Personalized care for your dog or cat - Roseland

Highly-rated overnight sitters - Roseland

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

Shani responded quickly to take a last minute long term booking. She was very communicative & hands on with Malcolm. Felt very comfortable leaving my baby while out of the country.

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Anthonisha C.
Sitter Profile Image: Mercedes M.
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Mercedes M.
Star Sitter
from
$30
per night
5.0 out of 5 stars
63 reviews
21 repeat clients
15 years of experience
Alsip, IL, 60803

I honestly cannot say enough good things about her. From the moment I met her, she was so warm, kind, and welcoming. She kept me updated the entire time with pictures and messages which gave me so much peace of mind while Prince was with her. She went above and beyond in the most thoughtful ways. She even made a little report card for him which was the sweetest touch ever. It’s clear she truly cares and treats the dogs like her own. Prince was so loved and well taken care of. I would trust her again in a heartbeat and highly recommend her to anyone looking for someone genuinely kind, attentive, and amazing with dogs.

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nisreen m.
Sitter Profile Image: Janet C.
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Janet C.
Star Sitter
from
$47
per night
5.0 out of 5 stars
85 reviews
40 repeat clients
30 years of experience
Beverly, chicago, IL, 60655

Janet was the best! I was nervous to leave my dog behind, but she eased my fears. She sent me pictures every day and her dogs welcomed my dog into their pack right away. He was sad to come home! I couldn’t have asked for a more wonderful sitter. We’ll definitely be repeat customers! Thank you, Janet!

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

Brandon was awesome to work with! He kept consistent with his communication and took care of our fur baby. He’s also a trainer, so your pup is in good hands!

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

Tonisa was an awesome sitter for Koda. This was Koda’s first time being away from us for such a long period of time so i was apprehensive but after meeting Tonisa I felt at ease. During Koda’s stay, Tonisa sent frequent pictures and updates. I highly recommend!

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

Nemo took to Kathleen right away. She kept him busy with walking and playing with her children. She is a dog lover! He is as in good hands. Sent several pics too. Would definitely ask her to sit again.

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Linda B.
Sitter Profile Image: Megan S.
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Megan S.
Star Sitter
from
$50
per night
5.0 out of 5 stars
20 reviews
6 repeat clients
20 years of experience
Evergreen Park, IL, 60805

It was our first time boarding Koda, so we were a little nervous about how he would handle it. Megan made the entire experience incredibly comforting and seamless. She kept us updated throughout the day, responded quickly, and truly put our minds at ease. We couldn’t have asked for a better experience and would recommend her to anyone.

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

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

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Kurt S.
Sitter Profile Image: Kendra C.
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Kendra C.
Star Sitter
from
$55
per night
5.0 out of 5 stars
73 reviews
29 repeat clients
20 years of experience
Oak lawn, IL, 60453

Kendra was awesome! She had great communication and sent lots of pictures. She made us very comfortable. Considering this was the first time being away from our pup.

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Maurice S.
Sitter Profile Image: Iman M.
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Iman M.
Star Sitter
from
$49
per night
5.0 out of 5 stars
137 reviews
56 repeat clients
25 years of experience
Posen, IL, 60469

Iman was AMAZING, my Colin enjoyed himself thoroughly. She was so good with him. Iman kept us informed daily about what Colin was doing. She sent pictures and videos of all the activities. Colin generally does not play with other dogs but while with Iman, he seemed to truly enjoy himself. Iman was soo gracious and understanding with us as we were a bit late with our pickup time. I have to say this experience was GREAT. I have used boarding facilities and doggie hotels in the past and my Colin has never had this much fun, all the photos and videos showed that he was having an awesome time. I absolutely recommend Iman for your furry baby, she is well trained and knows how to take good care of furrbaby.

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JEANETTA C.
Sitter Profile Image: Candace C.
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Candace C.
from
$50
per night
5.0 out of 5 stars
79 reviews
33 repeat clients
30 years of experience
Blue Island, IL, 60406

My husband and I were a little worried to leave Bailey behind since she is very attached to us; but, after the meet and greet we knew everything was going to be ok. Candace did an amazing job with her and treated her like one of her own. We got daily pictures/videos of Bailey and little updates on how she was doing. I will definitely be using her again and we highly recommend her!

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Viviana M.
Sitter Profile Image: Tanisha & Darrius T.
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Tanisha & Darrius T.
Star Sitter
from
$52
per night
5.0 out of 5 stars
149 reviews
39 repeat clients
16 years of experience
Ashburn, CHICAGO, IL, 60652

Tanisha was great! She provided daily updates along with pictures. I felt very comfortable leaving my little one with her. I would definitely recommend.

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

Bola was great! very accommodating and helpful throughout the whole process. she kept me updated with pictures and communicated well. I would recommend!

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

Thank you again Kayla for having my Lady girl for the weekend! Kayla does a great job caring for my pup and keeping me in the loop on how she is doing. I never have to worry about Lady being in good hands.

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Amanda M.
Sitter Profile Image: bridget c.
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bridget c.
Star Sitter
from
$50
per night
5.0 out of 5 stars
19 reviews
8 repeat clients
15 years of experience
Beverly, Chicago, IL, 60655

Bridget was amazing with our dog, Miller. Miller has separation anxiety and can be a hit or miss with sitters, but he warmed up to Bridget and her family right away. Great communication and felt extremely comfortable. Would highly recommend to let your dog stay with her family and pup of her own who is both adorable and friendly.

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Holly T.
Sitter Profile Image: Manuel P.
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Manuel P.
from
$40
per night
4.9 out of 5 stars
48 reviews
16 repeat clients
8 years of experience
West Lawn, Chicago, IL, 60629

Manuel is the best sitter I could have found for my dog. He took such good care of my corgi Kit, and kept me updated the whole time. He looked after his sensitive paws and made sure Kit was entertained. I really appreciate the social time with other dogs that Kit got during his stay. Manuel is very responsive, attentive, kind, and reliable. Thank you so much for looking after my pup for the holidays. Will definitely book with Manuel again the next time I’m out of town.

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Avery K.
Sitter Profile Image: Victoria A.
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Victoria A.
from
$40
per night
5.0 out of 5 stars
11 reviews
6 repeat clients
16 years of experience
Englewood, Chicago IL, IL, 60621

My Gizelle walked right into Victoria's place inspecting every corner before Victoria could give her a proper greeting! Gizelle was very comfortable and tool to Victoria who sent photos throughout the days I was gone. Somehow Victoria got Gizelle to use a pee pad and play with a toy. Things she never does at home. I am grateful for Victoria's care. Thank you!

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Tracye C.
Sitter Profile Image: E K.
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E K.
Star Sitter
from
$45
per night
5.0 out of 5 stars
383 reviews
180 repeat clients
15 years of experience
Grand Boulevard, Chicago, IL, 60653

Liz took great care of G! She kept me in the loop with photos and updates on how he was doing. He played a lot and had a huge smile on his face during pick up! Will 1000% recommend

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Denise D.
Sitter Profile Image: Sandy P.
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Sandy P.
Star Sitter
from
$58
per night
5.0 out of 5 stars
80 reviews
28 repeat clients
35 years of experience
Beverly, Chicago, IL, 60643

Sandy was great, she was sweet and kind, I could tell Jax was comfortable with her as soon as we arrived. She sent us consistent photo updates which really put me at ease on my trip knowing he was in good hands and having the best time!

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

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

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Joseph G.
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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 - Roseland

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: Jayden Phoenix (They/Them) P.
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Jayden Phoenix (They/Them) P.
Star Sitter
from
$40
per visit
5.0 out of 5 stars
80 reviews
25 repeat clients
8 years of experience
Chicago, IL, 60619

Roxy was responsive, arrived as scheduled, and checked on our pets as requested. I also appreciate Roxy bringing in our mail packages that were left at the door. Thank you!

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Jen D.
Sitter Profile Image: artiss m.
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artiss m.
from
$18
per visit
1 repeat client
7 years of experience
Beverly, Chicago, IL, 60643

About: I know that cats are independent but still require consistent, attentive care, patience, and a calm presence. I am comfortable with feeding routines, litter box maintenance, fresh water changes, playtime, enrichment, and most importantly, respecting each cat’s individual comfort level—whether they are social and playful or prefer space and quiet companionship. In addition to general experience, I have many friends who own cats, and I’ve cared for their pets while they’ve been out of town for a week or longer. During those times, I handled daily feeding, litter box cleaning, check-ins, and playtime, making sure each cat remained comfortable and stress-free in their familiar environment. These experiences have made me very comfortable around cats and confident in reading their behavior and adjusting my care style accordingly. While I’ve never personally owned a cat yet, I’ve spent a lot of time around them and have grown very comfortable caring for them independently. I am actually looking forward to owning one in the near future to complete my little pet family, and I genuinely enjoy building trust with cats at their own pace.

Sitter Profile Image: Toni C.
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Toni C.
Star Sitter
from
$17
per visit
5.0 out of 5 stars
31 reviews
11 repeat clients
13 years of experience
Morgan Park, Chicago, IL, 60655

Toni is awesome! We were so at ease while traveling, knowing that our two cats were in great hands. Toni left thorough and thoughtful reports and took lots of pictures for us. We look forward to using Rover again and hope that Toni is available to watch them in the future.

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Amy L.
Sitter Profile Image: Tara W.
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Tara W.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
21 reviews
7 repeat clients
8 years of experience
Evergreen Park, IL, 60805

Tara is fantastic. She gave Jim Catsby extensive attention and affection .He was engaged and playing beyond his usual low activity level. I was thrilled with all the fabulous photos she sent me through the day. I was so happy to know he wasn’t lonely or missing me. Thanks, Tara!

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Colleen D.
Sitter Profile Image: Kelera W.
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Kelera W.
Star Sitter
from
$21
per visit
5.0 out of 5 stars
90 reviews
14 repeat clients
4 years of experience
Morgan Park, Chicago, IL, 60643

She plays with our cats every time and cleans up as well without us asking! She’s very reliable and we enjoy our cats being comfortable with her while we are gone.

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Jessica P.
Sitter Profile Image: Beverly B.
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Beverly B.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
273 reviews
107 repeat clients
7 years of experience
Chatham, Chicago, IL, 60620

Beverly was fantastic and we would use her again in a heartbeat! We ran into a key issue and she was so patient and helpful in adjusting and making sure our boys were well cared for and happy.

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Meghan O.
Sitter Profile Image: Gionna T.
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Gionna T.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
136 reviews
57 repeat clients
8 years of experience
Evergreen Park, IL, 60805

Gionna is absolutely fantastic! My rescue cat, who rarely comes out for anyone except me, followed Gionna around the house while she visited. I have to believe that means she’s a wonderful person!

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Shelby H.
Sitter Profile Image: Kitali Y.
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Kitali Y.
from
$16
per visit
5 years of experience
Roseland, Chicago, IL, 60628

About: I’ve always had a soft spot for cats and understand that every cat has their own personality. Whether your cat loves to play or prefers quiet company, I’ll make sure they feel comfortable, safe, and cared for. I’ll keep their litter box clean, follow their feeding routine, spend quality time with them, and give them affection at their own pace. My goal is to make your cat feel relaxed and cared for until you’re back home.

Sitter Profile Image: Coretta S.
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Coretta S.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
290 reviews
102 repeat clients
3 years of experience
South Shore, Chicago, IL, 60649

Coretta took great care of my fur babies over Christmas vacation. As usual, she sent detailed visit summaries and photos for each visit, and she pointed out any unusual behavior or things that my cats had knocked over.

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Devyn C.
Sitter Profile Image: Valeria N.
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Valeria N.
from
$18
per visit
5.0 out of 5 stars
5 reviews
2 repeat clients
20 years of experience
Beverly, Chicago, IL, 60643

Val was great with the kittens who stayed with her for 5 days. She was very thoughtful about where in her home to place them to keep them safe and entertained.

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Colleen K.
Sitter Profile Image: Anyah T.
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Anyah T.
from
$16
per visit
5.0 out of 5 stars
30 reviews
8 repeat clients
7 years of experience
East Side, Chicago, IL, 60617

Anyah spent three days looking after our very shy cats and she took their standoffish nature in stride. She was communicative, organized, friendly, and punctual. Most importantly, she helped us out when we really needed a reliable pet sitter, and was unbelievable accommodating of our cats’ many quirks. We will absolutely be calling her first from now on.

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Caitlan G.
Sitter Profile Image: Keyierra C.
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Keyierra C.
from
$32
per visit
3 years of experience
Pullman, Chicago, IL, 60628

About: I’ve grown up with pets and began pet sitting in high school for my coaches and family. With over two years of recent experience, a flexible daytime schedule, and a pet-friendly neighborhood near the Pullman Monument and Arcade Park, I provide reliable, personalized care for dogs and cats while making life easier for pet owners. I work a part-time remote job, giving me flexible weekdays for pet care, including overnights. I mainly book weekdays but can make certain weekends work. I love to collaborate with clients to create the best experience for their pets, staying attentive to their needs and creating a calm, comfortable environment, for example, by playing soothing music for pets.

Sitter Profile Image: Marisa G.
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Marisa G.
from
$30
per visit
5.0 out of 5 stars
14 reviews
3 repeat clients
5 years of experience
Roseland, Chicago, IL, 60628

I adore Marisa! So professional. She even asked questions about things I forgot to mention. Clive and I are so excited to have found her.

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Angie C.
Sitter Profile Image: Melissa B.
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Melissa B.
from
$20
per visit
5.0 out of 5 stars
70 reviews
17 repeat clients
19 years of experience
Morgan Park, Chicago, IL, 60655

Melissa is wonderful and our pets enjoy her care. She is reliable and very accommodating of our kids, pets, and general household disarray. Happy to recommend her! She walks our energetic 55 lb 1 yo several times a week, and has taken care of him and our two cats when we travel.

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Maria M.
Sitter Profile Image: Tamara C.
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Tamara C.
from
$18
per visit
4.9 out of 5 stars
14 reviews
5 repeat clients
6 years of experience
Chicago, IL, 60620

Was great with our 4 cats. We came back home and they were well taken care of. Provided pictures while we were gone and was helpful.

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Charmis D.
Sitter Profile Image: Jasmine P.
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Jasmine P.
from
$18
per visit
5.0 out of 5 stars
2 reviews
1 repeat client
5 years of experience
Chicago, IL, 60438

Have great communication, very prompted and handles Molly with care as if molly was her own

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Donnie A.
Sitter Profile Image: Shani M.
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Shani M.
Star Sitter
from
$29
per visit
5.0 out of 5 stars
16 reviews
9 repeat clients
2 years of experience
Roseland, Chicago, IL, 60628

About: I offer drop-in visits only for cats who are most comfortable in their own home. I follow your instructions to the letter; feeding, litter scooping, clean water, gentle, e pay, and a quiet, respectful presence.

Sitter Profile Image: Darcelle M.
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Darcelle M.
from
$15
per visit
5.0 out of 5 stars
7 reviews
1 repeat client
Pullman, Chicago, IL, 60628

Darcelle is great! She takes time to play with my cats and they love their time with her. I know they are in good care when she is taking care of them.

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Allison K.
Sitter Profile Image: Shantell B.
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Shantell B.
from
$18
per visit
5.0 out of 5 stars
2 reviews
1 repeat client
12 years of experience
South Deering, Chicago, IL, 60617

Shantell does a great job taking care of my fur baby. He feels comfortable around her and responds well.

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Joy B.
Sitter Profile Image: Jennifer J.
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Jennifer J.
from
$19
per visit
4.9 out of 5 stars
72 reviews
42 repeat clients
25 years of experience
Roseland, Chicago, IL, 60628

Jennifer did a superb job taking care of my kitty Mira while I was traveling! I am grateful to have found such a wonderful and reliable cat sitter. Very highly recommended!

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Lucy A.
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Perfect for high energy dogs - Roseland

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: Shani M.
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Shani M.
Star Sitter
from
$33
per day
5.0 out of 5 stars
16 reviews
9 repeat clients
15 years of experience
Roseland, Chicago, IL, 60628

Love Shani!! Took great care of my sweet girl. And yes, you did it! She was played out today. LOVE IT. Looking forward to the next time. Highly recommend.

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Irene K.
Sitter Profile Image: Arie C.
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Arie C.
from
$28
per day
6 years of experience
Washington Heights, Chicago, IL, 60628

About: Hi! My name is Arie and I can not wait to meet your furry family members! I have spent my whole life caring/loving dogs, so I understand what it means to say that doggies are a part of the family. This is why I promise to treat your baby with the exact same love and patience that I treat my own. I offer a variety of personalized services to keep your pet happy, healthy, and safe, such as dog walking, house sitting, and frequent photo updates so you never miss your furry friend too much! I'm currently in school and working online, with this, your pet will rarely be left alone and will receive lots of attention throughout the day. I can take dogs out every 1 to 2 hours for quick backyard play or bathroom breaks. Additionally, I am available for early morning walks, midday check-ins, overnight stays, and weekend care. flexible with caring for your doggie. I have a fenced in yard and my own doggie named Pinky. She is very playful and loves to meet new dogs. If you prefer for me to come to your home, I would be happy to do so.

Sitter Profile Image: Janet C.
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Janet C.
Star Sitter
from
$35
per day
5.0 out of 5 stars
85 reviews
40 repeat clients
30 years of experience
Beverly, chicago, IL, 60655

Janet was very pleasant and my dog got along good with her fur babies. There is confront in knowing your dog is being cared for properly. I will definitely be calling on Janet again. Peanut Butter and I Thank you

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Roslyn F.
Sitter Profile Image: Mia S.
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Mia S.
from
$30
per day
5.0 out of 5 stars
24 reviews
10 repeat clients
3 years of experience
Roseland, Chicago, IL, 60628

Amazing!!!! Only five stars??? If it was more than 5 stars, Mia can have each & every last one, she is wonderful. The best decision was choosing Mia out of all the other sitters that were listed. Communication skills are top notch, fast replies, Mia stays in contact all throughout the day, plenty of photos and videos. I was 100% worry free while I was at work. Not once was I worried about my baby. And I know my baby can be a handful since he is a puppy, that did not stop Mia from taking my baby in and treating him like her own! I know for sure my baby had so much fun being with Mia. I can’t thank you enough!!! You’re truly a blessing! Thank you for taking such good care of Flash.

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Nyya W.
Sitter Profile Image: Yvan B.
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Yvan B.
from
$55
per day
5.0 out of 5 stars
2 reviews
2 repeat clients
4 years of experience
Roseland, Chicago, IL, 60628

About: I’m really a dog lover and have always been around them. They’re kids honestly. Imagine a different one per day that’s amazing to me ! Recently moved to Illinois where I now work for Alter Domus, an investment firm in Downtown Chicago and it’s work from home. I have all the time in the world to watch them !! Love them and it’s definitely therapy to me also. Continuing what I started in Ohio with Rover here ! My neighborhood is full of dogs and grass for them to walk. It’s away from danger and quiet, there might be a friend outside too.

Sitter Profile Image: Valeria N.
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Valeria N.
from
$37
per day
5.0 out of 5 stars
5 reviews
2 repeat clients
20 years of experience
Beverly, Chicago, IL, 60643

Valeria was great with our Peanut. She is kind and accommodating. We plan to use her services again!

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Erica G.
Sitter Profile Image: bridget c.
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bridget c.
Star Sitter
from
$45
per day
5.0 out of 5 stars
19 reviews
8 repeat clients
15 years of experience
Beverly, Chicago, IL, 60655

Bridget was very good with Nemo. She went above and beyond with his care! Will definitely call again.

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Linda B.
Sitter Profile Image: Eunita W.
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Eunita W.
from
$25
per day
5.0 out of 5 stars
19 reviews
2 repeat clients
25 years of experience
Pullman, CHICAGO, IL, 60628

Eunita Was The Best Sitter Ever! My Pup Prince Loved Her & Barely Wanted To Come Home When I Arrived To Pick Him Up. My Experience Was Wonderful I Work Early Mornings And Eunita Was Able To Accommodate My Schedule. She Sent Me Pictures And Kept Me Updated On Prince Throughout The Day. If Your Looking For The Perfect Sitter..She’s The Best Choice!

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Destini P.
Sitter Profile Image: Courtney E.
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Courtney E.
from
$33
per day
5.0 out of 5 stars
9 reviews
4 repeat clients
6 years of experience
Washington Heights, Chicago, IL, 60620

We ABSOLUTELY love Courtney and her family! When we first started looking for a dog sitter, we were super nervous. Courtney and her family but as so at ease during our pups stay. He's become like a part of their family, as Courtney and her family has become ours. Rover, Courtney is THE BEST! New pup owners, if you're looking for someone honest, trustworthy, caring and more, don't wait! Book Courtney now! I promise you will not regret it.

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Sieda
Sitter Profile Image: Mercedes M.
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Mercedes M.
Star Sitter
from
$25
per day
5.0 out of 5 stars
63 reviews
21 repeat clients
15 years of experience
Alsip, IL, 60803

Mercedes is literally the best. She sent me pictures of my Ryder throughout the day and he looked so happy. I knew that he was in good hands. I will definitely return!!

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Brianna S.
Sitter Profile Image: Maren W.
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Maren W.
from
$33
per day
5.0 out of 5 stars
52 reviews
14 repeat clients
5 years of experience
Roseland, Chicago, IL, 60628

Maren has been a godsend to us. We brought Luna home at 8 weeks and I was super nervous about finding someone to look after her while my partner and I are at work. We were in a tricky position because she's not crate trained yet, so she needs all-day care, but doggy day care's won't accept her because she doesn't have all her shots. When I asked Maren to look after our little rascal 2x a week for 2 months, she was incredibly accommodating. It's been 2 weeks now since Luna has started "camp Maren" and it's been great. Maren communicates well and sends multiple updates throughout the day. Luna loves Maren so much that she does a little happy dance (which involves jumping, wiggling, and lots of kissing) every time they meet and I can tell she's not quite ready to leave when we come pick her up. If you want someone who will love and take care of your dog as her own, look no further! Thanks, Maren!

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Rafaella S.
Sitter Profile Image: Raymond G.
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Raymond G.
Star Sitter
from
$60
per day
5.0 out of 5 stars
94 reviews
17 repeat clients
25 years of experience
Morgan Park, Chicago, IL, 60643

My dog loves Raymond and his wife Monica! They send great pictures of her while she's there; she's happy to go in and tired (in a good way) when we pick her up.

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Siobhan D.
Sitter Profile Image: Shana G.
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Shana G.
from
$33
per day
10 years of experience
Roseland, Chicago, IL, 60619

About: For the past ten years, I've had the privilege of working with a diverse range of canine and feline companions, from energetic puppies and kittens to serene senior dogs and cats. My approach is always rooted in patience and love, ensuring every animal feels comfortable and cared for. I have extensive experience in administering medications, a testament to my ability to handle sensitive situations with gentleness and precision. My dedication extends to understanding the unique needs of each animal, fostering a trusting and supportive environment for all. I’m currently working from home and have a lot of flexibility to provide pet sitting in my home , dog walking and drop in visits. I have a gated yard. I can crate your furry friend if needed. I always use a Lesh when walking. I will follow your pet schedules just the way you would at home. I will provide plenty of one on one play time. I am constantly sanatizing and cleaning my home to keep your fur baby safe

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

About: Dawggy Paw-Ty is a premium dawggy boarding and training retreat! located in a peaceful rural setting Pembroke Township ill) designed specifically for city dog owners who want to give their dogs the opportunity to get away from the tight over crowded city life and 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, 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 south shore condo and/or as well as on our Farm that includes our own private Dawg Pawk, while in the city we will visit different dog parks around the city of Chicago and trips to the beach and other dog friendly places to provide proper socialization and public manners. your dawg will be provided with his/her own private kennel to chill and relax during their stay!

Sitter Profile Image: Megan S.
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Megan S.
Star Sitter
from
$50
per day
5.0 out of 5 stars
20 reviews
6 repeat clients
20 years of experience
Evergreen Park, IL, 60805

About: Tail-wagging care you can count on! I have 20 years of pet sitting experience with a wide range of pet personalities and temperaments and 25 years of loving my own fur babies as well. I specialize in pup care (housetraining, play based development, walk adventures), senior pet care (gentle handling, mobility support, medication administration), and special needs and rescue animals (with an understanding of anxiety, therapeutic support, and slow-trust building). I treat every pet like my own—with kindness, reliability, and plenty of playtime, walks, and cuddles. You can relax knowing your pet is not only safe, but genuinely cared for. :) I'm currently working part time from home so I prioritize caring for your pet with the same attention I gave to my own pets - making sure they’re happy, healthy, and safe while you're away. I have a fenced yard and an animal-friendly home. Currently we have three sweet kittens in the home (Luna, Notte, and Silvio) and, over the last few years, we had a dog Nala and two cats Namu and Malu that passed on after 15-17 years of life. I now have two children (my daughter is 7, and my son is 4) who love animals and are very gentle and caring. If your pet doesn't prefer children, please let me know and I wouldn't bring them with me to care for your pet. :)

Sitter Profile Image: Brandy N.
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Brandy N.
from
$50
per day
5.0 out of 5 stars
9 reviews
2 repeat clients
6 years of experience
West Pullman, chicago, IL, 60827

Billion enjoyed his day with Brandy! She sent pictures

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Tamisha S.
Sitter Profile Image: Iman M.
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Iman M.
Star Sitter
from
$35
per day
5.0 out of 5 stars
137 reviews
56 repeat clients
25 years of experience
Posen, IL, 60469

I was nervous about leaving my 8 week old puppy for the first time. Iman was nice and I could immediately see how patient she was with each dog. Her love for animals truly standout I will definitely rebook with her again I'm thr future.

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Yvette M.
Sitter Profile Image: Tamya O.
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Tamya O.
from
$40
per day
5.0 out of 5 stars
4 reviews
4 years of experience
Woodlawn, Chicago, IL, 60637

Having Tamya provide day care for our Weimaraner MacKenzie was the best decision! We traveled from the DC area to Chicago to visit the new Obama Presidential Library and Center and wanted to ensure she would be in good hands for the several hours we were away. Tamya made planning for MacKenzie very easy and I was impressed with the advanced questionnaire provided so that they could match the needs for her. They got along superbly. Thank you Tamya for caring for our little girl!

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Donna H.
Sitter Profile Image: Daisy G.
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Daisy G.
from
$36
per day
5.0 out of 5 stars
7 reviews
2 years of experience
West Pullman, Chicago, IL, 60628

About: I’ve always been surrounded by dogs since I can remember and for that I have a such a warm heart for all the fur babies out there, I also have experience from when I took care of dogs from home for a few months before they left to their new families, that made me grow in being able to care for each dog/puppy as their own. I have also taken care of family members dogs , and I will be looking forward to watching over your doggies. Im currently doing schooling online so im home majority of my time , and have my own schedule so im available to have my attention on the dogs. In my home I have a fenced yard , and I will walk the dogs on leash every time I walk them/or take them out if you feel more comfortable.

Sitter Profile Image: Amy A.
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Amy A.
Star Sitter
from
$25
per day
5.0 out of 5 stars
26 reviews
3 repeat clients
1 year of experience
Alsip, IL, 60803

Amy was absolutely wonderful with my puppy, Bambi! She was extremely flexible with my schedule, had excellent communication throughout the day, and made me feel completely at ease while I was at work. It means so much to know my fur baby was in such caring hands. Thank you so much, Amy, for taking such great care of Bambi. I will definitely be using you again!

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Sharise B.
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Adventure-ready dog walkers - Roseland

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Sitter Profile Image: Erin N.
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Erin N.
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$14
per walk
21 years of experience
Pullman, Chicago, IL, 60628

About: What sets me apart is how seriously I take the trust you're placing in me. I understand that pets are family and leaving them in someone else's care can be difficult. That's why I approach every pet with patience, empathy, and genuine care. I take the time to learn their unique personality (energetic, shy, or just needs a little extra attention), routines, and needs so they feel safe, comfortable, and loved while you're away. Pet care fits naturally into my routine because I genuinely enjoy spending time with animals and have the flexibility to give them the attention they deserve. With an open schedule, I can easily adapt to your pet's routine, whether that means morning walks, playtime, or simply keeping them company throughout the day. I know that being away from their owner can be an adjustment for some pets, so I do my best to create a calm, loving, and familiar environment where they feel safe and comfortable. My goal is for your pet to feel cared for and happy, and for you to have peace of mind knowing they're in compassionate and dependable hands. When caring for pets during drop-in visits and dog walks, I make it a priority to maintain the routine they're familiar with, so they feel comfortable and at ease. Every pet is unique, so I take the time to understand their needs, whether that's a fun walk, playtime, mealtime, or some extra attention and affection. My goal is to provide thoughtful, reliable care that keeps your pet happy while giving you confidence that they're in good hands.

Sitter Profile Image: Arie C.
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Arie C.
from
$20
per walk
6 years of experience
Washington Heights, Chicago, IL, 60628

About: Hi! My name is Arie and I can not wait to meet your furry family members! I have spent my whole life caring/loving dogs, so I understand what it means to say that doggies are a part of the family. This is why I promise to treat your baby with the exact same love and patience that I treat my own. I offer a variety of personalized services to keep your pet happy, healthy, and safe, such as dog walking, house sitting, and frequent photo updates so you never miss your furry friend too much! I'm currently in school and working online, with this, your pet will rarely be left alone and will receive lots of attention throughout the day. I can take dogs out every 1 to 2 hours for quick backyard play or bathroom breaks. Additionally, I am available for early morning walks, midday check-ins, overnight stays, and weekend care. flexible with caring for your doggie. I have a fenced in yard and my own doggie named Pinky. She is very playful and loves to meet new dogs. If you prefer for me to come to your home, I would be happy to do so.

Sitter Profile Image: Kitali Y.
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Kitali Y.
from
$20
per walk
15 years of experience
Roseland, Chicago, IL, 60628

About: I’ve always had a love for animals, and I treat every pet like they’re my own. I’m patient, dependable, and make it my priority to keep pets safe, happy, and comfortable while you’re away. Whether it’s walks, playtime, feeding, or sticking to your pet’s routine, I’ll provide the same care and attention I’d want for my own pets. I’m comfortable caring for puppies, senior pets, and animals with different personalities and energy levels. I’ll also keep you updated with photos and messages so you always know your pet is in good hands. As a Division I student-athlete, I have basketball practice Monday through Thursday until around 1:30 p.m., which makes me available for afternoon, evening, and overnight pet care during the week. My weekends are completely open, giving me plenty of time to provide attentive, reliable care. I enjoy staying active, so whether your pet loves long walks, playtime, or simply needs companionship, I’ll make sure they receive the same love and attention I give my own pets back home. Since I currently live in a dorm, I’m unable to provide pet care in my own home. However, I’m happy to care for your pets in the comfort of their own home, where they can stay in a familiar environment. I treat every home with the utmost respect by keeping it clean, organized, and exactly as I found it. I’ll follow your pet’s routine closely, make sure they feel safe and comfortable, and provide plenty of attention, exercise, and affection while you’re away. My goal is to give you peace of mind knowing both your pet and your home are in good hands.

Sitter Profile Image: Brianna R.
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Brianna R.
from
$20
per walk
3 years of experience
Chicago, IL, 60620

About: I’ve had my dog Ace (Cane Corso/Lab mx) for 4 years. Although my family has been fortunate enough to take care of him together, I understand the struggle of finding someone who will care properly for your pet as you do. Pets are our chosen family, and I will ensure your pet is properly cared for. In addition to my dog, I have 3 years of experience in animal husbandry from my previous position as a animal care technician I work another during the week. My most consistent availability is Saturday and Sundays (mornings, afternoons, early evening) for pet sitting and/or walking your pet. I walk my dog 3x a day. I am also sure to change and clean his water bowl multiple times a day. Any special instructions or requests for your pet with be met

Sitter Profile Image: Beverly B.
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Beverly B.
Star Sitter
from
$22
per walk
5.0 out of 5 stars
273 reviews
107 repeat clients
7 years of experience
Chatham, Chicago, IL, 60620

We have been consistently using Beverly since our pup was 3 months old. Beverly does weekly walks for us as well as daycare and overnight stays. Charley loves her Beverly and she has quickly become part of our family.

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Sandy M.
Sitter Profile Image: Melissa B.
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Melissa B.
from
$22
per walk
5.0 out of 5 stars
70 reviews
17 repeat clients
19 years of experience
Morgan Park, Chicago, IL, 60655

With the busy schedules my husband and I have, we use Melissa weekly for recurring walks. She is great about picking up extra walks when we need, so our fur baby has some consistency with all traveling I do for work. Bruno loves her and I love the peace of mind she gives us! Thanks Melissa for all you do!

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Stephanie E.
Sitter Profile Image: Marisa G.
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Marisa G.
from
$30
per walk
5.0 out of 5 stars
14 reviews
3 repeat clients
10 years of experience
Roseland, Chicago, IL, 60628

About: Growing up I always wished having my own pet but due to my moms allergies I spent every chance taking care of neighbors & family pets x I’ve cared for dogs and cats of all kinds since I was 15 years old. Friends, family, and neighbors have trusted me to walk, feed, bathe, and provide loving care for their pets. Then in college I started pet sitting as aside gig to pay for my business books. I have experience with dogs of all sizes, from small breeds to large, high-energy pups, and I understand how to cater to their unique needs. Whether it’s keeping up with a playful pup, ensuring a senior dog is comfortable, or giving cats their much-needed space and affection, I provide attentive and compassionate care. For the past three years, I’ve been an active pet sitter on TrustedHousesitters, completing 25 sits across the U.S. and Mexico. Many of these have been long-term stays, giving me experience with different pet personalities, routines, and special care needs. As a remote worker, I have a flexible schedule, which allows me to give pets extra attention throughout the day. I also have experience administering medication and following special dietary routines if needed. My goal is to make sure every pet feels happy, safe, and loved while their owners are away! I currently work from home and have a very flexible schedule which allows me to schedule in drop ins, morning/mid day walks and other errands in between. I also have access to a car which allows me to drive to pet owners homes when needed. My biggest recommendation for new pet owners I work with is to provide a detailed list and tour of their homes to learn about their security measures. This helps me ensure that I can also protect their privacy and security. Communication is a key component so I always send a picture during/after a check in or walk to confirm safety of pet and home.

Sitter Profile Image: Jayden Phoenix (They/Them) P.
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Jayden Phoenix (They/Them) P.
Star Sitter
from
$39
per walk
5.0 out of 5 stars
80 reviews
25 repeat clients
8 years of experience
Chicago, IL, 60620

Roxy is the best. If I could, I would give her 10 stars. Amber has had 3 walks with Roxy now and she loves it. Amber is a 8 month old puppy who is not easy to handle. Roxy takes her time to make my pup comfortable and happy. She gives out a gist at the end of each walk and it really gives me a collective idea on how to train my dog. We are really happy with Roxy and we are planning to be her repeat client.

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Dharini K.
Sitter Profile Image: Jonathan I.
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Jonathan I.
from
$25
per walk
2 years of experience
Chicago, IL, 60628

About: I’ve always had dogs growing up. I would make sure they’re fed and walked and had playtime after. Making sure all 5 dogs would be in a nice playful environment. As of right now i am completely free of pets but i do work with dogs daily and pretty soon i will have a dog of my own I am currently driving around and have a cage for the dog to go to different parks and other locations I stumbled across from other times I walked dogs of friends

Sitter Profile Image: Tabbie M.
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Tabbie M.
from
$15
per walk
5.0 out of 5 stars
6 reviews
2 repeat clients
7 years of experience
Chicago, IL, 60643

I booked Tabbie to walk our doggies and she was a lifesaver these past couple of days. Tabbie was very responsive, prompt, courteous and on time. She even asked if I wanted to walk them longer which I appreciated that a lot. A tired dog is a good dog and they were nice and tired. I will definitely be using Tabbie for more dog walks!

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Shada H.
Sitter Profile Image: Ellen M.
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Ellen M.
from
$25
per walk
5.0 out of 5 stars
39 reviews
19 repeat clients
20 years of experience
Beverly, Chicago, IL, 60643

My dog loves her - and so do we! Ellen is super flexible and enabled us to work odd hours this week and still get our dog the care she needs!

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Stephanie H.
Sitter Profile Image: Keyierra C.
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Keyierra C.
from
$35
per walk
3 years of experience
Pullman, Chicago, IL, 60628

About: I’ve grown up with pets and began pet sitting in high school for my coaches and family. With over two years of recent experience, a flexible daytime schedule, and a pet-friendly neighborhood near the Pullman Monument and Arcade Park, I provide reliable, personalized care for dogs and cats while making life easier for pet owners. I work a part-time remote job, giving me flexible weekdays for pet care, including overnights. I mainly book weekdays but can make certain weekends work. I love to collaborate with clients to create the best experience for their pets, staying attentive to their needs and creating a calm, comfortable environment, for example, by playing soothing music for pets.

Sitter Profile Image: Valeria N.
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Valeria N.
from
$22
per walk
5.0 out of 5 stars
5 reviews
2 repeat clients
20 years of experience
Beverly, Chicago, IL, 60643

About: I’ve been around animals my whole life—dogs, cats, and everything in between. What sets me apart is that I truly get pets. I know how to read their body language, meet their emotional needs, and create a calm, loving environment where they feel safe and happy. I’m comfortable with dogs of all sizes and energy levels, from high-energy pups to slow-moving seniors. I’m patient with leash training, gentle with nervous animals, and happy to give medication if needed. If your pet has a routine, I’ll stick to it like clockwork. If they just need company and love, I’m all in. To me, this isn’t just a job—it’s about caring for your pet like they’re family. I’m home full-time, so your pet will get plenty of attention, care, and company throughout the day. Whether it’s regular walks, play breaks, or just being nearby for comfort, I’m available and fully present. My flexible schedule makes it easy to accommodate your pet’s routine—early mornings, midday walks, or evening check-ins included. I live right off 93rd & Pleasant in North Beverly, with a huge yard where your dog can safely play, explore, and chase a ball (or two). It’s a secure, peaceful space that’s perfect for outdoor time. I’m also just steps away from the Dan Ryan Forest Preserve—ideal for nature walks full of fresh air, trails, and plenty of exciting things to sniff. Whether your pup needs adventure or a calm environment, I’ve got it covered. Your pet’s safety and happiness are always my top priority. I follow all care instructions, never leave pets unattended outside, and send regular updates so you can relax knowing they’re in good hands.

Sitter Profile Image: Nicholas E.
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Nicholas E.
from
$20
per walk
5.0 out of 5 stars
5 reviews
15 years of experience
Chicago, IL, 60620

About: I have been a pet owner for over 20 years, so caring for animals has been a big part of my life for as long as I can remember. I have helped raise, train, exercise, and comfort dogs of all breeds, sizes, and temperaments. I was also a cat owner for over a decade, which gave me experience with pets who have very different personalities, routines, and comfort levels. My family has been pet sitting for nearly 10 years, and I helped with a lot of that care over the years. Through that, I learned how important it is to be reliable, patient, and attentive to each pet’s needs. Now that I am on my own, I am excited to start offering pet care myself and to provide pets with the same kind of safe, loving care I would want for my own animals. I am a teacher, but I am currently on summer break, so my schedule is very open and flexible. I have plenty of availability during the day, evenings, and weekends, while still being dependable and consistent with the care I provide. I am able to work around each pet’s routine and make sure they get the attention, exercise, and care they need. In my home, pets will have a safe, clean, and comfortable space to relax and feel cared for. I live in a large 3-bedroom apartment with secure doors that create natural barriers throughout the apartment, which makes it easy to separate spaces when needed or help a pet feel more comfortable. There are no other pets in the home, so your pet will receive my full attention without having to adjust to unfamiliar animals. One of the best parts of my home is the fully fenced-in backyard. There is plenty of space for dogs to run around, play, use the bathroom, or just stretch their legs safely. I can provide walks, playtime, feeding, water, comfort, and supervision based on each pet’s normal routine. When caring for pets in a client’s home, I do my best to follow the owner’s instructions closely so the pet can stay on their usual schedule. I know how important consistency is, so I pay attention to feeding times, walks, medication instructions, favorite toys, comfort needs, and any house rules. My goal is always to make pets feel safe, comfortable, and cared for whether they are in my home or their own. Please note, I only sit pets from 1 household at a time - that way your pet(s) get all of my attention!

Sitter Profile Image: Megan S.
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Megan S.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
20 reviews
6 repeat clients
20 years of experience
Evergreen Park, IL, 60805

Megan was a wonderful addition to our extended pet family! She was on time and always sent every update on every walk with photos. She’s a very kind woman and my pets loved her! She took my one dog on walks and helped my senior dog go outside and was successful in keeping my escape artist cat in the house. She fed them right and was just very accommodating to their every need. I will definitely use her again and I recommend her to you! Thanks Megan!

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Mallory W.
Sitter Profile Image: Tynetta H.
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Tynetta H.
from
$20
per walk
4.5 out of 5 stars
2 reviews
1 repeat client
5 years of experience
Chicago, IL, 60619

About: Hi there! I'm Tynetta, your neighborhood work-from-home pet auntie. 🐾 I work remotely during the day, which means your furry family member gets plenty of company, potty breaks, playtime, and belly rubs instead of being left alone for hours. Whether your pet is a professional napper, an energetic explorer, or simply wants someone nearby while they snooze, I'm happy to match their pace. Outside of pet sitting, I work in public health and spend my days helping people build healthier communities. Friends would describe me as calm, dependable, and ridiculously organized. Pets seem to appreciate that too. I'm happy to send regular photo updates (expect lots of candid "living their best life" moments), follow your pet's routine closely, and make sure they feel safe, loved, and at home while you're away. A few fun facts about me: • I work from home, so your pet gets lots of companionship throughout the day. • I'm an early riser and love getting outside for walks. • I'm patient with shy pets and enthusiastic enough for the zoomie crowd. • I'm the kind of person who will absolutely learn your dog's favorite toy, your cat's preferred napping spot, and all the little quirks that make them who they are. I know how important it is to trust the person caring for your pet. My goal is simple: when you come home, your pet is happy, relaxed, and maybe just a little disappointed that their vacation with me is over. I can't wait to meet you and your best friend! Pet care fits naturally into my routine because I work from home most days. That means I'm around to provide regular potty breaks, walks, playtime, meals, and plenty of companionship throughout the day. I genuinely enjoy having a furry coworker keeping me company while I work! I also like starting and ending my day with walks, so caring for pets blends seamlessly into my schedule without leaving them alone for long stretches. I believe pets are happiest when their routines stay as consistent as possible. Whether I'm caring for your pet in my home or yours, I'll follow their feeding schedule, exercise routine, medication instructions, and any special preferences you share. I'll keep their space clean, make sure they have fresh water, lots of affection (if they enjoy it!), and I'll send regular photo updates so you can relax knowing they're doing well. My goal is for your pet to feel safe, comfortable, and loved while you're away.

Sitter Profile Image: Courtney E.
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Courtney E.
from
$20
per walk
5.0 out of 5 stars
9 reviews
4 repeat clients
6 years of experience
Washington Heights, Chicago, IL, 60620

About: I’ve Taken care of and trained over dozens of animals in over 6 years. I was an assistant pet trainer/groomer at a dog kennel. And volunteer for several animal shelters. I love taking care of animals of all kind, but specifically cats and dogs! I’m currently working part time remotely, so I’ll have a lot of time to make sure you pet is loved and cared for! I have a cat of my own and I always make sure she’s happy and healthy! I like to take walks 2-3 times a day so I don’t mind making sure your fur baby has had plenty of potty breaks. I live in a gated community with a fence separating me from my neighbors. I also have a huge backyard and plenty of space to keep your animals active and happy. I also love taking walks and having outside time. They deserve to have fun and enjoy their day too!

Sitter Profile Image: Marquez J.
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Marquez J.
from
$25
per walk
5.0 out of 5 stars
18 reviews
5 repeat clients
21 years of experience
West Pullman, West Pullman, IL, 60643

About: I grew up in a home where we treat our dogs as family. I've cared for 4 dogs separately in my life time, 3 of which were via my parents home and one of which on my own in my first apartment in Chicago IL. Dogs almost never miss a beat with approaching you with so much love & joy when you come home and so I feel I should only do the same with how I care for them; i.e making sure their dishes are clean that they receive enough walks & play time for the day, that they also receive treats not just for good behavior but just because they're wonderful. My specialty is communicating with him or her of their needs and servicing them to satisfactory.

Sitter Profile Image: Darcelle M.
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Darcelle M.
from
$20
per walk
5.0 out of 5 stars
7 reviews
1 repeat client
Pullman, Chicago, IL, 60628

About: I love animals and working for pets would be so amazing as they are very close to my heart. I have done 2 cat sitting jobs and helped take care of a friend dog. I love taking care of cats, including my cat Simba right here. In my spare time I also help volunteer at the Tree House Cat Shelter and rescue some cats to take to my local no kill shelter. I also help support the Ian Somerhalder Foundation where we care for the animals and the environment. Even though I am in college right now my schedule is very flexible. Also, I do travel on public transportation. For more info and resumes please contact me. I hope to hear from you real soon for sitting jobs.

Sitter Profile Image: Michelle V.
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Michelle V.
from
$25
per walk
5.0 out of 5 stars
2 reviews
1 repeat client
5 years of experience
Washington Heights, Chicago, IL, 60628

About: I volunteered in animal shelters before for the past four years. With the experience of volunteering, I believe to be a patient person spending time with cats and dog. You learn to bound and have fun with them. Pets for me are just like kids. I want to provide the best care and give the attention your pet needs. I have so much love for animals. I guarantee you that your pet with me will be in great hands. Any resquest, I’ll be glad to help & accept. I have flexible hours. Open days and weekends. Potty breaks and meals are upon your request. Look forward to providing the servecies you need. And I hope to meet your best friend. Thank you for the time.

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Large dog specialists near you - Roseland

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

Shani responded quickly to take a last minute long term booking. She was very communicative & hands on with Malcolm. Felt very comfortable leaving my baby while out of the country.

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Anthonisha C.
Sitter Profile Image: Mercedes M.
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Mercedes M.
Star Sitter
from
$30
per night
5.0 out of 5 stars
63 reviews
21 repeat clients
15 years of experience
Alsip, IL, 60803

I honestly cannot say enough good things about her. From the moment I met her, she was so warm, kind, and welcoming. She kept me updated the entire time with pictures and messages which gave me so much peace of mind while Prince was with her. She went above and beyond in the most thoughtful ways. She even made a little report card for him which was the sweetest touch ever. It’s clear she truly cares and treats the dogs like her own. Prince was so loved and well taken care of. I would trust her again in a heartbeat and highly recommend her to anyone looking for someone genuinely kind, attentive, and amazing with dogs.

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

Brandon was awesome to work with! He kept consistent with his communication and took care of our fur baby. He’s also a trainer, so your pup is in good hands!

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

Tonisa was an awesome sitter for Koda. This was Koda’s first time being away from us for such a long period of time so i was apprehensive but after meeting Tonisa I felt at ease. During Koda’s stay, Tonisa sent frequent pictures and updates. I highly recommend!

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

Nemo took to Kathleen right away. She kept him busy with walking and playing with her children. She is a dog lover! He is as in good hands. Sent several pics too. Would definitely ask her to sit again.

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Linda B.
Sitter Profile Image: Megan S.
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Megan S.
Star Sitter
from
$50
per night
5.0 out of 5 stars
20 reviews
6 repeat clients
20 years of experience
Evergreen Park, IL, 60805

It was our first time boarding Koda, so we were a little nervous about how he would handle it. Megan made the entire experience incredibly comforting and seamless. She kept us updated throughout the day, responded quickly, and truly put our minds at ease. We couldn’t have asked for a better experience and would recommend her to anyone.

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

Bola was great! very accommodating and helpful throughout the whole process. she kept me updated with pictures and communicated well. I would recommend!

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Jose A.
Sitter Profile Image: bridget c.
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bridget c.
Star Sitter
from
$50
per night
5.0 out of 5 stars
19 reviews
8 repeat clients
15 years of experience
Beverly, Chicago, IL, 60655

Bridget was amazing with our dog, Miller. Miller has separation anxiety and can be a hit or miss with sitters, but he warmed up to Bridget and her family right away. Great communication and felt extremely comfortable. Would highly recommend to let your dog stay with her family and pup of her own who is both adorable and friendly.

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Holly T.
Sitter Profile Image: Manuel P.
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Manuel P.
from
$40
per night
4.9 out of 5 stars
48 reviews
16 repeat clients
8 years of experience
West Lawn, Chicago, IL, 60629

Manuel is the best sitter I could have found for my dog. He took such good care of my corgi Kit, and kept me updated the whole time. He looked after his sensitive paws and made sure Kit was entertained. I really appreciate the social time with other dogs that Kit got during his stay. Manuel is very responsive, attentive, kind, and reliable. Thank you so much for looking after my pup for the holidays. Will definitely book with Manuel again the next time I’m out of town.

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

Liz took great care of G! She kept me in the loop with photos and updates on how he was doing. He played a lot and had a huge smile on his face during pick up! Will 1000% recommend

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Denise D.
Sitter Profile Image: Sandy P.
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Sandy P.
Star Sitter
from
$58
per night
5.0 out of 5 stars
80 reviews
28 repeat clients
35 years of experience
Beverly, Chicago, IL, 60643

Sandy was great, she was sweet and kind, I could tell Jax was comfortable with her as soon as we arrived. She sent us consistent photo updates which really put me at ease on my trip knowing he was in good hands and having the best time!

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Allison S.
Sitter Profile Image: Amia Mona & Joshua P.
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Amia Mona & Joshua P.
Star Sitter
from
$35
per night
5.0 out of 5 stars
8 reviews
7 repeat clients
14 years of experience
Lansing, IL, 60438

It’s so cute to see my Chaseypoo interact with Amia and Joshua, the kids and their pups. They adore her and she comes home happy and tired and ready for a nap.

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

Dominique is great with my girl Pip !!! My dog recognizes her block in the neighborhood as we walk by and even stops to smell the entrance with excitement each time we pass by. Dominique is quick to respond, sends lots of updates with pictures, and I come home to a happy tired dog after being away!!

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Angelica G.
Sitter Profile Image: Valeria N.
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Valeria N.
from
$45
per night
5.0 out of 5 stars
5 reviews
2 repeat clients
20 years of experience
Beverly, Chicago, IL, 60643

Val was great with the kittens who stayed with her for 5 days. She was very thoughtful about where in her home to place them to keep them safe and entertained.

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

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

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

Ania watched our dog Elliot for a weekend. During this time she was communicative and provided us with lots of pictures! He got comfortable fast with her and came back to us a happy dog!

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Chris W.
Sitter Profile Image: Monae N.
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Monae N.
from
$45
per night
4.8 out of 5 stars
25 reviews
8 repeat clients
20 years of experience
Hometown, IL, 60456

Monae did an excellent job watching my puppy! She took him on a walk, gave him cuddles, & playtime! She even sent pictures videos! Thank you for watching my furbaby!! Milo had a wonderful time and enjoyed his sleepover !

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Alexis F.
Sitter Profile Image: Dara K.
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Dara K.
Star Sitter
from
$55
per night
5.0 out of 5 stars
18 reviews
6 repeat clients
10 years of experience
Oak Lawn, IL, 60453

Dara gave me peace of mind while taking care of my pup. She gave me great updates, was very responsive whenever I reached out, and gave my pup the care and attention she needed when she was missing us.

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

Ashley was amazing!! She watched our mini dachshund Ellie for a week and did an incredible job. We got adorable photo updates daily and enjoyed our vacation so much more knowing Ellie was in good hands. Definitely recommend!

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Indra S.
Sitter Profile Image: Tabitha G.
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Tabitha G.
from
$35
per night
5.0 out of 5 stars
26 reviews
6 repeat clients
10 years of experience
West Lawn, Chicago, IL, 60629

Tabitha was absolutely wonderful! She is communicative and sends updates regularly with photos throughout. My boy Max gets anxiety when I’m away and she tried any and all things to help him and let me know how it was going as the stay went on. I would highly recommend her to anyone looking for an organized, efficient and empathetic dog sitter!! Thank you Tabitha for everything!!

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Tiana K.
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