Personalized care for your dog or cat - Winchester Estates
Highly-rated overnight sitters - Winchester Estates
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Could not have asked for a better experience. Our pup Margarita loved her stay and can't wait to come back! Lindsay is very responsive and sends lots of pictures. So happy to have found a sitter I can feel so comfortable leaving in her care. Will definitely be booking again!”
“Shuling was outstanding with her loving care for our 4 year old Venus. She followed our feeding instructions and provided pictures and/or videos daily. The pics showed how happy Venus had adjusted in her home with her dog Bear and other dogs at times. Shuling could be a photographer because she took the best pics. I am so thankful for the loving care Shuling provided for our pup. This was the longest we left Venus and she was well taken care of. I believe Venus is missing her new friend Bear because when I mention his name she gives a positive response. We will definitely use Shuling in the future. I would highly recommend Shuling for anyone considering a dog sitter. Thanks again Shuling and your family!”
“Amazing! Went home to visit family and it was super comforting to know my pup was in good hands. Michelle sent so many pictures it was great! She also took such great care of my pup! 10/10 recommend!”
“What a delightful time Ginger had, with this lovely family. Carlie was attentive, flexible, and like a second home while I was away. I will definitely be returning.”
“Brigid took care of my senior girl, Chloe, for 4 nights. She was open to a last minute meet and greet. She accommodated Chloe’s senior needs, sent updates, and gave a nice verbal summary at how Chloe’s time went and included things she will miss about her. Chloe seemed content when I arrived, often going over to Brigid several times while we packed up all of her things into the car. Being a dog sitter myself, I found comfort in that, considering they were strangers just days before. I would recommend Brigid!”
“Elena is confident, professional, and I felt secure while my dog was under her care. She asked the necessary prescreening questions to ensure it was a good fit- which I appreciated. There were plenty of long walks, beach trips, photo updates, and play time with Elena & family. Would highly recommend and will be looking to rebook in the future. Thank you Elena!”
“Hester is great. Very good communication. Follows up quickly. Keeps me in the loop during my dogs stay. And I usually get a tired and happy dog after the stay. Very happy I found Hester!”
“Leia was living her best life like she was at a pet resort. Marliez treated Leia like her own with great care and attention, making her feel right at home. I received regular updates and photos, which gave me complete peace of mind! I’d definitely rebook with Marliez. Leia has 3 new friends and thinks she’s the boss of cats now!!”
About: Ive been caring for dogs and cats since I was about 8 years old. I’ve always had multiple dogs in the house at a time. I’ve cared for dogs ranging from big to small, Seniors to puppies. I provide daily photos throughout your pets daily routine and tons of love I’m currently working part time so I will have plenty of enough time to care for your fur baby. I believe all animals should be treated like they are you own even if they are temporary I live in a quiet cozy apartment with a big yard in the back. There is plenty of room for playtime and resting. Pets are welcome on all furniture
“Vy provides a safe, loving, and enriching home for our dog to feel comfortable while we are away. We had flight complications while traveling and she was very accommodating alleviating any additional travel stresses related to our dog’s care.”
“Candice was great with our Bo. She sent loads of pictures (which we loved) and kept us up to date on feeding/sleeping schedules. We especially appreciated her flexibility on the pick up time. Thank you!!”
“Janice and Stalio took amazing care of our dog Charlie! Couldn’t be happier with the experience and they were exceptionally understanding when our return flight was cancelled due to the winter storm and we were delayed coming home. Would highly recommend.”
“Ahhhmazing!!! Michelle will absolutely be our go to dog sitter! Oliver is still a puppy so he is high energy and still working on his potty training. This was our first time using rover and his first time away from us. Michelle took care of him above and beyond our expectations! She sent us model pictures of him daily (much better than he lets us take of him, so we have new profile pics of him, lol!) She provided daily updates with the pics too, all of which gave us complete peace of mind! We couldn’t have had a better experience and that made our vacation that much more relaxing. We are extremely thankful to Michelle for treating Oliver like her own! 😊”
“Jasmine was wonderful! She kept both of my dogs over a long weekend and they had so much fun. She sent daily pictures and videos and she was always in contact with me. I will definitely use her again.”
“Shelby is such a gem. This is our second stay with her. She will love your pup as her own. Fantastic updates throughout the day, lots of fun with her Ellie to play with too. Cannot recommend her enough! Thanks again Shelby!”
“Bagel loves when he gets to stay with Katie! She is great with communication and flexibility. Katie has helped me out more than once when I got in a scheduling bind. I will definitely continue to use her for my dogsitting needs!”
Over 4.1 million dogs curled up for a sleepover in a sitter's home on Rover1
Cat caregivers near you - Winchester Estates
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“I recently entrusted my cat, Alvin, to Bo for the second time, and once again, she exceeded all expectations. Her consistent professionalism and genuine affection for animals have made each experience exceptional. Throughout this recent pet-sitting period, Bo provided regular updates accompanied by delightful photos of Alvin engaging in his favorite activities. It was evident that Alvin was not only well-cared for but also truly happy and comfortable in her care. In addition to attending to Alvin’s needs, Bo went above and beyond by bringing in my mail and packages, ensuring that my home remained tidy, and accommodating last-minute scheduling changes with remarkable flexibility. I wholeheartedly recommend Bo to anyone seeking a reliable, compassionate, and attentive pet sitter. Her dedication and personalized care have provided me with immense peace of mind, knowing that Alvin is in the best possible hands. Thank you, Bo, for your outstanding service. I look forward to entrusting Alvin to your care again in the future.”
“Thank you Hannah for this trial run. Taking the time to get to know my boys & their schedules We are looking forward to our vacation now knowing they will be well taken care of while we are gone”
“Savannah was so friendly and helpful. She handled everything how i would have. My boys are pretty emergentic and cuddly- she was able to really help me feel at ease while we were gone. She did a wonderful job and we will be using her again for sure!”
“I needed a last minute sitter just to stop at my house and feed my dog this last weekend (mind you- he’s a German Shephard/Lab- he’s a big boy!) breakfast and take him out to go potty. I have been hesitant to use a kennel, as my dog was severely bit a few months ago. So I turned to Rover- Brooke was luckily able to pick up the job at the last minute and help out! She met with me the day before, we video chatted and she was understanding of Ace’s routine and our home guidelines. She has tons of experience with dogs! I highly recommend Brooke & will be using her again!”
“Excellent and thorough! Clearly loves dogs and cats. She was on time and did everything I listed for my pets. The Rover site was easy to use and it gave me quick access to pick Summer as our sitter. Will definitely have her back!”
“Sydney met with me and Jojo beforehand and then did a drop-in visit with Jojo. Jojo loved her visit. It was nice knowing I can count on Sydney while I am at work and I received a report card, pictures & a video! Thanks so much!”
About: I’ve grown up around all sorts of breeds my entire life. I’ve learned different demeanors and picked up on different signs of when a dog is scared or even uncomfortable. I used to volunteer at the SPCA and a pet store when I was still in highschool. Now I am starting college in the spring for vet tech! I work Monday-Friday in ridgely md from 8:15-3:30. I am able to walk dogs on the weekends and anytime after work. If your dog is able to not use the potty for a longer period then I’m able to board during the week! I do have two dogs and a cat of my own so beware if your dog is not dog or cat friendly! My pets in my home are spoiled brats if you ask me. My German shepherd has frequent upset stomachs so it’s always chicken and rice for her. My dogs are fed on a schedule and I will make sure to follow and abide by every rule you have in place for your furry best friend !
About: As a CPDT-KA certified trainer, I offer dog walking services that go beyond basic exercise. Each walk incorporates training and enrichment tailored to your dog’s unique needs. My expertise is ideal for dogs who are fearful, nervous, hyper, or reactive—especially those other walkers may find challenging. A training walk is a perfect way to advance your dog’s progress when your schedule is too packed for regular training sessions. Please note: My walking services are not suitable for aggressive dogs. If you’re dealing with aggression, please contact me directly or explore my specialized training services. I offer training walk services Monday through Friday, with both daytime and evening availability. For the best results, I recommend scheduling two sessions per week, such as Monday/Tuesday or Wednesday/Thursday. I exclusively use positive reinforcement techniques to care for and train dogs, whether during training walks or in your home. My focus is on creating a safe, encouraging environment that builds trust and confidence in your dog. Each session is tailored to meet your dog’s unique needs while reinforcing good behaviors in a kind and effective way. With this approach, I ensure your dog feels supported and thrives in their routine.
About: Hi, I'm Blair! I have over 10 years of pet-sitting experience and love both cats and dogs. Whether it's taking dogs for long walks, playing with cats, or simply providing a comforting presence while you're away, I'm committed to ensuring that your pets feel loved, cared for, and comfortable. I currently have a very flexible schedule and will work with you to ensure that your pets are properly looked after and that you feel comfortable leaving them in my care. Scheduling a meet & greet is always important to me. I'd like to be comfortable with your pet and make sure they are comfortable with me before having them in an environment outside of their home.
“Cristina is an excellent pet sitter! Our sweet kitty is in end stage cancer and Cristina took such great care of her, ensuring she got her shot and monitored her food/water intake to assure us that all was well while we were away. I would definitely hire Cristina again!”
About: I love playing with dogs and walking them. I've grown up around all types of dogs small and large. I'm very fun and outgoing as well as criminal justice trained ensuring your pets safety. I have taken care of our families dogs as well as watching other family friends pets. I have watched animals with allergies and medication needs. Dogs of all ages are welcome. I will meet any needs of the dog/dogs and ensure to have them back to you safe worn out and happy. I work part time so most of my day is running errands or cleaning the house. If they love car rides they are more than welcome to drive around with me. I will adjust my schedule to meet the needs of the dog or animal. Also absolutely love my kitties. Open to all animal requests just ask! Im a full time optician and part time cook. With plenty of notice I will take off my parttime job to care for your babies. Your pet will be loved as family. Your pet will be able to sleep with me and get full access of my apartment. Toilet bowl lids will always be closed
About: I absolutely love animals. I currently have a black lab and I love to just spend time cuddling with her, or going for long walks. If possible, I try to bring her along (assuming they get along at the meet and greet). I’ve noticed that dogs can wear each other out a lot faster than I can, and probably have more fun doing it too. Maddie gets along with everyone and just loves to meet someone new. For your dog, I will treat him/her as my own. I will play with them and take them for walks. I have no problems cleaning up messes, sometimes accidents happen. Let me love and take care of your pet so you don't have to worry about them during the day. Why I love dog sitting I've always been an animal lover. I've had dogs all my life and had two of my own. They truly are the best things that ever happened to me. I’m very active, so I would spend as much time outside as possible with your fur baby. My experience administering medication: I am fine with administering medication, but would like to have the owner show me the correct way of doing it before I start.
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Perfect for high energy dogs - Winchester Estates
Prices are estimates per day. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
About: I’ve lived with dogs and cats my entire life and have over 15 years of hands-on experience caring for pets. Growing up, my mom had five dogs—some of which had puppies—and I helped raise and care for them. I’ve also cared for cats in multi-pet households, including feeding, litter box maintenance, and creating calm, safe environments for shy or senior cats. Neighbors, friends, and family have trusted me for years to walk, feed, bathe, and care for their pets while they’re away. I now have a black Yorkie of my own, and I treat every animal I care for like part of the family—whether they bark or purr! I currently work part time- and have lots of free time! I will send out a daily schedule of what I’ll be doing with the pets! I will take your dog out on walks on our neighborhood trail outside! I also have a few ring cameras, and will send a lot of pictures/videos throughout the day.
About: I have been walking/sitting all sized dogs for 10+ years simply because dogs make me happier than anything else! I consider myself affordable so you can work away from home with ease knowing your dog won't be in a kennel all day long! I also dog sit/house sit if you need to go away for business or vacation and can not take your 4 legged friends with you. I am trustworhty and dependable so you do not have to worry about a stranger coming in for your dog but more so your dogs BFF coming in to let the out for a little and play and to use the bathroom for a potty break! I hope to talk to you soon and meet your furry friend(s)! I am home almost all day everyday so my schedule is pretty open and I am extremely flexible to accommodate your schedule as well if needed! I have a fenced in big back yard and a very friendly 3 year old lab to accompany your dog! Frequent let outs and frequent cuddle seshs!
“Mary was great, she just incorporated Allie into her family and daily life. She sent photos of Allie totally chilling out and interacting with people. It made me feel better knowing she was safe and content. I could see that in her face and body language.”
“Brianne and her daughter were wonderful sitters. Communication was great and they were very flexible as we were coming from out of town. Will definitely use them again if we are in MD.”
“Thank you, Jessica. It was a relief to have my older pup in such loving, capable hands. Thank you for sending photos along throughout the day. It helped take my mind off of my surgical day.”
About: We are very personable, friendly, responsible, and I love animals! My schedule is very flexible; I can accommodate all of your and your pet's needs. We are familiar with various pet health problems. we have experience walking and caring for and dog sitting for neighborhood pets. When my neighbors or friends go out of town for any reason, we always offer to pet sit for them. We like to know the dog's history, including any known behavioral issues (good or bad) or special needs to help identify appropriate activities, such as walking. We truly love dogs of all kinds, this is a dream job for me. Your pet's well-being is our number one concern. we are looking forward to meeting you all and your dogs! Pet Care Fits Into My Life Because I Am Home A Lot Trying To Earn My High School Diploma And Saw This As An Opportunity To Do What I Love Taking Care Of Dogs To Make Money I Do Not Have A Fenced In Yard And I Do Not Own Any Dogs But I Love What I Do It Is Big Fun Due To Personal Injury I Do Not Use Retractable Leashes And They Are Not Recommended I Work For Rover as my soul's means of income, and I Really Enjoy What I Do For A Living. I work for Rover as my primary source of income, and I truly enjoy what I do for a living. All the animals are like my own kids. I work for Rover as my primary source of income, and I truly enjoy what I do for a living. All the animals are like my own kids. All The Animals Are Like My Own Kids I will do whatever is necessary to meet my clients' animals' needs, be it medication or whatever it takes to make sure the animals in my care are well cared for.
About: I have two cats of my own who I adore. I frequently help take care of relatives' and neighbors dogs. My own black lab recently passed and taking care of other dogs is enjoyable and therapeutic. I am a teacher and home by early afternoon . My husband is home all day and helps take care of fur babies in our home while I’m at work. I am free in the evenings and weekends to help care of your fur babies! I have a two-story home with a back yard. Typically, dogs hang out with us during the day in our family room and sleep on dog beds in my bedroom. We live in a very dog-friendly neighborhood and walk dogs during the day on leashes. We have two cats in our home who are used to having dogs in the home.
“If I could give Lindsay 10 STARS I would!!! If you're traveling to the Annapolis area and don't know who to trust with your most precious asset - your pup (this was me!) - choose Lindsay! As you can see from all of Lindsays reviews, she is amazing with animals - its in her heart - but what makes Lindsay stands apart is her responsiveness, her communication, her ability to work with your schedule. She is so kind, and loving towards your dog, that you can enjoy your time away with peace in your heart. Thank you for everything Lindsay! <3”
“Laura is fantastic! Our pup Luna had a great time and loved playing around in the yard and with her two lovely pups. Laura was great to work with and sent pictures during Luna’s daycare session. Thanks!”
“Lucy and Daniel are a great team for the best doggy daycare you could ever want/need for your dog! My dog is extremely needy and they gave him nothing but love. We look forward to next time!”
About: I’ve had dogs and horses for my whole life, and I have experience with all types of animals like donkeys and goats! I’m a pre-vet student looking for more animal time! I’m an undergrad student looking to help out when I’m on breaks or have free time at school! Also available during the holidays if you’re planning on going out of town and can’t take your pet! I have a fully fenced in yard and one sweet, small dog at home! But I can divide the house and keep them separated if necessary. I love all breeds and even nervous pups!
“Kaci was amazing with woody! He loved her company and her dog’s too! They went on multiple trips for woody to play and have fun! We’re truly thankful and grateful for her hard and amazing dog! She was very communicative and very flexible during the whole time, she is phenomenal.”
More than 1.6 million pets enjoyed cuddles and care from sitters on Rover1
Adventure-ready dog walkers - Winchester Estates
Prices are estimates per walk. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
About: I’ve had dogs and cats of all shapes and sizes my entire life, and caring for animals has always been a huge part of who I am. Over the years I’ve owned and cared for many different breeds and personalities, including Saint Bernards, Great Danes, and Coonhounds, which gave me plenty of experience handling large and giant-breed dogs. I’ve also shared my home with multiple cats over the years—many of them seniors—so I understand the patience, routine, and gentle care older pets often need. I’ve spent years fostering animals as well, frequently working with senior pets and dogs that may be anxious or slow to trust new people. I pride myself on being patient and letting animals warm up to me at their own pace so they can feel comfortable and safe while their owners are away. My home currently includes an Alaskan Klee Kai and a Border Collie mix, so daily life already revolves around exercise, enrichment, and making sure dogs stay happy and engaged. When I travel, my trips are often pet-focused—I’ve driven cross-country multiple times with my dogs to explore new trails, parks, and adventures together. For walks, drop-ins, and house sitting, I always aim to keep pets on their normal routine so they feel secure in their own home. As a larger and experienced handler, I’m comfortable managing multiple dogs on leash and adapting to different energy levels—whether your dog loves long walks and playtime or prefers relaxed companionship and a calm presence. I’m also experienced in administering most medications and providing attentive care for senior pets who may need a little extra support. I have a very flexible work schedule, and can accommodate most dogs needs! I no longer offer overnight sitting, but can accommodate multiple drop ins and walks while you are gone, start long as early as 7 am and as late as 8-9 ish. Your dog’s comfort and routine are my top priorities. I provide focused attention, interactive play, and companionship tailored to your pup’s personality — from calm evenings at home to energetic walks or adventures at parks and trails. I’m experienced with all sizes and breeds, so whether your dog is a tiny pup or a gentle giant, they’ll receive care that’s attentive and consistent. My goal is for your dog to feel safe, happy, and fully engaged throughout their stay
About: I’ve been caring for dogs since I was 12 and can’t imagine life without them! While serving in the Navy, I volunteered at military kennels, and later worked at a doggy daycare/boarding/training facility in Texas. I’m experienced with dogs of all ages, from playful puppies to senior pets, and I share my home with a sweet 10-year-old lab and a 2-year-old Norwegian Forest Cat. Reliable, patient, and attentive — I promise to treat your pets like my own. I have a flexible schedule and lots of love to give! Whether it’s a quick walk or a cozy check-in, I’ll make sure your furry family members get plenty of playtime, cuddles, and attention. I treat every pet as if they were my own, keeping them safe, happy, and comfortable. During walks, I pay close attention to their behavior and surroundings to ensure a fun and secure outing. For in-home check-ins, I follow all your instructions carefully, provide love and attention, and make sure your pets feel relaxed and cared for while you’re away.
About: I have grown up loving dogs my entire life. I was lucky enough to have two of my own Lucy and Wilson who were truly part of my family and meant everything to me. Since coming to college I have not been around dogs at all and I miss that connection more than I realized. Being around dogs brings me a lot of happiness and comfort and it is something I have always had in my life until now am a college student with a flexible schedule, which allows me to spend plenty of time caring for and giving attention to pets. I am available most weekdays all day due to online school. Some weekends are also available, although I do have an internship that takes up certain weekends I treat every pet as if they are my own and always prioritize their safety and comfort. I carefully follow feeding, walking, and medication instructions and make sure your pet feels secure and loved in my care
About: I will love and take care of your pets as if they were my own. I love to go out and play with pets I care for. I would dog sit when I was in high school for different families. Those families loved how attentive I was, and as a result they would refer me to their friends. I’m always available for you buddies! You and me both know that your pets are more than pets, theyre family. You don’t want just anyone taking care of family. I do currently work full time, however I have a job that is extremely flexible. I set my own hours, including when I am in my office. This pairs perfectly with animal care and house care because I can come and go as frequently as needed. Due to my open schedule I can be available for any needs your pets may have. I prefer to let the client tell me exactly what they want for their pet. I like to keep your life as simple as possible while giving you peace of mind by following any requests you have. If you need your animal crated, if you want them roaming, whatever is asked you can expect to be done.
About: I’ve lived with dogs and cats my entire life and have over 15 years of hands-on experience caring for pets. Growing up, my mom had five dogs—some of which had puppies—and I helped raise and care for them. I’ve also cared for cats in multi-pet households, including feeding, litter box maintenance, and creating calm, safe environments for shy or senior cats. Neighbors, friends, and family have trusted me for years to walk, feed, bathe, and care for their pets while they’re away. I now have a black Yorkie of my own, and I treat every animal I care for like part of the family—whether they bark or purr! I currently work part time- and have lots of free time! I will send out a daily schedule of what I’ll be doing with the pets! I will take your dog out on walks on our neighborhood trail outside! I also have a few ring cameras, and will send a lot of pictures/videos throughout the day.
About: I have taken care of many dogs from different families! As well as cats and other animals. I am able to give medication to them and meet all your needs. I will stay at your house and love to meet the animals before hand if you would like. I currently work a full time job at a Daycare and part time at my church. When I Dogsit I normally stay the night or come over before work to take care of the animals . Then after work I am able to go and take care of them again. I’m very flexible for whatever your dog may need. I’m able to give medicine, walk the dog, crate the dog, etc. whatever you need I can do!
About: I have 8 animals of my own, both dogs and cats. I also work part time as a Kennel Technician so I am very familiar with different animal personalities and how I’m expected to care for them! Neighbors, friends, family & clients have relied on me to care for their furry friends and I’ve loved getting to know each one. I am pet CPR & First aid Certified. I work as a nanny from 11-5 as well as dog sitting overnights frequently. I work as a nanny from 11-5 in Southampton. College is online so that won’t be a problem right now. My scheduled days can change but shifts are no longer than 6 hours at a time, Mon-Fri. I live in Sayville. I have plenty of time in the morning & afternoon for long walks and fetch! My weekends are completely free. I will take wonderful care of your pets as if they were my own. My pups love to play outside and get lots of attention so I want to share the love!! It’s always fun getting to know your dogs and cats. I have built a trusted clientele over the last 3 years of being on Rover. I am very responsible and will care for your house just as well as your pets! I know it takes a lot to entrust someone in your home so I won’t let you regret it.
About: I am currently employed as a kennel attendant and a veterinary assistant where I have gained experience in dog handling, feeding, medicating, and more. I have experience with dogs of all sizes, breeds, and temperaments. I am currently working part time at 2 jobs attending college. My schedule changes weekly but I always have extra time to watch your pups! I am located on Kent Island and I am not able to provide services over the Bay Bridge. I am not currently offering boarding in my home however I would be more than happy to watch your animals in your house.
About: Before joining Rover I mainly provided my services through word of mouth. I have experience with providing basic medical care for dogs and cats, and training experience including potty training and easing separation anxiety. I have vast experience and knowledge on various breeds and their specific needs, and really just love being able to have the time and availability to be able to provide these services. They say a dog is a man’s best friend, but in my case, a dog has always been a woman’s best friend! I offer dog sitting, walking, training and boarding at my home as well. I am brand new to the app but I do have plenty of references and want to make all owners feel just as comfortable as I want to ensure their pets will feel with me! I currently work a part-time job from my home, so I have a flexible schedule and able to meet any needs your pet has. I am available everyday, all hours mainly, and can accommodate you and your pets schedule! In my home all pets are welcome. I have plenty of walking trails and a back yard for pets that stay at my home. I typically will customize the walks, food, bathing etc depending on the needs of the pet and what works best for them and the owner.
About: I lived around both dogs and cats my whole life, with both family and roommates, and I absolutely love it. While I'm not in the position to have my own furry friend at the moment, I love to care for animals. I spent about a year (2025) volunteering with the MCACAC shelter cats and dogs in Christiansburg, including participating in their training courses, and now feel confident bringing that experience to work with pets that already have found their families as well. I'm currently job hunting, so my schedule is extremely flexible and I am available throughout the day. I am occasionally out of town for travel or job-search related activities. My apartment is is pet-free, so I cannot host pets at this time. As far as working with pets in your home, please let me know your house rules. I generally use whatever items the pet uses at home (leash, treats, etc) for the sake of consistency for the pet and pet parent.
About: I absolutely love animals. I currently have a black lab and I love to just spend time cuddling with her, or going for long walks. If possible, I try to bring her along (assuming they get along at the meet and greet). I’ve noticed that dogs can wear each other out a lot faster than I can, and probably have more fun doing it too. Maddie gets along with everyone and just loves to meet someone new. For your dog, I will treat him/her as my own. I will play with them and take them for walks. I have no problems cleaning up messes, sometimes accidents happen. Let me love and take care of your pet so you don't have to worry about them during the day. Why I love dog sitting I've always been an animal lover. I've had dogs all my life and had two of my own. They truly are the best things that ever happened to me. I’m very active, so I would spend as much time outside as possible with your fur baby. My experience administering medication: I am fine with administering medication, but would like to have the owner show me the correct way of doing it before I start.
About: Hi, I’m Hannah — a responsible, caring pet sitter who treats your home and pets like my own. I know how difficult it can be to leave your furry family member behind, so I’m here to give you peace of mind with loving, attentive in-home care. Whether your dog needs belly rubs, playtime, medications, or a quiet companion on the couch, I adapt to their unique needs and stick to their usual schedule. I’ll also keep your home tidy and safe so you can return to everything just how you left it (or better!). ~Staying overnight at your home ~Feeding, walks, and potty breaks on your schedule ~Playtime, snuggles, and companionship ~Administering medication (if needed) ~Daily updates with photos and notes ~Light home care (mail, plants, trash, etc.) ~Respectful, clean, and professional behavior in your space Hi! I’m Hannah, a very energetic stay-at-home mom. I can’t wait to welcome your pets into my life! I'm home full-time this summer, so your dogs or cats will get constant attention, affection, and supervision while you’re away. I'm a huge animal lover — patient, kind, and great at following routines. Whether your pet needs playtime, snuggles, walks, or quiet companionship, I'll provide a safe, loving environment that feels like home. Our animals are happiest in their environment with their familiar smells, toys, and routines. I help minimize stress and keep them comfortable while you enjoy your time away, worry-free.
About: I've been caring for dogs and cats in a personal and professional capacity for 25 years now. For many years, I turned our home into an orphan kitten and cat rescue and worked with the organization Planned Pethood to care for and adopt out over 50 cats! I've taken care of cats and dogs for friends, family, and clients in all life stages - from bottle babies to elderly and incontinent cancer patients. I have experience administering pills and insulin injections, and welcome working with dogs and cats at all life stages. Tricky diets and particularities don't put me off.. I've seen it all! Long walks and cuddles are my specialty, and I look forward to making new four legged friends! I'm currently completing a graphic design certificate online, so my schedule is incredibly flexible. I'm available both weekdays and weekends, as I have no particular set schedule. I make sure to keep dogs on their leash during walks, and to secure all yard gates before letting them outdoors. I keep the home clean and tidy, and make sure there haven't been any accidents or breakages. I tend to stay at the home all day when staying overnight so the animals always have company and any emergencies are handled immediately.
About: My family & I been around & cared for kitties & puppies for 20+ years. I’ve personally owned chickens & rehabbed bunnies & squirrels. My fur family is extremely important to us & we pledge to care for your pets like our own. We have a fenced in backyard and plenty of domestic pet care experience. Currently I’m a full time homemaker and have lots of time to spend quality time with your fur babies. Occasionally my husband Brandon helps with Rover duties. He is awesome with both animals & people! If needed I have the ability to separate my pets & yours. I can administer medicine including injections with proper instructions. Ask me about brining in mail, watering plants, garden care, farm animal care, & light cleaning. Call my Rover number to receive my personal cell phone Having extra puppies around the home is easy & we can offer long potty breaks in our fenced in backyard as well as a daily walk! The home & yard are secure & your fur babies will be safe with us. Please let us know if your pup tends to run/escape!
About: I have been a pet care attendant at a dog kennel for two years now. My responsibilities include feeding, walking, playing, bathing/grooming, and administering medications for animals. I have training in dog behavior as well as any medical needs of animals. I also come from a veterinary medical background and have watched and walked dogs for members of my community for many years. I have experience dealing with aggressive, dog reactive, leash reactive, cage brave, and resource guarding animals as well as any other needs that your pet may have. I am currently enrolled at the University of Maryland but can make time to walk and care for pets around my school schedule. I am at my apartment all other times of the day and will be easily available to care for pets. I live in an apartment currently but can easily crate your animals when leaving for class. I live in a pet friendly community with no others pets living in my apartment and can easily walk your pet around my community or take them to the courtyard in my apartment for a quick potty break. There is also an animal bathing room in my apartment complex so I am able to bathe your animals if needed.
Over 980,000 dogs traded couch time for play time with Doggy Day Care on Rover1
Large dog specialists near you - Winchester Estates
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Could not have asked for a better experience. Our pup Margarita loved her stay and can't wait to come back! Lindsay is very responsive and sends lots of pictures. So happy to have found a sitter I can feel so comfortable leaving in her care. Will definitely be booking again!”
“What a delightful time Ginger had, with this lovely family. Carlie was attentive, flexible, and like a second home while I was away. I will definitely be returning.”
“Brigid took care of my senior girl, Chloe, for 4 nights. She was open to a last minute meet and greet. She accommodated Chloe’s senior needs, sent updates, and gave a nice verbal summary at how Chloe’s time went and included things she will miss about her. Chloe seemed content when I arrived, often going over to Brigid several times while we packed up all of her things into the car. Being a dog sitter myself, I found comfort in that, considering they were strangers just days before. I would recommend Brigid!”
“Elena is confident, professional, and I felt secure while my dog was under her care. She asked the necessary prescreening questions to ensure it was a good fit- which I appreciated. There were plenty of long walks, beach trips, photo updates, and play time with Elena & family. Would highly recommend and will be looking to rebook in the future. Thank you Elena!”
“Hester is great. Very good communication. Follows up quickly. Keeps me in the loop during my dogs stay. And I usually get a tired and happy dog after the stay. Very happy I found Hester!”
About: Ive been caring for dogs and cats since I was about 8 years old. I’ve always had multiple dogs in the house at a time. I’ve cared for dogs ranging from big to small, Seniors to puppies. I provide daily photos throughout your pets daily routine and tons of love I’m currently working part time so I will have plenty of enough time to care for your fur baby. I believe all animals should be treated like they are you own even if they are temporary I live in a quiet cozy apartment with a big yard in the back. There is plenty of room for playtime and resting. Pets are welcome on all furniture
“Vy provides a safe, loving, and enriching home for our dog to feel comfortable while we are away. We had flight complications while traveling and she was very accommodating alleviating any additional travel stresses related to our dog’s care.”
“Candice was great with our Bo. She sent loads of pictures (which we loved) and kept us up to date on feeding/sleeping schedules. We especially appreciated her flexibility on the pick up time. Thank you!!”
“Ahhhmazing!!! Michelle will absolutely be our go to dog sitter! Oliver is still a puppy so he is high energy and still working on his potty training. This was our first time using rover and his first time away from us. Michelle took care of him above and beyond our expectations! She sent us model pictures of him daily (much better than he lets us take of him, so we have new profile pics of him, lol!) She provided daily updates with the pics too, all of which gave us complete peace of mind! We couldn’t have had a better experience and that made our vacation that much more relaxing. We are extremely thankful to Michelle for treating Oliver like her own! 😊”
“Jasmine was wonderful! She kept both of my dogs over a long weekend and they had so much fun. She sent daily pictures and videos and she was always in contact with me. I will definitely use her again.”
“Shelby is such a gem. This is our second stay with her. She will love your pup as her own. Fantastic updates throughout the day, lots of fun with her Ellie to play with too. Cannot recommend her enough! Thanks again Shelby!”
“Dana is the absolute best rover sitter! She loves and cares for your dogs as if they were her own. Always communicative and goes the extra mile to take care of your pets.”
“Lena was amazing! My dog Enzo was immediately part of the pack and was playing and having fun with Lena’s dogs. He had fun and ran across the pool cover which she didn’t mind. She sent me pictures of him playing. A plus!”
“Tanya was so awesome with my dog. He was well taken care of and there was great communication. There was plenty of updates and photos. I know my pup had a great time. I will be using her services again.”
“They were absolutely amazing with Nellie. We couldn't of have had a better experience. Nellie enjoyed her time with them and they treated her very well. It was our first time leaving Nellie with anyone and the random updates on her with pictures and videos helped ease our minds during our time away. We would definitely recommend them to anyone who is looking for pet care/boarding.”
“Lovely couple with a baby and a toddler. Buffy had to warm up to Parker, their German Shepherd but I hear it went well. Tyler and wife watched Buffy on a holiday, July 4th. They were very gracious when I requested an itinerary change. I felt like they were really attuned to Buff-dog. Will definitely ask again for their assistance.Highly recommend.”
“James was fantastic with Lenny. We did a meet and greet so Lenny could get accustomed to the house. James has an amazing backyard and played lots of fetch with Lenny. We received lots of photos and updates, and Lenny came home happy and tired (and a little sad about having to leave James’ house). We absolutely would book with James again!”
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1Global data from Rover (November 2025)