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.
“Kamiah and Casius were great sitters for Bailey. For me, it was a very last minute booking and Kamiah was incredibly accommodating to make it work. She was also very quick to contact us on the first day when Bailey wasn't eating (but everything was fine, as this is how Bailey always is at a new place), and Bailey looked very happy in the photos and videos we got each day. Also, Kamiah's pick-up and drop-off were prompt and efficient. I definitely plan to use them again!”
“Thankful. Very positive and seamless experience. My sitter cancelled last minute and I reached out to E K. And within minutes we set up an appointment to meet my pup. After, she gave me a set of instructions for the morning and everything went smoothly. As a firefighter, family is everything to me and Pongo is my comfort dog. To know he was taken care of through out the day made my stressful shift easier to navigate. I strongly recommend E K. To anyone. Large home. Back yard. And positive vibes. Thank you again.”
“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.”
“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.”
“Ann did an excellent job dogsitting. She communicates effectively and thoroughly. She sent updates and pictures. Drop-off and pick-up was smooth. Classy was so happy after his visit. Thank you, Ann.”
“Ebony was amazing with Jessica. She made sure we got updates with her and videos. Jessica really loved her and her family. I will definitely be booking future dates with her from now on. Thank you Ebonee for being so gentle and kind to our lovely Jessica.”
“Ashley was great! She sent lots of updates and helped reassure me that my little girl was in good hands. She was very considerate and only accepted additional bookings for dogs that she thought would get along well with my pup. Overall, I was very impressed with Ashley and would highly recommend!”
“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 💕”
About: Hi, I'm Danny! I work part-time as a dog handler at a local daycare and have 10 years of experience caring for animals professionally through dog walking and pet sitting services. As a lifelong dog owner, I understand that pets are our family and I'm intentional about providing them with the genuine love and care they deserve. I provide reliable daily walks, drop-in visits, in-home pet sitting, and boarding tailored to your pet's unique personality and routine. Managing dogs and cats of all temperaments daily has taught me exactly how to keep your pet safe, happy, and well cared for. I am fully insured and First Aid/CPR certified, and I promise to treat your pet like one of my own! I'm currently working part-time while studying on my own schedule. I'm very flexible for dog walks, pet sitting, and drop-in visits most days of the week. I care for every pet based on their individual needs, personality, and routine. On walks, I focus on enjoying safe, fun exercise and giving them plenty of time to sniff and explore. For drop-ins and in-home sitting, I follow your instructions closely and make sure your pet has fresh food and water, exercise, playtime, cuddles (if they want them), and a clean, comfortable space. I’ll also send daily photos and report cards so that you have peace of mind while you’re away.
About: I’ve had dogs for over 25 years - from puppyhood through their senior days. My last dog passed away late last year, and now we’re looking forward to taking care of other people’s dogs! My wife and are retired and on the days we accept reservations will have plenty of time to take your dog on long walks and play! We have a single-floor apartment in the South Loop, We can accommodate a crate if your dog uses one. We will always follow your guidance on how much or little your dog prefers to interact with other dogs and people.
“Dwight was an amazing host! He looked after our little buddy during a weeklong vacation, and gave him so much love and attention! We received updates and great photos during our trip, and Dwight was very flexible regarding pickup/drop off times. Will definitely book with him again in the future!”
“Ksenia took fantastic care of our dog Alfie! She was super attentive to him and sent us lots of updates during his stay. He also got along really well with her pup! Would definitely board Ksenia 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 !”
“Niamh was the sweetest with my pup! I last minute needed to bring him on a work trip to Chicago and she instantly put me at ease, knowing we wouldn't be able to do a meet n greet beforehand. From the video call, to dropping him off, Niamh was very communicative and provided updates throughout the day. Highly recommend her if you are in the Chicago area or traveling with your pet and need someone reliable to watch them!”
“Nemo took to Kathleen right away. She kept him busy with walking and playing with her children. She is a dog lover! He is as in good hands. Sent several pics too. Would definitely ask her to sit again.”
About: I have 4 years of experience caring for dogs and absolutely love animals. I’m comfortable with puppies, small dogs, feeding schedules, walks, playtime, crate routines, and puppy-pad care. I understand how important it is to have someone you can trust with your pet, so I’ll treat your fur baby with the same love, patience, and attention I give my own. I’m also happy to provide regular pictures and updates so you can feel comfortable while you’re away. I have a flexible schedule that allows me to provide attentive and reliable pet care. I’m available throughout the week and on weekends and can accommodate walks, drop-ins, and overnight care depending on your pet’s needs. Your pet’s safety and comfort are my priority. I provide a clean, comfortable environment with plenty of attention, playtime, and supervision. I follow each pet parent’s feeding, walking, and care instructions closely and provide updates while your pet is in my care.
“Kyla was incredible!! From the initial contact to pickup, she was friendly and professional. She took the time to know my dog’s needs and preferences. She sent me regular updates and photos of my pup, which put me at ease while I was away! I highly recommend Kyla for a trustworthy and caring place for their dog. I’ll definitely be booking again!”
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 is a wonderful catsitter. I felt informed about how my cat was doing for the entire two weeks that she watched him. She followed my instructions perfectly and was very attentive to him. I’d definitely rebook with Kayleigh if I need catsitting in the future!”
“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.”
“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!”
“Coretta is awesome!! She dropped in on my fur babies twice a day while I was away. She sent a detailed summary and photos after each visit. She followed all instructions regarding their feeding and medication, as well as instructions regarding opening/closing the blinds and activating the echo dot each day to give them some background noise. I can be a little overprotective of my kitties, but I was able to enjoy my trip because I felt confident that she was taking care of them!!”
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!
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!
“This is my second time booking a stay with Sally, and I really can’t say enough wonderful things about her. I left her with two (somewhat shy) kittens for two weeks, and they must have remembered her from her first visit because it didn’t take very long for them to warm up and soak up all the love. I haven’t seen them as affectionate with anyone so far as they were with her. She’s so incredibly sweet to them I didn’t have a single worry being away for such an extended period of time. Her pictures also made me rest assured that they were having a blast. I came home to the happiest little guys and I can’t thank Sally enough. I would recommend booking with her in a heartbeat.”
About: With 10 years of cat care experience, I understand that every cat has their own personality, routine, and comfort level. I’m comfortable administering medications, keeping litter boxes and feeding areas thoroughly clean, and making sure cats receive plenty of attention, patience, and affection. I take pride in providing reliable, attentive care so your cat feels safe, comfortable, and loved while you’re away.
“As of now I have an aging cat which presents considerable challenges. Tamara was able to provide good care for her as I was away. She has visited my place many times throughout the year and I highly recommend her for all pet care needs. -William”
“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!”
“Kiera took great care of our cat and our home. She was communicative and developed a great bond with our cat, helping us to have a stress-free vacation. She left our home in good, clean condition after an 8-day home stay.”
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A perfect match for every pet
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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.
“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.”
“From the moment Teddy entered E. K's home it was like I didn't exist. Kind of like dropping off your kids at preschool and they don't say goodbye. Teddy had a great day with the other dogs especially Allie and will definitely be back.”
“I was looking for daycare for my dog and am happy to have found Tamara! She’s great with communication and has been flexible which has been very helpful. And my dogs tail is always wagging when we walk up.”
“Having Tamya provide day care for our Weimaraner MacKenzie was the best decision! We traveled from the DC area to Chicago to visit the new Obama Presidential Library and Center and wanted to ensure she would be in good hands for the several hours we were away. Tamya made planning for MacKenzie very easy and I was impressed with the advanced questionnaire provided so that they could match the needs for her. They got along superbly. Thank you Tamya for caring for our little girl!”
“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.”
About: ✦Now Accepting bookings for Thanksgiving• South Loop/Downtown• Bridgeport 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.
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!
“Cori was Everything you could want in a dog sitter. I truly felt like she was excited to see my dog and take care of him as though he was her own. I got prompt and regular updates, and she was friendly and flexible, and puppy came back happy! She even gave him a toy as a gift because she said he liked it so much.”
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.
“Ashley and her daughter Marina are incredibly conscientious and caring. Every time I bring my dog to their place, he is excited to run up the stairs and be reunited with his extended family. He truly loves them, and I can see how much they love him as well. 10/10, would recommend Ashley’s services to anyone!”
About: In my family we have always had dogs of all sizes, cats, birds, and reptiles. I have experience caring for the feistiest of chihuahuas and the sweetest of labs. I am experienced in training dogs and have helped many unruly dogs become more calm and confident in their own skin. In pet care, experience with bearded dragons, snakes, fish, frogs, insects, birds, and more in addition to cats and dogs. I am also a professional farmer and have experience in goat, pig, and poultry husbandry. My work as a freelance farmer and educator allows me a lot of flexibility to care for your sweet creature - i am able to design my own schedule so that i can meet most pet care needs, however particular. If your animal if able to visit the farm, they can enjoy beautiful fields of produce and watching the birds from a safe distance. If they are more of a homebody, they can stay cozy in my sunny one bedroom apartment where I'm able to check on them throughout the day. Have a weird pet? Dont be shy! It has always been my dream to work with different kinds of animals. I also offer farm experiences at our urban farm for any creatures who are lovers of the outdoors! Whether your baby is an experienced hiker or just exploring going outside, the farm is the perfect immersive experience. Bountiful fields and flowers surround one fenced-in city lot where your pet can explore smells, sounds, wild birds and birds of the coop. Give your pet the experience of a lifetime right here in Chicago! As a freelance farmer, educator, and researcher, I make my own schedule and I am able to flexibly adjust my routine for most pet care needs. I am at the farm 3-4 days per week and home on other days. My days are generally structured around animal care. I start with my morning chores, making the rounds for each pet and farm animal. Through midday I balance my research and freelance work with any of the pets' daytime needs, and in the evening again I do the rounds for closing chores. I genuinely love to structure my day around animal care! It helps me to balance my routine and remember to pause and be joyful. I live in a large one bedroom apartment with an unfenced yard, and I work with an urban farm that has a fenced-in city lot. If your oet loves the outdoors, we can go to the farm every day! We always have tasty treats available and love to practice tricks. Ill always be attentive to your pets dietary needs if treating or feeding. I have crates available for up to 35lb dog. Your pet will be treated like one of the family!
“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.”
“My wife and I used Timothy on a trip from Florida to Oshkosh. We were passing through and wanted to take my daughter to the field museum and the shed aquarium. We had our German Shepherd, Sheba, with us, we reached out to Timothy and he agreed to watch Sheba for the afternoon. Timothy went above and beyond. He met us on the steps of the museum to pick Sheba up, and brought her back to us. I cannot overstate how great the experience was, we highly recommend using Timothy. He is extremely nice and easy to deal with.”
“This was our first time using Rover, so we were a bit nervous about leaving our two pups for the day (especially a teething puppy). Dwight however made us feel at ease and we appreciated that he sent us several pictures throughout the few hours our pups were with him. He even gave our pups a new toy! Thanks Dwight !”
“Patrick and Susan have been wonderful. This was the first time I’ve used a dog sitter before and They have put my mind at ease and I feel very confident that my dog is being taken care of. Thank you Patrick and Susan!”
About: I've owned and cared for dogs since elementary school. Including pet sitting for several senior and high needs dogs. I find bonding with and learning each other's quirks very rewarding At the moment my schedule revolves around my pets. I don't have a full time job, and so I have plenty of time to spend with them. I have a 6 foot fenced in yard with plenty of space to play, and I live in a single family home. Nobody else will have access to your pets if they're with me. I have a separate room for doggies staying with me away from my pets with resting space, an extra crate and extra pens of different types so that everyone can be comfortable and have some space of their own while they relax. But if our dogs get along then yours can just live in my home like one of the family for their stay. Treats included! The yard can get muddy, especially in the spring and fall, and my dogs love love love to run, play and get messy so expect your pup to come home a bit dirtier than they arrived, and don't feel the need to make them shine before their stay if they like to play!
“Vivian was amazing! Communicating with her was seamless and she took awesome care of my girl Maya. I loved getting pics and videos of Maya playing with her adorable pup Dior. I would def recommend her to anyone in a heartbeat. Thanks for being such a great sitter.”
“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.”
“Talla was such a sweetheart. She took great care of Wilbur and made sure to update me regarding his activities and medications. She was available last minute and was very responsive and communicative!”
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.
“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.”
About: I grew up taking care of family pets and have also loved sitting for friends and family over the years. I joined Rover 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: Hi, I'm Danny! I work part-time as a dog handler at a local daycare and have 10 years of experience caring for animals professionally through dog walking and pet sitting services. As a lifelong dog owner, I understand that pets are our family and I'm intentional about providing them with the genuine love and care they deserve. I provide reliable daily walks, drop-in visits, in-home pet sitting, and boarding tailored to your pet's unique personality and routine. Managing dogs and cats of all temperaments daily has taught me exactly how to keep your pet safe, happy, and well cared for. I am fully insured and First Aid/CPR certified, and I promise to treat your pet like one of my own! I'm currently working part-time while studying on my own schedule. I'm very flexible for dog walks, pet sitting, and drop-in visits most days of the week. I care for every pet based on their individual needs, personality, and routine. On walks, I focus on enjoying safe, fun exercise and giving them plenty of time to sniff and explore. For drop-ins and in-home sitting, I follow your instructions closely and make sure your pet has fresh food and water, exercise, playtime, cuddles (if they want them), and a clean, comfortable space. I’ll also send daily photos and report cards so that you have peace of mind while you’re away.
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.
“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!”
“Erin has been walking my dog Oscar every day and has been great to work with. She’s reliable, communicative, and clearly cares about Oscar and my two cats. Oscar is always happy after his walks, and I appreciate knowing he’s in good hands. Definitely recommend her to anyone looking for a trustworthy dog walker!”
“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!!”
“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’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.
About: I have volunteered at animal shelters since I was 10 years old, and am comfortable with dogs and cats of all sizes and ages! Additionally, I have seven years of experience pet/house sitting, including overnight. In the past few years, I have specialized in caring for puppies, and have experience with bottle feeding. I also had the unique opportunity to work with a coalition that supported people experiencing domestic violence by connecting their pets with fosters while they stayed in shelters (which normally do not allow animals.) I am currently a grad student at the University of Chicago, and have quite a bit of flexibility in my schedule! Whether you would like me to stay at your home full-time while you are away, or just need me to stop by for periodic visits, walks, or play-time, I have plenty of time to dedicate to your pets! I am available both during the week and on the weekends, and can't wait to spend them hanging out with your cats and dogs! I am very comfortable walking dogs of all sizes, and am happy to take them outside to play as well! If your pet has any medication, I can make sure they take them. I will make sure that dogs have plenty of potty breaks, and that all animals are fed on time. If I am staying in your home, I will be respectful of any boundaries you have and will leave the place just as you left it.
About: I’ve lived with dogs my whole life, mostly hounds but lots of experience with all breeds! I am more than happy to work with dogs of any age and have experience with caring for high needs and senior dogs. i am no stranger to a mess and have no problem cleaning up any type of accident. i love all dogs but my heart really goes out to the big pups out there <3. i am quite comfortable with working with dogs that have behavioral/agression issues, given i am properly informed and prepared. i have a fairly open schedule most of the time. i work freelance contractually from time to time, but i am always available to take a break and come see your fur baby. i am returning part time to school in the fall, but that should not interfere with care timings I am very comfortable with dog procedural things. I have experience walking many sizes of dogs, as well as crating and proper and safe playtime. i believe that dogs tell us a lot more than some people let on, so as of course i will follow your guidance in care, i also want to listen to your dogs attitude and communication as well
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.
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’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. :)
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.
“Thankful. Very positive and seamless experience. My sitter cancelled last minute and I reached out to E K. And within minutes we set up an appointment to meet my pup. After, she gave me a set of instructions for the morning and everything went smoothly. As a firefighter, family is everything to me and Pongo is my comfort dog. To know he was taken care of through out the day made my stressful shift easier to navigate. I strongly recommend E K. To anyone. Large home. Back yard. And positive vibes. Thank you again.”
“Ashley was great! She sent lots of updates and helped reassure me that my little girl was in good hands. She was very considerate and only accepted additional bookings for dogs that she thought would get along well with my pup. Overall, I was very impressed with Ashley and would highly recommend!”
“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 💕”
“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 !”
“Niamh was the sweetest with my pup! I last minute needed to bring him on a work trip to Chicago and she instantly put me at ease, knowing we wouldn't be able to do a meet n greet beforehand. From the video call, to dropping him off, Niamh was very communicative and provided updates throughout the day. Highly recommend her if you are in the Chicago area or traveling with your pet and need someone reliable to watch them!”
“Nemo took to Kathleen right away. She kept him busy with walking and playing with her children. She is a dog lover! He is as in good hands. Sent several pics too. Would definitely ask her to sit again.”
“Thomas is such a great sitter! He sent us daily updates on how our pup Maui was doing. From the start, he welcoming and communicative. Maui was very happy with him! Can’t recommend Thomas enough!”
“Katie and Java did a good job sending photos and updates. Katie is pleasant to work with and was flexible in allowing me to pick up my dog a day early. Thank you Katie !”
“Steven was very communicative during pickup and drop off. He shared regular updates and photos of Polo that put us in peace of mind. Polo had a very nice and comfy stay with Steven. And I’d recommend Steven to anyone who is looking for a pet sitter in the area.”
“Amazing, attentive, and so caring. Her dogs are soooo nice too! My dog will be coming very often and I definitely recommend!!!! Very spacious as well my dog had her own room. 🫶🏼”
“I’ve booked with Kyla three times now and she’s been phenomenal! She’s very communicative and always sends pictures and updates on how Koda is doing and getting along with the other pups. She’s also very attentive to his behaviors (eating patterns, socializing etc). Koda is happy to be dropped off and also if happy and tired out when I pick him up. I would highly recommend booking with Kyla!”
“Per usual, Cocoa was in the best hands with Christina. She loves going over, so much so she dragged me there this time. I love all the updates and never have any second thoughts dropping her off with Christina!”
“Adam is incredible! Fast and clear communication. Our puppy loved him instantly! He is near the lake to take dogs on long walks. Adam is an ideal dog sitter in just about every way! I will be asking him to watch my dog next time i'm out of town!”
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!
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1Global data from Rover (November 2025)