Pet Sitting & Drop Ins in West Englewood, 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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What size are your dogs (lbs)?

Search Results

Confirmed availability: Easter Weekend
Sitter Profile Image: Coretta S.
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Sitter Profile Image: Coretta S.
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1.

Coretta S.

Loves to accommodate furry friends
South Shore, Chicago, IL, 60649
5.3 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
39 reviews
14 repeat clients
from
$17
per visit

We highly recommend Coretta! She was very deliberate with each step in getting to know our expectations and in meeting our cat. Our cat is very active and gets lonely when we’re not home, but we had nothing to worry about because Coretta made him so happy:) She gave us updates and sent pictures from every visit. We will definitely seek her services next time we need a cat sitter!

Confirmed availability: Easter Weekend
Sitter Profile Image: Angelica V.
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Sitter Profile Image: Angelica V.
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2.

Angelica V.

I love dogs!
Chicago, IL, 60608
4.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
1 review
from
$20
per visit

She walked my dog while I was at work and was always reliable, trustworthy going into my home, and great with my pup. She is great!

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Sitter Profile Image: Sophia E.
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Sitter Profile Image: Sophia E.
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3.

Sophia E.

A pet sitter with a big heart!
Chicago, IL, 60609
3.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
1 repeat client
from
$31
per visit

Sophia was absolutely amazing and took great care of Nani and Ohana! We’re definitely booking with her again!

Confirmed availability: Easter Weekend
Sitter Profile Image: Guillermina L.
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Sitter Profile Image: Guillermina L.
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4.

Guillermina L.

Midwest Pet Sitting Services
Clearing, Chicago, IL, 60638
4.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
3 reviews
from
$20
per visit

My dog loved staying with her. Great communication and service throughout his stay! I would recommend her highly very kind and compassionate with my dog.

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Sitter Profile Image: Hunter S.
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Sitter Profile Image: Hunter S.
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5.

Hunter S.

Attentive & Fun Pet Care🐾
Chicago, IL, 60638
4.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
39 reviews
8 repeat clients
from
$22
per visit

Hunter was communicative, considerate and receptive of my senior pets needs. He went above and beyond to leave my home better than he found it. Thank you Hunter!

Confirmed availability: Easter Weekend
Sitter Profile Image: Yennifer H.
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Sitter Profile Image: Yennifer H.
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6.

Yennifer H.

Love and attention 💗🐈🦮
Chicago, IL, 60632
3.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
2 reviews
from
$25
per visit

Yennifer is amazing as a caregiver. Her love for animals is as deep as her responsibility. Always attentive to every detail, she ensures reliable and affectionate care for any pet. You can trust her, it's like leaving your pet in the hands of a lifelong friend.

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Sitter Profile Image: Dominique A.
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Sitter Profile Image: Dominique A.
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7.

Dominique A.

Ms Trustworthy and dependable
Chicago, IL, 60620
1.8 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
from
$43
per visit

From day one you were able to see the passion and love that Dominique has for pets. My Rocky instantly picked up on her genuine spirit. Rocky is very shy to new people typically but immediately bonded with Dominique from day 1. He looks forward to their daily walks, often waiting for her by the door around his scheduled time. She even lends an extra helping hand by keeping him when me and my family are out of town. She is also now his preferred ride to the groomer as well lol. I am so glad that we found her.

Sitter Profile Image: E K.
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Sitter Profile Image: E K.
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8.

E K.

Rover 101
Animal Loving Family
Grand Boulevard, Chicago, IL, 60653
3.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
240 reviews
104 repeat clients
from
$45
per visit

She was great! Took great care of our big, energetic dog. Would definitely book again

Sitter Profile Image: Danie R.
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Sitter Profile Image: Danie R.
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9.

Danie R.

Because they're family too.
Chicago, IL, 60629
2.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
21 reviews
8 repeat clients
from
$38
per visit

My crew gives Dani a big 'paws up' for her visits!

Sitter Profile Image: Danielle R.
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Sitter Profile Image: Danielle R.
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10.

Danielle R.

I’ll run with your dog
Chicago Lawn, Chicago, IL, 60629
1.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
1 repeat client
from
$17
per visit

Danielle is the best sitter I've ever had. She not only cares for my 13 year old dog Snow but treats him with the senior care he needs. She make sure he gets his afternoon arthritis pills he needs and she always follows instructions of where he can and can't go outside so he doesn't trip of hurt himself. She is always on time, and dependable. Because she knows how to care for senior dogs I only trust Danielle to take care of Snow. With her vet tech background, I trust her judgment if at any day something happens with Snow and she recommends he needs to go to the vet asap. Thank you Danielle!!! A+++

Sitter Profile Image: Belicia K.
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Sitter Profile Image: Belicia K.
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11.

Belicia K.

Cats and dogs are my sunshine!
Englewood, Chicago, IL, 60621
1.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
13 reviews
7 repeat clients
from
$40
per visit

About: I really enjoy getting to know the dogs, cuddling, and playing with them. I am okay with cleaning up after dogs, because I have been walking my own dogs for years. I have fostered and owned dogs and cats of all sizes, so no size is too big or small. If there is a yard, I would love to play with the dogs the entire time that I am watching them, if not I am willing to walk them to a park to let them get their exercise, and have time to socialize. I am open to working with schedules, and if possible, doing last minute bookings. Communication is key with me, so as long as we are both on the same page, I am here for your dog! I am working full time, but I am always free to walk dogs before work, after work, or on the weekends. I am also more than happy to watch cats while you are on vacation. I currently have 2 dogs and 2 cats, so you can decide if you would prefer the dog to socialize, or for me to do a stay at your home! I have an extra crate if crating is necessary, but I usually leave dogs out so they can roam explore and let me know when they would like to play. Even if I am busy, I will always make sure to pause and give your furr baby a play break. I honestly believe, dogs know what they need, and extra cuddles never hurt. With that, I always try to keep an eye out for cues about the bathroom, water, or food, and also give them lots of love.

Sitter Profile Image: Adrianna J.
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Sitter Profile Image: Adrianna J.
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12.

Adrianna J.

Your Pet’s Home away from Home 🏡
Chicago, IL, 60637
2.4 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
2 reviews
from
$30
per visit

Adrianna is such a loving, attentive, playful and caring caregiver. She really makes it a point to tend to your animals individual needs at all times. She is so good at playing with my hyper puppy matching his levels when he is in a more hyper mood and keeping him calm with losts of cuddles when he’s tuckered out. She takes him for lots of walks and always sends the cutest pictures when I’m away. I would highly recommend her to care for your pet you won’t regret it!

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Sitter Profile Image: Lupe M.
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Sitter Profile Image: Lupe M.
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13.

Lupe M.

Ready to help out while you’re away
Gage Park, Chicago, IL, 60632
2.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
19 reviews
5 repeat clients
from
$40
per visit

LUPE IS AMAZING! I can’t say enough good things here. Lupe was so responsive, thoughtful—amazing catographer and sent pics during each visit. I never felt worried about Randy while Lupe was watching him. She even took out my garbage and brought in my mail! I will definitely contact Lupe again for another drop-in.

Confirmed availability: Easter Weekend
Sitter Profile Image: Shiri B.
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Sitter Profile Image: Shiri B.
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14.

Shiri B.

Kind and practical pet lover
Chicago, IL, 60621
1.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
8 reviews
from
$20
per visit

Shit is an animal whisperer and is the person who brought my furry baby to me, rescuing her as a stray and eventually finding her a home with me. Shit is detailed, attentive, loving, and trustworthy. Highly recommend!

Confirmed availability: Easter Weekend
Sitter Profile Image: Michelle K.
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Sitter Profile Image: Michelle K.
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15.

Michelle K.

Love has four paws
New City, Chicago, IL, 60609
1.4 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
14 reviews
4 repeat clients
from
$17
per visit

Michele Khan is a very caring person, she is a animal lover. She has a lot of dogs and cats of her own that she takes very good care of.

Sitter Profile Image: Jaden G.
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Sitter Profile Image: Jaden G.
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16.

Jaden G.

A pet’s home away from home
Auburn Gresham, Chicago, IL, 60620
1.7 mi. away
Boarding, Drop-In Visits
5.0 out of 5 stars
5 reviews
1 repeat client
from
$30
per visit

Jaden was very professional when he groomed my Jackie (Shitzu). Jaden, was very kind, gentle and displayed patience with Jackie as it had been a while since her last haircut. Jackie was a bit matted. She also had some knots and tangles in her fur, but Jaden made her comfortable as he took his time to work with her. He really cares about animals and their well being. I have also trusted Jaden to come into my home to care for Jackie whiIe I was away for business. His compassion for animals is Top Notch!

Confirmed availability: Easter Weekend
Sitter Profile Image: Ilisia P.
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Sitter Profile Image: Ilisia P.
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17.

Ilisia P.

Reliable & Loving - Dog/Cat Sitter
Chicago, IL, 60620
1.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
1 review
from
$19
per visit

I am Really greatful for Ilisia being able to cat sit for me, she followed all of my instructions and my cat wasn’t too spiteful when I came back. Thank you so much!

Sitter Profile Image: Chau T.
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Sitter Profile Image: Chau T.
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18.

Chau T.

Active sitter with huge yard
Englewood, Chicago, IL, 60621
1.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
1 review
2 repeat clients
from
$25
per visit

Chau is such the animal whisper. Somehow animals gravitate to her, probably because she understands their boundaries and has a kind soul. I’ve been fortunate to watcher her raise her one year old pup. Her dog is so well behaved and confident, which speaks to the training Chau did with her. Chau is thoughtful and patient. Your fur baby will be in really good hands.

Sitter Profile Image: Maria C.
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Sitter Profile Image: Maria C.
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19.

Maria C.

Enjoying our time step by step!
Englewood, Chicago, IL, 60621
1.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
1 review
1 repeat client
from
$45
per visit

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

Sitter Profile Image: Nariah B.
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Sitter Profile Image: Nariah B.
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20.

Nariah B.

Fur Mama w/o chance of Fur Baby
Chicago Lawn, Chicago, IL, 60621
1.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
12 reviews
2 repeat clients
from
$20
per visit

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 address on my reservation and Nariah was understanding and still was able to help me out for the weekend. Will definitely use her again.

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Rover also offers Pet Sitting & Drop Ins in these neighborhoods:

Rover also offers other services in West Englewood:

Dog owners in West Englewood, Chicago, IL turn to pet sitters on Rover.com for their pet sitting needs. Over 7915 pet owners have reviewed pet sitters in Chicago, giving them an average rating of 4.9/5. Pet sitting can be affordable, no matter where you live or what your price range may be. Curious about how much pet sitting costs in Chicago with Rover.com? Check out our average pet sitting rates near you to get an idea before getting a conversation started with a pet sitter on Rover. When you leave your dog with a sitter you've connected with on Rover, you can relax, knowing your dog will be treated like family.

The next time you head out of town and need someone to take care of your pets and check in on you home, turn to Rover. It's easy to find a loving West Englewood pet sitter on Rover who'll give your pet one-on-one attention while you're away, and take care of your home. Search from hundreds of trusted pet sitters in West Englewood, Chicago, read sitter profiles, and reach out to sitters who seem like a good fit for you and your pet(s). We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. Then, when you're ready, book and pay for your house and pet sitter all through Rover: it's easy, safe, and cashless. You'll have the peace of mind knowing that your sitter has free premium insurance, a team of safety experts available 24/7, and will send you cute photo updates throughout the stay. Rover is the easiest way to find trustworthy West Englewood pet sitters and avoid the kennel.

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 West Englewood, 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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