House Sitting in Roseland, 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)?

Search Results

Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Dalila E.
Sitter Profile Image: Dalila E.
1.
PET SPECIALIST
Chicago, IL, 60609
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Dalila took great care with my dog and cats (one kitten who is a naughty mess). She was flexible and helpful with meet and greet and sent updates daily while I … (more)

from

$58

per night
Calendar Recently Updated
Sitter Profile Image: Claudia O.
Sitter Profile Image: Claudia O.
I hope my cat doesn't get jealous!
East Chicago, IN, 46312
House Sitting, Drop-In Visits, Dog Walking

Claudia is the best! I always feel comfortable leaving my dogs knowing they are in great hands! She always goes above and beyond. thank you so much 😊 (more)

from

$50

per night
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Sitter Profile Image: Sarah S.
Sitter Profile Image: Sarah S.
3.
Experienced Animal Care
Chicago, IL, 60609
House Sitting, Drop-In Visits, Dog Walking

Sarah has watched our dogs twice nice for an extended weekend both times. She arrives promptly, is neat and tidy when in our home and she always treats our dogs… (more)

from

$55

per night
Calendar Recently Updated
Sitter Profile Image: Olga D.
Sitter Profile Image: Olga D.
4.
Genuine pet lover
Alsip, IL, 60803
House Sitting, Drop-In Visits, Dog Walking

Olga was great with our dog who can be anxious when first meeting new people and then gets a bit overly friendly and jumpy once she knows you:) we so appreciate… (more)

from

$50

per night
Sitter Profile Image: Shakira C.
Sitter Profile Image: Shakira C.
Your Pup is My Pup
South Shore, Chicago, IL, 60649
House Sitting, Drop-In Visits, Dog Walking

Shakira and Bo had a wonderful time whilst I was off celebrating the marriage of my son with family and friends. I received pics and messages that took the worr… (more)

from

$75

per night
Calendar Recently Updated
Sitter Profile Image: Rob S.
Sitter Profile Image: Rob S.
6.
Rob 
Verified Enhanced Background Check
Just like home with a side of love!
Hammond, IN, 46327
House Sitting, Drop-In Visits, Dog Walking

He takes great care of Draco. He is always willing to help me out when there’s an emergency cancellation with the dog walker. I never have to worry about my bab… (more)

from

$35

per night
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Belicia K.
Sitter Profile Image: Belicia K.
Cats and dogs are my sunshine!
Englewood, Chicago, IL, 60621
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Belicia is wonderful! I felt so comfortable leaving my girl with her. She’s so communicative and thoughtful, I can’t wait to work with her again! (more)

from

$50

per night
Calendar Recently Updated
Sitter Profile Image: Molly S.
Sitter Profile Image: Molly S.
8.
Openly Available Animal Caretaker
Hyde Park, Chicago, IL, 60615
House Sitting, Drop-In Visits, Dog Walking

Molly is so wonderful with my pets, and they just love her. She has cared for my pets many times, and she is always kind, gentle, and loving. She goes above and… (more)

from

$30

per night
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Steven S.
Sitter Profile Image: Steven S.
9.
Your loved ones are safe with Steve
Chicago, IL, 60620
House Sitting, Drop-In Visits, Dog Walking

Steven was great with our 3 very different personalities fur babies. He took pics, kept us informed, and took great care of them. We will definitely use Steve… (more)

from

$35

per night
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Myya F.
Sitter Profile Image: Myya F.
10.
I'm friendly,energetic, & flexible!
South Shore, Chicago, IL, 60649
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Thank you thank you for the last minute request. Also thank you for putting up with my paranoia with having you stay at my place with Badu. It definitely was th… (more)

from

$45

per night
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Paige S.
Sitter Profile Image: Paige S.
11.
Lover of all animals!
Ashburn, Chicago, IL, 60652
House Sitting, Drop-In Visits, Dog Walking

About: 😀 Greetings & thank you for stopping by my page! I’m Paige! I work for Rover because why not get paid to do what I LOVE!!!! I had a Maltese/Shitzu an… (more)

from

$70

per night
Calendar Recently Updated
Sitter Profile Image: Suzanne L.
Sitter Profile Image: Suzanne L.
12.
Making them happy makes me happy!
Morgan Park, Chicago, IL, 60655
House Sitting, Drop-In Visits, Dog Walking

Suzanne was great with my two dogs. She took plenty of pictures and followed instructions. Would recommend! (more)

from

$60

per night
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Coretta S.
Sitter Profile Image: Coretta S.
13.
Loves to accommodate furry friends
South Shore, Chicago, IL, 60649
Boarding, House Sitting, Drop-In Visits, Dog Walking

Coretta is a loving Cat owner who’s goes the extra mile for pets. Great quality food and care and I feel she would be just loving and caring to others pets (more)

from

$35

per night
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Hilary R.
Sitter Profile Image: Hilary R.
14.
A safe, loving, place for your pet
Grand Crossing, Chicago, IL, 60619
Boarding, House Sitting, Drop-In Visits

Hilary and Oliver are the best. Oliver is the sweetest dog in the world and seeing how well he is taken care of lets me know how well my dogs will be taken care… (more)

from

$50

per night
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Randy F.
Sitter Profile Image: Randy F.
15.
They call me dog whisperer
Ashburn, Chicago, IL, 60652
Boarding, House Sitting, Doggy Day Care

About: I not only sit dogs but train also. Your dog will come back better than when you left. I have 3 very well trained female dog’s. They love to play and cuddle.… (more)

from

$40

per night
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Brianna W.
Sitter Profile Image: Brianna W.
16.
Home full-time-big fenced backyard
Chicago, IL, 60619
Boarding, House Sitting, Dog Walking

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. I have a specialization ca… (more)

from

$55

per night
Calendar Recently Updated
Sitter Profile Image: Amari C.
Sitter Profile Image: Amari C.
17.
I love animals and I have 5
Chicago, IL, 60628
House Sitting
6 years of experience

About: I’ve taken care of dogs since I was 12 but only my own or family members, they have relied me to walk , bathe, dog sit , and feed their pets. I’m cu… (more)

from

$30

per night
Sitter Profile Image: Kathryne G.
Sitter Profile Image: Kathryne G.
Responsible and caring dog owner!
Chicago, IL, 60643
House Sitting

Kathryne was great! Gave regular updates and made the process super easy. Definitely using again! (more)

from

$40

per night
Sitter Profile Image: Nariah B.
Sitter Profile Image: Nariah B.
19.
Fur Mama w/o chance of Fur Baby
Washington Heights, Chicago, IL, 60628
House Sitting, Drop-In Visits, Dog Walking

About: I’ve taken care of my families dogs, for the past year. Teaching me a great deal about having a pet, and caring for one. From giving them medicine to… (more)

from

$30

per night
Sitter Profile Image: Emma O.
Sitter Profile Image: Emma O.
20.
Emma’s Pet Wellness At Your Service
Pullman, Chicago, IL, 60628
Boarding, House Sitting, Drop-In Visits, Dog Walking
9 years of experience

About: I’ve been in veterinary medicine for 9 years. I currently work at MedVet. I’ve loved pets all my life. I specialize in taking care of all ages of cat… (more)

from

$25

per night

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