House Sitting in Roseland, Chicago

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Sitter Profile Image: Malcomn F.
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Sitter Profile Image: Malcomn F.
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1. Malcomn F.

Star Sitter
Kind, professional, one of the best
Washington Park, Chicago, IL, 60651
6.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
5 out of 4.9 stars
35 reviews
15 repeat clients
Profile image

Malcolmn was amazing and made my trip so peaceful. He sent many pictures a day with detailed notes on their day. I really appreciate the job he’s done

Availability updated 2 days ago
Sitter Profile Image: Jayden Phoenix (They/Them) P.
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Sitter Profile Image: Jayden Phoenix (They/Them) P.
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2. Jayden Phoenix (They/Them) P.

Star Sitter
Reliable & Inclusive 💛💜🤍🖤
Chicago, IL, 60619
1.6 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
5 out of 5.0 stars
48 reviews
15 repeat clients
Profile image

Jayden provided such excellent care to our dog and cat. They were communicative and responsive. They were also very kind towards us and our animals. I would highly recommend Jayden to other rover customers, and hope to book with them in the future.

Availability updated today
Sitter Profile Image: Kathryn C.
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Sitter Profile Image: Kathryn C.
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3. Kathryn C.

Hard-working and loving caregiver
Oak Lawn, IL, 60453
6.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$25
per night
5 out of 5.0 stars
103 reviews
40 repeat clients
Profile image

Kathryn was so wonderful! She took great care of our senior cat with special needs, and our rowdy, energetic young beagle mix. She kept in touch every day, and sent lots of photos. Our house can get a little messy with my cats litter boxes, plus he's a bit incontinent. But we returned home to an immaculate house, with very happy fur babies. We're so grateful, and will definately book Kathryn again! 100%

Availability updated 5 days ago
Sitter Profile Image: Alexa B.
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Sitter Profile Image: Alexa B.
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4. Alexa B.

200ccs of love and affection = me
Chatham, Chicago, IL, 60619
2.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5 out of 5.0 stars
5 reviews
2 repeat clients
Profile image

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.

Availability updated 11 days ago
Sitter Profile Image: Cynthia S.
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Sitter Profile Image: Cynthia S.
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5. Cynthia S.

Furry friends are my happy place!
Midlothian, IL, 60445
7.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5 out of 5.0 stars
8 reviews
1 repeat client
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She was great!!! Took care of copper like we would!!! Will definitely use her again

Availability updated 13 days ago
Sitter Profile Image: Shakira C.
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Sitter Profile Image: Shakira C.
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6. Shakira C.

RoverGO
Rover 101
Your Pup is My Pup
South Shore, Chicago, IL, 60649
4.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$75
per night
5 out of 5.0 stars
43 reviews
9 repeat clients
Profile image

Shakira is amazing! I feel like she's part of the family. She did an amazing job looking after my Maltipoo, Dash! She sent plenty of pictures and videos throughout the day. I really appreciate the way she made both me and Dash feel comfortable. Before she left, I had already booked her for another sitting for Dash. She's the best!

Availability updated 44 days ago
Sitter Profile Image: Samantha E.
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Sitter Profile Image: Samantha E.
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7. Samantha E.

RoverGO
Star Sitter
Professional Pet Sitter & Pup Lover
Hyde Park, chicago, IL, 60615
6.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$40
per night
5 out of 4.9 stars
87 reviews
50 repeat clients
Profile image

Samantha was marvelous! I’m always nervous leaving my 9yo wheaten terrier, as she’s been known to get kind of cranky and snarly around other dogs. However, Samantha assured me she felt comfortable with my high-maintenance fuzzy friend. She sent regular photos and updates throughout my week-long trip, and always responded quickly whenever I’d reach out. My place was very clean when I returned and, most importantly, my dog seemed happy and relaxed. I’ll definitely reach out to Samantha again for upcoming trips!

Availability updated 8 days ago
Sitter Profile Image: Daniela M.
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Sitter Profile Image: Daniela M.
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8. Daniela M.

Different country, same love 🐾🐾
Avalon Park, Chicago, IL, 60619
3.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care
from
$38
per night
5 out of 4.9 stars
21 reviews
6 repeat clients
Profile image

Daniela did a great job. She was very loving to my dogs and I appreciated that she spent so much time with them. She also left my house very clean! She really had a bond with them and I can tell she really loves animals.

Availability updated 11 days ago
Sitter Profile Image: Keira C.
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Sitter Profile Image: Keira C.
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9. Keira C.

Star Sitter
Reliable & fun dog walking services
Mount Greenwood, Chicago, IL, 60655
4.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
5 out of 5.0 stars
7 reviews
3 repeat clients
Profile image

Kiera was great with our Dog and updated us regularly. Would definetly use again.

Availability updated 4 days ago
Sitter Profile Image: Tamara C.
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Sitter Profile Image: Tamara C.
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10. Tamara C.

Animals will always be my life
Chicago, IL, 60620
3.6 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$40
per night
5 out of 4.9 stars
14 reviews
5 repeat clients
Profile image

Tamara was an excellent pet sitter. She showed up for the meet & greet before our scheduled time. Big plus for us! She was communicative during the time we were away & we hope use her again the future.

Availability updated 32 days ago
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Travis P.
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Sitter Profile Image: Travis P.
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11. Travis P.

To err is human—to forgive, canine
Beverly, Chicago, IL, 60643
2.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$30
per night
5 out of 5.0 stars
3 reviews

I can't recommend Travis enough for anyone looking for a trustworthy and caring pet sitter and dog walker! He has an incredible way with animals—whether it's dogs, cats, or even the more exotic pets, every creature instantly warms up to him. Travis is patient, attentive, and genuinely loves all animals, which shows in how happy and relaxed pets are in his company. If you want the peace of mind to know that your pets are with someone who is as concerned and careful about their well-being as you are, look no further!

Availability updated 19 days ago
Sitter Profile Image: Moria S.
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Sitter Profile Image: Moria S.
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12. Moria S.

Star Sitter
Happy fur babies makes happy life!
South Chicago, Chicago, IL, 60617
4.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$25
per night
5 out of 5.0 stars
7 reviews
2 repeat clients
Profile image

Moria was awesome! We got a lot of pictures and they were clearly thoughtful and considerate of our space.

Availability updated today
Sitter Profile Image: Khia S.
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Sitter Profile Image: Khia S.
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13. Khia S.

Rover 101
Star Sitter
Just a caring, animal loving girl!
Chicago Lawn, Chicago, IL, 60629
5.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$40
per night
5 out of 5.0 stars
20 reviews
3 repeat clients
Profile image

Khia was such a blessing watching my two babies. She took such great care of them and sent cute pictures of them relaxing. She even was able to deal with my sassy chihuahua who has an attitude most of the time and I was very thankful for that. She cleaned and left my apartment in great shape! Highly recommend and plan to use her services again!!!

Availability updated 2 days ago
Sitter Profile Image: Dominique F.
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Sitter Profile Image: Dominique F.
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14. Dominique F.

Caring For Your Pet With Respect❤️
South Shore, Chicago, IL, 60637
4.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$65
per night
5 out of 4.6 stars
60 reviews
36 repeat clients

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! Im currently working part time so I have plenty of time to care for your pets, it would be my pleasure! Contact me for bookings! I have a fenced yard and other friendly pets to keep your dog company I also have a crate and for your pup if needed and plenty of space in my house.

Availability updated 27 days ago
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Emily G.
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Sitter Profile Image: Emily G.
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15. Emily G.

Your pets new best friend :)
Mount Greenwood, Chicago, IL, 60655
4.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$55
per night
5 out of 5.0 stars
10 reviews
2 repeat clients
Profile image

Emily is awesome! Highly recommend for house and dog sitting. Will use her services again!

Availability updated 31 days ago
Sitter Profile Image: Maya S.
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Sitter Profile Image: Maya S.
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16. Maya S.

i was a tuxedo cat in my past life
South Shore, Chicago, IL, 60649
4.2 mi. away
House Sitting
from
$30
per night
3 reviews

She is very caring to the pets she takes care of. She understands that every pet has an individual personality and accommodates them with that in mind.

Availability updated 14 days ago
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Trinity S.
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Sitter Profile Image: Trinity S.
Verified Enhanced Background Check

17. Trinity S.

Just an animal loving girl!
Washington Heights, Chicago, IL, 60643
1.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$30
per night
7 years of experience

About: I’ve taken care of dogs since I was a kid. I’ve grown up around them so I know how to take proper care of dogs of all sizes. I have a true love for animals and so I try to show each pert the love that they deserve. I’ve also fostered dogs while being at school, as well as done community service work at animal shelters and vet offices. I am a college student home for the summer. I have a pretty open availability and am able to meet all of your pet needs. I am available for walks, potty time, as well as staying with your fur baby as needed. With my love of animals it’s important to me that they receive the love they would from their owner so I make sure to stick to any routines and create new experiences for each pet. I am open to meeting the needs of your pet based on the space available. Whether that’s walks, playtime, etc. I drive so I’m open to going to parks and locations for enrichment time and whatever is needed.

Availability updated 5 days ago
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Toussaint S.
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Sitter Profile Image: Toussaint S.
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18. Toussaint S.

Where Every Pet Feels Right At Home
Beverly, Chicago, IL, 60643
2.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$80
per night
14 reviews

Honestly, I was a bit skeptical about using this app/website at first…but after finally getting over my skepticism and trying it out, I’m so glad I did. My dogs love Toussaint and he was so caring! He’s definitely my go to choice whenever I go on vacation or go out of town for work. I cannot thank him enough for his compassion. Thank you Toussaint! I highly recommend booking him!

Availability updated 11 days ago
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Corey G.
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Sitter Profile Image: Corey G.
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19. Corey G.

A great escape where dogs have fun
Roseland, Chicago, IL, 60628
1.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$30
per night
5 out of 5.0 stars
6 reviews

Choosing this place was a great fit for my dog, my puppy came back so happy & in the same condition as I brought him. My puppy was greatly cared for, I will continue to bring my puppy to receive great care.

Availability updated 39 days ago
Sitter Profile Image: Kaliyah V.
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Sitter Profile Image: Kaliyah V.
Verified Enhanced Background Check

20. Kaliyah V.

I love pets and can love yours too
Morgan Park, Chicago, IL, 60643
1.9 mi. away
House Sitting, Dog Walking
from
$27
per night
1 year of experience

About: i’ve taken care of many pets since I was 13, family, and friends. I love animals so much and would love to care for yours and make you a satisfied costumer I have open availability to take care of your pet needs. I can also make sure your needs are met and that you are satisfied with my services. I make sure to meet the pets needs and give it all the attention it needs so it is happy and so that it can trust me

Availability updated 9 days ago

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