Pet Sitting & Drop Ins In Lower West Side Chicago

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Top rated Lower West Side pet sitters

1 / 1
Sitter Profile Image: Ashley M.
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Ashley M.
Star Sitter
from
$18
per visit
5 out of 5.0 stars
104 reviews
34 repeat clients
10 years of experience
Lower West Side, Chicago, IL, 60608

Ashley took great care of my very clingy cat! It was so sweet to see pictures of him getting the attention he requires while I was out of town. Ashley was super communicative and very easy to work with! Thanks Ashley!

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Natalie D.
Sitter Profile Image: Breanna S.
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Breanna S.
from
$20
per visit
5 out of 5.0 stars
63 reviews
18 repeat clients
5 years of experience
Lower West Side, Chicago, IL, 60608

Breanna has been so patient and kind to my puppy. She is very detailed on her visit notes. Her attention to detail is excellent because she takes notes on any special request ur pet might have 👏

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Sandra R.
Sitter Profile Image: Yesenia R.
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Yesenia R.
Star Sitter
from
$15
per visit
5 out of 4.9 stars
73 reviews
22 repeat clients
6 years of experience
Lower West Side, Chicago, IL, 60608

Being a bit nervous about leaving my cats, I appreciated how quickly Yesenia responded and reassured me on how things were going. The kitties began to warm up to her which is good for next time I need a sitter. Thank you, Yesenia!

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Scott W.
Sitter Profile Image: Jade T.
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Jade T.
Star Sitter
from
$20
per visit
5 out of 5.0 stars
20 reviews
3 repeat clients
11 years of experience
Lower West Side, Chicago, IL, 60608

Jade was quick to respond to my request for sitting and overall had great communication and detailed check-ins. My very shy and hesitant kitty loved her too. Overall a great experience and will be booking again!

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Kaylee C.
Sitter Profile Image: Carolina M.
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Carolina M.
from
$20
per visit
5 out of 5.0 stars
8 reviews
10 years of experience
Chicago, IL, 60608

About: I’ve been taking care of animals since I was a kid, and I have a pet of my own whom I adore. I’ve looked after friends’ pets, including a senior dog with arthritis, so I have experience with both older dogs who need extra care and younger, more playful pups. I also love taking care of cats, I have one myself! With all pets, I try to be as comforting and approachable as possible so they learn to trust me. I’ve been told I have a very calming presence, which animals seem to appreciate! 🇳🇮 También se habla español 🫶🏻 I work from home, which gives me a lot of flexibility to care for pets throughout the day. I’m able to take breaks as needed, making pet sitting a great fit for my schedule. While I do have occasional mandatory meetings and events, I’ll always communicate my availability in advance. Overall, I’m flexible on both weekdays and weekends and can accommodate a variety of pet care needs. Your pet’s safety and comfort are my top priorities. I don’t offer pet care in my home due to my cat’s territorial nature, but I’m always happy to care for pets in their own home. I follow all instructions, keep the environment secure, and provide updates, including pictures, so you can feel confident about your pet’s well-being. Let me know if you prefer not to receive updates, but I find it helps build trust and peace of mind.

Sitter Profile Image: Arsema N.
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Arsema N.
from
$20
per visit
5 out of 5.0 stars
7 reviews
1 repeat client
1 year of experience
Chicago, IL, 60608

About: There is not one pet that I haven’t loved and who hasn’t loved me back. I adore animals and express that care in my daily life. When I’m with my friends’ dogs, we play and run when I’m not walking them or spoiling them with a treat or two. My neighbors and I take turns feeding and hydrating the stray cats in our neighborhood on a regular schedule regardless of the weather. My roommate trusts me with her beautiful black cat whenever she’s out of town. Even when we’re both home, she is loved on as if she’s my own. I never had pets in childhood, so I jump at the chance to spend time with them. Your pets will always be loved and protected with me. I’m currently taking time off work, so I have time to love on your pets! I’m primarily available mornings and afternoons, but I’m very flexible with enough notice. I follow care instructions diligently and leave pets just as their owners left them (if not happier!) To keep pets comfortable, I only interact with them as much as they allow. I also let them become accustomed to my scent and speak in a soft voice as to not spook them. To protect them from any accidental harm, I keep areas clear of anything pets might be tempted to eat or chew on. There will always be playtime involved to keep pets active unless otherwise indicated.

Sitter Profile Image: Zachary S.
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Zachary S.
Star Sitter
from
$15
per visit
5 out of 5.0 stars
13 reviews
2 repeat clients
3 years of experience
Lower West Side, Chicago, IL, 60608

About: I’ve taken care of dogs all my life – growing up I had a Golden Retriever and Chocolate Lab. The past few years I have dog and cat sat for friends and family countless times, and it is always a great experience! I work from home two days a week, which allows me a flexible schedule! I am able to care for your pet(s) all day Friday-Monday or after 4pm Tuesday-Thursday. I have a flexible job, so I am able to stay at your house any time Friday-Monday. I am organized, responsible, and have years of pet care experience. I am happy to help out however needed!

Sitter Profile Image: Jason C.
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Jason C.
Star Sitter
from
$25
per visit
5 out of 5.0 stars
35 reviews
9 repeat clients
15 years of experience
Chicago, IL, 60616

It was a pleasure working with Jason. Jason took great care of our fur baby, sent us lots of pictures and updates every day and even watered our plant for us! I would definitely recommend Jason to anyone looking for a caring and professional cat sitter!

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Samiha Z.
Sitter Profile Image: Molly K.
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Molly K.
from
$20
per visit
5 out of 5.0 stars
13 reviews
3 repeat clients
6 years of experience
Chicago, IL, 60607

Molly was awesome. She helped me out a little last minute by coming watch my dog. Was super responsive to messages and communication was great. Will use her services again if I need to go out of town.

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Hunter D.
Sitter Profile Image: Yaneris A.
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Yaneris A.
from
$20
per visit
5 out of 5.0 stars
9 reviews
2 repeat clients
4 years of experience
Chicago, IL, 60608

Yaneris was great! My cats were comfortable enough with her to eat and do their normal routine and seems like they enjoyed the visit ☺️ she even thought to bring some packages in for me which was nice. I will definitely book with her again!

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Mikaela K.
Sitter Profile Image: molly m.
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molly m.
from
$22
per visit
5 out of 5.0 stars
193 reviews
49 repeat clients
7 years of experience
Loop, Chicago, IL, 60607

Molly did an amazing job watching my cat! She had great communication throughout my entire trip! She also took the time to get to know my extremely shy and reserved kitty! I would definitely recommend her to look over your furry friends.

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Kyra S.
Sitter Profile Image: Erin M.
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Erin M.
from
$19
per visit
5 out of 5.0 stars
68 reviews
16 repeat clients
4 years of experience
Bridgeport, Chicago, IL, 60608

Erin, you are the best! Thank you for being so communicative and making us feel close to our babies, even though we were so far away. It feels like Kitty and Baby’s bond is closer, and I think it’s from your magic. :) Very dependable and I can tell you love caring for animals. Also your wedding gift to us was so sweet!! We cried when we seen it. You go the extra mile, so very kind. Definitely will message you the next time we need someone to look after our cats. We are grateful for you, and so are Baby and Kitty.

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Lex V.
Sitter Profile Image: Kristi T.
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Kristi T.
from
$20
per visit
5 out of 5.0 stars
40 reviews
13 repeat clients
17 years of experience
Chicago, IL, 60608

Kristi was our first experience using Rover and I would absolutely book her again. She is flexible, responsive, and always on time. Kristi sends photos after each visit, which were very reassuring! Our cat was well taken care of and seemed at ease in her company.

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Lauren L.
Sitter Profile Image: Michael D.
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Michael D.
Star Sitter
from
$25
per visit
5 out of 5.0 stars
118 reviews
29 repeat clients
30 years of experience
Lower West Side, Chicago, IL, 60608

Michael was easy to work with and it really seems like he enjoys spending time with animals. Any pet would be in good hands with him. Will definitely be in touch with him again!

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Eric B.
Sitter Profile Image: Shannon C.
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Shannon C.
from
$20
per visit
4 years of experience
Lower West Side, Chicago, IL, 60608

About: Hello everyone! My name is Shannon, but I go by Amii, and I recently moved to Chicago—it’s been almost a year now—to pursue college. Before relocating, I lived in Florida, where I cared for my family’s and friends’ pets whenever they were out of town or had busy work schedules. I also grew up surrounded by animals—neighbors and friends all had pets with unique personalities. There were always stray cats roaming my old neighborhood, and I had a beloved childhood dog for many years before he passed away. Currently, I have an ESA cat, so I’m very familiar with the responsibilities that come with caring for pets and understanding their needs and wants. Some of the tasks I regularly handle include: • Nail trimming • Brushing teeth • Cleaning litter boxes (including Litter-Robots) • Applying topical, oral, and eye medications • Post-surgery aftercare routines (my cat had surgery last year) • Most importantly, staying attentive to their moods and sensitivities While it’s been a while since I’ve lived with a dog—so I might be a bit out of practice beyond walking, playing, and feeding—I’m excellent at following instructions and adapting to each pet’s routine! If you have any questions or concerns, feel free to reach out. Reviews are always appreciated, and I can’t wait to meet you and your fur-babies!! <3 Available :) •Everyday at anytime! Not Available :( •April 30 from 12pm-5pm •May 2-6 •May 14 from 9am-12pm I’m currently unemployed but I do plan to start college in the fall of 2025, so until then; I’m pretty much free the majority of the week :) If something does comes up like traveling plans, classes/studying at certain times, or if I have friends/family that will visit. I’ll make sure to communicate my schedule with you if something can’t or can work. <3 When visiting the clients home I make sure to take pictures and send updates of what I am doing, for example if I’m arriving later than expected, or if the walk is taking longer than expected. I’ll take the dogs out to a specific place if instructed by the client, and I always keep things as is, unless again, instructed by the client. If I need to use a set of keys, I’ll make sure to put it back to its original spot and resetting the lockbox numbers. Please let me know if there’s anything specific you wish to let me know. I wish I could host pets in my home as I have 2 parks near me and one of them is fenced! So if the client is ok with it, I can take your dog of the leash and free play with a tennis ball or sticks, but I have a cat at home who isn’t comfortable with other animals at the moment. If she changes or gets better with it through training I’ll update this in the future. <3

Sitter Profile Image: Adalyz C.
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Adalyz C.
from
$20
per visit
5 out of 4.9 stars
18 reviews
5 repeat clients
19 years of experience
Near West Side, Chicago, IL, 60608

About: Ever since I can remember I’ve had pets in my home. I believe that having so many pets and taking care of them has prepared me for watching pets for others. Now I’m a college student studying what I love most, animal science! I am currently a college student, but I have plenty of free time outside of my classes. I am at home majority of the time so feel free to contact me for availability! I live in a spacious condo with a roomy balcony for your pets to get some fresh air throughout their days. Also, our apartment is full of animal lovers, making it an animal friendly environment for your pets!

Sitter Profile Image: Margaret D.
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Margaret D.
from
$18
per visit
5 out of 5.0 stars
11 reviews
2 repeat clients
10 years of experience
Near West Side, Chicago, IL, 60607

About: I’ve grown up with dogs my entire life, giving me a lot of experience being around dogs. With hands-on dog-sitting experience, I know how to provide the best care for pets of all ages, from playful puppies to gentle seniors. I’m skilled at following specific care routines, ensuring consistency, and always prioritizing your pet’s needs. I will be sure to keep you updated, so you can have peace of mind while you’re away! I am currently a full-time student. I have some breaks during the day and in the evening. Most weekends, I have full availability to provide care for your pet(s). When caring for pets in a client’s home, I closely follow any specific instructions, from feeding and medication schedules to favorite play routines, to maintain familiarity and comfort. I also believe in building trust, so I take time to establish a calm, positive bond with each pet, using patience and gentle communication.

Sitter Profile Image: Jason M.
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Jason M.
from
$17
per visit
15 years of experience
Lower West Side, Chicago, IL, 60608

About: I have been walking and boarding dogs for the past 15 years . I also do drop ins for cats to feed ,water and empty their litter and play with them. On most days I will be walking dogs in the Pilsen neighborhood Monday through Friday. I also do emergency walks on nights and weekends if need be. My whole life revolves around the care and well being for my 3 dogs and I extended that in to the dogs and pets that I meet and care for each day. I am a full time dog walker and have a very free and open schedule . My days revolve around pet care. I spend my life taking care of pets. When pets stay with me they have their own dog room and then they have a living room and the kitchen area to lounge in. We go for regular walks and we also have a dog park in pilsen that I take everyone to play ,socialize and get out their energy.

Sitter Profile Image: Jennifer M.
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Jennifer M.
from
$22
per visit
5 out of 5.0 stars
15 reviews
7 repeat clients
20 years of experience
Chicago, IL, 60608

Jen was awesome! Very responsive, super caring, sent tons of pictures and I felt totally comfortable enjoying my time away because I knew Duke was in such good hands. We can't wait to use her again. Highly recommend!

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Jillian C.
Sitter Profile Image: Alana W.
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Alana W.
from
$20
per visit
5 out of 5.0 stars
15 reviews
3 repeat clients
5 years of experience
Chicago, IL, 60612

Thank you for hanging out with him early! I know he loved it.

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Amanda R.
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Sitter Profile Image: Ashley M.
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Sitter Profile Image: Ashley M.
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1. Ashley M.

Rover 101
Star Sitter
WFH, pet loving, porch, parks!
Lower West Side, Chicago, IL, 60608
0.7 mi. away
Boarding, Drop-In Visits, Doggy Day Care
from
$18
per visit
5 out of 5.0 stars
104 reviews
34 repeat clients
Profile image

Ashley took great care of my very clingy cat! It was so sweet to see pictures of him getting the attention he requires while I was out of town. Ashley was super communicative and very easy to work with! Thanks Ashley!

Availability updated today
Sitter Profile Image: Breanna S.
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Sitter Profile Image: Breanna S.
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2. Breanna S.

Less talk and more walk
Lower West Side, Chicago, IL, 60608
0.8 mi. away
Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
63 reviews
18 repeat clients
Profile image

Breanna has been so patient and kind to my puppy. She is very detailed on her visit notes. Her attention to detail is excellent because she takes notes on any special request ur pet might have 👏

Availability updated 4 months ago
Sitter Profile Image: Yesenia R.
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Sitter Profile Image: Yesenia R.
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3. Yesenia R.

Star Sitter
Affordable care meow & furever!
Lower West Side, Chicago, IL, 60608
0.7 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$15
per visit
5 out of 4.9 stars
73 reviews
22 repeat clients
Profile image

Being a bit nervous about leaving my cats, I appreciated how quickly Yesenia responded and reassured me on how things were going. The kitties began to warm up to her which is good for next time I need a sitter. Thank you, Yesenia!

Availability updated 12 days ago
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Jade T.
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Sitter Profile Image: Jade T.
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4. Jade T.

Star Sitter
Highly experienced animal caregiver
Lower West Side, Chicago, IL, 60608
0.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
20 reviews
3 repeat clients
Profile image

Jade was quick to respond to my request for sitting and overall had great communication and detailed check-ins. My very shy and hesitant kitty loved her too. Overall a great experience and will be booking again!

Availability updated yesterday
Sitter Profile Image: Carolina M.
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Sitter Profile Image: Carolina M.
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5. Carolina M.

Your furry friend's cool auntie
Chicago, IL, 60608
0.3 mi. away
Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
8 reviews

Carolina has been watching our dogs for years. She is dependable, kind to our pets, and extremely professional. Going on even short trips was challenging for us before finding someone reliable since one of our dogs is quite large and many people don't feel comfortable watching her. I would absolutely recommend Carolina as a pet sitter, knowing she has been such a help to us!

Availability updated 6 days ago
Sitter Profile Image: Arsema N.
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Sitter Profile Image: Arsema N.
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6. Arsema N.

ten paws down for your babies
Chicago, IL, 60608
0.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
7 reviews
1 repeat client

Arsema is a thoughtful and attentive pet-sitter, attuned to the mental and physical health of every animal she comes across. I highly recommend her if you would like a nurturing and loving companion for your pets.

Availability updated 2 days ago
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Zachary S.
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Sitter Profile Image: Zachary S.
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7. Zachary S.

Star Sitter
Recent grad and animal lover
Lower West Side, Chicago, IL, 60608
0.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$15
per visit
5 out of 5.0 stars
13 reviews
2 repeat clients

Zach has truly exceeded my expectations as a dog walker. Walking my four cavapoos—Niko, Como, Boots, and Bodo, all between 1 and 3 years old—is no easy task, but Zach manages it effortlessly and is nothing short of amazing. Not only is he incredibly skilled at managing all of them at once, but he also takes the time to get to know each of their personalities and needs. He’s not just walking them; he’s making sure they’re engaged, happy, and well-cared for every step of the way. On longer walks, Zach is so considerate and attentive that he’ll even make sure my dogs get water breaks when needed. I’ve never seen my dogs so calm and content after a walk! It's clear he genuinely cares about my dogs and treats them as if they were his own. I appreciate how thoughtful he is in responding to and handling their energy, as well as how he makes sure each dog gets the right balance of exercise and attention. As I've said (and cannot reiterate enough), after their walks, my pups come back happy, relaxed, and clearly well taken care of. Zach’s combination of professionalism, warmth, and true love for animals is rare, and I feel so lucky to have found someone I trust completely with my dogs!

Availability updated yesterday
Sitter Profile Image: Jason C.
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Sitter Profile Image: Jason C.
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8. Jason C.

Rover 101
Star Sitter
Just really <3 pets
Chicago, IL, 60616
1.3 mi. away
Drop-In Visits, Dog Walking
from
$25
per visit
5 out of 5.0 stars
35 reviews
9 repeat clients
Profile image

It was a pleasure working with Jason. Jason took great care of our fur baby, sent us lots of pictures and updates every day and even watered our plant for us! I would definitely recommend Jason to anyone looking for a caring and professional cat sitter!

Availability updated today
Sitter Profile Image: Molly K.
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Sitter Profile Image: Molly K.
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9. Molly K.

I love all animals!!
Chicago, IL, 60607
1.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
13 reviews
3 repeat clients
Profile image

Molly was awesome. She helped me out a little last minute by coming watch my dog. Was super responsive to messages and communication was great. Will use her services again if I need to go out of town.

Availability updated 8 days ago
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Yaneris A.
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Sitter Profile Image: Yaneris A.
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10. Yaneris A.

Happy walks for happy pups!
Chicago, IL, 60608
0.6 mi. away
Drop-In Visits, Dog Walking
from
$20
per visit
5 out of 5.0 stars
9 reviews
2 repeat clients
Profile image

Yaneris was great! My cats were comfortable enough with her to eat and do their normal routine and seems like they enjoyed the visit ☺️ she even thought to bring some packages in for me which was nice. I will definitely book with her again!

Availability updated 5 days ago
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: molly m.
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Sitter Profile Image: molly m.
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11. molly m.

I will love them like my own!
Loop, Chicago, IL, 60607
2.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$22
per visit
5 out of 5.0 stars
193 reviews
49 repeat clients
Profile image

Molly did an amazing job watching my cat! She had great communication throughout my entire trip! She also took the time to get to know my extremely shy and reserved kitty! I would definitely recommend her to look over your furry friends.

Availability updated today
Sitter Profile Image: Erin M.
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Sitter Profile Image: Erin M.
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12. Erin M.

Reliable care for your pet
Bridgeport, Chicago, IL, 60608
1.2 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$19
per visit
5 out of 5.0 stars
68 reviews
16 repeat clients
Profile image

Erin, you are the best! Thank you for being so communicative and making us feel close to our babies, even though we were so far away. It feels like Kitty and Baby’s bond is closer, and I think it’s from your magic. :) Very dependable and I can tell you love caring for animals. Also your wedding gift to us was so sweet!! We cried when we seen it. You go the extra mile, so very kind. Definitely will message you the next time we need someone to look after our cats. We are grateful for you, and so are Baby and Kitty.

Availability updated 15 days ago
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Kristi T.
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Sitter Profile Image: Kristi T.
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13. Kristi T.

Rover 101
Ready to swap secrets w/ your pets!
Chicago, IL, 60608
0.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$20
per visit
5 out of 5.0 stars
40 reviews
13 repeat clients
Profile image

Kristi was our first experience using Rover and I would absolutely book her again. She is flexible, responsive, and always on time. Kristi sends photos after each visit, which were very reassuring! Our cat was well taken care of and seemed at ease in her company.

Availability updated 15 days ago
Sitter Profile Image: Michael D.
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Sitter Profile Image: Michael D.
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14. Michael D.

Star Sitter
Dog Lover Ready to Love Your Dogs
Lower West Side, Chicago, IL, 60608
0.9 mi. away
Drop-In Visits, Dog Walking
from
$25
per visit
5 out of 5.0 stars
118 reviews
29 repeat clients
Profile image

Michael was easy to work with and it really seems like he enjoys spending time with animals. Any pet would be in good hands with him. Will definitely be in touch with him again!

Availability updated 2 days ago
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Shannon C.
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Sitter Profile Image: Shannon C.
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15. Shannon C.

Wanna love all the pets 🥰
Lower West Side, Chicago, IL, 60608
0.7 mi. away
Drop-In Visits, Dog Walking
from
$20
per visit
6 reviews

Shannon took great care of my husky, Luna, while I was away for five days. Luna's high-energy and a bit particular, but Shannon connected with her right away and kept her happy and calm the whole time. She stuck to the routine perfectly—walks, meals, even some light training—and sent thoughtful updates along the way. When I got back, Luna was in great spirits and clearly well cared for. I’d definitely trust Shannon with her again.

Availability updated 18 days ago
Sitter Profile Image: Adalyz C.
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Sitter Profile Image: Adalyz C.
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16. Adalyz C.

Cats and dogs are always welcome!
Near West Side, Chicago, IL, 60608
0.8 mi. away
Boarding, Drop-In Visits, Doggy Day Care
from
$20
per visit
5 out of 4.9 stars
18 reviews
5 repeat clients

Ada grew up with a variety of pets, from lizards to bigger animals such as dogs. She’s had 2 cane corsos (very big dogs) and a Pekingese. Dogs and cats are her favorite animals. Growing up with cane corsos makes you a pro at dog care, they are no easy task. From walks, potty training and cooking for them, I highly recommend her for all your pet care needs.

Availability updated 5 days ago
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Margaret D.
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Sitter Profile Image: Margaret D.
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17. Margaret D.

Rover 101
Reliable pet care tailored to you
Near West Side, Chicago, IL, 60607
1.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$18
per visit
5 out of 5.0 stars
11 reviews
2 repeat clients

About: I’ve grown up with dogs my entire life, giving me a lot of experience being around dogs. With hands-on dog-sitting experience, I know how to provide the best care for pets of all ages, from playful puppies to gentle seniors. I’m skilled at following specific care routines, ensuring consistency, and always prioritizing your pet’s needs. I will be sure to keep you updated, so you can have peace of mind while you’re away! I am currently a full-time student. I have some breaks during the day and in the evening. Most weekends, I have full availability to provide care for your pet(s). When caring for pets in a client’s home, I closely follow any specific instructions, from feeding and medication schedules to favorite play routines, to maintain familiarity and comfort. I also believe in building trust, so I take time to establish a calm, positive bond with each pet, using patience and gentle communication.

Availability updated 4 days ago
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Jason M.
Verified Enhanced Background Check
Sitter Profile Image: Jason M.
Verified Enhanced Background Check

18. Jason M.

Experienced Professional
Lower West Side, Chicago, IL, 60608
0.5 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$17
per visit
14 reviews

Jason has been my reliable walker and boarder for my two large dogs for going on ten years. I have trusted him fully to care for the dogs: walk them mindfully, safeguard them, and understand their behavior. He is also trustworthy with one's home, properly placing leashes where they belong and locking up securely. Based on my experience, I cn only highly recommend Jason.

Availability updated 33 days ago
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Jennifer M.
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Sitter Profile Image: Jennifer M.
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19. Jennifer M.

I Love Dogs...and They Feel It!
Chicago, IL, 60608
0.2 mi. away
Drop-In Visits, Dog Walking
from
$22
per visit
5 out of 5.0 stars
15 reviews
7 repeat clients
Profile image

Jen was awesome! Very responsive, super caring, sent tons of pictures and I felt totally comfortable enjoying my time away because I knew Duke was in such good hands. We can't wait to use her again. Highly recommend!

Availability updated 2 days ago
Sitter Profile Image: Alana W.
Verified Enhanced Background Check
Sitter Profile Image: Alana W.
Verified Enhanced Background Check

20. Alana W.

Fun and trustworthy dog sitter!
Chicago, IL, 60612
1.6 mi. away
House Sitting, Drop-In Visits
from
$20
per visit
5 out of 5.0 stars
15 reviews
3 repeat clients
Profile image

Thank you for hanging out with him early! I know he loved it.

Availability updated 18 days ago
Confirmed availability for Memorial Day Weekend

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