Personalized care for your dog or cat - Winsor Hills
Highly-rated overnight sitters - Winsor Hills
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Demetrius watched our dog Taz and quickly became one of his favorite people!!! We got updates throughout the day about how well they were doing together. It usually takes Taz a long time to warm up to people, leading us to consider Demetrius a dog whisperer!!! We are so grateful for him and look forward to bringing Taz back to stay with him and Sebastian again in the future! Highly recommend!”
“Felice and her family were wonderful, and took such great care of our two little dogs! I could tell they had a good time from the photos I received. I would not hesitate leaving our dogs in her care again. Excellent experience!!!”
“Mocha has found her home away from home! We are so pleased with the care our girl Mocha received with Nicole and her family. After seeing the pics and updates, my son was afraid Mocha would not want to come home with us! She was loved and treated as a part of their family. I have already asked if it would be ok to become a repeat client. Best choice ever!!!!”
“Aida sent pictures daily and made sweet observations about our pup, letting me know she sees him for who he is! She showed enormous patience and understanding. Will definitely rebook!”
“First, thank you for taking care of Asher you really treat him as your own. For all the updates and pictures that they sent my little boy really enjoyed and had fun during his stay. Definitely will book them again in the future. They were really a star sitter.”
“Fatty had the absolute best time staying with her family. He was showered with affection, got tons of cuddles, and even got treated to pup cups. He loved them so much and we are so happy he has an open invitation to return anytime. Highly recommend her to anyone looking for someone who will love their dog like family!”
“Baaz LOVED Shakiyla, when we arrived to pick him up he was hanging out on her porch like he was apart of the neighborhood. She kept us updated with how he was doing and maintained his same routine/schedule as if he were home. She sent videos and reassured me Baaz would be ok after he was feeling a little homesick the first night. She was always in communication and incredibly friendly. I would def book Shakiyla again! Thank you so much!”
“This was my first time using Rover for my grand pup, and I was nervous. But the moment I met Robin, her energy immediately put me at ease. She was incredibly responsive and even sent pictures and videos without me asking—she already knew what I needed! The best part? My grand pup ran right into her home like she had been there before. No hesitation at all. That’s when I knew I chose the right provider.”
“Brittanie & Ryan were amazing! I had never used this service before and was a bit nervous. They were great and explained how it worked, and I met them before booking to make sure it was a good fit for all of us. It really was!! I could tell they took care of my dog as well as their own. They sent pictures throughout the week and texted back right away with any questions that I had. I can’t thank them enough and would definitely recommend them 100%! What a wonderful family and they loved Lucky and he was so happy with them and their family.”
“Ashley was a great sitter! Took very good care of my dog and sent plenty of pictures. She was also very flexible when I had some last minute travel changes. Would definitely recommend!”
“Michelle was absolutely amazing with my baby! She watched her for two nights while I was away on business travel, and I couldn’t have asked for a better sitter. She kept me updated with pictures and videos, responded promptly, and every single picture she sent had my baby smiling! 🥹❤️ I could tell she was safe, happy, and getting plenty of activity and attention. Michelle also had all of my baby’s things organized and ready to go when I arrived for pickup, which I really appreciated. It gave me so much peace of mind being away. I would definitely trust Michelle with my baby again! 🐾💕 Book with her.”
“I’m so grateful that I found Kassandra to board my dog, Benji! The consistent updates and photos provided throughout, gave me such peace of mind while I was away. Kassandra and her adorable son will love your dog like their own to make the absence easier on your pup. Oh, and benji got spoiled with that amazing fenced in yard! 10/10 recommend.”
“I was impressed how Sarah kept me abreast on how my dog was doing and with pictures. That made it more personable and helped to relieve any anxiety I had being away. She showed that she cared and that meant a lot. I highly recommend Sarah for boarding needs.”
“My dog and I love Kyra! She was responsive, kind and eager to meet all of my dog’s needs! He came home tired and happier than ever! Can’t wait to book her again!”
“Anna & Christian were great! They were very accommodating to Nahla. They did a meet and greet to make sure she would be comfortable during her stay. They were very communicative and sent updates and pics. They made sure Nahla was comfortable despite her having allergy flare ups. They had no problem giving her medication. I appreciate the care they provided. I would definitely recommend.”
“Victoria was great! She was very quick to respond and gave us updates on the dogs. Our dogs had a great time staying with her and would certainly recommend her for dog sitting!”
Over 4.1 million dogs curled up for a sleepover in a sitter's home on Rover1
Cat caregivers near you - Winsor Hills
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
About: I grew up with my grandmother’s cat pepper and had the pleasure of learning how fickle our cats can be. Over the years with more cats I learned the importance to of patience and mutual trust when meeting a cat! I’ll make sure to give your cat the space it wants, whether that is a lot of it or none at all!
“Elizabeth did a great job of feeding our cat and playing with him so that he was content. I would definitely recommend Elizabeth. She is very dependable and good at the job.”
“Autumn did a great job with my 2 cats! I felt at ease knowing she would have be caring for them. She sent multiple photos of both cats at all visits. She is punctual and professional. I highly recommend and will be rebooking soon.”
“Bito was an absolute saint with our two boys. Nothing felt rushed and Bito truly spend quality time with them while we were away. Thank you for everything.”
About: I took care of a Munchkin kitty that needed extra attention due to sensitivity to diet changes for a year. My friends have always trusted and come to me for drop-in visits to look after their cats whenever they’re out of town for a longer period of time.
“Joscelyn did an excellent job looking after our 3 cats for the whole week we were away. We reached out to her last minute the day before our trip. Issues came up with the cat sitter we had already hired forcing us to look for a new cat sitter within 24 hours. Joscelyn put us at ease with her immediate response and effective and timely communication. She swung by the night before just a few hours later after reaching out to her for the first time. She understood the tasks at hand, no drama no fuzz. She communicated daily with us, sending us pictures of our 3 cats and letting us know when she came by. We really could not have asked for a better sitter. She went beyond what was expected of her. We came home to find a clean home. She swept the floors around the cat litter area which is something no other prior sitter had done before. She did all the menial extra things we asked for. We are definitely tipping her well. We highly recommend her.”
“Anna was amazing! They took great care of my boys who both have their own medical needs. Anna was super accommodating to everything we asked of them and sent us phenomenal pictures of our cats while we were away! 10 out of 10, would book with them again! <3”
“Esther is amazing! So communicative and responsive and always keeps us in the loop. Sends amazing photos and goes above and beyond what is expected in terms of looking out for our cats and our home. Our kitties seem to love her and we definitely do too! Hope she keeps coming back to us 🥰”
“Susan is our go to. She’s basically our pets’ god mother 🤣. Not only is she a phenomenal pet sitter with cute pics and updates.. But her knowledge of animal behavior is impeccable. 100/10 recommend her to pet sit as well as training sessions. She’s been with us since we first brought our puppy home and has made such a positive impact on her behavior. I always tell my friends/family about her!❤️”
“Demi was really great watching my cat for a few days! She was very communicative throughout the housesitting stay and sent me daily, adorable pictures/ videos of my cat. I could tell my cat was happy and relaxed each day which is not typical while I’m away. I will definitely ask Demi to cat sit again in the future!”
About: Cashapp DoggyRoomie for any tips or gifts I have been in dog boarding for three plus years. I love caring for animals I have background in healthcare so this is an extension of what I already love to do. I also can administer insulin to your pet follow med instructions and I also do shampoos. You will be more than satisfied CASHAPP $doggyroomie For tips Greatly appreciated I have a paypal account for any tips: tips are greatly appreciated i work hard to give the best care a lot of time i will clean your pet up before the end of the boarding unless you request no special treatment. My paypal link is paypal.me/aarongene CASH APP $doggyroomie Tips greatly appreciated. Inbox me for any questions
“Zoey was absolutely perfect to Merlin! He is normally standoffish around new people so I was worried about his first drop-in, but he approved of Zoey right away. Thank you so much!”
“Nicole was great with my cat Butters! He’s a very sweet boy, and loves people so needed someone to board him while I was away instead of being checked in on periodically. Nicole gave him lots of love and attention, and sent lots of pictures and updates so I knew how he was doing.”
“Bria was absolutely amazing with my girls! She was super loving, sat and played with them on the floor for the entire stay, cleaned the litter box, and was super flexible with last minute changes. I will definitely book her again ❤️”
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Perfect for high energy dogs - Winsor Hills
Prices are estimates per day. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Cashadena loves Victoria and is always eager to see her! Great yard space for the pups and very helpful, non judgmental support during a really difficult time for us.”
“Kassandra was absolutely magnificent! Super kind, caring, and incredibly gentle with Chloe. I’m beyond grateful for the thoughtful, detailed care she provided. She’s truly a wonderful human, and Chloe already adores her. Thank you so much!”
“I was happy to have someone that loves dogs and treated my baby like it was her own. I appreciated the pics and the great care Davida provided. I would highly recommend her to anyone that needs their dog taken care of in a nice and safe home. Thank you so much.”
About: Hiya 👋🏾 Animal and nature lover over here!! I love the outdoors and moving through the world… why not add a cute lil fur baby to the mix!! I’m usually up and at em in the AM with my pup; Zazz OR cuddling up at home with my kitties… and we welcome more fun to the pawTY (see what I did there) 🤓 I have a plethora of day time availability due to working at night… and would love to house, exercise or briefly visit with your fur baby while you’re away. They’ll feel right at home 🤗 Along with pet parenting for the past five years… I’ve also worked as a dog trainer for two years 🐾 and understand the complexities of each pet’s personalities… Looking forward to meeting you and your loving pet 🖤🌻 I work in the evening so usually available early morning until early evening My schedule is quite consistent and gives me open availability to plan ahead with your needs in mind 🖤🌻 I understand each household views animal care in a particular way… and I will always respect the rules you’ve set with your pet. In MY home however… I believe in free roaming and lounging (if house broken) and nap time!! Prior to boarding or daycare… I will discuss in detail with you what your babie’s needs are and care preferences when they’re in new environments…
About: I’ve been around dogs my entire life and have years of hands-on experience caring for dogs of all sizes, breeds, and personalities. I currently have a 3-year-old American Bully, so I’m very comfortable with high-energy dogs and understand the importance of regular exercise, playtime, structure, and attention. Whether your dog loves to run around, go on walks, play fetch, or simply relax, I’ll make sure they feel safe, comfortable, and well cared for while they’re with me. I’m equally happy caring for energetic pups, calm companions, and dogs that are still learning and building confidence. I have plenty of space for dogs to be comfortable, and I treat every pet as if they were my own. My goal is to give you peace of mind knowing your dog is in a safe, attentive, and caring environment until it’s time for them to head home. I currently work from home and have plenty of time and availability to ensure clients get the care they deserve. As well as the availability to always take new clients. Pets at this home get 3-4 potty breaks a day depending on age. For the most part I let them roam around in their own areas. However, if there is a full house, the dogs will be secluded to their individual areas and brought out for individual playtime 1 at a time to prevent spats or incidents between pets. Dogs will get atleast 2 hours of playtime and a good long walk (2 if high energy). Dogs are feed according to their schedules (twice a day if not provided).
“Shannon has been absolutely amazing! I’ve been in Baltimore for work and decided to find a place my dog could go to at least once a week for fun. Shannon and her family treat Dori like family. She’s very accommodating to our schedule and Dori always comes home tired out from a day of fun! We’ll definitely be returning if we come back up to Baltimore!”
“Robin made it really easy to drop my dog off and pick him up. He had a great playdate while we were going out for lunch. Robin sent lots of cute pictures and videos.”
“I left Coco with Alicia for the day while work was being done in my house. Often when I leave her with someone she pulls on her leash and wants to come with me but this time she seemed to be happy staying with Alicia and Nala. It was as if I wasn't even there! Alicia took good care of Coco. I look forward to leaving Coco with her again.”
“Completely trustworthy with our fur babies! Can't say enough about Felice and Ken. They truly cater to the dogs and our pups can't wait to return each week. A plus for both daycare and boarding.”
“Keith was amazing - I had another dog sitter arranged, but she did not answer when I arrived. I had to scramble for an alternate, and Keith was there for me. We will be using him from here on out. Truly fantastic!”
“My dog had a wonderful time at Brittanie and Ryan’s. They have two lovely labs and my dog had a great time playing with them. She was tired and happy when she came home. I would definitely recommend them for doggie daycare.”
“This was my first time using Rover and I was a little nervous. Aaron defiantly dismissed that feeling! He took exceptional care of Rita, sent updates, and cute pictures of her! Aaron is defiantly my top sitter for future needs!!!”
About: I've had dogs of all sizes, from Chihuahua to Great Dane and Great Pyrenees (multiple at a time), over the last fifteen years. I've cared for my rescue pup Dumpling on my own for the last five, and have helped to rehab her into the lovebug she is today. I like talking multiple walks per day, will give your fur baby lots of love and attention, and I work from home so they will always have a watchful over them. I understand how much pet owners love and cherish their babies, so I will treat them like they're my own while I have them. I work remotely full time and can be fairly flexible if needed. I walk my own dog four times a day, and she loves having walk buddies, so we'd of course take your pet along. On the weekends, I like going for extra long walks, so if that's something that your pet enjoys, they'll have a great time with me. I live in an apartment downtown, so I don't have a fenced area, but I let pets have free reign in my apartment. There are also two dog parks within walking distance, so for extra and off-leash play time, we can spend lots of time there.
“Kelly’s family is wonderful! They took such a great care of Toto 🥹 Took Toto for a walk to the park and updated me every hour!!! Super nice family and trustworthy 🙏🏻🥰 Toto enjoyed time there!! Thank you so much 😇🙏🏻”
“Sausage had another wonderful time with Veronica, Caleb and their fur family. I recently found out that Harper, the matriarch of Veronica’s pick of Westies, has taken a special interest in Sausage and is very protective of him. Makes me feel so reassured to know that I’m addition to Veronica and Caleb’s watchful eyes, Sausage has Harper looking after him too. 4 paws way up!!!”
More than 1.6 million pets enjoyed cuddles and care from sitters on Rover1
Adventure-ready dog walkers - Winsor Hills
Prices are estimates per walk. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Elizabeth is very knowledgeable about dog behavior and my dog loved her. My dog is somewhat skiddish due to her past, and it's a comfort to know that Elizabeth knows exactly how to behave around and interact with her without scaring her. I know that having Elizabeth come walk my pup midday significantly increases her quality of life. She felt comfortable around Elizabeth right away, and I'm so glad she's available to give my pup some love and enrichment while I'm at work.”
About: Throughout my life, I have cared for goats, cats (old and young), dogs (big and small), chickens, rabbits, and different kinds of rodents. I love all animals and treat other people's pets as if they were my own. I am experienced in administering oral medications, working with difficult walkers, and caring for anxious animals. I work your typical 9-5 and am available outside those times. I currently work remotely, so I am able to design my schedule around your pets' needs. I believe that pets thrive with a consistent schedule and will do my best to stick to your pets' schedule. All pets have social needs and activity needs. As a dog sitter, I will not just take your dog out for potty walks, but we will also go for sniff adventures, play fetch, and more. As a cat sitter, I provide as much attention as your cat is interested in. We can sit on the couch and cuddle or admire each other from a distance.
“Bob and his son Bobby were the best! Completely reliable and capable. My dog, that I have trouble managing, was easily handled them. I am very impressed with the quality of this service and they are first on my list for the next time.”
About: I’ve been a dog owner my entire life and nothing brings me more joy than the look on any dogs face! I also volunteer at BARCS when I can, so I am experienced dealing with dog breeds of all shapes and sizes. I also enjoy running so if you’d like your pup to get some extra exercise don’t hesitate to ask. I am currently employed full-time. My schedule is flexible enough that I would be able to take care of your dog any day of the week, I would just need some time in advance to make sure. I currently live in a house in Highlandtown very close to Patterson Park. I also live with an extremely friendly Siberian Husky, so they would need to meet beforehand.
About: I've been around and cared for dogs for years through my own pets and helping friends and family with theirs. I’m comfortable with walks, feeding, playtime, basic routines, and making sure dogs get plenty of attention while their people are away. I also genuinely enjoy walking! I’m already someone who gets outside for walks regularly, so your dog’s walk won’t feel like something I’m trying to rush through between other tasks. I’m happy to give them time to sniff, explore, get some exercise, and enjoy being outside. I know how important it is to trust the person caring for your pet, so I’ll follow your instructions closely, keep you updated, and treat your dog with the same care and attention I’d want for my own. I work from home in the Baltimore area, which gives me flexibility during the day and makes me a great option for weekday walks and drop-ins. I care for each pet according to their normal routine and their owner’s instructions. During walks and drop-ins, I make sure they have fresh water, food if needed, bathroom breaks, exercise, playtime and plenty of attention. I’m happy to accommodate each dog’s preferred pace, whether they love a good long walk or would rather take their time sniffing and exploring. I’ll also keep you updated so you can feel comfortable knowing your pet is safe, happy and well cared for while you’re away.
“Professional, prepared, kind and flexible! My dog is skiddish and warmed right up to Esther. She leaves thorough notes from the walks, is quick with communications and cares about the well being of my fur baby. 10/10 would recommend”
About: I’ve taken care of dogs since I was 5 years of age and have grown up with various pets. I am super interactive with pets and enjoy entertaining them as well as building a strong bond with them! I am open five days a week Monday-Friday! I am flexible since I do have pretty open availability and communicative. I am also open to any suggestions from owners I have a fenced yard but I do not currently own any pets of my own. I ensure the environment I live in is nothing but safe, quiet and comforting for all
“Fantastic. Jahborne was timely, professional, patient, courteous and friendly. He handled two different adult, big breed dogs (a female pit and a male lab) effortlessly. No incidents, no miscommunication. Book him, both my dogs were happier upon return!”
“Holly loves our dogs, and isn’t at all afraid of walking them both simultaneously (100 lbs of dog!) our dogs took to her right away and always come back happier than they left. Will absolutely be reaching out to her again for more walks. Thanks Holly!”
“Susan was a BLESSING for me and my dog when we needed a last minute check-in. She was so incredibly thorough and took great care to make sure she fit our routine and connected with Birdy. I recommend Susan to absolutely anyone who’s looking for competent care, a bubbly personality, and patience with an energetic and home-defending fuzz butt!!! We loved her!”
About: I specialize in caring for large breeds, leveraging years of experience raising and training Rottweilers. I understand the unique needs of big dogs, from maintaining consistent training to managing their energy levels. Note: I have my own crated pets who will be present. Pet care is part of my everyday life. I work from home so I have a lot of flexibility! My own Rottweilers are on a consistent schedule, so it’s natural for me to fold guest pets right into that routine. Each day includes morning walks, feeding, supervised play, and crate rotations for safety, along with plenty of affection and downtime. I make safety, trust, and comfort the focus of every stay. In my home, pets enjoy a secure, spacious environment with constant supervision, plenty of enrichment, and clean, cozy areas for rest and play. Whether calm and quiet or high energy and active, your pet will be safe and secure with me!
“After I knew the Rover from another dog owner, I haven’t used. Our very senior Lab (16 years old) recently became very weak, in walking etc, unable to leave a pet hotel as we did just half years ago. During my family away, I needed to find somebody to come to my house, taking care of her, very gentle, using towel to leave to lawn etc. While working, she sent me how her walk with Jasmine attaching photos and message. I really appreciate Victoria in very nicely taking of our family dog with affection (I could feel this from her gentle messages, even though I haven’t met her at all. My wife met her for the first time then went to travel, but I didn’t cause I’m working when she comes.). This is the first time to use Rover, and not sure about other dog walker at all. Anyway, I’m satisfied the system of Rover very efficient to find a dog walke and could fine Victoria, and was very happy to have Victoria for the first time experience.”
“Demi is wonderful! She was so attentive and communicative while taking my puppy for morning walks. I loved all of the pictures she sent and know that my dog really loved spending time with her!”
Over 980,000 dogs traded couch time for play time with Doggy Day Care on Rover1
Large dog specialists near you - Winsor Hills
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Demetrius watched our dog Taz and quickly became one of his favorite people!!! We got updates throughout the day about how well they were doing together. It usually takes Taz a long time to warm up to people, leading us to consider Demetrius a dog whisperer!!! We are so grateful for him and look forward to bringing Taz back to stay with him and Sebastian again in the future! Highly recommend!”
“Mocha has found her home away from home! We are so pleased with the care our girl Mocha received with Nicole and her family. After seeing the pics and updates, my son was afraid Mocha would not want to come home with us! She was loved and treated as a part of their family. I have already asked if it would be ok to become a repeat client. Best choice ever!!!!”
“First, thank you for taking care of Asher you really treat him as your own. For all the updates and pictures that they sent my little boy really enjoyed and had fun during his stay. Definitely will book them again in the future. They were really a star sitter.”
“Fatty had the absolute best time staying with her family. He was showered with affection, got tons of cuddles, and even got treated to pup cups. He loved them so much and we are so happy he has an open invitation to return anytime. Highly recommend her to anyone looking for someone who will love their dog like family!”
“Baaz LOVED Shakiyla, when we arrived to pick him up he was hanging out on her porch like he was apart of the neighborhood. She kept us updated with how he was doing and maintained his same routine/schedule as if he were home. She sent videos and reassured me Baaz would be ok after he was feeling a little homesick the first night. She was always in communication and incredibly friendly. I would def book Shakiyla again! Thank you so much!”
“Ashley was a great sitter! Took very good care of my dog and sent plenty of pictures. She was also very flexible when I had some last minute travel changes. Would definitely recommend!”
“My dog and I love Kyra! She was responsive, kind and eager to meet all of my dog’s needs! He came home tired and happier than ever! Can’t wait to book her again!”
“Victoria was great! She was very quick to respond and gave us updates on the dogs. Our dogs had a great time staying with her and would certainly recommend her for dog sitting!”
“Shannon did a fantastic job watching our dog Ava, who had a great time playing with other dogs and sleeping the day away after being tired out. Shannon was very communicative, sent great photos, and took great care of our dog. Highly recommend!”
“Shruti was super patient with Flora, and provided plenty of updates and photos without me having to ask. I will definitely be asking her to keep Flora again!”
“Cheryl and her family were super sweet. They took great care of my kitties and I could tell they were comfortable in her home. She sent pictures of the boys throughout their stay so I was never left wondering what was going on. I will definitely book Cheryl again!”
“I'm a first time dog mom and get very nervous every time I'm going to leave my dog at someone's house,but Rodney made me feel very comfortable. we got to meet him before our trip and him and his wife were very nice. He was very nice and gave me a quick response to my messages, he even send me nice pictures of my baby everyday. I'll 100% recommend him.”
“Junie comes back happy and healthy! We received lots of great pictures of her walks and hangout time with dog friends. Julia is quick to respond to messages and knows a lot about dog behavior.”
“This is our first time with Rover and we could not have found a better person/family for our beloved recent rescue to stay with for a few days. We know our rescue needs lots of love and patience and we are so grateful that Theresa understands that and in addition only takes one client at a time. This was perfect as we saw how much of a difference it makes for our dog vs being at a doggie daycare center. She provides updates and pictures to ease our minds and always on top of communication. We are so grateful! And will be repeat customers.”
“Casey and Marwa were so great! After a thorough and thoughtful meet and greet, they watched my Lulu for the night while we moved. It was a great first experience leaving my pup with someone not family. They always make sure someone is home with the pups and sent lots of updates. Kevin was a total gentleman and Lulu was thrilled that he shared his favorite spots with her. Lulu can’t wait to go back in a few weeks and I can travel easy knowing she’s being taken such good care of!”
“Casey is usually too nervous to eat when at a new persons house, but she was comfortable enough to eat at Marina's. That's a huge testament to Marina :)”
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1Global data from Rover (November 2025)