Personalized care for your dog or cat - Kenwood

Highly-rated overnight sitters - Kenwood

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

1 / 1
Sitter Profile Image: 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: 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: 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: 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: 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: 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: 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: 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: 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: 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: Tonisa J.
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Tonisa J.
Star Sitter
from
$50
per night
5.0 out of 5 stars
80 reviews
37 repeat clients
15 years of experience
Calumet Heights, chicago, IL, 60617

Tonisa was great, she was always responsive and kept us up to date with pics throughout our trip. Deuce seemed to have a great time at her house. Thank you Tonisa!

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Andre W.
Sitter Profile Image: Cassandra B.
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Cassandra B.
from
$40
per night
5.0 out of 5 stars
9 reviews
2 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: 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: Dajah P.
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Dajah P.
from
$35
per night
5.0 out of 5 stars
3 reviews
4 repeat clients
1 year of experience
Englewood, Chicago, IL, 60605

Thank you Dajah for taking excellent care of Milo for these past five days. We're looking forward to the next time!

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Harold D.
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: Dwight C.
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Dwight C.
Star Sitter
from
$30
per night
5.0 out of 5 stars
225 reviews
92 repeat clients
10 years of experience
Woodlawn, Chicago, IL, 60637

Dwight was wonderful: responsive to questions, available for convenient drop off and pick up, and truly someone who cares for animals. Would recommend him hands-down!

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

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

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Sunitha B.
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Over 4.1 million
dogs curled up for a sleepover in a sitter's home on Rover1

Cat caregivers near you - Kenwood

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: Rachel R.
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Rachel R.
Star Sitter
from
$32
per visit
5.0 out of 5 stars
55 reviews
17 repeat clients
10 years of experience
Hyde Park, Chicago, IL, 60637

rachel was AMAZING! she made me feel completely at ease when i was so anxious about leaving my babies alone. she was so thorough and loving and really cared for them as they were her own. her constant checkins and photos were so reassuring and felt like i could see my babies everyday even if i was far away! i would book her EVERYTIMEEE!!!! book her you wont regret it! im so happy i can vacation now with ease knowing i have rachel!!

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sana h.
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: Evan P.
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Evan P.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
47 reviews
15 repeat clients
30 years of experience
Hyde Park, Chicago, IL, 60615

Evan did a wonderful job watching our cat for a long weekend. He was communicative and responsive, which made us feel comfortable and confident that our cat was in great hands.

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Anna B.
Sitter Profile Image: Kayleigh P.
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Kayleigh P.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
33 reviews
6 repeat clients
3 years of experience
Hyde Park, Chicago, IL, 60615

Kayleigh was absolutely incredible!! A real life saver (saved the day last-minute when a different arrangement fell through), super communicative (responded to messages almost instantly), and sent lots of detailed updates/pictures/videos. Pokki and I are so thankful ❤️

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Emily R.
Sitter Profile Image: Maya C.
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Maya C.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
112 reviews
44 repeat clients
8 years of experience
Chicago, IL, 60615

Maya is an excellent cat sitter with tons of experience. she's kind and patient and professional and worked really well with my cat who is a little anti-social and easily spooked. i would highly recommend maya to anyone

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Stephen Y.
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: Cassandra H.
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Cassandra H.
from
$23
per visit
5.0 out of 5 stars
69 reviews
25 repeat clients
25 years of experience
Chicago, IL, 60615

Cassie is amazing at what she does and she is very professional and warm. She took great care of our cat and our home. She was always punctual and always sent wonderful notes and pictures. We would happily choose her again to take care of our cat.

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Sud R.
Sitter Profile Image: Lucille C.
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Lucille C.
Star Sitter
from
$22
per visit
4.9 out of 5 stars
17 reviews
2 repeat clients
7 years of experience
Chicago, IL, 60615

Lucille is an incredibly kind and attentive cat sitter. She made him feel loved and played with him so much. She even took him for a stroll on his backpack. Would highly recommend. Felt like our baby was in wonderful hands!

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

Sally took care of my two cats for about 2 weeks .she sent us everyday 2 or 3 pictures of cats and me and my husband felt relived after we got messages from Sally that cats were doing good while we were traveling.I am so happy that I got to know her.

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Joohyun L.
Sitter Profile Image: Jasmine P.
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Jasmine P.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
97 reviews
38 repeat clients
13 years of experience
Kenwood, Chicago, IL, 60615

We’re so lucky to have found Jasmine! I have a very territorial cat but her calm demeanor and patience paid off and he got comfortable with her presence.

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Maya C.
Sitter Profile Image: Jessy M.
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Jessy M.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
17 reviews
6 repeat clients
13 years of experience
Hyde Park, Chicago, IL, 60615

Jessy took care of our two cats while we were away. Everything went fine! Thanks Jessy.

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Marie S.
Sitter Profile Image: Ashleigh P.
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Ashleigh P.
from
$18
per visit
5.0 out of 5 stars
52 reviews
18 repeat clients
15 years of experience
Hyde Park, Chicago, IL, 60615

Ashleigh always does a great job and sends detailed updates. It’s always a relief to know Ashleigh will have everything taken care of back at home.

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Lauren P.
Sitter Profile Image: Mia L.
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Mia L.
from
$18
per visit
5.0 out of 5 stars
26 reviews
5 repeat clients
3 years of experience
Hyde Park, Chicago, IL, 60615

Mia was incredible with my cat Stormie! We were able to quickly schedule a meet and greet for her to meet Stormie and I could already tell she genuinely cared. She asked questions about feeding, whether Stormie likes to sleep in the bed, daily routine, and took notes when I explained some food changes due to Stormie's sensitive stomach. It is VERY clear she does truly love and care for animals. We had Mia watch Stormie for the weekend and came back to the apartment being clean, litterboxes were empty and freshly cleaned, etc. Mia sent regular updates as well with photos and videos of Stormie so I knew that everything was going smoothly. She also sent messages regularly about how they were playing with toys, how Stormie was doing, etc. I 100% will book with Mia again as I truly never felt more comfortable with someone watching my baby before now.

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Lillian W.
Sitter Profile Image: Jasmine R.
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Jasmine R.
from
$18
per visit
4.7 out of 5 stars
12 reviews
6 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: Taylor W.
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Taylor W.
from
$18
per visit
5.0 out of 5 stars
5 reviews
2 repeat clients
5 years of experience
Chicago, IL, 60615

Great! No complaints. Will be scheduling again soon. My cats loved her and she followed instructions exactly.

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Chevonne C.
Sitter Profile Image: 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: Brianna B.
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Brianna B.
from
$14
per visit
5.0 out of 5 stars
8 reviews
4 years of experience
Hyde Park, Chicago, IL, 60615

An amazing cat sitter! It’s clear how much she truly loves animals, and they love her back. Even our very shy and unsociable kitty fell in love with her at first sight, which was a huge surprise to us. We’re so grateful for her care, kindness, and attention.

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Anastasiia P.
Sitter Profile Image: Huibo L.
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Huibo L.
from
$15
per visit
1 repeat client
8 years of experience
Chicago, IL, 60615

About: My cat Clove (he goes by Miantiao, which means noodle, at home much more) knows how to high five and answers to his name. Cats are smart enough to be trained if you know how to do it and treat them right! I’m here to give them the best care they deserve when you are away :)

Sitter Profile Image: Andrea W.
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Andrea W.
from
$16
per visit
1 year of experience
Kenwood, Chicago, IL, 60615

About: Medication prep , feeding, and treatments given for older cats. I have followed specific instructions and guidelines. Enjoy their company and independence while in their home

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Perfect for high energy dogs - Kenwood

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

Ashley takes great care of our puppy. Her kids give ample play time to entertain our puppy, and Ashley walks and feeds her well. She also is quick to respond to queries. Our puppy gets excited whenever coming to Ashley’s place.

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Smaida M.
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: 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: 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: Bola A.
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Bola A.
from
$49
per day
4.9 out of 5 stars
172 reviews
64 repeat clients
15 years of experience
Woodlawn, 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: Kyle H.
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Kyle H.
from
$40
per day
5.0 out of 5 stars
28 reviews
6 repeat clients
22 years of experience
Hyde Park, Chicago, IL, 60615

About: Kyle and Ben have been caring for dogs in our home for over fifteen years. We have experience administering medications, whether they be topical, ingested or intravenous. Our goal is to make sure you know your dog is safe and well cared for while you're out of town. We are very quick to respond to all phone calls, text messages and emails and will keep you posted with photos and updates on how your dog is doing while they are staying with us. We also provide flexible pick up and drop off hours for your convenience and can provide transportation if necessary. Kyle has several years of experience working in the pet care industry, starting with shelter work, moving onto a dog daycare/boarding facility and managing of two different dog and cat supply stores (one local, one corporate) in the last fifteen years. She is certified in dog and cat first aid and CPR by the American Red Cross and has experience administering topical, oral and intravenous medications. She has extensive experience handling senior and disabled animals, as well as dogs with behavioral issues. We have always loved dogs and owned dogs throughout our respective childhoods, but Kyle has gotten more hands on experience in the last fifteen years by dabbling in different fields of animal care. She worked as a kennel attendant at the local SPCA for a period of time, caring for homeless dogs, cats and rabbits. It was there that she learned proper care techniques and how to administer medications. She took these skills with her when she went to work first as a kennel attendant and then as the office manager of a small dog daycare and boarding facility. She spent the next seven years serving as store manager of two different natural dog and cat supply stores, where she helped pet owners provide their animals with healthy natural foods, treats and other supplies. She also organized many in store events to help highlight and raise funds for many local rescues and shelters. In 2020, Kyle completed school to become a dog groomer and has been grooming dogs in Hyde Park for the last several years. Both Kyle and Ben work mainly from home, or not far from home. Kyle works as a dog groomer and is able to bring your dog to work with her during the day to minimize any time your dog may spend without human supervision. We never allow anyone off leash on walks, and we do not utilize off leash dog parks for safety reasons. All of our pets are fully vaccinated. Feeding times are always supervised to prevent any potential food aggression. Toys and chews are put away when human supervision is unavailable to prevent resource guarding.

Sitter Profile Image: Brandon E.
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Brandon E.
from
$50
per day
5.0 out of 5 stars
22 reviews
12 repeat clients
35 years of experience
South Shore, Chicago, IL, 60649

About: Dawggy Pawties is a premium doggie daycare and enrichment retreat located in a peaceful rural setting designed specifically for city dog owners who want their dogs to experience freedom, exercise, fresh air, socialization, and structured care in a safe environment. The business includes pickup and drop-off transportation, outdoor play, socialization groups, nature walks, enrichment activities, and optional overnight boarding This is my full time job, so your pups will have my undivided attention!! My mornings start as early as 530 and end as late as 11 Your pooch will be with my family and I in our home as well as on our Farm that includes a private Dawg Pawk we also will visit different dog parks around the city of Chicago and trips to beach and other dog friendly places to provide proper socialization and public manners. your dawg will be provided with his/her own private crate to chill and relax during their stay!

Sitter Profile Image: Ebonee A.
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Ebonee A.
from
$45
per day
5.0 out of 5 stars
48 reviews
22 repeat clients
15 years of experience
Hyde Park, Chicago, IL, 60615

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

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Marquetta S.
Sitter Profile Image: Torin I.
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Torin I.
from
$43
per day
5.0 out of 5 stars
23 reviews
8 repeat clients
13 years of experience
Grand Boulevard, Chicago, IL, 60615

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

Sitter Profile Image: Jane C.
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Jane C.
from
$33
per day
5.0 out of 5 stars
1 review
10 years of experience
Hyde Park, Chicago, IL, 60615

About: I’ve cared for my sweet girl for about 10 years now. She’s changed over the years from a newly adopted young shelter dog to a senior dog and I’ve consistently modified how I care for her to meet her needs. I have boarded many family dogs too from tiny multi poms to larger sweet pits. I really feel at home with animals and treat every dog with patience and care like my own girl. I work from home, live across the street from a big park, and can offer plenty of walks, attention, and playtime. Please be sure to share If you’re dog requires supplements, medication, special feeding schedules/protocols, behavioral things I should be mindful of. I work from home Monday thru Friday. Typically up with my dog by 6. She gets a long walk in the am and after work. Plenty of walks in between work for potty breaks. Each day can look different though based on weather and overall energy level of your dog. I can adjust your dogs needs when it comes to feeding schedule, affection, attention, and stimulation. I vary my techniques based on your dog’s personality and what they need when it comes to affection, space and activity level. I am flexible!

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: Tiffany O.
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Tiffany O.
from
$30
per day
5.0 out of 5 stars
17 reviews
5 repeat clients
20 years of experience
Hyde Park, Chicago, IL, 60615

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

Sitter Profile Image: 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: 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: 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.
from
$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: 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: Danielle K.
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Danielle K.
from
$35
per day
5.0 out of 5 stars
8 reviews
2 repeat clients
8 years of experience
Woodlawn, Chicago, IL, 60637

About: I have pet sit all kinds of loving dogs. Since I was 15 My family, friends and neighbors have trusted me to walk, feed, play with and care for their pets. I work full time virtually, so I am flexible and can care for your beloved pups while at home. I only have availability to do overnight boarding on weekends. I have a spacious place for your dog to have plenty of room to play and be comfortable. In addition, I have a dog park and a spacious park/field a walk away from my home. There also is a trail for us to walk as well. I am equipped to feed, walk and sing to your pup.

Sitter Profile Image: Quirtina C.
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Quirtina C.
from
$30
per day
16 years of experience
Woodlawn, Chicago, IL, 60637

About: Hi! I’m Quirtina, a lifelong dog lover and dog mom to Biggie, my sweet 5-year-old Cockapoo. I grew up with two dogs, and Biggie is my second personal dog, so I know how much trust it takes to leave your pup in someone else’s care. I also regularly dog sit for friends, and I always aim to make pets feel safe, comfortable, and loved. I’m active and love long walks around Hyde Park, so I’m happy to help with exercise, playtime, cuddles, and keeping your dog’s routine consistent. I have experience with puppies, senior dogs, and administering medications. I’ll pay close attention to your instructions and your dog’s personality, and I’m always glad to send updates and photos for peace of mind. I’m a full time MBA student, so I have plenty of time to care for your pup! I am home most of the time during the day and evening. I live in a secured gated home, with a gated area for quick bathroom breaks outside of regular walks. Your pup will be in safe hands!

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

Adventure-ready dog walkers - Kenwood

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

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

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Jasmyn M.
Sitter Profile Image: 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: Ashleigh P.
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Ashleigh P.
from
$19
per walk
5.0 out of 5 stars
52 reviews
18 repeat clients
15 years of experience
Hyde Park, Chicago, IL, 60615

Ashleigh did a great job with our girl Mabel! Mabel’s new to the family and still adjusting and Ashleigh put my mind at ease while I was away for the weekend.

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Amy-Jane B.
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: 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: Lucille C.
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Lucille C.
Star Sitter
from
$20
per walk
4.9 out of 5 stars
17 reviews
2 repeat clients
5 years of experience
Hyde Park, Chicago, IL, 60615

Thank you for giving Kaia lots of pets and cuddles!! We appreciate it!!!

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NORMA L.
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: Lisa "Rane" B.
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Lisa "Rane" B.
from
$30
per walk
5.0 out of 5 stars
7 reviews
2 repeat clients
25 years of experience
Kenwood, Chicago, IL, 60615

Lisa "Rane" was fantastic with Bobby. She is prompt and personable. My dog received her well upon their first meeting. She and I developed a good rapport which led me to feel comfortable trusting her with Bobby. I will make her my first request when needing your service in the future.

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Barbara B.
Sitter Profile Image: Brianna B.
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Brianna B.
from
$15
per walk
5.0 out of 5 stars
8 reviews
4 years of experience
Hyde Park, Chicago, IL, 60615

Excellent dog walker. She is dependable, trustworthy, and amazing with my dog. I felt completely comfortable leaving my pet in her care during my vacation. She responds is a great timely manner

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Lashemia B.
Sitter Profile Image: Qutress T.
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Qutress T.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
84 reviews
33 repeat clients
10 years of experience
Grand Boulevard, Chicago, IL, 60615

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

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Abi S.
Sitter Profile Image: Andrea W.
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Andrea W.
from
$19
per walk
6 years of experience
Kenwood, Chicago, IL, 60615

About: I am experienced in very detailed pet care instructions and understand that those pets have unique needs. I have experience with administering medical supplements, adhering to specific feeding schedules and portion requirements. I have followed individualized activity plans and routines for both dogs and cats. I want to provide the consistency in a pets routine while their owners are away. I promote owner-established potty training methods in regards to 6 months and older potty training behaviors. My approach combines reliability, patience, and genuine affection for animals while providing pet owners with confidence that their pets are receiving attentive and compassionate care in their absence. I am a Retired NCAA WBB coach so I have time to care for your fur family! I Can adjust to your pets favorite routine! I stay in your home so that your fur family is in their most safe space! I stick to their routines and routes! I can include new enrichment activities and stick to what works for them! I understand crating and routine! I have also slept w 4 animals in bed so that were very supported during the owner’s mini vacation.

Sitter Profile Image: Khiana B.
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Khiana B.
from
$20
per walk
7 years of experience
Kenwood, Chicago, IL, 60615

About: I have cared for multiple different animals throughout my life. I've cared for animals such as including turtles, dogs, cats, and fish from elementary school through now. Aside from caring for my own pets, I previously helped to volunteer at an animal shelter and would often visit shelters in my free time, making it easier for me to bond with animals! I am currently a full-time university student, so I would have to accommodate with my class schedule. However, my weeks typically have some free time so I am still very flexible with my schedule for pet care! I will always greet your pet and thoroughly follow any pet care instructions. I am open to walks, playing, litter cleaning, etc. I'll also make sure to leave their environment clean and comforting before heading out.

Sitter Profile Image: Bella B.
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Bella B.
from
$25
per walk
5.0 out of 5 stars
7 reviews
2 repeat clients
5 years of experience
Chicago, IL, 60637

About: In addition to taking care of my own three dogs, I have spent the past four summers working at a doggy daycare/ kennel. I have professional training and experience in taking care of animals of a variety of sizes and various needs. With over 50 dogs in our care every day, I am experienced in creating an environment that is safe, clean, and fun. I feel prepared to handle anything that is thrown my way !! I am a graduate student here in Chicago, so I have classes four days a week, but I can do walks and drop in visits for most of the afternoon, and dogsitting and walks Saturday-Monday. I am unable to take pets into my own home, but in a clients home I am prepared to work with whatever is available, including spending as much time outside as necessary and bringing treats and a slip lead to help with walking, training, and crating. For pets who prefer to spend their time indoors, I will make sure they still get plenty of attention and mental stimulation.

Sitter Profile Image: Cassandra B.
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Cassandra B.
from
$25
per walk
5.0 out of 5 stars
9 reviews
2 repeat clients
11 years of experience
Kenwood, Chicago, IL, 60615

About: I’ve loved animals since I was a kid. My many years of pet ownership has trained me for this opportunity. My Chewy is both happy and healthy. I’m recently retired. My daily schedule is built around the needs of my boy, Chewy. He’s walked at minimum three (3) times a day; my friends and family know the routine. I have a secure deck to allow fresh air and free movement with guaranteed security. I have a crate if needed, but think all dogs should have free movement daily.

Sitter Profile Image: Katarina S.
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Katarina S.
from
$16
per walk
5.0 out of 5 stars
3 reviews
1 repeat client
8 years of experience
Hyde Park, Chicago, IL, 60615

About: I’ve taken care of multiple dogs of varying ages and have always enjoyed it immensely. I no longer have a dog of my own but I would love to make friends with yours. I am working 3 days per week (not a set schedule) and have enough time to spend with some lovely dogs. My schedule changes week to week but I am quite flexible and hopeful we can find a good agreement for dog sitting/walking. My apartment is clean and spacious and perfect for a small/medium dog to stay at and play. I do not own a crate but also would prefer if your dog is properly trained and can tolerate being in open space.

Sitter Profile Image: Mikel N.
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Mikel N.
from
$20
per walk
5.0 out of 5 stars
5 reviews
1 repeat client
5 years of experience
Kenwood, Chicago, IL, 60615

About: I've always taken care of dogs since I was seven. At one point I even had three dogs and a cat all at the same time. It was kind of hectic but I loved them all equally. I've always been responsible and the sole care giver of all the pets in the house. Feeding and walking the dogs were always my responsibility and they still are 12 years later. I am currently taking a semester off from college so my schedule is mostly free. Any time after 12 PM I am free to take care of your pets. After I start the summer semester my schedule might change though. I will diligent and detail oriented with the instructions you give me and follow any tiype of special care or requirements that your furry baby needs.

Sitter Profile Image: Alison C.
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Alison C.
from
$20
per walk
12 years of experience
Kenwood, Chicago, IL, 60615

About: I’ve been walking and dog-sitting for dogs of all sizes & ages since 2014, and dog mom of a Husky since 2021! Happy to go on long walks, play fetch or with the favorite toy, and send you cute pics of your pup along the way. I’m a recent graduate from the University of Chicago and still on the hunt for a full-time job. To keep me sane during the job search process, I would love to care for your pet(s) throughout the week & weekend! Happy to send photos of our walks! I will make sure your dogs have food & water. I can also easily clean up puppy messes if they are still potty training. Please let me know what their favorite treat is too!

Sitter Profile Image: Kaitlin R.
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Kaitlin R.
from
$25
per walk
5.0 out of 5 stars
20 reviews
10 repeat clients
7 years of experience
Kenwood, Chicago, IL, 60615

Very pleased with the service!!! Loved the pics!

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Pam J.
Sitter Profile Image: Kyla C.
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Kyla C.
from
$20
per walk
10 years of experience
Hyde Park, Chicago, IL, 60615

About: Hi! I just graduated from college and am looking on Rover as an additional job. I have grown up with many pets, including dogs and lots of other interaction with cats. One of my dogs is currently 15 years old, and we rescued my other dog, so I have experience working with senior pets as well as very anxious pets. Have had pets for more than 10 years of my life. I am not starting a Master’s degree until September, so my daily routine is very flexible, making pet care easy! I am happy to adjust as needed. I love spending time with pets and am happy to be with them in whatever environment they feel the most comfortable. In your homes I will respect your space and your pet’s, and happily meet your needs.

Sitter Profile Image: Huibo L.
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Huibo L.
from
$19
per walk
1 repeat client
10 years of experience
Chicago, IL, 60615

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

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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 - Kenwood

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

Tonisa was great, she was always responsive and kept us up to date with pics throughout our trip. Deuce seemed to have a great time at her house. Thank you Tonisa!

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Andre W.
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: 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: 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: Dominique F.
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Dominique F.
from
$43
per night
4.6 out of 5 stars
71 reviews
39 repeat clients
16 years of experience
South Shore, Chicago, IL, 60637

Dominique was AB-SO-LUTE-LY Fabulous!!! She treated my babies like her very own (even calling them by their "cutesy" baby names when she scratched them under their cheeks and behind the ears). She created a safe, loving and clean space for them... allowing them to thrive. Truth be told, I'm kind of jealous that they "took to her" so quickly and didn't miss me more (our first time separated in 11 years). Knowing Dominique was taking such great care of them, made the stressful time I was going through easier to manage. My babies came back, calm,well feldand clean!!! 👍 I will definitely seek out Ms. Dominique again for any and all future pet needs.

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Melody K.
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: Manuel P.
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Manuel P.
from
$38
per night
4.9 out of 5 stars
47 reviews
15 repeat clients
8 years of experience
West Lawn, Chicago, IL, 60629

Manuel is the best. He’s looked after my little corgi Kit twice now and has done an excellent job. I can’t recommend him enough! Your pup will always be in good hands with Manuel. Thanks so much!!

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Avery K.
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: 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: 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: 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: Shani M.
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Shani M.
Star Sitter
from
$42
per night
5.0 out of 5 stars
14 reviews
9 repeat clients
15 years of experience
Roseland, Chicago, IL, 60628

Shani (and her kiddos☺️) LOVED on my pup while I was away. Shani was an excellent communicator and sent update photos and videos, too. I really appreciated such good communication and how well Lady was taken care of. When you see your dog smiling in the update photos, you know it’s real. I’ll be looking to book Shani for my next trip away.

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Sabra F.
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