Personalized care for your dog or cat - Lincoln Square

Highly-rated overnight sitters - Lincoln Square

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: Joerg & Lake Z.
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Joerg & Lake Z.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 217 reviews
82 repeat clients
12 years of experience
Edgewater, Chicago, IL, 60660

“Joerg and Lake are amazing! I was nervous about leaving my new puppy for a week, especially during Thanksgiving. But she had such a great time with Lizzie and I got the cutest updates every day. It seemed like she was having a better vacation than me! And when it got cold, they let her borrow a sweater so she would be comfortable on her daily walk. I appreciate them so much and will definitely be booking again!!”

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Sophia S.
Sitter Profile Image: Ian T.
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Ian T.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 222 reviews
78 repeat clients
25 years of experience
Avondale, Chicago, IL, 60618

“Ian took great care of our senior pup, Rocky. He took very detailed notes ahead of Rocky’s stay and lots of feedback following his overnight. Ian communicated with us regularly, and responded to questions very quickly, both before and during Rocky’s stay. We plan to have Rocky stay with Ian again very soon.”

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Selima H.
Sitter Profile Image: Darla and Greg K.
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Darla and Greg K.
Star Sitter
from
$65
per night
5.0 out of 5 stars
• 380 reviews
125 repeat clients
30 years of experience
Lincoln Square, Chicago, IL, 60625

“Darla, Greg, and Shandy are our first choice for Mariposa. She gets super-excited when we pull up and she knows she's going to have a great time.”

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Paul S.
Sitter Profile Image: Maria A.
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Maria A.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 83 reviews
30 repeat clients
1 year of experience
Belmont Cragin, Chicago, IL, 60639

“Maria was extraordinarily wonderful :) she did a great job of taking care of my Caelum Armani Labubu :) she would send me daily videos and photo updates of Caelum and his daily activities. It was my first time of leaving Caelum for 3 weeks so I was really anxious, I had a long long list of instructions specially on how to make Caelum’s food and Maria was able to deliver to the point that my Caelum loves to eat now lol :3 Maria was also very understanding when I asked her to extend another day because my flight back to the US got delayed and I was having a very bad migraine. Thank you so much Maria and Gisselle for taking good care of Caelum :)”

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Khael L.
Sitter Profile Image: Sophie H.
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Sophie H.
Star Sitter
from
$44
per night
5.0 out of 5 stars
• 161 reviews
49 repeat clients
16 years of experience
Rogers Park, Chicago, IL, 60626

“Sophie was excellent sitter on short notice. She and her partner were very communicative and flexible with me when I experienced weather-related flight delays. Thanks Sophie!”

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Hannah O.
Sitter Profile Image: Megan B.
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Megan B.
Star Sitter
from
$67
per night
5.0 out of 5 stars
• 178 reviews
72 repeat clients
30 years of experience
Lake View, Chicago, IL, 60613

“This was my first time using Rover, and it couldn’t have gone better. Megan walked me through the process step by step, and she ensured that my Roo was well taken care of. She was very responsive when I checked in, and provided photos of Roo’s adventures while I was away. I would absolutely take Roo to her again in the future.”

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Kiley M.
Sitter Profile Image: Meghan & Max T.
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Meghan & Max T.
from
$45
per night
5.0 out of 5 stars
• 96 reviews
5 repeat clients
6 years of experience
Lincoln Square, Chicago, IL, 60625

“Meghan was just so accommodating, communicative and caring with my pup!! Highly recommend!”

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Camila N.
Sitter Profile Image: Julia L.
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Julia L.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 81 reviews
26 repeat clients
20 years of experience
Lake View, Chicago, IL, 60613

“Julia was incredible with my dog Kiwi! He had so much fun playing with her and the other dogs and I am so happy with our decision to leave him with her! Leaving him for 2 full weeks felt so scary but she constantly sent pictures and updates and took great care of him!”

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Sabrina H.
Sitter Profile Image: Kimberly R.
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Kimberly R.
from
$45
per night
4.9 out of 5 stars
• 112 reviews
36 repeat clients
9 years of experience
Norwood Park, Chicago, IL, 60646

“Kimberly took good care of Lumi. Thank you for doing that! She is very energetic when coming back. The only suggestion is if she could send us pictures of our cat once a day which would be perfect.”

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Qinlei X.
Sitter Profile Image: Susan N.
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Susan N.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 53 reviews
16 repeat clients
40 years of experience
Lincoln Square, Chicago, IL, 60625

“Susan was absolutely wonderful with Jasper. We first met her in August when she watched Jasper for our wedding and she was just delightful. Her dog Isla and Jasper got along so well and Susan even sent us video and photo updates as requested. When we return for another visit with Jasper in October Jasper was so excited, he knew exactly where he was and was ready for some more time with his friends. We highly recommend Susan as a care taker as she is kind, responsive and her love for dogs is just wonderful. Thank you so much Susan and looking forward to the next time”

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ryan s.
Sitter Profile Image: Jennifer N.
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Jennifer N.
Star Sitter
from
$44
per night
5.0 out of 5 stars
• 98 reviews
37 repeat clients
25 years of experience
Uptown, chicago, IL, 60640

“Jennifer is excellent with my girl Bella. She sends awesome picture updates and is always easy to reach. I travel a lot for work and Jennifer is always willing to accommodate my crazy travel schedule. I Highly reccomend Jennifer!”

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Shawn 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
• 31 reviews
15 repeat clients
11 years of experience
West Ridge, Chicago, IL, 60659

“Rico took great care of Drax. His frequent updates gave us peace of mind that Drax was happy at his home away from home. Will definitely book again!”

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Christie S.
Sitter Profile Image: Lara M.
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Lara M.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 17 reviews
5 repeat clients
24 years of experience
North Center, Chicago, IL, 60618

“Lara was so wonderful and accommodating to a last minute booking for my pup! She was quick to respond, communicative every step of the way, and took SUCH good care of my baby. He looked right at home in every picture she sent ❤️ I highly recommend her for your pet sitting needs!”

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Tiffany D.
Sitter Profile Image: Cary B.
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Cary B.
from
$40
per night
5.0 out of 5 stars
• 18 reviews
6 repeat clients
15 years of experience
Uptown, Chicago, IL, 60640

“Cary was great with my dog! Very friendly, calm and accommodating! I was nervous about finding someone to watch my dog for me, she has strong opinions about people and doesn't like everyone, but she warmed right up to Cary, we had no issues at all!”

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Casey M.
Sitter Profile Image: John & Ryan K.
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John & Ryan K.
Star Sitter
from
$70
per night
5.0 out of 5 stars
• 76 reviews
26 repeat clients
6 years of experience
Lake View, Chicago, IL, 60657

“We had a wonderful experience! Great communication, received lots of updates and photos, and we could see that our dog was happy, comfortable, and relaxed during her stay. Highly recommend John and Ryan!”

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Taryn O.
Sitter Profile Image: Karla S.
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Karla S.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 18 reviews
3 repeat clients
40 years of experience
West Ridge, Chicago, IL, 60659

“Here’s a polished and friendly Rover-style review you can use: ⸻ ⭐️⭐️⭐️⭐️⭐️ 5-Star Review for Karla Karla was an amazing sitter for my dog, Charlie! From the moment I dropped her off, I felt completely at ease. She sent lots of updates, photos, and check-ins throughout the stay, which really reassured me that Charlie was happy and doing great. When I picked her up, she was calm, comfortable, and clearly well cared for. You can tell Karla truly loves dogs and treats them like her own. I would absolutely book with her again and highly recommend her to anyone looking for a trustworthy and caring sitter!”

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Amalia V.
Sitter Profile Image: Nicholas W.
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Nicholas W.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 29 reviews
6 repeat clients
10 years of experience
Albany Park, Chicago, IL, 60625

“Nicky was great with our Frenchie. Lots of communication and photos. Would recommend if you need someone that can care for a fussy dog that needs lots of attention!”

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Chris L.
Sitter Profile Image: diane m.
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diane m.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 9 reviews
2 repeat clients
30 years of experience
Rogers Park, Chicago, IL, 60660

“Thank you so much for your care foe Bounty. Your communucation and thoughtful meet and greet were very helpful. Thanks for your great care.”

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Jason M.
Sitter Profile Image: Adam C.
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Adam C.
from
$45
per night
5.0 out of 5 stars
• 12 reviews
3 repeat clients
12 years of experience
Lake View, Chicago, IL, 60657

“Adam is incredible! Fast and clear communication. Our puppy loved him instantly! He is near the lake to take dogs on long walks. Adam is an ideal dog sitter in just about every way! I will be asking him to watch my dog next time i'm out of town!”

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Nate H.
Sitter Profile Image: Mia L.
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Mia L.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 56 reviews
16 repeat clients
10 years of experience
Edgewater, Chicago, IL, 60640

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

Cat caregivers near you - Lincoln Square

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

1 / 1
Sitter Profile Image: Emma B.
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Emma B.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
• 132 reviews
32 repeat clients
10 years of experience
Lincoln Square, Chicago, IL, 60640

“Emma is awesome!! This was the second time we had her take care of our girls while we were on vacation. We felt at ease knowing she would be coming by to check on them and give them food, water, and treats! We are so grateful she was available!”

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Jackie H.
Sitter Profile Image: Jennifer S.
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Jennifer S.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
• 275 reviews
62 repeat clients
5 years of experience
Chicago, IL, 60625

“Jennifer is fantastic. My cats love her SO MUCH, even my girl cat who like no other cat sitter. Jennifer is reliable, responsive, and my guys are so always in good spirits from her visits when I come back.”

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Heather J.
Sitter Profile Image: Sydney G.
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Sydney G.
Star Sitter
from
$24
per visit
5.0 out of 5 stars
• 465 reviews
77 repeat clients
22 years of experience
Lincoln Square, Chicago, IL, 60625

“We just moved to the area and are glad we found Sydney to be friends with our kitties. She made good decisions when one of our cats didn’t want to socialize during her visit and took extra time to give attention to our other cat. We will use Sydney again next time we travel!”

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Susanna W.
Sitter Profile Image: Brittany P.
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Brittany P.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
• 91 reviews
35 repeat clients
15 years of experience
Chicago, IL, 60625

“She was amazing! Very helpful with planning on handing over and getting back my keys. My cat is very happy and enjoyed having a visitor while I was away for the holidays. Thank you so much!”

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DeAnna H.
Sitter Profile Image: Ashley H.
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Ashley H.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
• 113 reviews
40 repeat clients
15 years of experience
Chicago, IL, 60625

“Ashley has been absolutely fantastic! She leaves great report cards and adds plenty of pictures of my fur babies to go with. She was attentive and responsive for the meet and greet while going over my pets routines and general care needs. She spent time caring and playing with both of my cats and has been the first one to actually scoop the litter boxes as needed. She instantly resolved my anxieties of leaving for a trip and first impression was accurate. 10/10 would highly recommend!!!!! Thanks again!”

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Ryan L.
Sitter Profile Image: Lauren K.
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Lauren K.
Star Sitter
from
$16
per visit
5.0 out of 5 stars
• 149 reviews
53 repeat clients
7 years of experience
Albany Park, Chicago, IL, 60625

“Lauren was excellent and we would use her again without hesitation. She is reliable and communicative and I never worried about our cat when we were away.”

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MaryKay M.
Sitter Profile Image: Mike S.
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Mike S.
Star Sitter
from
$17
per visit
5.0 out of 5 stars
• 264 reviews
40 repeat clients
20 years of experience
Lincoln Square, CHICAGO, IL, 60625

“Mike was a great cat sitter! He stepped in when I needed someone last minute for a weekend trip, and everything went smoothly and effortlessly. I appreciate his thorough updates and it’s evident my cat was well cared for while I was away. I would recommend him for your pet care needs!”

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Ishani D.
Sitter Profile Image: Daniel W.
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Daniel W.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
• 49 reviews
13 repeat clients
6 years of experience
North Center, Chicago, IL, 60618

“Daniel took such good care of my girl for back to back trips! My biggest concern for the 2nd (an international family trip for 8 days) was her being taken care of and after our meet n’ greet and the first short trip- i felt all my concerns alleviated and she was in amazing hands! Highly recommended!”

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Jennifer B.
Sitter Profile Image: Eddy P.
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Eddy P.
Star Sitter
from
$26
per visit
5.0 out of 5 stars
• 524 reviews
139 repeat clients
30 years of experience
North Center, Chicago, IL, 60618

“Eddy is the absolute best with our two cats! And has been super flexible on more than one occasion, which is incredibly appreciated. Thanks again Eddy!”

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Blake W.
Sitter Profile Image: Melissa G.
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Melissa G.
from
$15
per visit
5.0 out of 5 stars
• 20 reviews
9 repeat clients
6 years of experience
Lincoln Square, Chicago, IL, 60625

About: I’ve cared for cats for many years and have one of my own! I’m very mindful of each cat’s personality and always let them warm up to me at their own pace. I never force affection and want to make sure they feel comfortable, cared for and safe in their own home while you’re away.

Sitter Profile Image: Tali E.
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Tali E.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
• 102 reviews
27 repeat clients
15 years of experience
Chicago, IL, 60613

“Tali is an excellent care giver with fantastic communication. She’s sat for my cat three times, and makes sure that he gets the attention and care that he need each visit.”

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K. W.
Sitter Profile Image: Ellie Z.
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Ellie Z.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
• 153 reviews
41 repeat clients
13 years of experience
North Park, Chicago, IL, 60659

“Ellie is FANTASTIC! She has become my go-to pet sitter and has taken wonderful care of my two cats on numerous occasions. Anytime I have to go out of town, I know my babies are in the best hands. Her communication is always prompt, and her detailed check-ins give me complete peace of mind while I'm away. She truly makes traveling stress-free. I can't recommend Ellie highly enough!”

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Erin L.
Sitter Profile Image: Emily K.
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Emily K.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
• 117 reviews
25 repeat clients
20 years of experience
Edgewater, Chicago, IL, 60640

“This was my first time working with Emily and it couldn’t have been a smoother process. Emily is very responsive and getting in touch was easy. Both of my shy cats felt comfortable enough to leave their hiding spots and loved playing with Emily. One of my cats even walked her to the door which they only do to me. I will definitely be booking visits with Emily in the future. Thank you again!”

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Michelle N.
Sitter Profile Image: Olivia D.
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Olivia D.
from
$18
per visit
5.0 out of 5 stars
• 23 reviews
7 repeat clients
30 years of experience
Chicago, IL, 60625

“Olivia was so kind and patient with our newly adopted rescue pup! He’s still a little shy with new people and she took the time to let him get comfortable with her on his own terms. Thanks for caring for Grady, Olivia!”

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Autumn S.
Sitter Profile Image: Kaira L.
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Kaira L.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
• 313 reviews
67 repeat clients
4 years of experience
Uptown, Chicago, IL, 60640

“Kaira is awesome! She is professional, friendly and thoughtful. She leaves excellent notes and descriptions of her visits that put me at ease while away. I definitely recommend her and will be booking with her again for sure.”

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Serge A.
Sitter Profile Image: Jessica B.
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Jessica B.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
• 40 reviews
9 repeat clients
16 years of experience
Lincoln Square, Chicago, IL, 60625

“Thank you Jessica for taking such good care of my cat this week! I appreciated the quick communication and flexibility about adding on an additional day when my travel plans changed.”

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Hannah B.
Sitter Profile Image: Rylie C.
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Rylie C.
Star Sitter
from
$23
per visit
5.0 out of 5 stars
• 86 reviews
32 repeat clients
14 years of experience
Edgewater, Chicago, IL, 60640

“Rylie is the best kitty sitter out there! She sent amazing pictures of my cats Peeka and Boo while I was away, seriously some of them are better than I manage to take! I know they’re well taken care of when Rylie is watching them. She provides regular updates and consistent service. I would highly recommend Rylie to any pet parent that needs a trusted reliable sitter. Thank you Rylie!”

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Laura M.
Sitter Profile Image: Ryan L.
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Ryan L.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
• 36 reviews
12 repeat clients
16 years of experience
Lincoln Square, Chicago, IL, 60625

“Fantastic cat sitter! Our cat was comfortable, loved, and well looked after. We appreciated the updates and attention to detail. Highly recommend!”

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Tulika L.
Sitter Profile Image: Venera A.
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Venera A.
from
$20
per visit
5.0 out of 5 stars
• 6 reviews
3 repeat clients
2 years of experience
West Ridge, Chicago, IL, 60659

“Venera was always on time and listened to all my requests! She sent me many photos of my cats every day and it was very reassuring to see them every day! Wonderful sitter!”

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Song
Sitter Profile Image: Luke G.
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Luke G.
from
$20
per visit
5.0 out of 5 stars
• 11 reviews
2 repeat clients
2 years of experience
Lincoln Square, Chicago, IL, 60640

“he was so kind and attentive, went above and beyond when caring for our cat while we were out of town.”

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Sarah H.
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Perfect for high energy dogs - Lincoln Square

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: Laura C.
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Laura C.
Star Sitter
from
$46
per day
5.0 out of 5 stars
• 186 reviews
50 repeat clients
20 years of experience
Albany Park, Chicago, IL, 60625

“Laura was amazing! She took such good care of Elijah and sent photos throughout the day. Eli warmed up to her immediately and made a new friend. It was such a relief to know that he was in good hands! 💜”

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Stacey W.
Sitter Profile Image: Ian T.
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Ian T.
Star Sitter
from
$35
per day
5.0 out of 5 stars
• 222 reviews
78 repeat clients
25 years of experience
Avondale, Chicago, IL, 60618

“Ian had my dog so tired. He sent a ton of photos throughout the day. He also was flexible with me as I just moved to the city and had lots of changes in plans. Thanks so much Ian and I definitely recommend him to anyone looking for a sitter!!”

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Rachel J.
Sitter Profile Image: Joerg & Lake Z.
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Joerg & Lake Z.
Star Sitter
from
$35
per day
5.0 out of 5 stars
• 217 reviews
82 repeat clients
12 years of experience
Edgewater, Chicago, IL, 60660

“Very communicative and conscientious. Our guy is pretty anxious (separation and in general), to the degree that we couldn't even hand him over to someone to try a temperament test at an open boarding/daycare place. Joerg and Lake have been willing to work with us on gradually desensitizing him - giving him space and time to get used to them and their pup Lizzie at his own pace. They have a system for slowly introducing new dogs to their space, themselves, and Lizzie which really worked! After first doing a meet and greet in a park, a week later we did a 6 hour daycare session which exceeded my hopes - he allowed Joerg and Lake to handle him / pick him up (something no stranger has managed to do since we got him 5.5 months ago), and went on walks with Lizzie with no issues. Very pleased with how things went, and how kind and communicative Joerg was throughout. We will definitely be booking some more sessions to hopefully work our way up to boarding in future!”

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Erin F.
Sitter Profile Image: Susan N.
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Susan N.
Star Sitter
from
$48
per day
5.0 out of 5 stars
• 53 reviews
16 repeat clients
40 years of experience
Lincoln Square, Chicago, IL, 60625

“Susan was wonderful! She was very caring with our little elder dog. Communication was great and we were happy to receive a photo of our dog having a comfortable stay with Susan. We appreciate you, Susan!”

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Milian B.
Sitter Profile Image: Megan B.
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Megan B.
Star Sitter
from
$55
per day
5.0 out of 5 stars
• 178 reviews
72 repeat clients
30 years of experience
Lake View, Chicago, IL, 60613

“Megan was so sweet and easy to communicate with! She helped me out with a last minute booking and Poppy felt immediately comfortable with her!”

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Sarah D.
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
• 208 reviews
63 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.
Sitter Profile Image: Thomas K.
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Thomas K.
from
$40
per day
5.0 out of 5 stars
• 16 reviews
3 repeat clients
10 years of experience
Uptown, Chicago, IL, 60640

About: Hi! I'm Thomas, a lifelong dog lover who has grown up with dogs my entire life, especially Golden Retrievers. I currently have a 4-year-old Goldendoodle named Charlie, whom I've raised since he was a puppy. Caring for Charlie has given me hands-on experience with daily routines, training reinforcement, exercise, socialization, and understanding each dog's unique personality and needs. I truly enjoy spending time with dogs, whether that's going for long walks, playing fetch, visiting local parks, or simply relaxing at home together. My goal is to provide a safe, loving, and stress-free environment where your dog feels comfortable, happy, and well cared for while you're away. I'm also experienced with cats and regularly care for a friend's cat when he travels for work. No matter the pet, I treat every animal as if they were my own and provide plenty of attention, affection, exercise, and care. When your pet stays with me, you can expect frequent updates, photos, and open communication so you can feel confident knowing they're in great hands. I work a full-time hybrid schedule and work from home every Friday, as well as some Mondays. On office days, I'm typically home by 5:00 PM and prioritize evening walks, playtime, and quality attention for every pet in my care. I do my best to be flexible and work with each owner's schedule to ensure smooth drop-offs, pick-ups, and consistent care throughout your pet's stay. I live in a secure, dog-friendly apartment building with front desk staff and a dedicated dog washing station. My home is clean, comfortable, and welcoming, providing a safe environment for your dog to relax and feel at home. I'm located just minutes from Uptown Dog Park and close to Chicago's lakefront paths, giving dogs plenty of opportunities for exercise, enrichment, and outdoor adventures. Every outing is supervised, and I always follow the owner's preferences regarding dog parks, socialization, and activity level.

Sitter Profile Image: Catherine & Johnny L.
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Catherine & Johnny L.
from
$38
per day
5.0 out of 5 stars
• 47 reviews
19 repeat clients
10 years of experience
North Center, Chicago, IL, 60618

“Thanks so much Catherine & Johnny for making Alani comfortable! She's a skittish one and just wants snuggles and reassurance. I appreciate your care.”

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Susan W.
Sitter Profile Image: Joy D.
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Joy D.
Star Sitter
from
$55
per day
5.0 out of 5 stars
• 342 reviews
95 repeat clients
38 years of experience
Uptown, Chicago, IL, 60640

“Joy was fantastic! She has a great demeanor and was very at ease when receiving our dog, which in turn made us feel comfortable leaving him there. She provided updates throughout his stay and was responsive to all our messages. He was returned to us well taken care of and honestly quite relaxed for his character, so we know he got plenty of play time in. We look forward to working with Joy in the future and highly recommend her!”

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Joe L.
Sitter Profile Image: Mark I.
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Mark I.
Star Sitter
from
$33
per day
5.0 out of 5 stars
• 36 reviews
10 repeat clients
20 years of experience
Irving Park, Chicago, IL, 60618

“My little fella made himself right at home upon arrival to Mark's place. He snuggled into some blankets for a nice morning nap then got up to meet his new friends and hang out with them. He was very content, comfortable and had a good time!”

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Valerie H.
Sitter Profile Image: Felipe R.
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Felipe R.
from
$29
per day
5.0 out of 5 stars
• 3 reviews
1 repeat client
11 years of experience
Lincoln Square, Chicago, IL, 60625

“There's a level of care, compassion, patience and empathy that no amount of money charged in a rate can manufacture in a provider. As an owner, you sense it instinctively. It's in the way they interact with your dog. It's the excitement in their voice when the next visit is talked about and more. Felipe encompasses all of these, unconditionally. and I feel fortunate to have found him. beyond being one of the best providers you could choose, he takes some of the best photos! Authentic ones. The kind that give you peace of mind and show you -you made the right call trusting this person with your dog. I chose Felipe. You should too.”

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Tusk H.
Sitter Profile Image: Sky S.
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Sky S.
from
$37
per day
4.7 out of 5 stars
• 26 reviews
3 repeat clients
18 years of experience
Uptown, Chicago, IL, 60640

“Sky provided top notch care for Groot! Several picture updates and cute memes of them gave me confidence in her quality care giving skills. It helps that Groot came home super tired from all of their playtime! Will book again!”

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abigail w.
Sitter Profile Image: Cassandra S.
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Cassandra S.
from
$40
per day
5.0 out of 5 stars
• 7 reviews
2 repeat clients
10 years of experience
Lincoln Square, Chicago, IL, 60625

About: Hey there! If you're reading this that most likely means you are going on a trip. If this is vacation, Congrats! You've earned it! If you're headed on a work trip, well then I hope the food is good! Either way, I would love to look after your furry friend while you're gone! I have been looking after pups for about 8 years and have had dogs of my own. I am more than happy to send regular updates so you don't miss your friend too much. I currently work part-time and from home, therefore I will be around all day to check in on your pet and keep them entertained while you are gone. After working with a family member who is a professional dog trainer, I have learned how to care for dogs with various temperaments. I can care for a shy doggie and play with a high energy puppy. I am no stranger to the intricacies of doggie care and will not shy away from strict guidelines. I truly care for the health of animals and want to do the best we can to give your furry friend some well deserved love and exercise.

Sitter Profile Image: Michaela A.
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Michaela A.
from
$45
per day
5.0 out of 5 stars
• 25 reviews
13 repeat clients
15 years of experience
Uptown, Chicago, IL, 60613

“Michaela was awesome! Things I appreciated: Michaela is friendly and warm, she took great care of dog, and she gave us regular updates. Will definitely go back to Michaela!”

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Saul A.
Sitter Profile Image: Nancy H.
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Nancy H.
from
$65
per day
5.0 out of 5 stars
• 36 reviews
13 repeat clients
40 years of experience
Uptown, Chicago, IL, 60640

“This was the second time that Nancy watched Bentley for us, and the first time we ever repeated a sitter on Rover. We usually feel guilty about leaving him knowing that he’s likely to be miserable, but not with Nancy! He really enjoys staying with her. It’s such a relief not to worry about Bentley and actually get to enjoy a nice day out.”

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Alexis C.
Sitter Profile Image: Brad R.
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Brad R.
Star Sitter
from
$46
per day
5.0 out of 5 stars
• 106 reviews
27 repeat clients
20 years of experience
Lake View, Chicago, IL, 60613

“Brad is great - my dog is nervous around everyone yet she acts like she’s known him her whole life. I particularly like that he sends pics of the two of them lounging together!”

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Megan M.
Sitter Profile Image: Hilda A.
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Hilda A.
from
$45
per day
5.0 out of 5 stars
• 32 reviews
11 repeat clients
15 years of experience
North Park, Chicago, IL, 60659

About: I am home full-time, live in an apartment with 1 adorable dog. Dogs have been a part of my family since I was a little girl. I think they are the most adorable creatures and I love their personalities. I like playing with them, teaching them tricks and just hugging them all the time. Your dog will feel like it's their home when they are with me. Hope to see your dog soon. Have a great day! About this sitter: Love Animals! Why I love dog sitting Dogs have been in our home and a part of my life since I was a child. About my yard Yes, it is a small backyard. Several parks in the area for long walks. I work at home full time, so I have plenty of time to care and play with your pets. They will be comfortable and happy. I have a fenced yard and 1 dog. Your dog(s) will have play time and get plenty of exercise running around playing games, etc.,

Sitter Profile Image: Rachel P.
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Rachel P.
from
$40
per day
5.0 out of 5 stars
• 3 reviews
1 repeat client
7 years of experience
Irving Park, Chicago, IL, 60618

“Peachfuzz returned both days so tired and happy! Thanks to Rachel and Logan and Atticus for such a happy time!”

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Paige M.
Sitter Profile Image: Nicholas W.
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Nicholas W.
Star Sitter
from
$50
per day
5.0 out of 5 stars
• 29 reviews
6 repeat clients
10 years of experience
Albany Park, Chicago, IL, 60625

“I almost wanted to gatekeep Nicky because he’s that good! He takes amazing care of my dog, Juno, and I never have to worry when he's with him. He’s reliable, caring, communicative, and it’s obvious he genuinely loves animals. Juno is always happy, relaxed, and excited to see him, which says everything. If you’re looking for someone you can completely trust with your pet, I can’t recommend Nicky enough”

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M G.
Sitter Profile Image: Alexa S.
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Alexa S.
from
$45
per day
5.0 out of 5 stars
• 6 reviews
2 repeat clients
8 years of experience
Rogers Park, Chicago, IL, 60626

“Alexa was very sweet and updated me throughout the day!”

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

Adventure-ready dog walkers - Lincoln Square

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: Jennifer S.
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Jennifer S.
Star Sitter
from
$24
per walk
5.0 out of 5 stars
• 275 reviews
62 repeat clients
7 years of experience
Chicago, IL, 60625

“My dog can be a bit stubborn on walks, and Jennifer was so patient and encouraging (even in the rain)! I’ll definitely be a returning client.”

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Keven S.
Sitter Profile Image: C. Michelle A.
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C. Michelle A.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
• 312 reviews
68 repeat clients
4 years of experience
Edgewater, Chicago, IL, 60660

“Michelle has been wonderful with Bud. She's handled his excitement at meeting a new person so well, and really matches his energy. She's so sweet with him. Bud loves their walks!!”

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Kelly D.
Sitter Profile Image: Melissa G.
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Melissa G.
from
$20
per walk
5.0 out of 5 stars
• 20 reviews
9 repeat clients
6 years of experience
Chicago, IL, 60640

About: Hi! I’m Melissa, a 27-year-old social media coordinator working from home in Chicago. I’ve been pet sitting through Rover on and off since 2019, but I’ve been caring for dogs and cats for years before that as well. I’m very comfortable with pets of all personalities and always try to meet animals where they are, especially when it comes to affection, trust and personal space. I know every pet is different, and I never want them to feel pressured or uncomfortable. I have pets of my own, so I know how important it is to have someone you trust caring for them. I’ll always treat your pets with the same love, patience and respect I’d want for my own because they really are part of the family! I live right by Winnemac Park and would especially love to connect with families nearby for dog walks and cat check-ins. I work from home, so my schedule is pretty flexible throughout the week and I’m able to fit in walks and drop-in visits throughout the day. I live right by Winnemac Park, so I’m especially available for pets in the surrounding neighborhood and can usually accommodate morning, afternoon or evening visits depending on the day. I believe mutual respect between a person and an animal are super important for the relationship especially in the pet service care industry, so I make sure to pay close attention to that!

Sitter Profile Image: Kaira L.
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Kaira L.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
• 313 reviews
67 repeat clients
4 years of experience
Uptown, Chicago, IL, 60640

“Kaira is amazing! She is extremely communicative, asked great questions when she met my dog Finn, and made me feel extremely comfortable leaving my dog in her care. I couldn’t have asked for more. My dog Finn can be a handful at times but Kaira was so good with him. I will absolutely be reaching out in the future and highly recommend utilizing Kaira for your pet’s care 🙂”

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Natalie H.
Sitter Profile Image: Michael K.
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Michael K.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
• 8 reviews
3 repeat clients
8 years of experience
Lincoln Square, Chicago, IL, 60625

“Michael has been wonderful with our two dogs! He is dependable, caring, and truly great with them. Our dogs absolutely adore him, and it's clear how much he genuinely loves what he does. We're very grateful to have found Michael and would highly recommend him to anyone looking for someone who will treat their dogs with love and care.”

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Joaquin J.
Sitter Profile Image: Vanessa S.
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Vanessa S.
from
$20
per walk
5.0 out of 5 stars
• 33 reviews
14 repeat clients
12 years of experience
Lincoln Square, Chicago, IL, 60640

“Vanessa was very thorough and attentive. She was quick to respond and arranged a meet and greet despite a short notice request. Nellie very quickly warmed up to Vanessa and definitely enjoyed her walks! Would highly recommend!!”

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Chloe D.
Sitter Profile Image: Susan N.
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Susan N.
Star Sitter
from
$23
per walk
5.0 out of 5 stars
• 53 reviews
16 repeat clients
40 years of experience
Lincoln Square, Chicago, IL, 60625

About: Hi, I’m Susan, a lifelong dog lover with over 40 years of experience caring for pups of all kinds and ages, from playful puppies to sweet seniors. I offer safe, loving in-home boarding and daycare for small breeds (typically 30 lbs and under), with a special affection for terriers. I provide a calm, cozy home environment where dogs are treated like family and receive lots of attention, affection, playtime, and walks. My Westie, Isla, is friendly, social, and loves having dog friends over—especially other small and medium-sized pups with gentle, playful personalities. While I primarily care for smaller dogs, I may accept select medium-sized dogs on a case-by-case basis depending on temperament, leash manners, and overall fit with Isla and my home environment. I currently offer boarding and daycare primarily Fridays through Mondays, with Thursday evening drop-offs available after 7:00 pm for longer weekend stays. This schedule allows me to provide focused, attentive care and maintain a relaxed environment for every dog in my home. Whether your pup is staying for a night, a long weekend, or recurring daycare visits, I’ll do everything I can to help them feel comfortable, happy, and loved while you’re away. Caring for dogs is a natural and joyful part of my daily life. Since I work from home, I have the flexibility to structure my day around the needs of the dogs in my care. My routine includes regular walks, indoor and outdoor play sessions, and lots of cuddle time. Whether we’re tossing a ball in the living room, enjoying a quiet break together, or following a familiar feeding schedule, I strive to make each dog feel safe, loved, and truly at home. Weekends follow the same routine, so your pup will enjoy a calm, consistent environment every day of the week. Your dog’s safety and comfort are always my top priorities. I provide a clean, secure, and pet-friendly home where every pup is treated like family. I closely supervise all interactions—especially during introductions—and keep the environment low-stress by hosting no more than one or two dogs at a time. My own dog, Isla, a friendly, well-socialized three-year-old West Highland Terrier, offers wonderful canine companionship and helps other dogs feel welcome. You can trust that your dog will be in attentive, experienced, and loving hands throughout their stay.

Sitter Profile Image: Sarah M.
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Sarah M.
from
$17
per walk
5.0 out of 5 stars
• 3 reviews
1 repeat client
6 years of experience
Lincoln Square, Chicago, IL, 60625

About: - We adopted our dog, Olive, in late August '23. - My significant other's parents have a dog who we frequently sit for and walk. He is dog-reactive so I do have experience navigating walks safely with him. We also had experience taking care of their senior dog. - I grew up in a household with two cats and have experience cat- and dog-sitting for multiple different households throughout the neighborhood in high school. I am available on weekends though I do work full-time. My hours are consistent though aren't typical work hours! This is my usual availability: - Saturdays and Sundays - Monday and Wednesday mornings before 9:30AM and nights after 8PM - Tuesday and Thursday afternoons/nights after 4-4:30PM - Friday mornings before 8AM and evenings/nights after 6PM I am available to sit for your pet or take your dog out for walks! I have my own 2 year old dog, Olive, who loves every dog she meets. If our dogs get along and if agreed upon, she would love to join in on walks but does not have to!

Sitter Profile Image: Josephine B.
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Josephine B.
from
$20
per walk
5.0 out of 5 stars
• 60 reviews
19 repeat clients
8 years of experience
Chicago, IL, 60659

“Josephine is the sweetest, this is my first time using the service and she helped me to make sure I was doing everything on my end correctly and Niko immediately took a liking to her as soon as them met. I would definitely rebook with her again! It was such a last minute request and I’m so thankful she was able to assis!”

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Tamara S.
Sitter Profile Image: Cheryl C.
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Cheryl C.
from
$22
per walk
5.0 out of 5 stars
• 134 reviews
13 repeat clients
30 years of experience
Chicago, IL, 60659

“Cheryl is one in a million. I am so thankful that she came into my pups lives. My dogs are not easy to handle, but she was understanding, compassionate, and loving to them since the first day she met them. She is knowledgeable, skilled, extremely reliable and has helped me out more than once in a last minute situation. I cannot recommend her highly enough for any pet that you may have that is special needs or needs attention beyond your average care. She’s an absolute pro.”

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Nikki S.
Sitter Profile Image: Trinity H.
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Trinity H.
Star Sitter
from
$23
per walk
5.0 out of 5 stars
• 53 reviews
18 repeat clients
14 years of experience
Uptown, Chicago, IL, 60640

“Trinity has been/is my dogwalker for my pug & has been amazing! She is quick with her responses & open communication, flexible when I need her to come at different times to walk my pug, and is so sweet to my girl. My girl trusted her immediately and that says alot! She was more than willing to try different things when my girl was not pottying on her walks at the beginning & that means the world. Highly recommend her if you are finding a trustworthy dogwalker!”

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Sienna K.
Sitter Profile Image: Renee S.
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Renee S.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
• 52 reviews
16 repeat clients
15 years of experience
Lincoln Square, Chicago, IL, 60625

“She was available asap when I was in a pinch! Very communicative and came through big time. Thank you!”

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Aldo H.
Sitter Profile Image: Maya V.
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Maya V.
from
$17
per walk
5.0 out of 5 stars
• 4 reviews
2 repeat clients
2 years of experience
West Ridge, Chicago, IL, 60659

“Maya was delightful from start to finish. We had a last minute booking which she accommodated with no stress. I’m recovering from a surgery so I needed her for 4 walks a day for 3 days. She showed up on time every time and was so positive and full of good energy every time. She was also very amenable to a few time changes I needed to make. She’s very sweet with my pups and I will most definitely work with her again.”

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Winifred G.
Sitter Profile Image: Olivia D.
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Olivia D.
from
$20
per walk
5.0 out of 5 stars
• 23 reviews
7 repeat clients
15 years of experience
Lincoln Square, Chicago, IL, 60640

“Olivia was awesome! She took great care of my dog and was available on short notice. I was a little nervous because my dog is still in the process of training and gets excited easily. However, Olivia was still able to provide exceptional care. Will be hiring Olivia again!”

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Rose B.
Sitter Profile Image: Michelle C.
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Michelle C.
from
$19
per walk
5.0 out of 5 stars
• 30 reviews
10 repeat clients
8 years of experience
Chicago, IL, 60625

“Michelle is fantastic with Milo! Always punctual, gives great updates, and clearly cares about Milo. Milo loves her, and we feel at ease knowing he’s in good hands. Highly recommend!”

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Jung P.
Sitter Profile Image: Solange C.
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Solange C.
from
$21
per walk
5.0 out of 5 stars
• 14 reviews
3 repeat clients
10 years of experience
Edgewater, Chicago, IL, 60640

“Solange was great with Lily! The weather was too bad for her to walk outside but she played with Lily and tired her out. She was great at communicating before and after and was very kind at our meet and greet with her. We want Lily to get to walk with her in the future!”

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Jonathan C.
Sitter Profile Image: Adriana R.
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Adriana R.
Star Sitter
from
$22
per walk
5.0 out of 5 stars
• 31 reviews
9 repeat clients
5 years of experience
West Ridge, Chicago, IL, 60659

“Adriana is amazing and I’m very thankful she was able to accept my walk request on such short notice. My puppy was a little nervous but warmed up quickly to her.”

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Nikol M.
Sitter Profile Image: Kelley S.
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Kelley S.
from
$15
per walk
5.0 out of 5 stars
• 4 reviews
22 years of experience
Albany Park, Chicago, IL, 60625

About: Hi! I'm Kelley and I'd love to help you out and take care of your pet! I have experience volunteering at my local animal shelter for over 5 years now. I've also worked as a dog bather at two separate dog grooming salons so i’m experienced with handling dogs of all shapes, sizes, and personalities. On top of that, I’ve always had cats of my own. Whether it's staying overnight or just dropping by for a check in and a little dog walk, I’m here to help! I work a part-time job but keep my availability on this app up to date so there’s no confusion. Another plus: I'm great at answering my text messages so you'll never have to worry about miscommunication! Thanks for stopping by and let me know if I can help you! I currently work full-time at a restaurant, so my availability leans towards the daytime hours. I’m usually out of work by 10-11pm at the latest, so I am available in the late evening for overnight stays. I treat all pets, and animals in the world, as if they were my own. I focus on care and compassion with all my interactions in my daily life. I am open to all types of care, and am willing to work with the needs of both the animal and the pet-parent.

Sitter Profile Image: Flower E.
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Flower E.
from
$18
per walk
5.0 out of 5 stars
• 6 reviews
1 year of experience
Edgewater, Chicago, IL, 60640

About: I’m an extremely mobile pet sitter: I have a car - let me visit your home or take your pet to their desired destination! I work remotely full-time - I can provide more indoor attention if needed! I live a very active life style - I can run, play fetch, and/or wiggle a string all day long! Since I work remotely full-time, I can relocate myself to the pet’s house easily and bring my work, or host pets at my place. Either way, I can provide extra attention to animals in need. I believe in respecting the pet and matching their energy - if they are friendly and seeking attention, I’ll provide it; if they need time to warm up, I’ll give them space. I also want to respect the wishes of the owners - any instructions owners want applied to their pets in their presence, I will honor in their absence.

Sitter Profile Image: Morriah G.
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Morriah G.
from
$22
per walk
5.0 out of 5 stars
• 5 reviews
1 repeat client
12 years of experience
Albany Park, Chicago, IL, 60625

“Morriah took the best care of Lilly, she follows instructions well. Recommend Morriah to anyone looking for a reliable friendly dog walker.”

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

Large dog specialists near you - Lincoln Square

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: Joerg & Lake Z.
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Joerg & Lake Z.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 217 reviews
82 repeat clients
12 years of experience
Edgewater, Chicago, IL, 60660

“Joerg and Lake are amazing! I was nervous about leaving my new puppy for a week, especially during Thanksgiving. But she had such a great time with Lizzie and I got the cutest updates every day. It seemed like she was having a better vacation than me! And when it got cold, they let her borrow a sweater so she would be comfortable on her daily walk. I appreciate them so much and will definitely be booking again!!”

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Sophia S.
Sitter Profile Image: Ian T.
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Ian T.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 222 reviews
78 repeat clients
25 years of experience
Avondale, Chicago, IL, 60618

“Ian took great care of our senior pup, Rocky. He took very detailed notes ahead of Rocky’s stay and lots of feedback following his overnight. Ian communicated with us regularly, and responded to questions very quickly, both before and during Rocky’s stay. We plan to have Rocky stay with Ian again very soon.”

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Selima H.
Sitter Profile Image: Darla and Greg K.
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Darla and Greg K.
Star Sitter
from
$65
per night
5.0 out of 5 stars
• 380 reviews
125 repeat clients
30 years of experience
Lincoln Square, Chicago, IL, 60625

“Darla, Greg, and Shandy are our first choice for Mariposa. She gets super-excited when we pull up and she knows she's going to have a great time.”

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Paul S.
Sitter Profile Image: Sophie H.
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Sophie H.
Star Sitter
from
$44
per night
5.0 out of 5 stars
• 161 reviews
49 repeat clients
16 years of experience
Rogers Park, Chicago, IL, 60626

“Sophie was excellent sitter on short notice. She and her partner were very communicative and flexible with me when I experienced weather-related flight delays. Thanks Sophie!”

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Hannah O.
Sitter Profile Image: Huactemo C.
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Huactemo C.
from
$40
per night
4.9 out of 5 stars
• 47 reviews
16 repeat clients
8 years of experience
West Ridge, Chicago, IL, 60659

“Kelso clearly had a wonderful time with Brian and Huactemo -- and with the other puppy they were boarding at the same time. I appreciated the videos and hearing their amused comments at some of his puppy antics. I know he would be delighted to visit them again!”

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Carol H.
Sitter Profile Image: Meghan & Max T.
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Meghan & Max T.
from
$45
per night
5.0 out of 5 stars
• 96 reviews
5 repeat clients
6 years of experience
Lincoln Square, Chicago, IL, 60625

“Meghan was just so accommodating, communicative and caring with my pup!! Highly recommend!”

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Camila N.
Sitter Profile Image: Makda W.
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Makda W.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 128 reviews
36 repeat clients
10 years of experience
North Park, Chicago, IL, 60659

“Makda was wonderful and took great care of our pups for us. She provided us with pictures and updates of our dogs. She was also very thoughtful in caring for our fur babies. We will be sure to rover our dogs with Makda in the future!”

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Anna R.
Sitter Profile Image: Hannah M.
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Hannah M.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 14 reviews
3 repeat clients
7 years of experience
Albany Park, Chicago, IL, 60625

“Great communication with Hannah, pictures throughout Murphy's stay and she was super flexible with pick up and drop off times. Murphy also had a great time! Would definitely book again.”

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Adam S.
Sitter Profile Image: Cagatay & Busra S.
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Cagatay & Busra S.
from
$49
per night
4.9 out of 5 stars
• 64 reviews
14 repeat clients
17 years of experience
Uptown, Chicago, IL, 60640

“Cagayan & Busra were absolutely wonderful and did a fantastic job being a home away from home for our pup while we were away for a week. They sent lots of updates and photos that reassured us that our dog was in great hands. Would definitely use again and highly recommend. Thank you so much!!”

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Sheldon L.
Sitter Profile Image: Jennifer N.
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Jennifer N.
Star Sitter
from
$44
per night
5.0 out of 5 stars
• 98 reviews
37 repeat clients
25 years of experience
Uptown, chicago, IL, 60640

“Jennifer is excellent with my girl Bella. She sends awesome picture updates and is always easy to reach. I travel a lot for work and Jennifer is always willing to accommodate my crazy travel schedule. I Highly reccomend Jennifer!”

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Shawn R.
Sitter Profile Image: Christian M.
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Christian M.
Star Sitter
from
$49
per night
5.0 out of 5 stars
• 76 reviews
32 repeat clients
5 years of experience
Avondale, Chicago, IL, 60618

“Christian was a wonderful boarder! Bear came back home after a weekend stay very happy. Christian had top-notch communication and sent me regular updates. He handled Bear with great care and attention. Would definitely recommend Christian to anybody!”

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Faith L.
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
• 31 reviews
15 repeat clients
11 years of experience
West Ridge, Chicago, IL, 60659

“Rico took great care of Drax. His frequent updates gave us peace of mind that Drax was happy at his home away from home. Will definitely book again!”

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Christie S.
Sitter Profile Image: Lech S.
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Lech S.
Star Sitter
from
$49
per night
4.9 out of 5 stars
• 108 reviews
44 repeat clients
10 years of experience
West Town, Chicago, IL, 60647

“Remi went on so many adventures and had so much fun! I was worried she wouldn’t want to come home with me. I already booked another stay and will 100% use in the future to come! Thanks for taking care of my baby moose!”

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Jennifer N.
Sitter Profile Image: John & Ryan K.
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John & Ryan K.
Star Sitter
from
$70
per night
5.0 out of 5 stars
• 76 reviews
26 repeat clients
6 years of experience
Lake View, Chicago, IL, 60657

“We had a wonderful experience! Great communication, received lots of updates and photos, and we could see that our dog was happy, comfortable, and relaxed during her stay. Highly recommend John and Ryan!”

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Taryn O.
Sitter Profile Image: Kate F.
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Kate F.
Star Sitter
from
$70
per night
5.0 out of 5 stars
• 35 reviews
12 repeat clients
25 years of experience
North Center, Chicago, IL, 60618

“Kate was a wonderful sitter for Hugo. She made him part of the family and kept him busy at work and at home. Dog is home an exhausted from a good time.”

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Dan S.
Sitter Profile Image: Nicholas W.
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Nicholas W.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 29 reviews
6 repeat clients
10 years of experience
Albany Park, Chicago, IL, 60625

“Nicky was great with our Frenchie. Lots of communication and photos. Would recommend if you need someone that can care for a fussy dog that needs lots of attention!”

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Chris L.
Sitter Profile Image: Maria Gabriela M.
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Maria Gabriela M.
from
$50
per night
5.0 out of 5 stars
• 13 reviews
4 repeat clients
13 years of experience
Albany Park, Chicago, IL, 60630

“I'm always nervous going out of town because our pup has some quirks. Maria was warm and welcoming and our dogs immediately hit it off. I felt relaxed the whole trip because I could see how much she loved dogs, and knew so much about their behaviors and interactions. We will definitely be booking her again!”

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Anne M.
Sitter Profile Image: Sky S.
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Sky S.
from
$50
per night
4.7 out of 5 stars
• 26 reviews
3 repeat clients
18 years of experience
Uptown, Chicago, IL, 60640

“Sky was super responsive and helpful! She was flexible too. She took great care of the pups, which isn’t the easiest with our 14yo yorkie 💙 she played with our energetic Honey and took sweet pictures for us of both. Appreciated her care and will book again when my parents are in town and need a sitter!”

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Rachel H.
Sitter Profile Image: Jacob G.
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Jacob G.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 11 reviews
2 repeat clients
20 years of experience
Lake View, Chicago, IL, 60657

“Jacob was very easy to communicate with. He was flexible with the pickup time for my dog because my airplane was late. My dog came home happy and relaxed.”

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Jill P.
Sitter Profile Image: Adam C.
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Adam C.
from
$45
per night
5.0 out of 5 stars
• 12 reviews
3 repeat clients
12 years of experience
Lake View, Chicago, IL, 60657

“Adam is incredible! Fast and clear communication. Our puppy loved him instantly! He is near the lake to take dogs on long walks. Adam is an ideal dog sitter in just about every way! I will be asking him to watch my dog next time i'm out of town!”

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Nate H.
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1Global data from Rover (November 2025)