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

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Top rated West Town pet sitters

“Kate is wonderful! She is communicative and attentive and did such a great job making our cat feel less lonely while we were gone. Thank you, Kate!”


“Cali got the love and attention she needed plus she loved them! Thank you so much for taking care of my baby❤️”


“Alexis was wonderful doing drop in visits for our cat while we were away. She's excellent with communication and overall a great sitter. Thanks so much!”


“Megan did a great job looking after my cat. She followed all of my instructions and my cat was happy when I returned. I will rebook with Megan in the future!”


“Lili was great! We booked with her last minute and she was very flexible and timely with coming to feed our cats! I never felt stressed while being away knowing we had such a great sitter, we’ll be booking with Lili again next time 🤗”


“Arielle was great with my first kitten and now I called her back a year later to help with my second. Very knowledgeable and thorough and my go to person when looking for someone to watch my kitties!”


“Stephanie did a great job watching Knox and made sure to spend extra time with him knowing we were away for a while. I would definitely recommend her to others looking for a pet sitter!”


“Elaine was so great with the kitties!😸 She follows care instructions in a very detailed manner, sends great pictures/detailed updates, and genuinely cares about the cats' well-being. Will be rebooking!”


“Samantha was very professional and attentive to our cats’ needs, and was able to take our booking last minute and tend to our cat who had a recent cancer treatment. She was very detailed and consistent in her updates which gave us peace of mind while we were gone. Thanks again 💕”


About: Hi! I’m a certified veterinary technician with 5 years of hands-on experience and a lifelong love for animals. My passion for pets has only grown over the years, and I’m committed to providing gentle, personalized care for every furry friend I meet. I’m Fear Free certified and experienced in caring for pets with special needs—including those requiring injections, fluid therapy, or daily medications. In the past, I’ve fostered anxious and feral cats, and it’s been incredibly rewarding to help them build trust and find forever homes. One of those sweet kitties became part of our family, which also includes a senior Yorkie who brings so much joy to our home. I work part-time as a veterinary technician, which gives me a flexible schedule to provide reliable, compassionate care for your pets whenever you need a helping hand. I’m dedicated to making your pet feel safe, loved, and comfortable while you’re away. I understand how important trust is, and I’d be happy to meet beforehand so your pet can get to know me in a stress-free way.

“Kristyna was a joy to work with and we would love to rebook her as our cat sitter in the future! Communication was great and everything went well with our kitties!”


“Christina came by to do a drop-in visit and was amazing! She sent us updates and played with Gobi. We will use Christina anytime we need someone to check on Gobi!!”


About: I have cared for both cats and dogs for many years and treat every animal as if they were my own. I grew up with cats and dogs, have cared for my families 3 dogs for many years, and have two cats of my own. Big or small, young or old, shy or friendly - I’d love to help care for your pet too! I work in healthcare and am currently in between jobs, so my schedule is very flexible and can meet whatever needs you and your pets have. I am happy to do whatever is needed to make sure your pets are safe and in a trusted environment. I love a friendly cat or pup, but my own cats are very shy and I have experience working with reactive dogs. I fully respect the time, routines, and behaviors needed to make sure pets feel comfortable and safe.

About: I grew up with dogs and have owned and been responsible for dogs since college. I have trained dogs since puppy-hood as well as older adopted dogs. I am a part-time consultant who works from home, so I have ample time to dedicate to taking care of and playing with your furry friend(s)! I have a fenced yard where the dogs can go potty. I also take my pup to the dog park every day to play. My pup is a 3.5 year old loving, cuddly goldendoodle.

“Allison has been our go to sitter for a while now for both our pup Benny and cat Tofu! We had a few days drop in for Tofu booked and due to some unforeseen things needed to book more. Allison was incredibly responsive and helped us modify for same day visits! We will always use Allison if she is available!”


About: We are Sarah and Tom, two passionate and experienced dog walkers dedicated to giving your dog the exercise, attention, and care that they need. With 10 years of experience working with dogs of all breeds, sizes, and energy levels, we understand the importance of providing a safe and enjoyable experience for your pets while you're away. Whether your dog enjoys leisurely strolls through the park, energetic runs, or playful outings, we tailor each walk to suit your dog's unique needs and preferences. We also offer additional services like drop-in visits, feeding, and playtime to ensure your pet's day is full of love and care. Your dog’s well-being is our top priority, and we treat each walk as an opportunity to bond and ensure your dog stays happy, healthy, and active. Feel free to reach out with any questions or to schedule a walk! We look forward to meeting you and your dog! Sarah is a part-time Teacher so she have plenty of time to walk your dog. Tom is able to assist on the weekends. We are able to honor last minute requests in the West Town neighborhood. When we care for pets in our own home, the environment is designed to be safe, comfortable, and pet-friendly. Here’s how we ensure your dog's well-being: 1. Safe and Pet-Friendly Space: Our home is pet-proofed. We also provide cozy beds or blankets in quiet areas for pets to rest. If the pet has specific preferences (e.g., sleeping on a couch, in a crate, or in their own space), we make sure they’re accommodated. We have designated areas for play with plenty of space for them to move around and explore. 2. Exercise and Outdoor Time: You dog will have regular walks and time to play. We make sure to take your pet on regular walks to meet their exercise needs. 3. Routine and Structure: Consistency is so important. We maintain a consistent feeding, bathroom, and play schedule to ensure the pet feels secure and has structure in their day. 4. Health and Wellness: We ensure your dog is fed according to their specific dietary restrictions and preferences, including portion control and timing. Administering Medications: If necessary, we carefully follow instructions to administer any medications your dog may require. Caring for Pets in Your Home: When we're caring for pets in your home, we follow your established routine and focus on making them feel comfortable in their own environment. Here’s how we provide care in your home: 1. Respecting Your Space: We will maintain your dog's familiar routines. We make sure to stick to your dog's usual schedule, including feeding times, potty breaks, and sleep schedules. Familiarity helps reduce stress, especially for pets that may experience separation anxiety. Use of Familiar Items: Your dog will use their own bed, toys, and comfort items to make them feel secure in their own space. Familiar scents and surroundings are comforting. 2. Maintaining a Safe Environment: We will ensure that your home is safe and secure, checking for any potential hazards or areas the pet shouldn’t access. We make sure doors and gates are securely closed to prevent escapes. 3. Respecting House Rules: We will follow your instructions for the pet’s behavior in the home (e.g., whether the dog is allowed on furniture, where they’re allowed to sleep, etc.). 4. Daily Activities: Your dog will have walks and outdoor time. We ensure your dog gets daily exercise with walks and play, sticking to the routes they enjoy. Mental Stimulation: We engage pets in puzzle games, training sessions, and interactive toys to keep their minds active. 5. Health and Well-Being: We follow any dietary instructions precisely, ensuring your dog receives the correct food at the right times. If your dog needs medication, we administer it as directed. We will keep an eye out for any changes in behavior, eating habits, or health concerns. If something seems off, we'll contact your immediately and, if necessary, visit the vet. 6. Communication and Updates: We will send you regular updates (texts, pictures, videos) to keep you updated and let you know that your dog is doing well and happy. Emergency Plan: We keep emergency contact information handy in case we need to take your dog to the vet, and we follow the client’s instructions for such situations. 7. Cleaning and Care: We make sure to clean up after your dog—whether it's picking up waste during walks or cleaning pet bowls, bedding, and toys. We leave the house as tidy as we found it, ensuring the pet’s living space remains clean and comfortable. 8. End-of-Visit Routine: Before leaving your home, we will ensure that your dog has access to food, water, and a comfortable resting area, leaving them in a calm, secure state. Whether in our home or your home, our goal is to provide personalized care based on the pet’s needs, making them feel safe, comfortable, and happy while you are away. Open communication is key, so we can adjust care as needed and provide the best experience for your dog.

About: I love all dogs and have enjoyed taking care of them for years. I have experience with dog training reactive dogs and rescue dogs. I’m happy to accommodate any special needs and send lots of pictures while sitting. I work from home most of the week so I can spend all day with your furry family member. I have a dog myself so we will go on frequent walks. I have a small backyard and a small friendly dog for playtime. The surrounding neighborhood is dog friendly making long walks easy. I’m easily accessible by phone and happy to give frequent updates.

About: I'm a trusted cat-sitter for a few of my friends. I secretly look forward to their vacations, as I don't have a pet of my own at the moment. Growing up, my parents worked at an animal hospital, so my childhood was filled with cats, dogs, and fond memories with them. I also helped out at the hospital during high school summers. I am currently taking time off from full time work, so I am very flexible for drop ins and overnight stays. I enjoy exploring the city via bike and transit, so I don't mind travelling between neighborhoods. I will treat your home and pets as if they are my own. I believe that all pets deserve as much time and love as possible, so my goal is to ensure that they get the interaction they need.

“Cris did a fantastic job caring for my two cats while I was out of the country for 6 days. Very attentive and conscientious and great communication! Will be booking Cris again for future visits!”


About: With 10+ years of experience watching family, friends and neighbors’ pets, I am confident your fur babies will have such a great time that they can’t wait to come back! It’s truly like a vacation for your pup! Want your pet(s) to go home fresh and clean? Perfect! We have a built in self wash bathing station on our private patio and can give your pup an exit bath! My partner and I both work from home and are always there, playing with our dog McLovin, who is always looking for a friend(s) to play with! We also have a built in self wash dog station on our private patio, so If you want us to give your pup an exit bath, we’d be glad to! We believe any pet we care for is just like one of us, and unless you specify that you want your pup crated, they are more than welcome in most spaces of our home, chaperoned of course :)
Loving pet sitters in your neighborhood
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Kate W.Star Sitter

“Kate is wonderful! She is communicative and attentive and did such a great job making our cat feel less lonely while we were gone. Thank you, Kate!”


Lisa J.

“Cali got the love and attention she needed plus she loved them! Thank you so much for taking care of my baby❤️”


Alexis M.Star Sitter

“Alexis was wonderful doing drop in visits for our cat while we were away. She's excellent with communication and overall a great sitter. Thanks so much!”


Megan A.Star Sitter

“Megan did a great job looking after my cat. She followed all of my instructions and my cat was happy when I returned. I will rebook with Megan in the future!”


Lili O.Star Sitter

“Lili was great! We booked with her last minute and she was very flexible and timely with coming to feed our cats! I never felt stressed while being away knowing we had such a great sitter, we’ll be booking with Lili again next time 🤗”


Ariel B.Star Sitter

“Arielle was great with my first kitten and now I called her back a year later to help with my second. Very knowledgeable and thorough and my go to person when looking for someone to watch my kitties!”


Stephanie M.Star Sitter

“Stephanie did a great job watching Knox and made sure to spend extra time with him knowing we were away for a while. I would definitely recommend her to others looking for a pet sitter!”


Elaine K.Star Sitter

“Elaine was so great with the kitties!😸 She follows care instructions in a very detailed manner, sends great pictures/detailed updates, and genuinely cares about the cats' well-being. Will be rebooking!”


Samantha W.Star Sitter

“Samantha was very professional and attentive to our cats’ needs, and was able to take our booking last minute and tend to our cat who had a recent cancer treatment. She was very detailed and consistent in her updates which gave us peace of mind while we were gone. Thanks again 💕”


Kateryna S.
“Our pet sitter Katya did an amazing job taking care of Dima and Tasha while we were away for the weekend. She clearly loves animals and gave them so much attention and playtime. What really impressed us was how she kept us updated with lots of photos throughout our trip - it meant the world to us since we missed our pups so much! Both dogs were completely comfortable with her and showed no signs of stress from us being away, which says everything about her caring nature. When we returned, the house was spotless and she had made sure they had fresh food and water ready for our arrival. We couldn't have asked for a better experience and will definitely be booking with her again. Highly recommend her services to anyone looking for a trustworthy, loving pet sitter!”


Kristyna P.Star Sitter

“Kristyna was a joy to work with and we would love to rebook her as our cat sitter in the future! Communication was great and everything went well with our kitties!”


Christina L.Star Sitter

“Christina came by to do a drop-in visit and was amazing! She sent us updates and played with Gobi. We will use Christina anytime we need someone to check on Gobi!!”


Samantha T.
“Samantha is quite possibly the most reliable person I know. I trust her wholeheartedly with my four-legged child (and my two-legged one for that matter). She has a keen ability to befriend even the least social of animals. I HIGHLY recommend Samantha when it comes to caring for pets.”


Victoria M.Star Sitter
“Victoria is great with pets and LOVES them. She is very responsible and takes such great care of my dog when I go out of town. My dog loves staying with her. She also always sends me pictures. She has her own dog who she takes amazing care of and is such a sweetheart. I would highly recommend Victoria!!”


Allison C.Star Sitter

“Allison has been our go to sitter for a while now for both our pup Benny and cat Tofu! We had a few days drop in for Tofu booked and due to some unforeseen things needed to book more. Allison was incredibly responsive and helped us modify for same day visits! We will always use Allison if she is available!”


Sarah J.Star Sitter
“I can't recommend Sarah enough. I have hired her to dogsit and regularly walk my dog Andy. She sent photos and videos to keep us updated. She is communicative, flexible and responsible. Sarah is attentive to our pup's needs and has administered his medication. Would highly recommend Sarah for your dog walking and pet sitting needs!”


Payal S.
“Payal is amazing with dogs! She's taken care of our family Yorkie for years now. Every time Maxine sees Payal, she's already running towards the front door trying to jump through the screen, so we know how much she truly loves her. Payal has such a sweet and loving heart who wants to make sure your dog is taken care of. She also has a dog of her own, so she knows what signs to look for if your dog isn't feeling well or wants something in particular. We love Payal and we totally recommend her to take care of any dog she encounters. Thanks Payal for taking care of our sweet Yorkie!”


Aaron S.
“Aaron is great with animals. I trust him to watch my cat and she instantly got along with him. He goes above and beyond to take care of her and give her attention and I would recommend him to anybody!”


Cris C.
Star Sitter


“Cris did a fantastic job caring for my two cats while I was out of the country for 6 days. Very attentive and conscientious and great communication! Will be booking Cris again for future visits!”


Kayla & Jordan J.Star Sitter
“Kayla is a true dog enthusiast! Her genuine love and attentiveness make her an outstanding dog person. Dependable and caring, she's the perfect choice for your furry friend's well-being.”
How Rover works
1. Search
Read verified reviews by pet parents like you and choose a sitter who’s a great match for you and your pets2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your pets while you’re away3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
Why Choose Rover?
Cashless payments
Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn’t happen often, but if your pet sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
Pet Sitting FAQs
Frequently asked questions about Rover
Rover makes it easy to reach out to multiple pet sitters about your booking. Typically, pet sitters on Rover respond in under an hour.
Experience can vary widely from pet sitter to pet sitter, but you can view reviews, years of experience, and number of repeat clients when comparing pet sitters available in West Town.
Rover makes it easy to find West Town pet sitters to provide loving care from their own home. The background-checked, 5-star pet sitters you can find on Rover will welcome your pet into their home when you’re away—whether it’s just for the weekend or longer. Pet sitting is great for:
- Pets of all ages and abilities, including puppies
- Pet parents looking for a safe, loving alternative to a kennel
- Pets who’d love to socialize with their pet sitter’s pets
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your pet sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your pet sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your pet sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your pet service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.
