House Sitting in West Englewood, Chicago

Find a loving dog sitter to watch your dog overnight in your home.

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Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
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Sitter Profile Image: Annie B.
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Sitter Profile Image: Annie B.
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1.

Annie B.

Large or Small - I Love 'em All!
Loop, Chicago, IL, 60605
6.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
62 reviews
33 repeat clients
from
$100
per night

Annie took great care of our pup and even took her to a friends when we needed her to be moved while away. Millie loved her instantly and she always leaves our house spotless!

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Sitter Profile Image: Hunter S.
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Sitter Profile Image: Hunter S.
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2.

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
37 reviews
8 repeat clients
from
$90
per night

So grateful to have found Hunter. He was fantastic with my dog and did everything, feeding, walking, and cuddles. Definitely will be asking Hunter For help again!

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Sitter Profile Image: Otis B.
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Sitter Profile Image: Otis B.
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3.

Otis B.

Dog's Best Friend
Near West Side, Chicago, IL, 60612
6.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
48 reviews
21 repeat clients
from
$55
per night

This was our second time booking Otis, the first time was from my partner’s account. Otis is reliable, responsive, and always keeps us up to date with pictures. We hired him again for a long day of house sitting because I had a long day at the office. He arrived bright and early at 7:30 and stayed until 6pm! When I had warned him that Reese was in heat, he was very kind and accepting that it was just nature. That helped reassure me that this wasn’t going to be an even more stressful situation. Otis is extremely reliable and cares deeply for the pups. He’s been able to handle our puppy and dog at the same time. Happy to continuously book him. He’s a great rover.

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Sitter Profile Image: Emily N.
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Sitter Profile Image: Emily N.
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4.

Emily N.

Experience with multiple sized dogs
Bridgeport, Chicago, IL, 60616
4.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
106 reviews
31 repeat clients
from
$55
per night

Emily was a quick responder & sent lots of photos which helped put my mind at ease during our wedding weekend! Our dog also takes special anti-seizure medication and Emily was great at administering her pills around the clock! Whenever I sent out a check in message Emily was quick to respond within 5 minutes! We came home to a neat house! We will definitely be using her again in the future! Highly recommend Emily!

Sitter Profile Image: Jasmine P.
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Sitter Profile Image: Jasmine P.
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5.

Jasmine P.

Rover 101
Beloved dog whisperer, is me!
Chicago, IL, 60615
3.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
51 reviews
20 repeat clients
from
$75
per night

Jasmine took outstanding care of Winston while I was gone on a work trip. She sent pictures and frequent updates while I was gone. And, followed his semi-complicated food and treat routine perfectly. I highly recommend Jasmine!

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Sitter Profile Image: Lupe M.
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Sitter Profile Image: Lupe M.
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6.

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
$90
per night

Lupe was the absolute best sitter we could have asked for! This was the first time we needed to use a sitter and we were anxious about how it would go, she will be our first and hopefully only option moving forward. We received great pictures and updates while we were gone, our pup enjoyed it, and she left our home way better than she found it. Lupe went above and beyond for our dog and it was clear. We couldn’t have been more impressed and grateful. Thank you so much, Lupe!

Sitter Profile Image: Shakira C.
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Sitter Profile Image: Shakira C.
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7.

Shakira C.

RoverGO
Rover 101
Your Pup is My Pup
South Shore, Chicago, IL, 60649
4.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
36 reviews
7 repeat clients
from
$75
per night

Shakira is the absolute best and just a amazing lady! This was my first time hes I g him with a stranger. Both she and Benzo fell in love with each other and he was looking sad when she left. She took good care of my boy and kept me updated on his activities during the day. Couldn’t ask for a better experience or sitter for my puppy. Do not hesitate ti book her if she’s available; you won’t regret it I promise. She is a dog whisperer!!?

Sitter Profile Image: Elizabeth D.
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Sitter Profile Image: Elizabeth D.
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8.

Elizabeth D.

Does your pet need a new friend?
Douglas, Chicago, IL, 60609
3.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
23 reviews
5 repeat clients
from
$33
per night

Elizabeth was so great! We were able to meet before the house sitting and went over the specifics of my dog. She gave me daily updates and let me know he was doing well which I really appreciated!! I would definitely book again ?

Sitter Profile Image: Belicia K.
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Sitter Profile Image: Belicia K.
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9.

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
$50
per night

Belicia was an amazing sitter who communicated with us often. She immediately put us at ease by sending us pictures, videos, details regarding every walk, etc. When we returned to our apartment it was in the exact same condition we left it, and our two dogs, Juniper and Basil, were calm, healthy, and happy. I will definitely keep Belicia in mind for future dog sitting/walking needs.

Confirmed availability: This weekend
Sitter Profile Image: Stephanie J.
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Sitter Profile Image: Stephanie J.
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10.

Stephanie J.

They are special like we are!
South Shore, Chicago, IL, 60649
4.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
30 years of experience
from
$45
per night

About: I have done volunteer work from Anti-Cruelty. I had to feed and walk the dogs. It was a great experience! I communicate well with pets. It fits very well. I plan to start part-time then go into full-time or whatever schedule is available first. Full or Part-time, based on availability. I make sure they are fed, walked, have exercise and activities, based on the breed and age of the pet. I will build connections also

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Sitter Profile Image: Emily L.
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Sitter Profile Image: Emily L.
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11.

Emily L.

Love all pets 🫶
Hyde Park, Chicago, IL, 60637
4.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
from
$60
per night

About: I’ve had a few pets of my own and I am very detail oriented, if your pets ever need me to go an extra mile I will! I am currently a college students at the University of Chicago. I have free time after classes, on weekends and some holidays. I would love to work as a pet sitter or walker! I won’t be home sitting because I live in a dorm right now, but I can home sit at your homes! I care very much for animals and will give them my undivided attention.

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Sitter Profile Image: Caroline M.
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Sitter Profile Image: Caroline M.
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12.

Caroline M.

Experienced dog sitter
Chicago, IL, 60637
2.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
1 review
from
$130
per night

Caroline is a phenomenal person and animal lover! She is responsible, communicative, professional, and loving. She cares for your animals as if they are her own, and she clearly loves all animals! She is respectful and has been watching our dogs for over a year, and we absolutely love when she is available to take care of our babies! She has become a good friend and we love having her in our home!

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Sitter Profile Image: Janette V.
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Sitter Profile Image: Janette V.
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13.

Janette V.

People call me Snow White lol
Chicago, IL, 60609
3.8 mi. away
Boarding, House Sitting, Drop-In Visits
5.0 out of 5 stars
13 reviews
4 repeat clients
from
$65
per night

We had a great experience with Janette this past holiday weekend. She kept us up-to-date on everything that was going on with the dogs, and would send multiple pictures throughout the day, which brought us comfort being so far away from our dogs! We would absolutely reach out to Janette again to stay with our dogs!

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Sitter Profile Image: Jennifer W.
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Sitter Profile Image: Jennifer W.
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14.

Jennifer W.

Attentive & comfortable care ❤️
Chicago, IL, 60637
2.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
1 review
1 repeat client
from
$55
per night

About: Hey there! I have several years experience caring for and training dogs as a dog walker and pet sitter. I love all animals, but I must confess that pigeons are my favorite. I come from a family with a deep love for dogs, I grew up with a a calm temperament sweetheart Cocker Spaniel Springer named Happy, and currently have a frisky 10 year old Dachshund Fox Terrier mix named Oliver that I personally raised and potty trained since puppyhood. Different temperaments are no issue for me, from playful to stubborn to entirely relaxed - I have had experience with all kinds of personalities. I live next to Washington Park, the University of Chicago, and not too far from Promontory Point which features great walking paths along Lake Michigan. I’m an avid biker and love to be outside. I can accomodate most levels of exercise and bathroom breaks. Currently, I’m researching and learning more about dog body language to ensure the comfort and safety of dogs in my care—I’d love to talk to you about it! Your dog will not only be in great hands, but I’ll try my best to provide your pet a comfortable time and a ton of fun, too. I’m a graduate student at the University of Chicago, which allows me to have very flexible hours. I’m typically an early riser and like to take walks or bike rides in the morning. I make my own schedule and work from home most days. I know that life can be unpredictable, so I try my best to accommodate most schedules or last minute changes. I live on the 2nd floor of a 2 story building in a 3 bedroom apartment, which features a large and cozy living room. Usually, I set up dog beds and cozy pillows next to my bay windows so they can relax and enjoy watching a starling or cardinal outside. I keep my bedroom and bathroom doors closed, with the exception of my guest room that I will set up as a “calm room,” especially when I’m caring for multiple dogs. I like to provide a space for dogs to relax or sleep because each dog may have different needs. I keep the blinds closed and stimulation low in that room. This helps me to manage dogs with different temperaments, ages, and energy levels. Dogs are free to roam down the hall and into the kitchen. In a client’s home, I know that this is a new environment, so I do my best to follow instructions as they’re written and honor the clients requests.

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Sitter Profile Image: Danie R.
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Sitter Profile Image: Danie R.
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15.

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
$75
per night

Danie stayed overnight with my dogs when I traveled on business, and she handled everything beautifully. I got home the next evening and the dogs were not stressed, they had been fed dinner, the lights were on and the house was not a mess, it was very nice to come home to dogs that were glad to see me but not stressed out by my absence. Thanks Danie! She even won over my young Border Collie who is suspicious of most people he meets.

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Sitter Profile Image: Danielle R.
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Sitter Profile Image: Danielle R.
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16.

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
$25
per night

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+++

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Sitter Profile Image: Amelia E.
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Sitter Profile Image: Amelia E.
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17.

Amelia E.

Your dog's bestfriend 🐶
Chicago Lawn, Chicago, IL, 60629
1.7 mi. away
Boarding, House Sitting, Doggy Day Care
5.0 out of 5 stars
21 reviews
5 repeat clients
from
$45
per night

Amelia stayed at our home while we were on a weeks vacation and getting married out of town. We returned to our dog with good health and joyfulness.

Sitter Profile Image: Shiri B.
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Sitter Profile Image: Shiri B.
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18.

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
$50
per night

Shiri was awesome to accept a relatively last minute booking at a good rate, and was communicative and professional throughout her stay. I returned to my home exactly how I had left it for her which I appreciated as well. She was understanding and kind when problems arose which meant a lot for me given my dog is of old age and caring for him can be quite involved. Thanks Shiri!

Sitter Profile Image: Jacky V.
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Sitter Profile Image: Jacky V.
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19.

Jacky V.

A dog is also a girls best friend!
West Englewood, Chicago, IL, 60636
0.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
24 reviews
7 repeat clients
from
$50
per night

Jacky was wonderful! So quick and easy to communicate and set up a meet and greet with. We needed dog sitting for a weekend. Our dogs are reactive to people and after explaining this to Jacky, she was up for seeing if it will work. My dogs took to her very quickly!! We got updates and pictures, including how well they were acclimating to her! We can’t thank her enough and will definitely be booking her services again!

Sitter Profile Image: Chau T.
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Sitter Profile Image: Chau T.
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20.

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
$40
per night

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.

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The next time you head out of town and need someone to take care of your pet - and your home - turn to Rover for your house sitting needs. It's easy to find a loving 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 house sitters near you, read sitter profiles, and reach out to sitters who seem like a good fit for you and your pet. 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 house sitters for your pets--and avoid the kennel.

Want to learn more? Check out reviews from pet owners who have used Rover.

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