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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Sitter Profile Image: Belicia K.
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Sitter Profile Image: Belicia K.
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1. Belicia K.

Star Sitter
Cats and dogs are my sunshine!
Englewood, Chicago, IL, 60621
2.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
13 reviews
7 repeat clients
from
$50
per night

Belicia is the absolute best. We were gone for two weeks for our wedding abroad and were so busy that we barely had time to check in the way we normally would. Yet, Belicia made a daily effort to give us the loveliest updates about her time with our girl, giving us total peace of mind.

Sitter Profile Image: Elizabeth D.
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Sitter Profile Image: Elizabeth D.
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2. Elizabeth D.

Does your pet need a new friend?
Douglas, Chicago, IL, 60609
4.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
24 reviews
5 repeat clients
from
$33
per night

Elizabeth was so great! We were able to meet before the house sitting and went over the specifics of my dog. She gave me daily updates and let me know he was doing well which I really appreciated!! I would definitely book again ?

Sitter Profile Image: Jasmine P.
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Sitter Profile Image: Jasmine P.
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3. Jasmine P.

Rover 101
Star Sitter
Beloved dog & cat whisperer, is me!
Chicago, IL, 60615
3.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
62 reviews
21 repeat clients
from
$75
per night

Jasmine exceeded our expectations caring for our 3 dogs and 1 cat over the long weekend. She was incredibly communicative, regularly sending updates and photos which put our minds at ease. Our animals seemed happy and well taken care of upon our return. We highly recommend Jasmine for anyone in need of reliable and loving pet care!

Sitter Profile Image: Shakira C.
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Sitter Profile Image: Shakira C.
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4. Shakira C.

RoverGO
Rover 101
Star Sitter
Your Pup is My Pup
South Shore, Chicago, IL, 60649
2.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
36 reviews
7 repeat clients
from
$75
per night

This is the second time I’ve asked Shakira to watch my Doberman, Laila and could not be more pleased. My dog can be super energetic and Shakira does a great job with her. I’ve even received compliments from my neighbors of how good she is when I’m away. Shakira is very responsive , detail oriented and sends daily updates and photos. HIGHLY recommend!

Sitter Profile Image: Lupe M.
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Sitter Profile Image: Lupe M.
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5. Lupe M.

Star Sitter
Ready to help out while you’re away
Gage Park, Chicago, IL, 60632
4.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
20 reviews
6 repeat clients
from
$90
per night

Lupe was great! Took really good care of my 13 year old dog! Lupe is very communicative and responsive, she’d send lots of pics of Rockie! Also, our apartment was cleaner when we got back than before we left! Thank you again!!

Sitter Profile Image: Taylor C.
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Sitter Profile Image: Taylor C.
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6. Taylor C.

Energetic dog lover looking to help
Hyde Park, Chicago, IL, 60615
2.5 mi. away
Boarding, House Sitting, Doggy Day Care
5.0 out of 5 stars
22 reviews
7 repeat clients
from
$30
per night

Taylor was a great dog sitter for GiGi! She sent photos and made sure she was well taken care of. I would highly recommend Taylor for any pet sitting services!

Sitter Profile Image: Cane E.
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Sitter Profile Image: Cane E.
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7. Cane E.

Prior vet tech, now social worker!
Chatham, Chicago, IL, 60619
2.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
12 reviews
3 repeat clients
from
$28
per night

Cane did a great job with a houseful of pets! We left him with 3 cats and 2 dogs, one very high-maintenance. The dogs were a little slow to warm up to him, but he was patient and turned their attitudes around. He texted updates frequently and left the house tidy, which we really appreciated at the end of a long trip! When we got back the animals seemed happy and well cared for. We would be glad to hire Cane again.

Sitter Profile Image: Jayden Phoenix P.
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Sitter Profile Image: Jayden Phoenix P.
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8. Jayden Phoenix P.

Dogs are a humans bestfriend.
Roseland, Chicago, IL, 60628
3.7 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
18 reviews
7 repeat clients
from
$46
per night

Roxy is a very responsible dog walking always on time very dependable she took very good care of my dog when she toom my dog on walks my dog loves her walks with Roxy

Sitter Profile Image: Yesenia C.
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Sitter Profile Image: Yesenia C.
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9. Yesenia C.

Dog mom w/professional experience
West Englewood, Chicago, IL, 60636
3.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
1 review
1 repeat client
from
$45
per night

About: Experience working professionally with animals for over 10 years now. Signed up for Rover to earn extra income doing something I love while being able to stay home with my little one. CPR-certified. I'm currently home full-time. Open availability for boarding, doggy daycare, dog walking or drop-in visits. Fully dedicated to my pet sitting/grooming business. Your pups will never be left unattended. Boarding: I have a spacious 3 bedroom apartment where your pet has free range (unless non-social). Also a fenced in yard for potty breaks and outside play. A private suite is available for non-social pups. If you're pup is non-social we would just do individual walks instead of backyard potty breaks. Bedding and toys provided.

Sitter Profile Image: Jacky & Leo V.
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Sitter Profile Image: Jacky & Leo V.
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10. Jacky & Leo V.

A dog is also a girls best friend!
Chicago, IL, 60636
3.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
26 reviews
8 repeat clients
from
$50
per night

Jacky was wonderful! So quick and easy to communicate and set up a meet and greet with. We needed dog sitting for a weekend. Our dogs are reactive to people and after explaining this to Jacky, she was up for seeing if it will work. My dogs took to her very quickly!! We got updates and pictures, including how well they were acclimating to her! We can’t thank her enough and will definitely be booking her services again!

Sitter Profile Image: Jessica S.
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Sitter Profile Image: Jessica S.
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11. Jessica S.

Passionate Pet Care Pro
Chicago, IL, 60649
1.7 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
3 reviews
from
$30
per night

Jessica is simply the best when it comes to pet care! She's like a second mom to our furry family members. Always reliable and caring, Jessica goes out of her way to make sure our pets are happy and healthy. We couldn't ask for a better caregiver! Thanks, Jessica, for all you do!

Sitter Profile Image: Dominique F.
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Sitter Profile Image: Dominique F.
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12. Dominique F.

Caring For Your Pet With Respect❤️
South Shore, Chicago, IL, 60637
1.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
58 reviews
35 repeat clients
from
$65
per night

About: Hi I'm Dominique, here to get out and walk Dogs or just be a friendly companion for your pets. I understand deeply the responsibility of careing for and loving our furry friends. What's better than knowing your furry friend is happy and healthy especially after being back from a busy day, or just knowing someone is there to help when your just not feeling good! That someone is me! I couldn't have found a better Gig! All animals deserve the attention they desire! They deserve to live a good life and get fresh air. I'll be there as a helping hand so please be detailed as possible with your pets individual needs and I assure a great visit. I'm a full time worker for rover, I have a 1 bed apartment in Pilsen very dog friendly neighborhood. I am available so contact me 😊 thank you. I have been caring for animals my whole life I have their best interest. Thanks for choosing river I am available full time. Contact me anytime!

Sitter Profile Image: Shiri B.
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Sitter Profile Image: Shiri B.
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13. Shiri B.

Kind and practical pet lover
Chicago, IL, 60621
2.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
10 reviews
1 repeat client
from
$50
per night

Shiri was a wonderful house sitter who took loving care of our two large dogs, our home, and sent lots of photos of our fur babies. Would happily book with Shiri again!

Sitter Profile Image: Nataya J.
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Sitter Profile Image: Nataya J.
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14. Nataya J.

Loving care when your not there!!
West Englewood, Chicago, IL, 60636
3.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
17 reviews
6 repeat clients
from
$70
per night

Nataya was wonderful. She took great care of both my cat and dog. She sent daily pictures and videos and was extremely responsive to all of my questions. My pets are my children and she treated them as if they were hers! I would definitely book her in the future.

Sitter Profile Image: Grace T.
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Sitter Profile Image: Grace T.
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15. Grace T.

Full time student & pet lover!
Woodlawn, Chicago, IL, 60637
1.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
1 review
from
$30
per night

Grace is an exceptional pet caregiver whom I recommend to anyone seeking a responsible and loving care for their furry friends. Grace has a unique ability to create a connection with any pet. I witnessed Grace's care firsthand when she helped me pet-sit a friend's cat. Not only did she ensure the cat's basic needs were met, but she also made time to play with the cat and give her lots of attention. Grace's responsible nature and genuine love for animals make her a great choice for anyone in need of a trustworthy pet caregiver.

Sitter Profile Image: Wade S.
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Sitter Profile Image: Wade S.
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16. Wade S.

The Dog Whisperer 🐾
South Shore, Chicago, IL, 60649
2.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
6 reviews
from
$60
per night

He took great care of my best friends

Sitter Profile Image: Jumie T.
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Sitter Profile Image: Jumie T.
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17. Jumie T.

Dogs love me!
Chicago, IL, 60649
1.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
1 repeat client
from
$50
per night

About: I am an artist and former dog owner with experience working as a private 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, and 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 talk through it together.

Sitter Profile Image: Thomas B.
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Sitter Profile Image: Thomas B.
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18. Thomas B.

Dogs love me and cats adore me
Grand Crossing, Chicago, IL, 60619
0.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5 years of experience
from
$50
per night

About: I've spent time with dogs when I visited my aunt. She loved them and so do I. I also have 3 cats of my own and there all healthy boys. I've pet sit my friends house and his two dogs for a week once and it wasnt bad at all. I want to make your pet feel safe even when your not around. I can do all breeds of dogs and cats if you need your lazy feline friends to be watched. If you want someone who knows dogs and cats and want them to be safe I am your guy. You can rest assure they will be played with fed and happy the time your away. I'm ready to lend a paw to you.

Sitter Profile Image: Angie P.
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Sitter Profile Image: Angie P.
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19. Angie P.

Lover of furry friends
Chicago, IL, 60637
1.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
1 review
from
$40
per night

I am a veterinarian so I know I can be a little tough to please when it comes to my pets but Angie is the absolute sweetest! She was great with both of my dogs but especially the one who can be very fearful. My dog can look a little intimidating and she does not like most people but she adjusted to Angie immediately. She has also served as a caretaker for my elderly pup and is always so gentle and compassionate.

Sitter Profile Image: Maria C.
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Sitter Profile Image: Maria C.
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20. Maria C.

Enjoying our time step by step!
Englewood, Chicago, IL, 60621
1.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
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!

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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