Personalized care for your dog or cat - Douglas

Highly-rated overnight sitters - Douglas

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: Chelsea G.
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Chelsea G.
Star Sitter
from
$35
per night
5.0 out of 5 stars
45 reviews
17 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: E K.
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E K.
Star Sitter
from
$45
per night
5.0 out of 5 stars
390 reviews
184 repeat clients
15 years of experience
Grand Boulevard, Chicago, IL, 60653

Bernie’s hosts were wonderful, especially in the unflustered and caring way they dealt with a transportation crisis my wife and I had. They made me feel like they would have happily made extra room in their family for another week as cooly as they did for an extra day. Bernie is an untroubled, self-confident old girl who enjoys human and canine company, and this was a great environment for her with very nice dog-loving people.

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Paul T.
Sitter Profile Image: Bola A.
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Bola A.
from
$45
per night
4.9 out of 5 stars
181 reviews
69 repeat clients
15 years of experience
Hyde Park, Chicago, IL, 60637

She was fantastic and so helpful. Best with pics and updates. Thank you for taking care of my boy. Will definitely be letting my man stay with you again.

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Henry A.
Sitter Profile Image: Dulce R.
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Dulce R.
from
$70
per night
5.0 out of 5 stars
23 reviews
8 repeat clients
12 years of experience
Near South Side, Chicago, IL, 60605

Dulce is a fantastic sitter - very communicative, follows all instructions, and sends great updates with adorable photos. My dog, Moose, loves her and her little dog! We ran into them on a walk after his most recent stay and he planted his feet to wait for them and tried to follow them home. I would be so happy to have Dulce watch my dog again!

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

Ann is awesome! She kept me updated throughout Briggs entire stay and even made him food when he didn’t want to eat his own. I appreciate all the pics and attention she gave him.

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Jaclyn P.
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

Tim is a great guy who is amazing with animals. He provided pictures and updates every day. My dog did not even want to leave. He obviously provided great care and was very flexible with my schedule for pick up and drop off. I really appreciate his dedication and genuine love of animals.

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

Ashley was great and took great care of our dog. She was communicative and sent a bunch of photos to make sure we were updated on how he was doing. Took him to the dog park, on walks, etc. Made us feel completely at ease while we were on a trip.

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Dustin S.
Sitter Profile Image: Ania Z.
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Ania Z.
Star Sitter
from
$60
per night
5.0 out of 5 stars
147 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: Kamiah & Casius D.
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Kamiah & Casius D.
Star Sitter
from
$45
per night
5.0 out of 5 stars
38 reviews
25 repeat clients
3 years of experience
Woodlawn, Chicago, IL, 60637

Kamiah and Casius were great sitters for Bailey. For me, it was a very last minute booking and Kamiah was incredibly accommodating to make it work. She was also very quick to contact us on the first day when Bailey wasn't eating (but everything was fine, as this is how Bailey always is at a new place), and Bailey looked very happy in the photos and videos we got each day. Also, Kamiah's pick-up and drop-off were prompt and efficient. I definitely plan to use them again!

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

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

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

Katie was great! Chloe seemed like she had a fun time with her. Katie sent lots of pictures! We also were really grateful for how accommodating Katie was - our flight was delayed and she was so nice about us having to switch around pickup plans.

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Maggie S.
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
11 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: Daphnay S.
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Daphnay S.
Star Sitter
from
$45
per night
5.0 out of 5 stars
30 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: Mia L.
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Mia L.
Star Sitter
from
$50
per night
5.0 out of 5 stars
47 reviews
15 repeat clients
10 years of experience
Near North Side, Chicago, IL, 60611

Mia was so great! I got multiple photos and updates every day. He got plenty of exercise and play time. She did a great job giving my anxious dog medication. I felt at ease knowing my dog was well taken care of during an extended stay. Would recommend and book again!

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

Great as always. Had a personal emergency pop up and she was so easy to work with around it. Your animals will always be in great hands with her.

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J.T. A.
Sitter Profile Image: MICHAEL C.
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MICHAEL C.
Star Sitter
from
$40
per night
4.9 out of 5 stars
53 reviews
8 repeat clients
25 years of experience
North Lawndale, CHICAGO, IL, 60623

Prince absolutely loves it when I bring him here while I’m away. Joanna always takes good care of my baby. Going above and beyond. Very much so appreciated. Will be rebooking again soon

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

Hannah was fantastic with my dog, Callie! She took her out to her farm, which she loved, and kept me updated with plenty of pictures and messages throughout the stay. Hannah even gave her a bath before bringing her back to the city, which was a thoughtful touch. I could tell Callie was well cared for and had a great time. I will definitely be booking with Hannah again!

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Mitchell G.
Sitter Profile Image: Andre S.
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Andre S.
from
$57
per night
4.8 out of 5 stars
19 reviews
5 repeat clients
8 years of experience
Loop, Chicago, IL, 60605

Andre took amazing care of Howie during his stay!! Andre and his partner sent me updates and made me feel at ease while I was away! I will definitely recommend Andre to anyone!!

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

This is the second time I've worked with Tamara. Both times she provided daily pictures with information on how Frank was doing. He came home well rested and happy. Thanks again Tamara!!🐶

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James B.
Sitter Profile Image: Steven R.
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Steven R.
Star Sitter
from
$58
per night
5.0 out of 5 stars
60 reviews
21 repeat clients
50 years of experience
Near North Side, Chicago, IL, 60611

I came back to a happy pup. Steven sent pics and gave me assurance that kelce was happy and comfortable when I was away. I hope Steven has availability next time I go out of town.

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Clayton S.
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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 - Douglas

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

Christina did a great job taking care of my five cats, two of whom zi have medical needs. I really appreciated her daily updates and photos of my boys.

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Susan B.
Sitter Profile Image: Kaylie L.
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Kaylie L.
Star Sitter
from
$17
per visit
5.0 out of 5 stars
12 reviews
3 repeat clients
34 years of experience
Near South Side, Chicago, IL, 60616

Kaylie did an amazing job taking care of our girls! She was very communicative & kept us updated with tons of pictures while we were away. I would 100% recommend her & book with her again :)

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Payton D.
Sitter Profile Image: Sarah B.
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Sarah B.
Star Sitter
from
$20
per visit
4.9 out of 5 stars
54 reviews
10 repeat clients
12 years of experience
Bridgeport, Chicago, IL, 60616

Sarah did a fantastic job looking after my two senior cats while I was out of town. She was communicative and followed my instructions for feeding and giving meds perfectly. I could relax and enjoy my break knowing that my cats were in good hands while I was away!

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Danielle P.
Sitter Profile Image: Mariam A.
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Mariam A.
from
$13
per visit
5.0 out of 5 stars
35 reviews
9 repeat clients
4 years of experience
Bridgeport, Chicago, IL, 60608

Mariam did a fantastic job watching our cat! She was very communicative and professional; she updated us after every visit and sent lots of pictures. 10/10 would recommend and will be using her services again!!

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

Qutress is an amazing sitter. My cat felt comfortable with her very quickly and loved when she would visit. Qutress sent me thorough updates and lovely photos every time she went to check in on her. If I leave town again I’d definitely want to rebook with Qutress (and so would my cat!).

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Ceylon A.
Sitter Profile Image: Brianna M.
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Brianna M.
from
$16
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: Jozelin R.
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Jozelin R.
from
$16
per visit
5.0 out of 5 stars
37 reviews
16 repeat clients
15 years of experience
Bridgeport, Chicago, IL, 60616

Jozelin took great care of my kitty and filled out a detailed rover card so I could see how she was doing. Would definitely recommend Jozelin as a sitter!

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Kaylene S.
Sitter Profile Image: Namira J.
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Namira J.
Star Sitter
from
$17
per visit
4.9 out of 5 stars
42 reviews
17 repeat clients
10 years of experience
Chicago, IL, 60616

Great experience! Very responsive and flexible. Made sure to keep me updated on each visit with my pet. Would recommend!

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hannah I.
Sitter Profile Image: Grace P.
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Grace P.
from
$18
per visit
5.0 out of 5 stars
2 reviews
1 repeat client
2 years of experience
Douglas, Chicago, IL, 60616

About: I have cared for cats at several points throughout my life, and have just recently adopted my own cat! I love her more than anything, and I will be sure to care for your kitty like my own!

Sitter Profile Image: DiAN W.
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DiAN W.
from
$15
per visit
5.0 out of 5 stars
4 reviews
15 years of experience
Chicago, IL, 60616

About: I’ve been surrounded by animals my entire life and grew up in a family that had more pets than people! Over the years, I’ve cared for cats, dogs, parakeets, fish, turtles, hamsters, guinea pigs, and more! I regularly pet sit for neighbors and friends. I’m committed to providing reliable, loving care for all animals!

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

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

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Morgan I.
Sitter Profile Image: Annie X.
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Annie X.
from
$30
per visit
4.9 out of 5 stars
159 reviews
114 repeat clients
8 years of experience
Armour Square, Chicago, IL, 60616

Annie did a great job of taking care of my two kittens. She visited my home 2 times over 3 days. She took great care of them, was very communicative with me, and took some lovely pictures. She even fed my fish one day 😁 I definitely recommend Annie and will be rebooking her for future trips.

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

Tamara was a life saver! My sitter had to suddenly cancel and Tamara was able to fit drop ins for my cats for Christmas week with short notice. She was very responsive to any requests and I came home to 2 happy cats.

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Amelia L.
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: Jaclyn P.
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Jaclyn P.
from
$23
per visit
14 years of experience
Douglas, Chicago, IL, 60616

About: As a dog owner for 14 years, I’ve cared for dogs of all ages, including seniors who need extra patience and attention. I genuinely love dogs and will treat your pet with the same care and affection I would my own. I currently work full-time 3 days/week in-person. I’m available to walk or sit on my off days. Just a heads up my availability can vary week to week I prioritize making pets feel safe, comfortable, and cared for while their owners are away. I follow each pet’s routine as closely as possible, including feeding schedules, walks, playtime, medications (if needed), and plenty of attention and affection. In a client’s home, I respect their space and provide regular updates and photos for peace of mind. My goal is to ensure every pet feels loved, secure, and well cared for.

Sitter Profile Image: Daphnay S.
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Daphnay S.
Star Sitter
from
$23
per visit
5.0 out of 5 stars
30 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: 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 responsive, kind, and so great with Nimby! I would absolutely book her again and would highly recommend her to anyone looking for someone to watch their babies!!

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Emma H.
Sitter Profile Image: Chelsea G.
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Chelsea G.
Star Sitter
from
$26
per visit
5.0 out of 5 stars
45 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
31 reviews
8 repeat clients
22 years of experience
Douglas, Chicago, IL, 60609

Elizabeth watched our cat Chachi and she did an amazing job! He’s typically very shy but Elizabeth was so gentle and patient that he immediately warmed up to her. Having Elizabeth watch him gave us a really big sense of relief and made us feel safe leaving him knowing he was in such good hands. I can tell she really cared for him and enjoyed his company. I hope to always use Elizabeth when we’re out of town.

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Madeline E.
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Perfect for high energy dogs - Douglas

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

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Sitter Profile Image: Chelsea G.
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Chelsea G.
Star Sitter
from
$32
per day
5.0 out of 5 stars
45 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: 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: E K.
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E K.
Star Sitter
from
$45
per day
5.0 out of 5 stars
390 reviews
184 repeat clients
15 years of experience
Grand Boulevard, Chicago, IL, 60653

Friendly, responsive, clean home well equipped for caring for our fur babies. Would highly recommend! If we are ever back in Chicago will definitely rebook!

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Amanda I.
Sitter Profile Image: Tamara J.
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Tamara J.
Star Sitter
from
$40
per day
4.9 out of 5 stars
269 reviews
95 repeat clients
16 years of experience
Grand Boulevard, Chicago, IL, 60653

Tamara is great! My dog is excited every time I drop her off. I’ve used her services for about a month and she’s very consistent and flexible.

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Jennifer C.
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: 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: 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

My wife and I used Timothy on a trip from Florida to Oshkosh. We were passing through and wanted to take my daughter to the field museum and the shed aquarium. We had our German Shepherd, Sheba, with us, we reached out to Timothy and he agreed to watch Sheba for the afternoon. Timothy went above and beyond. He met us on the steps of the museum to pick Sheba up, and brought her back to us. I cannot overstate how great the experience was, we highly recommend using Timothy. He is extremely nice and easy to deal with.

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

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

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Eric R.
Sitter Profile Image: Daphnay S.
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Daphnay S.
Star Sitter
from
$45
per day
5.0 out of 5 stars
30 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: Pamela P.
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Pamela P.
from
$36
per day
5.0 out of 5 stars
11 reviews
1 repeat client
15 years of experience
Near South Side, Chicago, IL, 60605

I have an unexpected conference to attend in Chicago. I needed someone to watch my baby for me. Pamela was quick in her response, flexible and very caring. She literally save me. Thanks again

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

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

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Adi E.
Sitter Profile Image: Brianna M.
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Brianna M.
from
$33
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: Bola A.
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Bola A.
from
$49
per day
4.9 out of 5 stars
181 reviews
70 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: Beatriz R.
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Beatriz R.
Star Sitter
from
$37
per day
5.0 out of 5 stars
13 reviews
7 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: Katie "Anni" W.
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Katie "Anni" W.
Star Sitter
from
$54
per day
5.0 out of 5 stars
105 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: 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 did such a great job with our 5 month old puppy! She made sure Connie felt safe and comfortable during one of our first times away from her, and Connie returned home tuckered out from a great day of play.

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Kelsie L.
Sitter Profile Image: Thomas Q.
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Thomas Q.
from
$30
per day
5.0 out of 5 stars
1 review
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. He 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 enjoys 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: 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: Hua “Katrina” F.
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Hua “Katrina” F.
Star Sitter
from
$53
per day
5.0 out of 5 stars
222 reviews
51 repeat clients
11 years of experience
Near South Side, Chicago, IL, 60605

Katrina is a fantastic dogsitter. Very kind, caring, and communicative. Very attentive to our senior dog who has separation anxiety and veterinary issues.

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Eric and Breanna S.
Sitter Profile Image: Czarina H.
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Czarina H.
from
$55
per day
5.0 out of 5 stars
8 reviews
2 repeat clients
17 years of experience
Near West Side, Chicago, IL, 60607

About: I grew up with family dogs and have had mine since he was 8 weeks old (he will be 17 years old this August!). Experience with puppies through senior dogs. Large breeds and small! Would love to take care of yours. I work full time from home, so I have ample amount of time to hang out with your pups (no matter the age, dogs are forever pups in my eyes!). I have an almost 17 year old pup who naps most of the day but is always excited for his walks! I live in a low traffic area and just down the street from a fenced grass area we play in. In case there’s rain, I have a covered area to take the pups out so they still get some fresh air.

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

Adventure-ready dog walkers - Douglas

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: Mariam A.
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Mariam A.
from
$14
per walk
5.0 out of 5 stars
35 reviews
9 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: Tamara J.
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Tamara J.
Star Sitter
from
$25
per walk
4.9 out of 5 stars
269 reviews
95 repeat clients
16 years of experience
Grand Boulevard, Chicago, IL, 60653

Tamara has been walking my dog Blowe daily since this summer, and I honestly couldn’t ask for better care. Blowe genuinely looks forward to his morning walks with her and always comes back happy and relaxed. Having someone I trust with him every day gives me real peace of mind.

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Al T.
Sitter Profile Image: Chauntrell W.
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Chauntrell W.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
17 reviews
7 repeat clients
1 year of experience
Bridgeport, Chicago, IL, 60616

I couldn’t be more grateful for the incredible care Chauntrell gave my pup while I was away! From the moment we connected, he was communicative, kind, and clearly passionate about animals. He sent daily updates, photos, and even little notes about how my dog was doing, which gave me so much peace of mind while I was gone. Chauntrell was so patient and gentle with him it didn’t take long before he was completely comfortable and excited for their walks. He treated my pup like he was their own, and that means the world to me. I highly recommend Chauntrell to anyone looking for someone dependable, loving, and professional. I will absolutely be booking with him again in the future! Thank you again for everything my friend! 🐾❤️

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Jordan 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: 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: Pian W.
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Pian W.
from
$22
per walk
5 years of experience
Armour Square, Chicago, IL, 60616

About: I have raised and trained my dogs. I had Rottweiler, and Labrador retrievers. I have also raised cats before. Can read and understand their behaviors. Count me to be dependable, fun, and friendly! I love all animals - come from a family of animal lovers! I am a UChicago grad student and my schedule is very free as school hasn’t started. I can do weekdays or weekends, highly flexible if you need me in different times! I make sure food is given on a timely schedule assigned by owner, water bowl is cleaned and filled constantly, and regular walks or play time is allocated. I value trust and safe space so I will make sure the animal is comfortable and has all what it needs. I like to pet and cuddle with them if they are open to it. I understand space boundaries and will keep the environment clean and respectful.

Sitter Profile Image: Chelsea G.
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Chelsea G.
Star Sitter
from
$26
per walk
5.0 out of 5 stars
45 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: Alain R.
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Alain R.
from
$17
per walk
4 years of experience
Near South Side, Chicago, IL, 60616

About: I’ve taken care of dogs of all sizes and ages, including administering medication for special needs doggies. I’ve had dogs all my life and absolutely love them! I just moved to Chicago and I’m only working part-time so I have plenty of time and a flexible schedule to take care of your pups. I am happy to continue any practices you take with your dog to help them feel safe and comfortable while you’re away. I also like setting up an introductory meeting with the owner so the dog can familiarize themselves with me while in the presence of someone they trust.

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

Eunice was so sweet with Willow. She took the time to get to know her and made her feel comfortable which I really appreciated. She also took the time to chat with me about the walk which made us both feel at ease. Will book again!

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Tirzah W.
Sitter Profile Image: Annie X.
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Annie X.
from
$32
per walk
4.9 out of 5 stars
159 reviews
114 repeat clients
8 years of experience
Armour Square, Chicago, IL, 60616

Kaia had a great time with Annie today; brief walk and some cuddle time. She also sent great photos and even brought in our package from the lobby. Thank you! Looking forward to using her services.

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NORMA L.
Sitter Profile Image: Jaclyn P.
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Jaclyn P.
from
$20
per walk
14 years of experience
Chicago, IL, 60616

About: As a dog owner for 14 years, I’ve cared for dogs of all ages, including seniors who need extra patience and attention. I genuinely love dogs and will treat your pet with the same care and affection I would my own. I currently work full-time 3 days/week in-person. I’m available to walk or sit on my off days. Just a heads up my availability can vary week to week I prioritize making pets feel safe, comfortable, and cared for while their owners are away. I follow each pet’s routine as closely as possible, including feeding schedules, walks, playtime, medications (if needed), and plenty of attention and affection. In a client’s home, I respect their space and provide regular updates and photos for peace of mind. My goal is to ensure every pet feels loved, secure, and well cared for.

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

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

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Connor C.
Sitter Profile Image: Jozelin R.
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Jozelin R.
from
$19
per walk
5.0 out of 5 stars
37 reviews
16 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: Ruari H.
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Ruari H.
Star Sitter
from
$10
per walk
5.0 out of 5 stars
6 reviews
2 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: Lillian M.
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Lillian M.
from
$25
per walk
5.0 out of 5 stars
31 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: 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: DiAN W.
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DiAN W.
from
$15
per walk
5.0 out of 5 stars
4 reviews
15 years of experience
Chicago, IL, 60616

About: I’ve been surrounded by animals my entire life and grew up in a family that had more pets than people! Over the years, I’ve cared for cats, dogs, parakeets, fish, turtles, hamsters, guinea pigs, and more! I regularly pet sit for neighbors and friends. I’m committed to providing reliable, loving care for all animals! I work part time so I have plenty of time to play with your animal! I'm available on weekends and can dedicate plenty of time to walks, feeding, playtime, and companionship. I treat every home with respect and every pet as if they were my own, making sure they receive plenty of attention, affection, and supervision!

Sitter Profile Image: Talla A.
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Talla A.
from
$20
per walk
4.8 out of 5 stars
27 reviews
11 repeat clients
3 years of experience
Douglas, Chicago, IL, 60616

About: I’ve taken care of multiple breeds before since i was a child. I was the one that was always responsible for taking care and walking the dogs for my friends and family. Im currently, in part time summer school however its online so i would have plenty of time to spoil your cute little loved ones all the time. I have a beautiful grass yard downstairs and im right by the lake shore walk so im gonna have so many activities for your puppies.

Sitter Profile Image: Jennifer W.
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Jennifer W.
from
$15
per walk
5 years of experience
Chicago, IL, 60601

About: Hi! My name is Jenny. I’m the proud cat mom to Nemo: a chubby orange and white love bug! I’ve had cats my whole life and experience in cat sitting for friends and family as well as volunteering at an animal shelter.Anyone who knows me knows that I adore cats. I’m excited to help take cate of your fur babies! I currently work three nights a week, so I have plenty of time to do drop in visits for cats. I’m also free on some weekends. I have experience taking care of cats my whole life, and will make sure your cat is well cared for and gets the attention they need while you are away.

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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 - Douglas

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: Chelsea G.
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Chelsea G.
Star Sitter
from
$35
per night
5.0 out of 5 stars
45 reviews
17 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: E K.
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E K.
Star Sitter
from
$45
per night
5.0 out of 5 stars
390 reviews
184 repeat clients
15 years of experience
Grand Boulevard, Chicago, IL, 60653

Bernie’s hosts were wonderful, especially in the unflustered and caring way they dealt with a transportation crisis my wife and I had. They made me feel like they would have happily made extra room in their family for another week as cooly as they did for an extra day. Bernie is an untroubled, self-confident old girl who enjoys human and canine company, and this was a great environment for her with very nice dog-loving people.

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Paul T.
Sitter Profile Image: Bola A.
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Bola A.
from
$45
per night
4.9 out of 5 stars
181 reviews
69 repeat clients
15 years of experience
Hyde Park, Chicago, IL, 60637

She was fantastic and so helpful. Best with pics and updates. Thank you for taking care of my boy. Will definitely be letting my man stay with you again.

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Henry A.
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

Tim is a great guy who is amazing with animals. He provided pictures and updates every day. My dog did not even want to leave. He obviously provided great care and was very flexible with my schedule for pick up and drop off. I really appreciate his dedication and genuine love of animals.

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

Ashley was great and took great care of our dog. She was communicative and sent a bunch of photos to make sure we were updated on how he was doing. Took him to the dog park, on walks, etc. Made us feel completely at ease while we were on a trip.

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Dustin S.
Sitter Profile Image: Ania Z.
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Ania Z.
Star Sitter
from
$60
per night
5.0 out of 5 stars
147 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: Katie M.
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Katie M.
Star Sitter
from
$50
per night
5.0 out of 5 stars
369 reviews
102 repeat clients
15 years of experience
Near North Side, Chicago, IL, 60610

Katie was great! Chloe seemed like she had a fun time with her. Katie sent lots of pictures! We also were really grateful for how accommodating Katie was - our flight was delayed and she was so nice about us having to switch around pickup plans.

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

Great as always. Had a personal emergency pop up and she was so easy to work with around it. Your animals will always be in great hands with her.

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

Hannah was fantastic with my dog, Callie! She took her out to her farm, which she loved, and kept me updated with plenty of pictures and messages throughout the stay. Hannah even gave her a bath before bringing her back to the city, which was a thoughtful touch. I could tell Callie was well cared for and had a great time. I will definitely be booking with Hannah again!

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

This is the second time I've worked with Tamara. Both times she provided daily pictures with information on how Frank was doing. He came home well rested and happy. Thanks again Tamara!!🐶

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James B.
Sitter Profile Image: Steven R.
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Steven R.
Star Sitter
from
$58
per night
5.0 out of 5 stars
60 reviews
21 repeat clients
50 years of experience
Near North Side, Chicago, IL, 60611

I came back to a happy pup. Steven sent pics and gave me assurance that kelce was happy and comfortable when I was away. I hope Steven has availability next time I go out of town.

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Clayton S.
Sitter Profile Image: Fred C.
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Fred C.
Star Sitter
from
$50
per night
5.0 out of 5 stars
43 reviews
8 repeat clients
25 years of experience
Lower West Side, Chicago, IL, 60616

Fred was amazing to work with! He kept me updated every day and made sure to keep me in the loop with how my dog was doing. My dog can be a bit stubborn, but Fred handled it like a pro and made sure everything went smoothly. I really appreciated his communication and care.

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Arturo A.
Sitter Profile Image: Cassidy A.
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Cassidy A.
from
$50
per night
5.0 out of 5 stars
17 reviews
3 repeat clients
15 years of experience
Near West Side, Chicago, IL, 60607

Cassidy was wonderful! Easy to coordinate with and took home a happy and healthy dog after the weekend. Appreciated the updates and pictures as well.

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Lauren W.
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

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

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

Maryana was easy to work with and genuinely seemed to enjoy taking care of Georgie. I appreciated the updates during his stay with her too. I'd definitely use Maryana again when I go out of town.

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Rick G.
Sitter Profile Image: Sarah B.
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Sarah B.
Star Sitter
from
$50
per night
4.9 out of 5 stars
55 reviews
10 repeat clients
21 years of experience
Bridgeport, Chicago, IL, 60616

Sarah was great! Very communicative and sent me daily updates. It was my first time using Rover and Sarah made it a great experience! Would definitely book her again.

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

Sam took great care of my boy Kimi when I was out of town. I appreciated the daily updates, pictures and videos! She made sure Kimi stayed warm when snow storm hit and made Kimi felt like being at home. Would definitely choose Sam again if I need a sitter in the future!

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Guanjin C.
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
105 reviews
31 repeat clients
10 years of experience
Near South Side, Chicago, IL, 60616

Katie is great! Our shy cat warmed up to her quickly and she took great care of her. She sent lots of pictures so we didn’t miss her as much. 100% recommend katie if you ever need a pet sitter!

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Taj B.
Sitter Profile Image: Karia J.
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Karia J.
from
$40
per night
5.0 out of 5 stars
15 reviews
8 repeat clients
10 years of experience
East Garfield Park, Chicago, IL, 60612

Amazing experience, this was my first time using rover and Kaira made the experience 10 times better. Very attentive, communicated thoroughly and provide pictures to keep me at ease. Will definitely be booking again

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Jenae R.
Sitter Profile Image: Lech S.
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Lech S.
Star Sitter
from
$49
per night
4.9 out of 5 stars
101 reviews
38 repeat clients
10 years of experience
West Town, Chicago, IL, 60647

Lech was great! He was very communicative, quick to respond, and always provided updates! Lots of pics and videos which is always fun to see. Our pup had a great time with Rizzo and the other doggies during his stay. Highly recommend!

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