Pet Sitting & Drop Ins in Bridgeport, Chicago

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

Search Results

Calendar Recently Updated
Autumn F.
1.
Gentle, Engaging, and Hard to FazeNear West Side, Chicago, IL, 60607
Drop-In Visits, Dog Walking

LOVE having autumn take care of my shorkie! she provides AWESOME feedback and rover reports: they are so detailed and descriptive i can imagine the time they’ve… (more)

from
$25
per visit
Calendar Recently Updated
Susan C.
2.
You're Dog is My Dog!Hyde Park, Chicago, IL, 60615
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Susan is incredibly great! She accommodated my needs for Phoenix, and honestly, she’s so kind and generous. She’s even bought Phoenix a toy. Phoenix is just a p… (more)

from
$20
per visit
Calendar Recently Updated
Justin L.
3.
Active dog lover with free timeWest Town, Chicago, IL, 60642
Drop-In Visits, Dog Walking

Justin was available quickly in a pinch, and is very communicative. (more)

from
$17
per visit
Calendar Recently Updated
Sarai O.
4.
Reliable, trustworthy & loving!Bridgeport, Chicago, IL, 60608
Dog Boarding, Drop-In Visits, Dog Walking

Sarai was the best!!! So thoughtful and careful with my baby girl and so transparent through out the entire weekend. I’ll definitely be hiring her again! If you… (more)

from
$25
per visit
Calendar Recently Updated
Monica & Calvin M.
Your fur baby's new best friends!Lower West Side, Chicago, IL, 60608
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Monica and Calvin are absolutely amazing. They both looked after my two shy and skittish cats with so care! I really appreciated all the detailed updates and pi… (more)

from
$20
per visit
Calendar Recently Updated
Love all pets and spending time outBridgeport, Chicago, IL, 60608
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Kortnee walked our 2 large dogs and did a great job. Her love for dogs is very apparent and she is thoroughly attentive towards their needs. Our dogs would wa… (more)

from
$15
per visit
Calendar Recently Updated
Dog walker with flexible schedule!Near West Side, Chicago, IL, 60607
House Sitting, Drop-In Visits, Dog Walking

Alexandra would be very well-suited as a dog sitter. She is great with animals and has many years of experience taking great care of her family’s dog, Luna. She… (more)

from
$16
per visit
Calendar Recently Updated
8.
Fun walksNear West Side, chicago, IL, 60661
House Sitting, Drop-In Visits, Dog Walking

Pablo was great with our Pomeranian viggo , this was our first time letting someone other than our family watch him due to last minute scheduling and Pablo was … (more)

from
$17
per visit
Calendar Recently Updated
Animal lover!Lower West Side, Chicago, IL, 60608
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Kimberly was awesome with communication and honestly she took my dog on better walks than I do! Would definitely have her take care of my Miley girl again (more)

from
$17
per visit
Calendar Recently Updated
10.
Over 10 years of dog experience!Grand Boulevard, Chicago, IL, 60653
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Kat has been super communicative and accomodating. It seems like Riva is having a lot of fun with her. She's great for finding new places for Riva to explore!… (more)

from
$25
per visit
Calendar Recently Updated
11.
Animal-lover looking for temp work!Near South Side, Chicago, IL, 60605
House Sitting, Drop-In Visits, Dog Walking

Serena watched my dog Teddy for a full week while I was vacationing in Utah. She was very communicative and professional and she sent me photo and video update… (more)

from
$30
per visit
Calendar Recently Updated
12.
Experience with multiple sized dogsBridgeport, Chicago, IL, 60616
House Sitting, Drop-In Visits, Dog Walking

Emliy was Awesome! She did such a great job taking care of our 3 cats! We got updates with pictures everyday while we were gone. She took the time to learn e… (more)

from
$15
per visit
Calendar Recently Updated
13.
Hey pet parents! My name is Kate!Lower West Side, Chicago, IL, 60608
House Sitting, Drop-In Visits, Dog Walking

Katie was wonderful!! She was very responsive and eager to get all of my information leading up to when I was going away. She sent photos and updates daily, and… (more)

from
$25
per visit
Calendar Recently Updated
14.
Zoe 
Verified Enhanced Background Check
Hello. My name is Zoe Kinser.Armour Square, Chicago, IL, 60616
House Sitting, Drop-In Visits, Dog Walking

Zoe was great. My cats, who often are iffy with strangers, really liked her. She’s communicative, replies quickly, sent photos everyday and some videos. I would… (more)

from
$16
per visit
Calendar Recently Updated
15.
Hanging with your pet > My real jobBridgeport, Chicago, IL, 60609
Dog Boarding, Drop-In Visits, Dog Walking

Haley did a wonderful job watching our cats. The photos and the updates were great and we felt totally confident that our cats were in great care. (more)

from
$20
per visit
16.
Caring for others is my passion.Bridgeport, Chicago, IL, 60608
Drop-In Visits, Dog Walking

Netiya watched my cat, Harvey, while I was away on an extended weekend. She updated me with photos and messages! Would definitely use Netiya and her services ag… (more)

from
$15
per visit
17.
Another fetching day @ the pawfficeBridgeport, Chicago, IL, 60608
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Katie was great with my cats, she was friendly, always communicating and sent me pictures of them at the end. 100% recommended if you’re looking for someone r… (more)

from
$15
per visit
Calendar Recently Updated
18.
Plenty of long walks and treats!Bridgeport, Chicago, IL, 60609
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

For as long as I've known Jasmine, she has always been loving and caring toward dogs. She goes out of her way to show compassion to the dogs she interacts with,… (more)

from
$15
per visit
Calendar Recently Updated
19.
Your 1st kitty/doggy visit FREE ✔Armour Square, Chicago, IL, 60616
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Annie did a great job of taking care of my two kittens. She visited my home 2 times over 3 days. She took great care of them, was very communicative with me, an… (more)

from
$25
per visit
Calendar Recently Updated
20.
Looking to help you!Bridgeport, Chicago, IL, 60616
House Sitting, Drop-In Visits, Dog Walking

Lily is super dependable, easy to communicate with, very quick to respond - highly recommend Lily for any of your PUP needs you may have! (more)

from
$12
per visit

Rover also offers Pet Sitting & Drop Ins in:

Pet parents in Bridgeport, 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 Bridgeport, 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 Bridgeport, 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:

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 Bridgeport, 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: