistent updates about how they were doing, as well as the tasks she completed when caring for them (refilling food and water, cleaning the litter box). I really appreciated the time and effort Chelsea put into caring for my babies, especially during the holiday time. Thank you!

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Eden A.
Sitter Profile Image: Qutress T.
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Qutress T.
Star Sitter
from
$16
per visit
5.0 out of 5 stars
84 reviews
33 repeat clients
10 years of experience
Grand Boulevard, Chicago, IL, 60615

Q did a wonderful job as always! She took great care of my cat, keeping him comfortable and entertained while I was away, and went above and beyond making sure he was clean and happy. Lots of great photos too, including a few I think we'll frame! I will absolutely book again.

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Connor R.
Sitter Profile Image: Tamara J.
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Tamara J.
Star Sitter
from
$25
per visit
4.9 out of 5 stars
250 reviews
88 repeat clients
16 years of experience
Grand Boulevard, Chicago, IL, 60653

As of now I have an aging cat which presents considerable challenges. Tamara was able to provide good care for her as I was away. She has visited my place many times throughout the year and I highly recommend her for all pet care needs. -William

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William P.
Sitter Profile Image: Daphnay S.
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Daphnay S.
Star Sitter
from
$23
per visit
5.0 out of 5 stars
25 reviews
11 repeat clients
14 years of experience
Douglas, Chicago, IL, 60653

Daphne was amazing with our fur babies and gave them all the love while we were gone. She was as punctual, professional and caring. She was as excellent with communication and follow up. We will use her service again knowing the dogs are taken care of.

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Petia O.
Sitter Profile Image: Evan P.
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Evan P.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
47 reviews
15 repeat clients
30 years of experience
Hyde Park, Chicago, IL, 60615

Evan did a wonderful job watching our cat for a long weekend. He was communicative and responsive, which made us feel comfortable and confident that our cat was in great hands.

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Anna B.
Sitter Profile Image: Sally H.
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Sally H.
from
$23
per visit
5.0 out of 5 stars
59 reviews
21 repeat clients
15 years of experience
Kenwood, Chicago, IL, 60653

Sally was an amazing sitter for our cat! We were gone for two weeks, and she sent us pictures and videos every day. Sally immediately put me at ease about being away for so long. She was professional, responsive, and she took great care of our kitty. I will definitely hire her again!

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Melissa M.
Sitter Profile Image: Maya C.
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Maya C.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
112 reviews
44 repeat clients
8 years of experience
Chicago, IL, 60615

Maya is an excellent cat sitter with tons of experience. she's kind and patient and professional and worked really well with my cat who is a little anti-social and easily spooked. i would highly recommend maya to anyone

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Stephen Y.
Sitter Profile Image: Amiyah W.
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Amiyah W.
from
$14
per visit
3 repeat clients
1 year of experience
Grand Boulevard, Chicago, IL, 60615

About: I've taken care of multiple cats. I even have cats of my own so I am familiar of what they like and how to care for them. I have previous experios with caring for cats who have medical needs.

Sitter Profile Image: Jasmine R.
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Jasmine R.
from
$18
per visit
4.7 out of 5 stars
12 reviews
6 repeat clients
10 years of experience
Chicago, IL, 60653

Jasmine R was awesome. Thorough and punctual. My kitty was happy and my home was just as I left it. I will use her services again.

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Stacey S.
Sitter Profile Image: Jasmine P.
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Jasmine P.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
97 reviews
38 repeat clients
13 years of experience
Kenwood, Chicago, IL, 60615

Jasmine took great care of our kitties (2yo and 15yo). She provided daily updates and great pictures. Our older cat has a variety of health issues and Jasmine was able to give her medications and gave updates about her eating. Jasmine is fantastic!

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Maddy R.
Sitter Profile Image: Jozelin R.
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Jozelin R.
from
$16
per visit
5.0 out of 5 stars
29 reviews
12 repeat clients
15 years of experience
Bridgeport, Chicago, IL, 60616

Jozelin did a great job with our two cats. Lots of pictures of them hanging out together. She left everything in order after her stay at our place, and we will definitely book with her again.

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Charles K.
Sitter Profile Image: Nadine T.
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Nadine T.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
35 reviews
7 repeat clients
15 years of experience
Near South Side, Chicago, IL, 60616

Nadine was great! She was patient with my sassy cat and very communicative with me while I was on vacation. Would definitely use Nadine in the future.

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Stephanie D.
Sitter Profile Image: Jessy M.
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Jessy M.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
17 reviews
6 repeat clients
13 years of experience
Hyde Park, Chicago, IL, 60615

Jessy was very responsive and did everything I asked of her!

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Leah C.
Sitter Profile Image: Valeria V.
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Valeria V.
from
$21
per visit
5.0 out of 5 stars
5 reviews
2 repeat clients
15 years of experience
Grand Boulevard, Chicago, IL, 60653

Thanks for taking care of my Blue!

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Chris B.
Sitter Profile Image: Ashleigh P.
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Ashleigh P.
from
$18
per visit
5.0 out of 5 stars
52 reviews
18 repeat clients
15 years of experience
Hyde Park, Chicago, IL, 60615

Ashleigh always does a great job and sends detailed updates. It’s always a relief to know Ashleigh will have everything taken care of back at home.

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Lauren P.
Sitter Profile Image: Elizabeth D.
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Elizabeth D.
from
$27
per visit
5.0 out of 5 stars
30 reviews
8 repeat clients
22 years of experience
Douglas, Chicago, IL, 60609

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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Lillian & Jason A.
Sitter Profile Image: Taylor W.
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Taylor W.
from
$18
per visit
5.0 out of 5 stars
5 reviews
2 repeat clients
5 years of experience
Chicago, IL, 60615

Great! No complaints. Will be scheduling again soon. My cats loved her and she followed instructions exactly.

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Chevonne C.
Sitter Profile Image: Mia L.
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Mia L.
from
$18
per visit
5.0 out of 5 stars
26 reviews
5 repeat clients
3 years of experience
Hyde Park, Chicago, IL, 60615

This is my second booking with Mia. I received daily updates over the two weeks I was away and once again returned home to a happy, healthy cat.

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Teresa R.
Sitter Profile Image: Jenna M.
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Jenna M.
from
$18
per visit
5.0 out of 5 stars
44 reviews
20 repeat clients
15 years of experience
Bridgeport, Chicago, IL, 60608

Jenna was so great! Super communicative, friendly, and great with my cats. I felt very comfortable knowing that they were in great hands while I was gone for the holidays. I would definitely book with Jenna again!!

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Caroline R.
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Perfect for high energy dogs - Oakland

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

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Sitter Profile Image: Chelsea G.
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Chelsea G.
Star Sitter
from
$30
per day
5.0 out of 5 stars
39 reviews
13 repeat clients
20 years of experience
Douglas, Chicago, IL, 60653

About: What sets me aside from other sitters is the love i have for animals. Since i was a little girl I've always loved being around animals they were and still are very therapeutic to me. I've had big dogs from Pitbull's, Dobermann, American bullies, all the way down to tiny dogs; yorkies, shitzu etc. even different kinds of cats you name it. As I've gotten older I've gained sooo much experience to the point I've had at home births with my dogs and cats all by myself; even home training my own animals as well. My goal here is to gain a work related reputation where i can truly start doing what i love and make a name for myself until i can become that super Veterinarian I've always dreamed of being. So far all i have is personal experience with dealing with animals at home and at my job(My residents animals). This would truly mean a lot if i can show off my skills and how genuine i am with animals and even people. Pet Care currently fits for me during the week days. I work doubles every Saturday and Sunday; whereas for school i do online Vet courses which is self pace. Which means i am free during the week Monday-Friday between 9am-5pm if communicated at least at least 30min-1hr in advanced i could stay later if needed. Although, I am a mother which means i can not do any services past 7pm nor any over night services. I also am located downtown Chicago but I am willing to travel!! One thing about me i will spoil your baby(s) haha; I am very hands on and affectionate with animals unless they require space lol. I have never been a crate animal person BUT i know every household is different and every animal requires different training. Again, animals bring a lot of joy to my heart; very therapeutic for me and if given the chance you wouldn't be disappointed i promise!.

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

Tamara is great! My dog is excited every time I drop her off. I’ve used her services for about a month and she’s very consistent and flexible.

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Jennifer C.
Sitter Profile Image: E K.
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E K.
Star Sitter
from
$45
per day
5.0 out of 5 stars
377 reviews
178 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: Ashley B.
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Ashley B.
Star Sitter
from
$45
per day
5.0 out of 5 stars
128 reviews
57 repeat clients
23 years of experience
Hyde Park, Chicago, IL, 60615

Ashley was great with Kash! She loved him and he loved her! She constantly sent updates and photos of my little guy having fun. Your pup is in good hands in Ashley’s care!

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Amber B.
Sitter Profile Image: Talla A.
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Talla A.
from
$40
per day
4.8 out of 5 stars
26 reviews
11 repeat clients
3 years of experience
Douglas, Chicago, IL, 60616

Talla was such a sweetheart. She took great care of Wilbur and made sure to update me regarding his activities and medications. She was available last minute and was very responsive and communicative!

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Christina G.
Sitter Profile Image: Timothy B.
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Timothy B.
Star Sitter
from
$40
per day
4.8 out of 5 stars
21 reviews
5 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: Annie X.
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Annie X.
from
$45
per day
4.9 out of 5 stars
156 reviews
113 repeat clients
8 years of experience
Armour Square, Chicago, IL, 60616

About: ✦Limited spots left for Juneteenth and Father’s Day weekends • 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: Ania Z.
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Ania Z.
Star Sitter
from
$45
per day
5.0 out of 5 stars
134 reviews
6 repeat clients
1 year of experience
Near South Side, Chicago, IL, 60605

Ania was absolutely fabulous with my boy! Took him for a nice long walk. I could tell when I picked him up that he had really bonded with her.

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Isabel C.
Sitter Profile Image: Hua “Katrina” F.
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Hua “Katrina” F.
Star Sitter
from
$48
per day
5.0 out of 5 stars
191 reviews
48 repeat clients
11 years of experience
Near South Side, Chicago, IL, 60605

Excellent dog care! I booked this because the regular sitter was out of town and was most pleased. Now I know who my next regular sitter would be, should something change with my current one.

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Stavros M.
Sitter Profile Image: Gabriel V.
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Gabriel V.
from
$33
per day
5.0 out of 5 stars
7 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: Daphnay S.
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Daphnay S.
Star Sitter
from
$45
per day
5.0 out of 5 stars
25 reviews
11 repeat clients
14 years of experience
Douglas, Chicago, IL, 60653

About: Looking for a dog sitter with a passion for pups and years of experience? I’ve not only been a dog mom for 14 years, but recently assisting in training the now 6 month old puppy that’s in my parent’s care. I’m the #1 dog sitter amongst my network, not only because I work from home and have availability, but because I also include their fur babies in my dog’s activities as well i.e. dog park dates, dog birthday parties, and doggie brunch! I’m a full- time remote employee with a very relaxed work schedule. Your pet will be spending the majority of their time in my care. I have a fenced front yard and a patio along with one 22lbs dog that will keep your pet company. I also have a lot of space to allow the dog to move around as they would like.

Sitter Profile Image: Pamela P.
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Pamela P.
from
$33
per day
5.0 out of 5 stars
7 reviews
15 years of experience
Near South Side, Chicago, IL, 60605

Pamela was amazing and communicated very well. I would highly recommend.

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Via S.
Sitter Profile Image: Bola A.
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Bola A.
from
$49
per day
4.9 out of 5 stars
172 reviews
64 repeat clients
15 years of experience
Woodlawn, Chicago, IL, 60637

Bola boarded my pup overnight and she was great. She's knowledgeable, loving and caring in her interaction with me and my fur buddy. We look forward to using her services again in the near future.

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Millicent C.
Sitter Profile Image: David R.
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David R.
Star Sitter
from
$62
per day
5.0 out of 5 stars
390 reviews
94 repeat clients
10 years of experience
Loop, Chicago, IL, 60605

So understanding, so amazing, so caring and loving. I could tell Molu loved staying with them. I first did a meet and greet and got such amazing vibes and warm aurora. I immediately knew I trusted them. When I dropped Molu off they were giving so many updates, it was so cute :) she will most definitely be a regular with them

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Renee K.
Sitter Profile Image: Ashley M.
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Ashley M.
Star Sitter
from
$42
per day
5.0 out of 5 stars
190 reviews
68 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: Torin I.
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Torin I.
from
$43
per day
5.0 out of 5 stars
23 reviews
8 repeat clients
13 years of experience
Grand Boulevard, Chicago, IL, 60615

About: Hi! It's been a pleasure watching so many amazing furry friends over the years here on Rover. I recently got a little buddy myself, so I am focusing on caring for her. If you're a repeat client (I have watched your pet before) feel free to send me a message and I'll see what I can do! Thanks :) currently working week day evenings and some Sundays, but my schedule varies a lot. Feel free to check with me and I’ll let you know what it looks like! My home is completely dog-safe. They won't be able to get into any trouble whether or not I'm around. I think body language is extremely important and I have a knack for figuring out what a dog may be wanting.

Sitter Profile Image: Kyle H.
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Kyle H.
from
$40
per day
5.0 out of 5 stars
28 reviews
6 repeat clients
22 years of experience
Hyde Park, Chicago, IL, 60615

About: Kyle and Ben have been caring for dogs in our home for over fifteen years. We have experience administering medications, whether they be topical, ingested or intravenous. Our goal is to make sure you know your dog is safe and well cared for while you're out of town. We are very quick to respond to all phone calls, text messages and emails and will keep you posted with photos and updates on how your dog is doing while they are staying with us. We also provide flexible pick up and drop off hours for your convenience and can provide transportation if necessary. Kyle has several years of experience working in the pet care industry, starting with shelter work, moving onto a dog daycare/boarding facility and managing of two different dog and cat supply stores (one local, one corporate) in the last fifteen years. She is certified in dog and cat first aid and CPR by the American Red Cross and has experience administering topical, oral and intravenous medications. She has extensive experience handling senior and disabled animals, as well as dogs with behavioral issues. We have always loved dogs and owned dogs throughout our respective childhoods, but Kyle has gotten more hands on experience in the last fifteen years by dabbling in different fields of animal care. She worked as a kennel attendant at the local SPCA for a period of time, caring for homeless dogs, cats and rabbits. It was there that she learned proper care techniques and how to administer medications. She took these skills with her when she went to work first as a kennel attendant and then as the office manager of a small dog daycare and boarding facility. She spent the next seven years serving as store manager of two different natural dog and cat supply stores, where she helped pet owners provide their animals with healthy natural foods, treats and other supplies. She also organized many in store events to help highlight and raise funds for many local rescues and shelters. In 2020, Kyle completed school to become a dog groomer and has been grooming dogs in Hyde Park for the last several years. Both Kyle and Ben work mainly from home, or not far from home. Kyle works as a dog groomer and is able to bring your dog to work with her during the day to minimize any time your dog may spend without human supervision. We never allow anyone off leash on walks, and we do not utilize off leash dog parks for safety reasons. All of our pets are fully vaccinated. Feeding times are always supervised to prevent any potential food aggression. Toys and chews are put away when human supervision is unavailable to prevent resource guarding.

Sitter Profile Image: Vivian N.
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Vivian N.
from
$35
per day
5.0 out of 5 stars
10 reviews
8 repeat clients
7 years of experience
Near South Side, Chicago, IL, 60605

Vivian was amazing! Communicating with her was seamless and she took awesome care of my girl Maya. I loved getting pics and videos of Maya playing with her adorable pup Dior. I would def recommend her to anyone in a heartbeat. Thanks for being such a great sitter.

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Tenzin W.
Sitter Profile Image: Amy C.
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Amy C.
from
$40
per day
5.0 out of 5 stars
26 reviews
16 repeat clients
15 years of experience
Loop, South Loop, IL, 60605

Amy provided exceptional care for Maeve during her time at daycare. Maeve had an amazing time playing with her new friend Frank, and Amy treated her with the same warmth and attention as if she were her own. I highly recommend Amy and look forward to booking with her again!

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Nelly T.
Sitter Profile Image: Brandon E.
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Brandon E.
from
$50
per day
5.0 out of 5 stars
22 reviews
11 repeat clients
35 years of experience
South Shore, Chicago, IL, 60649

About: Dawggy Pawties is a premium doggie daycare and enrichment retreat located in a peaceful rural setting designed specifically for city dog owners who want their dogs to experience freedom, exercise, fresh air, socialization, and structured care in a safe environment. The business includes pickup and drop-off transportation, outdoor play, socialization groups, nature walks, enrichment activities, and optional overnight boarding This is my full time job, so your pups will have my undivided attention!! My mornings start as early as 530 and end as late as 11 Your pooch will be with my family and I in our home as well as on our Farm that includes a private Dawg Pawk we also will visit different dog parks around the city of Chicago and trips to beach and other dog friendly places to provide proper socialization and public manners. your dawg will be provided with his/her own private crate to chill and relax during their stay!

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

Adventure-ready dog walkers - Oakland

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: Valeria V.
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Valeria V.
from
$17
per walk
5.0 out of 5 stars
5 reviews
2 repeat clients
15 years of experience
Grand Boulevard, Chicago, IL, 60653

So good with Cassius Clay, and always right on time!

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Allecia H.
Sitter Profile Image: Tamara J.
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Tamara J.
Star Sitter
from
$25
per walk
4.9 out of 5 stars
250 reviews
88 repeat clients
16 years of experience
Grand Boulevard, Chicago, IL, 60653

Tamara is awesome! She’s always communicative and punctual. Our dog Archie loves walking with her and waits by the door for her to come on the days she walks him.

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Caroline C.
Sitter Profile Image: Chelsea G.
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Chelsea G.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
39 reviews
13 repeat clients
20 years of experience
Douglas, Chicago, IL, 60653

About: What sets me aside from other sitters is the love i have for animals. Since i was a little girl I've always loved being around animals they were and still are very therapeutic to me. I've had big dogs from Pitbull's, Dobermann, American bullies, all the way down to tiny dogs; yorkies, shitzu etc. even different kinds of cats you name it. As I've gotten older I've gained sooo much experience to the point I've had at home births with my dogs and cats all by myself; even home training my own animals as well. My goal here is to gain a work related reputation where i can truly start doing what i love and make a name for myself until i can become that super Veterinarian I've always dreamed of being. So far all i have is personal experience with dealing with animals at home and at my job(My residents animals). This would truly mean a lot if i can show off my skills and how genuine i am with animals and even people. Pet Care currently fits for me during the week days. I work doubles every Saturday and Sunday; whereas for school i do online Vet courses which is self pace. Which means i am free during the week Monday-Friday between 9am-5pm if communicated at least at least 30min-1hr in advanced i could stay later if needed. Although, I am a mother which means i can not do any services past 7pm nor any over night services. I also am located downtown Chicago but I am willing to travel!! One thing about me i will spoil your baby(s) haha; I am very hands on and affectionate with animals unless they require space lol. I have never been a crate animal person BUT i know every household is different and every animal requires different training. Again, animals bring a lot of joy to my heart; very therapeutic for me and if given the chance you wouldn't be disappointed i promise!.

Sitter Profile Image: Jasmine R.
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Jasmine R.
from
$18
per walk
4.7 out of 5 stars
12 reviews
6 repeat clients
10 years of experience
Chicago, IL, 60653

Consistent, punctual, communicative, and generous. She shows up everyday in a timely manner, cares for my dog, and even gives complementary baths and cleaning if she makes a mess. HIGHLY RECOMMENDED 🤗 she offers a good range of services as well!!

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Nyla S.
Sitter Profile Image: Elizabeth D.
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Elizabeth D.
from
$18
per walk
5.0 out of 5 stars
30 reviews
8 repeat clients
20 years of experience
Douglas, Chicago, IL, 60609

About: While I do not currently share my life with a dog of my own (it's a matter of being unable to adopt every dog I lay my eyes on!), I dearly love helping pet parents keep their dogs happy and healthy and preferably in their own homes while their owners are away. I love to travel,and love to spend time with as many dogs as I can possibly fit into my day. You can often find me chatting with others about their animals, and I am always interested in hearing about every little detail. I enjoy helping people get a greater understanding regarding the welfare of their animals, and sometimes bore my friends with random and obscure dog breeds, and what I know of their temperament and behavior. I'm proud to say I try to research as many breeds as I can so that I know what to expect, and hey, it's always fun to just know why and how a breed came into existence! I happen to also be studying veterinary technology, for the knowledge of nutrition and behavior, since surgery is more information than I want. :D I am also very happy to drop by or stay with your cats, and am quite used to the varying personalities of these small creatures: the ones who like to play hide and seek, the aloof, the playful, and the grumpy. I don't mind at all, as long as the cat is comfortable, eating, and using their litter box, all is well! I can work my day around your dog or cat, as I am a dedicated sitter, and much prefer to spend my time enjoying the company of cats and dogs as much as I can. I much prefer to stay with the dog or cat in their own home, as having their familiar surroundings help them remain peaceful, happy, and comfortable.

Sitter Profile Image: Amiyah W.
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Amiyah W.
from
$10
per walk
3 repeat clients
10 years of experience
Grand Boulevard, Chicago, IL, 60615

About: I've had pets since I was 9. From 9 till now I've had cats, dogs, fishes, and guinea pigs. I have experience with dealing with pets that may have previously trauma issues also with pets that may need careful care like medince or special needs. Even pets that don't need extra care just pets that wants to have long walks or need a lot of play time . I am currently in school. So I will be working part time for Rover. Evening and nights works best for the weekdays and for the weekends I am open for anytime you need. For cats do have multiple cat bags if they need to brought to a appointment or any where else. And foot dogs if you don't have a leach I can get one but I would prefer for you to have leeches and rates of pets need to be taken out of the house .

Sitter Profile Image: Julia G.
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Julia G.
from
$14
per walk
5.0 out of 5 stars
4 reviews
2 repeat clients
6 years of experience
Hyde Park, Chicago, IL, 60614

Julia was absolutely wonderful with my pooch! My pup took to her right away. She was very communicative and flexible with accommodating my last minute requests. And with each walk I received pics and my pup couldn’t have looked happier! 😊

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Jasmyn M.
Sitter Profile Image: Lisa "Rane" B.
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Lisa "Rane" B.
from
$30
per walk
5.0 out of 5 stars
7 reviews
2 repeat clients
25 years of experience
Kenwood, Chicago, IL, 60615

Lisa "Rane" was fantastic with Bobby. She is prompt and personable. My dog received her well upon their first meeting. She and I developed a good rapport which led me to feel comfortable trusting her with Bobby. I will make her my first request when needing your service in the future.

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Barbara B.
Sitter Profile Image: Qutress T.
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Qutress T.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
84 reviews
33 repeat clients
10 years of experience
Grand Boulevard, Chicago, IL, 60615

Qutress is so sweet to our Ellie and we are so lucky to have found her.

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Melody H.
Sitter Profile Image: Jenna M.
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Jenna M.
from
$21
per walk
5.0 out of 5 stars
44 reviews
20 repeat clients
15 years of experience
Bridgeport, Chicago, IL, 60608

Jenna has been fantastic dog walker for Archer and I! She’s communicative, super responsive, and personable!! Highly recommend her to any pet owner!

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Connor C.
Sitter Profile Image: Morgan P.
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Morgan P.
from
$16
per walk
5.0 out of 5 stars
19 reviews
3 repeat clients
14 years of experience
Grand Boulevard, Chicago, IL, 60653

Morgan does a great job with my pup. Very professional and my dog loves her.

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Michelle R.
Sitter Profile Image: Ashleigh P.
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Ashleigh P.
from
$19
per walk
5.0 out of 5 stars
52 reviews
18 repeat clients
15 years of experience
Hyde Park, Chicago, IL, 60615

Ashleigh did a great job with our girl Mabel! Mabel’s new to the family and still adjusting and Ashleigh put my mind at ease while I was away for the weekend.

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Amy-Jane B.
Sitter Profile Image: Cassandra B.
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Cassandra B.
from
$25
per walk
5.0 out of 5 stars
9 reviews
2 repeat clients
11 years of experience
Kenwood, Chicago, IL, 60615

About: I’ve loved animals since I was a kid. My many years of pet ownership has trained me for this opportunity. My Chewy is both happy and healthy. I’m recently retired. My daily schedule is built around the needs of my boy, Chewy. He’s walked at minimum three (3) times a day; my friends and family know the routine. I have a secure deck to allow fresh air and free movement with guaranteed security. I have a crate if needed, but think all dogs should have free movement daily.

Sitter Profile Image: Jozelin R.
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Jozelin R.
from
$18
per walk
5.0 out of 5 stars
29 reviews
12 repeat clients
15 years of experience
Bridgeport, Chicago, IL, 60616

So nice and so sweet! My dogs love her!

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Laura Cristina A.
Sitter Profile Image: Brianna B.
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Brianna B.
from
$15
per walk
5.0 out of 5 stars
8 reviews
4 years of experience
Hyde Park, Chicago, IL, 60615

My boy seemed happy in every photo. She took great care to keep me updated before and after every walk. She even cleaned him up after an accident. I would definitely book with her again!

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Nicole H.
Sitter Profile Image: Lillian M.
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Lillian M.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
25 reviews
9 repeat clients
13 years of experience
Armour Square, Chicago, IL, 60616

Lillian has been great with my dogs and very communicative throughout the walks. She took the time to make sure they were comfortable, shared updates and photos, and went above and beyond with their care. I really appreciated her flexibility and willingness to work with my schedule, especially while I was out of town. I felt confident knowing my dogs were in good hands, and I would absolutely recommend her to other pet parents.

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Carla T.
Sitter Profile Image: Shawn P.
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Shawn P.
from
$18
per walk
5.0 out of 5 stars
10 reviews
4 repeat clients
7 years of experience
Chicago, IL, 60608

About: For several years, I've helped look after the pets of my family, friends, and roommates. I currently live with 3 cats, have lived with a pit lab mix for several years, and a chihuahua as well. I've taken care of pets with various temperaments, from more outgoing and energetic, to more anxious and reserved. Every pet has their own needs, personality, and boundaries. I take this into consideration every time I care for a pet. I've puppysitted for both of my sisters, will routinely look after my sister's double doodle for weeks at a time, and we're always excited to see each other. While I do not currently own any pets, I'm a proud pet uncle who is always excited to spend time with people's dogs and cats. I am currently flexible to provide pet care on any day, weekday or weekend. My only constraint is that I'm busy on Wednesday afternoons from 2pm-5pm. I'm primarily focusing on providing house sitting, dog walks, and drop-in services for both dogs and cats. In certain cases, I can provide boarding services for cats in my apartment, but not for dogs. If interested in boarding services for your cat, please contact me and we can discuss if I can provide the right service for you. I live in a large apartment with 3 cats that stay in my roommates' rooms. There are a lot of windowsills for cats to lay on, a sun room, and cat toys as well. My roommates' cats have experience being around other cats, but dogs not so much. Therefore, I'd only offer boarding services for cats, where I'd keep the cat's feeding area and litter box in my room. When housesitting and providing drop-ins, I'll ensure your home stays clean, pet stays in whatever boundaries you specify (i.e. if you don't allow your pets on furniture or certain floors). I'll respect your home as if it were my own.

Sitter Profile Image: Khiana B.
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Khiana B.
from
$20
per walk
7 years of experience
Kenwood, Chicago, IL, 60615

About: I have cared for multiple different animals throughout my life. I've cared for animals such as including turtles, dogs, cats, and fish from elementary school through now. Aside from caring for my own pets, I previously helped to volunteer at an animal shelter and would often visit shelters in my free time, making it easier for me to bond with animals! I am currently a full-time university student, so I would have to accommodate with my class schedule. However, my weeks typically have some free time so I am still very flexible with my schedule for pet care! I will always greet your pet and thoroughly follow any pet care instructions. I am open to walks, playing, litter cleaning, etc. I'll also make sure to leave their environment clean and comforting before heading out.

Sitter Profile Image: Chlyla L.
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Chlyla L.
from
$20
per walk
30 years of experience
Oakland, Chicago, IL, 60653

About: As a dedicated and passionate pet sitter, I take pride in offering more than just a place for your pet to stay—I provide them with a loving, safe, and stimulating environment. What sets me apart from other sitters is my ability to care for pets of all ages and needs, including training puppies and providing special attention to senior pets. I specialize in: Puppy Training: I help puppies develop good habits early, offering positive reinforcement techniques to ensure they grow up well-behaved and confident. Senior Pet Care: I understand the unique needs of older pets, offering gentle care, medication administration, and extra comfort to ensure they remain happy and healthy in their golden years. Flexible and Personalized Care: Whether your pet needs daily walks, companionship, or special attention, I tailor my services to meet their individual needs. Rest assured, your pet will be treated with the same love and care I would give my own, providing you peace of mind while you're away. Pet care is an integral part of my daily routine. I prioritize flexibility and consistency to ensure that your pet feels comfortable and well cared for. Here’s how I incorporate pet sitting into my schedule: Daily Care: I am available for drop-in visits, walks, and playtime throughout the day, making sure your pet stays active and engaged. My schedule allows me to spend quality one-on-one time with pets to meet their exercise, companionship, and care needs. Flexible Hours: Whether you need morning, midday, or evening care, I adjust my schedule to ensure your pet gets the attention they need, especially if they’re on a routine or have special requirements. Weekend Availability: I also offer weekend care, ensuring pets aren’t left alone during your time away, with plenty of opportunities for exercise, attention, and even trips to pet-friendly locations. No matter the time of day, your pet's well-being is my priority, and I will ensure they’re happy and healthy during your absence. I create a safe, pet-proofed environment in my home and follow your pet’s routine closely. I provide constant supervision, offer regular updates, and ensure their comfort.

Sitter Profile Image: Kyla C.
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Kyla C.
from
$20
per walk
10 years of experience
Hyde Park, Chicago, IL, 60615

About: Hi! I just graduated from college and am looking on Rover as an additional job. I have grown up with many pets, including dogs and lots of other interaction with cats. One of my dogs is currently 15 years old, and we rescued my other dog, so I have experience working with senior pets as well as very anxious pets. Have had pets for more than 10 years of my life. I am not starting a Master’s degree until September, so my daily routine is very flexible, making pet care easy! I am happy to adjust as needed. I love spending time with pets and am happy to be with them in whatever environment they feel the most comfortable. In your homes I will respect your space and your pet’s, and happily meet your needs.

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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 - Oakland

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

1 / 1
Sitter Profile Image: Ania Z.
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Ania Z.
Star Sitter
from
$60
per night
5.0 out of 5 stars
134 reviews
6 repeat clients
1 year 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: E K.
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E K.
Star Sitter
from
$45
per night
5.0 out of 5 stars
377 reviews
178 repeat clients
15 years of experience
Grand Boulevard, Chicago, IL, 60653

Liz took great care of G! She kept me in the loop with photos and updates on how he was doing. He played a lot and had a huge smile on his face during pick up! Will 1000% recommend

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Denise D.
Sitter Profile Image: Chelsea G.
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Chelsea G.
Star Sitter
from
$35
per night
5.0 out of 5 stars
39 reviews
13 repeat clients
20 years of experience
Douglas, Chicago, IL, 60653

Chelsea was phenomenal!! 5 out of 5 stars doesn’t even begin to cover it. So easy to communicate with, we received more pictures then we knew what to do with, and she was consistently taking the dogs on walks, to the beach, and out for treats. Couldn’t be more thankful. If we are ever in Chicago again we will be using her services!!

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Tony & Victoria B.
Sitter Profile Image: Tamara J.
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Tamara J.
Star Sitter
from
$55
per night
4.9 out of 5 stars
250 reviews
88 repeat clients
16 years of experience
Grand Boulevard, Chicago, IL, 60653

She was super great with my pup. I loved the photos and updates provided. My pup looked like he had a great time in her care. I will definetly be rebooking!

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Moni M.
Sitter Profile Image: Brandon E.
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Brandon E.
from
$42
per night
5.0 out of 5 stars
22 reviews
11 repeat clients
35 years of experience
South Shore, Chicago, IL, 60649

"Brandon is an excellent and reliable dog sitter. He provided exceptional care for my dog, Cookie, ensuring she was happy and well-tended to. I highly recommend his services for anyone looking for dependable pet care!"

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Donnie S.
Sitter Profile Image: Ashley M.
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Ashley M.
Star Sitter
from
$50
per night
5.0 out of 5 stars
190 reviews
68 repeat clients
10 years of experience
Lower West Side, Chicago, IL, 60608

Ashley is exceptional! This was our first time trying Rover and we were not sure what to expect. Ashley was responsive and very accommodating from the start. During our weeklong trip, she sent daily pics and videos along with detailed updates. She instantly put us at ease. We wouldn’t hesitate to book her again!

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Lauren G.
Sitter Profile Image: Bola A.
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Bola A.
from
$54
per night
4.9 out of 5 stars
172 reviews
64 repeat clients
15 years of experience
Woodlawn, Chicago, IL, 60637

She was fantastic and so helpful. Best with pics and updates. Thank you for taking care of my boy. Will definitely be letting my man stay with you again.

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Henry A.
Sitter Profile Image: Timothy B.
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Timothy B.
Star Sitter
from
$40
per night
4.8 out of 5 stars
21 reviews
5 repeat clients
10 years of experience
Lower West Side, Chicago, IL, 60616

Tim is a great guy who is amazing with animals. He provided pictures and updates every day. My dog did not even want to leave. He obviously provided great care and was very flexible with my schedule for pick up and drop off. I really appreciate his dedication and genuine love of animals.

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Daniel G.
Sitter Profile Image: Katie M.
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Katie M.
Star Sitter
from
$50
per night
5.0 out of 5 stars
362 reviews
98 repeat clients
15 years of experience
Near North Side, Chicago, IL, 60610

Katie was great with Ziggy! She was able to accommodate a last minute boarding request and send regular updates during Ziggy’s stay. Ziggy came home happy and I would recommend Katie to anyone looking to board their dog.

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Saloni B.
Sitter Profile Image: Nathan D.
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Nathan D.
Star Sitter
from
$57
per night
5.0 out of 5 stars
195 reviews
72 repeat clients
22 years of experience
Near North Side, Chicago, IL, 60654

Just the absolute best. I’ve had dog walkers and sitters for decades and he’s the most responsible, kind, loving and attentive of any I’ve used.

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John K.
Sitter Profile Image: Jenna M.
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Jenna M.
from
$53
per night
5.0 out of 5 stars
94 reviews
22 repeat clients
8 years of experience
Near North Side, Chicago, IL, 60654

We love Jenna! She was so great with my dachshund Honey. I don’t leave her often, so it was wonderful to have a totally stress-free trip knowing Honey was happy and in great hands with Jenna. She checked in multiple times a day, sent lots of pictures, and was so sweet. Will definitely book her again!

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Libby E.
Sitter Profile Image: Tonisa J.
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Tonisa J.
Star Sitter
from
$50
per night
5.0 out of 5 stars
80 reviews
37 repeat clients
15 years of experience
Calumet Heights, chicago, IL, 60617

I felt completely comfortable with my Bella’s care. Tonisa gave updates and pictures. Bella was well taken care of. She will definitely be back!

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Nicole E.
Sitter Profile Image: Angel V.
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Angel V.
Star Sitter
from
$47
per night
5.0 out of 5 stars
107 reviews
30 repeat clients
15 years of experience
Humboldt Park, Chicago, IL, 60624

Mariah loves spending time here! Its become more like family for her vs the dog sitter and Angel puts our minds at ease always with communication, photos, and warmth.

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Natalie L.
Sitter Profile Image: Pei L.
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Pei L.
from
$40
per night
2 repeat clients
8 years of experience
Loop, Chicago, IL, 60601

About: Your Best Friend in Downtown Chicago Hi there! I’m a recently retired professional and a lifelong dog lover, currently enjoying an active and fulfilling lifestyle in Downtown Chicago (60601 area). After a rewarding career, I am now focusing my time on my true passion: providing top-tier care, safety, and companionship for dogs. My experience is deeply personal. I am the proud owner of a 100-pound "gentle giant" whom I rescued from a shelter eight years ago. Raising her has been one of my most rewarding journeys; it taught me the importance of patience, positive reinforcement, and how to truly understand the unique personality of every dog—especially those who may have had a rough start. Today, she is an incredibly well-socialized and gentle host who loves making new friends. Whether your pup is a high-energy athlete, a shy rescue, or a senior who prefers a slow stroll, I have the experience and heart to cater to their specific needs. What We’ll Do Together My location is a paradise for urban pups! My routine is built around being outdoors, and I typically walk my own dog at least three times a day. When your pet stays with me or joins me for a walk, they will enjoy: Park Playtime: We are located just steps away from a local dog park for social interaction and fresh air. Scenic Strolls: I am just a 5-minute walk from the beautiful Lake Shore sidewalk path, offering refreshing lake breezes and plenty of mental stimulation. Personalized Attention: Because I am retired, your pet isn't just a "stop" on a list. They become part of my day, receiving focused attention, consistent supervision, and plenty of companionship. Availability & Commitment Since I am fully retired and live right here in the neighborhood, I offer exceptional availability. Unlike sitters with a 9-to-5 or a long commute, I am home throughout the day. This means: Constant Supervision: For boarding and daycare, your pet will rarely be left alone. Flexible Scheduling: I can easily accommodate specific feeding times, medication windows, or last-minute walk requests. Professional Reliability: I treat every guest dog with the same level of care and safety I give my own. You can expect regular "Rover Cards" with photos and updates, so you can rest easy knowing your furry family member is thriving in a safe, experienced home. I look forward to meeting you and your pup for a "Meet & Greet" to ensure we are a perfect match! As a recently retired professional, my daily routine revolves around staying active and enjoying the outdoors. I am very disciplined with my own dog’s schedule, and we head out for at least three walks every single day. Being located in 60601, I take full advantage of our local dog park and the beautiful Lake Shore path. Your pet will simply be joining our established, healthy, and consistent routine. Whether it's a brisk morning walk or a relaxed afternoon stroll, I have the flexibility and the passion to ensure your dog gets all the exercise, fresh air, and attention they need throughout the day.

Sitter Profile Image: Steven R.
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Steven R.
Star Sitter
from
$58
per night
5.0 out of 5 stars
38 reviews
16 repeat clients
50 years of experience
Near North Side, Chicago, IL, 60611

Steven is an incredibly passionate and responsible dog sitter. He really makes an effort to get to know your pets. I had a great experience leaving my two pups with him!

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Kadie K.
Sitter Profile Image: Luxi J.
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Luxi J.
from
$40
per night
5.0 out of 5 stars
15 reviews
3 repeat clients
3 years of experience
Loop, Chicago, IL, 60601

Luxi was very easy to work with! She was both kind and flexible despite my own schedule being a little bit variable. Costello came back to me very happy and well cared for. I really appreciated her help and would definitely book her again :)

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

Christina was amazing!! From the booking, to drop off, to pick up everything was perfect. She communicated quickly and I got daily updates that made me feel reassured the entire time. I would 100% recommend and I will always keep her in mind for future bookings!

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Rachel R.
Sitter Profile Image: Katie "Anni" W.
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Katie "Anni" W.
Star Sitter
from
$65
per night
5.0 out of 5 stars
100 reviews
30 repeat clients
10 years of experience
Near South Side, Chicago, IL, 60616

Anni is so attentive and kind with our girl. Daisy is an anxious dog but I can tell that Anni’s gentle way makes her feel at home. We are always getting photos and updates so we can see how well she is doing!

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Kristie B.
Sitter Profile Image: Samantha M.
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Samantha M.
Star Sitter
from
$60
per night
5.0 out of 5 stars
28 reviews
7 repeat clients
10 years of experience
West Town, Chicago, IL, 60642

Sam took great care of my boy Kimi when I was out of town. I appreciated the daily updates, pictures and videos! She made sure Kimi stayed warm when snow storm hit and made Kimi felt like being at home. Would definitely choose Sam again if I need a sitter in the future!

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Guanjin C.
Sitter Profile Image: Grace D.
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Grace D.
Star Sitter
from
$35
per night
5.0 out of 5 stars
19 reviews
2 repeat clients
4 years of experience
Near West Side, Chicago, IL, 60637

She gave us daily updates and lots of pictures. Grace was very communicative and super easy to book with. We highly recommend her services and will be using her in the future

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Kia Ashley B.
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