Pet Sitting & Drop Ins in Roseland, Chicago

Book a pet sitter to stop by your home a few times a day to feed and play with your dog.

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

Search Results

Calendar Recently Updated
Laura P.
1.
They will be safe and feel loved!!!Washington Heights, CHICAGO, IL, 60643
Drop-In Visits, Dog Walking

So glad I don’t have to worry about Rizzo because Laura has it under control. (more)

from
$50
per visit
Confirmed availability: Memorial Day
Ronald L.
2.
No job is to big no pup is to smallSouth Chicago, Chicago, IL, 60617
House Sitting, Drop-In Visits, Dog Walking

Ronald is a life saver!!! I had to fly to NJ with one day notice and I got on rover to find someone to watch my baby boy Seven. Everyone was booked or didn’t re… (more)

from
$17
per visit
Calendar Recently Updated
Ashley P.
3.
Everything you need under one Woof!East Side, Chicago, IL, 60617
Drop-In Visits, Dog Walking

So glad I found Ashley! She has been great with my puppy. She is always on time and is very communicative during the visits. (more)

from
$16
per visit
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 in my life since 2018. She is professional, easy to talk to and very polite. We met at our college's student government association and she ha… (more)

from
$17
per visit
Confirmed availability: Memorial Day
Maria C.
5.
Enjoying our time step by step!Englewood, Chicago, IL, 60621
House Sitting, Drop-In Visits, Dog Walking

Maria was very respectful, responsive, and responsible. She sent pictures and information of the dog from start to finish. I would highly recommend her. (more)

from
$40
per visit
Confirmed availability: Memorial Day
6.
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
$15
per visit
Confirmed availability: Memorial Day
7.
Animal Lover with Open AvailabilityEast Side, Chicago, IL, 60617
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

With 2 pit bulls, it can get messy. Jianna helps me out by taking my babies out on walks, runs, and sunbaths. She is always aware of their needs and works quick… (more)

from
$18
per visit
Confirmed availability: Memorial Day
Because dogs are more than petsBeverly, Chicago, IL, 60643
House Sitting, Drop-In Visits, Dog Walking

Danielle was communicative with us, and kind and attentive to our cats. We will definitely hire Danielle again! Thank you for taking good care of our kitties. :… (more)

from
$35
per visit
Confirmed availability: Memorial Day
9.
We are walking on sunshineBeverly, chicago, IL, 60655
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Janet helped us with cat care at our house. She doesn't typically "do" cats but had cared for our dog, now sadly gone. Janet loves dogs but helped us out. Stron… (more)

from
$16
per visit
Confirmed availability: Memorial Day
10.
I love dogs and cats a lotSouth Shore, Chicago, IL, 60649
Drop-In Visits, Dog Walking
12 years of experience

About: I am patient and caring for pets I always take the time. To appreciate their being and actually care for them. I’ve been around small and big dogs si… (more)

from
$20
per visit
Calendar Recently Updated
11.
trustworthy and always punctual!Morgan Park, Chicago, IL, 60643
Drop-In Visits, Dog Walking

Valerie has a great personality and is super patient with dogs. She is passionate and cares for them as if they were her own. I would totally recommend her as s… (more)

from
$20
per visit
12.
Home full-time, individual careChatham, Chicago, IL, 60620
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Beverly did a fantastic job taking care of our cat! She was attentive with pictures and messages on each visit. She even double checked with us about the cat's … (more)

from
$25
per visit
flexible schedule & a big yardWest Pullman, Chicago, IL, 60628
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Shekinah is very compassionate and fun loving with all pets. At the time when I had my dog, Shekinah fed, washed, and held him in her arms when he was sick, mak… (more)

from
$25
per visit
Confirmed availability: Memorial Day
Let’s go for a walk today!Auburn Gresham, Chicago, IL, 60620
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Pre is absolutely wonderful! I had her visit my apartment twice a day to feed and play with my dog Boo while I was out of town. She was very diligent in keeping… (more)

from
$30
per visit
Architect by day, Dog lover 4 life!Morgan Park, Chicago, IL, 60643
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Jennifer did a superb job taking care of my kitty Mira while I was traveling! I am grateful to have found such a wonderful and reliable cat sitter. Very highly … (more)

from
$21
per visit
Confirmed availability: Memorial Day
16.
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
$17
per visit
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
$15
per visit
18.
I'll run with you dog!Beverly, Chicago, IL, 60643
House Sitting, Drop-In Visits, Dog Walking

This was our rescue pup's first experience with a dog sitter, so I was a little worried about how he would behave. He's basically in the terrible adolescent sta… (more)

from
$25
per visit
Calendar Recently Updated
19.
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
$17
per visit
20.
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
$40
per visit

When it comes to pet care and pet sitting, pet owners in Roseland, Chicago, IL trust their pets with sitters on Rover.com. Over 7,915 pet owners have reviewed pet sitters in Chicago, giving them an average rating of 4.9/5. Pet sitting doesn't have to be expensive. In fact, it's probably a lot more affordable than you think. You'll quickly find that there's a pet sitter on Rover for just about every price range and lifestyle. Wondering how much you might expect to pay for a pet sitter and pet care on Rover? Check out our average pet sitting rates to get an idea before you begin a conversation with a sitter who seems like a great match.

As pet lovers, we understand how difficult it can be to leave your pet when you have to head out of town. Luckily, you can find the perfect Roseland pet sitter in seconds on Rover.com. If you're looking for trusted pet sitters while you're away, whether it's for one night or a whole month, you can find a pet sitter in Roseland, Chicago who meets your and your pet's needs. We manually review and approve every profile on our site, and we offer tools to help you make the right decision for your pet, including background checks, sitter testimonials, community reviews. We also offer educational opportunities and extra safety tools, such as the Protection Package. And we always recommend an in-person Meet & Greet so you can see that your sitter is the perfect fit for your dog. Rover is proud to be the nation's largest network of pet sitters and dog walkers.

A Daily Treat: A Blog by Rover

Rover's got you covered, even when you don't need a dog sitter. Check out our blog for pictures of adorable dogs, help on your biggest dog-related questions, and more:

Book a Stay, Donate to a Cause

Sit a Dog, Save a Life lets you raise money for local dogs-in-need by doing something you do already: asking your neighbors to watch your dog instead of leaving them in a kennel. Many Rover sitters in Roseland, Chicago donate a percentage of their earnings to nonprofits through Sit a Dog, Save a Life. When you book with a sitter who has the Rover Donation Badge on their profile, you're helping dogs in need, right here in Chicago.

We're proud to support over 200 organizations across the nation, including: