House Sitting in South Deering, Chicago

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

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.

Search Results

Confirmed availability: Memorial Day
Claudia O.
I hope my cat doesn't get jealous!East Chicago, IN, 46312
House Sitting, Drop-In Visits, Dog Walking

I've used Claudia a number of times to care for Kyra. She's simply amazing. I've never left a review cause I don't want to share her...lol. Claudia is dependabl… (more)

from
$50
per night
Calendar Recently Updated
Danielle R.
Because dogs are more than petsBeverly, Chicago, IL, 60643
House Sitting, Drop-In Visits, Dog Walking

Danielle did a wonderful job watching our three dogs, 3 months , 2 years and 10 years They can be a handful but she was amazing with them Thank you so much It… (more)

from
$70
per night
Calendar Recently Updated
Barbara S.
Takes a village to raise a fur babySouth Shore, Chicago, IL, 60649
House Sitting, Drop-In Visits, Dog Walking

Barbara has been petsitting for my cats for the past 3 years. She is great with with my cats and they love her for it. I don’t think I could ever trust anyone e… (more)

from
$33
per night
Calendar Recently Updated
Gabriella L.
Animal Lover at Your Service!East Chicago, IN, 46312
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Gabriella came in last minute for us and saved the day! Our dog sitter got sick the day before our flight and Gabriella was able to do a same day meet and greet… (more)

from
$25
per night
Confirmed availability: Memorial Day
Maria C.
5.
Enjoying our time step by step!Englewood, Chicago, IL, 60621
House Sitting, Drop-In Visits, Dog Walking

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. Whe… (more)

from
$50
per night
Calendar Recently Updated
Yoga Sitter / Loving+Gentle+SereneWoodlawn, Chicago, IL, 60637
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking
10 years of experience

About: What do you do when you need a gentle + loving sitter, who's caring, a great communicator and loves to do animal yoga then snuggle?  You call me!  Hi… (more)

from
$50
per night
7.
Loving and devoted pet care ❤️West Pullman, chicago, IL, 60628
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
6 years of experience

About: My family has a dog training service. I’ve been around dogs and cats my whole life and I love them. We just click together nicely I am a stay at hom… (more)

from
$55
per night
Confirmed availability: Memorial Day
I love animals.Morgan Park, Chicago, IL, 60643
House Sitting, Drop-In Visits, Dog Walking
4 years of experience

About: I watched dogs before for my family members when they go out of town. I've also watched dogs when I was babysitting for families with kids. I'm curr… (more)

from
$40
per night
Confirmed availability: Memorial Day
9.
No job is to big no pup is to smallSouth Chicago, Chicago, IL, 60617
House Sitting, Drop-In Visits, Dog Walking

About: When it comes to walking dogs. It’s a wonderful feeling to just be on a stroll while being accompanied by Mans best friend. Every pet will get much e… (more)

from
$90
per night
Confirmed availability: Memorial Day
10.
Your pets new best friend!🐶🐱💓East Side, Chicago, IL, 60617
House Sitting, Drop-In Visits, Dog Walking
12 years of experience

About: I have a senior dog in great condition! Friends and family say pets always gravitate towards me. I am a empath so I feel naturally called to care for… (more)

from
$30
per night
Confirmed availability: Memorial Day
Laura the dog whispererMorgan Park, Chicago, IL, 60655
House Sitting, Drop-In Visits, Dog Walking

Laura, overall is just a amazing person. She does everything in her will to make sure her and others around her are taken care of, even animals. I’ve known her … (more)

from
$38
per night
Confirmed availability: Memorial Day
I love dogs and they love me !Chatham, Chicago, IL, 60619
House Sitting, Drop-In Visits, Dog Walking

Maple is a kind, and loving person and will treat your dog with the upmost respect, patience, and gentleness. They’re trustworthy, dependable, and has been work… (more)

from
$60
per night
Calendar Recently Updated
13.
Loved and well accommodatedSouth Shore, Chicago, IL, 60615
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Na’Imah was flexible, responsive and took great care of our fur babies. We are lucky to have found her! (more)

from
$60
per night
Confirmed availability: Memorial Day
I’ll treat your babies as I do mineGrand Crossing, Chicago, IL, 60619
House Sitting, Drop-In Visits, Dog Walking
4 years of experience

About: I have always been around animals. Whether it be fish, birds, amphibians, spiders, rabbits, dogs, and cats. I noticed animals have always taken a lik… (more)

from
$30
per night
Vet Tech by day, Rover by nightCalumet Heights, Chicago, IL, 60617
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Makeda🌷Makeda🌹🌹🌹 Joy is a very special person he is a very special personShe loves animals so much and just adores them I can ask it’s amazing to me when I … (more)

from
$45
per night
Confirmed availability: Memorial Day
16.
I’m a dog lover 💙☺️South Shore, Chicago, IL, 60649
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Chrissy’s a great dog caregiver she is patient and kind with dogs and I love to see her around dogs it amazes me how dogs love her so much from the smallest to … (more)

from
$45
per night
Confirmed availability: Memorial Day
17.
Flexible Petsitter here for youSouth Shore, Chicago, IL, 60649
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: Greetings! My name is Bre and I am proud fur mom of two awesome pets . I have a min pin mix whos name is Nala she’s a little old lady in a dog body w… (more)

from
$60
per night
18.
Hi! My name is Lakesha SWashington Heights, Chicago, IL, 60643
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care
2 years of experience

About: Hi, my name is Lakesha S I am a 22 year old college student. 👋🏿 I’m a sitter for both human and fur babies Ive worked with animals for two years and… (more)

from
$50
per night
Nothing but pawsitive vibes ❤️🐾East Side, Chicago, IL, 60617
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Christine S is one of few individuals that I can honestly say is the very epitome of kindness. She is also the only person I trust with watching my dog when I n… (more)

from
$40
per night
Confirmed availability: Memorial Day
20.
🐶+ 🏃🏽‍♂️=😇Calumet Heights, Chicago, IL, 60617
House Sitting, Dog Walking

Terrell was and is the only person I tursted other than myself to watch my dog. Whenever I needed him too he kept my dog on his schedule. When I came home from … (more)

from
$30
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.