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.

“Simply put, Dwight is everything you’d want in a dog sitter. He works from home, has a yard, and makes sure the dogs have a lot of activity. He is incredibly responsive and sends great photos to keep you updated. Beyond that, he’s just an awesome guy. I have a demanding schedule and he is incredibly flexible and willing to accommodate. Will use over and over again.”

“This is the second time I've worked with Tamara. Both times she provided daily pictures with information on how Frank was doing. He came home well rested and happy. Thanks again Tamara!!🐶”


“Bernie’s hosts were wonderful, especially in the unflustered and caring way they dealt with a transportation crisis my wife and I had. They made me feel like they would have happily made extra room in their family for another week as cooly as they did for an extra day. Bernie is an untroubled, self-confident old girl who enjoys human and canine company, and this was a great environment for her with very nice dog-loving people.”

“My dog was so calm after I picked him up boarding with Kyla. Energetically, I could tell that he was very well taken care of with her - no stress, no anxiety, just peace. TY KYLA!!!”

“Chelsea is such a wonderful sitter !!! My dog absolutely loves her and her family. It’s great knowing that my dog is in great hands when I’m away and Chelsea always takes great care of her. Highly recommend Chelsea !!”

“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!”

“Fred was amazing to work with! He kept me updated every day and made sure to keep me in the loop with how my dog was doing. My dog can be a bit stubborn, but Fred handled it like a pro and made sure everything went smoothly. I really appreciated his communication and care.”

“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.”

“I was so nervous about using a dog sitter for my 2 fur babies. I was especially concerned about my youngest dog who we adopted from an animal shelter because she is fearful of people she doesn’t know. MariaJose quickly put my mind and heart at ease. She boarded Prince and Bella for a week. Not only did she send messages to let me know they were doing well, she also sent pictures and videos. My babies were happy and well taken care of. I definitely recommend her as a sitter.”


“Ebonee was very attentive and knowledgeable about dog behaviors. She kept us informed daily. She sent lots of pictures. I’m very happy with the service she provided and would book her again.”

“Katrina is an amazing caregiver. Incredibly thoughtful and caring. Excellent communication. Fun pictures. I felt completely comfortable with Katrina watching my little one 🐶🙏”

“Our Bernie loved staying with Joe. He understands dogs through and through, and maybe even more important, he understands and appreciates the quirks and idiosyncrasies of particular dogs. He kept us well informed and accommodated our schedule. Bernie would go back in a heartbeat, I’m sure, and we would be happy knowing she was in good hands.”


“I came back to a happy pup. Steven sent pics and gave me assurance that kelce was happy and comfortable when I was away. I hope Steven has availability next time I go out of town.”

“Ann is awesome! She kept me updated throughout Briggs entire stay and even made him food when he didn’t want to eat his own. I appreciate all the pics and attention she gave him.”

“Jennifer and her family have always been reliable sitters that we can count on for our pup Kona. Both with food, medications, socializing with other dogs, and even attending to more particular concerns about her care they’ve always been very kind and caring. The only sitters I use!”


“Ashley was great and took great care of our dog. She was communicative and sent a bunch of photos to make sure we were updated on how he was doing. Took him to the dog park, on walks, etc. Made us feel completely at ease while we were on a trip.”

“I had a great experience with Scott as always. He took wonderful care of Bambi and kept me updated throughout the stay. It was clear Bambi was comfortable, happy, and well cared for.”


“Craila is our go to dog watcher. We have a high energy dog and he is definitely tired out and content after his vacations with Craila. She does a great job watching him and keeps us updated on how he’s doing which puts us at ease!”

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.
“Qutress is an amazing sitter. My cat felt comfortable with her very quickly and loved when she would visit. Qutress sent me thorough updates and lovely photos every time she went to check in on her. If I leave town again I’d definitely want to rebook with Qutress (and so would my cat!).”

“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!!!”

“Coretta & her daughter were wonderful with our kitties, Charlie & ChaCha! She arrived on time, was sweet to give the boys space to feel comfortable, and spent quality time giving pets as they relaxed. Looking forward to booking her again”

“Lucille is an incredibly kind and attentive cat sitter. She made him feel loved and played with him so much. She even took him for a stroll on his backpack. Would highly recommend. Felt like our baby was in wonderful hands!”


“Jasmine took great care of our kitties (2yo and 15yo). She provided daily updates and great pictures. Our older cat has a variety of health issues and Jasmine was able to give her medications and gave updates about her eating. Jasmine is fantastic!”

“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.”


“Mariam did a fantastic job watching our cat! She was very communicative and professional; she updated us after every visit and sent lots of pictures. 10/10 would recommend and will be using her services again!!”


“Haley was very friendly, and kept us well updated each day on how out cat was doing. Gus warmed up to her instantly. We would highly recommend her to anyone who is looking for a pet sitter, and look forward to using her again in the future.”


“Annie did a great job of taking care of my two kittens. She visited my home 2 times over 3 days. She took great care of them, was very communicative with me, and took some lovely pictures. She even fed my fish one day 😁 I definitely recommend Annie and will be rebooking her for future trips.”

“Nadine was great! She was patient with my sassy cat and very communicative with me while I was on vacation. Would definitely use Nadine in the future.”


“Emliy was Awesome! She did such a great job taking care of our 3 cats! We got updates with pictures everyday while we were gone. She took the time to learn each cats personalities and treated the with so much care! I would highly recommend her to anyone that needs someone to look after their pets.”


“I had arranged a last minute trip and my regular Rover sitter was unavailable. I got in touch with Maribel and we were able to arrange everything in a day. I got tons of photos while I was away and came home to happy cats. I’d definitely use Maribel again!”


“I needed to book a sitter last minute and was so grateful that Kristina was available. This was my first time using Rover, and I lucked out with Kristina! My cats instantly felt comfortable with her and she went above and beyond. If you’re looking for someone reliable, kind, communicative, and responsible, Kristina is the perfect pet whisperer to look after your fur babies!!”


“Grace is the best cat sitter we’ve ever had! She sends timely updates and photos, is super responsive, and our cats seem to be really comfortable around her. She is also really respectful of our apartment and always take the time to take out the trash and recycling and clean up before she heads out. I would trust my cats with anyone else!”



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A perfect match for every pet
Read sitter profiles to find 5-star reviews and specialists who understand your pet's unique personality.
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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.

“Fantastic experience with Steven! Very prompt in communication and I could tell he genuinely loves dogs. Mochi was happy during his time with them. Highly recommend”

“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.”


About: I’ve grown up with dogs in my home my entire life, so caring for dogs has always been a big part of who I am and I truly love spending time with them! I have experience walking, feeding, playing with, and caring for dogs of different ages, sizes, and personalities. I know how important it is to have someone you trust caring for your dog, so I treat every pup like they’re my own. Whether your dog is staying with me for the day or just needs a walk, I’ll make sure they get plenty of attention, exercise, playtime, and, of course, lots of love and cuddles! I’m dependable, patient, and attentive, and I’m always happy to follow your dog’s normal routine and any specific instructions you provide. My goal is for both you and your pup to feel comfortable, safe, and happy while they’re in my care! 🐾 I currently have a very flexible schedule and am available for pet care throughout the week! I’m happy to provide daytime care, walks, drop-ins, and plenty of attention throughout the day. As a teacher, my schedule may change once the school year begins, but I plan to continue offering pet care before and after school, in the evenings, and on weekends. I’m flexible and happy to work with you to find a routine that works best for your pet! Your pet’s safety and comfort are always my top priorities. I’ll follow your pet’s normal routine, feeding schedule, walking preferences, and any specific instructions you provide. When caring for dogs in my home, I’ll make sure they have a comfortable, safe environment with plenty of attention, playtime, walks, and opportunities to relax. I’m also happy to accommodate crates, special routines, or other needs to help your dog feel as comfortable and at home as possible.
“Anna was an amazing dog sitter! She sent us great pictures and updates throughout the day, was very communicative, and Moose seemed to have an amazing time with her! 10/10 would use her again!”

“Dayana is always so quick to respond to bookings, despite last minute requests. She is always keeping me updated throughout using video. Kitty loves going over because there is usually others dog she can play with. So happy we found Dayana!”

“I have an unexpected conference to attend in Chicago. I needed someone to watch my baby for me. Pamela was quick in her response, flexible and very caring. She literally save me. Thanks again”

“Demetra was great! She took care of buzz so well that we’d like to book her again in the near future. She was super responsive, flexible and took our little furry boy for nice/long walks. I definitely recommend Demetra!!”


“When I first saw Jennifer I knew right away that I could safely leave my dog to her. Cola had a great time with Jen and her family while we had a whole day trip in Chicago city. It’s very convenient that her place is only 15 mins away from the downtown area. Thank you Jen and family -Ryan from Minnesota”

“Jaclyn was super prompt in her responses, kind, and super sweet for my dog! Communication was excellent, and she made sure that Billie not only was taken care of but that she met her social and physical exercise for the day with enrichment time at the farmers market! I would definitely rebook her again and recommend Jaclyn to anyone!”

“We were in a pinch while visiting Chicago! Our dogs decided to howl while we were out the very first light and the condo sent two warnings….third time- we were out! I contacted Michael in desperation to see if he could help take care of the dogs while we explored the city. He was very quick to respond! And he said yes! Why did i chose him out of all the pet sitters in Chicago? He had a friendly face and i just felt that he would be a total buddy to the dogs. And he was great! He is located in a central location, communicated throughout the day (and sent pics of my dogs totally taking advantage of the opportunity to be comfortable) explored the city with them and seemed to enjoy having them for the two days! He even got a kiss on day two from Rooney! It is so hard to leave your dogs with someone you don’t know- but Michael did a phenomenal job with my pups. I highly recommend him to anyone visiting Chicago as a trustworthy person to care for your furry friends.”


About: Having my own dog, I know first hand that dogs are precious family members who need a lot of love and care and, and each dog had different needs. I have had my own dog for 3 years and previously cared for many of my friends’ and relatives’ dogs. I have training experience having gone through classes with my own dog. I am excited to meet new dogs and make sure they are happy and healthy while in my care! I currently work from home and I can be flexible throughout the day Mon-Thurs , but evenings or early mornings work best for me. I can also be flexible on Fridays and weekends. I have a friendly dog who likes to play but also understands when other dogs need space. I can crate my dog or set up the baby gate to keep them separated if needed.
About: I’ve taken care of dogs ever since I was a young kid. When I was in college, I cared and trained a puppy to its adult years all by myself! He is now 6. I am a professional in Tech that is fully WFH! I am looking to work around my flexible schedule to spend time with your pet. I will always treat your home with respect and leave it the way it was before I got there. I have walked many kinds of dogs as well.
“Isabelle was awesome with Coco! She was super communicative with sending updates and really paid attention to Coco's cues, which is really important to me. Coco warmed up to her immediately and I felt very comfortable leaving her in Isabella's hands!”

About: I grew up taking care and even sitting some of my mom's friends dogs. In my teens I would take care and sit a few family members dogs. I then volunteered at a puppy adoption center in Mexico. I am currently only attending school on Friday mornings from 8am to 12pm. I will update my schedule once I go back to tutoring or when my classes change. I will ensure that your pets get the care they need and the exercise they need. I will also pay attention to any requests your pets may need.

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.
“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!”

“Mariam has been a great dog walker for our senior dog Hannah- she is attentive, observant, caring and a great communicator. She goes above and beyond by giving our cats some attention as well and picks up on small details with our dog who is on medication which brings us such peace of mind.”

“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.”

“Tamara has been walking my dog Blowe daily since this summer, and I honestly couldn’t ask for better care. Blowe genuinely looks forward to his morning walks with her and always comes back happy and relaxed. Having someone I trust with him every day gives me real peace of mind.”

“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!”

“Lillian has been great with my dogs and very communicative throughout the walks. She took the time to make sure they were comfortable, shared updates and photos, and went above and beyond with their care. I really appreciated her flexibility and willingness to work with my schedule, especially while I was out of town. I felt confident knowing my dogs were in good hands, and I would absolutely recommend her to other pet parents.”

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!
“Nadine is absolutely wonderful! My dog Maverick tells me about all the fun adventures and colorful sniffs they unfold together. The pictures of Maverick are definitely ones I love to see while I'm off making movie magic to fill his dog bowl and repeat this wonderful cycle. Keep the good vibes going.”

“Ryann was great with our puppy who has tons of energy and can be a handful at times! She sent plenty of updates and was very respectful and responsive in communications. Definitely will book again!”

“Teddy finished his first week with Sonya & Bobby. He let his hair down as usual and was his goofy, snotty self. Hats off to you guys for giving Teddy a chance. He needs the walks & attention. You are so professional & pleasant. You must love dogs because Teddy is hard to reach. But he's happy.”

“Kim did a fantastic job handling and walking my very active yellow Labrador. She was very friendly, communicative, prompt and she followed some of the direction we had left her. Really appreciated her last minute help in caring for our dog! Highly recommend”

“Kexin is so amazing with our big pup, Ace! She is reliable, trustworthy, and great with dogs! She always sends us plenty of updates and photos of their adventures, even when they happen to be in the rain!!”

About: I’ve taken care of cats and dogs for the past 7 years. I’m currently the go to cat and dog sitter in my apartment building! I am trusted to handle a pet’s feedings, walks, and playtime. I work full time, Monday through Friday, 9-5. After work and on the weekends I love to take a break to hang out with furry friends! It’s important to me that your pets are well loved and cared for! I follow pet owner’s care instructions carefully to ensure pets and their parents are happy!
“Victoria was able to be there for my puppy when I needed her in a pinch! I’m so grateful for her! She was great with him during a busy season of my life! Thank you Victoria!!”

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.
“This is the second time I've worked with Tamara. Both times she provided daily pictures with information on how Frank was doing. He came home well rested and happy. Thanks again Tamara!!🐶”


“Bernie’s hosts were wonderful, especially in the unflustered and caring way they dealt with a transportation crisis my wife and I had. They made me feel like they would have happily made extra room in their family for another week as cooly as they did for an extra day. Bernie is an untroubled, self-confident old girl who enjoys human and canine company, and this was a great environment for her with very nice dog-loving people.”

“Chelsea is such a wonderful sitter !!! My dog absolutely loves her and her family. It’s great knowing that my dog is in great hands when I’m away and Chelsea always takes great care of her. Highly recommend Chelsea !!”

“Jacob was a fantastic sitter for Shaq! He was always very responsive, provided regular updates, and even made sure Shaq got his playtime indoors when the wildfire smoke outside was hazardous. I would recommend him to anyone looking for a sitter that will provide your pup with peace of mind while you're away!”

“Fred was amazing to work with! He kept me updated every day and made sure to keep me in the loop with how my dog was doing. My dog can be a bit stubborn, but Fred handled it like a pro and made sure everything went smoothly. I really appreciated his communication and care.”

“I was so nervous about using a dog sitter for my 2 fur babies. I was especially concerned about my youngest dog who we adopted from an animal shelter because she is fearful of people she doesn’t know. MariaJose quickly put my mind and heart at ease. She boarded Prince and Bella for a week. Not only did she send messages to let me know they were doing well, she also sent pictures and videos. My babies were happy and well taken care of. I definitely recommend her as a sitter.”

“Our Bernie loved staying with Joe. He understands dogs through and through, and maybe even more important, he understands and appreciates the quirks and idiosyncrasies of particular dogs. He kept us well informed and accommodated our schedule. Bernie would go back in a heartbeat, I’m sure, and we would be happy knowing she was in good hands.”


“Iwona was absolutely wonderful! She sent us pictures and updates each night. We knew our pup was in good hands and played outside the whole week. We will absolutely be returning!”


“I came back to a happy pup. Steven sent pics and gave me assurance that kelce was happy and comfortable when I was away. I hope Steven has availability next time I go out of town.”


“Jennifer and her family have always been reliable sitters that we can count on for our pup Kona. Both with food, medications, socializing with other dogs, and even attending to more particular concerns about her care they’ve always been very kind and caring. The only sitters I use!”


“Ashley was great and took great care of our dog. She was communicative and sent a bunch of photos to make sure we were updated on how he was doing. Took him to the dog park, on walks, etc. Made us feel completely at ease while we were on a trip.”

“I had a great experience with Scott as always. He took wonderful care of Bambi and kept me updated throughout the stay. It was clear Bambi was comfortable, happy, and well cared for.”


“Craila is our go to dog watcher. We have a high energy dog and he is definitely tired out and content after his vacations with Craila. She does a great job watching him and keeps us updated on how he’s doing which puts us at ease!”

“Emily is the absolute best. She’s taken care of odie in the past and he’s recently been diagnosed with heart failure so his medication and overall care/needs have increased. She’s truly a gem and one of the few people I trust to take care of our baby! We’d be lost without her. Thanks Emily! Can’t recommend her enough ❤️🌟”

“Shelby was awesome with our dog Odi! She was really responsive and sent us a lot of pictures and updates the entire time we were gone. We will definitely be booking with Shelby again! I highly recommend her!”

“Randall was having stomach issues before being dropped off to Angel. He kept me updated and gave great care. Happiest dog ever after Angel watches him.”

“Lech was great! He was very communicative, quick to respond, and always provided updates! Lots of pics and videos which is always fun to see. Our pup had a great time with Rizzo and the other doggies during his stay. Highly recommend!”
“Carmela took great care of Winston and was very flexible and accommodating. Winston has found a new friend! I definitely recommend Carmela and will ask for her assistance in the future.”

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1Global data from Rover (November 2025)




















