House Sitting In Lower West Side Chicago

Find a loving dog sitter to watch your dog overnight in your home.

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

Search Results

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Otis B.
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Sitter Profile Image: Otis B.
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1.

Otis B.

Dog's Best Friend
Near West Side, Chicago, IL, 60612
House Sitting, Drop-In Visits, Dog Walking
5.0
43 reviews
19 repeat clients
from
$55
per night

After a seven night stay, we couldn’t be happier! The dogs seemed happy, we got photos / communication every day, and the house was even left clean. We would use again / recommend to anyone!

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Sitter Profile Image: Candice B.
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Sitter Profile Image: Candice B.
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2.

Candice B.

Just waiting to play fetch!
Chicago, IL, 60616
House Sitting, Drop-In Visits, Dog Walking
5.0
67 reviews
24 repeat clients
from
$100
per night

Candice was amazing!!!! Took fantastic photos, gave great updates and her energy was well appreciated by our active dog. Took great care of our animals and left the home in perfect condition. We will be using Candice again, I’m sure our animals can’t wait.

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Sitter Profile Image: Faith L.
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Sitter Profile Image: Faith L.
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3.

Faith L.

The best care for your best friend
Chicago, IL, 60608
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0
13 reviews
2 repeat clients
from
$67
per night

Our boy is so well taken care of by Faith. She is so very patient with his special needs and understands his temperament. We appreciate the great care she takes in making sure he is comforted while we are away. Highly recommend : )

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Sitter Profile Image: Jasmine P.
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Sitter Profile Image: Jasmine P.
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4.

Jasmine P.

Rover 101
Beloved dog whisperer, is me!
Chicago, IL, 60604
House Sitting, Drop-In Visits, Dog Walking
5.0
39 reviews
16 repeat clients
from
$75
per night

Jasmine is an amazing sitter and did a great job taking care of our dog over a five-day period. She gave us plenty of tips for handling/training our reactive puppy, provided lots of updates, and made us feel very at-ease having a sitter take care of our dog, who can sometimes be scared/anxious around strangers. She also took great care of our apartment and everything was neat and tidy when we came back. Highly recommended!

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Sitter Profile Image: Lindsay J.
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Sitter Profile Image: Lindsay J.
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5.

Lindsay J.

Cat mom and animal lover
Chicago, IL, 60642
House Sitting, Drop-In Visits, Dog Walking
5.0
28 reviews
7 repeat clients
from
$68
per night

Lindsay was so nice and eased our worries with using a dog sitter for the first time. She kept us updated on how our dog was doing multiple times a day and followed our instructions to a T! Thanks Lindsay!

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Sitter Profile Image: Saniah I.
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Sitter Profile Image: Saniah I.
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6.

Saniah I.

Saniah: Your pets, my love!
Chicago, IL, 60605
House Sitting, Drop-In Visits, Dog Walking
5.0
5 reviews
2 repeat clients
from
$45
per night

Saniah is great! She was on time and clearly showed that she cares for animals, asking about our dog’s favorite toys and treats. I felt entirely comfortable leaving our dog with her in our home and we will be using her again!

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Sitter Profile Image: Ann Marie M.
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Sitter Profile Image: Ann Marie M.
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7.

Ann Marie M.

In a bind? I’d love to help!
West Town, Chicago, IL, 60482
House Sitting, Drop-In Visits, Dog Walking
5.0
70 reviews
25 repeat clients
from
$90
per night

Ann Marie watched over our house and two pets while we went out of town for 3 nights. It's always a little unnerving letting somebody new in our home, but Ann Marie was very communicative through the whole weekend and kept us at ease. She sent frequent pictures of the pets, so we knew they were being cared for. She also left our house in tip top condition after her weekend with them. Ann Marie is definitely worth the money spent and we will surely hire her again next time we are out of town. Thanks so much for everything you did while we were gone!

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Sitter Profile Image: Dalila E.
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Sitter Profile Image: Dalila E.
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8.

Dalila E.

Rover 101
PET SPECIALIST
Chicago, IL, 60608
House Sitting, Drop-In Visits, Dog Walking
5.0
177 reviews
79 repeat clients
from
$70
per night

Dalila was really good with Gigi! She sent me a lot of photos while we were away. She left my house clean and was very good communicator. Will definitely be using her services again.

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Sitter Profile Image: Annie B.
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Sitter Profile Image: Annie B.
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9.

Annie B.

Large or Small - I Love 'em All!
Loop, Chicago, IL, 60605
House Sitting, Drop-In Visits, Dog Walking
5.0
50 reviews
26 repeat clients
from
$100
per night

Annie was super patient with our anxious senior pup and held down the fort while we were away all day working. She kept him calm and distracted with treats and diversions. Responded quickly with updates and administered meds promptly. It’s a blessing to find a great sitter!

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Sitter Profile Image: Janette V.
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Sitter Profile Image: Janette V.
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10.

Janette V.

People call me Snow White lol
Chicago, IL, 60609
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
10 reviews
4 repeat clients
from
$60
per night

Janette is so incredibly patient with our senior pup. She takes him on multiple walks outside and even uses our stroller so he can take breaks when he is tired. We are so lucky to have connected with her and highly recommend her services.

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Sitter Profile Image: Allison J.
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Sitter Profile Image: Allison J.
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11.

Allison J.

Previous Veterinary Technician
Near West Side, Chicago, IL, 60608
House Sitting, Drop-In Visits, Dog Walking
5.0
42 reviews
21 repeat clients
from
$80
per night

Allison is great! My dog is not friendly and it's difficult to leave with anyone because he's aggressive, Allison has experience and did a excellent job taking care of him. I would recommend her and will definitely have her watch my dog again.

Sitter Profile Image: Juan C.
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Sitter Profile Image: Juan C.
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12.

Juan C.

Animal lover and cookie eater
Chicago, IL, 60608
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0
4 reviews
1 repeat client
from
$55
per night

Juan recently cared for my two dogs for an evening and I was extremely pleased with his service. He was punctual, communicative, and showed a natural affinity with my pets. Throughout the evening, he kept me updated with messages and photos, and meticulously followed all care instructions. His professionalism and genuine love for animals were evident as he treated my dogs with utmost care and attention. I returned to find my pets happy and my home in perfect order. I highly recommend Juan.

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Sitter Profile Image: Lana L.
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Sitter Profile Image: Lana L.
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13.

Lana L.

Vet Tech | Dog Walker | Pet Sitter
Chicago, IL, 60607
House Sitting, Drop-In Visits, Dog Walking
9 years of experience
from
$65
per night

About: I am a veterinary technician with 9 years experience (general practice, exotics, and emergency). Highly skilled in animal behavior, husbandry, and care. I have years of experience working with dogs and cats of all ages and demeanors. Ability to administer medications (oral and injectable) with ease, per prescribed schedule. I am also CPR certified (BLS and ALS). My current work schedule is 3 consecutive overnight shifts. I am available on my 4 off days (usually Saturday-Tuesday). I struggle with early mornings since I work overnights, but I am happy to make accommodations for your pet's needs! For walks: I will give your dog my full attention and customize the walk based on how they handle certain situations. For example, I would dodge other people and/or animals if your dog is a little more reactive. I will adjust the speed of the walk accordingly depending on your dog's activity level. For drop ins: I will spend quality time with your pet and ensure they have access to fresh, clean water and food (as per their feeding schedule). I can also administer any medications they may need. For house sitting: I will ensure your pet's needs are met as well as provide quality and enrichment time. I can also administer any medications they may need. For all services: I will send photo updates and stay in communication with you as much as you would like.

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Sitter Profile Image: Jessica K.
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Sitter Profile Image: Jessica K.
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14.

Jessica K.

Caring for Your Pet Like My Own
Near South Side, Chicago, IL, 60616
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
2 reviews
from
$45
per night

Highly recommend! Jessica is phenomenal. An overachiever to say the least. She makes my pets feel so, so comfortable like they're her own. It's obvious she cares for my furry children and, also, makes me feel so comfortable. I believe she is a teacher during the day, which may explain her thorough and caring nature when coming over to take care of my guys.

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Sitter Profile Image: Amanda J.
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Sitter Profile Image: Amanda J.
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15.

Amanda J.

Graduate student who loves animals!
Chicago, IL, 60607
House Sitting, Drop-In Visits, Dog Walking
5.0
5 reviews
3 repeat clients
from
$50
per night

I was going abroad and my friends watching my 7 month old puppy had a 2 day gap. Tyko had only

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Ye S.
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Sitter Profile Image: Ye S.
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16.

Ye S.

Cats are family!
Bridgeport, Chicago, IL, 60608
Boarding, House Sitting
1 review
2 repeat clients
from
$250
per night

Patient sitter with good communication.

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Claire H.
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Sitter Profile Image: Claire H.
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17.

Claire H.

highly dedicated animal lover!
McKinley Park, chicago, IL, 60609
House Sitting, Dog Walking
2 reviews
from
$30
per night

Claude is my go-to when I need a pet sitter for my 4 year old Boxer Pitbull mix. They are attentive, communicative, warm, and flexible! My dog Dream LOVES when Claude watches her, and I have so much peace knowing my pup is in good, loving hands!

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Sitter Profile Image: Emily N.
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Sitter Profile Image: Emily N.
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18.

Emily N.

Experience with multiple sized dogs
Bridgeport, Chicago, IL, 60616
House Sitting, Drop-In Visits, Dog Walking
5.0
86 reviews
25 repeat clients
from
$50
per night

This was our first time having Emily watch our fur babies and we couldn't be happier! She was fantastic!! Just came home to find 3 very happy pups and she also left the house and plants in amazing shape. We were gone for 10 days and received lots of great updates and pictures. We felt super comfortable leaving the pack in her care and will definitely request her again in the future. Thanks so much Emily!!

Sitter Profile Image: Kristin S.
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Sitter Profile Image: Kristin S.
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19.

Kristin S.

Best For Your Pet!
Lower West Side, Chicago, IL, 60608
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0
4 reviews
1 repeat client
from
$50
per night

In town for a bit & was nervous about leaving my 3 year old Doberman with someone. Kristin was great! She took care of my baby & sent pictures/updates while she watched him. Definitely look forward to using Kristin again while in town!

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Sitter Profile Image: Griz M.
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Sitter Profile Image: Griz M.
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20.

Griz M.

Live love bark
Lower West Side, Chicago, IL, 60608
House Sitting, Dog Walking
1 review
from
$80
per night

griselda is a fantastic pet sitter. She goes above and beyond with all furry animals. Cats, dogs, and bunnies to name a few. She is not only responsible, but also trust worthy with the care of animals.

Search Map


The next time you head out of town and need someone to take care of your pet - and your home - turn to Rover for your house sitting needs. It's easy to find a loving 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 house sitters near you, read sitter profiles, and reach out to sitters who seem like a good fit for you and your pet. 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 house sitters for your pets--and avoid the kennel.

Want to learn more? Check out reviews from pet owners who have used Rover.

House Sitting