House Sitting Roseland

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Over 59
pet parents in Roseland have booked house sitting

Roseland, 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.

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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: Jayden Phoenix (They/Them) P.
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Jayden Phoenix (They/Them) P.
Star Sitter
from
$66
per night
5.0 out of 5 stars
84 reviews
25 repeat clients
8 years of experience
Chicago, IL, 60620

Jayden always does such a phenomenal job with my senior cat. My kitty is rather incontinent and very old, so naturally it is difficult to leave her with many people, but Jayden always treats her so well. They always ask specifically what my cat needs, keep me well updated, and my house cleaner than I left it. I never feel like I'm bothering them when I text and ask for updates. They really understand how hard it can be to leave your pet and that makes it so much easier to relax on vacation. Jayden is the only pet sitter we will use!!

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mello y.
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: 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: 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: Cynthia S.
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Cynthia S.
from
$50
per night
5.0 out of 5 stars
8 reviews
2 repeat clients
15 years of experience
Midlothian, IL, 60445

She was great!!! Took care of copper like we would!!! Will definitely use her again

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Jeffrey Z.
Sitter Profile Image: Kathryn C.
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Kathryn C.
Star Sitter
from
$30
per night
5.0 out of 5 stars
204 reviews
74 repeat clients
3 years of experience
Oak Lawn, IL, 60453

Kathryn is an amazing dog sitter. She has dog sat for us multiple times and she always does a great job. She comes exactly when she says she will and the dogs love her. She leaves our house clean and sends multiple pictures and updates throughout the day. Thank you for being so trustworthy Kathryn!

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Jessica W.
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: 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

Rob did a great job watching our house, two dogs and three cats for 24 days! We were very nervous leaving all our animals with someone but Rob was great and would almost instantly reply to our messages and give us daily updates. We would definitely recommend him and would use again. Thank you!

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Rich W.
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: 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: 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: 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.
Sitter Profile Image: Haley P.
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Haley P.
from
$75
per night
5.0 out of 5 stars
41 reviews
9 repeat clients
5 years of experience
Evergreen Park, IL, 60805

Haley was amazing! She accommodated a last minute boarding for my two dogs and gave great updates all weekend. She did a great job and I would book again!

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Zachary N.
Sitter Profile Image: Laura V.
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Laura V.
Star Sitter
from
$100
per night
5.0 out of 5 stars
10 reviews
3 repeat clients
20 years of experience
Oak Lawn, IL, 60453

Laura is wonderful! She stayed at our house with our 14 year old dog while we were on vacation for almost two weeks. She took amazing care of our special guy and kept us updated everyday. She was also incredibly respectful of our space. We will absolutely use her services in the future.

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Megan Y.
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: Tamara C.
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Tamara C.
from
$50
per night
4.9 out of 5 stars
14 reviews
5 repeat clients
6 years of experience
Auburn Gresham, Chicago, IL, 60620

Was great with our 4 cats. We came back home and they were well taken care of. Provided pictures while we were gone and was helpful.

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Charmis D.
Sitter Profile Image: Yvan B.
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Yvan B.
from
$55
per night
5.0 out of 5 stars
2 reviews
2 repeat clients
4 years of experience
Roseland, Chicago, IL, 60628

About: I’m really a dog lover and have always been around them. They’re kids honestly. Imagine a different one per day that’s amazing to me ! Recently moved to Illinois where I now work for Alter Domus, an investment firm in Downtown Chicago and it’s work from home. I have all the time in the world to watch them !! Love them and it’s definitely therapy to me also. Continuing what I started in Ohio with Rover here ! My neighborhood is full of dogs and grass for them to walk. It’s away from danger and quiet, there might be a friend outside too.

Sitter Profile Image: matt M.
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matt M.
Star Sitter
from
$60
per night
5.0 out of 5 stars
54 reviews
16 repeat clients
35 years of experience
Evergreen Park, IL, 60805

About: I’ve been caring for animals since grammar school and have always had a deep appreciation for the role pets play in a family. Over the years I’ve lived in multi-pet households — at one point sharing a home with three dogs and four cats — and I’ve personally had three cats of my own. Our family Doberman passed a few years ago, and while we currently don’t have pets of our own, that has opened the door for us to provide a loving space for yours. For the past two years, I’ve proudly been a Rover sitter and have maintained a 5-star rating by treating every pet like part of the family. Our home offers a calm, family-style environment where dogs are included in daily life — not isolated or treated like they’re in a facility. Because of this, we focus on caring for well-behaved dogs who are comfortable in a home setting and respectful of their surroundings. Dogs that require constant separation due to behavioral issues are often better suited for kennel-style care. Our goal is to create a safe, relaxed environment where dogs who thrive in a family atmosphere can feel at home. If your dog enjoys being part of the pack and settling into a warm, structured household — we’d love to welcome them. I currently work part time in the music industry and real-estate. I have flexible days to offer for your pets. My wife and daughter are also very good with pets. In a way, you get 3 care givers for the price of one! I have a spacious backyard that has a secure 6 foot wooden fence all the way around the property. My family and I currently do not have pets besides our fish, Blueberry, so all our attention can be focused on your loved one.

Sitter Profile Image: Brianna W.
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Brianna W.
from
$65
per night
4.9 out of 5 stars
7 reviews
2 repeat clients
5 years of experience
Chicago, IL, 60619

About: As a dog owner you should pick someone to care for your dog who has experience and loves dogs. Well, that care giver is me. Dogs are super energetic and absolutely loyal and that's what I love most about them. Trying to tire out a dog is fun because they're always ready for a game of fetch. If you choose me to care for your dogs you'll be receiving absolute professional service and a great experience for your dog. I have experience in walking, providing medication, and feeding dogs. Hopefully you pick me to care for your loving, four-legged friends. I work from home full-time so I am available for early morning, afternoon, and evening drop offs most week days and weekends as well. We can arrange a drop off on Mondays, Tuesdays, and Thursdays after 6pm. I have a cat already but they don’t require much attention. I have a big fenced back yard for your fur babies to run around. If you bring the crate I can easily crate them. I have a great neighborhood for dog walking.

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The median cost per night for house sitting in Roseland is $50

Pet parents share their Rover experiences - Roseland

1 / 1
5.0 out of 5 stars

I think Sabrina did I wonderful job with my dog Apollo! She was good about sending text messages and pictures, and always responded quickly when I reached out. She had a great attitude, and was very good with providing firm corrections to Apollo as needed. (As I was getting ready to leave for my trip, I could hear her downstairs gently, but firmly correcting him, which is sometimes needed, because he's a young Rottweiler Labrador mix, and while he knows his commands, he tends to forget when he's excited. He seemed to absolutely love her, and we will definitely reach out to use her again when needed! Hoping she stays in this area for a while!!!

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Teresa D.
House Sitting
5.0 out of 5 stars

Jayden did such a phenomenal job. Cared for our 2 dogs in our home. Kept on top of meds, activity, and keeping the dogs entertained while we were away on vacation. They are super diligent went out with the dogs and supervised, played with them and even cleaned them up (at least as much as they allowed). I cant speak highly enough of their work ethic and clear communication. If you want a relaxing vacation I can’t recommend them enough!

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Joseph M.
House Sitting
5.0 out of 5 stars

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.
House Sitting
5.0 out of 5 stars

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.
House Sitting
1 / 1
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