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

Ania is amazing! She’s checked in with pix and videos daily. My pup came home so happy and content. I’ll definitely be checking her schedule the next time I need a sitter. 10/10 ☺️

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

The BEST sitter we could’ve asked for! So attentive, with such a great attitude, constant communication and sweet updates throughout the day. Made us feel so calm about our little Yorkie staying with Katrina. Wonderful experience all around, would definitely be coming back! Thank you for taking such a great care if my baby :)

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Ksenia S.
Sitter Profile Image: Daphnay S.
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Daphnay S.
Star Sitter
from
$45
per night
5.0 out of 5 stars
25 reviews
11 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: Ashley M.
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Ashley M.
Star Sitter
from
$50
per night
5.0 out of 5 stars
190 reviews
68 repeat clients
10 years of experience
Lower West Side, Chicago, IL, 60608

Really appreciate Ashley take care of our dog for a long weekend! Ashley is super considerate and communicative - you can expect to receive regular updates on how your pup is doing and you can tell she goes to great lengths to ensure every pet that stays with her has a great experience. I would absolutely choose Ashley again for boarding!

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Rosalie C.
Sitter Profile Image: Cheyanne H.
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Cheyanne H.
Star Sitter
from
$35
per night
5.0 out of 5 stars
19 reviews
16 repeat clients
10 years of experience
Near South Side, Chicago, IL, 60616

We have a 14 year old dog who’s regular sitter could not commit to our 3 week Australia trip so I was nervous to find someone new for an older dog. Cheyanne is amazing, she has experience with older dogs and special needs, my dog was so happy with her and even found a “boyfriend” during her long stay. I did not hesitate to book her again for another long trip, our baby ran out of food but Cheyanne went to the store to buy her more “fresh pet” and even gave her a bath! Our dog loves being a high rise dog and Cheyanne spoils her just like we do.

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

kamiah and cassius were wonderful and i highly recommend them. they took great care of my dog. quick communicators, very professional, and they were kind when i was running late. i am looking forward to booking with them again!

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David B.
Sitter Profile Image: Chelsea G.
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Chelsea G.
Star Sitter
from
$35
per night
5.0 out of 5 stars
39 reviews
13 repeat clients
20 years of experience
Douglas, Chicago, IL, 60653

Chelsea was phenomenal!! 5 out of 5 stars doesn’t even begin to cover it. So easy to communicate with, we received more pictures then we knew what to do with, and she was consistently taking the dogs on walks, to the beach, and out for treats. Couldn’t be more thankful. If we are ever in Chicago again we will be using her services!!

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Tony & Victoria B.
Sitter Profile Image: E K.
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E K.
Star Sitter
from
$45
per night
5.0 out of 5 stars
377 reviews
178 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: Mia L.
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Mia L.
Star Sitter
from
$50
per night
5.0 out of 5 stars
32 reviews
12 repeat clients
10 years of experience
Near North Side, Chicago, IL, 60611

Mia has been wonderful. She is reliable, kind, and clearly cares deeply about the dogs she works with. Her communication is excellent; she keeps us updated, responds quickly, and sends thoughtful notes, which gives us a lot of peace of mind. We also really appreciate the level of care she provides. She is attentive to our dog’s needs, patient, and responsible, and it’s clear our dog feels comfortable and happy with her. Mia goes above and beyond by being punctual, trustworthy, and genuinely invested in making sure each walk is safe, enjoyable, and positive. We’re very grateful to have found her.

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

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

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

Ann is so great! My pup seemed to love his stay and she was great about sending daily updates and pics. Would definitely book with her again!

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

Very kind and professional. I would pick her again when I need another sitter for my bunny. First time ever doing this and she gave me the best experience

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

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

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

Andrea was once again super kind and considerate - the fact that my pet feels comfortable to rush into the apartment building as well as cozy on up to Andrea is a testament to how much trust and care there is delivered! They even offered to drop off my dog to my apartment after I flew in from a trip to help offload some traveling time. Would definitely rebook again!

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Anne N.
Sitter Profile Image: Brandon E.
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Brandon E.
from
$42
per night
5.0 out of 5 stars
22 reviews
12 repeat clients
35 years of experience
South Shore, Chicago, IL, 60649

"Brandon is an excellent and reliable dog sitter. He provided exceptional care for my dog, Cookie, ensuring she was happy and well-tended to. I highly recommend his services for anyone looking for dependable pet care!"

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Donnie S.
Sitter Profile Image: Lan P.
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Lan P.
from
$40
per night
5.0 out of 5 stars
13 reviews
3 repeat clients
16 years of experience
Near South Side, Chicago, IL, 60616

Lan was absolutely amazing with our pup Goose for a last minute 10 day stay! He got lots of attention and we got a lot of pictures and updates! Lan followed all the care instructions perfectly and we couldn’t have asked for more! We highly recommend Lan for any pet care you might need!!

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Colin M.
Sitter Profile Image: Nathan D.
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Nathan D.
Star Sitter
from
$57
per night
5.0 out of 5 stars
196 reviews
73 repeat clients
22 years of experience
Near North Side, Chicago, IL, 60654

Nathan was great. He took good care of Tange, very responsive on the communication and even offered pick up and drop off that was very convenient.

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

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

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Alexandria L.
Sitter Profile Image: Bola A.
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Bola A.
from
$54
per night
4.9 out of 5 stars
172 reviews
64 repeat clients
15 years of experience
Woodlawn, Chicago, IL, 60637

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

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Sean O.
Sitter Profile Image: Khala T.
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Khala T.
from
$45
per night
4.8 out of 5 stars
86 reviews
44 repeat clients
15 years of experience
West Town, Chicago, IL, 60612

Kayla is amazing with animals!!! She had Zeus for me when he was a little pup and he totally remembers her this past weekend! He’s way more to deal with but she handles him perfectly! Her patience is amazing!

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Crystal P.
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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.

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Sitter Profile Image: Chelsea G.
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Chelsea G.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
39 reviews
13 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: Daphnay S.
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Daphnay S.
Star Sitter
from
$23
per visit
5.0 out of 5 stars
25 reviews
11 repeat clients
14 years of experience
Douglas, Chicago, IL, 60653

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

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

Nadine was great with my cats! Super communicative and sent lots of pictures. Everything was clean and kept up with. Will definitely book with her next time I need a sitter!

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

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

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Charles K.
Sitter Profile Image: Kaylie L.
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Kaylie L.
Star Sitter
from
$17
per visit
5.0 out of 5 stars
9 reviews
2 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: Christina D.
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Christina D.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
6 reviews
4 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: David K.
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David K.
Star Sitter
from
$23
per visit
5.0 out of 5 stars
155 reviews
49 repeat clients
25 years of experience
Near South Side, Chicago, IL, 60616

David very clearly LOVES animals. He spent the time to make sure our cats were well loved and cared for and even went out of his way (literally) to make it out to our place over the holiday weekend. I would recommend David for any services you may need!

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Sarah W.
Sitter Profile Image: Tamara J.
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Tamara J.
Star Sitter
from
$25
per visit
4.9 out of 5 stars
250 reviews
89 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: Annie X.
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Annie X.
from
$27
per visit
4.9 out of 5 stars
156 reviews
113 repeat clients
8 years of experience
Armour Square, Chicago, IL, 60616

Annie was great. She house sat with our two senior cats , Sherman and Hawthorne. They clearly enjoyed her company and we enjoyed her photos and her attention to our home. We have already scheduled her for our next trip. If you need someone who loves and is experienced with cats, Annie is a wonderful fit.

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Mary & Stephen B.
Sitter Profile Image: Cheyanne H.
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Cheyanne H.
Star Sitter
from
$16
per visit
5.0 out of 5 stars
19 reviews
16 repeat clients
10 years of experience
Near South Side, Chicago, IL, 60616

About: • Lifelong pet owner with hands-on experience caring for dogs of all ages, breeds, and temperaments • Comfortable with feeding schedules, medication administration, and special dietary needs • Experience with crate training, basic commands, and leash manners • Knowledge of dog body language and signs of stress or illness • Confident with high-energy breeds and senior dogs alike • Able to handle multiple pets at once • Regularly walk dogs in safe, dog-friendly neighborhoods and parks • Provide both high-energy walks and relaxed strolls tailored to your dog’s needs • Keep dogs mentally stimulated through sniff walks and playtime • Familiar with using different harnesses, leashes, and walking tools • Keep your pets comfortable in their own home with regular check-ins and companionship • Maintain routines for feeding, potty breaks, and bedtime • Provide updates, photos, and videos so you always know your pet is in good hands • Water plants, bring in mail, and keep your home tidy while you’re away • Comfortable with litter box cleaning, feeding, and playtime • Experience with shy or anxious cats—patient and gentle • Can care for small pets like rabbits, hamsters, or birds I’m available any day and time that works best for you—except Sunday mornings. On Sundays, I’m free after 3:00 PM. Whether you need early morning walks, mid-day drop-ins, or evening snuggles, I’ve got you covered! When caring for pets in my client’s home, I do my best to keep their routine consistent so they feel safe and comfortable. I follow all feeding, walking, and medication instructions carefully, and make sure they get plenty of attention, playtime, and affection. I respect the home, clean up after the pets, and always keep you updated with messages and photos so you have peace of mind. If I’m caring for pets in my own home, I make sure they have a clean, cozy space to relax and feel at home. I provide regular walks, playtime, and cuddle sessions. I also pay close attention to how they’re adjusting to a new environment and take extra care to make them feel calm, loved, and secure. Whether your pet is high-energy or low-key, I adjust to their needs and treat them like family.

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

Q has quickly become our go-to pet sitter. She always provides top-notch care, and we love that she is often accompanied by her son, who our cat absolutely adores.

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Connor R.
Sitter Profile Image: Amiyah W.
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Amiyah W.
from
$14
per visit
3 repeat clients
1 year of experience
Grand Boulevard, Chicago, IL, 60615

About: I've taken care of multiple cats. I even have cats of my own so I am familiar of what they like and how to care for them. I have previous experios with caring for cats who have medical needs.

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

Jenna is the best! Very attentive, reliable, and great with our cats - we've never seen our shy cat befriend a new person so quickly. Will definitely be returning to Jenna the next time we need a petsitter.

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Mitchell H.
Sitter Profile Image: Anastasiia M.
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Anastasiia M.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
157 reviews
34 repeat clients
17 years of experience
Near South Side, Chicago, IL, 60616

Anastasia is fantastic pet sitter! She took really good care of my cat, and did even more than I asked for. I could see that my cat was happy and healthy, and he wasn't lonely during my vacation. So I could relax and don't be worried about him. I found him calm, healthy, clean and in a good mood. So greatful to her! My sincere recommendation.

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

Tandy was definitely a fan of Sarah's and he warmed up quickly in the space. Sarah shared photos and updates on how he was doing during the stay. Overall, it was a successful time.

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Celeste M.
Sitter Profile Image: Kai H.
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Kai H.
from
$16
per visit
5.0 out of 5 stars
10 reviews
3 repeat clients
13 years of experience
Bridgeport, Chicago, IL, 60616

The visit photos showed that my shy cats were happy to play with Kai. And even though it was a last-minute holiday booking, Kai worked around my schedule to promptly get and return my keys. I would definitely welcome her into my home to care for my cats again.

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Erin C.
Sitter Profile Image: Elizabeth D.
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Elizabeth D.
from
$27
per visit
5.0 out of 5 stars
30 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.
Sitter Profile Image: Ahriel M.
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Ahriel M.
from
$27
per visit
5.0 out of 5 stars
4 reviews
1 repeat client
2 years of experience
Douglas, Chicago, IL, 60616

About: I babysit kids often and a lot of families have cats. I would feed and play with the cat as long as it’s friendly. If it’s standoffish I let it do its thing while still check in on the cat frequently. My background owned a dog for 12 yrs. Work background my first job was an summer school teachers assistant and work in healthcare with Medicare recipients

Sitter Profile Image: Namira J.
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Namira J.
Star Sitter
from
$18
per visit
4.9 out of 5 stars
42 reviews
16 repeat clients
10 years of experience
Chicago, IL, 60616

namira did a great job watching my cat! she was super responsive and spent a lot of time w him.

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Kieran F.
Sitter Profile Image: Matt C.
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Matt C.
from
$20
per visit
5.0 out of 5 stars
125 reviews
21 repeat clients
25 years of experience
Armour Square, Chicago, IL, 60616

About: NOTE: I always require a Meet & Greet before accepting new clients. For this reason, I am no longer accepting same day/last minute requests. Thank you for understanding! Before moving to Chicago, I worked for a reputable dog walking service in Minneapolis and volunteered at the Anti-Cruelty Society. I have professional training and hands-on experience providing daytime, evening, and overnight pet care including walks, meals, water refills, medications, and lots of tummy rubs! My personal experience includes raising a German Shephard, two Collies, and a Dachshund from pups; each have led long happy lives full of lengthy walks and tummy rubs. As a former doggy foster parent, I've hosted dogs of all shapes, sizes, ages, etc. Does your furry buddy need some exercise? I'm a dependable, fun-loving, experienced dog walker and pet sitter at your service!!! I tend to work from home most of the time, so I'll have plenty of time to give your pup the love and attention he/she deserves! I live steps away from beautiful Armor Square Park and walking distance from several others. We typically take 4 walks each day; morning, afternoon, evening, and before bedtime. I do not require crate training, but my apartment has plenty of space to accommodate your crate in case your furry friend would prefer to have their own private space.

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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
$30
per day
5.0 out of 5 stars
39 reviews
13 repeat clients
20 years of experience
Douglas, Chicago, IL, 60653

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

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

About: ✦Limited spots left for Juneteenth and Father’s Day weekends • 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: Timothy B.
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Timothy B.
Star Sitter
from
$40
per day
4.8 out of 5 stars
21 reviews
5 repeat clients
10 years of experience
Lower West Side, Chicago, IL, 60616

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

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Eric F. R.
Sitter Profile Image: Tamara J.
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Tamara J.
Star Sitter
from
$40
per day
4.9 out of 5 stars
250 reviews
89 repeat clients
16 years of experience
Grand Boulevard, Chicago, IL, 60653

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

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Jennifer C.
Sitter Profile Image: Talla A.
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Talla A.
from
$40
per day
4.8 out of 5 stars
26 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: E K.
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E K.
Star Sitter
from
$45
per day
5.0 out of 5 stars
377 reviews
178 repeat clients
15 years of experience
Grand Boulevard, Chicago, IL, 60653

Elizabeth was a pleasure to deal with from first contact until we picked Tika up at the end of the night. Amazing communication and pictures.

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

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

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

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

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Isabel C.
Sitter Profile Image: Gabriel V.
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Gabriel V.
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$33
per day
5.0 out of 5 stars
7 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: Ashley M.
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Ashley M.
Star Sitter
from
$42
per day
5.0 out of 5 stars
190 reviews
68 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: David R.
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David R.
Star Sitter
from
$62
per day
5.0 out of 5 stars
390 reviews
94 repeat clients
10 years of experience
Loop, Chicago, IL, 60605

So understanding, so amazing, so caring and loving. I could tell Molu loved staying with them. I first did a meet and greet and got such amazing vibes and warm aurora. I immediately knew I trusted them. When I dropped Molu off they were giving so many updates, it was so cute :) she will most definitely be a regular with them

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Renee K.
Sitter Profile Image: Daphnay S.
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Daphnay S.
Star Sitter
from
$45
per day
5.0 out of 5 stars
25 reviews
11 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.
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$33
per day
5.0 out of 5 stars
7 reviews
15 years of experience
Near South Side, Chicago, IL, 60605

Pamela was amazing and communicated very well. I would highly recommend.

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Via S.
Sitter Profile Image: Disha K.
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Disha K.
from
$45
per day
5.0 out of 5 stars
13 reviews
2 repeat clients
6 years of experience
Near South Side, Chicago, IL, 60605

Disha was incredibly attentive and caring with Bear. She kept me in the loop with regular updates and made sure I felt completely comfortable knowing he was in great hands. Bear truly enjoyed his time with her, and it was clear he felt safe, happy, and well cared for. I wouldn’t hesitate to book with Disha again and highly recommend her to anyone looking for someone trustworthy and loving for their pet.

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

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

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Nelly T.
Sitter Profile Image: Vivian N.
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Vivian N.
from
$35
per day
5.0 out of 5 stars
10 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: Erika B.
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Erika B.
from
$40
per day
10 years of experience
Armour Square, Chicago, IL, 60616

About: Hi, my name is Erika, and I recently decided to join the app because I love hanging out with dogs and cats. I've always loved animals and have grown up with a wide array of dogs, cats, lizards, and small rodents. Having recently moved to an apartment in Chicago, I currently do not have any pets, but I miss having furry friends around! I am always asked to watch my mother's two dogs and cat when she travels, and friends' pets when they travel. I’m comfortable with basic training, daily routines, walks, feeding, and understanding dog and cat behavior. I’m patient, attentive, and always focused on keeping a safe and happy environment. I’m happy to send regular photo and message updates and will follow the owners’ instructions carefully. I am a fully remote employee and can accommodate your pet's schedule as needed. There are a few parks nearby for us to wander and take in new smells, and I am more than happy to take your dog for short/longer walks. Non-smoking, clean apartment, with parks nearby. I live on the 3rd floor but have access to an elevator. I am reliable, trustworthy, and flexible. I will follow your instructions carefully and ensure your pet feels safe and pampered during their stay.

Sitter Profile Image: Neyhee S.
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Neyhee S.
from
$40
per day
5.0 out of 5 stars
5 reviews
2 repeat clients
5 years of experience
Near South Side, Chicago, IL, 60605

Neyhee was awesome as a sitter, and was great with Phantom. She was very caring and loving with him, like he was her own. I really appreciated that. Would give 10 stars.

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Mohi C.
Sitter Profile Image: Katie "Anni" W.
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Katie "Anni" W.
Star Sitter
from
$60
per day
5.0 out of 5 stars
100 reviews
30 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: Monica M.
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Monica M.
from
$35
per day
5.0 out of 5 stars
13 reviews
5 repeat clients
19 years of experience
Bridgeport, Chicago, IL, 60608

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

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More than 1.6 million
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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: 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

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

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Allecia H.
Sitter Profile Image: Chelsea G.
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Chelsea G.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
39 reviews
13 repeat clients
20 years of experience
Douglas, Chicago, IL, 60653

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

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

Tamara was really flexible with my last-minute request, and did a great job communicating and taking care of my elderly dog while I was out of town. I would definitely recommend her!

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Nadia W.
Sitter Profile Image: Jozelin R.
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Jozelin R.
from
$18
per walk
5.0 out of 5 stars
30 reviews
12 repeat clients
15 years of experience
Bridgeport, Chicago, IL, 60616

So nice and so sweet! My dogs love her!

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Laura Cristina A.
Sitter Profile Image: Elizabeth D.
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Elizabeth D.
from
$18
per walk
5.0 out of 5 stars
30 reviews
8 repeat clients
20 years of experience
Douglas, 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: Lillian M.
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Lillian M.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
25 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: Jenna M.
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Jenna M.
from
$21
per walk
5.0 out of 5 stars
44 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: Annie X.
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Annie X.
from
$29
per walk
4.9 out of 5 stars
156 reviews
113 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: Chauntrell W.
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Chauntrell W.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
13 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: Anastasiia M.
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Anastasiia M.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
157 reviews
34 repeat clients
17 years of experience
Near South Side, Chicago, IL, 60616

Ruthie loves seeing Anastasiia! While they don’t see each other very often, they became good friends and we love having Anastasiia care for Ruthie whenever possible.

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Ashley A.
Sitter Profile Image: Shawn P.
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Shawn P.
from
$18
per walk
5.0 out of 5 stars
10 reviews
4 repeat clients
7 years of experience
Chicago, IL, 60608

About: For several years, I've helped look after the pets of my family, friends, and roommates. I currently live with 3 cats, have lived with a pit lab mix for several years, and a chihuahua as well. I've taken care of pets with various temperaments, from more outgoing and energetic, to more anxious and reserved. Every pet has their own needs, personality, and boundaries. I take this into consideration every time I care for a pet. I've puppysitted for both of my sisters, will routinely look after my sister's double doodle for weeks at a time, and we're always excited to see each other. While I do not currently own any pets, I'm a proud pet uncle who is always excited to spend time with people's dogs and cats. I am currently flexible to provide pet care on any day, weekday or weekend. My only constraint is that I'm busy on Wednesday afternoons from 2pm-5pm. I'm primarily focusing on providing house sitting, dog walks, and drop-in services for both dogs and cats. In certain cases, I can provide boarding services for cats in my apartment, but not for dogs. If interested in boarding services for your cat, please contact me and we can discuss if I can provide the right service for you. I live in a large apartment with 3 cats that stay in my roommates' rooms. There are a lot of windowsills for cats to lay on, a sun room, and cat toys as well. My roommates' cats have experience being around other cats, but dogs not so much. Therefore, I'd only offer boarding services for cats, where I'd keep the cat's feeding area and litter box in my room. When housesitting and providing drop-ins, I'll ensure your home stays clean, pet stays in whatever boundaries you specify (i.e. if you don't allow your pets on furniture or certain floors). I'll respect your home as if it were my own.

Sitter Profile Image: Jasmine R.
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Jasmine R.
from
$18
per walk
4.7 out of 5 stars
12 reviews
6 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: Amiyah W.
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Amiyah W.
from
$10
per walk
3 repeat clients
10 years of experience
Grand Boulevard, Chicago, IL, 60615

About: I've had pets since I was 9. From 9 till now I've had cats, dogs, fishes, and guinea pigs. I have experience with dealing with pets that may have previously trauma issues also with pets that may need careful care like medince or special needs. Even pets that don't need extra care just pets that wants to have long walks or need a lot of play time . I am currently in school. So I will be working part time for Rover. Evening and nights works best for the weekdays and for the weekends I am open for anytime you need. For cats do have multiple cat bags if they need to brought to a appointment or any where else. And foot dogs if you don't have a leach I can get one but I would prefer for you to have leeches and rates of pets need to be taken out of the house .

Sitter Profile Image: Talla A.
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Talla A.
from
$20
per walk
4.8 out of 5 stars
26 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: Mariam A.
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Mariam A.
from
$14
per walk
5.0 out of 5 stars
26 reviews
8 repeat clients
4 years of experience
Bridgeport, Chicago, IL, 60608

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

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Vanessa B.
Sitter Profile Image: 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: Ahriel M.
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Ahriel M.
from
$35
per walk
5.0 out of 5 stars
4 reviews
1 repeat client
12 years of experience
Douglas, Chicago, IL, 60616

About: I have 12 years of hands-on experience caring for my own Chihuahua mix, along with experience caring for pets in family homes while babysitting. I adapt to each pet’s personality, whether that means active engagement or giving them space, while ensuring they feel safe, calm, and well cared for at all times. My background as a teacher’s assistant and current work in healthcare with older adults has strengthened my reliability, patience, and attention to detail. I provide calm, consistent, and attentive care for every pet. I am a fully remote worker and can work from anywhere with a quiet space. I work a daytime healthcare role Monday–Friday (9–5) and a talent agency role evenings and weekends. My work sessions are typically 2–4 hours, allowing for flexible availability and plenty of downtime for pet care. My philosophy is to leave every home better than I found it. I treat each client’s home with respect, secure it properly, allow no visitors, and prioritize the pet’s full care needs—food, water, walks, and medical attention if needed. I’m easy to communicate with and always open to house rules, questions, or concerns.

Sitter Profile Image: Reagan H.
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Reagan H.
from
$20
per walk
19 years of experience
Chicago, IL, 60616

About: I have always had pets and since I started living on my own I am really missing them. I have pet sitted in the past for some family and friends while in high school, so I do have some experience with taking care of other peoples pets. I would love to give your dogs some extra care and loving on my days off! I am interning this summer and only work 4 days a week so I have more time than I know what to do with. I am typically off Monday-Wednesday. But on days that I do work I don't go in until 12:30 so I have plenty of time in the mornings! I have always loved pets and have never harmed an animal. I will do my best to take the greatest care possible of your dogs!

Sitter Profile Image: Preston H.
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Preston H.
from
$25
per walk
5.0 out of 5 stars
11 reviews
4 repeat clients
16 years of experience
Douglas, Chicago, IL, 60616

Preston is great with our pups. He is very attentive and makes sure both our pups are well cared for. Always on time and a great communicator.

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Christina R.
Sitter Profile Image: Matt C.
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Matt C.
from
$25
per walk
5.0 out of 5 stars
125 reviews
21 repeat clients
25 years of experience
Armour Square, Chicago, IL, 60616

Jaco & Matt had a great time together! Matt highly professional throughout the whole experience and was awesome about communicating what happened each day before, during, and after their walks. I would highly recommend Matt to any other folks who are looking for a Rover sitter in the Bridgeport area.

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

Ania is amazing! She’s checked in with pix and videos daily. My pup came home so happy and content. I’ll definitely be checking her schedule the next time I need a sitter. 10/10 ☺️

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

Really appreciate Ashley take care of our dog for a long weekend! Ashley is super considerate and communicative - you can expect to receive regular updates on how your pup is doing and you can tell she goes to great lengths to ensure every pet that stays with her has a great experience. I would absolutely choose Ashley again for boarding!

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Rosalie C.
Sitter Profile Image: Chelsea G.
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Chelsea G.
Star Sitter
from
$35
per night
5.0 out of 5 stars
39 reviews
13 repeat clients
20 years of experience
Douglas, Chicago, IL, 60653

Chelsea was phenomenal!! 5 out of 5 stars doesn’t even begin to cover it. So easy to communicate with, we received more pictures then we knew what to do with, and she was consistently taking the dogs on walks, to the beach, and out for treats. Couldn’t be more thankful. If we are ever in Chicago again we will be using her services!!

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Tony & Victoria B.
Sitter Profile Image: E K.
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E K.
Star Sitter
from
$45
per night
5.0 out of 5 stars
377 reviews
178 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: Timothy B.
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Timothy B.
Star Sitter
from
$40
per night
4.8 out of 5 stars
21 reviews
5 repeat clients
10 years of experience
Lower West Side, Chicago, IL, 60616

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

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

Very kind and professional. I would pick her again when I need another sitter for my bunny. First time ever doing this and she gave me the best experience

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

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

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Katie P.
Sitter Profile Image: Brandon E.
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Brandon E.
from
$42
per night
5.0 out of 5 stars
22 reviews
12 repeat clients
35 years of experience
South Shore, Chicago, IL, 60649

"Brandon is an excellent and reliable dog sitter. He provided exceptional care for my dog, Cookie, ensuring she was happy and well-tended to. I highly recommend his services for anyone looking for dependable pet care!"

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Donnie S.
Sitter Profile Image: Nathan D.
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Nathan D.
Star Sitter
from
$57
per night
5.0 out of 5 stars
196 reviews
73 repeat clients
22 years of experience
Near North Side, Chicago, IL, 60654

Nathan was great. He took good care of Tange, very responsive on the communication and even offered pick up and drop off that was very convenient.

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

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

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Alexandria L.
Sitter Profile Image: Bola A.
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Bola A.
from
$54
per night
4.9 out of 5 stars
172 reviews
64 repeat clients
15 years of experience
Woodlawn, Chicago, IL, 60637

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

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Sean O.
Sitter Profile Image: Steven R.
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Steven R.
Star Sitter
from
$58
per night
5.0 out of 5 stars
38 reviews
16 repeat clients
50 years of experience
Near North Side, Chicago, IL, 60611

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

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

Randall was having stomach issues before being dropped off to Angel. He kept me updated and gave great care. Happiest dog ever after Angel watches him.

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Joshua G.
Sitter Profile Image: Luxi J.
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Luxi J.
from
$40
per night
5.0 out of 5 stars
15 reviews
3 repeat clients
3 years of experience
Loop, Chicago, IL, 60601

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

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Marissa H.
Sitter Profile Image: 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

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

Pei was absolutely amazing. She took great care of my dog. She was super kind, communicative and responsible. I would highly recommend her. She provided me with plenty of updates so I never had to worry about my dog.

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

Grace was great with our dog Rex! She sent lots of pictures & updates, and always responded to my messages quickly. We really appreciate her and would love to let her watch Rex again!

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

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: Fred C.
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Fred C.
Star Sitter
from
$50
per night
4.9 out of 5 stars
37 reviews
8 repeat clients
25 years of experience
Lower West Side, Chicago, IL, 60616

Fred took the best care of our 2 dogs. This was an 8 night job in his home! We have a rambunctious sweet younger pitbull (with no manners) and a very senior chihuahua. His place was perfect because it has no stairs for the senior doggie and Fred was willing to take the challenges if the big dog. Fred was attentive, answered calls and texts quickly, and sent us tons of pictures. He put our minds at ease on a daily basis, we have never left the dogs for so long or outside their own home. I highly recommend Fred.

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liz d.
Sitter Profile Image: Katie "Anni" W.
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Katie "Anni" W.
Star Sitter
from
$65
per night
5.0 out of 5 stars
100 reviews
30 repeat clients
10 years of experience
Near South Side, Chicago, IL, 60616

Such patience with our beagle who can be a handful with his sensitive tummy. She kept us in the loop the whole time we were away and was so receptive to suggestions I had for keeping our pup comfortable and happy.

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Christin S.
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