Personalized care for your dog or cat - Grand Boulevard

Highly-rated overnight sitters - Grand Boulevard

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
385 reviews
181 repeat clients
15 years of experience
Grand Boulevard, Chicago, IL, 60653

Liz is amazing!! Our dog Bear always has the BEST time while she and her wonderful family look after him - so much so we think he’s sad to leave them!! It’s a great feeling to know our dog is in such loving and trustworthy hands while we’re away. Liz constantly kept us up to date and we loved seeing the photos of Bear enjoying himself while we were away too.

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Brittany L.
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: Bola A.
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Bola A.
from
$45
per night
4.9 out of 5 stars
179 reviews
65 repeat clients
15 years of experience
Hyde Park, Chicago, IL, 60637

We planned our trip ahead of time and Bola made sure to keep open communication along the way. As we dropped our pup off to Bola, the transition was very easy. While Bola had Junie, Bola made sure to keep us updated with pictures. Thanks Bola

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Sean O.
Sitter Profile Image: Chelsea G.
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Chelsea G.
Star Sitter
from
$35
per night
5.0 out of 5 stars
42 reviews
14 repeat clients
20 years of experience
Douglas, Chicago, IL, 60653

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

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Michelle C.
Sitter Profile Image: Kamiah & Casius D.
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Kamiah & Casius D.
Star Sitter
from
$45
per night
5.0 out of 5 stars
37 reviews
24 repeat clients
3 years of experience
Woodlawn, Chicago, IL, 60637

Thank you so much for taking good care of my Dazz, the videos and updates kept me at ease as I was in another country. Would definitely use your service again!

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Tiffany M.
Sitter Profile Image: Daphnay S.
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Daphnay S.
Star Sitter
from
$45
per night
5.0 out of 5 stars
29 reviews
12 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: Ania Z.
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Ania Z.
Star Sitter
from
$60
per night
5.0 out of 5 stars
141 reviews
6 repeat clients
1 year of experience
Near South Side, Chicago, IL, 60605

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

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Robert M.
Sitter Profile Image: Timothy B.
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Timothy B.
Star Sitter
from
$40
per night
4.8 out of 5 stars
23 reviews
6 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: Marieclaire M.
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Marieclaire M.
Star Sitter
from
$50
per night
5.0 out of 5 stars
46 reviews
21 repeat clients
5 years of experience
Near West Side, Chicago, IL, 60606

Marieclaire was awesome! I hadn’t left my pup with a sitter in a few years so I was a bit nervous but she did a great job caring for my pup. Our dogs got along so well which was so sweet to see. Would definitely book with Marieclaire again.

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Amanda L.
Sitter Profile Image: Kyla G.
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Kyla G.
Star Sitter
from
$35
per night
5.0 out of 5 stars
70 reviews
29 repeat clients
20 years of experience
West Elsdon, Chicago, IL, 60632

Kyla was incredible!! From the initial contact to pickup, she was friendly and professional. She took the time to know my dog’s needs and preferences. She sent me regular updates and photos of my pup, which put me at ease while I was away! I highly recommend Kyla for a trustworthy and caring place for their dog. I’ll definitely be booking again!

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

Ashley is exceptional! This was our first time trying Rover and we were not sure what to expect. Ashley was responsive and very accommodating from the start. During our weeklong trip, she sent daily pics and videos along with detailed updates. She instantly put us at ease. We wouldn’t hesitate to book her again!

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

She was super great with my pup. I loved the photos and updates provided. My pup looked like he had a great time in her care. I will definetly be rebooking!

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

Bronx (and I!) love Ann! She always takes great care of him and loves him like her own. Always super attentive and sends the cutest pictures. Thank you!!

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Czarina H.
Sitter Profile Image: Katie M.
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Katie M.
Star Sitter
from
$50
per night
5.0 out of 5 stars
365 reviews
99 repeat clients
15 years of experience
Near North Side, Chicago, IL, 60610

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

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Katie P.
Sitter Profile Image: Hua “Katrina” F.
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Hua “Katrina” F.
Star Sitter
from
$60
per night
5.0 out of 5 stars
212 reviews
51 repeat clients
11 years of experience
Near South Side, Chicago, IL, 60605

Katrina is amazing! My dog, Molly had a great time with her - plenty of walks and lots of cuddles! Katrina sent some photos and videos throughout the day and a daily recap with additional videos and photos. Katrina also offers additional services - baths / grooming. I received a step by step video of Molly getting a bath and groomed. I cannot recommend Katrina more! I felt very comfortable leaving Molly with her and have booked the next visit for my next vacation. Thank you Katrina!!!

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

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

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

Jenna was absolutely amazing! I felt so reassured with the pictures and videos and updates that our dog was safe, cared for, and having the nicest time! Jenna went above and beyond when our flight home was delayed and was so generous in accommodating us. Thank you Jenna! 😊

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Sarah W.
Sitter Profile Image: Ebonee A.
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Ebonee A.
from
$50
per night
5.0 out of 5 stars
48 reviews
22 repeat clients
15 years of experience
Hyde Park, Chicago, IL, 60615

We were so lucky to find Ebonee for an extended stay for our dog London. She was incredibly thorough and flexible - we had an intro zoom call (which I LOVED), and she kept us updated with pictures and videos and was understanding of our flight issues returning home. London had a blast and came back to us in great spirits. Thanks for your care, Ebonee!

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Lauren A.
Sitter Profile Image: Ann-Marie H.
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Ann-Marie H.
Star Sitter
from
$55
per night
5.0 out of 5 stars
25 reviews
10 repeat clients
4 years of experience
Near South Side, Chicago, IL, 60605

Ann-Marie is great! She is so sweet with Luka and sends great photos and updates. Our second booking with her and we plan to book her going forward every time!

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

Joanna and Mike were amazing! Most of my communication was with Joanna and she’s absolutely epic. Frequent/daily updates about Bella. I would definitely book again and so appreciate how welcome they made Bella feel and even me at drop off. 10/10 would definitely recommend!

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Akilah M.
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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 - Grand Boulevard

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: Julia G.
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Julia G.
Star Sitter
from
$14
per visit
5.0 out of 5 stars
9 reviews
3 repeat clients
6 years of experience
Hyde Park, Chicago, IL, 60614

Thank you so much!

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Catherine G.
Sitter Profile Image: Jozelin R.
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Jozelin R.
from
$16
per visit
5.0 out of 5 stars
34 reviews
14 repeat clients
15 years of experience
Bridgeport, Chicago, IL, 60616

Jozelin is wonderful!! She spent time with my cats, played with them and went above and beyond my instructions. This was my first experience with Rover after moving to a new city recently, and I feel like Jozelin is someone I could completely trust in my home and with my cats!

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Paula F.
Sitter Profile Image: Tenzin K.
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Tenzin K.
from
$9
per visit
13 years of experience
Hyde Park, Chicago, IL, 60615

About: I've had a cat myself for 13 years, been a sitter for my neighbor's cat for the past year, and volunteered at Off The Rocks Cat Rescue Shelter for 4 years when I was in college :) Thus, I have extensive experience following detailed instructions to care for cats with the utmost care and responsibility. My cat is also diabetic and I do insulin injections for him, so I am prepared for any special accommodations in caring for your cats!

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

I am so happy that I found Christina to take care of my little Rainbow while I was away! She was very caring and they bonded like love at first sight for our meet and greet. It shows that Christina really loves cats and went out of her way to make sure that mine was comfortable and happy! When I came home, everything was neat and clean and Rainbow was happy and ready to play as if I had never left! I would highly recommend Christina and book her again, thank you so much!

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Tracee H.
Sitter Profile Image: Chelsea G.
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Chelsea G.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
42 reviews
14 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: 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: Evan P.
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Evan P.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
47 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: Qutress T.
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Qutress T.
Star Sitter
from
$16
per visit
5.0 out of 5 stars
86 reviews
34 repeat clients
10 years of experience
Grand Boulevard, Chicago, IL, 60615

Qutress took great care of our senior cat while we were away. Her updates and cute photos were awesome, and our cat seemed to get along really well with her and her son too. Would definitely recommend!

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Sarah H.
Sitter Profile Image: Amiyah W.
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Amiyah W.
Star Sitter
from
$12
per visit
5.0 out of 5 stars
3 reviews
5 repeat clients
1 year of experience
Grand Boulevard, Chicago, IL, 60615

Amiyah is kind and caring.Glitzy had lots of fun and looked forward to her visits with Amiyah. We felt she was very well cared for and that makes vacationing easier..

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Turqueya W.
Sitter Profile Image: Victoria G.
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Victoria G.
from
$18
per visit
5.0 out of 5 stars
31 reviews
4 repeat clients
10 years of experience
Hyde Park, Chicago, IL, 60615

Victoria was amazing with my cat Edison! I'm always a little nervous leaving her with new people - she needs medication twice a day - but Victoria put me at ease. Edison had a great time too. Would highly recommend!

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

We had an amazing experience with our cat sitter! She took such great care of our cats while we were away and gave us complete peace of mind. She was reliable, caring, and attentive to their needs, and we really appreciated the regular updates and photos she sent.

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Andrea O.
Sitter Profile Image: Jasmine R.
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Jasmine R.
from
$18
per visit
4.7 out of 5 stars
12 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: Leanna M.
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Leanna M.
from
$15
per visit
20 years of experience
Chicago, IL, 60615

About: As a big sister and true animal lover, I have delighted in taking responsibility and caring for the children and fur-babies of family, friends, and neighbors for most of my life. My experience with cats is extensive, including: extended periods of 24/7 care for varying ages and needs; following veterinary instructions for administering medications; and providing proper everyday care such as feeding and basic grooming, and of course plenty of play-time and snuggles!

Sitter Profile Image: Jasmine P.
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Jasmine P.
from
$25
per visit
5.0 out of 5 stars
98 reviews
38 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: Syenna M.
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Syenna M.
from
$9
per visit
5.0 out of 5 stars
3 reviews
8 years of experience
Hyde Park, Chicago, IL, 60615

About: I have experience caring for both energetic dogs who need structure and movement, as well as more sensitive pets who benefit from patience, gentle routines, and clear communication. I’m organized, responsive, and great at managing schedules—skills I use every day in my professional work and bring directly into pet care. I pay attention to details, follow instructions carefully, and make sure owners feel fully informed while they’re away. I’m a reliable and attentive weekend pet sitter based in Boston, and I take pride in creating a calm, safe, and caring environment for every animal I look after. I work a full-time remote job during the week, but on weekends I’m fully dedicated to pet care—whether that means long walks, dedicated playtime, or simply keeping your pet company and relaxed at home. As someone who values consistency and trust, I make sure every pet gets thoughtful, individualized attention. Whether your pet needs slow, steady walks, a playful activities, or lots of affection, I’m here to help your weekend feel stress-free. If you’re looking for a sitter who is responsible, communicative, and truly loves spending her weekends with animals, I’d love to support you and your pet!

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

Tamara took great care of my cat while I was out of town! She was very responsive and transparent, keeping me updated throughout the booking. She was also really flexible & understanding when an issue came up with my keys - l couldn't have asked for a better sitter

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Janaye M.
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

Sally was fantastic. She stepped in to cat sit at the last minute, and went above and beyond to make our shy kitty feel comfortable, and leave our house better than she found it. Sally was friendly and communicative, and I’ll definitely reach out for any future pet sitting needs.

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Katya S.
Sitter Profile Image: Daphnay S.
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Daphnay S.
Star Sitter
from
$23
per visit
5.0 out of 5 stars
29 reviews
12 repeat clients
14 years of experience
Douglas, Chicago, IL, 60653

Daphne was amazing with our fur babies and gave them all the love while we were gone. She was as punctual, professional and caring. She was as excellent with communication and follow up. We will use her service again knowing the dogs are taken care of.

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Petia O.
Sitter Profile Image: Elizabeth D.
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Elizabeth D.
from
$27
per visit
5.0 out of 5 stars
31 reviews
8 repeat clients
22 years of experience
Douglas, Chicago, IL, 60609

Elizabeth was amazing with my cat. This was my first time using a sitter I didnt know personally and she eased all of my fears. Multiple updates with pictures. Not to mention being great to work with- with a calming personality. Would definitely book her again.

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Joy M.
Sitter Profile Image: Masheika S.
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Masheika S.
from
$32
per visit
5.0 out of 5 stars
72 reviews
23 repeat clients
10 years of experience
Chicago, IL, 60653

Masheika did an awesome job taking care of our cats! Very punctual, great photo updates, and our cats were very happy with the care they received. We would absolutely hire Masheika again!

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Kaeli H.
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Perfect for high energy dogs - Grand Boulevard

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
385 reviews
181 repeat clients
15 years of experience
Grand Boulevard, Chicago, IL, 60653

As always, Liz and her family did a great job with my little pup. He’s always tuckered out when he gets home and she sends me updates throughout the day as to what he’s up to. I can’t recommend her enough for a dog sitter!

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S D.
Sitter Profile Image: Tamara J.
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Tamara J.
Star Sitter
from
$40
per day
4.9 out of 5 stars
261 reviews
92 repeat clients
16 years of experience
Grand Boulevard, Chicago, IL, 60653

I was looking for daycare for my dog and am happy to have found Tamara! She’s great with communication and has been flexible which has been very helpful. And my dogs tail is always wagging when we walk up.

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Jennifer C.
Sitter Profile Image: Chelsea G.
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Chelsea G.
Star Sitter
from
$30
per day
5.0 out of 5 stars
42 reviews
14 repeat clients
20 years of experience
Douglas, Chicago, IL, 60653

About: What sets me aside from other sitters is the love i have for animals. Since i was a little girl I've always loved being around animals they were and still are very therapeutic to me. I've had big dogs from Pitbull's, Dobermann, American bullies, all the way down to tiny dogs; yorkies, shitzu etc. even different kinds of cats you name it. As I've gotten older I've gained sooo much experience to the point I've had at home births with my dogs and cats all by myself; even home training my own animals as well. My goal here is to gain a work related reputation where i can truly start doing what i love and make a name for myself until i can become that super Veterinarian I've always dreamed of being. So far all i have is personal experience with dealing with animals at home and at my job(My residents animals). This would truly mean a lot if i can show off my skills and how genuine i am with animals and even people. Pet Care currently fits for me during the week days. I work doubles every Saturday and Sunday; whereas for school i do online Vet courses which is self pace. Which means i am free during the week Monday-Friday between 9am-5pm if communicated at least at least 30min-1hr in advanced i could stay later if needed. Although, I am a mother which means i can not do any services past 7pm nor any over night services. I also am located downtown Chicago but I am willing to travel!! One thing about me i will spoil your baby(s) haha; I am very hands on and affectionate with animals unless they require space lol. I have never been a crate animal person BUT i know every household is different and every animal requires different training. Again, animals bring a lot of joy to my heart; very therapeutic for me and if given the chance you wouldn't be disappointed i promise!.

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

Bola came through for me last minute and took great care of Bea!! She sent me picture updates and communicated well throughout the day. Will definitely be booking again with her.

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Abby B.
Sitter Profile Image: Ashley B.
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Ashley B.
Star Sitter
from
$45
per day
5.0 out of 5 stars
128 reviews
58 repeat clients
23 years of experience
Hyde Park, Chicago, IL, 60615

Ashley's kindness and consideration for my dog was a true blessing! This was our first visit with her but will definitely not be our last. Her professionalism only added to my overall decision to always book with her if possible!

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

About: ✦Limited spots left for July 4th weekend• South Loop/Downtown 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: Gabriel V.
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Gabriel V.
from
$33
per day
5.0 out of 5 stars
8 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: Torin I.
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Torin I.
from
$43
per day
5.0 out of 5 stars
23 reviews
8 repeat clients
13 years of experience
Grand Boulevard, Chicago, IL, 60615

About: Hi! It's been a pleasure watching so many amazing furry friends over the years here on Rover. I recently got a little buddy myself, so I am focusing on caring for her. If you're a repeat client (I have watched your pet before) feel free to send me a message and I'll see what I can do! Thanks :) currently working week day evenings and some Sundays, but my schedule varies a lot. Feel free to check with me and I’ll let you know what it looks like! My home is completely dog-safe. They won't be able to get into any trouble whether or not I'm around. I think body language is extremely important and I have a knack for figuring out what a dog may be wanting.

Sitter Profile Image: Ebonee A.
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Ebonee A.
from
$45
per day
5.0 out of 5 stars
48 reviews
22 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: Monica M.
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Monica M.
from
$35
per day
5.0 out of 5 stars
14 reviews
5 repeat clients
19 years of experience
Bridgeport, Chicago, IL, 60608

About: Hi! My name is Monica and I recently graduated from Indiana University. I’ve grown up around animals my entire life, so caring for them has always come naturally to me. While I was in college, I fostered through local animal shelters, which gave me experience caring for animals with all different personalities, ages, and needs. I’m also currently a volunteer at the Anti-Cruelty Society in Chicago, where I help care for animals and support the shelter. I work from home, so I’m able to give pets a lot of attention throughout the day. Your pet will never be left alone for long. My dad is also recently retired and home most of the time, so there’s always someone around to give extra attention, playtime, and care. I have a small Yorkie named Tucker and a cat named Penny. They’re both very friendly and used to being around other animals. Tucker is great at matching other dogs’ energy (whether they want to play or relax), and Penny is very calm and tends to mind her own business. Whether it’s walks, playtime, feeding, or just keeping your pet company, I treat every animal like they’re part of the family. I’d love the opportunity to care for your pet and make sure they feel safe, happy, and comfortable while you’re away! I recently graduated from Indiana University and am now back home in Chicago full-time. My dad is retired and home all day, and I spend most of my time at home too, so your pet will always have company and attention. I’m not super busy and genuinely love being around animals — it’s the perfect setup! I have a private, fully fenced yard and never let pets outside without supervision. My home is spacious, and pets are welcome to relax anywhere they’d like. I also have a 2-year-old, 4.5-pound Yorkie who mostly keeps to himself but is always up for a little playtime if your pet wants a buddy! I’m happy to crate your dog at night if you prefer, or they’re welcome to sleep with me — I’d love that too!

Sitter Profile Image: Timothy B.
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Timothy B.
Star Sitter
from
$40
per day
4.8 out of 5 stars
23 reviews
6 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: Daphnay S.
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Daphnay S.
Star Sitter
from
$45
per day
5.0 out of 5 stars
29 reviews
12 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
197 reviews
71 repeat clients
10 years of experience
Lower West Side, Chicago, IL, 60608

Ashley was absolutely amazing! She went above and beyond to make sure that my dog was comfortable with his stay at her house while I worked. She was very communicative, made sure to have full understanding of his care, and gave him lots of love! From the moment I dropped him off, I can tell she really cares about the pets she and her daughter care for, when I picked Echo up at the end of the day, he was so sad to leave! I’ll definitely be booking with Ashley again! :)

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Maria C.
Sitter Profile Image: Morgan P.
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Morgan P.
from
$30
per day
5.0 out of 5 stars
20 reviews
3 repeat clients
14 years of experience
Grand Boulevard, Chicago, IL, 60653

Morgan was great! We needed someone to take care of our boy while we were at the White Sox game, and Morgan got back to us within minutes to let us know she was available. When we dropped him off she was immediately very engaging with Romeo and we could tell that she loves dogs and knows how to be around them. She did a great job watching him and I would recommend her to anyone!

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Chloe W.
Sitter Profile Image: Ania Z.
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Ania Z.
Star Sitter
from
$45
per day
5.0 out of 5 stars
141 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: Vivian N.
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Vivian N.
from
$35
per day
5.0 out of 5 stars
11 reviews
8 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: Tiffany O.
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Tiffany O.
from
$30
per day
5.0 out of 5 stars
17 reviews
5 repeat clients
20 years of experience
Hyde Park, Chicago, IL, 60615

About: With over two decades of dedicated experience in pet care, I have nurtured and cherished dogs of all ages, from playful puppies to wise elderly companions. My profound joy in this journey stems from the deep connections formed with these furry friends. Having worked with a diverse array of breeds, I've honed my understanding of their unique needs and temperaments. In addition, my expertise extends to puppy training, where patience and consistency are key. Caring for dogs isn't just a passion; it's a lifelong commitment that brings immense fulfillment. I work a full time remote schedule. I am at home Mondays and Fridays. Im off on the weekends. So I have plenty of time to play and go on walks! Your pets can sleep in the room with me on their beds or wherever makes them most comfortable. I have a baby gate or I can also crate your baby if that is what you prefer.

Sitter Profile Image: Beatriz R.
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Beatriz R.
Star Sitter
from
$37
per day
5.0 out of 5 stars
13 reviews
6 repeat clients
5 years of experience
Lower West Side, Chicago, IL, 60608

She is AMAZING thanks a lot !

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Miguel G.
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

Talla was such a sweetheart. She took great care of Wilbur and made sure to update me regarding his activities and medications. She was available last minute and was very responsive and communicative!

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Christina G.
Sitter Profile Image: Yuuka I.
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Yuuka I.
from
$33
per day
6 years of experience
Armour Square, Chicago, IL, 60616

About: I’ve been obsessed with dogs my whole life! 🐶 I grew up with my Westie, Rina, and now I’m the proud dog mom of Hiro, who I adopted as a puppy in 2020. I handled all of his potty training, crate training, leash training, and socialization, so I know firsthand that every pup has their own personality and needs. Friends and family have always trusted me to care for their dogs, and I truly treat every pup like they’re my own. Whether your dog loves long walks, playing fetch, or just curling up for cuddles, I’m happy to match their vibe. 😊 Hiro is a sweet, well-socialized little guy who loves making new friends, and I can’t wait to welcome yours into our home. I’ll make sure your pup gets lots of love, attention, exercise, and of course, plenty of photo updates while you’re away! 🐾 I currently work part time and have very flexible availability! My schedule changes every month so my availability is updated regularly. I always make sure to take at least 3 walks per day and get some time and space in to run around to get his energy out! I live nearby several parks that I take hiro to regularly! I also have him crate trained so I can do the same for you and your furbaby as needed :)

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

Adventure-ready dog walkers - Grand Boulevard

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.
from
$15
per walk
5.0 out of 5 stars
7 reviews
1 repeat client
20 years of experience
Chicago, IL, 60615

artiss did a wonderful job taking care of our pup! she communicated frequently and the doggy pics were always the best to receive.

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Angeles A.
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: Amiyah W.
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Amiyah W.
Star Sitter
from
$14
per walk
5.0 out of 5 stars
3 reviews
5 repeat clients
10 years of experience
Grand Boulevard, Chicago, IL, 60615

About: I've had pets since I was 9. From 9 till now I've had cats, dogs, fishes, and guinea pigs. I have experience with dealing with pets that may have previously trauma issues also with pets that may need careful care like medince or special needs. Even pets that don't need extra care just pets that wants to have long walks or need a lot of play time . Pet care is an important part of my routine, and I make sure I have dedicated time each day to give every pet the attention and care they deserve. I plan my schedule around my bookings so I can be reliable, on time, and fully present for walks, feedings, playtime, potty breaks, and companionship. I believe consistency is important for pets, so I do my best to maintain their normal routine and provide dependable, loving care. I provide a safe, clean, and caring environment for every pet. I follow each pet’s normal routine as closely as possible, including feeding schedules, fresh water, walks, playtime, potty breaks, and any medications if needed. I also make sure pets receive plenty of attention, affection, and exercise based on their individual needs and energy level. When caring for pets in a client’s home, I respect their space, keep the home clean, follow all care instructions carefully, and send regular photo and text updates so owners know their pets are happy and well cared for. My goal is to make every pet feel comfortable, secure, and loved while their family is away.

Sitter Profile Image: Mariam A.
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Mariam A.
from
$14
per walk
5.0 out of 5 stars
28 reviews
8 repeat clients
4 years of experience
Bridgeport, Chicago, IL, 60608

Mariam has been a great dog walker for our senior dog Hannah- she is attentive, observant, caring and a great communicator. She goes above and beyond by giving our cats some attention as well and picks up on small details with our dog who is on medication which brings us such peace of mind.

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Vanessa B.
Sitter Profile Image: Lillian M.
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Lillian M.
from
$25
per walk
5.0 out of 5 stars
29 reviews
9 repeat clients
13 years of experience
Armour Square, Chicago, IL, 60616

Lillian has been great with my dogs and very communicative throughout the walks. She took the time to make sure they were comfortable, shared updates and photos, and went above and beyond with their care. I really appreciated her flexibility and willingness to work with my schedule, especially while I was out of town. I felt confident knowing my dogs were in good hands, and I would absolutely recommend her to other pet parents.

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Carla T.
Sitter Profile Image: Jozelin R.
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Jozelin R.
from
$19
per walk
5.0 out of 5 stars
35 reviews
14 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: Elizabeth D.
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Elizabeth D.
from
$18
per walk
5.0 out of 5 stars
31 reviews
8 repeat clients
20 years of experience
Chicago, IL, 60609

About: While I do not currently share my life with a dog of my own (it's a matter of being unable to adopt every dog I lay my eyes on!), I dearly love helping pet parents keep their dogs happy and healthy and preferably in their own homes while their owners are away. I love to travel,and love to spend time with as many dogs as I can possibly fit into my day. You can often find me chatting with others about their animals, and I am always interested in hearing about every little detail. I enjoy helping people get a greater understanding regarding the welfare of their animals, and sometimes bore my friends with random and obscure dog breeds, and what I know of their temperament and behavior. I'm proud to say I try to research as many breeds as I can so that I know what to expect, and hey, it's always fun to just know why and how a breed came into existence! I happen to also be studying veterinary technology, for the knowledge of nutrition and behavior, since surgery is more information than I want. :D I am also very happy to drop by or stay with your cats, and am quite used to the varying personalities of these small creatures: the ones who like to play hide and seek, the aloof, the playful, and the grumpy. I don't mind at all, as long as the cat is comfortable, eating, and using their litter box, all is well! I can work my day around your dog or cat, as I am a dedicated sitter, and much prefer to spend my time enjoying the company of cats and dogs as much as I can. I much prefer to stay with the dog or cat in their own home, as having their familiar surroundings help them remain peaceful, happy, and comfortable.

Sitter Profile Image: Manuela G.
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Manuela G.
from
$23
per walk
5.0 out of 5 stars
28 reviews
8 repeat clients
20 years of experience
Woodlawn, Chicago, IL, 60637

Manuela is great with my dog, very reliable and easy to communicate with. It makes my workday less stressful to work with her and i appreciate her a lot.

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Jennifer D.
Sitter Profile Image: Qutress T.
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Qutress T.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
86 reviews
34 repeat clients
10 years of experience
Grand Boulevard, Chicago, IL, 60615

Qutress is so sweet to our Ellie and we are so lucky to have found her.

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

Twix loves her so much! He knows her car at this point and is jumping for us to let him go with his friend. She is so amazing withy doodle who isn’t the easiest to walk cause he is a puller and she does perfect with him. I have also used her for boarding and day care and I know when he is with her he is so happy and well taken care of ♥️

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Rania A.
Sitter Profile Image: Victoria G.
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Victoria G.
from
$20
per walk
5.0 out of 5 stars
31 reviews
4 repeat clients
30 years of experience
Hyde Park, Chicago, IL, 60615

About: Hi! I’ve cared for dogs and cats of all sizes, temperaments, and energy levels for most of my life. I’ve had dogs my entire life and cats of my own for 10 years, and I began pet sitting at 16. I’m comfortable with active and senior pets, structured routines, and medication administration. I follow instructions closely, provide reliable updates, and keep clients’ homes clean and secure. I’m currently taking a planned career sabbatical while attending school and pursuing professional development. I welcome one-time and recurring walks, drop-ins, and house sits. . Beginning August 20, I have class Tuesdays and Thursdays. On these days, I can provide early-morning and late-afternoon or evening care but will be away during normal working hours. I may also have evening commitments or part-time service shifts. . I keep my calendar current and confirm exact availability before booking. I expect clients to clearly communicate their requested schedule and services. . SERVICE AREA I’m based in Hyde Park and primarily serve clients within roughly two miles of my home—generally no more than a 20-minute bike ride. I may accept requests outside this area for an additional travel fee. . I expect to relocate closer to the Loop or Medical District in late September or early October. I welcome recurring arrangements now, including inquiries from clients near my anticipated future service area. Availability and travel pricing for care continuing after my move will be reconfirmed once my new address is finalized. . PRICING Listed rates reflect standard care. Custom pricing may apply for medication administration, medical monitoring, extended in-home presence, significant travel, or other care beyond my standard services. Any adjustment will be discussed and confirmed through Rover before booking. . CANCELLATIONS Bookings are subject to my seven-day cancellation policy. Please notify me promptly if your plans change. House sitting includes overnight care. Standard house sitting does not include continuous or 24-hour presence; pets must be able to remain safely alone during agreed timeframes. I leave as needed to care for my own cat and attend class or other scheduled obligations. . Drop-ins and walks are provided for the booked 30 or 60 minutes. Requested care must reasonably fit within that time; clients with more involved routines should book 60 minutes. . Walks are paced to each dog’s age, health, energy, and training using client-provided equipment and instructions regarding routes, commands, and reactivity. . For all services, I follow entry and alarm instructions, confirm that pets and the home are secure before leaving, and provide an update after each visit.

Sitter Profile Image: Julia G.
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Julia G.
Star Sitter
from
$14
per walk
5.0 out of 5 stars
9 reviews
3 repeat clients
6 years of experience
Hyde Park, Chicago, IL, 60614

Julia was absolutely wonderful with my pooch! My pup took to her right away. She was very communicative and flexible with accommodating my last minute requests. And with each walk I received pics and my pup couldn’t have looked happier! 😊

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Jasmyn M.
Sitter Profile Image: Chelsea G.
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Chelsea G.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
42 reviews
14 repeat clients
20 years of experience
Douglas, Chicago, IL, 60653

About: What sets me aside from other sitters is the love i have for animals. Since i was a little girl I've always loved being around animals they were and still are very therapeutic to me. I've had big dogs from Pitbull's, Dobermann, American bullies, all the way down to tiny dogs; yorkies, shitzu etc. even different kinds of cats you name it. As I've gotten older I've gained sooo much experience to the point I've had at home births with my dogs and cats all by myself; even home training my own animals as well. My goal here is to gain a work related reputation where i can truly start doing what i love and make a name for myself until i can become that super Veterinarian I've always dreamed of being. So far all i have is personal experience with dealing with animals at home and at my job(My residents animals). This would truly mean a lot if i can show off my skills and how genuine i am with animals and even people. Pet Care currently fits for me during the week days. I work doubles every Saturday and Sunday; whereas for school i do online Vet courses which is self pace. Which means i am free during the week Monday-Friday between 9am-5pm if communicated at least at least 30min-1hr in advanced i could stay later if needed. Although, I am a mother which means i can not do any services past 7pm nor any over night services. I also am located downtown Chicago but I am willing to travel!! One thing about me i will spoil your baby(s) haha; I am very hands on and affectionate with animals unless they require space lol. I have never been a crate animal person BUT i know every household is different and every animal requires different training. Again, animals bring a lot of joy to my heart; very therapeutic for me and if given the chance you wouldn't be disappointed i promise!.

Sitter Profile Image: Jenna M.
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Jenna M.
from
$21
per walk
5.0 out of 5 stars
46 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: Syenna M.
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Syenna M.
from
$12
per walk
5.0 out of 5 stars
3 reviews
8 years of experience
Hyde Park, Chicago, IL, 60615

About: I have experience caring for both energetic dogs who need structure and movement, as well as more sensitive pets who benefit from patience, gentle routines, and clear communication. I’m organized, responsive, and great at managing schedules—skills I use every day in my professional work and bring directly into pet care. I pay attention to details, follow instructions carefully, and make sure owners feel fully informed while they’re away. I’m a reliable and attentive weekend pet sitter based in Boston, and I take pride in creating a calm, safe, and caring environment for every animal I look after. I work a full-time remote job during the week, but on weekends I’m fully dedicated to pet care—whether that means long walks, dedicated playtime, or simply keeping your pet company and relaxed at home. As someone who values consistency and trust, I make sure every pet gets thoughtful, individualized attention. Whether your pet needs slow, steady walks, a playful activities, or lots of affection, I’m here to help your weekend feel stress-free. If you’re looking for a sitter who is responsible, communicative, and truly loves spending her weekends with animals, I’d love to support you and your pet!

Sitter Profile Image: Jasmine R.
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Jasmine R.
from
$18
per walk
4.7 out of 5 stars
12 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: Morgan P.
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Morgan P.
from
$16
per walk
5.0 out of 5 stars
20 reviews
3 repeat clients
14 years of experience
Grand Boulevard, Chicago, IL, 60653

Morgan does a great job with my pup. Very professional and my dog loves her.

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Michelle R.
Sitter Profile Image: Valeria V.
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Valeria V.
from
$17
per walk
5.0 out of 5 stars
5 reviews
2 repeat clients
15 years of experience
Grand Boulevard, Chicago, IL, 60653

So good with Cassius Clay, and always right on time!

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Allecia H.
Sitter Profile Image: Torin I.
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Torin I.
from
$25
per walk
5.0 out of 5 stars
23 reviews
8 repeat clients
13 years of experience
Grand Boulevard, Chicago, IL, 60615

About: Hi! It's been a pleasure watching so many amazing furry friends over the years here on Rover. I recently got a little buddy myself, so I am focusing on caring for her. If you're a repeat client (I have watched your pet before) feel free to send me a message and I'll see what I can do! Thanks :) currently working week day evenings and some Sundays, but my schedule varies a lot. Feel free to check with me and I’ll let you know what it looks like! My home is completely dog-safe. They won't be able to get into any trouble whether or not I'm around. I think body language is extremely important and I have a knack for figuring out what a dog may be wanting.

Sitter Profile Image: Masheika S.
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Masheika S.
from
$35
per walk
5.0 out of 5 stars
72 reviews
23 repeat clients
7 years of experience
Chicago, IL, 60653

Masheika is wonderful! She’s communicative and pays attention to detail. She’s very good with our anxious, scared dog, and Masheika has proven to be very patient and willing to work with her.

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Kaitlyn B.
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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 - Grand Boulevard

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
385 reviews
181 repeat clients
15 years of experience
Grand Boulevard, Chicago, IL, 60653

Liz is amazing!! Our dog Bear always has the BEST time while she and her wonderful family look after him - so much so we think he’s sad to leave them!! It’s a great feeling to know our dog is in such loving and trustworthy hands while we’re away. Liz constantly kept us up to date and we loved seeing the photos of Bear enjoying himself while we were away too.

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

We planned our trip ahead of time and Bola made sure to keep open communication along the way. As we dropped our pup off to Bola, the transition was very easy. While Bola had Junie, Bola made sure to keep us updated with pictures. Thanks Bola

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Sean O.
Sitter Profile Image: Chelsea G.
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Chelsea G.
Star Sitter
from
$35
per night
5.0 out of 5 stars
42 reviews
14 repeat clients
20 years of experience
Douglas, Chicago, IL, 60653

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

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

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

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Robert M.
Sitter Profile Image: Timothy B.
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Timothy B.
Star Sitter
from
$40
per night
4.8 out of 5 stars
23 reviews
6 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: Ashley M.
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Ashley M.
Star Sitter
from
$52
per night
5.0 out of 5 stars
197 reviews
71 repeat clients
10 years of experience
Lower West Side, Chicago, IL, 60608

Ashley is exceptional! This was our first time trying Rover and we were not sure what to expect. Ashley was responsive and very accommodating from the start. During our weeklong trip, she sent daily pics and videos along with detailed updates. She instantly put us at ease. We wouldn’t hesitate to book her again!

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

She was super great with my pup. I loved the photos and updates provided. My pup looked like he had a great time in her care. I will definetly be rebooking!

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Moni M.
Sitter Profile Image: Katie M.
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Katie M.
Star Sitter
from
$50
per night
5.0 out of 5 stars
365 reviews
99 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: Jenna M.
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Jenna M.
from
$53
per night
5.0 out of 5 stars
98 reviews
23 repeat clients
8 years of experience
Near North Side, Chicago, IL, 60654

Jenna was absolutely amazing! I felt so reassured with the pictures and videos and updates that our dog was safe, cared for, and having the nicest time! Jenna went above and beyond when our flight home was delayed and was so generous in accommodating us. Thank you Jenna! 😊

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Sarah W.
Sitter Profile Image: Linde L.
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Linde L.
from
$55
per night
5.0 out of 5 stars
18 reviews
7 repeat clients
31 years of experience
Douglas, Chicago, IL, 60616

Linde and her boys took great care of Nala while we were gone for 5 days. They treated her like their own, sharing homemade food and treats after checking with me that it was ok. They sent pix and reports to let me know how things were going. They took Nala on walks and made sure she always had company at home. I'd 10/10 recommend Linde and her family and will for sure ask them to look after Nala next time we go out of town.

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Leslie N.
Sitter Profile Image: Katie "Anni" W.
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Katie "Anni" W.
Star Sitter
from
$60
per night
5.0 out of 5 stars
102 reviews
31 repeat clients
10 years of experience
Near South Side, Chicago, IL, 60616

Anni was amazing! Both my pups absolutely loved her. She is very kind and accommodating. She was great at communicating and sending updates multiple times a day. Which put me at ease. I 1000% would recommend her. Thanks so much!!! I really appreciate you

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Nicole N.
Sitter Profile Image: Tonisa J.
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Tonisa J.
Star Sitter
from
$50
per night
5.0 out of 5 stars
81 reviews
37 repeat clients
15 years of experience
Calumet Heights, chicago, IL, 60617

Tonisa was wonderful! She answered all of my questions regarding my pups stay. She made me feel very comfortable and well informed with pics and messages from the beginning all the way to the end. Tonisa & her daughter were amazing!

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Carla C.
Sitter Profile Image: Nathan D.
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Nathan D.
Star Sitter
from
$57
per night
5.0 out of 5 stars
207 reviews
77 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: Jennifer N.
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Jennifer N.
from
$50
per night
4.9 out of 5 stars
265 reviews
124 repeat clients
6 years of experience
Lower West Side, Chicago, IL, 60608

Jennifer and her husband were great! Helped me out last minute due to a family emergency and watched my dog for 3 days with no problems! Sent me a video every day :) Would bring my dog back here for sure!

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

Fantastic job caring for Tipo during the winter storm. Ensured that his booties and coat were on for his walk. Played with him to get some of his energy out. Sent pics and updates daily during our two week stay.

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Pann & Veena P.
Sitter Profile Image: Dominique F.
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Dominique F.
from
$43
per night
4.6 out of 5 stars
73 reviews
39 repeat clients
16 years of experience
South Shore, Chicago, IL, 60637

I am very particular about who I let be around my fur babies so finding Dominique was heaven sent! She’s amazing and does well with handling both of my pits who I know have tons of energy! I appreciate her a lot!

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

Angel was definitely a star sitter! Was out of pocket for a few days and he gave me regular updates on how my pup was doing. 10/10 would book again!

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John F.
Sitter Profile Image: Jiayi G.
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Jiayi G.
Star Sitter
from
$40
per night
5.0 out of 5 stars
14 reviews
3 repeat clients
4 years of experience
Near South Side, Chicago, IL, 60605

Jiayi is great! Best sitter in South Loop for sure! I love all the picture updates and she sent me every day and my dog Nara enjoyed her time with Jiayi a lot! 5 stars!!!

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Zihao G.
Sitter Profile Image: Ashley B.
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Ashley B.
Star Sitter
from
$65
per night
5.0 out of 5 stars
128 reviews
58 repeat clients
23 years of experience
Hyde Park, Chicago, IL, 60615

Ashley is a great communicator and responds quickly to requests. She has taken good care of our dog on repeat bookings. Reliable and easy to work with!

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

This was Miji’s third boarding with Steven and Amanda. We always feel secure when going on a trip as we know Miji loves to stay there. He was even unwilling to go home when we picked him up.🤣

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Ruby T.
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