Personalized care for your dog or cat - Hermosa

Highly-rated overnight sitters - Hermosa

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: Maria A.
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Maria A.
Star Sitter
from
$30
per night
5.0 out of 5 stars
47 reviews
20 repeat clients
1 year of experience
Belmont Cragin, Chicago, IL, 60639

Maria is the absolute best! We have worked with Maria a few times and she is our favorite resource for boarding. She is outstanding with our 2 dogs. One of my boys is a senior and requires gentle care. Maria goes above and beyond to meet the needs of my boy. She is so communicative and cordial. Truly the gold standard!

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A N.
Sitter Profile Image: Brian M.
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Brian M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
41 reviews
15 repeat clients
1 year of experience
Jefferson Park, Chicago, IL, 60630

Brian did a fantastic job watching my dog, including giving medication 2x per day, and dealing with her anxiety being away from home. He was also flexible and accomodating when my travel plans unexpectedly fell through. Would definitely use Brian again in the future!

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Kristen B.
Sitter Profile Image: Diana & Scott P.
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Diana & Scott P.
Star Sitter
from
$50
per night
5.0 out of 5 stars
33 reviews
14 repeat clients
6 years of experience
Logan Square, Chicago, IL, 60647

Diana and Scott are wonderful. Ruby has stayed with them several times and she's always comfortable and happy at their home. They're communicative and kind and make traveling so easy, never having to worry that Ruby is receiving the best care.

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Leanne L.
Sitter Profile Image: Charise R.
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Charise R.
Star Sitter
from
$35
per night
5.0 out of 5 stars
9 reviews
4 repeat clients
35 years of experience
Logan Square, Chicago, IL, 60647

Charise was amazing with our dog Zoe! Zoe came home happy, relaxed, and clearly very well cared for. Charise kept us updated throughout the stay with messages and pictures, which gave us so much peace of mind while we were away. She took Zoe on walks, car rides, and let her play in the yard with her sweet dog Navi. You could tell Zoe was getting lots of attention and love the entire time. We also really appreciated that Charise dropped Zoe off at home for us. Highly recommend Charise if you are looking for someone caring, reliable, and attentive to watch your fur baby!

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

Julia was great! I had to book a rover last minute. Julia saved the day. We managed to get a meet up scheduled prior to Kiki’s stay. Kiki got a five star treatment. Plenty of communication. I felt like Kiki enjoyed her stay away from home just as much I enjoyed getting a short 3 day vacay. I will definitely book Julia again. Great location. I felt safe leaving her with Julia and I know Kiki enjoyed herself.

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Zachary N.
Sitter Profile Image: Peter S.
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Peter S.
Star Sitter
from
$55
per night
5.0 out of 5 stars
78 reviews
32 repeat clients
30 years of experience
Logan Square, Chicago, IL, 60647

Had a great experience! Flexible and still always on time with any changes. They also had amazing energy and you can tell they loved having Cypress and other dogs over. Would definitely reach out in the future

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Daniel & Keir G.
Sitter Profile Image: Carly B.
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Carly B.
Star Sitter
from
$50
per night
5.0 out of 5 stars
26 reviews
11 repeat clients
25 years of experience
Logan Square, Chicago, IL, 60647

Carly was great with Slick! He loved the kids and had a blast playing with her pups. Would definitely book again!

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Chris F.
Sitter Profile Image: Kimberly R.
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Kimberly R.
from
$45
per night
4.9 out of 5 stars
93 reviews
27 repeat clients
9 years of experience
Norwood Park, Chicago, IL, 60646

We had such a wonderful experience, this was our second time leaving Korra with Kim, and once again she was amazing. She took excellent care of Korra, and her communication was great, which gave us complete peace of mind. Kim truly went above and beyond; she even got Korra a Christmas gift, which meant so much to us. We’re incredibly grateful and would absolutely book with her again. Highly recommend!

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Jessica J.
Sitter Profile Image: Ruben M.
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Ruben M.
Star Sitter
from
$55
per night
5.0 out of 5 stars
303 reviews
104 repeat clients
15 years of experience
Humboldt Park, Chicago, IL, 60651

Ruben WILL treat your pup(s) as his own. He is so genuine with his love and care for dogs. He is very communicative; he sends pictures and videos random, and as you ask. He dog sat my two dogs, a boy and a girl for three days. On day one I kept bothering him asking how my dogs were doing. And from the pictures and videos he provided I was able to see my dogs enjoyed being with him. So the next two days I left him alone because I was able to see my dogs felt his love! And that’s very important to me. Go with Ruben. Pick Ruben to watch over your dogs. Our pups feed off of our pawrent energies and Ruben can provide the same for your dogchild/ren.

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Roxanna V.
Sitter Profile Image: Michael B.
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Michael B.
from
$44
per night
4.6 out of 5 stars
7 reviews
3 repeat clients
9 years of experience
Humboldt Park, Chicago, IL, 60647

I am very grateful. Akon spent 7 days with Michael and returned very happy and well cared for. He kept me updated every day by sending me photos and videos. Thank you for taking such good care of him.

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Alejandra C.
Sitter Profile Image: Chad P.
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Chad P.
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: Lech S.
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Lech S.
Star Sitter
from
$49
per night
4.9 out of 5 stars
96 reviews
37 repeat clients
10 years of experience
West Town, Chicago, IL, 60647

Chloe was so well taken care of and loved!! Normally we get really anxious leaving her for long periods of time, but we completed trusted Lech and weren’t worried at all! We will definitely use them again!

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Sage R.
Sitter Profile Image: Adam & Keit W.
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Adam & Keit W.
Star Sitter
from
$55
per night
5.0 out of 5 stars
109 reviews
43 repeat clients
10 years of experience
North Center, Chicago, IL, 60618

Adam and Keit came in clutch when our originally scheduled sitter no-showed last minute. They were gracious and understanding, and took great care of our dog.

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

Randall was having stomach issues before being dropped off to Angel. He kept me updated and gave great care. Happiest dog ever after Angel watches him.

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Joshua G.
Sitter Profile Image: Guadalupe M.
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Guadalupe M.
Star Sitter
from
$29
per night
4.9 out of 5 stars
11 reviews
4 repeat clients
16 years of experience
Portage Park, Chicago, IL, 60641

Guadalupe took such great care of my Tommy. I could tell he was having a great time from all the picture and video updates I was getting! I will definitely book again!

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Lou C.
Sitter Profile Image: Khala T.
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Khala T.
from
$45
per night
4.8 out of 5 stars
86 reviews
46 repeat clients
15 years of experience
West Town, Chicago, IL, 60612

Khala has been so fantastic. On our 2nd time with her I couldnt drop off Major, and she came to pick him up. He was beyond thrilled to see her!! We are so lucky to have found you!

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Sharanya M.
Sitter Profile Image: Christine D.
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Christine D.
Star Sitter
from
$65
per night
5.0 out of 5 stars
121 reviews
32 repeat clients
6 years of experience
Logan Square, Chicago, IL, 60647

Christine did a fantastic job caring for our pup Ollie. She sent tons of pictures and videos that made me feel like I knew what he was up to, she made sure he was comfy, took him out for 2-3 walks a day and made sure he was eating. She even gave him some extra treats in his food which was appreciated. I’d highly recommend Christine.

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Rhythm C.
Sitter Profile Image: Yahret O.
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Yahret O.
Star Sitter
from
$50
per night
5.0 out of 5 stars
77 reviews
31 repeat clients
12 years of experience
Logan Square, Chicago, IL, 60647

Seriously incredible! Yahret set the sweetest updates of her entire family loving Luna so much. I can’t tell you how nice it was to know she was in such amazing care. Can’t wait to book again!

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Kelsey R.
Sitter Profile Image: MICHAEL C.
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MICHAEL C.
Star Sitter
from
$40
per night
4.9 out of 5 stars
42 reviews
4 repeat clients
25 years of experience
North Lawndale, CHICAGO, IL, 60623

This whole experience has been just amazing. From the constant reassurance of videos and texts to the undeniable love for dogs is what made us so happy with the care we received for Milo. We were a little wary leaving our little guy for a couple of days, but we’re very surprised to learn he was having a better time there than he was at home. He made a lot of little friends and received so much love. Will definitely be booking again in the future!!!!!

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Eldar D.
Sitter Profile Image: Keith H.
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Keith H.
from
$50
per night
4.9 out of 5 stars
16 reviews
10 repeat clients
1 year of experience
Logan Square, Chicago, IL, 60647

Keith was responsive, and my cat had a great time with him!

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Chris B.
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Cat caregivers near you - Hermosa

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: Roy G.
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Roy G.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
210 reviews
65 repeat clients
10 years of experience
Logan Square, Chicago, IL, 60647

Roy is so great with our girl Winona! It shows in the way she warmed up to him immediately. We also really appreciated the detailed reports and photos Roy always made sure to provide. Thank you!

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Shoshana S.
Sitter Profile Image: Carly B.
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Carly B.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
26 reviews
11 repeat clients
25 years of experience
Logan Square, Chicago, IL, 60647

Super responsive and flexible as I booked a day care for my cat during my moving day. They even dropped my cat off after which was so helpful after a long day! Their dogs and kids were super playful with Josie who was a little nervous at first. Definitely would book again!

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Kenni T.
Sitter Profile Image: Savina I.
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Savina I.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
183 reviews
55 repeat clients
17 years of experience
Logan Square, Chicago, IL, 60647

Savina stepped in for us last minute when another sitter had to cancel and she did an amazing job! She was punctual, communicative, caring, and reliable. She left us feeling very comfortable about leaving our cats in her care. She also went above and beyond when it came to cleaning up after our cats and spending time playing with them. 100% recommend!

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Jordan L.
Sitter Profile Image: Katherine G.
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Katherine G.
Star Sitter
from
$16
per visit
5.0 out of 5 stars
16 reviews
5 repeat clients
5 years of experience
Portage Park, Chicago, IL, 60641

Katherine was an AMAZING pet sitter for my two cats! She sent pictures every day and kept me updated on how they were doing. They were so happy with her! I can tell she really cared about them. She even taught them a new trick! I would highly recommend Katherine, and I will absolutely have her back to care for my boys when I'm out of town!

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Riley B.
Sitter Profile Image: Dilrose K.
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Dilrose K.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
70 reviews
27 repeat clients
2 years of experience
Logan Square, Chicago, IL, 60647

Dilrose helped me take care of my sick cat last minute and was so sweet and sent so many photos ❤️ thanks again !!! She really helped my anxiety

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Kailyn P.
Sitter Profile Image: Devon T.
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Devon T.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
138 reviews
30 repeat clients
10 years of experience
Logan Square, Chicago, IL, 60647

Devon is the best! She’s always super responsive and handles complicated pet care instructions and directions very well. We never have to worry about our cat when we have her checking on him!

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Jenna B.
Sitter Profile Image: Jade C.
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Jade C.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
81 reviews
32 repeat clients
10 years of experience
Logan Square, Chicago, IL, 60647

Jade was a fantastic cat sitter for my cat Bruce. She handled giving him his medication each day while I was out of town and kept him company during her drop in visits. He updates were very comforting and made me feel at ease that Bruce and my house were well cared for. I will certainly be booking again!

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Chris S.
Sitter Profile Image: Vanessa F.
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Vanessa F.
Star Sitter
from
$19
per visit
4.9 out of 5 stars
115 reviews
47 repeat clients
5 years of experience
Avondale, Chicago, IL, 60618

Vanessa was great! She helped us out extremely last minute and things couldn’t have gone better. Supper communicative and cats were doing great when we got back home. Highly recommend and would definitely work with her again!

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Emily M.
Sitter Profile Image: Joel P.
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Joel P.
Star Sitter
from
$17
per visit
5.0 out of 5 stars
84 reviews
35 repeat clients
15 years of experience
Logan Square, Chicago, IL, 60647

Joel was great! He took care of both of my dogs and followed specific instructions for both. He was very timely for all visits and spent a lot of time outside with the dogs. Thanks, Joel!!

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Alyssa F.
Sitter Profile Image: Dinara N.
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Dinara N.
Star Sitter
from
$19
per visit
4.9 out of 5 stars
51 reviews
16 repeat clients
5 years of experience
Avondale, Chicago, IL, 60618

Dinara was amazing! She took the best photos of our two kitties and played with them a lot while she was there. Our cats love her! She is very communicative, punctual, and kept the litter box clean. I will definitely be booking with her again. Ouija and Ralph (the cats) will miss her until we go off on our next trip (:

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Dawson P.
Sitter Profile Image: Alexis R.
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Alexis R.
Star Sitter
from
$20
per visit
4.9 out of 5 stars
20 reviews
7 repeat clients
8 years of experience
Irving Park, Chicago, IL, 60641

Alexis was great as always! Friendly, clear communication, punctual, and always willing to love on our fur baby while we are away. So happy we have her to count on when things come up!

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Mika O.
Sitter Profile Image: Violet G.
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Violet G.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
8 reviews
3 repeat clients
17 years of experience
Avondale, Chicago, IL, 60641

We had Violet drop in on our kitty on very short notice for multiple days (2x a day). She did an AMAZING job! Our cat is a bit shy, but seemed very comfortable around Violet, which really put us at ease. She even administered ear drops, which our cat was not yet used to (and does not enjoy). With every visit we got multiple notes & pictures. She really went above and beyond 😊

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Jacqueline S.
Sitter Profile Image: Charlotte L.
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Charlotte L.
from
$19
per visit
5.0 out of 5 stars
12 reviews
6 repeat clients
12 years of experience
Hermosa, Chicago, IL, 60639

Charlotte was very responsive and proactive! Prince seemed very happy and the everything was in order when I returned!

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Jen H.
Sitter Profile Image: Chase D.
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Chase D.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
53 reviews
19 repeat clients
20 years of experience
Chicago, IL, 60641

Chase was great with my two dogs. He was there promptly for my requested drop-ins and got my dogs playing and burning off energy. I would definitely use Chase again.

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Christy T.
Sitter Profile Image: Jose R.
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Jose R.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
460 reviews
116 repeat clients
11 years of experience
Chicago, IL, 60639

Jose is an outstanding petsitter! He sent me plenty of photos and my birds looked like they enjoyed their time with him. Thanks again and will be booking again

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Amanda H.
Sitter Profile Image: Kerlly H.
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Kerlly H.
from
$23
per visit
5.0 out of 5 stars
80 reviews
22 repeat clients
7 years of experience
Chicago, IL, 60647

Kerlly is communicative and did a great job taking care of and playing with Violet while I was away. Definitely recommend!

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Gabrielle P.
Sitter Profile Image: Maya K.
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Maya K.
Star Sitter
from
$35
per visit
5.0 out of 5 stars
239 reviews
40 repeat clients
7 years of experience
Chicago, IL, 60647

Maya was amazing! So caring and sweet. She left me a very detailed message and that was so meaningful. Will definitely use her again! Thank you Maya!

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Julia B.
Sitter Profile Image: Anna D.
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Anna D.
Star Sitter
from
$18
per visit
4.9 out of 5 stars
19 reviews
7 repeat clients
2 years of experience
Logan Square, Chicago, IL, 60647

Highly recommend booking with Anna. I was out of town for three weeks which is the longest I've ever left my cats alone and she took amazing care of them and my apartment. Great at communicating when I would check in and overall a great experience, will definitely be booking again!

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Loren S.
Sitter Profile Image: Sol S.
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Sol S.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
351 reviews
94 repeat clients
10 years of experience
Chicago, IL, 60647

Sol was absolutely amazing with our cats while we were away for a couple of weeks. Sol left detailed reports and took many pictures of each visit. We are so thankful for their incredible service. I highly recommend booking Sol for any of your pets’ needs!

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Josef Michael Moore A.
Sitter Profile Image: Sophia P.
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Sophia P.
Star Sitter
from
$27
per visit
5.0 out of 5 stars
152 reviews
44 repeat clients
7 years of experience
Avondale, Chicago, IL, 60618

Sophia was very communicative during her visits and I came home to a very happy cat. She left very thorough notes as well which was very reassuring. Would recommend her to others!

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Rico L.
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Perfect for high energy dogs - Hermosa

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: Carly B.
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Carly B.
Star Sitter
from
$42
per day
5.0 out of 5 stars
26 reviews
11 repeat clients
25 years of experience
Logan Square, Chicago, IL, 60647

Super responsive and flexible as I booked a day care for my cat during my moving day. They even dropped my cat off after which was so helpful after a long day! Their dogs and kids were super playful with Josie who was a little nervous at first. Definitely would book again!

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Kenni T.
Sitter Profile Image: Ruben M.
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Ruben M.
Star Sitter
from
$45
per day
5.0 out of 5 stars
303 reviews
104 repeat clients
15 years of experience
Humboldt Park, Chicago, IL, 60651

On very short notice, Ruben agreed to take care of our pup for the day when another sitter flaked out. 😑 He was glad to have Titus join the little pack of dogs at his house, and he made sure that Titus was comfortable around them. We had to push back our pickup time a bit, and Ruben was super understanding. It’s clear that there’s a reason why he has so many happy reviews and high ratings!

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Nathan P.
Sitter Profile Image: Christian M.
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Christian M.
Star Sitter
from
$49
per day
5.0 out of 5 stars
61 reviews
23 repeat clients
4 years of experience
Avondale, Chicago, IL, 60618

About: I do take up to 3 clients at a time, so I can only accept dogs that get along well with other dogs. I am doing Rover full time. Which means more time to spend on walks, playing, exercising and affection time ! I won't be distracted with any electronic device, when outdoors with your dog. I don't smoke, drink or party. I grew up caring for a couple amazing dogs. I've taken care of my brother's, neighbors and friends dogs. I love being outdoors and being active, so if your dog has alot of energy, he'll be sleeping like a baby by the end of the day. I currently don't have any pets of my own. I'm looking forward to making memorable moments with your dog(s). I can take your dog on an hour long early morning walk/run near a park close to where I live, so we can also play ball, Frisbee or with a toy! Then I could take your dog to 1-3 additional walks throughout the day. I try to make the dog feel at home,by being calm and trying to understand his/her body language, quirks and personality. Giving them affection and playing with them, but also some alone time.

Sitter Profile Image: Peter S.
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Peter S.
Star Sitter
from
$45
per day
5.0 out of 5 stars
78 reviews
32 repeat clients
30 years of experience
Logan Square, Chicago, IL, 60647

Peter and his wife were wonderful! They were communicative and sent some cute pics of our little guy, which we really appreciated. This was Kumo’s first Rover stay, and they made the whole experience feel easy and reassuring—they clearly know what they’re doing. Kumo came home happy and tired, and we loved hearing that he had such a great time playing with their dog, Khalil. We’ll absolutely be booking with them again!

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Sara and Ben E.
Sitter Profile Image: David R.
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David R.
Star Sitter
from
$63
per day
5.0 out of 5 stars
392 reviews
94 repeat clients
10 years of experience
Irving Park, Chicago, IL, 60641

David and his gf are really lovely people. They kept us updated about our dog throughout the day and also sent us pictures on what our dog was doing. We will definitely be using them again whenever we're in the Chicago area.

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Jennifer V.
Sitter Profile Image: Crystal K.
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Crystal K.
from
$40
per day
5.0 out of 5 stars
8 reviews
1 repeat client
6 years of experience
Logan Square, Chicago, IL, 60647

About: I’ve been caring for animals for over 12 years. I treat my puppy like a family member and will do the same for yours! Since they are family they are allowed on the couch and will get plenty of belly rubs & cuddles. I work from home. My pup and I go for a walk through the park or around the neighborhood first thing at 7:30 am and then usually breakfast is serve. We go back four our next walk at 11:30/12 then we go out again after work at 5pm. This one’s a longer walk and we follow that with play time and dinner. :) That is followed by cuddles. I will send you super cute updated images so you can see what fun your fur baby is up to :) . I also have a fenced small backyard incase your pup wants to do some light leash free jogging with me.

Sitter Profile Image: Stacey M.
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Stacey M.
from
$50
per day
5.0 out of 5 stars
66 reviews
20 repeat clients
20 years of experience
Irving Park, Chicago, IL, 60641

Stacey was great with Zoey! She took great care of her and kept in contact with us since it was our first time leaving her with Stacey. Thank you so much!

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Brad A.
Sitter Profile Image: Leeraz D.
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Leeraz D.
Star Sitter
from
$55
per day
5.0 out of 5 stars
78 reviews
21 repeat clients
30 years of experience
Logan Square, Chicago, IL, 60647

Excellent first experience, took very good care of our puppy. Seems loving and warm. Updated us with pictures and videos. Our little guy seemed very happy when we picked him up at the end of the day. Will definitely rebook

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Dexter M.
Sitter Profile Image: Elliott S.
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Elliott S.
Star Sitter
from
$40
per day
5.0 out of 5 stars
443 reviews
242 repeat clients
22 years of experience
Humboldt Park, Chicago, IL, 60647

Elliott is amazing! My 7 month old puppy was a nervous/anxious mess around new situations and I’ve been so worried to bring him to just any daycare. I found Elliott and my dog Jax warmed up quickly, and ended up playing with all the other dogs in daycare! He came home and was walking around the block SO confident after just one day at daycare. The pic/video updates are also wonderful. So grateful I found Elliott, will definitely be using him from now on.

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Katie S.
Sitter Profile Image: John K.
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John K.
Star Sitter
from
$55
per day
5.0 out of 5 stars
137 reviews
38 repeat clients
4 years of experience
Logan Square, Chicago, IL, 60647

John provided such a great daycare for our dog Moose. Moose got to play with John’s adorable dog, go on walks and get out his energy and we got to enjoy pics from John! He was also super communicative and accommodated our rather challenging drop off schedule (it was early!) John will absolutely be my first call the next time we need daycare!

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Mallika M.
Sitter Profile Image: Laura C.
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Laura C.
Star Sitter
from
$46
per day
5.0 out of 5 stars
175 reviews
47 repeat clients
20 years of experience
Albany Park, Chicago, IL, 60625

Laura was absolutely great with my dog Leia, and took great care of her. Leia loved looking out her large windows and spying on the the neighborhood squirrels and running around Laura's backyard. I would highly recommend Laura to anyone.

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Miguel P.
Sitter Profile Image: Diana & Scott P.
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Diana & Scott P.
Star Sitter
from
$33
per day
5.0 out of 5 stars
33 reviews
14 repeat clients
6 years of experience
Logan Square, Chicago, IL, 60647

About: While we currently don't have any pets at the moment, we have always been huge animal lovers our entire lives and grew up with a cat and multiple dogs and have watched friends and family pets over the years. We realize each animal is unique and with that requires different levels of love and attention. We try my best to adapt to their needs. We both currently work from home and have flexible schedules. This allows for time and flexibility to give your pet the time and attention they deserve. We have a decent sized apartment for animals to walk around during the day and have the space to crate them if needed. We also have greenery outside our building and live close to Palmer Square, which is great for walks and being outside with your pet.

Sitter Profile Image: Jamie M.
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Jamie M.
Star Sitter
from
$60
per day
5.0 out of 5 stars
34 reviews
16 repeat clients
30 years of experience
Irving Park, Chicago, IL, 60641

I am new to this city and have an overprotective dog who is adjusting to city life. Jamie took very good care of him and kept me informed to help reduce my anxiety. I definitely plan to leave Rocket with Jamie for more time in the future.

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Neeharika V.
Sitter Profile Image: Bere C.
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Bere C.
Star Sitter
from
$45
per day
5.0 out of 5 stars
241 reviews
69 repeat clients
5 years of experience
Belmont Cragin, Chicago, IL, 60639

Bere looked after Bruno all day yesterday. She provided regular updates and photos, which I appreciated. Overall, I'm satisfied with her service." And also for her patience thank you bere.

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Virginia L.
Sitter Profile Image: Michael B.
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Michael B.
from
$45
per day
4.6 out of 5 stars
7 reviews
3 repeat clients
9 years of experience
Humboldt Park, Chicago, IL, 60647

About: I have had dogs all my life. Growing up a Old English Sheep dog(ralphie) a Chihuahua(Penny) When i was out on my own, I had a jack Russell terrier(Spot), in college 3 Chow Chows(Gannon) later a Great Dane and lastly a Pit Bull (Pixley). So I have had small to extra large dogs and loved them all, I am very good with them and most dogs gravitate toward me. I am very patient with them as they are what I call perpetual 2 year olds!! In conclusion I would like to say what an honor it would be for me to share some time with your dog and to put you at ease while you are gone knowing your dog is safe and with an experienced and caring sitter. i am currently running a non profit and have alot of time during most days and evenings to take care of your animals in best way i do boarding and drop ins ,housitting and walks at your place. I like this most as the dogs are in a more comfortable environment.

Sitter Profile Image: Arlene A.
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Arlene A.
Star Sitter
from
$52
per day
4.9 out of 5 stars
428 reviews
168 repeat clients
40 years of experience
Portage Park, Chicago, IL, 60641

We were so grateful to have found Arlene! Fred loved going there and we knew he was being well cared for. Arlene is very professional, responsive., and caring. She has a way with dogs, for sure!

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amy t.
Sitter Profile Image: Sara & Jose Y.
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Sara & Jose Y.
Star Sitter
from
$50
per day
5.0 out of 5 stars
136 reviews
45 repeat clients
5 years of experience
West Town, Chicago, IL, 60622

A loving home away from home for our dog! we really appreciate how understanding Sara and Jose are of our anxious old girl 😅 They're very kind and flexible, and we can tell they take great care of her. Thanks Sara and Jose!!

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Lily F.
Sitter Profile Image: Maria A.
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Maria A.
Star Sitter
from
$20
per day
5.0 out of 5 stars
47 reviews
20 repeat clients
1 year of experience
Belmont Cragin, Chicago, IL, 60639

Thank you for taking care of Coco!

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Peggy L.
Sitter Profile Image: Brenda & Milo M.
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Brenda & Milo M.
Star Sitter
from
$52
per day
5.0 out of 5 stars
86 reviews
23 repeat clients
10 years of experience
Avondale, Chicago, IL, 60618

Brenda and Milo were great. Their home was welcoming and safe, and I was regularly updated on Pattu’s activities during the day. She can’t wait to see them again!

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Kavitha B.
Sitter Profile Image: Sarah & Walter M.
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Sarah & Walter M.
Star Sitter
from
$50
per day
5.0 out of 5 stars
187 reviews
59 repeat clients
12 years of experience
Irving Park, Chicago, IL, 60618

Tango spent a nice day with Sarah. He's a bit anxious but he settled in and seemed content when I picked him up. Sarah and walter are quick to respond to queries and clearly responsible sitters.

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Susan A.
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Adventure-ready dog walkers - Hermosa

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: Chase D.
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Chase D.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
53 reviews
19 repeat clients
20 years of experience
Chicago, IL, 60641

Best ever! Chase was very good at communicating prior to meet up and he understood what my pups needed. Excellent service. Will definitely book again

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Max C.
Sitter Profile Image: Michael M.
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Michael M.
from
$17
per walk
5.0 out of 5 stars
55 reviews
22 repeat clients
16 years of experience
Hermosa, Chicago, IL, 60639

Very helpful! Full filled a last minute request for a walk. Kenji was happy! Will reach out again.

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Carolyn B.
Sitter Profile Image: Sheena M.
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Sheena M.
Star Sitter
from
$15
per walk
5.0 out of 5 stars
9 reviews
8 repeat clients
25 years of experience
Irving Park, Chicago, IL, 60641

Sheena was great and went above and beyond to make sure my fur kiddo was well taken care of. She was reliable, caring, and kept me updated which gave me a lot of peace of mind while I was away.

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Liz G.
Sitter Profile Image: Grace M.
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Grace M.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
61 reviews
18 repeat clients
20 years of experience
Avondale, Chicago, IL, 60618

Grace was super patient and wonderful with our excitable Bernese puppy! He loves her so much and helped work on his training during their walks. She is extremely capable with large dogs!

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Kenna O.
Sitter Profile Image: Jose R.
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Jose R.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
460 reviews
116 repeat clients
11 years of experience
Chicago, IL, 60641

Our dog is always so happy to see Jose when he arrives at our door and he takes her on nice long walks. We always get lots of pics and details about their walk. Jose is great with communication. He checks in with me every week to check the schedule and if he's going on vacation he lets me know a few weeks in advance so that I can make other arrangements. He's also very dependable- never missed a scheduled walk. I can't say enough about Jose!

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Renee S.
Sitter Profile Image: Brooke W.
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Brooke W.
Star Sitter
from
$27
per walk
5.0 out of 5 stars
70 reviews
19 repeat clients
15 years of experience
Chicago, IL, 60647

Brooke helped me on short notice with a dog walk when I was away from home. She was very communicative and asked great questions. I will plan to book her again for future dog walks.

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Nikki P.
Sitter Profile Image: Sky H.
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Sky H.
from
$20
per walk
4.9 out of 5 stars
22 reviews
4 repeat clients
10 years of experience
Logan Square, Chicago, IL, 60647

About: I've grown up with a wide range of different dogs, with a range of different sizes and temperaments. In highschool adopted and trained a of my own, and because of my experience as a pet owner my extended family started to pay me to dog sit their pets, and they recommended me to their friends. When I moved out to Chicago my work made me too busy to own a dog myself, but now during the off season I have heaps of time and I miss having a furry friend around! I currently work from home, and so I'll be able to tend to your dog at all times of the day, making keeping their routine easy for me and your pup. I don't often have to leave the house for long periods of time, even with errands, but if I ever do I have roommates around who can make sure your dog doesn't feel lonely. I work from home currently and so your pup won't have to be alone when they visit with me. We don't have a yard, but our block has plenty of greenery and a handful of parks within a short distance of my house. My roommate has a cat as well, and she grew up with dogs before moving here and they've always gotten along really well. But she mostly sticks to my roommates room as she's prefers her own company over the company of others. I've got a big room I'm perfectly happy to share, so if your pup gets anxious alone at night you won't have to worry. They'll also have access to the living room throughout the day and night, so if they need some alone time in a new environment they'll be able to relax on our couch. With such an open schedule, if your pup needs to eat, go out, or get medication at a certain time we'll be able to make sure their routine doesn't get disrupted during their stay.

Sitter Profile Image: Peter S.
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Peter S.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
78 reviews
32 repeat clients
30 years of experience
Logan Square, Chicago, IL, 60647

Bella LOVES her walks with Peter, Casey, and Khalil! Seriously she walks better and further than them than she does with us. We are so appreciative of all the care and attention they give our girl when she’s with them!

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Ashley A.
Sitter Profile Image: Keith H.
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Keith H.
from
$18
per walk
4.9 out of 5 stars
16 reviews
10 repeat clients
1 year of experience
Logan Square, Chicago, IL, 60647

Excellent walker. He’s good at winning over stubborn dogs. Reliable and good with the small touches most dog walkers miss like wiping paws if your dog gets them muddy. High recommend him. He’ll take good care of your pooch.

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Svati P.
Sitter Profile Image: Kerlly H.
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Kerlly H.
from
$25
per walk
5.0 out of 5 stars
80 reviews
22 repeat clients
7 years of experience
Chicago, IL, 60647

Kerlly is the best!! Our dog can be nervous sometimes and took to her right away. She comes twice a week to walk our dog and from the photos she provides I can tell they have become fast friends. Feel very lucky to have found her!!

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Amy & Michael W.
Sitter Profile Image: Abi C.
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Abi C.
from
$10
per walk
5.0 out of 5 stars
13 reviews
3 repeat clients
10 years of experience
Chicago, IL, 60639

About: I have dog sat many of times and even trained to become a service dog volunteer. I have dog sat for a few month old puppies to 14 year old dogs. My days are flexible, I work from home and love taking walks around the neighborhood during lunch break and after work. I have a wood turtle that likes to keep to himself in the terrarium, and most dogs and cats don't even know he is there. When I am pet sitting, I plan events and out of home activities, so I am no more than 3-4 hours away from the animals. I am very attentive to dogs needs. We play inside and go on walks around the neighborhood or go to Palmer Square or Humboldt park. I stick strictly to dog owner schedule and make sure to send owner updates! I live in a two-bedroom apartment on the second floor so the dog would have to be ok mobility wise with stairs to and from the building.

Sitter Profile Image: Willow D.
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Willow D.
from
$20
per walk
5.0 out of 5 stars
5 reviews
2 repeat clients
10 years of experience
Logan Square, Chicago, IL, 60647

About: Hi! I have over 10 years of experience taking care of a wide variety of animals. I have worked as a walker, sitter, and have been a parent myself! I would love to love on your special friend and take good care of them:) lgbtq discount offered please just ask :) I have open availability on Monday-friday for walks, visits, and overnight sits. I am available on the weekends from 12-5pm. I am best reached two days in advance or more, but am open to same day as well. Slow and patient is my motto. I'm very attuned to body language and do not want to overstimulate the animal. I place a lot of trust that parents know their babies best and will come in asking lots of questions about how best to provide care, so that I come in knowing how to make my visits happy, fun, safe, and successful!

Sitter Profile Image: Maya K.
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Maya K.
Star Sitter
from
$35
per walk
5.0 out of 5 stars
239 reviews
40 repeat clients
7 years of experience
Chicago, IL, 60647

Maya is hands down our favorite dog walker. She is always so responsive and always goes above and beyond for our dog. I highly recommend her!

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Kasia P.
Sitter Profile Image: Kamara B.
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Kamara B.
from
$15
per walk
5.0 out of 5 stars
6 reviews
15 years of experience
Avondale, Chicago, IL, 60618

About: My childhood household always included dogs and cats—at this point, pet care is second nature for me. I value each pet's unique personality and needs, and of course enjoy their company. You can typically find me befriending cats on the sidewalk during my daily walks & making a beeline for the host's dog at any party. My current apartment unfortunately does not allow pets so I'd love to scratch that itch through spending time with yours :) I have extensive experience caring for dogs and cats, including those needing a higher level of care. My past petsits include a two-month stint living with a toothless cat while his humans were on a climbing expedition; a month spent with a menagerie of three cats and two dogs during an Arizonan summer; walking (as well as feeding, watering, and lightly grooming) my friend's reactive wolfhound when he's out of town; and most recently, caring for another friend's two cats while one had an infection requiring various medications and isolation from the other cat. I'm comfortable providing any care your pet needs ❤️ I'm currently unemployed & seeking another role—the upside of this is that my schedule is open and very flexible at this time. I live in Avondale so I can easily reach pets in Logan Square, Irving Park, Lincoln Square, Albany Park, Belmont Craigin, and any other neighborhood accessible by the Blue Line, Kimball, Belmont, Pulaski, or Diversey bus lines. I'm a big believer in reviewing instructions and asking clarifying questions. I always request an information write-up from pet owners ahead of meeting their pet & ask about anything I'm unsure of. I particularly make sure to ask if the pet is upset by anything, if they have any favorite toys, and if there's any petting spots I should avoid or be sure to hit.

Sitter Profile Image: Karyme H.
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Karyme H.
from
$15
per walk
4 years of experience
Logan Square, Chicago, IL, 60647

About: Having a dog is something truly special, and I understand how difficult it can be to leave your fur baby with someone new. That's why I treat every dog in my care as if they were my own. I have over 5 years of experience caring for dogs and currently have a Doberman mix myself. I've worked with puppies, senior dogs, and reactive dogs, so I understand that every dog has different needs, personalities, and comfort levels. My first dog was a rescue who was reactive to other dogs, which taught me how to recognize their body language, respect their boundaries, and help them feel safe. Whether your dog loves long walks, playtime, roughhousing, learning simple tricks, cuddling on the couch, or even adventures at the forest preserve, I'm happy to match their energy. I don't mind getting in the water, taking fun photos, or making sure they get plenty of attention and affection while you're away. I'm also comfortable administering medication when needed, including dogs that can be stubborn about taking it. I know firsthand how important it is to make sure pets receive the care they need. Dogs have always been a source of comfort and happiness in my life. Pet sitting doesn't feel like a job to me, it's something I genuinely enjoy. I understand the worries that come with leaving your dog behind, and my goal is to make both you and your pet feel comfortable, confident, and cared for. Your dog's safety, happiness, and well-being will always be my top priority. I am available for overnight stays and have experience handling multiple dogs at once. Whether your dog is a tiny lap dog or a giant breed, I'm excited to meet them. The bigger the dog, the better! I’m currently working part time babysitting for any ages. Only Friday but otherwise im free most day and thought why not fill it up with fur babies. At the moment I dont have any room for another dog, truly sorry about that but im more than happy to stay overnight or find another solution

Sitter Profile Image: Vanessa F.
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Vanessa F.
Star Sitter
from
$25
per walk
4.9 out of 5 stars
115 reviews
47 repeat clients
5 years of experience
Avondale, Chicago, IL, 60618

Vanessa has walked my two pups several times now and has been consistently great—reliable, responsive, and attentive to my 2 dogs' needs. My pups are always excited to see her, and she takes great care of them on walks, sending pictures and making sure they’re comfortable post-walk. I highly recommend her for anyone looking for a trustworthy and caring dog walker!

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Mayra C.
Sitter Profile Image: Jade R.
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Jade R.
Star Sitter
from
$15
per walk
5.0 out of 5 stars
4 reviews
2 repeat clients
8 years of experience
Logan Square, Chicago, IL, 60647

Jade takes such great care of my dog. She’s punctual, detail-oriented, and very kind. We’ll definitely be rebooking!

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Ximena A.
Sitter Profile Image: Leslie D.
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Leslie D.
Star Sitter
from
$24
per walk
5.0 out of 5 stars
65 reviews
19 repeat clients
10 years of experience
Belmont Cragin, Chicago, IL, 60639

Leslie is amazing you can tell she is super passionate about animals and is very loving with my dog! Her updates after the walks are also hilarious and they make my day!

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Deisy L.
Sitter Profile Image: Kyliegh H.
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Kyliegh H.
from
$21
per walk
5.0 out of 5 stars
41 reviews
11 repeat clients
5 years of experience
Logan Square, Chicago, IL, 60647

Kyliegh was super responsive, friendly, and communicative. And she must've done something right with Banjo, because based on her report he was even better behaved with her than he is with me!

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Eric S.
Sitter Profile Image: Katiria G.
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Katiria G.
from
$13
per walk
5.0 out of 5 stars
21 reviews
3 repeat clients
20 years of experience
Hermosa, Chicago, IL, 60639

Katiria was wonderful with our dog! Reliable, communicative, and they had a great time together.

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Colin M.
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Large dog specialists near you - Hermosa

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: Charise R.
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Charise R.
Star Sitter
from
$35
per night
5.0 out of 5 stars
9 reviews
4 repeat clients
35 years of experience
Logan Square, Chicago, IL, 60647

Charise was amazing with our dog Zoe! Zoe came home happy, relaxed, and clearly very well cared for. Charise kept us updated throughout the stay with messages and pictures, which gave us so much peace of mind while we were away. She took Zoe on walks, car rides, and let her play in the yard with her sweet dog Navi. You could tell Zoe was getting lots of attention and love the entire time. We also really appreciated that Charise dropped Zoe off at home for us. Highly recommend Charise if you are looking for someone caring, reliable, and attentive to watch your fur baby!

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Julia M.
Sitter Profile Image: Peter S.
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Peter S.
Star Sitter
from
$55
per night
5.0 out of 5 stars
78 reviews
32 repeat clients
30 years of experience
Logan Square, Chicago, IL, 60647

Had a great experience! Flexible and still always on time with any changes. They also had amazing energy and you can tell they loved having Cypress and other dogs over. Would definitely reach out in the future

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Daniel & Keir G.
Sitter Profile Image: Carly B.
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Carly B.
Star Sitter
from
$50
per night
5.0 out of 5 stars
26 reviews
11 repeat clients
25 years of experience
Logan Square, Chicago, IL, 60647

Carly was great with Slick! He loved the kids and had a blast playing with her pups. Would definitely book again!

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Chris F.
Sitter Profile Image: Ruben M.
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Ruben M.
Star Sitter
from
$55
per night
5.0 out of 5 stars
303 reviews
104 repeat clients
15 years of experience
Humboldt Park, Chicago, IL, 60651

Ruben WILL treat your pup(s) as his own. He is so genuine with his love and care for dogs. He is very communicative; he sends pictures and videos random, and as you ask. He dog sat my two dogs, a boy and a girl for three days. On day one I kept bothering him asking how my dogs were doing. And from the pictures and videos he provided I was able to see my dogs enjoyed being with him. So the next two days I left him alone because I was able to see my dogs felt his love! And that’s very important to me. Go with Ruben. Pick Ruben to watch over your dogs. Our pups feed off of our pawrent energies and Ruben can provide the same for your dogchild/ren.

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Roxanna V.
Sitter Profile Image: Michael B.
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Michael B.
from
$44
per night
4.6 out of 5 stars
7 reviews
3 repeat clients
9 years of experience
Humboldt Park, Chicago, IL, 60647

I am very grateful. Akon spent 7 days with Michael and returned very happy and well cared for. He kept me updated every day by sending me photos and videos. Thank you for taking such good care of him.

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

Chloe was so well taken care of and loved!! Normally we get really anxious leaving her for long periods of time, but we completed trusted Lech and weren’t worried at all! We will definitely use them again!

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Sage R.
Sitter Profile Image: Adam & Keit W.
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Adam & Keit W.
Star Sitter
from
$55
per night
5.0 out of 5 stars
109 reviews
43 repeat clients
10 years of experience
North Center, Chicago, IL, 60618

Adam and Keit came in clutch when our originally scheduled sitter no-showed last minute. They were gracious and understanding, and took great care of our dog.

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

Randall was having stomach issues before being dropped off to Angel. He kept me updated and gave great care. Happiest dog ever after Angel watches him.

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Joshua G.
Sitter Profile Image: Christine D.
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Christine D.
Star Sitter
from
$65
per night
5.0 out of 5 stars
121 reviews
32 repeat clients
6 years of experience
Logan Square, Chicago, IL, 60647

Christine did a fantastic job caring for our pup Ollie. She sent tons of pictures and videos that made me feel like I knew what he was up to, she made sure he was comfy, took him out for 2-3 walks a day and made sure he was eating. She even gave him some extra treats in his food which was appreciated. I’d highly recommend Christine.

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Rhythm C.
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

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

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Pranshul G.
Sitter Profile Image: Ian T.
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Ian T.
Star Sitter
from
$50
per night
5.0 out of 5 stars
194 reviews
61 repeat clients
25 years of experience
Avondale, Chicago, IL, 60618

Great communicator, very easy to work with and took great care of Evie. Sent pictures each day. Will absolutely book with him again in the future!

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Matt L.
Sitter Profile Image: Sophia & Andy S.
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Sophia & Andy S.
Star Sitter
from
$55
per night
5.0 out of 5 stars
29 reviews
5 repeat clients
15 years of experience
Avondale, Chicago, IL, 60618

Sophia and Andy were great! They sent pictures, asked questions, and let me know how Tango was doing. They seemed to genuinely enjoy spending time with my dog which is really important to me. Will definitely use them again.

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Susan A.
Sitter Profile Image: Christian M.
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Christian M.
Star Sitter
from
$59
per night
5.0 out of 5 stars
61 reviews
23 repeat clients
4 years of experience
Avondale, Chicago, IL, 60618

Christian was amazing! He took amazing care of my dog. Every photo he sent it looked like Dallas was having an absolute blast! 10/10 would recommend and would def contact him again

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Zachary C.
Sitter Profile Image: Sharon V.
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Sharon V.
Star Sitter
from
$50
per night
5.0 out of 5 stars
8 reviews
3 repeat clients
25 years of experience
North Center, Chicago, IL, 60657

Sharon was fantastic with our bernedoodle. She was very responsive, took her on plenty of walks even when the weather wasn’t great, and made sure she got lots of fetch-her absolute favorite! We really appreciated the frequent updates and photos, and it was clear that our dog quickly felt comfortable and became part of Sharon’s pack. Her dog Berry was also incredibly sweet and a great companion. We’d absolutely book with Sharon again and highly recommend her.

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James P.
Sitter Profile Image: Abigail & Christopher Z.
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Abigail & Christopher Z.
Star Sitter
from
$55
per night
5.0 out of 5 stars
45 reviews
14 repeat clients
6 years of experience
Lincoln Square, Chicago, IL, 60625

Abigail and Chris were wonderful sitters! I was nervous as my dog takes a while to warm up to new people, but I got lots of great photos, and she always looked so comfortable and I knew she was well cared for.

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Amanda S.
Sitter Profile Image: Joerg & Lake Z.
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Joerg & Lake Z.
Star Sitter
from
$35
per night
5.0 out of 5 stars
193 reviews
71 repeat clients
12 years of experience
Edgewater, Chicago, IL, 60660

Joerg and Lake were so great to Kobo! I was updated everyday with photos. They answered any questions promptly. They exceeded my expectations! I am happy that Kobo and Elizabeth got along and became the best of friends. Thank you!!!!

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Julia R.
Sitter Profile Image: Rico Raymundo A.
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Rico Raymundo A.
Star Sitter
from
$50
per night
5.0 out of 5 stars
28 reviews
12 repeat clients
11 years of experience
West Ridge, Chicago, IL, 60659

Rico is an excellent dog sitter for our dog Snow. He is reliable, he sent us daily photos of Snow. We feel so comfortable leaving our dog in their care. Our dog feels at home with them. They have a well-maintained backyard that Snow can play and run around. Rico loves hanging out with our pet and takes extra time to show some love and cuddles. We highly recommend him.

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Charlotte A.
Sitter Profile Image: Ryan C.
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Ryan C.
from
$50
per night
5.0 out of 5 stars
8 reviews
10 years of experience
West Town, Chicago, IL, 60622

Ryan was wonderful with Annie. He took her on frequent walks in the park, and he send photos throughout the week. She was very happy and got lots of exercised - she took a long nap after getting home! He was great, and we will definitely be using him again. It makes vacation much more relaxing knowing that Annie is loved and cared for while we’re gone.

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Vanessa L.
Sitter Profile Image: Rob R.
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Rob R.
from
$38
per night
4.7 out of 5 stars
88 reviews
44 repeat clients
5 years of experience
Elmwood Park, IL, 60707

Rob is a good dog sitter and I feel good about leaving my dogs with him. My dog Jerry has can have difficulty being in new places and he did well staying with Rob. I recommend Rob.

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Jason B.
Sitter Profile Image: Arlene A.
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Arlene A.
Star Sitter
from
$62
per night
4.9 out of 5 stars
428 reviews
168 repeat clients
40 years of experience
Portage Park, Chicago, IL, 60641

Arlene was awesome… sent pics of Hudson and helped me feel better because I hate leaving him. He walked right in and he always looked like he was smiling. Great job

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Dina C.
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