House Sitting East Side

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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
33 reviews
8 repeat clients
7 years of experience
East Side, Chicago, IL, 60617

Great house sitting our dog and keeping her company and comforted.

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Danielle B.
Sitter Profile Image: Alexis W.
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Alexis W.
Star Sitter
from
$68
per night
5.0 out of 5 stars
35 reviews
10 repeat clients
5 years of experience
Chicago, IL, 60649

Alexis did such a wonderful job with our dog Murphy. Tons of video and picture updates and Murphy always seemed comfortable with her. Highly recommend!!!

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Alexis P.
Sitter Profile Image: Tabbie M.
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Tabbie M.
from
$37
per night
5.0 out of 5 stars
7 reviews
2 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: 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: Karen P.
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Karen P.
from
$35
per night
5.0 out of 5 stars
6 reviews
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: Alexandria R.
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Alexandria R.
from
$25
per night
6 years of experience
Chicago, IL, 60617

About: Growing up with and caring for my own dog has taught me how important patience, consistency, and attention are when it comes to pets. I’m very attentive to a dog’s behavior, energy levels, and comfort, and I always make sure they feel safe, cared for, and loved. I also have experience with basic grooming, keeping routines consistent, and giving pets calm, gentle care based on their individual needs and personality. I'm currently looking fo a Pet care fits well into my daily and weekly routine because I’m someone who enjoys staying active, organized, and consistent. While I’m currently looking for a part-time summer job, pet sitting and care is something that also works well with my schedule long-term because it gives me flexibility once I start school again. I’m able to balance responsibilities well, and I enjoy spending time with animals as part of my routine rather than seeing it as just work. job for the summer. When caring for pets in a client’s home, I focus on keeping their routine as normal and comfortable as possible. I make sure they are fed on schedule, have fresh water, get plenty of attention, playtime, walks if needed, and a clean environment. I’m very attentive to a pet’s behavior and comfort level, and I always try to create a calm, safe, and loving atmosphere while respecting the owner’s instructions and home. I also make sure to give updates so owners feel reassured while they’re away.

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 was a wonderful find. My wife and I needed someone last minute, due to a cancellation. We contacted Maria and she was more than willing to assist us. She was absolutely amazing with our two pups. She had no issue(s) with watching our pups at our residence. The pups loved her, the place was immaculate upon our return, and we were very appreciative. My wife and I will definitely continue to use Maria. She has a great personality and is very enjoyable to communicate with. We would strongly recommend Maria to anyone.

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Brady D.
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

Our pet sitter had to cancel last minute, but it was a blessing in disguise because he did a fantastic job with my three dogs. I loved the pictures throughout the visit too.

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Maria S.
Sitter Profile Image: artiss m.
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artiss m.
Star Sitter
from
$40
per night
5.0 out of 5 stars
13 reviews
5 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: Mariana B.
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Mariana B.
from
$125
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: 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: Dominique F.
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Dominique F.
from
$40
per night
4.7 out of 5 stars
78 reviews
43 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: 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: Tara W.
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Tara W.
Star Sitter
from
$80
per night
5.0 out of 5 stars
26 reviews
9 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: Brandon E.
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Brandon E.
from
$30
per night
4.9 out of 5 stars
31 reviews
15 repeat clients
35 years of experience
South Shore, Chicago, IL, 60649

About: Dawggy Paw-Ty is a premium dawggy boarding and training retreat! located in a peaceful rural setting Pembroke Township ill) designed specifically for city dog owners who want to give their dogs the opportunity to get away from the tight over crowded city life and experience freedom, exercise, fresh air, socialization, and structured care in a safe environment. The business includes pickup and drop-off transportation, outdoor play, socialization groups, nature walks, enrichment activities, overnight boarding This is my full time job, so your pups will have my undivided attention!! My mornings start as early as 530 and end as late as 11 Your pooch will be with my family and I in our south shore condo and/or as well as on our Farm that includes our own private Dawg Pawk, while in the city we will visit different dog parks around the city of Chicago and trips to the beach and other dog friendly places to provide proper socialization and public manners. your dawg will be provided with his/her own private kennel to chill and relax during their stay!

Sitter Profile Image: Maria G.
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Maria G.
from
$35
per night
5 years of experience
South Chicago, Chicago, IL, 60617

About: I have a genuine love for animals and they can sense that. I have rescued two stray cats. They came at different times to my front porch waiting for something to eat. I adopted the last one and her name is Bonita. As a child, we always had dogs, so my love for them is inmense. For me they are not animals, they are little humans with a huge soul. I work as a freelancer so I have a lot of free time. My schedule is very flexible, so I can accommodate service as long I have one day in advanced notice I have a fenced yard where you dog can play in the company of my sweet and friendly cat. I ca crate your dog if needed. I can walk your dog close to your home. I live close to hyde park, Woodlawn, south chicago, south shore areas where we can walk to different parks or beaches.

Sitter Profile Image: Arie C.
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Arie C.
from
$28
per night
5.0 out of 5 stars
1 review
1 repeat client
6 years of experience
Washington Heights, Chicago, IL, 60628

Arie is amazing!! This was my first booking with her and she was so great about communicating and sending updates throughout the day, letting me know how Millie was doing eating and stuff, and being flexible fitting visits in with her own dog’s routine and her work schedule. I appreciated having someone so attentive, and I cannot recommend Arie enough!

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Isabel C.
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: Twanna W.
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Twanna W.
from
$90
per night
4.5 out of 5 stars
9 reviews
2 repeat clients
10 years of experience
South Shore, Chicago, IL, 60649

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: 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.
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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
1 / 1
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