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: Tabbie M.
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Tabbie M.
from
$37
per night
5.0 out of 5 stars
• 11 reviews
3 repeat clients
7 years of experience
Grand Crossing, Chicago, IL, 60619

“Tabbie M. was on time, communicative, and professional. She worked well with sweety and sent emails, and pictures to update me. Tabbie M. is very nice and kind as well. I will definitely book her again.”

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S C.
Sitter Profile Image: Alexis W.
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Alexis W.
Star Sitter
from
$72
per night
5.0 out of 5 stars
• 41 reviews
10 repeat clients
5 years of experience
Chicago, IL, 60649

“Alexis was a fantastic sitter. She was very attentive to our pups. One requires meds in her food twice a day and was well taken care of. She stayed with them and kept them comfortable with their separation anxiety from us and played in the yard every day. The house was clean and well maintained when we arrived home. I would highly recommend Alexis, she truly cares about animals and was a great house guest as well”

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Kyle A.
Sitter Profile Image: Karen P.
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Karen P.
from
$35
per night
5.0 out of 5 stars
• 7 reviews
1 repeat client
30 years of experience
Beverly, Chicago, IL, 60643

“Karen is ABSOLUTELY FANTASTIC! She took care of our cats while we were away for about 2 weeks. Our cats are elderly and are not the easiest to deal with, Karen was attentive to their special needs and just went out of her way to ensure they were comfortable and well taken care of. I would highly recommend her for your pet care needs. We travel often and will use her again and again”

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Cindy S.
Sitter Profile Image: Sharett B.
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Sharett B.
from
$70
per night
4.9 out of 5 stars
• 70 reviews
29 repeat clients
7 years of experience
South Chicago, Chicago, IL, 60617

“Sharett was amazing to work with and my dog Roo absolutely adores her. She was professional and communicative while staying at my home looking after Roo. Her background expertise with dogs shows. She even went above and beyond and continued to help with Roo’s muzzle training as we work on her fear reactivity with other dogs in the big city. If you are in the South Loop Chicago area, I definitely recommend. Thank you Sharett!”

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Rachel R.
Sitter Profile Image: Ayomide D.
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Ayomide D.
from
$30
per night
3 years of experience
Calumet Heights, Chicago, IL, 60617

About: I have taken care of multiple dogs and cats for years in different sizes and different care needs. I have watched dogs and cats for family members for days at a time I work from home and can keep an eye on the pets the whole time and take breaks for having to go at anytime that they need. I can feed them and give them medication if necessary. Also no open foods or dangerous things for them to get into. I also do not smoke and have a temperature controlled house

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 watched our two pets on a long weekend and was great. We love a lot of communication - and he kept us posted and sent us many pictures. Very professional and our pets loved him. We would definitely recommend!”

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Krista D.
Sitter Profile Image: Alina M.
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Alina M.
from
$30
per night
4 years of experience
Woodlawn, Chicago, IL, 60637

About: I am a writer and artist by day and absolutely love animals! I'm looking to share my extra time caring for your furbabies! I have experience walking, feeding, monitoring, and caring for dogs (large-small, puppy-senior), reptiles, small animals (rabbits, guinea pigs, rats, hamsters, ferret etc.), I have my own pets including, two terrier mixed dogs, an American bull toad, and a free roam rabbit. I have cared for my family's dog as well. I am available during the weekdays, Monday-Friday mornings and afternoons. My weekends vary based on my availability but I can be flexible and discuss more in consultation. I have my own vehicle so I am able to check in and care for your pet, and help them at a moments notice in case of emergency's, I have a large fenced in yard at home that allows for plenty of space for your fur baby to explore, walk and play for a few hours.

Sitter Profile Image: Joshua W.
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Joshua W.
from
$50
per night
4.0 out of 5 stars
• 1 review
1 repeat client
10 years of experience
South Shore, Chicago, IL, 60649

About: I’ve Been Around Animals Since I Could Remember. Big And Little Dogs/Cats, Reptiles, Birds And Even Fishes. I Watch Over My Aunt’s Two Female And Male Akitas; Along With Her Two Cats.🐕🐈🦎🦜🐟🐠 Im A Early Bird That Goes For Walk and Runs In The Morning Before Leaving For Work. Trust And Believe The Love And Attention I Give To Every Animal, They Wouldn’t Want To Leave Paradise. I Love Playing With Animals (My Favorite Dog), I’ll Take The Dogs To A Dog Park Up In Hyde Park (Plenty Of Playing Ground). Watching Over Your Pets Ensuring Safety And Love For Your Pets.

Sitter Profile Image: Kayla F.
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Kayla F.
from
$50
per night
10 years of experience
South Shore, Chicago, IL, 60649

About: I’m attentive, dependable, and happy to follow the routine you’ve built for your dog. I’ll care for them in the comfort of their own home, keep you updated with photos, and make sure they get the attention they need while you’re away. I’m also respectful of your home and will ask plenty of questions up front so I can care for your dog the way you do. I work from home and have a flexible schedule, so I can spend plenty of time with your dog and keep their usual routine. I’m attentive to their needs, happy to send photo updates, and respectful of your home while you’re away. I work from home and have a flexible schedule, so I can plan my day around your dog’s routine. I’m available for regular walks, meals, playtime, and companionship throughout the day, as well as overnight stays in your home. I’ll follow the schedule you share with me and keep you updated while you’re away. I care for dogs in their own homes, where they can stay comfortable with their familiar routine. Before a stay, I’ll ask about feeding, walks, medications, behavior, and any house rules or safety concerns. I’ll follow your instructions closely, make sure doors and gates are secure, respect your home, and send regular updates so you know how your dog is doing.

Sitter Profile Image: Tredrick D.
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Tredrick D.
from
$65
per night
5.0 out of 5 stars
• 3 reviews
20 years of experience
Hyde Park, Chicago, IL, 60637

“Tred took excellent care of our high-energy husky mutt for the weekend. He communicated well and put in the time to really exercise and soothe our dog. He also kept our home clean and tidy during his stay. We'll definitely use him again and can't recommend him enough.”

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David S.
Sitter Profile Image: Camryn A.
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Camryn A.
from
$30
per night
5 years of experience
Chicago, IL, 60637

About: I’ve had my maltipoo since 2020 and have taken care of dogs since then as well. I’m very organized and attentive to your animals needs! I just moved to Chicago so i have a lot of free time especially during the summer while i look for other jobs. I love having new energy around me at all times :) I have a very safe apartment complex with an enclosed backyard. Lots of toys for them as well to make them feel comfortable! I’m attentive and a very good listener to all of their needs

Sitter Profile Image: Yvan B.
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Yvan B.
from
$55
per night
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: Nicole C.
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Nicole C.
from
$45
per night
5.0 out of 5 stars
• 8 reviews
2 repeat clients
5 years of experience
Burbank, IL, 60459

“Nicole was very attentive and super communicative while we were away. The pets (dog + 2 cats) were well cared for and the house was just as we left it. We got plenty of pictures and videos that the kids enjoyed. Would 100% book again.”

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Angie R.
Sitter Profile Image: Ariel T.
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Ariel T.
from
$100
per night
3 years of experience
Posen, IL, 60469

About: What sets me apart is that I’m a veterinary technician, so I have professional experience caring for animals with a wide range of needs. I’m comfortable administering medications, following specific care instructions, and recognizing potential warning signs of illness or changes in behavior that may need veterinary attention. I know how to assess a situation, monitor pets closely, and communicate with owners if I notice anything concerning. I’m also comfortable caring for puppies who need extra patience, consistency, supervision, and guidance as they learn routines. For senior pets, I understand that they may need a slower pace, extra attention, medication, or additional monitoring to keep them comfortable. Most importantly, I treat every pet as an individual and take the time to learn their personality, routine, and needs. Whether your pet wants lots of playtime and walks or prefers relaxing and cuddling, my goal is to make them feel safe, comfortable, and cared for while you’re away—and to give you peace of mind knowing they’re in experienced hands. Pet care fits naturally into my daily and weekly routine. As a veterinary technician, I’m accustomed to caring for animals and making their health, safety, and well-being a priority. I’m available all day Sunday and Monday, and Tuesday through Saturday from 4:00 PM to 10:00 PM. I can provide feeding, walks, playtime, medication administration, and attentive monitoring based on each pet’s individual needs and routine. When caring for pets in a client’s home, I focus on maintaining their normal routine so they feel comfortable and secure while their owner is away. I follow feeding, walking, exercise, medication, and care instructions closely, while also providing plenty of attention and companionship. As a veterinary technician, I’m experienced with administering medications and monitoring pets for changes in behavior or potential signs of illness. I take their health and safety seriously and will communicate with the owner promptly if I notice anything concerning. I also make sure pets receive appropriate exercise, playtime, bathroom breaks, and plenty of love and attention. My goal is for every pet to feel safe, comfortable, and well cared for in their own home.

Sitter Profile Image: Aryonna F.
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Aryonna F.
from
$40
per night
15 years of experience
Blue island, IL, 60462

About: I have taken care of dogs since I was 9 years old. I have walked them, bathed them, cuddles , massages, gave medications you name it. I absolutely love the feeling and genuine love that dogs give so I protect and love them at all cost! A stay home wife with no children home currently, so I’m free a lot! Needing a new hobby I enjoy to consume my days now. I have small babies so the house is already baby proofed! Also can purchase whatever is needed to make them feel comfortable! Not big on dogs being in crates and cages but if that’s what your prefer that can be arranged as well! Long as the dog is comfortable I am happy!

Sitter Profile Image: Jack K.
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Jack K.
from
$50
per night
20 years of experience
Hyde Park, Chicago, IL, 60615

About: I’ve lived with dogs my whole life, mostly hounds but lots of experience with all breeds! I am more than happy to work with dogs of any age and have experience with caring for high needs and senior dogs. i am no stranger to a mess and have no problem cleaning up any type of accident. i love all dogs but my heart really goes out to the big pups out there <3. i am quite comfortable with working with dogs that have behavioral/agression issues, given i am properly informed and prepared. i have a fairly open schedule most of the time. i work freelance contractually from time to time, but i am always available to take a break and come see your fur baby. i am returning part time to school in the fall, but that should not interfere with care timings I am very comfortable with dog procedural things. I have experience walking many sizes of dogs, as well as crating and proper and safe playtime. i believe that dogs tell us a lot more than some people let on, so as of course i will follow your guidance in care, i also want to listen to your dogs attitude and communication as well

Sitter Profile Image: Alexis W.
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Alexis W.
from
$30
per night
4.6 out of 5 stars
• 6 reviews
1 repeat client
2 years of experience
Riverdale, IL, 60827

About: I have taken care of pups and kittens to older cats and dogs for about 5 years. I understand that they need love and care just like us humans do. I mostly work on my computer and take care of my daughter so, I'm pretty flexible. Their every need will surely be met. I have a 3-year-old and she loves animals, although she will be at school a great deal at the time. I have a nice space for dogs to walk around or play in my apartment as well as a park down the street with a big field. I am hospital and respectful in the dog's home as well.

Sitter Profile Image: Jorie S.
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Jorie S.
from
$70
per night
5.0 out of 5 stars
• 19 reviews
8 repeat clients
15 years of experience
Chicago, IL, 60605

“Jorie was great with my anxious dog Bear! She was patient, calm, and gently assertive where needed and he felt very comfortable with her. He can be reactive with strangers and she handled him well. Bear fell into his normal routine quickly, and relaxed at home during the house sit.”

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Sindhu S.
Sitter Profile Image: dennis c.
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dennis c.
from
$40
per night
5.0 out of 5 stars
• 3 reviews
1 repeat client
20 years of experience
Oak Lawn, IL, 60453

About: Dogs are my favorite, cats come in 2nd. I've rescued 2 dogs in my 70 some years. Retired and widowed now with plenty of time on my hands. Give me a call. I'm mostly available from early am to early pm. 7 days a week. Retired and widowed with plenty of time on my hands. Give me a call. Currently no pets in my home but have had a few dogs and 1 cat in the past. Will follow your instructions. I'm honest and dependable, give me a call!

Sitter Profile Image: Katalina T.
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Katalina T.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 30 reviews
6 repeat clients
15 years of experience
Berwyn, IL, 60402

“Katalina was great while watching our dog and cat! She was responsive and left our home spotless! Thank you for helping us get away for a few days… not easy to do with 3 kiddos these days. It was such a relief to not have to worry about the animals. I would def recommend her!”

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Jenna G.
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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

1 / 1
5.0 out of 5 stars

Giselle was fantastic watching Ryder while we were away on vacation! She handled his routine and energy with total confidence and care, giving us complete peace of mind the entire time. Her communication and regular updates were top-notch, and Ryder was clearly happy and in great hands. We’d gladly book Giselle again and highly recommend her to anyone looking for a reliable pet sitter!

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Joe E.
House Sitting
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
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