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.

1 / 1
Sitter Profile Image: Anyah T.
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Anyah T.
from
$50
per night
5.0 out of 5 stars
30 reviews
8 repeat clients
7 years of experience
East Side, Chicago, IL, 60617

Anyah is the greatest dog sitter ever!! She is great with my dog and always on time. I highly recommend her.

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Tyrone L.
Sitter Profile Image: Alexis W.
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Alexis W.
Star Sitter
from
$73
per night
5.0 out of 5 stars
29 reviews
8 repeat clients
5 years of experience
Chicago, IL, 60637

Alexis took great care of our apartment and pets over Thanksgiving. She provided plenty of updates plus some extra compliments for our critters—always appreciated! We’d love to work with Alexis again.

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Hannah C.
Sitter Profile Image: Dominique F.
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Dominique F.
from
$40
per night
4.6 out of 5 stars
73 reviews
39 repeat clients
16 years of experience
South Shore, Chicago, IL, 60637

Dominique did a great job with my 2 cats and 1 dog. She also took good care of my apartment. She sent me numerous of pictures and videos and also followed my instructions well especially pertaining to one of my cats who needs a little extra supervision. Thank you and I would book again.

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Cornelius D.
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: 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: Ava M.
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Ava M.
from
$55
per night
5.0 out of 5 stars
10 reviews
4 repeat clients
11 years of experience
Chicago, IL, 60621

Ava was wonderful with our 3 pups. She knew how to manage their chaos and treated them so sweetly. She left the place looking great and really just went above and beyond. We will definitely be using her services again.

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Gail S.
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: Marisa G.
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Marisa G.
from
$60
per night
5.0 out of 5 stars
14 reviews
3 repeat clients
10 years of experience
Roseland, Chicago, IL, 60628

I booked Marissa last minute as the whole family had to travel to India, due to my mother in laws sudden demise. She stayed with our dog for over a week and was very accommodating when I asked her to extend her stay, as my children could not reach Austin on scheduled dates for almost 2 days, due to sudden flight cancellations because of the inclement weather conditions. She was kind enuff to clean up the mess I left on the counter. She watered my plants, cleaned up if necessary, and was very communicative throughout her stay. She sent picture and videos and took Scooby for his long walks and evening playtime with his friends. I would definitely recommend her others who want someone reliable, as she stayed the extra days without a fuss making me stress free, in my already stressed out life.

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Vrushali S.
Sitter Profile Image: artiss m.
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artiss m.
from
$30
per night
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: 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: 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: Tara W.
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Tara W.
Star Sitter
from
$77
per night
5.0 out of 5 stars
18 reviews
7 repeat clients
8 years of experience
Evergreen Park, IL, 60805

Tara is outstanding! She goes above & beyond. Tara is very kind to my dogs & treats them like her own babies. I can tell they were so happy and well taken care of. My dogs love her & we appreciate the comfort & walks she provided to them.

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Meghan G.
Sitter Profile Image: Kathryn C.
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Kathryn C.
Star Sitter
from
$30
per night
5.0 out of 5 stars
176 reviews
71 repeat clients
3 years of experience
Oak Lawn, IL, 60453

Kathryn has watched our 3 dogs numerous times now and she always does a fantastic job. She gives us timely updates and goes above and beyond to make sure our fur babies are well taken care of while we’re gone.

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Flor C.
Sitter Profile Image: Danielle K.
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Danielle K.
from
$50
per night
5.0 out of 5 stars
11 reviews
2 repeat clients
8 years of experience
Woodlawn, Chicago, IL, 60637

About: I have pet sit all kinds of loving dogs. Since I was 15 My family, friends and neighbors have trusted me to walk, feed, play with and care for their pets. I work full time virtually, so I am flexible and can care for your beloved pups while at home. I only have availability to do overnight boarding on weekends. I have a spacious place for your dog to have plenty of room to play and be comfortable. In addition, I have a dog park and a spacious park/field a walk away from my home. There also is a trail for us to walk as well. I am equipped to feed, walk and sing to your pup.

Sitter Profile Image: Kitali Y.
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Kitali Y.
from
$20
per night
15 years of experience
Roseland, Chicago, IL, 60628

About: I’ve always had a love for animals, and I treat every pet like they’re my own. I’m patient, dependable, and make it my priority to keep pets safe, happy, and comfortable while you’re away. Whether it’s walks, playtime, feeding, or sticking to your pet’s routine, I’ll provide the same care and attention I’d want for my own pets. I’m comfortable caring for puppies, senior pets, and animals with different personalities and energy levels. I’ll also keep you updated with photos and messages so you always know your pet is in good hands. As a Division I student-athlete, I have basketball practice Monday through Thursday until around 1:30 p.m., which makes me available for afternoon, evening, and overnight pet care during the week. My weekends are completely open, giving me plenty of time to provide attentive, reliable care. I enjoy staying active, so whether your pet loves long walks, playtime, or simply needs companionship, I’ll make sure they receive the same love and attention I give my own pets back home. Since I currently live in a dorm, I’m unable to provide pet care in my own home. However, I’m happy to care for your pets in the comfort of their own home, where they can stay in a familiar environment. I treat every home with the utmost respect by keeping it clean, organized, and exactly as I found it. I’ll follow your pet’s routine closely, make sure they feel safe and comfortable, and provide plenty of attention, exercise, and affection while you’re away. My goal is to give you peace of mind knowing both your pet and your home are in good hands.

Sitter Profile Image: Daniela M.
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Daniela M.
from
$40
per night
5.0 out of 5 stars
42 reviews
11 repeat clients
4 years of experience
Avalon Park, Chicago, IL, 60619

Very happy with Daniela as a pet/house sitter while we were overseas for 2-weeks. We don’t speak a common language, but my pets don’t speak English or Spanish either, so I wasn’t gonna let a language barrier be the sole reason to not hire someone. We used an audio translator app during the meet & greet, and most apps/ txt auto translate. I did provide an emergency contact of a bi-lingual friend. Thankfully we didn’t need to involve her. At the meet & greet, we practice giving my anxious cat’s oral tablet medication with dry kibble, and she was pretty good at it within a couple tries. Reassured me she would be able to administer when we’re gone. She sent regular photos/updates of our pets which always makes us happy and comfortable while traveling. We even had some HVAC issues while we were away, and Daniela was a trooper the whole time. Twice she helped coordinate a technician coming to the house since we couldn’t be there. She left the house very clean, trash taken out, bed made. Brought all our mail in. Watered the few plants we asked. Etc. I hope she’s available next time we travel. Thank you!

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Kelli C.
Sitter Profile Image: Guadalupe R.
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Guadalupe R.
from
$35
per night
5.0 out of 5 stars
8 reviews
4 repeat clients
5 years of experience
Whiting, IN, 46394

Guadalupe took care of my cats at home. She did such a good job that one of my cat gained weight when I came back! My senior cats have special needs such as medications, insulin injections. She took care of them all. Thank you so much!

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kitty y.
Sitter Profile Image: Twanna W.
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Twanna W.
from
$90
per night
5.0 out of 5 stars
7 reviews
2 repeat clients
10 years of experience
South Shore, Chicago, IL, 60647

About: It’s all about honoring the autonomy of each animal when building a bond plus providing them a safe and nurturing place to live and be while away from home. I am a Full-Time PET SITTER in Chicago running a cat sanctuary where our pet guests become a member of a loving family right away. We provide a healthy and safe space where pets are always free to roam plus enjoy the amenities of individual cat houses, window gazing, and human play.

Sitter Profile Image: Juliana R.
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Juliana R.
Star Sitter
from
$50
per night
5.0 out of 5 stars
26 reviews
9 repeat clients
5 years of experience
Hammond, IN, 46320

Juliana was beyond great. She took care of my dog as if it were one of her own. My flight got canceled, and she happily took care of the dog for two more days. I don't know what I would have done without her help. I highly recommend her to others.

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Jose S.
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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

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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Sitters in East Side average 4
repeat house sitting clients

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