Personalized care for your dog or cat - Loop

Highly-rated overnight sitters - Loop

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
138 reviews
6 repeat clients
1 year of experience
Near South Side, Chicago, IL, 60605

Ania was fantastic and our pup clearly loved spending the weekend with her! She took her to play fetch every day and was flexible with us on our return home. 10/10 would recommend!

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Robert M.
Sitter Profile Image: Nathan D.
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Nathan D.
Star Sitter
from
$57
per night
5.0 out of 5 stars
201 reviews
76 repeat clients
22 years of experience
Near North Side, Chicago, IL, 60654

Nathan has taken care of our Luna twice now, both times on short notice, and we couldn’t be happier with him. He is incredibly caring, attentive, and truly treats Luna like his own. He kept us feeling completely at ease knowing she was in such good hands. The pickup and drop-off service is an added convenience that we really appreciate. We are so grateful to have found someone we trust and will definitely be using Nathan again in the future. Highly recommend!

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Juhi D.
Sitter Profile Image: Jenna M.
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Jenna M.
from
$53
per night
5.0 out of 5 stars
96 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: Andrea B.
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Andrea B.
Star Sitter
from
$57
per night
5.0 out of 5 stars
17 reviews
3 repeat clients
15 years of experience
Loop, Chicago, IL, 60607

Andrea was fantastic! She is very sweet and communicated with me with photos and letting me know how our toy poodle Bolt was doing over the 5-6 days. She gave him a lot of attention (as he has separation anxiety) and he seemed right at home from day one, playing, eating well, shopping together, enjoying his walks, cuddling, watching TV, etc. I can tell Bolt had a great time! I’m very thankful that he is healthy and was very well taken care of. I will definitely book again very soon! This is the best dog sitting experience I have had so far over the last 6 years!

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Iskra S.
Sitter Profile Image: Ann V.
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Ann V.
Star Sitter
from
$65
per night
5.0 out of 5 stars
135 reviews
28 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: Katie M.
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Katie M.
Star Sitter
from
$50
per night
5.0 out of 5 stars
363 reviews
98 repeat clients
15 years of experience
Near North Side, Chicago, IL, 60610

Katie watched my dog for his first overnight stay at someone else’s house. She was absolutely amazing! She kept me up to date multiple times a day and kept my pup busy. We will definitely be booking with Katie again. Highly recommend!

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Katie P.
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
206 reviews
51 repeat clients
11 years of experience
Near South Side, Chicago, IL, 60605

Katrina was amazing!!! She was extremely communicative and sent the cutest and most thoughtful pictures of Blue. She was also wonderful and flexible about drop off and pickup times. I never had to worry about Blue in Katrina’s care. I would 1000% have blue stay with her again!

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

Steven was great! He has a calm disposition and Jessy loved him. He took her on a walk and played fetch and kept me updated with photos! Would definitely use him again.

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Rachel A.
Sitter Profile Image: Andre S.
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Andre S.
from
$50
per night
4.7 out of 5 stars
13 reviews
2 repeat clients
8 years of experience
Loop, Chicago, IL, 60605

Andre and Gabriel took wonderful care my Leo! They sent pictures with updates and even though it was a short stay. I will definitely book them again!

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

Outstanding host for our two fur babies! Anytime we find a sitter as caring and keen to detail as Mia was to our dogs, we cling on! She’s reliable and she goes the extra mile to make sure the dogs are comfortable and well taken care of. This was a last minute booking because their other sitter was unavailable, however, we feel so lucky to have found her, she adores our dogs and it shows in the interaction between them through the daily photos. We will definitely be booking her again!

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Jada D.
Sitter Profile Image: songen f.
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songen f.
Star Sitter
from
$55
per night
5.0 out of 5 stars
17 reviews
8 repeat clients
11 years of experience
Loop, Chicago, IL, 60605

Songen did a great job taking care of Sundae while I went on a trip. She provided multiple updates every day and provided plenty of photos and videos. She made me feel so comfortable and that Sundae was in great hands.

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Cheryl G.
Sitter Profile Image: Ashley M.
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Ashley M.
Star Sitter
from
$52
per night
5.0 out of 5 stars
193 reviews
71 repeat clients
10 years of experience
Lower West Side, Chicago, IL, 60608

Ashley was great! Super fast response to messages. She sent us updates and Waski pictures often. Waski had a great time playing at parks, walking, and lounging on the deck.

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Joshua T.
Sitter Profile Image: Julia L.
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Julia L.
Star Sitter
from
$50
per night
5.0 out of 5 stars
65 reviews
18 repeat clients
20 years of experience
Lake View, Chicago, IL, 60613

Julia took such good care of our dog! She sent joyful photos and videos and I never worried that she wasn’t being taken care of. It was a wonderful vacation in part because I knew Tilly was loved while we were away.

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

Christina is amazing with my baby girl Cocoa!! As soon as we turn the corner, Cocoa cant contain her excitement to reach Christina’s home. I get a bunch of updates and cuddly pics while I’m away (they’re great but I get fomo!!!) lol

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Marlene S.
Sitter Profile Image: Fortino V.
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Fortino V.
Star Sitter
from
$41
per night
5.0 out of 5 stars
10 reviews
3 repeat clients
5 years of experience
West Town, Chicago, IL, 60642

Fortino was amazing! My dog is pretty high energy and I could tell he was having a great time. Fortino sent regular updates and he took my dog on lots of fun excursions with his own dog. He was very communicative and I could tell he paid close attention to details of my dog’s comfort, personality, etc. He even gave my dog a sweater that previously belonged to his dog but was too small, which was very sweet. Will definitely board with him again.

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Andrea S.
Sitter Profile Image: Chad P.
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Chad P.
Star Sitter
from
$45
per night
5.0 out of 5 stars
60 reviews
14 repeat clients
25 years of experience
Lincoln Park, Chicago, IL, 60614

Chad did a great job looking after my boy Ozzie while I was on a quick work trip. He was extremely flexible when my flight and bag got delayed. Overall, a great experience having him watch my pup!

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Emma M.
Sitter Profile Image: Sheila M.
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Sheila M.
Star Sitter
from
$50
per night
5.0 out of 5 stars
5 reviews
3 repeat clients
17 years of experience
Near North Side, Chicago, IL, 60611

Sheila watched Louie for the first time this weekend and it was a great experience. She was very responsive and super understanding when we had to adjust pick up time due to a flight delay. I felt great while away knowing Louie was in good hands. Will definitely book again for future trips.

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Sarah P.
Sitter Profile Image: Iwona K.
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Iwona K.
from
$50
per night
5.0 out of 5 stars
608 reviews
201 repeat clients
22 years of experience
West Town, Chicago, IL, 60622

Our dog has gone to Iwona for almost 2 years and she’s truly the only person I trust to watch him when we’re out of town. It’s such a relief to know he’s in such great hands with her!

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alli z.
Sitter Profile Image: Eric & Eunjin K.
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Eric & Eunjin K.
Star Sitter
from
$55
per night
5.0 out of 5 stars
45 reviews
8 repeat clients
20 years of experience
Near North Side, Chicago, IL, 60611

This is the second time Eric and Eunjin took care of Mr. Bean. They get along so well and we are completely comfortable with them to watch Bean anytime. They took marvelous photos and spent much time playing with him and getting him plenty of exercise. He didn't gain a pound! Highly recommend them!

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Joni P.
Sitter Profile Image: Amaris G.
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Amaris G.
from
$40
per night
5.0 out of 5 stars
5 reviews
1 repeat client
10 years of experience
Near North Side, Chicago, IL, 60611

Amaris and her partner were amazing! Super kind and I trusted them immediately with Niko! I could tell he felt very comfortable with them 💛

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Maddie C.
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Cat caregivers near you - Loop

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: Sandra T.
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Sandra T.
from
$20
per visit
5.0 out of 5 stars
456 reviews
122 repeat clients
25 years of experience
Loop, Chicago, IL, 60602

Sandra did drop in visits for my two cats while I was away on vacation. I am extremely impressed with my entire experience start to finish! Her communication with me was excellent, I received so many photos of my babies, as well as photos of their food, water, and litter box. In addition, she left very detailed reports of each visit and how she spent time with them. She was genuinely so happy to be spending time with them, it made me feel like my cats were in great hands. Will definitely be asking her for cat sitting again for future vacations!

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Keri M.
Sitter Profile Image: Grace S.
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Grace S.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
24 reviews
6 repeat clients
15 years of experience
Chicago, IL, 60604

Grace was amazing as always! She is so proactive in her communication and shares thorough reports after each drop in. My cats always love seeing her and I know they’re in excellent hands with Grace whenever I’m away!

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Sunyou K.
Sitter Profile Image: Sarah J.
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Sarah J.
from
$15
per visit
5.0 out of 5 stars
15 reviews
4 repeat clients
10 years of experience
Near North Side, Chicago, IL, 60611

Sarah is amazing. This is my second time having her take care of my cats, and its been amazing. My cats are really picky too but they seem so calm and happy when I’m back.

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Heewon Lena C.
Sitter Profile Image: Morgan L.
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Morgan L.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
235 reviews
53 repeat clients
22 years of experience
Near West Side, Chicago, IL, 60606

I love her so much! My cat even more. And she’s a really shy and scaredy cat, but she lights up every time she sees Morgan. I can always go out of town, and rest easy knowing Morgan will always come and take great care of her.

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Zulma C.
Sitter Profile Image: Mandy M.
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Mandy M.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
242 reviews
70 repeat clients
25 years of experience
Loop, Chicago, IL, 60603

I wholeheartedly recommend Mandy for all of your pet sitting needs. She is friendly, trustworthy and very dependable. Mandy took such good care of my cat while I was away. It was a great comfort knowing my feline child was in such good hands. Mandy, I can’t thank you enough!

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Colleen F.
Sitter Profile Image: Samantha L.
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Samantha L.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
134 reviews
42 repeat clients
15 years of experience
Near West Side, Chicago, IL, 60606

Samantha was great! There was a miscommunication with our building and they wouldn’t let her in. She was so kind and came back later once we were able to clear things up. We really appreciated her commitment to checking on our cat while we were away. Thanks again!

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Stephanie B.
Sitter Profile Image: Giancarlo C.
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Giancarlo C.
from
$18
per visit
5.0 out of 5 stars
5 reviews
1 repeat client
20 years of experience
Loop, Chicago, IL, 60605

About: I've taken care of cats since my mom got me started with Last Hope and kitten/cat rescue since I was 3. Have raised newborns, taken care of senior cats, strays/feral/and domesticated cats.

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

Nadine was wonderful! She took great care of my cat, followed all feeding instructions perfectly, and sent great updates. It gave me total peace of mind knowing my cat was in good hands. Thanks so much!

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Yacine B.
Sitter Profile Image: Jean T.
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Jean T.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
138 reviews
31 repeat clients
10 years of experience
Loop, Chicago, IL, 60601

Jean made leaving my Bean home for the first time so easy and reassuring. Can’t wait to book him again in the future. Detailed, kind, thorough and communicative - can’t ask for more!

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Sam E.
Sitter Profile Image: Conner M.
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Conner M.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
137 reviews
47 repeat clients
1 year of experience
Chicago, IL, 60610

This was my second time having Connor sit for my cat. He did a great job. Connor provided regular updates and photos of Siegfried. Siggy looked like he enjoyed his time with Connor. I asked him to let me know if Siggy’s walking worsened (he has arthritis and it seemed a little worse than normal, but he’s been playing hard lately). Connor was attentive to that and let me know that his walking didn’t worsen during his stay with Siggy. Would have him back again.

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Breanna S.
Sitter Profile Image: Kacy L.
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Kacy L.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
72 reviews
25 repeat clients
1 year of experience
Near North Side, Chicago, IL, 60610

Kacy has been amazing checking on my cat Pancake while I’ve been out of town! She’s reliable, caring, and always makes me feel at ease knowing Pancake is in such good hands. I really appreciate the updates and extra attention she gives every visit. I highly recommend Kacy to anyone looking for someone trustworthy and compassionate to care for their pets!

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Ainsley H.
Sitter Profile Image: Andrea O.
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Andrea O.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
69 reviews
21 repeat clients
6 years of experience
Chicago, IL, 60611

Andrea was absolutely amazing! This was our first time leaving our cat while traveling, and she made the entire experience so easy and stress-free. She went above and beyond the instructions I left, always sent multiple photos and videos at each visit, and kept me fully updated. I had complete peace of mind throughout our vacation knowing our cat was so well cared for and happy. We will absolutely be using Andrea again the next time we need a sitter. Thank you so much, Andrea!! 😊

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Kristin S.
Sitter Profile Image: Samira A.
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Samira A.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
215 reviews
63 repeat clients
3 years of experience
Loop, Chicago, IL, 60605

Samira is phenomenal. The cats love her and she does such a great job with the daily pictures and notes I have no fear of their wellbeing when I’m gone.

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Lucas N.
Sitter Profile Image: Kieanji W.
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Kieanji W.
from
$18
per visit
5.0 out of 5 stars
21 reviews
2 repeat clients
20 years of experience
Chicago, IL, 60604

Kieanji was fantastic as always! She was able to provide care very last minute and during the holidays! I greatly appreciate her flexibility! Kieanji is extremely communicative and receptive to requests. I am so grateful for her caring nature and prompt responsiveness!

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Chelsea B.
Sitter Profile Image: Gabby E.
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Gabby E.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
62 reviews
20 repeat clients
12 years of experience
Loop, Chicago, IL, 60605

Gabby watched my two cats for a week and was amazing! She's incredibly attentive and approachable, and she even got my shy cat to open up. She followed all instructions perfectly, keeping them fed and happy with plenty of playtime. Highly recommend!

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Joy C.
Sitter Profile Image: Valeria P.
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Valeria P.
from
$18
per visit
5.0 out of 5 stars
4 reviews
2 repeat clients
10 years of experience
Chicago, IL, 60607

Valeria did a great job! Did everything that was asked & made sure our cats were taken care of! Would definitely recommend

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Marissa B.
Sitter Profile Image: Cassie Z.
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Cassie Z.
from
$16
per visit
5.0 out of 5 stars
15 reviews
8 repeat clients
20 years of experience
Near North Side, Chicago, IL, 60611

Cassie was great in watching over my cat. She was kind, attentive, and truly went above and beyond during her two drop-in visits. I felt completely at ease knowing he was in such good hands and appreciated all the great communication and updates. I highly recommend her to anyone looking for a reliable sitter and peace of mind for their fur babies!

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Autumn M.
Sitter Profile Image: Kelsey M.
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Kelsey M.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
158 reviews
58 repeat clients
17 years of experience
Chicago, IL, 60601

Kelsey did an excellent job taking care of my furballs while I was traveling. One of my cats is extremely shy around new people and Kelsey had no problems making her feel comfortable and getting her to come out for pets and play. I’m thrilled.

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Mark T.
Sitter Profile Image: Linh N.
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Linh N.
from
$15
per visit
5.0 out of 5 stars
4 reviews
2 years of experience
Loop, Chicago, IL, 60601

Linh is so caring and attentive to my cat! She is very responsive and sends lots of update pictures. I will ask her to cat sit in my home again.

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Kelsie M.
Sitter Profile Image: Zhanna B.
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Zhanna B.
from
$14
per visit
5.0 out of 5 stars
4 reviews
15 years of experience
Chicago, IL, 60603

Zhanna was absolutely amazing! We were so lucky to have found such an amazing and thoughtful sitter. 100% would book with her again

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Ava C.
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Perfect for high energy dogs - Loop

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: 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: Luxi J.
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Luxi J.
from
$30
per day
5.0 out of 5 stars
19 reviews
4 repeat clients
3 years of experience
Loop, Chicago, IL, 60601

We are so happy we found Luxi. She got back to me right away and said yes without any hassle, which put me at ease from the start. She took such good care of Hazel all day and sent me updates that made me smile. You can tell she truly loves dogs. Hazel came home happy, tired, and clearly well looked after. We already want to book with her again. If you need someone kind and reliable for your pup, she is the one.

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Mark D.
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
206 reviews
51 repeat clients
11 years of experience
Near South Side, Chicago, IL, 60605

Katrina was just the best! Couldn’t be happier with the care our Loki got. The pictures and updates I received during his stay provided great peace of mind while we were away! 11/10 recommend

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Nicole H.
Sitter Profile Image: Steven R.
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Steven R.
Star Sitter
from
$49
per day
5.0 out of 5 stars
48 reviews
20 repeat clients
50 years of experience
Near North Side, Chicago, IL, 60611

Fantastic experience with Steven! Very prompt in communication and I could tell he genuinely loves dogs. Mochi was happy during his time with them. Highly recommend

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Divyasha R.
Sitter Profile Image: Victoria D.
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Victoria D.
from
$40
per day
5.0 out of 5 stars
38 reviews
13 repeat clients
28 years of experience
Loop, Chicago, IL, 60601

Thank you so much for taking such wonderful care of Luna! It’s clear they had an amazing time playing and socializing, and I love seeing how happy and tired they are after a day with you. I truly appreciate the care and attention you give to her and it’s such a relief knowing Luna is in such a safe, loving, and fun environment. You make a big difference for both of us—thank you for everything you do!

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AllyzaJasper
Sitter Profile Image: Ania Z.
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Ania Z.
Star Sitter
from
$45
per day
5.0 out of 5 stars
138 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: Maya S.
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Maya S.
from
$44
per day
5.0 out of 5 stars
8 reviews
1 repeat client
5 years of experience
Loop, Chicago, IL, 60601

Maya took good care of Riley and Riley had lots of fun!! She also sent me so many photos and actively updated Riley’s situation! Would love to book her again!

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Cindy H.
Sitter Profile Image: Austin W.
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Austin W.
from
$35
per day
5.0 out of 5 stars
5 reviews
3 repeat clients
17 years of experience
Loop, Chicago, IL, 60601

While visiting Chicago, I needed someone to watch Boba when I couldn’t bring her along. Austin took excellent care of her, walking her and reassuring me every step of the way. I highly recommend booking with Austin. P.S. Austin lives right in front of a large park, so there’s plenty of space for Boba to explore and enjoy the outdoors. .

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Jessica T.
Sitter Profile Image: songen f.
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songen f.
Star Sitter
from
$50
per day
5.0 out of 5 stars
17 reviews
8 repeat clients
11 years of experience
Loop, Chicago, IL, 60605

Sundae had a great time with Songen and poopoo. Sundae loves playing with poopoo and Songen does a great job of providing updates on how Sundae is doing.

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Cheryl G.
Sitter Profile Image: Nathan D.
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Nathan D.
Star Sitter
from
$60
per day
5.0 out of 5 stars
201 reviews
76 repeat clients
22 years of experience
Near North Side, Chicago, IL, 60654

Nathan did a great job taking care of our 6 month old puppy. This was the first time our pup stayed away from my husband and I, and Nathan did an amazing job. Nathan's calming personality made my pup comfortable around him right away. I got frequent pictures and updates throughout the day, which was very comforting. And Nathan was also able to drop off our pup back at home at the end of the day. Highly recommend Nathan!

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Merin M.
Sitter Profile Image: Sheila M.
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Sheila M.
Star Sitter
from
$40
per day
5.0 out of 5 stars
5 reviews
3 repeat clients
17 years of experience
Near North Side, Chicago, IL, 60611

About: I have experience with small puppies, high energy furry friends, and senior dogs who need extra love and attention when getting around. I am very active, and love taking dogs for walks and to go play/ get outside time. I love creating a calming space for any guest that comes through so that they feel comfortable during their stay I currently work from home almost 5 days a week, so I will be home most the time to have around the clock care. I love to keep things on a schedule (please provide if there is a specific one you follow) to keep the pet(s) on their regular routine that they would expect. I have a relatively large studio that is about .25 miles from a medium size dog park. I am more than happy to crate your dog, but tend to follow the lead of the owners routine. I am not super picky about having dogs on my furniture so I can leave that to owners discretion

Sitter Profile Image: Jiayi G.
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Jiayi G.
from
$25
per day
5.0 out of 5 stars
12 reviews
2 repeat clients
4 years of experience
Near South Side, Chicago, IL, 60605

Jiayi was amazing! Her communication and care exceeded my expectations and she was willing to accept my little one for day care last minute! My pup loved her and she was so good with his potty/feed schedule as well. Definitely booking with her again in the future.

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Japesh P.
Sitter Profile Image: Trey A.
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Trey A.
Star Sitter
from
$55
per day
5.0 out of 5 stars
62 reviews
24 repeat clients
20 years of experience
Loop, Chicago, IL, 60605

Toppen, tusen tack! Hela tiden snabb respons i kommunikationen. Rapporter under dagen med foton, jättebra! Chili mådde fint, vi är så glada att Trey kunde hjälpa oss på detta sätt!

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Maggan F.
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: Nisha E.
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Nisha E.
from
$35
per day
5.0 out of 5 stars
4 reviews
1 repeat client
8 years of experience
Loop, Chicago, IL, 60601

Nisha was amazing with our puppy, Finnegan! We could tell he loved being with her because the second we got close to her apartment, he would start pulling in that direction! Nisha was very flexible, clearly cared for Finn, and was communicative as appropriate. We will definitely use her again in the future!

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Catherine K.
Sitter Profile Image: Kseniia S.
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Kseniia S.
Star Sitter
from
$50
per day
5.0 out of 5 stars
15 reviews
3 repeat clients
5 years of experience
Loop, Chicago, IL, 60607

10/10!!! Very friendly, was able to accommodate my last minute request. Constant photo and video updates which was very important for me, they took Simba on multiple walks and my dog clearly enjoyed his time with Kseniia and Sophia💖 Will book again with confidence

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Arina U.
Sitter Profile Image: Carmina E.
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Carmina E.
from
$60
per day
4.9 out of 5 stars
11 reviews
3 repeat clients
8 years of experience
Loop, Chicago, IL, 60605

Carmina was great! Very responsive and took care of our Ohana.

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Justin And Yvonne D.
Sitter Profile Image: Jaclyn B.
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Jaclyn B.
from
$33
per day
5.0 out of 5 stars
7 reviews
2 repeat clients
3 years of experience
Loop, Chicago, IL, 60605

Love booking Jaclyn to watch Lincoln. She’s great at providing updates throughout the day!

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Adeline A.
Sitter Profile Image: Amaris G.
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Amaris G.
from
$35
per day
5.0 out of 5 stars
5 reviews
1 repeat client
10 years of experience
Near North Side, Chicago, IL, 60611

About: Growing up with a sweet chocolate lab and a sassy golden retriever for 10+ years has taught me much of what I know about dogs today. After all, they are family! While your pup is away from theirs, know that they’ll be shown great attention, patience, and fun in my care. Whether your dog is big or small, shy or playful, they are always welcome to strut in the riverwalk with me! I have a fully remote office job so I’m pretty flexible for walks and care. Specifically, I’m free Mondays - Fridays in the mornings or afternoons. I’m also available on weekends upon request! I live in a 2 bedroom apartment with a doorman and a small green space on the ground floor. I’m very nearby to the riverwalk and lake as well!

Sitter Profile Image: Manisha S.
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Manisha S.
from
$45
per day
5.0 out of 5 stars
16 reviews
5 repeat clients
5 years of experience
Near North Side, Chicago, IL, 60611

Manisha took excellent care of Mikki. She was attentive, thoughtful, and Mikki took an immediate liking to both her and her home. We were slightly concerned as Mikki was nursing a minor injury, but she handled it flawlessly and kept his bandage intact without any issues. She shared regular photos and updates throughout the night, which gave us complete peace of mind. Her home is extremely clean, safe, and well set up for dogs. We would absolutely recommend her and would not hesitate to book again.

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Aditya D.
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Adventure-ready dog walkers - Loop

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: Eunice Y.
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Eunice Y.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
66 reviews
28 repeat clients
4 years of experience
Loop, Chicago, IL, 60607

Eunice was wonderful! She was extremely responsive and communicative and asked lots of questions to make sure she gave our pup the best care.

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Ellen L.
Sitter Profile Image: Cierra C.
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Cierra C.
from
$20
per walk
5.0 out of 5 stars
5 reviews
1 repeat client
8 years of experience
Loop, Chicago, IL, 60603

About: Hello! My name is Cierra and I am a nurse living in downtown Chicago. I grew up with horses, dogs, and cats in Arizona. I love all animals and would love to help anyone who needs some company for their furry friends. I have lots of experience pet sitting and have had to take care of many types of animals such as chickens, rabbits, dogs and cats. I can provide references if needed. My rates are very flexible! I am willing to charge whatever is best and most comfortable for you. I am also very flexible on cancelations- I understand that life happens. I am looking forward to meeting you as well as your pets! I hope you all have a wonderful day :). I am currently working 3 12 hour shifts a week from 7a-7p. I would be able to provide drop in visits before and after work or on my off days! As a pet sitter, I will be providing drop in visits filled with lots of love, attention, and making sure your pets have everything they need. I will always take pictures during each visit and provide updates.

Sitter Profile Image: Sandra T.
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Sandra T.
from
$25
per walk
5.0 out of 5 stars
456 reviews
122 repeat clients
25 years of experience
Loop, Chicago, IL, 60602

Always a joy to have Sandra walk my dog, she’s great with him, so friendly, always punctual and great at keeping you updated. Can’t say enough nice things about her!

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Remy L.
Sitter Profile Image: Joshua K.
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Joshua K.
from
$12
per walk
1 year of experience
Near North Side, Chicago, IL, 60654

About: Love dogs! I have taken care of my friends dogs numerous times back In La. Those days were spent frolicking about the city with lil trips to the park. My calm demeanor allows me to bond with pups and makes them feel safe when walking with me. I’d carry owner approved treats to help motivate dogs to stay in line and pay attention. I’d only have one dog per walk and would make sure he/she has a great experience walking around Chicago. I am able to walk dogs a lot as my schedule is completely open. Walking dogs is no problem as long as it is before 3 pm Monday through Friday. Walking a new dog could be a scary feeling for the dog. A stranger is taking them outside and what they’re use to evaporates because a new person is guiding the leash. I’d make sure the dog understands that they are safe with me, and I’d try to keep the route, treats, and care the same as you would! I wouldn’t let your dog off leash and never out of my sight. I would not leave your dog alone for a second.

Sitter Profile Image: McKenzie C.
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McKenzie C.
from
$12
per walk
5.0 out of 5 stars
4 reviews
1 repeat client
9 years of experience
Loop, Chicago, IL, 60605

She is amazing and Solei loves her!!!

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Karolly Z.
Sitter Profile Image: Ana B.
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Ana B.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
243 reviews
95 repeat clients
7 years of experience
Near North Side, Chicago, IL, 60611

Ana is so responsive and takes great care of my little buddy. We just moved here and I was worried about him with so many changes, but Ana is so sweet with him.

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Claire S.
Sitter Profile Image: Wamuyu M.
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Wamuyu M.
from
$25
per walk
5.0 out of 5 stars
39 reviews
11 repeat clients
3 years of experience
Loop, Chicago, IL, 60601

Wamuyu is very kind and friendly. My dog didn’t hesitate to go with her on their first walk together. I’ve already booked several more walks over the next couple of weeks. I’m looking forward to having her come back!

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Kristin S.
Sitter Profile Image: Dodd B.
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Dodd B.
Star Sitter
from
$25
per walk
4.9 out of 5 stars
136 reviews
53 repeat clients
10 years of experience
Near North Side, Chicago, IL, 60610

Dodd is awesome! He's super communicative, friendly, and reliable, and our pup absolutely adores him! We're very fortunate to have found Dodd and are so happy we did. 11/10 would highly recommend!

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Joel T.
Sitter Profile Image: Samantha v.
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Samantha v.
Star Sitter
from
$23
per walk
5.0 out of 5 stars
108 reviews
23 repeat clients
6 years of experience
Loop, Chicago, IL, 60606

Samantha has been regularly walking Oakley and Basil for a half year now and we are so grateful for her. She treats them as if they are her own and is incredibly communicative. We’d recommend to Samantha to anyone looking for reliable care for their pets.

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Justin F.
Sitter Profile Image: Kaycee T.
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Kaycee T.
from
$15
per walk
6 years of experience
Chicago, IL, 60601

About: I have always loved being around animals and caring for them. I currently have a cat that I take care of and I have been the petsitter for my family and friends for years. I understand how important it is to find someone who will care for your pets and provide a loving and comfortable environment where they feel safe and loved. I am passionate about providing the best pet care that I can and will treat your pets like they are my own. Pet care fits easily into my routine since I have a flexible schedule and am available throughout the week, including weekdays and weekends. I am available for short, drop-in visits, daily walks or extended stays. I am able to provide consistent, reliable care for your pet, and would love to be apart of their daily routine! Every pet should feel safe, comfortable, and loved. I have experience taking care of my own pets and keeping up with their routines. I take the time to get to know their personalities and what makes them happy. Whether your pet needs a fun walk, extra playtime, or just a caring companion while you are away.

Sitter Profile Image: Ann V.
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Ann V.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
135 reviews
28 repeat clients
2 years of experience
Chicago, IL, 60605

Ann was incredible!! She was amazing with her communication and sent so many pictures with updates!!! 10/10!! Would recommend her to anyone! 😊😊

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Kelly S.
Sitter Profile Image: Destiney C.
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Destiney C.
from
$18
per walk
1 repeat client
11 years of experience
Chicago, IL, 60661

About: I have been petsitting since i was 5 years old. My love for animals started when i first met my neighbors pomeranians who i dog sat very frequently growing up. I recently stopped taking care of them because they moved to florida,but i cared for them from puppyhood until they were senior pups! I also got a pup of my own when i was 9 and trained him by myself although it was hard because he was a stubborn guy! He loved going on adventures so i would act like id take the wrong turn on walks and he'd be so happy! So if your pup loves long walks i am most definitely okay with accommodating to your puppys walk length. If your puppy is sleepy and doesnt like long walks thats okay too! I am in school, but i am available after school and on weekends! I am always available after 3 to take a puppy outside for a long walk or a feeding I am always making sure the pet is happy and comfortable. I like to make sure that they come to me when they want pets so that they can get used to me. I am always paying attention to body language and how they are reacting

Sitter Profile Image: Gabriela M.
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Gabriela M.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
20 reviews
13 repeat clients
3 years of experience
Chicago, IL, 60605

Gabriela is the most reliable dog walker I’ve had! She is so attentive to my dog and he just loves his fun outdoor adventures

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Iman P.
Sitter Profile Image: Dana K.
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Dana K.
from
$20
per walk
5.0 out of 5 stars
4 reviews
2 repeat clients
7 years of experience
Near West Side, Chicago, IL, 60654

About: I bring a calm, safety‑first approach to pet care thanks to my background in hands‑on operations and emergency response. I’ve worked in fast‑paced environments where attention to detail, communication, and animal safety were non‑negotiable, and that carries directly into how I care for pets. I’m comfortable with dogs of all sizes and temperaments, and I’m especially good with pets who need a little extra patience or structure. I’m reliable, observant, and always make sure animals feel secure, whether we’re out on a walk or settling in at home. My goal is simple: keep your pet safe, happy, and understood. Pet care fits naturally into my weekly routine because I keep a consistent, structured schedule. I’m available for drop‑ins and walks during the day and early evenings, and I build my week so I can give each pet focused, unrushed attention. I’m flexible with timing and can accommodate last‑minute needs when they come up. My goal is to make your routine easier and keep your pet feeling safe and cared for while you’re away. I take a calm, safety‑first approach in every home I enter. I follow your routines exactly—feeding, litter, walks, medications, and any house rules—so your pet stays comfortable and your home stays just the way you left it. I’m attentive to doors, gates, and windows, and I always double‑check that your pet is secure before I leave. I keep the environment clean and low‑stress, whether that means refreshing water, tidying up after meals, or making sure litter boxes are fully cleaned. I’m respectful of your space, careful with your belongings, and focused on giving your pet a safe, predictable experience while you’re away.

Sitter Profile Image: Lourdes S.
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Lourdes S.
Star Sitter
from
$22
per walk
5.0 out of 5 stars
20 reviews
6 repeat clients
15 years of experience
Loop, Chicago, IL, 60605

We just started working with Lourdes and love her! She took care of both dogs. Will definitely use again.

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Giancarlo C.
Sitter Profile Image: Erin K.
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Erin K.
from
$20
per walk
5.0 out of 5 stars
5 reviews
1 repeat client
25 years of experience
Near South Side, Chicago, IL, 60612

Erin is just amazing with my senior dog. In such a short time, my dog has become friends with her. Erin is very professional, punctual and takes full care of my dog when walking him.

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Vikas G.
Sitter Profile Image: Isabel K.
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Isabel K.
Star Sitter
from
$19
per walk
5.0 out of 5 stars
13 reviews
4 repeat clients
2 years of experience
Loop, Chicago, IL, 60605

Isabel is a great communicator! She is amazing with my dog Gimli and lets him come to her. She asks amazing questions and is so sweet. Definitely rebooking.

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Gracelyn F.
Sitter Profile Image: Jean T.
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Jean T.
Star Sitter
from
$16
per walk
5.0 out of 5 stars
138 reviews
31 repeat clients
10 years of experience
Loop, Chicago, IL, 60601

Jean did a great job!! He’s communicated and responded fast throughout the process. He took plenty pictures so I have a peace of mind that my dog is well taken care of. Highly recommend him for your future pet needs and I’ll def reach out to him if I need dog walk again!

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Beijia Z.
Sitter Profile Image: Josephine P.
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Josephine P.
from
$20
per walk
1 repeat client
8 years of experience
Chicago, IL, 60602

About: Hi there! I’ve been around animals for as long as I can remember, and caring for them brings me so much joy. I grew up in a lively home with four dogs of all sizes—from a tiny chihuahua to a big labrador/German shepherd mix! I’ve also cared for six cats (including newborn kittens), and have experience with smaller pets like rabbits, hamsters, and mice. In addition to caring for my own pets, I’ve helped friends and neighbors with dog walking and pet sitting for years, and I’ve volunteered at local animal shelters. I’m attentive, responsible, and always make sure your pets feel comfortable, safe, and loved while you’re away. Whether it’s a quick walk, a drop-in visit, or overnight care, I bring lots of positive energy, patience, and genuine care to every pet I meet! I’m currently a part-time student, which gives me a flexible schedule throughout the week. I love using my free time to care for animals—it’s something that brings me genuine happiness. Pet care fits perfectly into my routine, and I’m excited to support pet parents in my community by being a reliable, attentive, and compassionate helping hand whenever they need it! Since moving to Chicago, I haven’t been able to have dogs of my own due to my apartment rules—but growing up, pet care was part of my everyday routine. I regularly cared for our family’s dogs and cats, and I still help out friends and neighbors by walking, feeding, and playing with their pets when they need a hand. Currently, I have a sweet Bombay cat named Chalupa who’s been with me for about three years. I feed her wet food every morning, and she has an automatic feeder that gives her small portions of dry food throughout the day. I make sure she stays mentally and physically stimulated with toys, enrichment, and lots of cuddle time. Whether I’m in my own home or a client’s, I focus on keeping pets comfortable, well-fed, engaged, and loved—just like I would with my own!

Sitter Profile Image: Isioma O.
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Isioma O.
from
$20
per walk
5.0 out of 5 stars
9 reviews
3 repeat clients
20 years of experience
Loop, Chicago, IL, 60649

About: Greetings! My name is Isioma and I'm originally from Vancouver, WA. Ever since I can remember I have had a dog. Today my family has two dogs, a Chihuahua named Sissy, and a Golden Retriever/Poodle named Nala. Both live with my parents in WA. Since moving to Chicago, I haven't had the opportunity to have a dog. I thought that Rover would be so ideal for a dog lover like me. I’m now an experienced dog/house sitter thanks to Rover and I assure you the best care under my watch. After all, dogs are just so easy to love! ❤️❤️ I work in Chicago as an Energy and Climate Change Coordinator for an environmental organization. I love my job because I am able to make my own schedule which leaves room for opportunities to dog sit. I'm looking forward to hearing from you!

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dogs traded couch time for play time with Doggy Day Care on Rover1

Large dog specialists near you - Loop

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: Ania Z.
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Ania Z.
Star Sitter
from
$60
per night
5.0 out of 5 stars
138 reviews
6 repeat clients
1 year of experience
Near South Side, Chicago, IL, 60605

Ania was fantastic and our pup clearly loved spending the weekend with her! She took her to play fetch every day and was flexible with us on our return home. 10/10 would recommend!

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Robert M.
Sitter Profile Image: Nathan D.
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Nathan D.
Star Sitter
from
$57
per night
5.0 out of 5 stars
201 reviews
76 repeat clients
22 years of experience
Near North Side, Chicago, IL, 60654

Nathan has taken care of our Luna twice now, both times on short notice, and we couldn’t be happier with him. He is incredibly caring, attentive, and truly treats Luna like his own. He kept us feeling completely at ease knowing she was in such good hands. The pickup and drop-off service is an added convenience that we really appreciate. We are so grateful to have found someone we trust and will definitely be using Nathan again in the future. Highly recommend!

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Juhi D.
Sitter Profile Image: Jenna M.
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Jenna M.
from
$53
per night
5.0 out of 5 stars
96 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: Katie M.
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Katie M.
Star Sitter
from
$50
per night
5.0 out of 5 stars
363 reviews
98 repeat clients
15 years of experience
Near North Side, Chicago, IL, 60610

Katie watched my dog for his first overnight stay at someone else’s house. She was absolutely amazing! She kept me up to date multiple times a day and kept my pup busy. We will definitely be booking with Katie again. Highly recommend!

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

Steven was great! He has a calm disposition and Jessy loved him. He took her on a walk and played fetch and kept me updated with photos! Would definitely use him again.

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Rachel A.
Sitter Profile Image: Ashley M.
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Ashley M.
Star Sitter
from
$52
per night
5.0 out of 5 stars
193 reviews
71 repeat clients
10 years of experience
Lower West Side, Chicago, IL, 60608

Ashley was great! Super fast response to messages. She sent us updates and Waski pictures often. Waski had a great time playing at parks, walking, and lounging on the deck.

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

Christina is amazing with my baby girl Cocoa!! As soon as we turn the corner, Cocoa cant contain her excitement to reach Christina’s home. I get a bunch of updates and cuddly pics while I’m away (they’re great but I get fomo!!!) lol

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Marlene S.
Sitter Profile Image: Fortino V.
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Fortino V.
Star Sitter
from
$41
per night
5.0 out of 5 stars
10 reviews
3 repeat clients
5 years of experience
West Town, Chicago, IL, 60642

Fortino was amazing! My dog is pretty high energy and I could tell he was having a great time. Fortino sent regular updates and he took my dog on lots of fun excursions with his own dog. He was very communicative and I could tell he paid close attention to details of my dog’s comfort, personality, etc. He even gave my dog a sweater that previously belonged to his dog but was too small, which was very sweet. Will definitely board with him again.

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Andrea S.
Sitter Profile Image: Iwona K.
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Iwona K.
from
$50
per night
5.0 out of 5 stars
608 reviews
201 repeat clients
22 years of experience
West Town, Chicago, IL, 60622

Our dog has gone to Iwona for almost 2 years and she’s truly the only person I trust to watch him when we’re out of town. It’s such a relief to know he’s in such great hands with her!

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alli z.
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

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

Angel took great care of Bean while we were gone for our extended vacation. He was very flexible on dates/times and communicative about how my dog Bean was doing while away.

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Talia O.
Sitter Profile Image: John & Ryan K.
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John & Ryan K.
Star Sitter
from
$60
per night
5.0 out of 5 stars
73 reviews
25 repeat clients
3 years of experience
Lake View, Chicago, IL, 60657

John and Ryan were amazing! They were great communicators, sent lots of updates, and Muesli seemed so happy to be with them. Highly recommend and will use again!

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Nicole & Jonas B.
Sitter Profile Image: Maryana S.
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Maryana S.
from
$55
per night
5.0 out of 5 stars
15 reviews
3 repeat clients
15 years of experience
Near North Side, Chicago, IL, 60610

Maryana was easy to work with and genuinely seemed to enjoy taking care of Georgie. I appreciated the updates during his stay with her too. I'd definitely use Maryana again when I go out of town.

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Rick G.
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
101 reviews
30 repeat clients
10 years of experience
Near South Side, Chicago, IL, 60616

Anni did an amazing job taking care of our fur babies! She was responsive, asked questions, and kept us updated while we were away on our vacation. It was a first time boarding our pets and Anni did a great job easing any concerns we had. Our pets were at ease with her and felt very at home in her space. Would definitely recommend!

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Alyson P.
Sitter Profile Image: Hannah T.
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Hannah T.
from
$50
per night
5.0 out of 5 stars
9 reviews
1 repeat client
25 years of experience
Near West Side, Chicago, IL, 60661

Hannah took wonderful care of Margot. She kept us updated with messages and photos, which gave us so much peace of mind. Margot came home happy.. Margot is an energetic teenager, and Hannah took it all in stride. We’d happily have her watch Margot again.

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Cherri B.
Sitter Profile Image: Malik & Lindsey D.
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Malik & Lindsey D.
Star Sitter
from
$37
per night
5.0 out of 5 stars
23 reviews
6 repeat clients
17 years of experience
Lincoln Park, Chicago, IL, 60614

Malik agreed to take care of our dog for 2 nights, after a last minute, same-day outreach, and I am so grateful for his help! He provided updates and pictures every day and we could see that our dog felt like he never left our home! It’s so apparent how much he cares for dogs, and how excited he is to take them when he is available! Highly recommend him!

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Mert P.
Sitter Profile Image: Lauren & Stephen S.
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Lauren & Stephen S.
Star Sitter
from
$55
per night
5.0 out of 5 stars
14 reviews
2 repeat clients
10 years of experience
Near West Side, Chicago, IL, 60607

I highly recommend using Lauren and Stephen for boarding at their place! Luna had a good time with their dog and came home happy. I really appreciate that they followed Luna's meals just the way I sent in the photos. Good communication also!

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

Chelsea is such a wonderful sitter !!! My dog absolutely loves her and her family. It’s great knowing that my dog is in great hands when I’m away and Chelsea always takes great care of her. Highly recommend Chelsea !!

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Michelle C.
Sitter Profile Image: Joe S.
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Joe S.
Star Sitter
from
$49
per night
5.0 out of 5 stars
64 reviews
25 repeat clients
40 years of experience
West Town, CHICAGO, IL, 60642

Joe took wonderful care of our 3 year old pitbull Carl this past weekend. He provided lots of updates to keep my mind at ease during our time away and seemed to really bond with Carl. I would definitely recommend him and will use him again in the future.

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Lauren S.
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1Global data from Rover (November 2025)