Personalized care for your dog or cat - Kenwood
Highly-rated overnight sitters - Kenwood
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Booking Jennifer for dog sitting was a fantastic decision. Her attentiveness to my dog gave me complete peace of mind, and her super quick responses to my messages were a huge plus. I'd absolutely choose her again for future sitting needs.”
“Ms Beverly is absolutely amazing, she sent pictures of my baby, which made me and my husband feel at ease. I will definitely be utilizing her service again. If Toodles could talk he was have said by Auntie Beverly ?”
“Dwight is amazing with Cooper. He'll be my go-to sitter whenever I need one! He sends great update texts and pics and seems to really care about the dogs he sits watches. He also has a sweet dog and cat himself.”
“Teddy is our 150lb Bullmastiff and EK and her family welcomed him like the rest of the tiny tots that are looked after daily. She is trustworthy and reliable. We hadn't been on a real vacation in 2yrs we had no issues or worries while gone.”
“Andrea was consistently communicative throughout my dog’s stay - I felt comfortable going out of town because she kept my dog safe and happy! Not only did Andrea accept my last minute boarding request but she made sure to clarify any questions to ensure that my dog was well taken care of. I would book her again!”
“Tamara was absolutely amazing!! She took such great care of Ollie. She was super attentive, patient, and thoughtful throughout his stay. I loved getting the daily photo updates; it really gave me peace of mind while I was away. She accepted my booking on very short notice, which I truly appreciated. I would highly recommend her to anyone looking for a caring and reliable sitter!”
“I cannot express enough how wonderful Ebonee is! Our fur baby stayed with her for two weeks while we were on vacation. She keep us updated with pictures and videos and treated him like her was her own. We look forward to using her again :)”
“Ashley is amazing and was able to take my girls on short notice! They love spending time with Ashley and her daughter Marina and I know they are super well cared for! 🐾💜”
“I have been going to Bola for quite some time now and she is very accommodating when it comes to my 90 pound Goldendoodle. I truly appreciate her flexibility and support in watching him from time to time as I navigate my first pregnancy,”
“She was an amazing choice and Bailey loved being with her and her doggo. If you want a safe sitter and one that will give all their love and attention to them, she is the one! I will most definitely be rebooking again.”
“I can’t say enough great things about Kamiah! She took such amazing care of my dog, Autumn, and made the whole experience stress free for both of us. Autumn absolutely loves her, and it was clear from the start that Kamiah treats her like family. She kept me updated throughout Autumn’s entire stay with plenty of pictures and videos, which gave me so much peace of mind. It was so reassuring to see how happy and comfortable Autumn was in her care. I highly recommend Kamiah to anyone looking for someone reliable, loving, and attentive to care for their fur babies. She’s truly the best!”
“Ann takes such good care of my dog and truly treats him like her own! She’s very flexible and gives great updates, really appreciate her good communication!”
“Ksenia did a wonderful job taking care of my pup Wilbur! She made sure he had plenty of fun and enrichment and gave me plenty of updates during his one week stay. Her pup Stella is so so sweet, and her and Wilbur were best friends. I can't recommend her enough!”
“Cassandra took great care of my dog Ace during his 4-day stay. I can tell he had a good time hanging out with her dog, Chewy. Cassandra was a pleasure to work with and I hope to use her services again for future boarding.”
“Timothy was a wonderful sitter ! He shared updates and photos regularly and gave my dog extra food because I didn’t pack enough. He was also very gracious to let me extend my booking on short notice due to travel delays. Highly recommend Timothy and hope we can book with him again !”
“Ania was great! Very professional, kind and reliable sitter. Simba had a wonderful stay with Ania! Lots of photo/video updates, I can see my dog was truly well taken care of! Will definitely book with her again in a future 💕”
“Daphnay was wonderful. I was really scared to leave my baby with a stranger and Daphnay put me at ease. I highly recommend her and will be using her again in the future.”
“Andre took amazing care of Howie during his stay!! Andre and his partner sent me updates and made me feel at ease while I was away! I will definitely recommend Andre to anyone!!”
“"Brandon has watched my dog, Cookie, three times now, and each time has been fantastic. He consistently provides excellent care, ensuring Cookie is happy and well-taken care of. I couldn't ask for a better dog sitter and highly recommend Brandon for his reliable and professional service!"”
About: I've been surrounded by animals my whole life, and I wouldn't have it any other way. At home in Colombia, my house was full of paws: four cats, a shepherd dog, and a beagle before that. I've also pet sat for friends' dogs, including a Yorkie and a Cocker Spaniel. I have a special patience for puppies: the training, the energy, the chaos; I genuinely love it. And since I'm not working right now, your pet gets my full attention, all day long. No rushing home after a shift, just 100% focused, loving care. I live in Hyde Park, right in front of Harold Washington Park, and just minutes from Jackson Park, so long walks and outdoor playtime are always on the menu! I considered studying veterinary but realized I simply can't stand seeing animals suffer, which tells you everything about how much I care. My goal is simple: to make your pet feel as loved as mine do back home. Since I'm currently not working, pet care fits perfectly and naturally into my entire day. I wake up late morning, which means lazy morning cuddles are always on the table, perfect for cats or calm dogs who love a slow start to the day. From there, my day is completely flexible and centered around the pet's routine, whether that's feeding, litter care, playtime at home, or heading out for a walk to Harold Washington Park or Jackson Park, both just minutes from my place. I'm also available for overnight stays, so pets never have to spend the night alone or anxious in an unfamiliar space. At my home in Hyde Park: My apartment is a calm and loving space, no other pets, so your furry friend gets all the attention. I'm home all day, which means no long lonely hours. For cats, I make sure to provide a comfortable, stress-free environment, respecting their need for space and routine. For dogs, living right in front of Harold Washington Park and minutes from Jackson Park means fresh air and walks are always just steps away. I also offer overnight stays, so pets can settle in and feel truly at home. At your home: I understand that many pets, especially cats, feel most comfortable in their own space. When visiting your home, I follow your pet's established routine as closely as possible, feeding schedules, litter care, favorite toys, nap spots. I don't just stop by quickly, I stay long enough for real playtime and genuine connection. In both cases: I treat every pet like my own. Growing up with cats, dogs, and everything in between taught me to read animal behavior, respect their boundaries, and give them the kind of love and patience they deserve. And since my own two cats are waiting for me back in Colombia, I know exactly what it feels like to trust someone with the animals you love most. 🐾❤️
Over 4.1 million dogs curled up for a sleepover in a sitter's home on Rover1
Cat caregivers near you - Kenwood
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Kayleigh was very kind and was amazing with our cat! Our cat has accidents sometimes, but she was able to clean them while we were away. We appreciated her playing with our cat and making sure that she was well taken care of! Thank you!!!”
“Qutress was great with our shy cat, who even let Qutress pet her which is quite rare for newcomers! She was very communicative and gave us wonderful updates every day. Highly recommend!”
“Evan did a wonderful job watching our cat for a long weekend. He was communicative and responsive, which made us feel comfortable and confident that our cat was in great hands.”
“Victoria was a great with our kitty! She was caring and great with communication and sending updates. She is very responsible and I will definitely book her again!”
“Christina took amazing care of our cats when we went out of town. She was consistently punctual, reliable, and went above and beyond when we need it came to cleanliness. She administered medication to our older cat and spent extra time playing with our younger cat. She even picked up our packages. Leaving your pets with Christina means leaving them in the best hands.”
“Tamara took great care of my cat while I was out of town! She was very responsive and transparent, keeping me updated throughout the booking. She was also really flexible & understanding when an issue came up with my keys - l couldn't have asked for a better sitter”
“Haley was wonderful! Super patient with my cat and sent thorough updates on how he was doing. She asked lots of questions during the meet-n-greet to ensure she took the best care of him. Would highly recommend.”
“Erin was a great help for us on short notice. She was promptly communicative, reliably on time, followed instructions perfectly, and most importantly treated my bunny with care and affection. Thank you Erin!”
About: As a big sister and true animal lover, I have delighted in taking responsibility and caring for the children and fur-babies of family, friends, and neighbors for most of my life. My experience with cats is extensive, including: extended periods of 24/7 care for varying ages and needs; following veterinary instructions for administering medications; and providing proper everyday care such as feeding and basic grooming, and of course plenty of play-time and snuggles!
About: I have two years of experience volunteering at cat shelters, have always had cats in my life since childhood, raised a kitten, and absolutely love any opportunity to experience the perfect weirdness of another cat. I’ve scooped my fair share of litter boxes, de-matted long-haired cats, and even taught my own pet cat to spin on command. Very much willing and able to care for kitties of all ages.
“Sally was fantastic. She stepped in to cat sit at the last minute, and went above and beyond to make our shy kitty feel comfortable, and leave our house better than she found it. Sally was friendly and communicative, and I’ll definitely reach out for any future pet sitting needs.”
About: I've had a cat myself for 13 years, been a sitter for my neighbor's cat for the past year, and volunteered at Off The Rocks Cat Rescue Shelter for 4 years when I was in college :) Thus, I have extensive experience following detailed instructions to care for cats with the utmost care and responsibility. My cat is also diabetic and I do insulin injections for him, so I am prepared for any special accommodations in caring for your cats!
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Perfect for high energy dogs - Kenwood
Prices are estimates per day. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Ashley was absolutely amazing! She went above and beyond to make sure that my dog was comfortable with his stay at her house while I worked. She was very communicative, made sure to have full understanding of his care, and gave him lots of love! From the moment I dropped him off, I can tell she really cares about the pets she and her daughter care for, when I picked Echo up at the end of the day, he was so sad to leave! I’ll definitely be booking with Ashley again! :)”
“My dog loves Tamara! I’ve been using her for over a year and only trust her to watch my dog who has bad anxiety and is skiddish with most people. When I drop her off, she doesn’t even know I’m there anymore. That makes me happy since my baby has anxiety bad. Definitely recommend her. She’s very caring and accommodating!”
“Bola came through for me last minute and took great care of Bea!! She sent me picture updates and communicated well throughout the day. Will definitely be booking again with her.”
“Divya is the GOAT. From beginning (before drop off) to end (after pick up) she was attentive to not only my dog’s well-being and happiness, but also my questions. She was very responsive and had top tier communication with me throughout the day. She even sent pictures of my dog and gave updates on how she was doing. I’d strongly recommend her if you are looking for someone to care for your pet, and I’ll definitely be rebooking :)”
“E did absolutely amazing when it came to our dog (Jackson) being comfortable, fed and of course loved! She did an absolutely amazing job keeping in touch with us as well. if we are ever back in the neighborhood, we will definitely be getting a hold of E to take care of our puppy!!!”
“Truly Dwight is a great dog person we absolutely love him he takes great care of our puppy he makes sure he is taking great care of and when we check on our puppy he rest assures us he is good he is definitely the person to have watch your puppy’s we love him”
“Gabriel was an excellent dog sitter for Walnut. He was attentive, patient, and very professional throughout the entire experience. He communicated clearly, provided updates, and always confirmed details, which gave me great peace of mind. Walnut seemed very happy and comfortable with him, and it was clear he genuinely enjoyed spending time with Gabriel. I truly felt that Walnut was in good hands. I would definitely recommend Gabriel and would love for him to continue sitting for us in the future.”
About: ✦Now Accepting bookings for Labor Day Weekend• South Loop/Downtown Providing calm, personalized care for every pet: Whether it’s in your home or mine, I provide calm, flexible, one-on-one care tailored to each pet’s personality and comfort level. From cozy boarding stays to in-home visits and overnight house sitting, your pets will always be treated with warmth and respect. 📍 Serving Chicago and surrounding suburbs - including Downtown, South Loop, West Loop, Bridgeport, Pilsen, Chinatown, Hyde Park, Lincoln Park, and beyond. Flexible travel options available, with customized arrangements for extended distances. 🐾 My Journey with Purrfect Pet Sit 🐾 Since 2019, I’ve provided trusted, professional pet care for busy Chicago professionals and families. With over six years of experience and many ⭐⭐⭐⭐⭐ reviews, I specialize in creating a stress-free, high-quality experience for both pets and owners. I specialize in cat sitting, small and medium breed, and senior pet care, with experience in administering oral and topical medications. I’m also open to caring for large dogs after a Meet & Greet, to ensure a good fit between each other. 🤝Meet & Greet Policy Meet & Greet is required for all new clients before confirming a booking. This step allows us to review care details, daily routines, home logistics, key access if needed, and overall fit in person, including how your pet and I interact. Scheduling details will be discussed during the inquiry process. 📸💬 Daily Photo & Text Updates You’ll receive regular photo and text updates, so you can travel or work with peace of mind knowing your furry family is happy and safe at my care. I can’t wait to meet your pets and make their time truly Purrfect! 🐾💛 🌞 Schedule & Availability I work full-time with a hybrid schedule in eCommerce, with some days onsite in the western suburb Lombard and others working from home in the city. Because I regularly commute and am comfortable with travel, I’m open to overnight house sittings and extended stays beyond my immediate area when everything is a good fit. 🐾 Drop-in visits: Available early mornings before work and/or evenings after work, depending on location and care needs. Exact visit times cannot be guaranteed, but I always aim to stay within a reasonable time window and will communicate updates as needed. Flexibility is required in terms of visit time. 🏠 House sittings: My standard rate covers overnight care from evenings through mornings and includes standard morning and evening potty walks, plus a final potty break before bedtime. Daytime hours, extended exercise walks, and constant care are not included in the base rate and may require additional fees depending on care needs and scheduling. 🚗Pick-up / Drop-off: Available upon request for repeat clients or when schedules align with my Lombard–Chicago commute route. 🐕 Boarding & daycare: Limited spots available - please message to confirm availability. 🏡 Home Environment & Safety Calm, cozy home with fenced yard and pet - friendly setup - a safe, peaceful space for every guest to relax, play, and rest comfortably during their stay.
“I can not say enough about Ebonee! She is totally amazing! She took such good care of Milo and sent pictures and videos of his stay with her. She is responsive and accommodating! I'm am more than pleased with her level of care.”
“Anni is so amazing!! She watches our puppy when my boyfriend is traveling and I have to be in office and she sends so many updates and our puppy Sally loves seeing her every time.”
“Timothy is our puppy’s favorite sitter (and ours too!). It’s clear he really understands and empathizes with dogs of all ages and sizes. We’ve had multiple stays at Timothy’s place, and every time our dog comes home happy, well-cared for and occasionally having made new dog friends! We especially appreciate the way he handles our rambunctious labrador puppy- calm, kind, and confident. It’s such a relief knowing she’s in good hands. We’re grateful to have found him, highly recommend!”
About: I love puppies and letting them get socialized! I have a 5 month old puppy myself and choosing me to watch your baby would be an honor! I work from home so your pup will never be alone! I work from home all day! My puppy goes with me almost everywhere and I frequently take walks so your puppy would be in great hands I have a fenced yard as well as a big open play pen for my puppy and plenty of toys for your pup to play with!
About: Looking for a dog sitter with a passion for pups and years of experience? I’ve not only been a dog mom for 14 years, but recently assisting in training the now 6 month old puppy that’s in my parent’s care. I’m the #1 dog sitter amongst my network, not only because I work from home and have availability, but because I also include their fur babies in my dog’s activities as well i.e. dog park dates, dog birthday parties, and doggie brunch! I’m a full- time remote employee with a very relaxed work schedule. Your pet will be spending the majority of their time in my care. I have a fenced front yard and a patio along with one 22lbs dog that will keep your pet company. I also have a lot of space to allow the dog to move around as they would like.
About: With over two decades of dedicated experience in pet care, I have nurtured and cherished dogs of all ages, from playful puppies to wise elderly companions. My profound joy in this journey stems from the deep connections formed with these furry friends. Having worked with a diverse array of breeds, I've honed my understanding of their unique needs and temperaments. In addition, my expertise extends to puppy training, where patience and consistency are key. Caring for dogs isn't just a passion; it's a lifelong commitment that brings immense fulfillment. I work a full time remote schedule. I am at home Mondays and Fridays. Im off on the weekends. So I have plenty of time to play and go on walks! Your pets can sleep in the room with me on their beds or wherever makes them most comfortable. I have a baby gate or I can also crate your baby if that is what you prefer.
About: I have experience caring for pets and understand the importance of providing them with patience, attention, and a safe environment. My responsibilities have included feeding pets according to their schedules, providing fresh water, taking dogs for walks, cleaning up after them, and giving them plenty of exercise and companionship. I am comfortable following specific care instructions and paying close attention to each pet’s individual needs and behavior. I am dependable, responsible, and genuinely enjoy spending time with animals. After spending 33 years working in corporate America, I am excited to begin a new chapter in life—one centered around spending more time with animals and providing them with loving, dependable care. I developed a strong sense of responsibility, reliability, patience, and attention to detail. I understands the importance of being trustworthy and following through on commitments, qualities that are just as important when caring for someone’s beloved pets. Now retired, I have the time and flexibility to give pets the attention, companionship, exercise, and care they deserve. I enjoy getting to know each pet’s unique personality and creating a safe, comfortable environment where they can feel happy and relaxed. For me, pet care is more than simply a responsibility—it’s an opportunity to enjoy the companionship of animals while giving their owners peace of mind that their pets are in caring and capable hands. Your pet’s safety, comfort, and happiness are my top priorities. My loft provides a clean, comfortable, and welcoming environment where pets can relax and feel at home. When your pet stays with me, you can feel confident knowing they’re receiving attentive, loving care in a safe home away from home. My goal is simple: for you to have peace of mind and for your pet to feel loved, secure, and comfortable.
About: I genuinely enjoy being around animals and caring for them. I’ve worked with both young and older pets, and I’m patient, attentive, and make sure they feel safe and comfortable. I stick to their routine and give them the care and attention they need. I also keep owners updated so you always know your pet is in good hands. I’m currently work weekends only, so I will be available throughout the week to care for pets. My schedule is flexible and open, to accommodate your needs. I care for pets by keeping them on their normal routine so they feel comfortable and stress-free. In my home or a client’s home, I make sure they’re fed on time, have fresh water, get walks or playtime, and have a clean, safe space to relax. I pay attention to their behavior and adjust to their needs—whether they’re energetic or more calm. I also respect the client’s home, follow all instructions, and send updates so you always know your pet is safe and doing well.
“Pamela is the sweetest and Charlie simply LOVES her. I'm so grateful that she cares for him so lovingly and truly enjoys him. She sends sweet updates that warm my heart. Why leave him alone when he can be so well cared for! I'll book with her again and again!!”
About: Hi! I’m Quirtina, a lifelong dog lover and dog mom to Biggie, my sweet 5-year-old Cockapoo. I grew up with two dogs, and Biggie is my second personal dog, so I know how much trust it takes to leave your pup in someone else’s care. I also regularly dog sit for friends, and I always aim to make pets feel safe, comfortable, and loved. I’m active and love long walks around Hyde Park, so I’m happy to help with exercise, playtime, cuddles, and keeping your dog’s routine consistent. I have experience with puppies, senior dogs, and administering medications. I’ll pay close attention to your instructions and your dog’s personality, and I’m always glad to send updates and photos for peace of mind. I’m a full time MBA student, so I have plenty of time to care for your pup! I am home most of the time during the day and evening. I live in a secured gated home, with a gated area for quick bathroom breaks outside of regular walks. Your pup will be in safe hands!
About: I have taken care of dogs my entire life , I was a baby who grew up with a Irish Setter. and so my life's journey has been traveled with My best buddies . My family and my pets. Their love and kindness cannot be measured and they deserve the very best of care. I pride myself on training tips and methods i have used on puppies to older dogs i’ve taught behavior adjustments. I believe a healthy fit pup is a happy one . I was also involved in a program we called visiting buddies , taking puppies to spend time with senior citizens and pre school students. throughly enjoyed by everyone involved. I am currently working part time and my schedule is flexible, I work in events. my availability is after 12 for walking and boarding generally but with enough notice I can work some morning hours. I have a large fenced yard as well as a dog run on the side of our home. I have a very friendly furry baby who will give your pup hours of entertainment. I you. would prefer. your pup was crated I. have a very large kennel indoors as well as outside. My home has tons of space .
More than 1.6 million pets enjoyed cuddles and care from sitters on Rover1
Adventure-ready dog walkers - Kenwood
Prices are estimates per walk. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Twix loves her so much! He knows her car at this point and is jumping for us to let him go with his friend. She is so amazing withy doodle who isn’t the easiest to walk cause he is a puller and she does perfect with him. I have also used her for boarding and day care and I know when he is with her he is so happy and well taken care of ♥️”
“Artiss has walked my pup multiple times, and he has always been happy to see her! She has done a great job managing his high energy level, sent wonderful photo updates, and always made sure he went to the bathroom.”
“Victoria did a wonderful job with our Australian Shepherd, Auggie. She follows directions well and has a great demeanor. Auggie and I look forward to working with her in the future!”
“She was great with my dogs who are shy at first. She gave me some great feedback and tips for walking my dogs and even came out in awful weather. Highly recommend!”
About: I’ve loved animals since I was a kid. My many years of pet ownership has trained me for this opportunity. My Chewy is both happy and healthy. I’m recently retired. My daily schedule is built around the needs of my boy, Chewy. He’s walked at minimum three (3) times a day; my friends and family know the routine. I have a secure deck to allow fresh air and free movement with guaranteed security. I have a crate if needed, but think all dogs should have free movement daily.
“Levi (Elizabeth) is an incredible sitter with my grumpy old dog! He’s a very difficult boy to work with and barks and barks at her, yet she is patient, kind, and gentle with him, meeting him on his terms. Highly, highly recommend!!”
About: I grew up taking care of family pets and have also loved sitting for friends and family over the years. I joined Rover in 2022 while in grad school because I missed having animals around and have been caring for dogs and cats since. Now I work from home and have lots of flexibility in my schedule for care! . What sets me apart? Your pet’s experience: a safe, calm, and of course, fun time. I’ll take the time to learn their quirks, shower them with plenty of love, and make them as comfortable as possible while their human is gone. I don’t have any pets and only take on one Rover client at a time so I can give your pet(s) the dedicated, individualized care they deserve. I also work from home and have lots of flexibility in my schedule. This means less stress, sticking more closely to the routine they’re used to, and no fighting for attention! . Your experience: I know how important it is to have a trustworthy sitter or walker while you’re away for peace of mind and I pride myself on being responsible, detail-oriented, and communicative. For every booking, I send plenty of photos of your pet living their best life and discuss your communication preferences ahead of time so we can be on the same page. I have a lot of flexibility in my daily schedule so I'm very happy to work with you to accommodate your needs or adjust if things change. For boarding, I live with my boyfriend in a spacious condo in Hyde Park, so there's plenty of room for your pet to play, get their zoomies out, or find a spot for some alone time. Although I'm the primary caregiver, he is also always up for a belly scratch or round of tug of war, so I consider him a nice bonus for your pet :) We live on a quiet one-way street on the top floor so there is minimal street noise and overstimulation. For house sitting, I know that your pets may be happiest in their own space, and I'm comfortable working in different environments to make sure they are safe and comfy! I will always be respectful of your space and communicative if any issues come up.
About: I’ve taken care of my own dog and cat for 7 years and before then was the go to sitter for all my friends with pets! I’m also a PhD student in psychology working in animal behaviors. Since young, I understand animals and respect them: how we treat them influences their behaviors. I’ve got the heart and the training to give your babies the best care they deserve when you are away! My schedule is flexible as long as we communicate in advance. Mornings work the best at the moment but let me know what you need I’ll try to make it work :) I have a comfy apartment with one dog and one cat. They’ll keep your baby company if you board with us. I’m skilled in introducing new animals to each other, I try to adjust to each animals temperaments. On other visits I try to get to your babies first as well, and of course your tips are always appreciated as you know them the best!
About: I have experience caring for both energetic dogs who need structure and movement, as well as more sensitive pets who benefit from patience, gentle routines, and clear communication. I’m organized, responsive, and great at managing schedules—skills I use every day in my professional work and bring directly into pet care. I pay attention to details, follow instructions carefully, and make sure owners feel fully informed while they’re away. I’m a reliable and attentive weekend pet sitter based in Boston, and I take pride in creating a calm, safe, and caring environment for every animal I look after. I work a full-time remote job during the week, but on weekends I’m fully dedicated to pet care—whether that means long walks, dedicated playtime, or simply keeping your pet company and relaxed at home. As someone who values consistency and trust, I make sure every pet gets thoughtful, individualized attention. Whether your pet needs slow, steady walks, a playful activities, or lots of affection, I’m here to help your weekend feel stress-free. If you’re looking for a sitter who is responsible, communicative, and truly loves spending her weekends with animals, I’d love to support you and your pet!
“Manuela did a great job! My dog Ella really enjoyed walking with her. Manuela is punctual, reliable. My dog doesn't trust people easily but with Manuela, it was easy. Amazing! Thank you so much. ?”
About: I’ve always been the go-to among family and friends to watch their animals when they are gone for trips or vacations or need extra help. I’m an avid walker in general, and a walk is always better with a pet! I’ve volunteered for two years at animal shelters, trained and raised a puppy, and have experience caring for pets young and old. I’m currently a writer, remote copy-editor, and substitute teacher with an incredibly flexible schedule at the moment. I can watch, walk, and care for dogs and cats pretty much 24/7 at the moment. The only thing I cannot do is host animals in my home due to my apartment’s lease. Every pet is different and every pet owner cares for their pet differently. Let me know all your animals quirks and needs and I’ll meet them happily! I’d love to walk your dog around the park or neighborhood, give them them their special treats, respect your cat’s weird boundaries and quirks, etc, etc. :)
“Consistent, punctual, communicative, and generous. She shows up everyday in a timely manner, cares for my dog, and even gives complementary baths and cleaning if she makes a mess. HIGHLY RECOMMENDED 🤗 she offers a good range of services as well!!”
About: I’m a lifelong animal lover with years of experience caring for dogs of all sizes, ages, and personalities. Before joining Rover, I regularly used Wag to walk and care for dogs, so I’m familiar with working with different breeds, temperaments, routines, and owner preferences. I’m new to Rover, but not new to dog walking or pet care. I’ve also cared for dogs in my own home and helped friends and family with their pets. I’m comfortable with energetic dogs, senior dogs, shy dogs, and dogs who need a little extra patience and attention. I enjoy long walks, exploring new neighborhoods, and making sure every dog gets the exercise, enrichment, and care they need. I live on Chicago's Far South Side, but most of my clients are in neighborhoods farther north, including Lincoln Park, Fulton Market, and nearby areas. I’m happy to travel for scheduled walks and drop-in visits, so I’m a good fit if you’re looking for a reliable walker or sitter who is willing to come to you. I’m happy to accommodate each dog’s routine, including feeding schedules, medications, special instructions, and plenty of updates while you’re away. Whether your dog needs a quick potty break, a long walk, or a reliable sitter, I’ll treat them like one of my own. Pet care is already a regular part of my daily routine through caring for my own dogs. I’m used to incorporating walks, feeding, play, training, and general care into my day and paying close attention to each dog’s individual needs. I currently work part-time, and I enjoy being active and spending time with animals. I have a fenced-in yard and two friendly dogs of my own, so I’m very comfortable managing dogs with different personalities, energy levels, and routines. When caring for pets in my home, I prioritize safety and make sure all dogs are comfortable with one another. In clients’ homes, I follow their routines and instructions closely and focus on keeping their pets safe, comfortable, and well cared for.
About: I am a CPR certified pet sitter who loves animals and loves to care for things. I have no pets of my own because I travel often for my full-time job . However. , I look forward to building a trust worthy, healthy relationship with you and your animal family. I currently work from home full-time so I have flexible hours. I do travel often for work so the further out I know for overnight days is the better. I also am available to walk dogs daily. I live alone and a very nice neighborhood full of lots of trees and families. I keep a very neat and nice home free of anything that could harm animals.
About: I’ve grown up with animals all my life and my house was always noisy. However, now that I’ve moved away from home I’ve been missing the little guys. Im going into a my Masters program at UChicago! I’m also a barista at Starbucks! I usually work in the early morning so my afternoons are pretty open! I have the upmost respect for others property and place. I would love to board animals at my apartment if you are comfortable with it! However, I will come second to only you in loving your animal.
About: I’ve taken care of multiple dogs of varying ages and have always enjoyed it immensely. I no longer have a dog of my own but I would love to make friends with yours. I am working 3 days per week (not a set schedule) and have enough time to spend with some lovely dogs. My schedule changes week to week but I am quite flexible and hopeful we can find a good agreement for dog sitting/walking. My apartment is clean and spacious and perfect for a small/medium dog to stay at and play. I do not own a crate but also would prefer if your dog is properly trained and can tolerate being in open space.
Over 980,000 dogs traded couch time for play time with Doggy Day Care on Rover1
Large dog specialists near you - Kenwood
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Booking Jennifer for dog sitting was a fantastic decision. Her attentiveness to my dog gave me complete peace of mind, and her super quick responses to my messages were a huge plus. I'd absolutely choose her again for future sitting needs.”
“Ms Beverly is absolutely amazing, she sent pictures of my baby, which made me and my husband feel at ease. I will definitely be utilizing her service again. If Toodles could talk he was have said by Auntie Beverly ?”
“Teddy is our 150lb Bullmastiff and EK and her family welcomed him like the rest of the tiny tots that are looked after daily. She is trustworthy and reliable. We hadn't been on a real vacation in 2yrs we had no issues or worries while gone.”
“Tamara was absolutely amazing!! She took such great care of Ollie. She was super attentive, patient, and thoughtful throughout his stay. I loved getting the daily photo updates; it really gave me peace of mind while I was away. She accepted my booking on very short notice, which I truly appreciated. I would highly recommend her to anyone looking for a caring and reliable sitter!”
“If you want complete peace of mind, book Twanna W. immediately! She recently cared for my senior golden retriever pit mix, H'Raka, for four days and treated him like royalty. She made sure he got plenty of exercise, kept me updated with photos and videos, and followed through with my request and bought him his own bed to make sure he was comfortable. H'Raka loved romping with her two boys and came home incredibly happy. Twanna’s generosity and attentiveness are unmatched. I am so grateful for her and will definitely use her services again!”
“Ashley is amazing and was able to take my girls on short notice! They love spending time with Ashley and her daughter Marina and I know they are super well cared for! 🐾💜”
“Fred was absolutely wonderful to coordinate with, super responsive! And he sent daily updates and pics of our sweet boy. Dante was the right amount of excited to see us, and I think he definitely enjoyed his time with Fred. Thank you so much!!!!”
“I have been going to Bola for quite some time now and she is very accommodating when it comes to my 90 pound Goldendoodle. I truly appreciate her flexibility and support in watching him from time to time as I navigate my first pregnancy,”
“She was an amazing choice and Bailey loved being with her and her doggo. If you want a safe sitter and one that will give all their love and attention to them, she is the one! I will most definitely be rebooking again.”
“Tonisha is very kind, flexible, responsive. I missed my drop off window and she was very gracious. She shared daily photos and asked about Langston’s behaviors to ensure he was safe i.e.going on walks, etc. If possible, we hope to work with her again.”
“Timothy was a wonderful sitter ! He shared updates and photos regularly and gave my dog extra food because I didn’t pack enough. He was also very gracious to let me extend my booking on short notice due to travel delays. Highly recommend Timothy and hope we can book with him again !”
“Ania was great! Very professional, kind and reliable sitter. Simba had a wonderful stay with Ania! Lots of photo/video updates, I can see my dog was truly well taken care of! Will definitely book with her again in a future 💕”
“Amazing sitter for our dog! This was our first time leaving her for so many days not with family. Christina was great about sending updates and took wonderful care of Gobi. Will absolutely book with her again!!”
“Great Care! Manuel was professional and caring. He communicated throughout the day, sending updates and pictures. He went above and beyond caring for Levi. She was extremely happy and tired when I picked he up. I would highly recommend Manuel to take care of your Furbaby!”
“"Brandon has watched my dog, Cookie, three times now, and each time has been fantastic. He consistently provides excellent care, ensuring Cookie is happy and well-taken care of. I couldn't ask for a better dog sitter and highly recommend Brandon for his reliable and professional service!"”
“Anni did an amazing job taking care of our fur babies! She was responsive, asked questions, and kept us updated while we were away on our vacation. It was a first time boarding our pets and Anni did a great job easing any concerns we had. Our pets were at ease with her and felt very at home in her space. Would definitely recommend!”
About: I've been surrounded by animals my whole life, and I wouldn't have it any other way. At home in Colombia, my house was full of paws: four cats, a shepherd dog, and a beagle before that. I've also pet sat for friends' dogs, including a Yorkie and a Cocker Spaniel. I have a special patience for puppies: the training, the energy, the chaos; I genuinely love it. And since I'm not working right now, your pet gets my full attention, all day long. No rushing home after a shift, just 100% focused, loving care. I live in Hyde Park, right in front of Harold Washington Park, and just minutes from Jackson Park, so long walks and outdoor playtime are always on the menu! I considered studying veterinary but realized I simply can't stand seeing animals suffer, which tells you everything about how much I care. My goal is simple: to make your pet feel as loved as mine do back home. Since I'm currently not working, pet care fits perfectly and naturally into my entire day. I wake up late morning, which means lazy morning cuddles are always on the table, perfect for cats or calm dogs who love a slow start to the day. From there, my day is completely flexible and centered around the pet's routine, whether that's feeding, litter care, playtime at home, or heading out for a walk to Harold Washington Park or Jackson Park, both just minutes from my place. I'm also available for overnight stays, so pets never have to spend the night alone or anxious in an unfamiliar space. At my home in Hyde Park: My apartment is a calm and loving space, no other pets, so your furry friend gets all the attention. I'm home all day, which means no long lonely hours. For cats, I make sure to provide a comfortable, stress-free environment, respecting their need for space and routine. For dogs, living right in front of Harold Washington Park and minutes from Jackson Park means fresh air and walks are always just steps away. I also offer overnight stays, so pets can settle in and feel truly at home. At your home: I understand that many pets, especially cats, feel most comfortable in their own space. When visiting your home, I follow your pet's established routine as closely as possible, feeding schedules, litter care, favorite toys, nap spots. I don't just stop by quickly, I stay long enough for real playtime and genuine connection. In both cases: I treat every pet like my own. Growing up with cats, dogs, and everything in between taught me to read animal behavior, respect their boundaries, and give them the kind of love and patience they deserve. And since my own two cats are waiting for me back in Colombia, I know exactly what it feels like to trust someone with the animals you love most. 🐾❤️
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1Global data from Rover (November 2025)