House Sitting in Grand Crossing, 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
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What size are your dogs (lbs)?

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Sitter Profile Image: Alysia G.
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Sitter Profile Image: Alysia G.
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1.

Alysia G.

Reliable, non-smoking pet lover
Chicago, IL, 60616
House Sitting, Dog Walking
5.0
11 reviews
7 repeat clients
from
$60
per night

Always a pleasure to have Alysia pet sit/house sit for us.

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Sitter Profile Image: Janette V.
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Sitter Profile Image: Janette V.
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2.

Janette V.

People call me Snow White lol
Chicago, IL, 60609
House Sitting, Drop-In Visits, Dog Walking
5.0
6 reviews
3 repeat clients
from
$75
per night

Janette is awesome! She spoiled my senior girl Lana during a quick outing I had planned. Janette took her for a pup-accino and back to her house so she could sunbathe and people watch. And Janette always provided updates. Lana was happily exhausted when I got home that day!

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Sitter Profile Image: Lupe M.
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Sitter Profile Image: Lupe M.
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3.

Lupe M.

Ready to help out while you’re away
Gage Park, Chicago, IL, 60632
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
12 reviews
4 repeat clients
from
$90
per night

Lupe was the absolute best sitter we could have asked for! This was the first time we needed to use a sitter and we were anxious about how it would go, she will be our first and hopefully only option moving forward. We received great pictures and updates while we were gone, our pup enjoyed it, and she left our home way better than she found it. Lupe went above and beyond for our dog and it was clear. We couldn’t have been more impressed and grateful. Thank you so much, Lupe!

Sitter Profile Image: Belicia K.
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Sitter Profile Image: Belicia K.
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4.

Belicia K.

Cats and dogs are my sunshine!
Englewood, Chicago, IL, 60621
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
12 reviews
6 repeat clients
from
$50
per night

My cat sitter cancelled on me at the last minute. But as it turns out I was meant to find Belicia. She took excellent care of my girl Zuri. Belicia was communicative, kind, and followed all instructions. She sent me messages and photos to absolve any worry and it didn't take long for my anti-social kitty to take to her. Having her care for Zuri was such a peace of mind. When I came back home, I realize that everything worked out as it should have. This is the beginning, as I will be scheduling with Belicia again.

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Sitter Profile Image: Hunter S.
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Sitter Profile Image: Hunter S.
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5.

Hunter S.

Attentive & Friendly Pet Care🐾
Lower West Side, Chicago, IL, 60608
House Sitting, Drop-In Visits, Dog Walking
5.0
21 reviews
3 repeat clients
from
$40
per night

Hunter was wonderful with my dog Esther while I was gone for a long weekend. He was able to do multiple house visits and walks everyday. I also received awesome pictures and updates. It was reassuring seeing that she was in good hands. I would definitely recommend Hunter. Thanks for your help!

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Sitter Profile Image: Dalila E.
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Sitter Profile Image: Dalila E.
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6.

Dalila E.

Rover 101
PET SPECIALIST
Chicago, IL, 60608
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
152 reviews
68 repeat clients
from
$60
per night

Dalila took such great care of my fur baby. This was my first time having someone watch my dog while housesitting! She sent me pictures daily, updated me constantly and left the house super clean and my dog super happy ? I will def rebook again!!

Sitter Profile Image: Shiri B.
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Sitter Profile Image: Shiri B.
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7.

Shiri B.

Kind and practical pet lover
Chicago, IL, 60621
House Sitting, Drop-In Visits, Dog Walking
5.0
5 reviews
from
$40
per night

Shiri did a great job housesitting and watching my pitbull while I was away on vacation. Very responsive and experienced with bully breeds.

Sitter Profile Image: Ye S.
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Sitter Profile Image: Ye S.
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8.

Ye S.

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

Hi, It’s Evelyn here! It’s my pleasure to have an opportunity to recommend Ye to everyone who loves cat! He is super considerate and I have never seen a cat that does not like him, if only you could hear the purring of my cat on his lap, that’s how lovely he is in the cat’s eyes!

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Sitter Profile Image: Coretta S.
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Sitter Profile Image: Coretta S.
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9.

Coretta S.

Loves to accommodate furry friends
South Shore, Chicago, IL, 60649
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0
10 reviews
5 repeat clients
from
$35
per night

Coretta takes very good care of our 2 dogs! She walks them on a regular basis and makes sure they have enough food and are properly hydrated. What I love most about Coretta is how she interacts with them. They have completely different personalities and Coretta keeps up! She's also punctual and always follows instructions. If you want a loving, professional pet caregiver, Coretta is the way to go!

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Sitter Profile Image: Molly S.
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Sitter Profile Image: Molly S.
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10.

Molly S.

Openly Available Animal Caretaker
Hyde Park, Chicago, IL, 60615
House Sitting, Drop-In Visits, Dog Walking
5.0
6 reviews
2 repeat clients
from
$45
per night

Molly was wonderful with my pup Otto and I came home to a very happy dog. Molly was also great with watching my home while sitting for Otto. Highly recommend!

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Sitter Profile Image: Jumie T.
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Sitter Profile Image: Jumie T.
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11.

Jumie T.

Dogs love me!
Chicago, IL, 60649
House Sitting, Drop-In Visits, Dog Walking
6 years of experience
from
$50
per night

About: I am a college grad and former dog owner with previous experience working as a dog sitter since high school. I love pets immensely, and am so excited to meet yours! Every dog I get to greet is a gift, and I treat them as such. Through my own experience as a dog owner, alongside my diverse experience with other dogs, I have learned a lot that I get to bring to these new situations. I know how vital calmness can be, and keep myself patient. I know every dog is different, so please share everything you can about your animal and all their quirks! Getting to interact with animals is so much fun and so fulfilling, I wish to spend more of my time doing it when I can. I currently work from home, so my schedule is incredibly flexible! I'm available for walks throughout the week and can stay with your fur baby as need be. I like to keep the care of your pet as close as possible to their normal routine, so please keep that information clearly written out if possible, or we can write it out together!

Sitter Profile Image: Nataya J.
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Sitter Profile Image: Nataya J.
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12.

Nataya J.

Loving care when your not there!!
West Englewood, Chicago, IL, 60636
House Sitting, Drop-In Visits, Dog Walking
5.0
17 reviews
6 repeat clients
from
$70
per night

Nataya was punctual and very sweet with my baby Inga. She sent mw updates and pictures so I was sure she was fine and that she went to the bathroom and things. Overall Nataya was the perfect find for a last minute request and I will be using her services again!

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Sitter Profile Image: Susan C.
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Sitter Profile Image: Susan C.
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13.

Susan C.

You're Dog is My Dog!
Hyde Park, Chicago, IL, 60615
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
125 reviews
56 repeat clients
from
$60
per night

I can’t say enough about Susan and the way she cares for my Mocha! I never have a moment’s worry while Mocha is in her care. She updates me frequently with texts and photos and it’s evident how much she cares for her. Until the next time…our 3 week trip to South Africa…..check “dog care” off the to do list… There’s no one I’d trust more than Susan!

Sitter Profile Image: Shironda S.
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Sitter Profile Image: Shironda S.
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14.

Shironda S.

Passionate about people and pets
South Shore, Chicago, IL, 60649
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
4 reviews
1 repeat client
from
$50
per night

Shironda was absolutely the best! She was very thorough and made sure to keep us posted on all the fun things she did with our fur babies. I highly recommend her for any of your pet needs.

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Sitter Profile Image: Myya F.
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Sitter Profile Image: Myya F.
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15.

Myya F.

I'm friendly,energetic, & flexible!
South Shore, Chicago, IL, 60649
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
27 reviews
8 repeat clients
from
$45
per night

Myya did an excellent job watching my house and four dogs for three nights while I was away. Myya is very responsible and trustworthy as my dogs were well taken care of. She daily sent me pictures of my dogs and communicated through texting throughout my time away. When I got home,the house was cleaner than when I left. I will always use Myya for my house and dog sitting needs

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Sitter Profile Image: Maria C.
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Sitter Profile Image: Maria C.
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16.

Maria C.

Enjoying our time step by step!
Englewood, Chicago, IL, 60621
House Sitting, Drop-In Visits, Dog Walking
5.0
1 review
1 repeat client
from
$60
per night

About: I grew up surrounded by animals, therefore I am conscious of how to care for dogs in any situation and in any type of weather and/or environment. When I'm on the go, I make sure to have a well-packed bag with treats(let me know what your dog's favorite treat is), potty bags, water bottles, sanitizer, and a travel-size first aid kit. I make sure to clean up thoroughly after breakfast, snack, and dinner time. I make all sorts of checklists so if you like to have things done a certain way, make as many lists as you want or need. I'm open to receive any and all constructive criticism. Feel free to leave any other comments, questions, concerns. I look forward to meeting your dog and work with you!

Sitter Profile Image: Masheika S.
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Sitter Profile Image: Masheika S.
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17.

Masheika S.

Rover 101
Full time pet sitter :)
Chicago, IL, 60653
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
53 reviews
19 repeat clients
from
$100
per night

Masheika was so professional and cordial! She updated us with pics, messaged about any concerns, and took great care with our pups. We were so comfortable leaving our dogs in her conscientious, capable hands. We'll definitely work with Masheika again!

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Sitter Profile Image: Kelsey O.
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Sitter Profile Image: Kelsey O.
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18.

Kelsey O.

Lover of All Animals
Washington Park, Chicago, IL, 60615
House Sitting, Drop-In Visits, Dog Walking
15 years of experience
from
$65
per night

About: Hi, nice to meet you and thank you for coming to visit my page 😊. I’m Kelsey!!! I work full time for Rover because I love animals of all shapes and sizes and have since I was a small child so this is my dream job. I had a pet Black Lab Midnight however he passed away when I was younger after 14 years of a good life with me and my family. I currently have two cats one is Oliver and the other Yemaya and I love them both very much and everyone who meets them tells me I’m lucky to have such amazing fur children since they’re so well behaved minus the zoomies they sometimes get 😂. I’ve been caring for animals for 15+ years including dogs, cats, and small animals. I love seeing a dogs happy smile when we’re taking a walk and hearing a cats pleased purr when they get scratched behind their ears. 😊 I am open to any suggestions 👂 from the parent of the pet or pets, on making your fur baby comfortable with me since I’ll treat them like family while I am dog walking or maybe even pet sitting in your home. Thank you for letting me be your Pet Caretaker I promise to treat them like family. ❤️ Also, I’m knowledgeable on how to administer medications, vitamins, and grooming pets. I’m able to control leashed animals over 50 lbs. Rover is currently my full-time job, I am available on weekdays for dog walks and pet sitting on the weekends when you have to run errands and don’t wanna leave your fur baby home alone. I live in a very secure building so my pet has never escaped or even left the apartment. The yard is fully fenced in with a wood fence and I also keep my new dog on the leash at all times unless we’re in the yard playing.

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Sitter Profile Image: Kori R.
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Sitter Profile Image: Kori R.
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19.

Kori R.

Playful Fur Baby Caregiver
Chatham, Chicago, IL, 60619
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
11 reviews
2 repeat clients
from
$30
per night

We seldom go out of town and needed someone to stay the weekend with our cat and dog. We tried Rover and found Kori. She is a great sitter, friendly pal with the pets, knowledgeable, professional, punctual, did extra walks, sent photos, and handled a last minute clothes dryer issue for us putting us at complete ease for the entirety of the trip; but, also, above all of that, just a super genuine, caring soul bringing her light to the world, doing her part to make it better in any way she can. Her students will be fortunate to have her once she is done with her studies. In the meantime, we all have an awesome house sitter and dog walker. Will use again. Thanks Kori!

Sitter Profile Image: Shakira C.
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Sitter Profile Image: Shakira C.
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20.

Shakira C.

RoverGO
Rover 101
Your Pup is My Pup
South Shore, Chicago, IL, 60649
House Sitting, Drop-In Visits, Dog Walking
5.0
32 reviews
6 repeat clients
from
$75
per night

Shakira is the absolute best and just a amazing lady! This was my first time hes I g him with a stranger. Both she and Benzo fell in love with each other and he was looking sad when she left. She took good care of my boy and kept me updated on his activities during the day. Couldn’t ask for a better experience or sitter for my puppy. Do not hesitate ti book her if she’s available; you won’t regret it I promise. She is a dog whisperer!!?

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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