Personalized care for your dog or cat - Oakland

Highly-rated overnight sitters - Oakland

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

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

“Elizabeth and her loving family took great care of my puppy and my cat! I am totally relaxed during my travel to know that my pets were in good hands! Besides, my pets got to socialize with others so it is absolutely way better than leaving them at a boarding facility!”

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Sabrina L.
Sitter Profile Image: Bola A.
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Bola A.
from
$45
per night
4.9 out of 5 stars
• 188 reviews
75 repeat clients
15 years of experience
Hyde Park, Chicago, IL, 60637

“Bola took great care of my pup child. Rhea received lots of love and was definitely spoiled. (I can tell) lol Bola was responsive and sent updates and videos of Rhea. Rhea really likes Bryce and I hope they become long-term pup friends. I would definitely book again without giving it a second thought.”

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Nicole M.
Sitter Profile Image: Kamiah & Casius D.
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Kamiah & Casius D.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 39 reviews
25 repeat clients
3 years of experience
Woodlawn, Chicago, IL, 60637

“Kamiah and Cassius are wonderful. Compassionate, prompt, and professional. My dog came home calm and happy. I look forward to booking with them again!”

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David B.
Sitter Profile Image: Ann V.
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Ann V.
Star Sitter
from
$65
per night
5.0 out of 5 stars
• 144 reviews
30 repeat clients
2 years of experience
Near South Side, Chicago, IL, 60605

“Ann did an excellent job dogsitting. She communicates effectively and thoroughly. She sent updates and pictures. Drop-off and pick-up was smooth. Classy was so happy after his visit. Thank you, Ann.”

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

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

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

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

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Joseph G.
Sitter Profile Image: Ania Z.
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Ania Z.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 151 reviews
7 repeat clients
3 years of experience
Near South Side, Chicago, IL, 60605

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

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Arina U.
Sitter Profile Image: Patrick & Susan C.
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Patrick & Susan C.
from
$55
per night
5.0 out of 5 stars
• 5 reviews
3 repeat clients
25 years of experience
Near South Side, Chicago, IL, 60605

About: I’ve had dogs for over 25 years - from puppyhood through their senior days. My last dog passed away late last year, and now we’re looking forward to taking care of other people’s dogs! My wife and are retired and on the days we accept reservations will have plenty of time to take your dog on long walks and play! We have a single-floor apartment in the South Loop, We can accommodate a crate if your dog uses one. We will always follow your guidance on how much or little your dog prefers to interact with other dogs and people.

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

“Ashley did a wonderful job watching Fara while we traveled. We appreciated all the photos and updates, and it seemed like Fara really bonded with Ashley and her daughter.”

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

“Jenna was great to work with. Prompt replies, was on time at drop off and pick up. And from the pics, I could tell my frenchie liked staying with her. Would definitely work with her again!”

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Mark T.
Sitter Profile Image: Ebonee A.
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Ebonee A.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 50 reviews
23 repeat clients
15 years of experience
Hyde Park, Chicago, IL, 60615

“Ebonee is absolutely amazing! Beautiful spirit, warm, and welcoming. My fur baby felt at home and probably has found his permanent sitter! Thanks for being an amazing 2nd home for Brownie! We’ll definitely see you again!”

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

“Tim took excellent care of my four month old puppy while I was on a trip. He was very accommodating, easy to communicate with and sent frequent updates and photos while I was gone. I would definitely book with Tim again!”

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

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

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Maddie E.
Sitter Profile Image: Steven R.
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Steven R.
Star Sitter
from
$58
per night
5.0 out of 5 stars
• 81 reviews
25 repeat clients
30 years of experience
Near North Side, Chicago, IL, 60611

“Our senior dog was not feeling well when she arrived as she was quite nervous and it gave her a nervous stomach. Steven and his wife were so loving and caring for her. She came back, not nervous at all and completely healed after two days! We will definitely use them again.”

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Christine K.
Sitter Profile Image: Thomas Q.
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Thomas Q.
from
$30
per night
5.0 out of 5 stars
• 4 reviews
35 years of experience
Near South Side, Chicago, IL, 60616

“Thomas is such a great sitter! He sent us daily updates on how our pup Maui was doing. From the start, he welcoming and communicative. Maui was very happy with him! Can’t recommend Thomas enough!”

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Samantha M.
Sitter Profile Image: Niamh M.
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Niamh M.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 19 reviews
2 repeat clients
10 years of experience
Near North Side, Chicago, IL, 60610

“Niamh was the sweetest with my pup! I last minute needed to bring him on a work trip to Chicago and she instantly put me at ease, knowing we wouldn't be able to do a meet n greet beforehand. From the video call, to dropping him off, Niamh was very communicative and provided updates throughout the day. Highly recommend her if you are in the Chicago area or traveling with your pet and need someone reliable to watch them!”

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Bassey A.
Sitter Profile Image: Katie M.
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Katie M.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 377 reviews
102 repeat clients
15 years of experience
Near North Side, Chicago, IL, 60610

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

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Katie P.
Sitter Profile Image: Lashonda S.
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Lashonda S.
from
$40
per night
5 years of experience
Grand Boulevard, Chicago, IL, 60653

About: I have 4 years of experience caring for dogs and absolutely love animals. I’m comfortable with puppies, small dogs, feeding schedules, walks, playtime, crate routines, and puppy-pad care. I understand how important it is to have someone you can trust with your pet, so I’ll treat your fur baby with the same love, patience, and attention I give my own. I’m also happy to provide regular pictures and updates so you can feel comfortable while you’re away. I have a flexible schedule that allows me to provide attentive and reliable pet care. I’m available throughout the week and on weekends and can accommodate walks, drop-ins, and overnight care depending on your pet’s needs. Your pet’s safety and comfort are my priority. I provide a clean, comfortable environment with plenty of attention, playtime, and supervision. I follow each pet parent’s feeding, walking, and care instructions closely and provide updates while your pet is in my care.

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

“Tamara is a very responsive and accommodating Rover. Her care for dogs is evident in the way she interacts with them. I will use her services again and recommend her to anyone looking.”

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Christopher P.
Sitter Profile Image: Eric & Eunjin K.
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Eric & Eunjin K.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 56 reviews
12 repeat clients
20 years of experience
Near North Side, Chicago, IL, 60611

“I’m so grateful for Eric and Eunjin. They treated Alkali like part of their own family and sent such sweet daily updates that always made us smile. My puppy was happy, calm, and relaxed the whole time, and I could tell she felt really loved and comfortable. I truly appreciate their kindness and care — I’ll definitely book with them again!”

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

Cat caregivers near you - Oakland

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

1 / 1
Sitter Profile Image: Christina D.
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Christina D.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
• 15 reviews
6 repeat clients
10 years of experience
Oakland, Chicago, IL, 60653

“This was our very first experience having an overnight pet sitter, and naturally, my husband and I were a little nervous about leaving our cats and our home in someone else’s care. Looking back, booking Christina D. was truly one of the best decisions we could have made. From our very first communication, Christina made us feel comfortable and confident. She is incredibly reliable, extremely friendly, easy to reach, and an excellent communicator. After speaking with her and then meeting her in person, we immediately felt that she was someone we could trust. She has such a wonderful way with animals, and it was obvious that their comfort and well-being were genuinely important to her. What impressed us just as much was Christina’s professionalism and attention to detail. She followed all of my instructions to a T, which was especially important to me because our cats have their own routines and schedules. I never had to wonder whether something had been forgotten or overlooked. Christina paid attention to every detail and respected exactly how we wanted our cats cared for. Her customer service is absolutely impeccable. She is attentive, responsible, considerate, and very clean and respectful of our home. Having someone stay overnight in your home requires a completely different level of trust, and Christina exceeded our expectations in every way. Most importantly, she gave us something that is priceless when traveling: peace of mind. For the first time, we were able to truly relax and enjoy our trip without worrying about rushing home, disrupting our cats’ routine, or constantly thinking about whether they were comfortable and being properly cared for. They were able to remain in their own home, follow their normal schedule, and receive the attention and companionship they needed. In fact, our experience was so positive that we have already booked Christina for our next trip! Knowing that we have someone this dependable to care for our cats has completely changed the way we feel about traveling. Instead of feeling stressed or guilty about leaving, my husband and I can now look forward to our trips and enjoy ourselves to the fullest, knowing that our cats and our home are in excellent hands. We could not be happier with Christina and would recommend her wholeheartedly to anyone looking for a trustworthy, caring, professional, and truly exceptional overnight pet sitter. We feel incredibly fortunate to have found her!”

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Irina C.
Sitter Profile Image: Maia S.
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Maia S.
from
$14
per visit
5.0 out of 5 stars
• 15 reviews
2 repeat clients
4 years of experience
Chicago, IL, 60653

“Maia is the most kind and thoughtful cat sitter! She took care of our little Brinkis so well! She shared regular updates, took such lovely care of our home, and is an overall loving and warm person. She went above and beyond to care for our little baby. Would highly recommend!”

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Joanna A.
Sitter Profile Image: Ruari H.
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Ruari H.
from
$9
per visit
5.0 out of 5 stars
• 9 reviews
5 repeat clients
5 years of experience
Bridgeport, Chicago, IL, 60608

“Thanks Ruari!”

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

“Qutress was great with our shy cat, who even let Qutress pet her which is quite rare for newcomers! She was very communicative and gave us wonderful updates every day. Highly recommend!”

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Luke M.
Sitter Profile Image: Evan P.
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Evan P.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
• 58 reviews
17 repeat clients
30 years of experience
Hyde Park, Chicago, IL, 60615

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

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Anna B.
Sitter Profile Image: Tamara J.
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Tamara J.
Star Sitter
from
$25
per visit
4.9 out of 5 stars
• 278 reviews
99 repeat clients
16 years of experience
Grand Boulevard, Chicago, IL, 60653

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

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William P.
Sitter Profile Image: Ashley C.
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Ashley C.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
• 8 reviews
5 repeat clients
4 years of experience
Chicago, IL, 60615

“Thank you so much for being a responsible pet sitter!”

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

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

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Yacine B.
Sitter Profile Image: Cathalina A.
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Cathalina A.
from
$16
per visit
5.0 out of 5 stars
• 1 review
15 years of experience
Chicago, IL, 60653

“Cathalina was perfect, did daily check ins while I was out of town ! Sent pictures to update us everyday while I was away missing my pup! 10/10 would rebook cathalina again !!”

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Areanna M.
Sitter Profile Image: Jozelin R.
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Jozelin R.
from
$16
per visit
5.0 out of 5 stars
• 38 reviews
19 repeat clients
15 years of experience
Bridgeport, Chicago, IL, 60616

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

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Charles K.
Sitter Profile Image: Huibo L.
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Huibo L.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
• 3 reviews
4 repeat clients
8 years of experience
Chicago, IL, 60615

“The best summaries I’ve ever received from a pet sitter here on Rover. Will definitely book again with Huibo in the future!!”

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Dominique L.
Sitter Profile Image: Jasmine P.
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Jasmine P.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
• 100 reviews
39 repeat clients
13 years of experience
Kenwood, Chicago, IL, 60615

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

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Maddy R.
Sitter Profile Image: Daphnay S.
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Daphnay S.
Star Sitter
from
$23
per visit
5.0 out of 5 stars
• 31 reviews
13 repeat clients
14 years of experience
Douglas, Chicago, IL, 60653

“Daphnay was very amenable to last minute plans she communicated well and sent photos!”

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Natala B.
Sitter Profile Image: Chelsea G.
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Chelsea G.
Star Sitter
from
$26
per visit
5.0 out of 5 stars
• 49 reviews
17 repeat clients
10 years of experience
Douglas, Chicago, IL, 60653

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

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

“This is my second time booking a stay with Sally, and I really can’t say enough wonderful things about her. I left her with two (somewhat shy) kittens for two weeks, and they must have remembered her from her first visit because it didn’t take very long for them to warm up and soak up all the love. I haven’t seen them as affectionate with anyone so far as they were with her. She’s so incredibly sweet to them I didn’t have a single worry being away for such an extended period of time. Her pictures also made me rest assured that they were having a blast. I came home to the happiest little guys and I can’t thank Sally enough. I would recommend booking with her in a heartbeat.”

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Morgan I.
Sitter Profile Image: Jasmine R.
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Jasmine R.
from
$18
per visit
4.8 out of 5 stars
• 13 reviews
8 repeat clients
10 years of experience
Chicago, IL, 60653

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

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Stacey S.
Sitter Profile Image: Taylor W.
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Taylor W.
from
$18
per visit
5.0 out of 5 stars
• 5 reviews
2 repeat clients
5 years of experience
Chicago, IL, 60615

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

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Chevonne C.
Sitter Profile Image: Elizabeth D.
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Elizabeth D.
from
$27
per visit
5.0 out of 5 stars
• 32 reviews
9 repeat clients
22 years of experience
Douglas, Chicago, IL, 60609

“levi you were so amazing!! we looked forward to your updates every day - thank you for taking such great care of cal and santi!! we hate to leave them but it was such a comfort knowing you were around”

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Lillian & Jason A.
Sitter Profile Image: Brianna M.
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Brianna M.
from
$18
per visit
5.0 out of 5 stars
• 2 reviews
1 year of experience
Grand Boulevard, Chicago, IL, 60653

About: I love puppies and letting them get socialized! I have a 5 month old puppy myself and choosing me to watch your baby would be an honor! I work from home so your pup will never be alone! I work from home all day! My puppy goes with me almost everywhere and I frequently take walks so your puppy would be in great hands I have a fenced yard as well as a big open play pen for my puppy and plenty of toys for your pup to play with!

Sitter Profile Image: Kiera B.
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Kiera B.
from
$15
per visit
5.0 out of 5 stars
• 30 reviews
22 repeat clients
8 years of experience
Chicago, IL, 60615

“Kiera did an excellent job taking care of my cat for the weekend. She texted me detailed updates with pictures every day and took great care of my apartment as well! Highly recommend.”

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Amber R.
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Perfect for high energy dogs - Oakland

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

1 / 1
Sitter Profile Image: E K.
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E K.
Star Sitter
from
$45
per day
5.0 out of 5 stars
• 398 reviews
185 repeat clients
15 years of experience
Grand Boulevard, Chicago, IL, 60653

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

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

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

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

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

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

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

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Millicent C.
Sitter Profile Image: Tamya O.
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Tamya O.
from
$40
per day
5.0 out of 5 stars
• 5 reviews
1 repeat client
4 years of experience
Grand Boulevard, Chicago, IL, 60653

“Having Tamya provide day care for our Weimaraner MacKenzie was the best decision! We traveled from the DC area to Chicago to visit the new Obama Presidential Library and Center and wanted to ensure she would be in good hands for the several hours we were away. Tamya made planning for MacKenzie very easy and I was impressed with the advanced questionnaire provided so that they could match the needs for her. They got along superbly. Thank you Tamya for caring for our little girl!”

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Donna H.
Sitter Profile Image: Cori W.
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Cori W.
from
$45
per day
5.0 out of 5 stars
• 17 reviews
3 repeat clients
9 years of experience
Douglas, Chicago, IL, 60616

“Cori was Everything you could want in a dog sitter. I truly felt like she was excited to see my dog and take care of him as though he was her own. I got prompt and regular updates, and she was friendly and flexible, and puppy came back happy! She even gave him a toy as a gift because she said he liked it so much.”

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Eve E.
Sitter Profile Image: Patrick & Susan C.
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Patrick & Susan C.
from
$40
per day
5.0 out of 5 stars
• 5 reviews
3 repeat clients
25 years of experience
Near South Side, Chicago, IL, 60605

“Patrick and Susan have been wonderful. This was the first time I’ve used a dog sitter before and They have put my mind at ease and I feel very confident that my dog is being taken care of. Thank you Patrick and Susan!”

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Zack T.
Sitter Profile Image: Daphnay S.
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Daphnay S.
Star Sitter
from
$45
per day
5.0 out of 5 stars
• 31 reviews
13 repeat clients
14 years of experience
Douglas, Chicago, IL, 60653

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

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

“Ashley and her daughter Marina are incredibly conscientious and caring. Every time I bring my dog to their place, he is excited to run up the stairs and be reunited with his extended family. He truly loves them, and I can see how much they love him as well. 10/10, would recommend Ashley’s services to anyone!”

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

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

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

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

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Mina R.
Sitter Profile Image: Brianna M.
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Brianna M.
from
$35
per day
5.0 out of 5 stars
• 2 reviews
1 year of experience
Grand Boulevard, Chicago, IL, 60653

About: I love puppies and letting them get socialized! I have a 5 month old puppy myself and choosing me to watch your baby would be an honor! I work from home so your pup will never be alone! I work from home all day! My puppy goes with me almost everywhere and I frequently take walks so your puppy would be in great hands I have a fenced yard as well as a big open play pen for my puppy and plenty of toys for your pup to play with!

Sitter Profile Image: Thomas Q.
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Thomas Q.
from
$30
per day
5.0 out of 5 stars
• 4 reviews
35 years of experience
Near South Side, Chicago, IL, 60616

“Thomas was great with Rey. I really appreciated how responsive he was. Thanks again!”

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Lindsay D.
Sitter Profile Image: Ebonee A.
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Ebonee A.
Star Sitter
from
$45
per day
5.0 out of 5 stars
• 50 reviews
23 repeat clients
15 years of experience
Hyde Park, Chicago, IL, 60615

“I can not say enough about Ebonee! She is totally amazing! She took such good care of Milo and sent pictures and videos of his stay with her. She is responsive and accommodating! I'm am more than pleased with her level of care.”

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

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

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Tenzin W.
Sitter Profile Image: Katie "Anni" W.
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Katie "Anni" W.
Star Sitter
from
$55
per day
5.0 out of 5 stars
• 108 reviews
32 repeat clients
10 years of experience
Near South Side, Chicago, IL, 60616

“Anni is so amazing!! She watches our puppy when my boyfriend is traveling and I have to be in office and she sends so many updates and our puppy Sally loves seeing her every time.”

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

“Excellent communication and clearly responsible. My dog was happy to meet her when I went to leave her a second time. Would strongly recommend.”

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Soorya S.
Sitter Profile Image: Chent & Princess S.
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Chent & Princess S.
from
$40
per day
5.0 out of 5 stars
• 41 reviews
9 repeat clients
6 years of experience
Douglas, Chicago, IL, 60616

“Sweetest pet sitter ever! Our dog is people shy and he warmed up right away. You can really tell that princess cares for every animal she meets!! Definitely would rebook if in the area again!”

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Adi E.
Sitter Profile Image: Hua “Katrina” F.
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Hua “Katrina” F.
Star Sitter
from
$53
per day
5.0 out of 5 stars
• 227 reviews
54 repeat clients
11 years of experience
Near South Side, Chicago, IL, 60605

“Katrina was absolutely fantastic. She went above and beyond taking care of Snowy while I was visiting Chicago. I would strongly recommend her to anyone looking for dependable dog care in Chicago.”

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Akanksha T.
Sitter Profile Image: Anna N.
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Anna N.
from
$65
per day
5.0 out of 5 stars
• 27 reviews
5 repeat clients
5 years of experience
Near South Side, Chicago, IL, 60605

“Anna was an amazing dog sitter! She sent us great pictures and updates throughout the day, was very communicative, and Moose seemed to have an amazing time with her! 10/10 would use her again!”

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

Adventure-ready dog walkers - Oakland

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

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Sitter Profile Image: artiss m.
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artiss m.
Star Sitter
from
$15
per walk
5.0 out of 5 stars
• 22 reviews
6 repeat clients
20 years of experience
Chicago, IL, 60615

“Artiss has walked my pup multiple times, and he has always been happy to see her! She has done a great job managing his high energy level, sent wonderful photo updates, and always made sure he went to the bathroom.”

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

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

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Caroline C.
Sitter Profile Image: Ruari H.
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Ruari H.
from
$10
per walk
5.0 out of 5 stars
• 9 reviews
5 repeat clients
6 years of experience
Bridgeport, Chicago, IL, 60608

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

Sitter Profile Image: Thomas Q.
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Thomas Q.
from
$10
per walk
5.0 out of 5 stars
• 4 reviews
35 years of experience
Near South Side, Chicago, IL, 60616

About: I have experience caring for pets and understand the importance of providing them with patience, attention, and a safe environment. My responsibilities have included feeding pets according to their schedules, providing fresh water, taking dogs for walks, cleaning up after them, and giving them plenty of exercise and companionship. I am comfortable following specific care instructions and paying close attention to each pet’s individual needs and behavior. I am dependable, responsible, and genuinely enjoy spending time with animals. After spending 33 years working in corporate America, I am excited to begin a new chapter in life—one centered around spending more time with animals and providing them with loving, dependable care. I developed a strong sense of responsibility, reliability, patience, and attention to detail. I understands the importance of being trustworthy and following through on commitments, qualities that are just as important when caring for someone’s beloved pets. Now retired, I have the time and flexibility to give pets the attention, companionship, exercise, and care they deserve. I enjoy getting to know each pet’s unique personality and creating a safe, comfortable environment where they can feel happy and relaxed. For me, pet care is more than simply a responsibility—it’s an opportunity to enjoy the companionship of animals while giving their owners peace of mind that their pets are in caring and capable hands. Your pet’s safety, comfort, and happiness are my top priorities. My loft provides a clean, comfortable, and welcoming environment where pets can relax and feel at home. When your pet stays with me, you can feel confident knowing they’re receiving attentive, loving care in a safe home away from home. My goal is simple: for you to have peace of mind and for your pet to feel loved, secure, and comfortable.

Sitter Profile Image: Ashley C.
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Ashley C.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
• 8 reviews
5 repeat clients
4 years of experience
Chicago, IL, 60615

About: I grew up taking care of family pets and have also loved sitting for friends and family over the years. I joined Rover while in grad school because I missed having animals around and have been caring for dogs and cats since. Now I work from home and have lots of flexibility in my schedule for care! . What sets me apart? Your pet’s experience: a safe, calm, and of course, fun time. I’ll take the time to learn their quirks, shower them with plenty of love, and make them as comfortable as possible while their human is gone. I don’t have any pets and only take on one Rover client at a time so I can give your pet(s) the dedicated, individualized care they deserve. I also work from home and have lots of flexibility in my schedule. This means less stress, sticking more closely to the routine they’re used to, and no fighting for attention! . Your experience: I know how important it is to have a trustworthy sitter or walker while you’re away for peace of mind and I pride myself on being responsible, detail-oriented, and communicative. For every booking, I send plenty of photos of your pet living their best life and discuss your communication preferences ahead of time so we can be on the same page. I have a lot of flexibility in my daily schedule so I'm very happy to work with you to accommodate your needs or adjust if things change. For boarding, I live with my boyfriend in a spacious condo in Hyde Park, so there's plenty of room for your pet to play, get their zoomies out, or find a spot for some alone time. Although I'm the primary caregiver, he is also always up for a belly scratch or round of tug of war, so I consider him a nice bonus for your pet :) We live on a quiet one-way street on the top floor so there is minimal street noise and overstimulation. For house sitting, I know that your pets may be happiest in their own space, and I'm comfortable working in different environments to make sure they are safe and comfy! I will always be respectful of your space and communicative if any issues come up.

Sitter Profile Image: Syenna M.
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Syenna M.
from
$15
per walk
5.0 out of 5 stars
• 5 reviews
3 repeat clients
8 years of experience
Hyde Park, Chicago, IL, 60615

“Syenna was so responsive and wonderful with Ollie. We look forward to using her services again. Thank you!”

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Yulia G.
Sitter Profile Image: Qutress T.
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Qutress T.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
• 92 reviews
35 repeat clients
10 years of experience
Grand Boulevard, Chicago, IL, 60615

“Q was great with Remi! She showed up ready to walk him and was prepared with any questions she had.”

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

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

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Tammy M.
Sitter Profile Image: Valeria V.
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Valeria V.
from
$16
per walk
5.0 out of 5 stars
• 5 reviews
2 repeat clients
15 years of experience
Grand Boulevard, Chicago, IL, 60653

“Val is great with our old soul! She is punctual, leaves great notes, and our dog looks forward to time with her.”

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Allecia H.
Sitter Profile Image: Chelsea G.
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Chelsea G.
Star Sitter
from
$26
per walk
5.0 out of 5 stars
• 49 reviews
17 repeat clients
20 years of experience
Douglas, Chicago, IL, 60653

“Chelsea is super patient and collaborative! She is dedicated to gaining my dog's trust as my dog's new and first ever walker.”

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Cory H.
Sitter Profile Image: Jasmine R.
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Jasmine R.
from
$18
per walk
4.8 out of 5 stars
• 13 reviews
8 repeat clients
10 years of experience
Chicago, IL, 60653

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

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Nyla S.
Sitter Profile Image: Huibo L.
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Huibo L.
Star Sitter
from
$19
per walk
5.0 out of 5 stars
• 3 reviews
4 repeat clients
10 years of experience
Hyde Park, Chicago, IL, 60615

“Amazing and very detailed walker! You won’t be disappointed 😇”

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luanda
Sitter Profile Image: Jozelin R.
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Jozelin R.
from
$19
per walk
5.0 out of 5 stars
• 38 reviews
19 repeat clients
15 years of experience
Bridgeport, Chicago, IL, 60616

“Jozelin took Leo on morning walks while I was out of town for a few days. She followed my instructions, was respectful of the space, & was able to handle my Leo. Will book again!! Tyyy”

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Cassidy C.
Sitter Profile Image: Ella M.
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Ella M.
from
$20
per walk
5.0 out of 5 stars
• 4 reviews
1 repeat client
5 years of experience
Bridgeport, Chicago, IL, 60616

“Toby has a new best friend and it’s Ella! Highly recommended for your fur babies needs”

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

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

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Connor C.
Sitter Profile Image: Erin M.
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Erin M.
from
$22
per walk
5.0 out of 5 stars
• 22 reviews
10 repeat clients
2 years of experience
Hyde Park, Chicago, IL, 60637

“Erin has been absolutely amazing with Oscar. She walks him every day, is always on time, and consistently goes above and beyond. I really appreciate the detailed updates and photos after each walk — it gives me peace of mind knowing he’s in such good hands. She’s also so thoughtful with my cats and always takes time to give them attention too, which means a lot. It’s clear she genuinely cares about the animals she works with. Highly recommend Erin to anyone looking for someone reliable, caring, and communicative!”

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Brady P.
Sitter Profile Image: Leah H.
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Leah H.
from
$17
per walk
4.8 out of 5 stars
• 8 reviews
1 repeat client
10 years of experience
Grand Boulevard, Chicago, IL, 60653

About: I am a CPR certified pet sitter who loves animals and loves to care for things. I have no pets of my own because I travel often for my full-time job . However. , I look forward to building a trust worthy, healthy relationship with you and your animal family. I currently work from home full-time so I have flexible hours. I do travel often for work so the further out I know for overnight days is the better. I also am available to walk dogs daily. I live alone and a very nice neighborhood full of lots of trees and families. I keep a very neat and nice home free of anything that could harm animals.

Sitter Profile Image: Katharine M.
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Katharine M.
from
$20
per walk
5.0 out of 5 stars
• 4 reviews
2 repeat clients
15 years of experience
Chicago, IL, 60615

About: I have volunteered at animal shelters since I was 10 years old, and am comfortable with dogs and cats of all sizes and ages! Additionally, I have seven years of experience pet/house sitting, including overnight. In the past few years, I have specialized in caring for puppies, and have experience with bottle feeding. I also had the unique opportunity to work with a coalition that supported people experiencing domestic violence by connecting their pets with fosters while they stayed in shelters (which normally do not allow animals.) I am currently a grad student at the University of Chicago, and have quite a bit of flexibility in my schedule! Whether you would like me to stay at your home full-time while you are away, or just need me to stop by for periodic visits, walks, or play-time, I have plenty of time to dedicate to your pets! I am available both during the week and on the weekends, and can't wait to spend them hanging out with your cats and dogs! I am very comfortable walking dogs of all sizes, and am happy to take them outside to play as well! If your pet has any medication, I can make sure they take them. I will make sure that dogs have plenty of potty breaks, and that all animals are fed on time. If I am staying in your home, I will be respectful of any boundaries you have and will leave the place just as you left it.

Sitter Profile Image: Cassandra B.
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Cassandra B.
from
$25
per walk
5.0 out of 5 stars
• 10 reviews
3 repeat clients
11 years of experience
Kenwood, Chicago, IL, 60615

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

Sitter Profile Image: Kiera B.
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Kiera B.
from
$28
per walk
5.0 out of 5 stars
• 30 reviews
22 repeat clients
8 years of experience
Chicago, IL, 60615

“Kiera was absolutely wonderful! She was punctual and really good at communicating! Would definitely choose her again!”

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Gauri 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 - Oakland

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

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

“Elizabeth and her loving family took great care of my puppy and my cat! I am totally relaxed during my travel to know that my pets were in good hands! Besides, my pets got to socialize with others so it is absolutely way better than leaving them at a boarding facility!”

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Sabrina L.
Sitter Profile Image: Bola A.
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Bola A.
from
$45
per night
4.9 out of 5 stars
• 188 reviews
75 repeat clients
15 years of experience
Hyde Park, Chicago, IL, 60637

“Bola took great care of my pup child. Rhea received lots of love and was definitely spoiled. (I can tell) lol Bola was responsive and sent updates and videos of Rhea. Rhea really likes Bryce and I hope they become long-term pup friends. I would definitely book again without giving it a second thought.”

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Nicole M.
Sitter Profile Image: Ania Z.
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Ania Z.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 151 reviews
7 repeat clients
3 years of experience
Near South Side, Chicago, IL, 60605

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

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Arina U.
Sitter Profile Image: Ashley M.
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Ashley M.
Star Sitter
from
$52
per night
5.0 out of 5 stars
• 210 reviews
76 repeat clients
10 years of experience
Lower West Side, Chicago, IL, 60608

“Ashley did a wonderful job watching Fara while we traveled. We appreciated all the photos and updates, and it seemed like Fara really bonded with Ashley and her daughter.”

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

“Jenna was great to work with. Prompt replies, was on time at drop off and pick up. And from the pics, I could tell my frenchie liked staying with her. Would definitely work with her again!”

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

“Tim took excellent care of my four month old puppy while I was on a trip. He was very accommodating, easy to communicate with and sent frequent updates and photos while I was gone. I would definitely book with Tim again!”

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Nicole C.
Sitter Profile Image: Steven R.
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Steven R.
Star Sitter
from
$58
per night
5.0 out of 5 stars
• 81 reviews
25 repeat clients
30 years of experience
Near North Side, Chicago, IL, 60611

“Our senior dog was not feeling well when she arrived as she was quite nervous and it gave her a nervous stomach. Steven and his wife were so loving and caring for her. She came back, not nervous at all and completely healed after two days! We will definitely use them again.”

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Christine K.
Sitter Profile Image: Thomas Q.
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Thomas Q.
from
$30
per night
5.0 out of 5 stars
• 4 reviews
35 years of experience
Near South Side, Chicago, IL, 60616

“Thomas is such a great sitter! He sent us daily updates on how our pup Maui was doing. From the start, he welcoming and communicative. Maui was very happy with him! Can’t recommend Thomas enough!”

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Samantha M.
Sitter Profile Image: Niamh M.
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Niamh M.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 19 reviews
2 repeat clients
10 years of experience
Near North Side, Chicago, IL, 60610

“Niamh was the sweetest with my pup! I last minute needed to bring him on a work trip to Chicago and she instantly put me at ease, knowing we wouldn't be able to do a meet n greet beforehand. From the video call, to dropping him off, Niamh was very communicative and provided updates throughout the day. Highly recommend her if you are in the Chicago area or traveling with your pet and need someone reliable to watch them!”

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Bassey A.
Sitter Profile Image: Katie M.
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Katie M.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 377 reviews
102 repeat clients
15 years of experience
Near North Side, Chicago, IL, 60610

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

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Katie P.
Sitter Profile Image: Tamara J.
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Tamara J.
Star Sitter
from
$55
per night
4.9 out of 5 stars
• 278 reviews
99 repeat clients
16 years of experience
Grand Boulevard, Chicago, IL, 60653

“Tamara is a very responsive and accommodating Rover. Her care for dogs is evident in the way she interacts with them. I will use her services again and recommend her to anyone looking.”

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Christopher P.
Sitter Profile Image: Kyla R.
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Kyla R.
Star Sitter
from
$42
per night
4.9 out of 5 stars
• 89 reviews
36 repeat clients
15 years of experience
East Garfield Park, chicago, IL, 60624

“I 10 out of 10 recommend Kyla for sitting/boarding. I left both of my babies with her for four days and she sent me updates/pictures every morning and at night. My dog needs medication, she made sure he got his medication on time. They were fed, they were walked, they were spoiled and cuddled. I will definitely be rebooking.”

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Alexis L.
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: Zachary V.
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Zachary V.
from
$45
per night
5.0 out of 5 stars
• 8 reviews
1 repeat client
10 years of experience
West Town, Chicago, IL, 60642

“Fantastic! Zach was respectful, attentive, and welcoming to my dog. Drop off/pick up was incredibly simple and I could tell my dog enjoyed his stay!”

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Noah T.
Sitter Profile Image: Barbara R.
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Barbara R.
from
$45
per night
4.9 out of 5 stars
• 90 reviews
33 repeat clients
16 years of experience
West Town, Chicago, IL, 60642

“Barbara was communicative and Tress seem well cared for. She sent frequent videos and pictures. She was flexible and it was easy to figure out drop off and pick up. No complaints!”

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

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

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

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

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

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

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

“Angel has been a great sitter for my two dogs! We have a very elderly dog that needs a lot of attention and Angel has been so great with him. My dogs always come home happy and seem to have a great time when staying with him!”

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Andrew B.
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1Global data from Rover (November 2025)