House Sitting in Grand Crossing, Chicago

Find a loving dog sitter to watch your dog overnight in your home.

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Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
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Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Elizabeth D.
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Sitter Profile Image: Elizabeth D.
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1. 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

They were AWESOME! Immediately we hit it off talking about our mutual interests. My dog gets a bit hyper but Levi was able to demonstrate techniques to calm him down and quickly. Once I left they sent me regular updates and I never had to worry about whether or not my kitten and dog were in good hands. I really appreciate the time and effort they put into making sure I was updated. I’ve never used Rover but I definitely will again. I also will definitely be using Levi. Thank you so much for everything!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Chijioke E.
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Sitter Profile Image: Chijioke E.
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2. Chijioke E.

Convenient, Empathetic Care!
Hyde Park, Chicago, IL, 60615
2.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
1 repeat client
from
$44
per night

Chijioke is one of the most caring and empathetic caregivers I have ever met. My cat easily fell in love and felt safe around them for cuddles and play times. They took extra care to make sure she and her litter space were clean. As well as training her on what are her dedicated spaces versus where she's not allowed like in the bathroom tub lol They have been super helpful in guiding me on how to be a better pet parent every time we meet. Very grateful to have them as my and my cat's best friend!

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

Rover 101
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
61 reviews
21 repeat clients
from
$75
per night

Jasmine took excellent care of Zoey while we were out of town for nearly a week. Despite Zoey's nervousness and the challenges it posed initially, Jasmine exercised a lot of patience and willingness to try different things to allow Zoey to feel more safe. And after the first night, Zoey warmed up significantly! Jasmine kept us updated throughout the trip, whether it was the challenges on the first day or the big successes in the days that followed! We really appreciated Jasmine's skills, knowledge, and commitment to taking care of Zoey.

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
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 took wonderful care of Anya while we were away for 8 days. She fed and walked her and sent us numerous photos and updates. Anya fell sick during her stay and Belicia took great care of her. We would love to work with her again!

Sitter Profile Image: Shakira C.
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Sitter Profile Image: Shakira C.
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5. Shakira C.

RoverGO
Rover 101
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

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!!?

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Jacky & Leo V.
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Sitter Profile Image: Jacky & Leo V.
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6. 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: 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
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 awesome to accept a relatively last minute booking at a good rate, and was communicative and professional throughout her stay. I returned to my home exactly how I had left it for her which I appreciated as well. She was understanding and kind when problems arose which meant a lot for me given my dog is of old age and caring for him can be quite involved. Thanks Shiri!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Jessica S.
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Sitter Profile Image: Jessica S.
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8. Jessica S.

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

Jessica is amazing with pets! She's caring, reliable, and genuinely loves furry friends. If you want someone who'll treat your pet like family, Jessica's the one to call.

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Sitter Profile Image: Jayden Phoenix P.
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Sitter Profile Image: Jayden Phoenix P.
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9. 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

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Dominique F.
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Sitter Profile Image: Dominique F.
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10. 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!

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Sitter Profile Image: Taylor C.
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Sitter Profile Image: Taylor C.
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11. 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: 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
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.

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Sitter Profile Image: Grace T.
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Sitter Profile Image: Grace T.
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13. Grace T.

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

About: Experience with dogs and cats. Full time student which gives me more flexibility to attend to your pet! I’ve worked with mostly medium sized high energy dogs. I am a graduate student here in Chicago so I can be flexible with attending to pets on week days and weekends. I also have a car so I can be quick to get to locations I love being attentive to pets and their needs whether it’s playing, going on walks, potty breaks, and keeping track of food and water intake.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Cane E.
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Sitter Profile Image: Cane E.
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14. 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
2 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.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Emily L.
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Sitter Profile Image: Emily L.
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15. Emily L.

Love all pets 🫶
Hyde Park, Chicago, IL, 60637
2.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
from
$60
per night

About: I’ve had a few pets of my own and I am very detail oriented, if your pets ever need me to go an extra mile I will! I am currently a college students at the University of Chicago. I have free time after classes, on weekends and some holidays. I would love to work as a pet sitter or walker! I won’t be home sitting because I live in a dorm right now, but I can home sit at your homes! I care very much for animals and will give them my undivided attention.

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Sitter Profile Image: Thomas B.
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Sitter Profile Image: Thomas B.
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16. 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: John M.
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Sitter Profile Image: John M.
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17. John M.

UChicago student; animal lover
Hyde Park, Chicago, IL, 60637
2.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
1 repeat client
from
$50
per night

John is excellent with both cats and dogs. He is incredibly patient and gentle with my cats who I have left in his care several times. John is also a big dog-lover and has cared for his three dogs for many years. John is reliable and dependable and will take excellent care of your pets!

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Sitter Profile Image: Emma & Emily F.
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Sitter Profile Image: Emma & Emily F.
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18. Emma & Emily F.

We love making new furry friends!
Chicago, IL, 60637
2.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
22 reviews
5 repeat clients
from
$85
per night

Emma and Emily were wonderful to work with and very communicative while we were away. Our dog and our home were very well cared for. We look forward to working with them again for our next trip!

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
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.

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Sitter Profile Image: Angel B.
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Sitter Profile Image: Angel B.
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20. Angel B.

Treat your pet like my own child
Chicago, IL, 60637
0.7 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
5 reviews
from
$60
per night

Angel is the most caring person when it comes to taking care of an animal. From what i can tell, She loves cats, dogs and any other type of house pet.

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Rover also offers House Sitting in these neighborhoods:

Rover also offers other services in Grand Crossing:


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.

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