Personalized care for your dog or cat - Loop

Highly-rated overnight sitters - Loop

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

1 / 1
Sitter Profile Image: Ksenia D.
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Ksenia D.
Star Sitter
from
$46
per night
5.0 out of 5 stars
27 reviews
8 repeat clients
4 years of experience
Near North Side, Chicago, IL, 60611

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

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

Ania did a great job taking care of Dalí. He is very shy and needs time adjusting to new people. She was very gentle with him, and even took him on a couple of walks leading up to our reservation to make sure he was comfortable with her. Ania was responsive, accommodated Dalí’s needs, and sent pictures/video updates. I have already booked another boarding reservation with her.

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

Katrina was such a wonderful caretaker for Sputnik. We were in town for a few days with a bit of a hectic schedule but Katrina was flexible and worked with us on pickup and drop off times. She took Sputnik on lots of walks and we even purchased the grooming session so he was a dapper boy when we picked him up. Would definitely use Katrina again next time we’re in Chicago.

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

Katie and Java did a good job sending photos and updates. Katie is pleasant to work with and was flexible in allowing me to pick up my dog a day early. Thank you Katie !

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Andrea S.
Sitter Profile Image: Mia L.
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Mia L.
Star Sitter
from
$46
per night
5.0 out of 5 stars
28 reviews
12 repeat clients
10 years of experience
Near North Side, Chicago, IL, 60611

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

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Jada D.
Sitter Profile Image: Andrea B.
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Andrea B.
Star Sitter
from
$53
per night
5.0 out of 5 stars
16 reviews
3 repeat clients
15 years of experience
Loop, Chicago, IL, 60607

Andrea did a great job watching my dog for the weeks my dog is a rescue and can sometimes be a bit anxious. He did wonderful in Andrea’s home. I would definitely feel comfortable using Andrea in the future.

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

Jenna was so kind and responsive! I could clearly tell in my pup’s behavior that he felt safe and comfortable with her which was a huge win for us as he often anxious! I would highly recommend her to anyone!

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Alexandria L.
Sitter Profile Image: MICHAEL C.
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MICHAEL C.
Star Sitter
from
$40
per night
4.9 out of 5 stars
29 reviews
3 repeat clients
25 years of experience
North Lawndale, CHICAGO, IL, 60623

Sassy had such an amazing time with Michael and Joanna. They really made her feel at home. They have the perfect setup to take care of your pets with all of the essentials and more! Sassy was able to make new friends and receive all the love and attention she desires. They made sure to keep me up to date by sending daily pics and videos. If you are looking for a safe, reliable, and fun environment for your dog, be sure to book with them. They are true pet professionals that provide the support and care needed for your animals. And they even made a cute collar and bandana for Sassy that she loves! I will definitely bring Sassy back whenever I need a sitter.

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Vernetta C.
Sitter Profile Image: Nathan D.
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Nathan D.
Star Sitter
from
$57
per night
5.0 out of 5 stars
192 reviews
70 repeat clients
22 years of experience
Near North Side, Chicago, IL, 60654

Nathan was extremely easy to work with. He adapted to changes very well and I appreciated the extra effort he made for us to meet with the dogs in our local dog park before he watched Bruce. Would definitely recommend

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

I’m so grateful I found Julia! She is so reliable, kept me updated, sent lots of photos and really gave me peace of mind when watching my fur baby! I’m absolutely booking her again for anytime. I need a puppysitter!

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

Ashley went above & beyond watching my dog, Pippa. She was so attentive, communicative, personable, and a joy to talk to. I would highly suggest her to watch your fur baby! Thank you Ashley!!!

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

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

Sitter Profile Image: Steven R.
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Steven R.
Star Sitter
from
$57
per night
5.0 out of 5 stars
36 reviews
15 repeat clients
50 years of experience
Near North Side, Chicago, IL, 60611

Steven was very communicative during pickup and drop off. He shared regular updates and photos of Polo that put us in peace of mind. Polo had a very nice and comfy stay with Steven. And I’d recommend Steven to anyone who is looking for a pet sitter in the area.

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

As always, Christina is fantastic. She always sends updates and we feel so comfortable leaving our dog with her. Definitely recommend her to anyone with pets!

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

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

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

Ann is amazing. She has watched my doggie twice and has been very communicative with us and loving towards him each time. Highly recommend!!!

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

It was so great to have our pup stay with Chad for the second time! Chad is so easy to communicate with and clearly takes such good care of our boy - all the love and play time for him we could hope for while we’re away! We will definitely look to rely on Chad and his wife as our regular pup sitters whenever possible!

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

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

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

Timothy was a wonderful sitter ! He shared updates and photos regularly and gave my dog extra food because I didn’t pack enough. He was also very gracious to let me extend my booking on short notice due to travel delays. Highly recommend Timothy and hope we can book with him again !

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

Songen is awesome, she took excellent care of my senior dog on a last-minute basis. She asked tons of questions beforehand to get as much information as possible to ensure the highest quality of care for my pup. She’s very responsive, sent a lot of photo updates, and I would definitely trust her with my dog again. Thanks so much!

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Katrina Y.
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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 - Loop

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

Sandra took care of our two cats on our wedding day. This was the 3rd time we’ve had Sandra take care of our cats and she was incredible as ever!! Thank you thank you thank you Sandra!!!!

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

I always feel SO much better knowing my little guy is in Grace’s hands. She does an excellent job and communicates so well. I can travel with ease knowing he’s well taken care of. Thank you, Grace!!

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Madison S.
Sitter Profile Image: Morgan L.
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Morgan L.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
228 reviews
52 repeat clients
22 years of experience
Near West Side, Chicago, IL, 60606

Morgan was amazing, kind and caring as always. I enjoyed reading her updates, they are detailed and helpful. Thank you for taking care of my cat.

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Saba A.
Sitter Profile Image: Anna R.
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Anna R.
Star Sitter
from
$21
per visit
5.0 out of 5 stars
18 reviews
6 repeat clients
3 years of experience
Chicago, IL, 60611

Anna was so caring and loving with my cats! She was incredibly patient and interacted at the comfort level of each cat. They immediately likened to her, and she went out of her way to keep my place orderly.

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

Sarah is truly the best sitter ever. She took amazing care of my cat Yoyo and left such thoughtful updates after the visit. It gave me so much peace of mind while I was away. Yoyo clearly loved her and got lots of attention and cuddles. I would absolutely recommend her to anyone.

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MOMO S.
Sitter Profile Image: Samantha v.
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Samantha v.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
105 reviews
22 repeat clients
10 years of experience
Loop, Chicago, IL, 60606

Samantha was amazing. She brought my cat treats and sent updates after each visit - including a summary and images. I will definitely book again and highly recommend to others.

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hannah I.
Sitter Profile Image: Kassandra B.
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Kassandra B.
from
$20
per visit
5.0 out of 5 stars
135 reviews
45 repeat clients
4 years of experience
Loop, Chicago, IL, 60601

Kassandra made using Rover for my first time super easy and made me feel comfortable while I was away from my cats! I received several photos and videos each visit, which I really appreciated, and she was very quick to comunícate!

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

Mandy is reliable, kind, and goes above and beyond, as always! Trusting Cooper in her hands makes going on vacation much easier. And he loves her.

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

Jean was the best! I was very nervous to leave my kittens for the first time while I traveled home for a week for Thanksgiving. He made the process so seamless and put my anxiety at ease! I loved all the pictures he sent and even when one of my clumsy kittens broke a lamp he let me know asap and took care of the mess. Will be sure to use Jean in the future! ☺️😸

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Paige K.
Sitter Profile Image: Samira A.
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Samira A.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
207 reviews
62 repeat clients
3 years of experience
Loop, Chicago, IL, 60605

Samira has watched over my cats multiple times. Is always communicative, sends lots of photos, and my shy orange boy has opened up with her! Grateful to Samira for watching my cats.

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Karlie C.
Sitter Profile Image: Samantha L.
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Samantha L.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
130 reviews
41 repeat clients
15 years of experience
Near West Side, Chicago, IL, 60606

Samantha did an excellent job taking care of Lola. Was very communicative. I got updates on Lola every day. Plus pictures. My place was left nice and clean. Would def use again! Thanks so much!

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Alyssa E.
Sitter Profile Image: Caitlin M.
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Caitlin M.
from
$16
per visit
5.0 out of 5 stars
13 reviews
4 repeat clients
2 years of experience
Near North Side, Chicago, IL, 60654

We are soo thankful that Caitlin was available on short notice to come care for our voluptuous feline dude! She is very trustworthy and reliable. Caitlin communicated with us clearly and promptly. We appreciated all the updates and pictures. Would hire her again!

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Sophie G.
Sitter Profile Image: Conner M.
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Conner M.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
131 reviews
45 repeat clients
1 year of experience
Chicago, IL, 60610

I cannot say enough great things about Conner. They were quick to respond from the beginning and made the whole process feel very easy. This was our first time using Rover and we were nervous to leave our 2 kitties for 8 days! Conner sent pictures and updates every day and made us feel so good that they were being well taken care of. Cannot recommend enough!!

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amber g.
Sitter Profile Image: Cassie Z.
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Cassie Z.
from
$16
per visit
5.0 out of 5 stars
14 reviews
7 repeat clients
20 years of experience
Near North Side, Chicago, IL, 60611

Cassie was a great sitter and made my first time using Rover a seamless experience. She went above and beyond to take care of my cat Paul and he loved her!

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Natalie D.
Sitter Profile Image: Hallie B.
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Hallie B.
from
$16
per visit
5.0 out of 5 stars
29 reviews
6 repeat clients
5 years of experience
Near South Side, Chicago, IL, 60605

Hallie did a great job on a last minute request. She provided great updates about my girls and even let me know that my sink wasn’t draining! I will definitely book with her again.

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Sarah B.
Sitter Profile Image: Andrea O.
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Andrea O.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
62 reviews
19 repeat clients
6 years of experience
Chicago, IL, 60611

Andrea did an amazing job watching my cats while I was out of town. She sent many pictures and videos which eased all of my anxiety. My boy cat doesn't let anyone except my boyfriend and I pet him but he was belly up purring for her which I think says a lot of her as a person. Thank you Andrea!

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Jordan V.
Sitter Profile Image: Rachel S.
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Rachel S.
from
$32
per visit
5.0 out of 5 stars
99 reviews
34 repeat clients
15 years of experience
Chicago, IL, 60604

Rachel was beyond the perfect choice for watching our Eevee (cat) while we were gone! I would recommend her 10/10 times. She went above and beyond and made me feel at ease!

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Alyssa V.
Sitter Profile Image: Kieanji W.
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Kieanji W.
from
$18
per visit
5.0 out of 5 stars
18 reviews
1 repeat client
20 years of experience
Chicago, IL, 60604

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

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Chelsea B.
Sitter Profile Image: Alexandra G.
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Alexandra G.
from
$11
per visit
4.8 out of 5 stars
8 reviews
1 repeat client
2 years of experience
Chicago, IL, 60602

About: My experience ranges from all ages of dogs including seniors, 5 years, puppies etc. I started by walking dogs for those who couldn’t take their dogs out and dog sitting for friends on vacation. Currently I’m a doctoral student and I make time for dog walking and sitting by scheduling everything out efficiently. Nothing is better than walking for a break or studying with a pup. I specifically have dog sat for as long as a week, a few hours, and also as simple as a quick walk. Hope to meet some new buddies :) 🐶🐈‍⬛ I dedicate my weekends to pet care; however, am available for dog walking certain days during the week. Times can be given or discussed based on need! I ensure the safety of each dog I care for by following instructions and routines shared with me prior to arrival. I do request these details to be shared before I begin care and all other concerns can be communicated through a call, messages, or a form of communication.

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

Kacy is absolutely amazing. She has amazing communication skills and shows her genuine care for your animal. She always leaves the sweetest updates and photos. I am positive Kacy will do an amazing job with your pet!! Thank you Kacy!

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Rachel B.
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Perfect for high energy dogs - Loop

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

1 / 1
Sitter Profile Image: Amy C.
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Amy C.
from
$40
per day
5.0 out of 5 stars
26 reviews
16 repeat clients
15 years of experience
Loop, South Loop, IL, 60605

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

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Nelly T.
Sitter Profile Image: Ksenia D.
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Ksenia D.
Star Sitter
from
$40
per day
5.0 out of 5 stars
27 reviews
8 repeat clients
4 years of experience
Near North Side, Chicago, IL, 60611

We have definitely found our new permanent Dog sitter here in Chicago! I had a last-minute work emergency and Ksenia was SO responsive & flexible; I couldn’t be more grateful. Drop off was super easy and Nipsey came home happy and tuckered out. Couldn’t have asked for a better first Rover experience! 10/10 would recommend 🤩

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Taylor
Sitter Profile Image: Tommy C.
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Tommy C.
Star Sitter
from
$55
per day
5.0 out of 5 stars
9 reviews
3 repeat clients
3 years of experience
Loop, Chicago, IL, 60607

Will be definitely returning! Great couple! Moka loves them ❤️

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

Katrina was amazing with our Charlie! He's a high need dog with separation anxiety, medication and is a senior. She made the who experience comfortable for us and him. He came back to us calm and happy. I really appreciated how communicative Katrina was. She really goes above and beyond. Highly reccomend!!

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Eric and Breanna S.
Sitter Profile Image: Ania Z.
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Ania Z.
Star Sitter
from
$45
per day
5.0 out of 5 stars
134 reviews
6 repeat clients
1 year of experience
Near South Side, Chicago, IL, 60605

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

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Isabel C.
Sitter Profile Image: Nathan D.
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Nathan D.
Star Sitter
from
$60
per day
5.0 out of 5 stars
192 reviews
70 repeat clients
22 years of experience
Near North Side, Chicago, IL, 60654

Nathan was amazing! He was incredibly responsive and kept us updated throughout our dog’s stay, which made the whole experience completely stress-free. Our girl was clearly well cared for and happy. We truly appreciate his professionalism and kindness. We will definitely recommend his services!

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Mun Yee L.
Sitter Profile Image: Austin W.
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Austin W.
from
$35
per day
5.0 out of 5 stars
1 review
3 repeat clients
17 years of experience
Loop, Chicago, IL, 60601

Austin was a wonderful daycare sitter for Coco! Tintin is also the best little pup - he and Coco were running around and playing right away. Austin was great about sending updates throughout the day. I would highly recommend!

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

David and Jerrilyn are always the best with my King 🐶! He’s well cared for, and always gets in a lot of play time and cuddle time, which makes me happy too! 😊

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

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

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Cheryl G.
Sitter Profile Image: Luxi J.
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Luxi J.
from
$30
per day
5.0 out of 5 stars
14 reviews
3 repeat clients
3 years of experience
Loop, Chicago, IL, 60601

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

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

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

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

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

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Eric F. R.
Sitter Profile Image: Audrey A.
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Audrey A.
Star Sitter
from
$90
per day
5.0 out of 5 stars
374 reviews
15 repeat clients
15 years of experience
Near North Side, Chicago, IL, 60611

Audrey is so wonderful! Jaco loves going to her house and wants to stop at her house when we walk past. We know he’s in the best hands with her!

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Lindsey G.
Sitter Profile Image: Maya S.
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Maya S.
from
$35
per day
5.0 out of 5 stars
5 reviews
5 years of experience
Loop, Chicago, IL, 60601

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

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Cindy H.
Sitter Profile Image: Lauren S.
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Lauren S.
from
$50
per day
5.0 out of 5 stars
2 reviews
1 repeat client
5 years of experience
Loop, Chicago, IL, 60605

About: Long Story Short: I’m located in Printer’s Row and would love to care for your small/medium sized dog! (<30ish lbs) 💕🐾 Background/Experience: I have always loved dogs! Throughout my life, I grew up around my family’s dogs, did dog-sitting for years during HS/college, and most recently have fostered rescue dogs from PAWS Chicago at my condo in Printer’s Row. :) Looking forward to meeting you and your furry friend - it brings me joy to bring your dog joy! Available for walks and drop-ins anytime. I have a very flexible schedule and can make most times work. Just let me know what works best for you! Happy to discuss in detail how you prefer your pup to be taken care of and any special requirements! If you and your pup are happy - I’m happy. :)

Sitter Profile Image: Chcarre T.
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Chcarre T.
from
$35
per day
1 repeat client
7 years of experience
Near North Side, Chicago, IL, 60610

About: I’ve taken care of dogs since I was 12. I have had my sweet girl Luna for 6 years now. From medications to vet and groom visits to training to just zoomies and play. She’s my babe. I work a night schedule currently Sunday night to Thursday night , and I am available during the day to pick up or meet you to grab your pet or pet sit and return them to you or meet you or pet sit later in the day. I keep my home dog proof, we all know how they can be, as well as cats. I also know signs for when a dog isn’t feeling well and cats. I’m very observant. They truly are our children.

Sitter Profile Image: Demetra A.
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Demetra A.
from
$40
per day
5.0 out of 5 stars
12 reviews
5 repeat clients
5 years of experience
Loop, Chicago, IL, 60601

Demetra was great! She took care of buzz so well that we’d like to book her again in the near future. She was super responsive, flexible and took our little furry boy for nice/long walks. I definitely recommend Demetra!!

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Andres A.
Sitter Profile Image: Ethan L.
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Ethan L.
from
$38
per day
5.0 out of 5 stars
21 reviews
8 repeat clients
18 years of experience
Loop, Chicago, IL, 60601

Ethan was great! Our dog was immediately comfortable with him (which doesn’t usually happen), and he was flexible and responsive to our communication. Made our day much easier!

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Eric D.
Sitter Profile Image: Teresa F.
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Teresa F.
Star Sitter
from
$50
per day
5.0 out of 5 stars
13 reviews
6 repeat clients
15 years of experience
Near North Side, Chicago, IL, 60654

Teresa was great with our dog Alfie! We had a last minute request and she stepped in to help. Alfie had a great time there for daycare and we will definitely reach out again!

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Christiana L.
Sitter Profile Image: April F.
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April F.
from
$40
per day
5.0 out of 5 stars
21 reviews
2 repeat clients
20 years of experience
Near North Side, Chicago, IL, 60611

April was wonderful. She made this experience super easy and convenient. She was flexible with my drop-off and pick-up times and sent photos throughout the day.

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Tracy D.
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Adventure-ready dog walkers - Loop

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Sitter Profile Image: Lauren S.
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Lauren S.
from
$18
per walk
5.0 out of 5 stars
2 reviews
1 repeat client
5 years of experience
Loop, Chicago, IL, 60605

Lauren is an amazing sitter! She is reliable, positive, communicative, and genuinely caring. My puppy, Mila, absolutely adores her and is always excited to see her. It gives me great peace of mind knowing Mila is in such good hands. We feel very lucky to have found Lauren and highly recommend her to anyone looking for a trustworthy and loving pet sitter.

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Zhenya E.
Sitter Profile Image: Eunice Y.
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Eunice Y.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
59 reviews
27 repeat clients
4 years of experience
Loop, Chicago, IL, 60607

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

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

Isabel was awesome with my dog! She really got to know my dog and made sure she felt comfortable and happy. I loved getting updates and pictures. I came home to a more calm and relaxed dog - cannot recommend her enough!

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

Samantha is a very efficient pet care giver. She went above and beyond for Leila. You can tell she genuinely cares for your pets. She communicates very thoroughly and pays attention to details. She also honors and respects all notes and requests. She allowed me to enjoy my vacation without being stressed. My building had lost my key but Samantha refused to leave and demanded a solution considering Leila had not been out since the night before. Leila was very healthy and happy when I returned home. I would recommend and use Samantha moving forward. The peace of mind Samantha provides is priceless. Many thanks Samantha.

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Katelyn P.
Sitter Profile Image: Meghna P.
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Meghna P.
from
$20
per walk
5.0 out of 5 stars
5 reviews
3 repeat clients
15 years of experience
Loop, Chicago, IL, 60601

About: Hi! I love dog walking in Chicago! I’m dependable, easygoing, and attentive. I’ll make sure your pup gets a fun, safe, and happy experience every time! I work from home, which gives me a flexible schedule for pet care. I also love being outdoors, so walks are something I genuinely enjoy. I am very attentive to detail and will make sure your pet is safe and loved. I make sure every pet feels safe, comfortable, and cared for. In a client’s home, I follow their routine closely with feeding, walks, playtime, and any special instructions. I give lots of attention and keep owners updated so they feel confident their pet is in good hands.

Sitter Profile Image: Siddhi S.
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Siddhi S.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
47 reviews
21 repeat clients
6 years of experience
Chicago, IL, 60602

Siddhi was a great person to take care of my dog! She met up the day before to go over all the instructions, gave regular updates, and even gave me some tips how to walk my own dog. Kaisa is 60 lbs so I was worried about her pulling too much on the walk but Siddhi is very familiar with all types of dogs and this was no problem for her. Great service overall!

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

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

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

Jean was great with our pup! He took him on a long walk and to do the dog park. He was also kind enough to refill his water and give him some treats before he left. We will definitely be using him again!

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Patty G.
Sitter Profile Image: Jacob S.
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Jacob S.
Star Sitter
from
$16
per walk
5.0 out of 5 stars
10 reviews
7 repeat clients
15 years of experience
Chicago, IL, 60607

Jacob was my first dog walker for Bear. He arrived later than booked but communicated his arrival. Jacob was able to answer my questions and we spoke about Bear and his behavior. Jacob returned with a happy pup after an hour. I like the report card that shows the walk they went on. I would recommend.

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Andrea P.
Sitter Profile Image: Emily Rose S.
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Emily Rose S.
Star Sitter
from
$15
per walk
5.0 out of 5 stars
16 reviews
3 repeat clients
3 years of experience
Near North Side, Chicago, IL, 60610

Emily Rose was great with our dog, Anakin, and we look forward to having her do more dog walks for us. She is reliable, trustworthy, and a good communicator.

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

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

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

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

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Iman P.
Sitter Profile Image: Guanyu X.
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Guanyu X.
from
$20
per walk
5.0 out of 5 stars
4 reviews
2 repeat clients
1 year of experience
Chicago, IL, 60604

About: I’ve taken friends’ dogs and cats! I can certainly take care yours💌 I’m patient and caring. You can trust me with your important ones! :) I’m an artist so my time is flexible and seeing dogs and cats would make my day better! I also won’t overwork bc this is not my main source of income. I’m a clean and organized person. I also see privacy important and I respect people. There is no doubt that I will keep the space it is.

Sitter Profile Image: Ella R.
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Ella R.
from
$10
per walk
5.0 out of 5 stars
4 reviews
1 repeat client
10 years of experience
Loop, Chicago, IL, 60601

Ella is a great dog walker! She was on time, communicative, and responsible. We appreciate her walking Winnie in the mornings. I’d recommend her to others :)

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Vivienne F.
Sitter Profile Image: Ana B.
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Ana B.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
229 reviews
94 repeat clients
7 years of experience
Near North Side, Chicago, IL, 60611

Ana was responsive, flexible, caring and fun. She checked in and sent many photos. My dog enjoyed his time with her and is excited to see her again! Would recommend!

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Katie P.
Sitter Profile Image: McKenzie C.
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McKenzie C.
from
$15
per walk
9 years of experience
Loop, Chicago, IL, 60605

About: Hi! I absolutely adore all kinds of animals and I can’t wait to work with you! I have been pet sitting since I was 10 years old and have experience with disabled animals, housesitting, drop in visits, absolutely anything- you name it! I have 3 dogs and 4 cats, and I’m a passionate worker who is saving to afford my college education :)) I’m working part time, and as a student my schedule varies a lot. But, work is my priority so, I’m willing to adjust my schedule to fit your needs! I am the biggest pet nerd out there! I love teaching new tricks, singing songs, and connecting personally with animals! I customize my care to what you and your pet need.

Sitter Profile Image: Hallie B.
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Hallie B.
from
$17
per walk
5.0 out of 5 stars
29 reviews
6 repeat clients
5 years of experience
Near South Side, Chicago, IL, 60605

About: I excel in both dog and cat care through my patience and attention to detail. I take time to learn each pet’s routine and personality so they feel comfortable and cared for. I also provide regular updates so you always have peace of mind. I am completely dedicated to caring for my own dog, and I’d love to care for your pet too! I’m newer to offering my services professionally, so I hope you will give me the chance to prove I am the safest and most loving option for your pet care! I have a very flexible job so I spend a lot of time at home with my dog. On weekdays we go for multiple 1-2 mile walks. On weekends we walk 5-6 miles a day. I live in an apartment, so I will take your dog to the designated turf for dog relief outside my building, or to one of the many nearby green spaces. I have a large wire crate and a large soft side crate that can be used for your dog if desired. In your home, I will respect all rules and protocols and ensure everything runs as smoothly as it would if you were there yourself.

Sitter Profile Image: Juliet L.
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Juliet L.
from
$18
per walk
10 years of experience
Loop, Chicago, IL, 60601

About: With being a dog-owner and pet lover for over 8 years, I’ve had the privilege of meeting and caring for dogs of all sizes. From energetic puppies to senior dogs all requiring special attention, I’ve developed a strong intuition for understanding each dog’s personality and making them feel loved and safe. Some skills of mine include administering medications, providing playtime, and maintaining consistent skills that help both dog parents and dogs feel comfortable. I treat every pet as if they are my own by creating a nurturing and joyful environment that any tail can depend on. This summer, I have a flexible and currently open schedule, which allows me to accommodate a wide range of dog care needs—from daily walks and drop-in visits to extended sitting and last-minute bookings. Whether your dog needs midday attention while you’re at work or full-time care while you're away, I’m available and ready to help. My open availability means I can adjust to your routine and provide consistent, reliable care whenever you need it most. When caring for pets in a client’s home, I prioritize comfort, safety, and routine. I take time to understand each pet’s unique personality, habits, and needs—whether that means sticking to a feeding schedule, providing medications, or simply offering extra cuddles and playtime. I make sure to maintain a calm and respectful presence in the home, keeping everything clean, secure, and just the way the owner left it. I also keep in regular contact with updates and photos, so clients can feel confident and reassured while they’re away. My goal is always to make pets feel as relaxed and happy as they do when their family is home.

Sitter Profile Image: Rachel S.
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Rachel S.
from
$15
per walk
10 years of experience
Near North Side, Chicago, IL, 60654

About: Animals have always been a huge part of my life. I've cared for pets for years through pet sitting, volunteering in shelters, and fostering both dogs and cats. These experiences have given me confidence working with pets of different ages, personalities, and needs. I'm comfortable administering medications, maintaining routines, and providing plenty of exercise, attention, and affection. I know how important it is to trust someone with your pet, and I treat every animal in my care as if they were my own. I'm currently a graduate student and work part-time Monday through Friday from 8:00 a.m. to 12:00 p.m., which gives me a great deal of flexibility during afternoons, evenings, and weekends . I'm available for dog walking, drop-in visits, overnight pet sitting, and weekend care. My schedule allows me to spend quality time with pets and provide consistent attention and care throughout the day. Your pet's safety, comfort, and happiness are always my top priorities. I carefully follow any instructions regarding feeding schedules, medications, exercise, and household routines. I'm attentive, responsible, and understand that every pet has unique needs and personalities. Whether I'm caring for your pet in your home or stopping by for visits, I'll provide regular updates, photos, and communication so you can feel confident that your pet is in good hands while you're away!

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

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

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Kelly S.
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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 - Loop

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

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

Ania did a great job taking care of Dalí. He is very shy and needs time adjusting to new people. She was very gentle with him, and even took him on a couple of walks leading up to our reservation to make sure he was comfortable with her. Ania was responsive, accommodated Dalí’s needs, and sent pictures/video updates. I have already booked another boarding reservation with her.

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

Katie and Java did a good job sending photos and updates. Katie is pleasant to work with and was flexible in allowing me to pick up my dog a day early. Thank you Katie !

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

Jenna was so kind and responsive! I could clearly tell in my pup’s behavior that he felt safe and comfortable with her which was a huge win for us as he often anxious! I would highly recommend her to anyone!

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

Nathan was extremely easy to work with. He adapted to changes very well and I appreciated the extra effort he made for us to meet with the dogs in our local dog park before he watched Bruce. Would definitely recommend

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

Ashley went above & beyond watching my dog, Pippa. She was so attentive, communicative, personable, and a joy to talk to. I would highly suggest her to watch your fur baby! Thank you Ashley!!!

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Lauren C.
Sitter Profile Image: Steven R.
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Steven R.
Star Sitter
from
$57
per night
5.0 out of 5 stars
36 reviews
15 repeat clients
50 years of experience
Near North Side, Chicago, IL, 60611

Steven was very communicative during pickup and drop off. He shared regular updates and photos of Polo that put us in peace of mind. Polo had a very nice and comfy stay with Steven. And I’d recommend Steven to anyone who is looking for a pet sitter in the area.

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

As always, Christina is fantastic. She always sends updates and we feel so comfortable leaving our dog with her. Definitely recommend her to anyone with pets!

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

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

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

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

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

Timothy was a wonderful sitter ! He shared updates and photos regularly and gave my dog extra food because I didn’t pack enough. He was also very gracious to let me extend my booking on short notice due to travel delays. Highly recommend Timothy and hope we can book with him again !

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

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: Luxi J.
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Luxi J.
from
$40
per night
5.0 out of 5 stars
14 reviews
3 repeat clients
3 years of experience
Loop, Chicago, IL, 60601

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

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

Angel took good care of Ivy for a couple nights and sent lots of updates. He was also very flexible and was even willing to drop her off at my place since I wasn’t available to pick her up.

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Brynn W.
Sitter Profile Image: Audrey A.
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Audrey A.
Star Sitter
from
$93
per night
5.0 out of 5 stars
374 reviews
15 repeat clients
15 years of experience
Near North Side, Chicago, IL, 60611

Audrey was a great pet sitter for Frankie! She shared videos and pictures every day and Frankie was happy and playing with Audrey’s dog and husband. Frankie is an anxious dog and he felt at ease with Audrey.

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Marta G.
Sitter Profile Image: Jay C.
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Jay C.
Star Sitter
from
$55
per night
5.0 out of 5 stars
7 reviews
3 repeat clients
15 years of experience
Near West Side, Chicago, IL, 60607

Jay was fantastic. Took great care of Zanna and provided regular updates throughout the stay. It looked like she had a blast. Highly recommend!

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

I don’t have enough good things to say about our dogs stay with Elizabeth! She updated us daily with photos and how they were adjusting. She had patience with our large, hard to walk pitbull. She was truly wonderful! Highly recommended!

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

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

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Kia Ashley B.
Sitter Profile Image: Meg N.
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Meg N.
Star Sitter
from
$45
per night
5.0 out of 5 stars
42 reviews
10 repeat clients
10 years of experience
Lincoln Park, Chicago, IL, 60614

Meg was great and very accommodating! I have a reactive pup, which I try to minimize her time with sitters because of her behavior. When I had the opportunity to lessen the days, I explained to Meg I rather do that and she cancelled the sit so I can rebook it for the fewer days. She was willing to have me drop off Swirly earlier than she wakes up, sent pictures, and updates. Swirly looked relaxed and happy. I would book Meg again anytime!

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

Maryana was great with our greyhound! She asked a lot of good questions when we first met and was so great at providing updates while we were out of town. Our dog has a few quirks and can be stubborn sometimes and Maryana dealt with them without any issues. Our pup was happy and healthy when we picked her up, we definitely would book with her again.

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

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

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Cherri B.
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