Pet Sitting & Drop Ins In Lower West Side 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
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To ensure accurate availability & pricing, please add your drop-off and pick-up dates.

Search Results

Confirmed availability: Presidents' Day Weekend
Munder S.
1.
Your pet needs some me time tooWest Town, Chicago, IL, 60642
House Sitting, Drop-In Visits, Dog Walking

Munder is the sweetest. They’re reliable and made me feel at ease using this service for the first time. They followed my instructions exactly and communicated … (more)

from
$34
per visit
Confirmed availability: Presidents' Day Weekend
Ashlee K.
2.
Friendly and flexible pet sitterWest Town, Chicago, IL, 60612
House Sitting, Drop-In Visits, Dog Walking

Ashlee was great taking care of my dog for a long weekend. Super accommodating and prompt! He was well cared for and happy when we came home ? THANK YOU! (more)

from
$18
per visit
Calendar Recently Updated
Ann Marie M.
In a bind? I’d love to help!West Town, Chicago, IL, 60482
House Sitting, Drop-In Visits, Dog Walking

Ann Marie was professional and friendly on our initial meet-n-greet. (more)

from
$35
per visit
Confirmed availability: Presidents' Day Weekend
Shawn D.
4.
Dogs are the Best!Chicago, IL, 60605
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Shawn has been a friend of mine and my dogs for over 20 years. My dogs jump up the second he walks in the door. Over the years Shawn has been the first friend I… (more)

from
$20
per visit
Confirmed availability: Presidents' Day Weekend
Candice N.
Enthusiastic and Reliable!!Near West Side, Chicago, IL, 60607
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Candice was great with my girl! She communicated with me and sent me lots of pictures which I loved. She was very patient and loving towards my timid and shy pu… (more)

from
$32
per visit
Confirmed availability: Presidents' Day Weekend
6.
Cant wait to make new furry friendsSouth Lawndale, Chicago, IL, 60608
Drop-In Visits, Dog Walking

Luis has been dog-sitting for my stubborn, independent, aloof Shar Pee mix for 4 years now. Despite how standoffish she can be, she has come to love him. When… (more)

from
$15
per visit
Confirmed availability: Presidents' Day Weekend
I am a girl who loves animals!Loop, Chicago, IL, 60605
Drop-In Visits, Dog Walking

Amazing job went above and beyond what was expected (more)

from
$25
per visit
Confirmed availability: Presidents' Day Weekend
8.
Ensuring your pets safety/happinessLower West Side, Chicago, IL, 60616
Drop-In Visits, Dog Walking

Thank you so much for all the photos and updates! Baker was happy to have us home but with your care he was well looked after. If anyone is looking for a cat si… (more)

from
$22
per visit
Confirmed availability: Presidents' Day Weekend
Spread fun, joy & walk your pup!Chicago, IL, 60608
Drop-In Visits, Dog Walking

Veronica is a very sweet, kind and responsible person. Her love and care for animals is outstanding. I have known her for many years and I would definitely reco… (more)

from
$20
per visit
Confirmed availability: Presidents' Day Weekend
10.
Patient soulmutt sitter 🐶Lower West Side, Chicago, IL, 60608
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Anja is my sister and a skilled dog sitter. She has looked after my pup Kenzo (Rottweiler, Staffordshire and Labrador mix) several times and he's always a happy… (more)

from
$15
per visit
Confirmed availability: Presidents' Day Weekend
11.
Leo 
Verified Enhanced Background Check
Say hi to your dog for me :)Chicago, IL, 60608
House Sitting, Drop-In Visits, Dog Walking

Leo currently has 4 animal family members in his home (3 cats and a dog), and does a great job caring for them. He has a genuine love for animals and would sure… (more)

from
$20
per visit
Confirmed availability: Presidents' Day Weekend
12.
Pet care professional-dog/cat/fishLower West Side, Chicago, IL, 60608
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Maya is the best! Very friendly and professional from our first meeting. Her regular reports and photos let us know that our cat was VERY well-cared for. Will d… (more)

from
$30
per visit
Calendar Recently Updated
13.
Loving MamabearBridgeport, Chicago, IL, 60616
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Marissa was great with our animal. She has a warm and caring personality. I felt comfortable leaving my cat in her care. If you're in need of a sitter, please c… (more)

from
$20
per visit
Calendar Recently Updated
Your fur baby's new best friends!Lower West Side, Chicago, IL, 60608
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Calvin always takes such great care of our fur babies. I can rest easy that they are being loved in and safe. He goes above and beyond to make them (and us) fee… (more)

from
$20
per visit
Calendar Recently Updated
15.
Pet care with a focus on kindnessBridgeport, Chicago, IL, 60616
House Sitting, Drop-In Visits, Dog Walking

Naomi took care of my two cats for a few days and I can't recommend her enough. She was very attentive and sweet to both my pets. She was also nice enough to wa… (more)

from
$20
per visit
Confirmed availability: Presidents' Day Weekend
Nurturing Care Giver & Animal LoverLower West Side, CHICAGO, IL, 60616
Drop-In Visits, Doggy Day Care, Dog Walking

Julianne did drop-in visits for our cat Callie and was INCREDIBLE. Professional, thorough, communicative, and clearly knows how to work with animals in a way th… (more)

from
$25
per visit
17.
Caring, reliable pet sittingLower West Side, chicago, IL, 60608
Drop-In Visits, Dog Walking

Jeff is a great sitter with a genuine love of cats. He spent lots of time with my kitties and gave them great care and attention. Highly recommend! (more)

from
$20
per visit
Calendar Recently Updated
18.
Loving dog walker 🐶🐾Bridgeport, Chicago, IL, 60608
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Ericka helped us while we were on vacation by checking on our cat, making sure she had fresh food/water and a clean litter box. She sent us pictures of our kitt… (more)

from
$18
per visit
Calendar Recently Updated
19.
I would love to help with your pet!Lower West Side, Chicago, IL, 60608
Boarding, Drop-In Visits, Dog Walking

Laura is a lovely dog walker and person (more)

from
$16
per visit
Confirmed availability: Presidents' Day Weekend
Your furry babies are in good handsLower West Side, Chicago, IL, 60604
Drop-In Visits, Dog Walking

Gabriela is one of my daughter’s close friends and I liked her right from the beginning. She is friendly, respectful, has a great sense of humor, and is very kn… (more)

from
$17
per visit

Pet parents in Lower West Side, Chicago, IL love dog sitters on Rover.com. 7,915 owners have reviewed sitters in Chicago, giving them an average rating of 4.9/5. 95% of reviewed stays have received a perfect 5-star rating, and 92% of pet parents live within a short drive of a dog sitter on Rover. That means Rover is the perfect place to go when you're search for loving, safe care for your best friend. Wondering how much you can expect to pay for a day on Rover? Check out our average pet sitting rates to get an idea before you start a conversation with a sitter.

Rover.com is the simple, savvy way to find and book Lower West Side, Chicago drop in pet sitting. It's easy to find the perfect pet sitter. Many sitters have offered pet sitting on Rover for years, and 95% of reviewed stays have received a perfect five-star rating. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Pet sitters on Rover have the option to complete a free background check, which you can see from their background check badge. Pet sitters are booked on Rover every minute of every day, and 92% of the population lives within a short drive of one of the more than 65,000 sitters who've listed their services on Rover, so you're sure to find the perfect pet sitter in Lower West Side, Chicago . When you book with one of our trusted pet sitters on Rover you get peace of mind that your home and pets are in loving hands.

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 Lower West Side, 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:

Drop-In Visits