House Sitting East Side

Find a loving house sitter to watch over your pets and your home.

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Over 33
pet parents in East Side have booked house sitting

East Side, Find top rated house sitting

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: Alexis W.
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Alexis W.
Star Sitter
from
$65
per night
5.0 out of 5 stars
32 reviews
10 repeat clients
5 years of experience
South Shore, Chicago, IL, 60637

Alexis took wonderful care of Cooper while I was away! She kept me updated with photos and videos throughout his stay, which gave me so much peace of mind. It was clear that Cooper was happy, comfortable, and well cared for. When I returned, my apartment was just as neat and clean as I had left it, which I really appreciated. Alexis was reliable, communicative, and treated both Cooper and my home with great care. I would absolutely recommend her to anyone looking for a trustworthy pet sitter, and I would gladly book with her again!

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Byron C.
Sitter Profile Image: Mariana B.
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Mariana B.
from
$44
per night
1 repeat client
12 years of experience
East Side, Chicago, IL, 60617

About: I grew up in a multi pet home and learned to walk, train and groom pets from a young age. I cared for the last family dog through her medically tedious senior years. Through college I pet sat and walked for friends and family. For 2 years I worked for a veterinary clinic, although my job was marketing I often was asked to assist with holding and monitoring patients. When I became a pet owner I adopted puppies raising them through potty and crate training. I am proud to say they continue to be healthy and happy. Now we foster and pet sit dogs of all ages and sizes because of the dog friendly environment we’ve created at home. My success in pet lies with gaining the pets trust. I approach them slowly and go at their pace, sitting and waiting on the ground if necessary. I am pet sitting and walking full time so I have plenty of time to dedicate to my clients! Dogs are typically walked and out between 7am and 9pm. I have a fully fenced yard with ample room for running and playing. There are four resident dogs who are friendly and used to guests. We can crate your pup or have them sleep in a bed or in bed with me. Water is available at all times through a 2 gallon water dispenser.

Sitter Profile Image: Christine S.
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Christine S.
from
$40
per night
4.9 out of 5 stars
36 reviews
17 repeat clients
14 years of experience
East Side, Chicago, IL, 60617

About: Hello! I work remotely, therefore I am always home. Your dog will not be left unattended. I also have a flexible cancellation policy. I know life can be crazy! I am the ultimate dog lover and will treat your dog like family. I keep my dog healthy with lots of snuggles and daily walks. Your dog will receive that same care that my Fur baby receives. I can also accommodate more than one pet; the more the merrier. You can call any time to check on your baby. I am always available to talk. I have a big fenced yard and a cozy home. Your dog will always be welcomed on my lap and couch. ❤️ Since I work from home full time I have lots of time to hang out with the dogs in my yard. They are like my little coworkers! I usually take the dogs on 2 walks a day but if you have a preference on more or less, I can do that. How do I ensure your dog is safe during their visit? I have a small friendly chihuahua. He loves making new friends and sharing his toys. My yard is treated monthly for fleas and ticks (All pet friendly treatments). The yard is secure with a tall fence and no gaps. My dog is up to date with his vaccines. Please let me know if your furbaby has a set schedule if not they will follow our routine. They get plenty of supervised play time and potty breaks throughout the day. I regularly vacuum and mop my house. All furniture also gets vacuumed daily. I use pet friendly flea prevention methods inside and outside my house. We get our house and yard professionally treated to avoid ticks and fleas. But I ask that you also keep your pet on flea preventatives. All dogs that come in must be vaccinated. Please do not bring your pup if they are showing any symptoms. (Runny stools, coughing, runny nose)

Sitter Profile Image: Dominique F.
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Dominique F.
from
$40
per night
4.7 out of 5 stars
76 reviews
41 repeat clients
16 years of experience
South Shore, Chicago, IL, 60637

Dominique was friendly and a great sitter for my girl Millie! I was only gone for a couple days but she still sent updates throughout the weekend, letting me know what they got up to together and how Millie was doing with her meals and potty time. I appreciated her communication and flexibility as she balanced Millie’s routine with her own dog’s needs. Thank you Dominique!

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Isabel C.
Sitter Profile Image: Alexa B.
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Alexa B.
from
$55
per night
4.8 out of 5 stars
9 reviews
4 repeat clients
3 years of experience
Chatham, Chicago, IL, 60619

Alexa was a very thoughtful, thorough, and kind sitter. She followed all the house rules and Nala rules. She left our home better than when we came back. We will definitely hire her again.

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Chelsey C.
Sitter Profile Image: artiss m.
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artiss m.
from
$35
per night
5.0 out of 5 stars
8 reviews
3 repeat clients
20 years of experience
Beverly, Chicago, IL, 60643

About: Animals have been a part of my life for as long as I can remember. I grew up surrounded by dogs of all sizes and breeds, from a beloved Cocker Spaniel to two Giant Schnauzers and later a Pit Bull. Each one helped shape my love and understanding of animals and taught me how unique every pet’s personality can be. Today, I’m the proud owner of a French Bulldog who keeps me on my toes and a pet snake, giving me experience caring for both traditional and exotic pets. I’ve also spent time around cats through friends and family and am comfortable caring for feline companions as well. While attending Ball State University, I volunteered at local animal shelters, helping care for animals and supporting their daily needs. Whether your pet is energetic, shy, playful, or senior, I understand the importance of providing patience, attention, and loving care. I treat every animal as if they were my own and strive to make them feel safe, happy, and loved while you’re away. Pet care is already a part of my daily routine, as I currently care for my own pets and understand the importance of consistency, attention, and reliability. I work as a State Farm agent in Chicago’s West Loop, and because it is a family-owned business that my family manages and operates daily, I have some flexibility within my schedule when needed. During the week, I am available for pet care before work, after work, and during my lunch break. Depending on the day and my workload, I may also have additional flexibility to accommodate specific care needs. On weekends, I typically have more availability and can provide extra time and attention for walks, drop-in visits, overnight care, and companionship. I am careful not to overbook myself because I believe every pet deserves quality care and attention. When I accept a booking, you can trust that I have the time and availability to provide dependable, attentive care and ensure your pet remains safe, comfortable, and happy while you’re away. At this time, I’m unable to offer boarding services in my home due to my own pets. However, I am happy to provide a variety of other services, including drop-in visits, dog walking, overnight stays, and personalized in-home pet care. My goal is to ensure your pets remain comfortable in their familiar environment while receiving the attention, companionship, and care they deserve. Whether your pet needs playtime, feeding, medication administration, exercise, or simply a reassuring presence while you’re away, I am committed to providing safe, reliable, and compassionate care tailored to their needs.

Sitter Profile Image: Maria W.
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Maria W.
from
$60
per night
5.0 out of 5 stars
21 reviews
5 repeat clients
30 years of experience
Whiting, IN, 46394

Maria is a wonderful pet sitter who takes excellent care of our furry troop! When we came home after a weekend away our pets were relaxed and happy.

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Candie W.
Sitter Profile Image: Rob S.
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Rob S.
from
$45
per night
4.9 out of 5 stars
40 reviews
9 repeat clients
8 years of experience
Hammond, IN, 46327

Rob did a great job watching our house, two dogs and three cats for 24 days! We were very nervous leaving all our animals with someone but Rob was great and would almost instantly reply to our messages and give us daily updates. We would definitely recommend him and would use again. Thank you!

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Rich W.
Sitter Profile Image: Moria S.
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Moria S.
from
$28
per night
5.0 out of 5 stars
8 reviews
7 repeat clients
8 years of experience
South Chicago, Chicago, IL, 60617

Moria was awesome! We got a lot of pictures and they were clearly thoughtful and considerate of our space.

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Brianna P.
Sitter Profile Image: Raniya W.
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Raniya W.
from
$15
per night
1 repeat client
1 year of experience
South Deering, Chicago, IL, 60617

About: I've grown up with pets all my life. My family has raised multiple dogs since I was a little girl, ranging from small to large dogs, so I have plenty of experience with canines. Furthermore, though I wasn't allowed to have cats myself growing up, I've always adored them and have done plenty of pet-sitting for friends and families who did. I don't have professional pet-sitting experience, but I do love animals and have grown up caring for them in some capacity throughout my entire life, so I assure you I will care for your pet as if they were my own. I currently work full-time and am looking for some extra money on the side. However, despite that, I am still available throughout the week. I work early mornings and am always available after 4 p.m. Saturday is the only day I can pet-sit at any time needed. I would care for your animal and your home as if they were my own, with respect and care. Let me know the schedule, routine, and personality of your pet, and I will take it from there. I am always available for a video call when I am pet-sitting within your home, and will happily provide video updates throughout the visit, especially for new clients who are still becoming familiar with me. Your and your pets comfort is my main priority, so let me know what you need, and I got you.

Sitter Profile Image: Brianna W.
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Brianna W.
from
$65
per night
4.9 out of 5 stars
7 reviews
2 repeat clients
5 years of experience
Chicago, IL, 60619

About: As a dog owner you should pick someone to care for your dog who has experience and loves dogs. Well, that care giver is me. Dogs are super energetic and absolutely loyal and that's what I love most about them. Trying to tire out a dog is fun because they're always ready for a game of fetch. If you choose me to care for your dogs you'll be receiving absolute professional service and a great experience for your dog. I have experience in walking, providing medication, and feeding dogs. Hopefully you pick me to care for your loving, four-legged friends. I work from home full-time so I am available for early morning, afternoon, and evening drop offs most week days and weekends as well. We can arrange a drop off on Mondays, Tuesdays, and Thursdays after 6pm. I have a cat already but they don’t require much attention. I have a big fenced back yard for your fur babies to run around. If you bring the crate I can easily crate them. I have a great neighborhood for dog walking.

Sitter Profile Image: Chante S.
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Chante S.
from
$40
per night
5 years of experience
South Shore, Chicago, IL, 60649

About: I provide dependable, attentive care and treat every dog like family. I’m patient, observant, and make sure each pet feels safe, comfortable, and cared for while their owner is away. I’m experienced with maintaining feeding schedules, walks, playtime, and giving dogs the attention they need to stay relaxed and happy. Pet care fits naturally into my daily routine because I already structure my schedule around being responsible, active, and consistent. I have the flexibility to dedicate time throughout the day for walks, feeding, playtime, bathroom breaks, and giving pets attention and companionship. I enjoy staying active and spending time with animals, so caring for pets feels rewarding rather than stressful. Throughout the week, I make sure pets have a stable routine, plenty of supervision, and a comfortable environment where they can feel safe and relaxed while their owners are away. When caring for pets in my home, I focus on creating a safe, clean, and comfortable environment where they can feel relaxed and cared for. I follow each pet’s normal routine as closely as possible, including feeding schedules, walks, playtime, bathroom breaks, and any special instructions from the owner. I also make sure pets get plenty of attention, supervision, and exercise throughout the day. When caring for pets in a client’s home, I respect their space and maintain the pet’s usual routine to help them feel comfortable while their owner is away. I make sure they are fed on time, walked, given fresh water, and receive companionship and care. I also provide regular updates and photos so owners can feel confident their pets are in good hands.

Sitter Profile Image: Jante B.
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Jante B.
from
$40
per night
5.0 out of 5 stars
4 reviews
2 repeat clients
2 years of experience
Chicago, IL, 60628

Jante was on time, caring and most importantly—could handle my leash aggressive big boy with ease. The animals enjoyed him and we enjoyed our vacation knowing they were well taken care of. Will definitely rebook!

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Khadi C.
Sitter Profile Image: Karen P.
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Karen P.
from
$30
per night
30 years of experience
Beverly, Chicago, IL, 60643

About: With years of experience caring for pets of all sizes and needs, I provide personalized, loving care for your furry family members. From small dogs and cats to large breeds, blind, disabled, or medicated pets, I’ve handled it all. After moving from Kentucky to Chicago, I bring the same dedication and compassion that made me a trusted sitter back home. Your pets will be cared for like they’re my own! As a retired animal lover, I have a flexible schedule that allows me to cater to your pet’s needs. Whether it’s daily walks, playtime, or medication schedules, I can adjust my day to provide consistent, attentive care whenever you need it. I prioritize your pet’s safety and comfort by maintaining a secure and familiar environment. Whether I’m offering dog walking, pet sitting, or overnight care, I make sure your pet feels at ease in their own home. I follow all your instructions closely, including feeding schedules, medication routines, and any special needs. My goal is to provide a stress-free, loving atmosphere so your pets are well cared for while you’re away.

Sitter Profile Image: Keyierra C.
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Keyierra C.
from
$40
per night
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: Tara W.
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Tara W.
Star Sitter
from
$80
per night
5.0 out of 5 stars
24 reviews
8 repeat clients
8 years of experience
Evergreen Park, IL, 60805

Tara is fabulous with my cat. I appreciated how much time and energy she spent playing with Jim Catsby. She sent me awesome photos and a video of their time together. Tara really cares about Jim, and leaving him happy. I’m grateful for her passion for pets and their care. She is motivated to give our pets the best experience possible.

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Colleen D.
Sitter Profile Image: Danielle K.
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Danielle K.
Star Sitter
from
$50
per night
5.0 out of 5 stars
12 reviews
4 repeat clients
8 years of experience
Woodlawn, Chicago, IL, 60637

Danielle took great care of Lavender during her sit. She was patient and followed all of the instructions. Really appreciate her looking after Lavender.

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Danielle B.
Sitter Profile Image: Taryn M.
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Taryn M.
Star Sitter
from
$60
per night
5.0 out of 5 stars
195 reviews
60 repeat clients
10 years of experience
Highland, IN, 46322

Taryn is an incredible human. It’s so nice to be able to leave town and feel completely comfortable leaving your fur babies in such amazing care. She’s punctual, reliable, has fantastic communication and just goes above and beyond treating your pets like her own. One of a kind! ♥️

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Nikki W.
Sitter Profile Image: Bria S.
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Bria S.
from
$35
per night
5.0 out of 5 stars
1 review
6 years of experience
Woodlawn, Chicago, IL, 60637

About: I genuinely enjoy being around animals and caring for them. I’ve worked with both young and older pets, and I’m patient, attentive, and make sure they feel safe and comfortable. I stick to their routine and give them the care and attention they need. I also keep owners updated so you always know your pet is in good hands. I’m currently work weekends only, so I will be available throughout the week to care for pets. My schedule is flexible and open, to accommodate your needs. I care for pets by keeping them on their normal routine so they feel comfortable and stress-free. In my home or a client’s home, I make sure they’re fed on time, have fresh water, get walks or playtime, and have a clean, safe space to relax. I pay attention to their behavior and adjust to their needs—whether they’re energetic or more calm. I also respect the client’s home, follow all instructions, and send updates so you always know your pet is safe and doing well.

Sitter Profile Image: Ian H.
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Ian H.
from
$30
per night
4 years of experience
Hyde Park, Chicago, IL, 60615

About: I’ve always been the go-to among family and friends to watch their animals when they are gone for trips or vacations or need extra help. I’m an avid walker in general, and a walk is always better with a pet! I’ve volunteered for two years at animal shelters, trained and raised a puppy, and have experience caring for pets young and old. I’m currently a writer, remote copy-editor, and substitute teacher with an incredibly flexible schedule at the moment. I can watch, walk, and care for dogs and cats pretty much 24/7 at the moment. The only thing I cannot do is host animals in my home due to my apartment’s lease. Every pet is different and every pet owner cares for their pet differently. Let me know all your animals quirks and needs and I’ll meet them happily! I’d love to walk your dog around the park or neighborhood, give them them their special treats, respect your cat’s weird boundaries and quirks, etc, etc. :)

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The median cost per night for house sitting in East Side is $50

Pet parents share their Rover experiences - East Side

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5.0 out of 5 stars

Our experience with Ximena was great! She was flexible with the start time and even came by beforehand to meet our pets, which gave us extra peace of mind. She stayed at our home for several days while we were out of the country and was fantastic throughout. During the stay, she communicated quickly and regularly, sending us photos so we always felt comfortable knowing our pets were in good hands. When we returned, the house was clean, our pets were very happy, and she kept them on the exact feeding schedule we had trained them on. We will definitely be booking her again—highly recommend, and you shouldn’t hesitate to book with her either. Thanks again, Ximena!

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PhilipandPaola W.
House Sitting
5.0 out of 5 stars

This had been the 2nd time Guadalupe has come to watch Jasmine and Louie. They've been very comfy with her and she is attentive and accommodating with things like time, giving medication, making sure they're happy. We very much recommend her

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Jade S.
House Sitting
5.0 out of 5 stars

Nichole was available for us last minute and she was extremely communicative! She arrived on time and got along with Diamond immediately. Thank you so much for your excellent communication thru the day and taking such good care of the pup!

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Nikhila N.
House Sitting
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