Pet Sitting & Drop Ins in Lake View, Chicago

Book a pet sitter to stop by your home a few times a day to feed and play with your dog.

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
One Time
Repeat Weekly
Which dates do you need?
What size are your dogs (lbs)?

Search Results

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Sitter Profile Image: Amanda K.
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Sitter Profile Image: Amanda K.
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1.

Amanda K.

Compassionate school teacher
Uptown, Chicago, IL, 60613
Drop-In Visits, Dog Walking
5.0
35 reviews
19 repeat clients
from
$17
per visit

Our first time using Amanda and she was great!! Our kitty loved her. I was having issues putting my spare keys in our lock box and we were on a time crunch. Amanda responded immediately to my messages about the keys and we were able to figure something out. Super communicative!

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Sitter Profile Image: Jennifer C.
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Sitter Profile Image: Jennifer C.
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2.

Jennifer C.

Your pet would swipe right on me
Lake View, Chicago, IL, 60657
Drop-In Visits, Doggy Day Care, Dog Walking
5.0
11 reviews
4 repeat clients
from
$21
per visit

Jennifer was great! She came to the 3 scheduled drop-in visits on time, gave great notes and pictures. Jennifer responded quickly to our messages. We felt that our furbaby was in good hands! Thank you!

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Sitter Profile Image: Josh P.
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Sitter Profile Image: Josh P.
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3.

Josh P.

Rover 101
Friendly, flexible, compassionate!
Chicago, IL, 60657
Drop-In Visits, Dog Walking
5.0
115 reviews
35 repeat clients
from
$20
per visit

Josh was so amazing with our cat Luna, she warmed up to him so quickly and spent so much time with her. We received so many pictures of her while he was there, we will definitely rebook with him!

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Sitter Profile Image: Hallie B.
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Sitter Profile Image: Hallie B.
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4.

Hallie B.

Teacher by day, animal lover 24/7!
Chicago, IL, 60613
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0
8 reviews
2 repeat clients
from
$20
per visit

Hallie was great! Accommodating and communicative and did great keeping my kitty company so he didn’t feel so alone while I was gone. Will definitely be asking Hallie back to stop in next time I’m traveling!

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Sitter Profile Image: Kate E.
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Sitter Profile Image: Kate E.
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5.

Kate E.

Enthusiastic about great pet care!
Lake View, Chicago, IL, 60657
Drop-In Visits, Dog Walking
5.0
57 reviews
17 repeat clients
from
$21
per visit

Kate is super sweet and took great care of my dog. She’s very professional and really helped me out in a bind. I’ll definitely book her again!

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Sitter Profile Image: Valerie L.
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Sitter Profile Image: Valerie L.
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6.

Valerie L.

Loving and Reliable Caregiver
Chicago, IL, 60618
House Sitting, Drop-In Visits, Dog Walking
5.0
39 reviews
17 repeat clients
from
$39
per visit

Valerie is great!! She’s punctual, detail oriented, and her love of animals is clear in her work. My cat Kiwi warmed up to her right away! I would absolutely work with her again :)

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Sitter Profile Image: Faith W.
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Sitter Profile Image: Faith W.
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7.

Faith W.

Rover 101
Flexible Schedule Pet Sitter!
Chicago, IL, 60640
House Sitting, Drop-In Visits, Dog Walking
5.0
58 reviews
23 repeat clients
from
$24
per visit

Faith is dependable and does everything exactly as expected and uses common sense if in doubt. My dog penny made friends with Faith immediately, which doesn't happen often.

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Sitter Profile Image: Tim B.
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Sitter Profile Image: Tim B.
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8.

Tim B.

Animal lover with lots of free time
Chicago, IL, 60657
Drop-In Visits, Dog Walking
4 reviews
from
$22
per visit

Tim is very experienced with dogs, especially breeds that might need that extra bit of attention due to their high activity level. Tims rescue dog, Rehz, needed a lot of work with separation anxiety and interactions with other dogs early on. Due to this, Tim is very capable of handling all types of breeds and behaviors because of the experience with josie dog. Anytime I go out of town, I leave my own Husky with him and never have to worry about a thing. He is super reliable and gives me updates multiple times per day. Can’t recommend Tim enough.

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Sitter Profile Image: Natalie N.
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Sitter Profile Image: Natalie N.
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9.

Natalie N.

Nursing Student and Animal Lover
Chicago, IL, 60657
House Sitting, Drop-In Visits, Dog Walking
5.0
12 reviews
5 repeat clients
from
$25
per visit

I contacted Natalie last minute for a drop-in to check on Mac and she immediately accepted my booking. Mac gets lonely as an only sibling and loves attention and Natalie gave him all the love and even sent pics! Now that he has a new friend we’ll for sure be using Natalie for future drop-ins. Thanks again :)

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Sitter Profile Image: Peyton B.
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Sitter Profile Image: Peyton B.
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10.

Peyton B.

Cats & Dogs! Flexible schedule!
Chicago, IL, 60613
House Sitting, Drop-In Visits, Dog Walking
5.0
4 reviews
1 repeat client
from
$15
per visit

Peyton is very reliable and responsible. She gives lots of love and attention to each of the animals in her care, and will send photos to make sure you know they are safe. My dogs are always excited to see her! Highly recommended!

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Sitter Profile Image: Dylan F.
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Sitter Profile Image: Dylan F.
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11.

Dylan F.

Happy to help while you're away!
Chicago, IL, 60657
House Sitting, Drop-In Visits
2 reviews
from
$20
per visit

I have been friends with Dylan Flesher for close to 9 years. He has always struck me as an intelligent and responsible person. Recently since adopting a cat he has cat sat for me on many occasions. He also has his own pet currently and was raised with multiple pets in his household. I am confident Dylan would be a great pet caregiver.

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Sitter Profile Image: Cameron L.
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Sitter Profile Image: Cameron L.
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12.

Cameron L.

Will Treat Your Cats As My Own
Lake View, Chicago, IL, 60657
Drop-In Visits
5.0
81 reviews
30 repeat clients
from
$24
per visit

Cameron was so helpful! I needed a cat sitter super last minute for two kittens with Giardia and he truly went above and beyond, giving them their medicine and keeping their space sanitary so the infection could resolve. He even was able to accommodate an extra visit. I highly recommend him!

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Sitter Profile Image: Simon K.
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Sitter Profile Image: Simon K.
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13.

Simon K.

Professional Pet Pal
Chicago, IL, 60613
Drop-In Visits, Dog Walking
1 review
from
$20
per visit

Simon has watched my two cats multiple times while I have been away from the city. He has been so reliable with keeping to their feeding routing and playing with them every time he comes over to take care of them. He sends me pictures and videos, and it makes me feel so much better knowing they are in loving care while I have to be away from them. I highly recommend Simon if you need a reliable caregiver to your pets. He's going to go above and beyond to give them the best care and keep you in the loop all along the way.

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Sitter Profile Image: Charles M.
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Sitter Profile Image: Charles M.
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14.

Charles M.

It's me, hi, I'm the walker u need!
Chicago, IL, 60657
Drop-In Visits, Dog Walking
3 reviews
from
$20
per visit

Charles is an amazing dog dad and uncle! Back when Charles and I were roommates, I had Simon, an energetic Border Collie/Cocker Spaniel mix, who, honestly, Charles took better care of than I could've dreamed of.. and better than myself! He would give Simon all the cuddles, play with him, and take him on all of the walks/runs Simon would need when I was unavailable. Charles always ensured to check-in with me on how Simon was during throughout the day when I would be on business trips and ensured Simon was well taken care of. I was extremely fortunate to have someone care for Simon as much as he did! Since Simon, Charles has become a dog dad to his sweet corgi, Meatball! It's been amazing seeing him and his wife raise Meatball with lots of love and attention. The extra measures he takes to ensure Meatball lives his best corgi live is admirable. Your pets would not only be in safe hands but also be having a great time under Charles' supervision!

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Sitter Profile Image: Andrew & Taylor O.
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Sitter Profile Image: Andrew & Taylor O.
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15.

Andrew & Taylor O.

Young, Active Couple Who Loves Pets
Chicago, IL, 60657
Drop-In Visits, Dog Walking
5.0
8 reviews
2 repeat clients
from
$16
per visit

Andrew and Taylor did an amazing job stopping by to check on my dog while I was out of town for a couple of days! I would absolutely have them do it again and would recommend them to anyone!

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Sitter Profile Image: Jillian M.
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Sitter Profile Image: Jillian M.
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16.

Jillian M.

Experienced and Caring Dog Watcher!
Chicago, IL, 60614
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
3 reviews
from
$17
per visit

Jillian is an AWESOME pet caregiver for my dog, Ollie. I have a rambunctious 3.5 year old Caviler King Charles, and Jillian cares for him as if he were her own. She give him the same amount of love and attention he gets at home (and he gets a lot). I've hired her to walked him, check on him while I've been at work and stayed at my house to watch him overnight for multiple nights as well. He's had to take daily medicine while he has been in her care, and she followed the instructions I left her to a tee. I know my dog is safe and cared for with Jillian!

Sitter Profile Image: Lauren L.
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Sitter Profile Image: Lauren L.
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17.

Lauren L.

Everything for Pets under one Woof
Chicago, IL, 60614
Drop-In Visits, Dog Walking
5.0
10 reviews
6 repeat clients
from
$20
per visit

5/5 Lauren asks lots of questions to make sure she is caring for your pup the way you want! Very sweet with my senior dogs, they love Lauren!

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Sitter Profile Image: Ellie Z.
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Sitter Profile Image: Ellie Z.
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18.

Ellie Z.

Rover 101
Seasoned Pet Owner & Caregiver!
Lake View, Chicago, IL, 60613
Drop-In Visits, Dog Walking
5.0
89 reviews
30 repeat clients
from
$25
per visit

Ellie is the best sitter you could hope for. She is very kind, communicative, professional, and most importantly, has a clear love for animals. My grumpy old cat, Hobbes, hisses at 9/10 people that visit, but warmed up to Ellie immediately. I was very impressed with how gently she interacted with him and have no doubt that she will give the same treatment to your pet. The logistics of the drop-in visits were seamless, and I greatly enjoyed the daily updates with pictures and descriptions as well. I will 100% be reaching out to Ellie when I take future trips out of town. Overall, I was quite nervous going away having never used Rover and also knowing the anxious nature of my cat, but Ellie eased my worries completely and really exceeded my expectations.

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Sitter Profile Image: Miranda & Elise C.
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Sitter Profile Image: Miranda & Elise C.
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19.

Miranda & Elise C.

I like big mutts and I cannot lie.
Lake View, Chicago, IL, 60613
House Sitting, Drop-In Visits, Dog Walking
5.0
52 reviews
18 repeat clients
from
$30
per visit

After one super successful drop in visit we asked Miranda to come back and check in on our cat Toby for the better part of a week. Yet again stellar communication, timing and care. Very mindful of us and our special boiiiii. Feel awesome, safe and secure having Miranda as a repeat sitter. Thank you!!

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Sitter Profile Image: Erin H.
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Sitter Profile Image: Erin H.
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20.

Erin H.

Artist with a big heart for pets🩵
Chicago, IL, 60613
House Sitting, Drop-In Visits, Dog Walking
4 reviews
from
$20
per visit

When I first met Erin after moving to a new city, I often stressed about finding a pet sitter that took the time to love and spoil my cat Dilly as much as I do. I found that sitter in Erin! She is deeply kind, responsible, dependable, and communicative—I never worried about Dilly when I’m traveling. I could tell my boy was safe and happy under her care. Erin is a huge lover of all animals and is very attuned to the many different needs of pets she encounters. I’d highly recommend her to anyone looking for a quality caretaker for their furry friends!

Search Map

When it comes to pet care and pet sitting, pet owners in Lake View, Chicago, IL trust their pets with sitters on Rover.com. Over 27 pet owners have reviewed pet sitters in Lake View, Chicago, giving them an average rating of 5.0/5. Pet sitting doesn't have to be expensive. In fact, it's probably a lot more affordable than you think. You'll quickly find that there's a pet sitter on Rover for just about every price range and lifestyle. Wondering how much you might expect to pay for a pet sitter and pet care on Rover? Check out our average pet sitting rates to get an idea before you begin a conversation with a sitter who seems like a great match.

The next time you head out of town and need someone to take care of your pets and check in on you home, turn to Rover. It's easy to find a loving Lake View pet sitter on Rover who'll give your pet one-on-one attention while you're away, and take care of your home. Search from hundreds of trusted pet sitters in Lake View, Chicago, read sitter profiles, and reach out to sitters who seem like a good fit for you and your pet(s). We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. Then, when you're ready, book and pay for your house and pet sitter all through Rover: it's easy, safe, and cashless. You'll have the peace of mind knowing that your sitter has free premium insurance, a team of safety experts available 24/7, and will send you cute photo updates throughout the stay. Rover is the easiest way to find trustworthy Lake View pet sitters and avoid the kennel.

A Daily Treat: A Blog by Rover

Rover's got you covered, even when you don't need a dog sitter. Check out our blog for pictures of adorable dogs, help on your biggest dog-related questions, and more:

Book a Stay, Donate to a Cause

Sit a Dog, Save a Life lets you raise money for local dogs-in-need by doing something you do already: asking your neighbors to watch your dog instead of leaving them in a kennel. Many Rover sitters in Lake View, Chicago donate a percentage of their earnings to nonprofits through Sit a Dog, Save a Life. When you book with a sitter who has the Rover Donation Badge on their profile, you're helping dogs in need, right here in Chicago.

We're proud to support over 200 organizations across the nation, including:

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