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.

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
One Time
Repeat Weekly
Which dates do you need?
What size are your dogs (lbs)?

Search Results

Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Hilary R.
Sitter Profile Image: Hilary R.
1.
A safe, loving, place for your pet
Grand Crossing, Chicago, IL, 60619
Boarding, House Sitting, Drop-In Visits

Hilary is incredibly reliable and responsive. She has done an amazing job taking care of my cat on multiple occasions, going above and beyond to make herself av… (more)

from

$21

per visit
Calendar Recently Updated
Sitter Profile Image: Kathryn C.
Sitter Profile Image: Kathryn C.
Hard-working and loving caregiver
Oak Lawn, IL, 60453
House Sitting, Drop-In Visits, Dog Walking

Kathryn was great to work with and learned how to take care of the kittens with direction. She was very (more)

from

$15

per visit
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Dalila E.
Sitter Profile Image: Dalila E.
3.
PET SPECIALIST
Chicago, IL, 60609
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Dailia is fantastic. She watched our cat for us while we were gone and did an amazing job. Great communication and our cat even liked her and she likes nobody. (more)

from

$23

per visit
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Becca S.
Sitter Profile Image: Becca S.
4.
All Shapes & Sizes Welcome!
Mount Greenwood, Chicago, IL, 60655
Drop-In Visits, Dog Walking

Becca is such an awesome Dog walker. I'm so greatful to have found Becca on Rover and from a friend's recommendation. Becca is reliable, trustworthy and very ki… (more)

from

$20

per visit
Sitter Profile Image: Gionna T.
Sitter Profile Image: Gionna T.
5.
Barks of love!!
Evergreen Park, IL, 60805
Drop-In Visits, Dog Walking

Gionna was awesome- she is super friendly and easy to work with. I felt very comfortable having her drop in to check on my dogs and take them out to use the bat… (more)

from

$19

per visit
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Steven S.
Sitter Profile Image: Steven S.
6.
Your loved ones are safe with Steve
Chicago, IL, 60620
House Sitting, Drop-In Visits, Dog Walking

Steven is great! Always on time and has good interactions with my pups. I have a temperamental dog and Steven does great with him. I highly recommend Steven to … (more)

from

$25

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

About: I have been taking care of animals my entire life and currently do it for a living! I have had a horse, a pig, dogs, birds, bunnies, ect. The whole 9… (more)

from

$20

per visit
Calendar Recently Updated
Sitter Profile Image: Conor S.
Sitter Profile Image: Conor S.
8.
Doglover gives pup all they deserve
Merrionette Park, IL, 60803
Drop-In Visits, Dog Walking

Conor has done a great job working with my 2 puppies. He goes above and beyond what was expected. Definitely recommend. (more)

from

$17

per visit
Calendar Recently Updated
Sitter Profile Image: Emily G.
Sitter Profile Image: Emily G.
9.
Your pets new best friend :)
Mount Greenwood, Chicago, IL, 60655
House Sitting, Drop-In Visits, Dog Walking

Emily is a very reliable dog sitter. We have a rottweiler and she handles him well. She walks him and plays with him. She is very responsible and makes sure the… (more)

from

$17

per visit
Sitter Profile Image: Nariah B.
Sitter Profile Image: Nariah B.
10.
Fur Mama w/o chance of Fur Baby
Washington Heights, Chicago, IL, 60628
House Sitting, Drop-In Visits, Dog Walking

Nariah was great! Took great care of my jazmine and even brought in a perishable package that was delivered and put it away for me. I mistakenly put the wrong a… (more)

from

$20

per visit
Calendar Recently Updated
Sitter Profile Image: Shakira C.
Sitter Profile Image: Shakira C.
11.
Your Pup is My Pup
South Shore, Chicago, IL, 60649
House Sitting, Drop-In Visits, Dog Walking

Shakira is very personable and quick-witted. My normally reserved cat came right to her which was a great sign and definitely put me at ease that he was in the … (more)

from

$30

per visit
Calendar Recently Updated
Sitter Profile Image: Rae S.
Sitter Profile Image: Rae S.
12.
Rae 
Verified Background Check
Love to help people with their pets
Evergreen Park, IL, 60805
Boarding, House Sitting, Drop-In Visits

Rae was great and accommodating! Thanks for looking after Hank for me! (more)

from

$15

per visit
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Paige S.
Sitter Profile Image: Paige S.
13.
Lover of all animals!
Ashburn, Chicago, IL, 60652
House Sitting, Drop-In Visits, Dog Walking

Paige was amazing. She treated my elderly dog like hers, and did a great job following directions, being on time, and getting everything done while we were on v… (more)

from

$30

per visit
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Myya F.
Sitter Profile Image: Myya F.
14.
I'm friendly,energetic, & flexible!
South Shore, Chicago, IL, 60649
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: For dog walking I have walked 2 dogs at once before. I really like getting outside with any pets and letting them enjoy the fresh air. I always carry… (more)

from

$25

per visit
Sitter Profile Image: Beverly B.
Sitter Profile Image: Beverly B.
15.
Home full-time, individual care
Chatham, Chicago, IL, 60620
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
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Annie G.
Sitter Profile Image: Annie G.
16.
CPS teacher bored after school!
Mount Greenwood, Chicago, IL, 60655
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Ive known Annie for many years and she has always been extremely kind and loving to any and all animals she has contact with. You would be very lucky to have he… (more)

from

$16

per visit
Sitter Profile Image: Darcelle M.
Sitter Profile Image: Darcelle M.
May be cat person But I'm also dog!
Pullman, Chicago, IL, 60628
Drop-In Visits, Dog Walking

Excellent cat care. Darcelle has a genuine love of animals and took great care of our senior kitty. She took the time to listen and learn what needed to be do… (more)

from

$15

per visit
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Joseph M.
Sitter Profile Image: Joseph M.
18.
Dog lover, have 2 small lab mixes
Washington Heights, Chicago, IL, 60643
Boarding, Drop-In Visits, Doggy Day Care

About: Ive been watching dogs for about 5 years and my two dogs are very friendly and playful around other dogs. All the treats in my house are low calorie … (more)

from

$25

per visit
Sitter Profile Image: LaTrease D.
Sitter Profile Image: LaTrease D.
Pets are important, and I care!
Chicago, IL, 60617
Boarding, Drop-In Visits, Doggy Day Care
12 years of experience

About: My pup is almost 12 years old and I love him to pieces! Looking to provide the love and care to other pups cause it’s so important. On weekends I’m … (more)

from

$20

per visit
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

$30

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:

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