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
392 reviews
185 repeat clients
15 years of experience
Grand Boulevard, Chicago, IL, 60653

Teddy is our 150lb Bullmastiff and EK and her family welcomed him like the rest of the tiny tots that are looked after daily. She is trustworthy and reliable. We hadn't been on a real vacation in 2yrs we had no issues or worries while gone.

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

I have been going to Bola for quite some time now and she is very accommodating when it comes to my 90 pound Goldendoodle. I truly appreciate her flexibility and support in watching him from time to time as I navigate my first pregnancy,

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

Daphnay was wonderful. I was really scared to leave my baby with a stranger and Daphnay put me at ease. I highly recommend her and will be using her again in the future.

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L M P.
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: Brandon E.
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Brandon E.
from
$50
per night
4.9 out of 5 stars
31 reviews
15 repeat clients
35 years of experience
South Shore, Chicago, IL, 60649

"Brandon has watched my dog, Cookie, three times now, and each time has been fantastic. He consistently provides excellent care, ensuring Cookie is happy and well-taken care of. I couldn't ask for a better dog sitter and highly recommend Brandon for his reliable and professional service!"

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

Ashley is amazing and was able to take my girls on short notice! They love spending time with Ashley and her daughter Marina and I know they are super well cared for! 🐾💜

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Angie S.
Sitter Profile Image: Ksenia D.
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Ksenia D.
Star Sitter
from
$50
per night
4.9 out of 5 stars
46 reviews
21 repeat clients
4 years of experience
Near North Side, Chicago, IL, 60611

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

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Maddie E.
Sitter Profile Image: Beverly B.
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Beverly B.
Star Sitter
from
$40
per night
5.0 out of 5 stars
273 reviews
107 repeat clients
7 years of experience
Chatham, Chicago, IL, 60620

Ms Beverly is absolutely amazing, she sent pictures of my baby, which made me and my husband feel at ease. I will definitely be utilizing her service again. If Toodles could talk he was have said by Auntie Beverly ?

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

I can’t say enough great things about Kamiah! She took such amazing care of my dog, Autumn, and made the whole experience stress free for both of us. Autumn absolutely loves her, and it was clear from the start that Kamiah treats her like family. She kept me updated throughout Autumn’s entire stay with plenty of pictures and videos, which gave me so much peace of mind. It was so reassuring to see how happy and comfortable Autumn was in her care. I highly recommend Kamiah to anyone looking for someone reliable, loving, and attentive to care for their fur babies. She’s truly the best!

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

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

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

She was an amazing choice and Bailey loved being with her and her doggo. If you want a safe sitter and one that will give all their love and attention to them, she is the one! I will most definitely be rebooking again.

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Richard G.
Sitter Profile Image: Jennifer N.
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Jennifer N.
Star Sitter
from
$50
per night
4.9 out of 5 stars
281 reviews
128 repeat clients
6 years of experience
Lower West Side, Chicago, IL, 60608

Booking Jennifer for dog sitting was a fantastic decision. Her attentiveness to my dog gave me complete peace of mind, and her super quick responses to my messages were a huge plus. I'd absolutely choose her again for future sitting needs.

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Soleil L.
Sitter Profile Image: Andrea B.
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Andrea B.
Star Sitter
from
$57
per night
5.0 out of 5 stars
18 reviews
3 repeat clients
15 years of experience
Loop, Chicago, IL, 60607

Andrea was consistently communicative throughout my dog’s stay - I felt comfortable going out of town because she kept my dog safe and happy! Not only did Andrea accept my last minute boarding request but she made sure to clarify any questions to ensure that my dog was well taken care of. I would book her again!

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Anne N.
Sitter Profile Image: MICHAEL C.
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MICHAEL C.
Star Sitter
from
$45
per night
4.9 out of 5 stars
58 reviews
9 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: Timothy B.
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Timothy B.
Star Sitter
from
$40
per night
4.9 out of 5 stars
29 reviews
8 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: Ann V.
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Ann V.
Star Sitter
from
$65
per night
5.0 out of 5 stars
141 reviews
30 repeat clients
2 years of experience
Near South Side, Chicago, IL, 60605

Ann takes such good care of my dog and truly treats him like her own! She’s very flexible and gives great updates, really appreciate her good communication!

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Denise R.
Sitter Profile Image: Kyla & Barbara G.
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Kyla & Barbara G.
Star Sitter
from
$35
per night
5.0 out of 5 stars
74 reviews
29 repeat clients
20 years of experience
West Elsdon, Chicago, IL, 60632

Great experience with Kyla, it was my first time using the service for my Teddy and I was really nervous to not have him with family who normally watch him and since my daughter was moving same weekend(who normally has watched him) I said let me read reviews and go with it. Kyla kept me informed on Teddy’s progress with pictures and videos and my boy seemed happy to be there. I will use again in future for upcoming trips.

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

Tamara was absolutely amazing!! She took such great care of Ollie. She was super attentive, patient, and thoughtful throughout his stay. I loved getting the daily photo updates; it really gave me peace of mind while I was away. She accepted my booking on very short notice, which I truly appreciated. I would highly recommend her to anyone looking for a caring and reliable sitter!

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Raven C.
Sitter Profile Image: Magdalena M.
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Magdalena M.
Star Sitter
from
$38
per night
5.0 out of 5 stars
15 reviews
6 repeat clients
3 years of experience
Lower West Side, Chicago, IL, 60608

Magdalena did a great job watching our dog for the week. She proactively provided updates and pictures and was very responsive. She exhibited great care for our dog asking questions related to behaviors and patterns. Will trust her to watch our pets in the future!

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Charles U.
Sitter Profile Image: Jessica G.
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Jessica G.
Star Sitter
from
$40
per night
5.0 out of 5 stars
13 reviews
5 repeat clients
10 years of experience
New City, chicago, IL, 60609

Krypto enjoyed a lot at Jessica's place. She was very kind enough to send so many pics of krypto and she took good care of him. Will recommend her for everyone.

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Sunitha B.
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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: Nadine T.
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Nadine T.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
56 reviews
14 repeat clients
15 years of experience
Near South Side, Chicago, IL, 60616

Nadine was great! She was patient with my sassy cat and very communicative with me while I was on vacation. Would definitely use Nadine in the future.

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Stephanie D.
Sitter Profile Image: Tamara J.
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Tamara J.
Star Sitter
from
$25
per visit
4.9 out of 5 stars
274 reviews
98 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: Jasmine P.
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Jasmine P.
from
$25
per visit
5.0 out of 5 stars
99 reviews
38 repeat clients
13 years of experience
Kenwood, Chicago, IL, 60615

Did an excellent job taking care of my cat and following all care instructions. When I got back my apartment was clean and my cat looked healthy and happy.

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

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

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Luke M.
Sitter Profile Image: 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
54 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: Jessica G.
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Jessica G.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
13 reviews
5 repeat clients
10 years of experience
New City, chicago, IL, 60609

Jessica was super great and took the time to make sure my shy kitty was comfortable! She is thoughtful and patient. Would book her again in a heartbeat!

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

Christina took amazing care of our cats when we went out of town. She was consistently punctual, reliable, and went above and beyond when we need it came to cleanliness. She administered medication to our older cat and spent extra time playing with our younger cat. She even picked up our packages. Leaving your pets with Christina means leaving them in the best hands.

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Jordan L.
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: Huibo L.
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Huibo L.
from
$15
per visit
5.0 out of 5 stars
1 review
2 repeat clients
8 years of experience
Chicago, IL, 60615

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

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Dominique L.
Sitter Profile Image: Erin M.
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Erin M.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
22 reviews
10 repeat clients
1 year of experience
Hyde Park, Chicago, IL, 60637

Erin was a great help for us on short notice. She was promptly communicative, reliably on time, followed instructions perfectly, and most importantly treated my bunny with care and affection. Thank you Erin!

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Alexis M.
Sitter Profile Image: Jenna M.
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Jenna M.
from
$18
per visit
5.0 out of 5 stars
48 reviews
20 repeat clients
15 years of experience
Bridgeport, Chicago, IL, 60608

Jenna was so great! Super communicative, friendly, and great with my cats. I felt very comfortable knowing that they were in great hands while I was gone for the holidays. I would definitely book with Jenna again!!

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Caroline R.
Sitter Profile Image: Ruari H.
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Ruari H.
Star Sitter
from
$9
per visit
5.0 out of 5 stars
7 reviews
3 repeat clients
5 years of experience
Bridgeport, Chicago, IL, 60616

Ruari was very responsive and sent photos to make certain to me that everything was good for our pet. Would recommend to anyone

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

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

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

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

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Natala B.
Sitter Profile Image: 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: 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: Leah H.
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Leah H.
from
$14
per visit
4.8 out of 5 stars
8 reviews
1 repeat client
10 years of experience
Grand Boulevard, Chicago, IL, 60653

Leah was great. Communication with her was easy and she was very accommodating to my busy schedule. Sent me plenty of pics of my babies while I was away. Would definitely work with her again!

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

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

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

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.
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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
392 reviews
185 repeat clients
15 years of experience
Grand Boulevard, Chicago, IL, 60653

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

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Emma H.
Sitter Profile Image: Chelsea G.
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Chelsea G.
Star Sitter
from
$32
per day
5.0 out of 5 stars
48 reviews
17 repeat clients
20 years of experience
Douglas, Chicago, IL, 60653

Chelsea took great care of our elderly, special-needs dog with awesome communication

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Gail O.
Sitter Profile Image: Tamara J.
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Tamara J.
Star Sitter
from
$40
per day
4.9 out of 5 stars
274 reviews
98 repeat clients
16 years of experience
Grand Boulevard, Chicago, IL, 60653

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

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Jennifer C.
Sitter Profile Image: Bola A.
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Bola A.
from
$49
per day
4.9 out of 5 stars
186 reviews
73 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: Brianna M.
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Brianna M.
from
$35
per day
5.0 out of 5 stars
2 reviews
1 year of experience
Grand Boulevard, Chicago, IL, 60653

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

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

About: ✦Now Accepting bookings for Labor Day 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: Daphnay S.
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Daphnay S.
Star Sitter
from
$45
per day
5.0 out of 5 stars
31 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
206 reviews
73 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: Ebonee A.
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Ebonee A.
Star Sitter
from
$45
per day
5.0 out of 5 stars
49 reviews
23 repeat clients
15 years of experience
Hyde Park, Chicago, IL, 60615

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

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

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

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

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

Sitter Profile Image: Pamela K.
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Pamela K.
from
$40
per day
4.8 out of 5 stars
33 reviews
12 repeat clients
20 years of experience
Grand Boulevard, Chicago, IL, 60615

Pamela is the sweetest and Charlie simply LOVES her. I'm so grateful that she cares for him so lovingly and truly enjoys him. She sends sweet updates that warm my heart. Why leave him alone when he can be so well cared for! I'll book with her again and again!!

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Karen N.
Sitter Profile Image: Katie "Anni" W.
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Katie "Anni" W.
Star Sitter
from
$54
per day
5.0 out of 5 stars
106 reviews
31 repeat clients
10 years of experience
Near South Side, Chicago, IL, 60616

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

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Cadence P.
Sitter Profile Image: Divya C.
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Divya C.
from
$30
per day
5.0 out of 5 stars
15 reviews
6 repeat clients
8 years of experience
Douglas, Chicago, IL, 60616

Divya is the GOAT. From beginning (before drop off) to end (after pick up) she was attentive to not only my dog’s well-being and happiness, but also my questions. She was very responsive and had top tier communication with me throughout the day. She even sent pictures of my dog and gave updates on how she was doing. I’d strongly recommend her if you are looking for someone to care for your pet, and I’ll definitely be rebooking :)

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Lea S.
Sitter Profile Image: Caitlin M.
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Caitlin M.
from
$40
per day
1 repeat client
30 years of experience
McKinley Park, Chicago, IL, 60609

About: I’ve taken care of or have had animals since I was a child. Currently I have a cat named Ida who is very sweet & affectionate. I just graduated with a Master’s of Social Work. Before beginning my career, I’m taking some down time and taking care of animals. This gives me the ability to prioritize your pets needs! My environment is animal friendly. I have a fenced in back yard and live near a park. I have a cat named Ida who is welcoming to new animals inside our home. I allow animals on my bed and furniture.

Sitter Profile Image: Jennifer N.
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Jennifer N.
Star Sitter
from
$30
per day
4.9 out of 5 stars
281 reviews
128 repeat clients
6 years of experience
Lower West Side, Chicago, IL, 60608

We were visiting Chicago for a graduation and left our young golden retriever with Jennifer and her family. They have a nice yard set up and there were other dogs there for her to play with. They sent a video each day, which we appreciated, as well. Thank you!

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Nancy D.
Sitter Profile Image: Felipe S.
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Felipe S.
from
$37
per day
5.0 out of 5 stars
10 reviews
4 repeat clients
10 years of experience
Near South Side, Chicago, IL, 60605

About: Hi! I’m 32 years old and live in Chicago with my sweet and wonderful cat, Simon. My connection with animals started at a very young age, with my first best friend, Pablo — a 40kg Dalmatian who was my partner in crime for many years. We took care of each other and, whenever the neighbors needed a little help, somehow we ended up taking care of most of the neighborhood too! As I grew up and moved between different countries, animals continued to be an important part of my life. Along the way, I’ve had the chance to meet and care for many different furry friends, each with their own personality and way of connecting. Today, Simon is my little companion, and I’d love to bring that same care, patience, and affection to your pets while you’re away. I know how important it is to feel confident that your pet is in good hands — and I treat every animal as an individual, with plenty of attention, respect, and love. I run my own company, so my days are busy and flexible. I always make time for animals, because they bring balance, joy, and connection. I’m comfortable caring for all kinds of animals and helping with whatever they need — from visits, walks, baths, and cleanup to playtime, companionship, and simply being there when they need someone around. I also understand that every animal has a different way of adapting to a new environment. I’m currently going through this process with Simon after moving into a new home, and it has taught me even more about how important patience and trust are. For them, everything is new: the people, the smells, the sounds, and the surroundings. It takes time to understand what feels safe. Simon loves going for walks, so we’ve been taking it step by step. Every day, we explore a little farther, stopping to sniff and investigate until a strange noise tells him, “Okay, time to go home!” 😄 Our building’s main lobby, which was once completely unfamiliar, is now a place where he feels comfortable walking around and spending time with me. And soon, I’m hoping Millennium Park will become part of our little adventure too! :) That’s the same approach I bring to every pet I care for: no rushing, no forcing — just patience, attention, and allowing them to build confidence at their own pace.

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: Carmina E.
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Carmina E.
from
$60
per day
4.9 out of 5 stars
14 reviews
4 repeat clients
8 years of experience
Loop, Chicago, IL, 60605

Moose had a great time with Carmina this weekend! She was very responsive and easy to coordinate with, we will definitely be using her again!

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

Adventure-ready dog walkers - 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: Tamara J.
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Tamara J.
Star Sitter
from
$25
per walk
4.9 out of 5 stars
274 reviews
98 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: artiss m.
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artiss m.
Star Sitter
from
$17
per walk
5.0 out of 5 stars
13 reviews
5 repeat clients
20 years of experience
Chicago, IL, 60615

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

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

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

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

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

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Abi S.
Sitter Profile Image: Brianna M.
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Brianna M.
from
$20
per walk
5.0 out of 5 stars
2 reviews
1 year of experience
Grand Boulevard, Chicago, IL, 60653

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

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

I’m so grateful I found Jenna. She’s been a blessing for me and my dog. Zara is always excited to see her, and I can tell that Jenna treats my baby with so much patience and love. Jenna’s reliability and kindness mean the world to us.

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Ciera B.
Sitter Profile Image: Evan P.
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Evan P.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
54 reviews
17 repeat clients
17 years of experience
Hyde Park, Chicago, IL, 60615

Thanks for walking Bailey! He was happy!

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Colleen F.
Sitter Profile Image: Page M.
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Page M.
from
$20
per walk
25 years of experience
Chicago, IL, 60637

About: I’m a lifelong animal lover with years of experience caring for dogs of all sizes, ages, and personalities. Before joining Rover, I regularly used Wag to walk and care for dogs, so I’m familiar with working with different breeds, temperaments, routines, and owner preferences. I’m new to Rover, but not new to dog walking or pet care. I’ve also cared for dogs in my own home and helped friends and family with their pets. I’m comfortable with energetic dogs, senior dogs, shy dogs, and dogs who need a little extra patience and attention. I enjoy long walks, exploring new neighborhoods, and making sure every dog gets the exercise, enrichment, and care they need. I live on Chicago's Far South Side, but most of my clients are in neighborhoods farther north, including Lincoln Park, Fulton Market, and nearby areas. I’m happy to travel for scheduled walks and drop-in visits, so I’m a good fit if you’re looking for a reliable walker or sitter who is willing to come to you. I’m happy to accommodate each dog’s routine, including feeding schedules, medications, special instructions, and plenty of updates while you’re away. Whether your dog needs a quick potty break, a long walk, or a reliable sitter, I’ll treat them like one of my own. Pet care is already a regular part of my daily routine through caring for my own dogs. I’m used to incorporating walks, feeding, play, training, and general care into my day and paying close attention to each dog’s individual needs. I currently work part-time, and I enjoy being active and spending time with animals. I have a fenced-in yard and two friendly dogs of my own, so I’m very comfortable managing dogs with different personalities, energy levels, and routines. When caring for pets in my home, I prioritize safety and make sure all dogs are comfortable with one another. In clients’ homes, I follow their routines and instructions closely and focus on keeping their pets safe, comfortable, and well cared for.

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

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

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

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

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

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

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Tammy M.
Sitter Profile Image: Ian H.
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Ian H.
from
$20
per walk
4 years of experience
Hyde Park, Chicago, IL, 60615

About: I’ve always been the go-to among family and friends to watch their animals when they are gone for trips or vacations or need extra help. I’m an avid walker in general, and a walk is always better with a pet! I’ve volunteered for two years at animal shelters, trained and raised a puppy, and have experience caring for pets young and old. I’m currently a writer, remote copy-editor, and substitute teacher with an incredibly flexible schedule at the moment. I can watch, walk, and care for dogs and cats pretty much 24/7 at the moment. The only thing I cannot do is host animals in my home due to my apartment’s lease. Every pet is different and every pet owner cares for their pet differently. Let me know all your animals quirks and needs and I’ll meet them happily! I’d love to walk your dog around the park or neighborhood, give them them their special treats, respect your cat’s weird boundaries and quirks, etc, etc. :)

Sitter Profile Image: Lillian M.
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Lillian M.
from
$25
per walk
5.0 out of 5 stars
32 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: Ruari H.
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Ruari H.
Star Sitter
from
$10
per walk
5.0 out of 5 stars
7 reviews
3 repeat clients
6 years of experience
Bridgeport, Chicago, IL, 60616

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

Sitter Profile Image: Syenna M.
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Syenna M.
from
$15
per walk
5.0 out of 5 stars
3 reviews
1 repeat client
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: Huibo L.
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Huibo L.
from
$19
per walk
5.0 out of 5 stars
1 review
2 repeat clients
10 years of experience
Hyde Park, Chicago, IL, 60615

About: I’ve taken care of my own dog and cat for 7 years and before then was the go to sitter for all my friends with pets! I’m also a PhD student in psychology working in animal behaviors. Since young, I understand animals and respect them: how we treat them influences their behaviors. I’ve got the heart and the training to give your babies the best care they deserve when you are away! My schedule is flexible as long as we communicate in advance. Mornings work the best at the moment but let me know what you need I’ll try to make it work :) I have a comfy apartment with one dog and one cat. They’ll keep your baby company if you board with us. I’m skilled in introducing new animals to each other, I try to adjust to each animals temperaments. On other visits I try to get to your babies first as well, and of course your tips are always appreciated as you know them the best!

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: 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.

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

Teddy is our 150lb Bullmastiff and EK and her family welcomed him like the rest of the tiny tots that are looked after daily. She is trustworthy and reliable. We hadn't been on a real vacation in 2yrs we had no issues or worries while gone.

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

I have been going to Bola for quite some time now and she is very accommodating when it comes to my 90 pound Goldendoodle. I truly appreciate her flexibility and support in watching him from time to time as I navigate my first pregnancy,

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Christina E.
Sitter Profile Image: Brandon E.
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Brandon E.
from
$50
per night
4.9 out of 5 stars
31 reviews
15 repeat clients
35 years of experience
South Shore, Chicago, IL, 60649

"Brandon has watched my dog, Cookie, three times now, and each time has been fantastic. He consistently provides excellent care, ensuring Cookie is happy and well-taken care of. I couldn't ask for a better dog sitter and highly recommend Brandon for his reliable and professional service!"

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

Ashley is amazing and was able to take my girls on short notice! They love spending time with Ashley and her daughter Marina and I know they are super well cared for! 🐾💜

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Angie S.
Sitter Profile Image: Beverly B.
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Beverly B.
Star Sitter
from
$40
per night
5.0 out of 5 stars
273 reviews
107 repeat clients
7 years of experience
Chatham, Chicago, IL, 60620

Ms Beverly is absolutely amazing, she sent pictures of my baby, which made me and my husband feel at ease. I will definitely be utilizing her service again. If Toodles could talk he was have said by Auntie Beverly ?

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Lolita N.
Sitter Profile Image: Ania Z.
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Ania Z.
Star Sitter
from
$60
per night
5.0 out of 5 stars
149 reviews
6 repeat clients
3 years of experience
Near South Side, Chicago, IL, 60605

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

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

She was an amazing choice and Bailey loved being with her and her doggo. If you want a safe sitter and one that will give all their love and attention to them, she is the one! I will most definitely be rebooking again.

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Richard G.
Sitter Profile Image: Jennifer N.
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Jennifer N.
Star Sitter
from
$50
per night
4.9 out of 5 stars
281 reviews
128 repeat clients
6 years of experience
Lower West Side, Chicago, IL, 60608

Booking Jennifer for dog sitting was a fantastic decision. Her attentiveness to my dog gave me complete peace of mind, and her super quick responses to my messages were a huge plus. I'd absolutely choose her again for future sitting needs.

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Soleil L.
Sitter Profile Image: Timothy B.
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Timothy B.
Star Sitter
from
$40
per night
4.9 out of 5 stars
29 reviews
8 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: Tamara J.
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Tamara J.
Star Sitter
from
$55
per night
4.9 out of 5 stars
274 reviews
98 repeat clients
16 years of experience
Grand Boulevard, Chicago, IL, 60653

Tamara was absolutely amazing!! She took such great care of Ollie. She was super attentive, patient, and thoughtful throughout his stay. I loved getting the daily photo updates; it really gave me peace of mind while I was away. She accepted my booking on very short notice, which I truly appreciated. I would highly recommend her to anyone looking for a caring and reliable sitter!

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Raven C.
Sitter Profile Image: Ana M.
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Ana M.
from
$45
per night
20 years of experience
Hyde Park, Chicago, IL, 60615

About: I've been surrounded by animals my whole life, and I wouldn't have it any other way. At home in Colombia, my house was full of paws: four cats, a shepherd dog, and a beagle before that. I've also pet sat for friends' dogs, including a Yorkie and a Cocker Spaniel. I have a special patience for puppies: the training, the energy, the chaos; I genuinely love it. And since I'm not working right now, your pet gets my full attention, all day long. No rushing home after a shift, just 100% focused, loving care. I live in Hyde Park, right in front of Harold Washington Park, and just minutes from Jackson Park, so long walks and outdoor playtime are always on the menu! I considered studying veterinary but realized I simply can't stand seeing animals suffer, which tells you everything about how much I care. My goal is simple: to make your pet feel as loved as mine do back home. Since I'm currently not working, pet care fits perfectly and naturally into my entire day. I wake up late morning, which means lazy morning cuddles are always on the table, perfect for cats or calm dogs who love a slow start to the day. From there, my day is completely flexible and centered around the pet's routine, whether that's feeding, litter care, playtime at home, or heading out for a walk to Harold Washington Park or Jackson Park, both just minutes from my place. I'm also available for overnight stays, so pets never have to spend the night alone or anxious in an unfamiliar space. At my home in Hyde Park: My apartment is a calm and loving space, no other pets, so your furry friend gets all the attention. I'm home all day, which means no long lonely hours. For cats, I make sure to provide a comfortable, stress-free environment, respecting their need for space and routine. For dogs, living right in front of Harold Washington Park and minutes from Jackson Park means fresh air and walks are always just steps away. I also offer overnight stays, so pets can settle in and feel truly at home. At your home: I understand that many pets, especially cats, feel most comfortable in their own space. When visiting your home, I follow your pet's established routine as closely as possible, feeding schedules, litter care, favorite toys, nap spots. I don't just stop by quickly, I stay long enough for real playtime and genuine connection. In both cases: I treat every pet like my own. Growing up with cats, dogs, and everything in between taught me to read animal behavior, respect their boundaries, and give them the kind of love and patience they deserve. And since my own two cats are waiting for me back in Colombia, I know exactly what it feels like to trust someone with the animals you love most. 🐾❤️

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

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

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Chuck E.
Sitter Profile Image: Manuel P.
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Manuel P.
from
$42
per night
4.9 out of 5 stars
57 reviews
20 repeat clients
8 years of experience
West Lawn, Chicago, IL, 60629

Great Care! Manuel was professional and caring. He communicated throughout the day, sending updates and pictures. He went above and beyond caring for Levi. She was extremely happy and tired when I picked he up. I would highly recommend Manuel to take care of your Furbaby!

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Timothy H.
Sitter Profile Image: Fred C.
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Fred C.
Star Sitter
from
$50
per night
5.0 out of 5 stars
45 reviews
9 repeat clients
25 years of experience
Lower West Side, Chicago, IL, 60616

Fred was absolutely wonderful to coordinate with, super responsive! And he sent daily updates and pics of our sweet boy. Dante was the right amount of excited to see us, and I think he definitely enjoyed his time with Fred. Thank you so much!!!!

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

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

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Greta F.
Sitter Profile Image: Steven R.
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Steven R.
Star Sitter
from
$58
per night
5.0 out of 5 stars
72 reviews
23 repeat clients
50 years of experience
Near North Side, Chicago, IL, 60611

Steven is great. Sends me daily reports with pics. My flight was delayed and he was extremely flexible in helping me out with an extended stay.

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

Tonisha is very kind, flexible, responsive. I missed my drop off window and she was very gracious. She shared daily photos and asked about Langston’s behaviors to ensure he was safe i.e.going on walks, etc. If possible, we hope to work with her again.

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

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

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Pranshul G.
Sitter Profile Image: Katie "Anni" W.
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Katie "Anni" W.
Star Sitter
from
$55
per night
5.0 out of 5 stars
106 reviews
31 repeat clients
10 years of experience
Near South Side, Chicago, IL, 60616

Anni did an amazing job taking care of our fur babies! She was responsive, asked questions, and kept us updated while we were away on our vacation. It was a first time boarding our pets and Anni did a great job easing any concerns we had. Our pets were at ease with her and felt very at home in her space. Would definitely recommend!

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Alyson P.
Sitter Profile Image: Thomas Q.
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Thomas Q.
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$30
per night
5.0 out of 5 stars
3 reviews
35 years of experience
Near South Side, Chicago, IL, 60616

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

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Samantha M.
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