Pet Sitting & Drop Ins in Woodlawn, Chicago
Book a pet sitter to stop by your home a few times a day to feed and play with your dog.

Loving care when your not there!!
West Englewood, Chicago, IL, 60636
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Nataya was fantastic! She braved a very brutal winter storm to make sure my kitties were well fed and safe, and extended her care for a few days when I got stu… (more)"

Your Pet needs a vacation too.
South Shore, Chicago, IL, 60649
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
"I’m am a former client of Kwaheem’s and he made sure my dogs Ginger and Melo were in top take active shape and we never had a problem with him if it was him sp… (more)"


THE BEST BELLY SCRATCHES EVER!
South Chicago, Chicago, IL, 60617
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
"Lesleigh is one of this most caring and loving people I can rely on when it comes to watching and walking my dog Louis for me. Goes above and beyond to make su… (more)"

Animal lover with a heart of gold!
South Shore, Chicago, IL, 60649
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
"Hey my name is Doug me and my wife have two dogs while walking in dog park on lakeshore drive we all met Valerie playing with her two beautiful dogs her dogs a… (more)"

Flexible schedule, big fenced yard!
Hyde Park, Chicago, IL, 60637
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Maeve was great! Very nice and easy going. You can tell she enjoys animals. Luna love her upon meeting her and her communication was great with photos and vide… (more)"

I'd love to take care of your pet
Hyde Park, Chicago, IL, 60615
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
"Samara is your perfect dog sitter without doubt! She love animals, especially dogs and cats. She is very responsible and patient. She loves to play and walk wi… (more)"

Nice an happy!! Lets have some fun!
Woodlawn, Chicago, IL, 60637
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
About: Very patient. Also educated on dog feelings an health.. They say im a dog whisper 😃. I pay close attention to pet as far as if there mad or sick or d… (more)

Dog Care Chicago
Grand Crossing, CHICAGO, IL, 60621
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
About: A true mommy dog lover.I have 2 small Maltese Poodles. Going away for the weekend or Holidays. Allow me to take care of your baby like my own. I live… (more)
Rover also offers pet sitting & drop ins in these other Chicago neighborhoods:
Rover.com is the simple, savvy way to find and book Woodlawn, 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 Woodlawn, 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 pet sitter or dog walker. Check out our blog for pictures of adorable dogs, help on your biggest dog-related questions, and more:
- Top 100 Dog Names and Unique Dog Names, depending on your preference
- Hot Weather Dogs: Tips for Keeping Your Canine Cool
- 5 Tips to Help Your Partner Fall in Love with Your Dog
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 Woodlawn, 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: