Pet Sitting & Drop Ins in Englewood, 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 Englewood pet sitters
“Cassie is amazing at what she does and she is very professional and warm. She took great care of our cat and our home. She was always punctual and always sent wonderful notes and pictures. We would happily choose her again to take care of our cat.”
“Coretta has been coming to care for Sahara several times now and it’s always been a great experience. Sahara gets very upset when I have to leave on business trips, but Coretta always takes great care of her and I always come home to find Sahara in good shape.”
“Molly did drop-in visits for my cat Maizie while I was out of town and she was great! Maizie can be shy and anxious with new people and Molly was very patient with her. Molly was also willing to administer Maizie's daily oral medication (and to build the necessary trust with Maizie to do so), which was very important to me. I also appreciated how communicative Molly was and how quickly she responded to questions I had while I was away. I would definitely recommend Molly for cat-sitting/cat care!”
“Patricia took good care of our cat in our week-longabsence. There was some slight miscommunication in dates, but Patricia was more than accommodating to ensure our cat got the number of visits required.”
“Tamara has been a wonderful support to our family. She’s a quick learner, is patient and communicates well. Our team pups enjoy her and always look forward to their walks with her.”
“Laurel has been great with our dog! Rufio was super happy and she was very prompt with visits, great to work with on scheduling, and very friendly! Plus got some super cute pics of the pup during her visits :)”
“Samantha was timely, efficient, and took such good care of my kitty while I was away on vacation. Followed directions perfectly and left me with zero worries. She was friendly and kind and clearly loved spending time with my girl. Will absolutely book her again!”
About: I've had dogs in my life since day one, and have ample experience caring for furry friends, including my neighbors' pups. There's nothing quite like sharing a walk or run with a dog and burning off some energy together – it's where the real bond happens! My part-time work schedule, primarily in the mornings, provides ample flexibility to dedicate quality time to your pet. I'm committed to ensuring your furry friend receives multiple walks daily and feels completely at ease and happy during their stay. I'm also available for consistent communication to keep you updated on their well-being throughout the day. My home offers a secure, fully fenced backyard and a peaceful neighborhood perfect for leisurely dog walks. Plus, I'm just steps away from a dog park for extra energetic playtime! When caring for your pet in your home, I prioritize maintaining their familiar routine and ensuring a safe, comfortable environment by following your specific instructions meticulously. Your pet's well-being and your peace of mind are my top concerns.
“Malcomn took such great care of my cat, Kashi. He was very communicative and sent updates and photos everyday which I thoroughly appreciated. Kashi and I are so grateful for Malcomn’s service!”
About: I have lived my entire life with dogs. My first dog was a year old when I was born, she lived a beautiful life until she was 15. My family then brought in another sweet black lab, which I primarily raised and trained. I have also raised and trained a chocolate lab, she is currently 6. I have recently moved to Chicago from the east coast and truly miss my fur babies. I currently work for a college as a football coach, with a very flexible summer schedule. My busy time is the fall, when our season starts. A lot of my work outside of practices and games, can be done remotely. Each pet will have different needs. You cannot treat and care for every pet the same. I will try to maintain your pets routine and schedule to the best of my ability
“Beverly did a fantastic job taking care of our cat! She was attentive with pictures and messages on each visit. She even double checked with us about the cat's food routine to be sure she was giving him enough. Lovely experience with a lovely person!!!”
About: I'd love to meet your dog or cat and you can trust I'll treat them like my own. I know how to keep them safe and happy while you're away. I'll send you a good photo too my camera roll is mostly all photos of dogs. Please do not hire me if you crate your dog, I won't do that. I work freelance so my availability is flexible. I prefer we conduct a meet and greet first, to make sure your pet is comfortable with our plans! Walks and care provided in clients home only, I can't provide boarding. I will be sure we establish comfort in our meet and greet, please be sure to provide vet information in case of any unexpected emergency.
About: I bring hands-on experience and genuine love for animals into every pet-sitting job. I have two dogs of my own (ages 7 and 4) whom I trained myself from puppyhood—including potty training by 6 months! I groom them myself regularly, take them on daily walks, and have experience administering medications for allergies, ear infections, preventative care, and post-procedure care. Whether your pet needs structured training support, gentle senior care, or just someone who truly understands their needs and routines, I'm here to offer reliable, compassionate service. Your pets will be treated like family—because that’s exactly how I treat my own. As a medical student who primarily studies from home, I have a very flexible and consistent schedule. Outside of 2-3 hours a day when I’m on campus, I’m home and fully available to care for pets. This allows me to give them plenty of attention, regular walks, playtime, and any needed care throughout the day. Having a structured but home-based routine makes it easy for me to prioritize your pet’s needs and keep them happy, healthy, and comfortable while you're away. Whether I’m caring for pets in my home or in a client’s, my approach is all about providing a safe, loving, and low-stress environment that mirrors their usual routine as closely as possible. In my home, pets have a calm, pet-friendly space where they can relax, play, and enjoy plenty of attention. I do daily walks, structured feeding times, and lots of one-on-one interaction. If I’m caring for pets in their own home, I make it a priority to maintain their normal schedule—walks, meals, playtime, and any special instructions—so they feel secure and comfortable in their familiar surroundings. I’m also experienced with medication administration and basic grooming, and I keep pet parents updated regularly with messages and photos so they can feel at ease while they’re away.
About: I have had pets all my life, and absolutely love them. I love taking dogs on walks, playing with them, and giving them the love and care that they deserve! Dogs are wonderful, and they deserve all the happiness that we give them. Walking your dog is such an important thing to do, and I would love to have the opportunity to walk your dog if you are busy. I know life can get hectic, which is why I am here to help you out if you need it! Thank you! I work full time, and work a rotating shift schedule. What I work changes every week, so I have no doubts I'll be able to help you with what you need! I personally have two dogs, and have had dogs growing up my entire life. Getting the energy out of your pets by walking them or playing with them is so important for them to live a full life.
About: Hello my name is Jala C i am 20 years old. I have been working with aninals since i was 13 years old and i love animals so much. I am known to be a very reliable, hard working person my family and friends would say i am a sweet, intelligent, playful and active young lady and all pets are in Wonderful hands. I am currently unemployed and have a lot of time on my hands. I am available seven days a week all times of day and even holidays. In thos case i have a lot of time to play with your furry friend and get to know them more and more and connect woth them. IM SO EXCITED Unfortunately i do not have a fenced yard but we have a trail where me and you furry friend can go for walks and runs. Dog are allow to walk freely in the house and will have all the love and affection they need. Also i have a 6 year old sister who loves dogs to the fullest so your furry friwndend will have lots of love cant wait to meet them all
Loving pet sitters in your neighborhood
Search Results
Cassandra H.
“Cassie is amazing at what she does and she is very professional and warm. She took great care of our cat and our home. She was always punctual and always sent wonderful notes and pictures. We would happily choose her again to take care of our cat.”
Coretta S.Star Sitter
“Coretta has been coming to care for Sahara several times now and it’s always been a great experience. Sahara gets very upset when I have to leave on business trips, but Coretta always takes great care of her and I always come home to find Sahara in good shape.”
Molly G.Star Sitter
“Molly did drop-in visits for my cat Maizie while I was out of town and she was great! Maizie can be shy and anxious with new people and Molly was very patient with her. Molly was also willing to administer Maizie's daily oral medication (and to build the necessary trust with Maizie to do so), which was very important to me. I also appreciated how communicative Molly was and how quickly she responded to questions I had while I was away. I would definitely recommend Molly for cat-sitting/cat care!”
Patricia F.Star Sitter
“Patricia took good care of our cat in our week-longabsence. There was some slight miscommunication in dates, but Patricia was more than accommodating to ensure our cat got the number of visits required.”
Luwam Z.Star Sitter
“Thank you!!!”
Tamara J.Star Sitter
“Tamara has been a wonderful support to our family. She’s a quick learner, is patient and communicates well. Our team pups enjoy her and always look forward to their walks with her.”
Laurel M.Star Sitter
“Laurel has been great with our dog! Rufio was super happy and she was very prompt with visits, great to work with on scheduling, and very friendly! Plus got some super cute pics of the pup during her visits :)”
Samantha E.Star Sitter
“Samantha was timely, efficient, and took such good care of my kitty while I was away on vacation. Followed directions perfectly and left me with zero worries. She was friendly and kind and clearly loved spending time with my girl. Will absolutely book her again!”
Brianna J.Star Sitter
“Thank you for a great job!”
Carolina d.
“Caro is so good with Scooby. I know he loves it when you come. Thank you so much!!!”
Mia L.
“Mia has watched my two cats many times -- each time she has been SO caring and attentive. My cats are picky eaters, and she took extra care when making sure they were fed. She went above and beyond with playing with them and keeping them company while I was gone. She kept me up-to-date on anything that seemed out of the ordinary, but was very self-sufficient and kept contact low but quality high until I returned. I trust her so much with my cats!”
Malcomn F.Star Sitter
“Malcomn took such great care of my cat, Kashi. He was very communicative and sent updates and photos everyday which I thoroughly appreciated. Kashi and I are so grateful for Malcomn’s service!”
Peyton W.
“Peyton has made returning to the office so much less stressful. She is wonderful with my under-socialized dogs and has given me true peace of mind.”
Erik K.
“I am writing to highly recommend Erik for a position with Rover as a dog walker. Erik has a natural connection with animals that is truly special. Animals are naturally drawn to him, and he has a calm, confident presence that puts them at ease immediately. In our family, every dog we've had has chosen Erik as their favorite. He takes the time to understand each dog's unique personality and needs, whether it's giving them extra playtime, helping them feel safe during walks, or just sitting with them when they need comfort. Erik is responsible, kind, and attentive, ensuring pets are not only cared for but genuinely loved. I am confident Erik will be an asset to any family looking for someone they can trust with their pets, and I cannot recommend him highly enough for a position with Rover.”
Beverly B.Star Sitter
“Beverly did a fantastic job taking care of our cat! She was attentive with pictures and messages on each visit. She even double checked with us about the cat's food routine to be sure she was giving him enough. Lovely experience with a lovely person!!!”
Jennifer D.
“I’ve known Jennifer for nearly thirty years. She has always had pets since I’ve known her, and she has always been a loving caregiver to them. I would absolutely recommend her as a responsible caretaker for your pets.”
Keianna M.
About: I bring hands-on experience and genuine love for animals into every pet-sitting job. I have two dogs of my own (ages 7 and 4) whom I trained myself from puppyhood—including potty training by 6 months! I groom them myself regularly, take them on daily walks, and have experience administering medications for allergies, ear infections, preventative care, and post-procedure care. Whether your pet needs structured training support, gentle senior care, or just someone who truly understands their needs and routines, I'm here to offer reliable, compassionate service. Your pets will be treated like family—because that’s exactly how I treat my own. As a medical student who primarily studies from home, I have a very flexible and consistent schedule. Outside of 2-3 hours a day when I’m on campus, I’m home and fully available to care for pets. This allows me to give them plenty of attention, regular walks, playtime, and any needed care throughout the day. Having a structured but home-based routine makes it easy for me to prioritize your pet’s needs and keep them happy, healthy, and comfortable while you're away. Whether I’m caring for pets in my home or in a client’s, my approach is all about providing a safe, loving, and low-stress environment that mirrors their usual routine as closely as possible. In my home, pets have a calm, pet-friendly space where they can relax, play, and enjoy plenty of attention. I do daily walks, structured feeding times, and lots of one-on-one interaction. If I’m caring for pets in their own home, I make it a priority to maintain their normal schedule—walks, meals, playtime, and any special instructions—so they feel secure and comfortable in their familiar surroundings. I’m also experienced with medication administration and basic grooming, and I keep pet parents updated regularly with messages and photos so they can feel at ease while they’re away.
Jacky & Leo V.
“My cat literally melted in front of Jacky. Big pile of puddly goo. She's was absolutely great and responsive.”
Rebecca W.
“Rebecca loves dogs. We had a dog when she was growing up and absolutely loved Frankie. She is so caring and loving with her two dogs and would provide love and attention to any dog or animal for that matter. Being a dog walker or sitter would be perfect for her because they would get all the love and attention she gives her own dogs.”
Jala C.
About: Hello my name is Jala C i am 20 years old. I have been working with aninals since i was 13 years old and i love animals so much. I am known to be a very reliable, hard working person my family and friends would say i am a sweet, intelligent, playful and active young lady and all pets are in Wonderful hands. I am currently unemployed and have a lot of time on my hands. I am available seven days a week all times of day and even holidays. In thos case i have a lot of time to play with your furry friend and get to know them more and more and connect woth them. IM SO EXCITED Unfortunately i do not have a fenced yard but we have a trail where me and you furry friend can go for walks and runs. Dog are allow to walk freely in the house and will have all the love and affection they need. Also i have a 6 year old sister who loves dogs to the fullest so your furry friwndend will have lots of love cant wait to meet them all
Over 10 pet parents in Englewood have booked pet sitting
Englewood pet parents share their Rover experiences
Cassandra listens and is trustworthy. We spoke for awhile exchanging dog (pet watching) experiences and I knew I could trust her with my dogs and my home: Her visit consisted of having lockbox access to our house, access to the dogs and returning everything as requested.
I can't say enough wonderful things about Peyton as Sheba's pet sitter! Sheba absolutely adored having Peyton around, and it was clear that she enjoyed the company and time spent outside. Peyton went above and beyond to make sure Sheba was well taken care of, offering plenty of love, attention, and outdoor playtime. If you're looking for someone who is reliable, caring, and truly understands pit terriers, I highly recommend Peyton for anyone's pet sitting needs. She’s fantastic!
Leaving your pets and trusting a stranger in your house for a month is hard. Ms Katerina made it a pleasure. She was wonderful, taking the time to meet the dogs before the trip and co-ordinating with me on the logistics. She made me feel very comfortable before I left and was very diligent in her visits and care. The dogs seemed to love her and looked happy in the house in the pictures she sent everyday. I recommend her very highly. Thank you very much Katerina for taking care of my babies
Cecilia was wonderful! 10/10 would hire again & recommend to any friend. She was quick to communicate when needed, kind, and even took the extra step of asking if there was anything else she could do for our cats or our comfort while on her drop ins. Purrrrrfect service. Thank you, Cecilia!
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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 Englewood.
Rover makes it easy to find Englewood 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.
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