Personalized care for your dog or cat - Winchester

Highly-rated overnight sitters - Winchester

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Hazbleydy I.
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Hazbleydy I.
from
$40
per night
5.0 out of 5 stars
• 4 reviews
1 repeat client
10 years of experience
Georgetown, OH, 45121

“Hazbleydy I. & her husband were great! My dog can be very anxious and is usually not fond of new people but she had a great time at their house. Hazbleydy kept me updated with pictures the entire time, and even went out to get supplies for my dog that had ran out of during the stay. I would highly recommend her!”

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Katelynn N.
Sitter Profile Image: Avery B.
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Avery B.
Star Sitter
from
$32
per night
5.0 out of 5 stars
• 271 reviews
61 repeat clients
19 years of experience
Batavia, OH, 45103

“Avery took excellent care for our puppy! She was so friendly and easy to work with. I could tell our puppy was well cared for, and had fun. She even got to go to soccer practice, which I am sure she loved! I will definitely book with her again!”

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Sonya B.
Sitter Profile Image: Dawn D.
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Dawn D.
Star Sitter
from
$30
per night
5.0 out of 5 stars
• 326 reviews
128 repeat clients
30 years of experience
Pleasant Plain, OH, 45162

“Dawn, took great care of Mr. Wilbur she recognized that he was exhibiting some signs of separation anxiety during his week long stay and handled the situation perfectly. I would recommend Dawn to anyone.”

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Christopher G.
Sitter Profile Image: april s.
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april s.
from
$40
per night
5.0 out of 5 stars
• 13 reviews
5 repeat clients
35 years of experience
Georgetown, OH, 45121

“April was a great puppy sitter. I have a 4 month old miniature poodle. HOLLY. Holly fell in love with April. I can tell Holly was very well cared for. I will be using her again. Highly recommend. I loved she sent Pics daily.”

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John W.
Sitter Profile Image: Richelle F.
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Richelle F.
from
$30
per night
4.9 out of 5 stars
• 10 reviews
4 repeat clients
21 years of experience
Leesburg, OH, 45135

“Highly recommend! Great care and affordable. I received pictures and video of my dog during her stay. It was like having her stay with family. Already planning to bring my dog back for our next trip. Thanks Richelle!”

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Carrie G.
Sitter Profile Image: zoey h.
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zoey h.
from
$35
per night
15 years of experience
Augusta, KY, 41002

About: Hello! Thanks for considering me to care for your fur babies! I’m an avid animal lover and always have been! I started when I was 10 years old, my neighbors across the street had a boxer and a bull dog they would have me care for when they went on family vacations. From then on my love for pet sitting had grown. In high school I was involved with FFA & agriculture classes, especially when it came to animal sciences. I competed on a state level veterinary science FFA competition in 2017 at Murray state University, and am registered in animal nutrition. I currently have 2 dogs of my own, moose is a 2 year old Great Pyrenees, and Gracie is a 6 year old Australian shepherd. I also have a 6 year old cat, he’s an indoor only kitty! My pets are my world plus some, they make my world go round. I work from home Tues-Saturday, and my work is very independent. I only have 1 meeting a day around lunch time, with 2 15 minute breaks, and then a 30 minute lunch break. During my breaks i give my dogs potty breaks & fetch time, but im able to give them potty breaks whenever necessary! As I mentioned in my experience, I work from home! Tuesday-Friday I work 10am-6:30pm. I receive 2 paid 15 minute breaks, and a 30 minute lunch break. My work is very independent, and if needed I’m able to step away from my desk for a few minutes. During my 15’s I like to sit out on the porch and soak up some sunshine, while the dogs potty, play, or enjoy the fresh air! On my lunch break, I eat as quick as I can so I can get outside to play fetch with my Australian shepherd Gracie! My Great Pyrenees, moose, is a laid back big ol boy, he goes with the flow all day long. My Aussie gracie on the other hand, is very routine based! We feed gracie before bed time to prevent tummy upsets during the day due to her high energy. I’m very aware of how dogs can be when it comes to feeding, and I tend to feed pets separately to prevent any tiffs. I have a large fenced in yard, and 2 dogs to keep your pup company! Both of my dogs are very friendly, and very well behaved. They’re both crate trained, and we have 2 crates for them. We love toys around here, so we have lots of toys to choose from!

Sitter Profile Image: Dani L.
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Dani L.
from
$35
per night
5.0 out of 5 stars
• 3 reviews
10 years of experience
Leesburg, OH, 45135

“Best experience I have ever had with a sitter! Dani watched my 2 boxers and loved them like they were her own. She is extremely experienced with dog behavior and knew how to care for my temperamental female boxer. I will definitely be using Dani again!!”

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Sarah B.
Sitter Profile Image: Sara C.
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Sara C.
from
$40
per night
15 years of experience
Batavia, OH, 45103

About: With over 15 years of hands on experience fostering more than 80 dogs, I've cared for puppies, seniors, medical cases, and dogs needing extra patience, confidence building, and socialization. Every dog is an individual, and I enjoy getting to know their unique personality and routine. I actively train (and occasionally compete) in agility, herding, trick training, scent and others with my dogs as well as helping introduce others to CPE Agility as an instructor at Clermont County Dog Training Club. This experience has given me a strong understanding of canine body language, safe introductions, and enrichment. I provide a calm, home based boarding experience with plenty of individual attention. I'm comfortable administering most medications, happy to follow your dog's routine, and require a meet-and-greet before every first stay. To ensure personalized care, I accept a maximum of two guest dogs (40 lbs or less) at a time. I work from home, so your dog will have company and supervision throughout the day. Guest dogs are rarely left alone for more than a couple of hours, and if I do need to step out, all dogs are safely crated for everyone's security. Outside breaks are offered every 2–3 hours (or more often if needed), with plenty of opportunities for sniffing, play, and relaxation. Most days include two walks, enrichment activities, and, when weather permits, a longer hike or adventure around the adjoining 150-acre property using secure long lines. Dogs who enjoy the water may also have the opportunity to splash in the pond or explore the creek with owner approval. Every dog's activity level is adjusted based on their age, fitness, personality, and your preferences. Your dog's safety and comfort always come first. Every new guest is required to complete a meet-and-greet before booking so we can make sure everyone is a good fit. Because my own dogs share the home, I look for guests who are dog-friendly or dog-tolerant. New dogs are introduced gradually, and crate-free time with my dogs only happens after I've assessed everyone's comfort and temperament. Dogs are continuously supervised while together, and I carefully manage interactions to keep the environment calm and positive. My home features approximately half an acre of securely fenced outdoor space, along with access to 150 acres for on-leash adventures. Guest dogs are never off leash outside the fenced yard; long lines are always used when exploring. Dogs are welcome on the furniture unless you prefer otherwise, and I'll happily follow your household routines and care instructions to help your dog feel at home. Please note this is a hobby farm with chickens and sheep on the premise. They will be secured away from the guest dogs.

Sitter Profile Image: Jenny W.
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Jenny W.
from
$75
per night
5.0 out of 5 stars
• 5 reviews
1 repeat client
22 years of experience
Augusta, KY, 41002

“Superb updates, pictures, video during stay, couldn't ask for a better or more caring sitter. Highly recommended. Thanks for your loving home for Daisy while we were away!”

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Felix G.
Sitter Profile Image: Keyana W.
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Keyana W.
from
$50
per night
8 years of experience
Augusta, KY, 41002

About: I have had many animals! From reptiles, to chinchillas all the way to dogs & cats I’ve had a lot of experience with many different pets. I am a big animal person! As a first time cat mom I fully understand how important it is to have a pet sitter who helps you feel secure in leaving your fur babies with them. Not only am I a trustworthy person, I’m very attentive to detail and reliable. I’m currently unemployed, doing odd jobs like dog sitting, house cleaning, and babysitting. Therefore, I would have PLENTY of time to play with your fur babies!! We have plenty of cat toys your cats can play with, including 2 cats! Our cats are very pet friendly and love having new friends to play with. We also have dogs who are very friendly and love to run and play! I can take your pets on walks, play with them, and more!

Sitter Profile Image: Delaina P.
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Delaina P.
from
$26
per night
3 years of experience
Hillsboro, OH, 45133

About: Reliable dog care from a boarding kennel worker with hands-on experience in daily care, routines, and behavior. Beginning AKC training soon. With some veterinary experience as well. I have a flexible schedule as a full-time student, so I can stop by before or after classes for walks, feeding, medications, bathroom breaks, and other care needs. I’m happy to help with weekend visits and can do overnight stays when possible. I’m comfortable traveling up to about 25 miles for pet care. I treat every pet like part of my family, giving plenty of attention, love, and consistency. Inside my home, I maintain a clean, safe, and comfortable environment, following each pet’s routine for meals, bathroom breaks, play, and rest. I’m attentive to behavior, health, and individual needs, and I make sure pets feel secure, happy, and cared for while their owners are away. My reliability, patience, and flexibility help me provide personalized care that puts both pets and owners at ease.

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Over 4.1 million
dogs curled up for a sleepover in a sitter's home on Rover1

Cat caregivers near you - Winchester

Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Nikayla P.
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Nikayla P.
from
$14
per visit
7 years of experience
Fayetteville, OH, 45118

About: I’ve taken care of many animals on my family farm and I love them all! I have experience with dogs, cats, chickens, pigs, bunnies, ducks, and horses! I have a short school and work schedule so I have plenty of time to play with and take care of your pets! Available many hours and days. I have fenced in areas and leashes outside to keep pet safe and secure. I also have barns and crates if needed for your pet.

Sitter Profile Image: Jordan L.
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Jordan L.
from
$18
per visit
10 years of experience
Mount Orab, OH, 45154

About: I have 4 cats and a little Chiweenie Puggle with my boyfriend. I am kind of a crazy cat lady, and I am not ashamed. We often take care of strays around the neighborhood and have even taken in a few. We work together to advocate for those who don't have a voice. I have always had a passion for animals ESPECIALLY cats since I was little, accumulating a lot of pet care experience under my belt with smaller animals over the course of a decade. I always treat every furbaby as if they are my own. I cannot wait to meet yours, they will have my full heart and attention! Always up to answer those questions and concerns, you can rely on me to be there for you and your kitty. I LOVE LOVE LOVE taking care of cats and other small animals! I have my own soul cat who is my absolute world.

Sitter Profile Image: Delaina P.
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Delaina P.
from
$16
per visit
3 years of experience
Hillsboro, OH, 45133

About: Friendly, reliable cat care with experience in feeding, litter box maintenance, behavior monitoring, and medication. Focused on routine and low-stress care. I’m patient and attentive, letting each cat adjust at their own pace.

Sitter Profile Image: Jenny W.
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Jenny W.
from
$45
per visit
5.0 out of 5 stars
• 5 reviews
1 repeat client
22 years of experience
Augusta, KY, 41002

About: Your pet will love spending time with me. I am active. Taking long walks and playing outside. Loving home away from home. From medication, to daily brushing. I talk to your dog and create a haven for your pet. Your pet will be cherished. Your pet will love spending time with me. I am active. Taking long walks and playing outside. Loving home away from home. From medication, to daily brushing. I talk to your dog and create a haven for your pet. Your pet will be safe and cared for per your specifications.Your pet will love spending time with me. I am active. Taking long walks and playing outside. Loving home away from home. From medication, to daily brushing. I talk to your dog and create a haven for your pet.

Sitter Profile Image: Kyara R.
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Kyara R.
from
$27
per visit
5.0 out of 5 stars
• 8 reviews
13 years of experience
Loveland, OH, 45140

“Kyara was very thorough and very caring with my dogs. She was dependable and sent me pics and videos. I would use her again and would definitely recommend her.”

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Barbara C.
Sitter Profile Image: Brianna M.
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Brianna M.
from
$50
per visit
4.2 out of 5 stars
• 11 reviews
4 repeat clients
7 years of experience
Central Business District, Cincinnati, OH, 45202

About: What sets me apart is that I treat every pet like they’re part of my own family. I’m patient, dependable, attentive, and I take the time to learn each pet’s personality, routine, and individual needs. I’m comfortable caring for pets of all ages and energy levels, from playful puppies and young dogs who need extra patience and consistency to senior pets who may need a slower pace, medication reminders, extra bathroom breaks, or additional attention. I’m also happy working with shy, anxious, or nervous pets and always let them warm up to me at their own pace. I believe the little things make a big difference—keeping pets on their normal routine, providing plenty of play and affection, and making sure they feel safe and comfortable while you’re away. I’ll also keep you updated with photos and messages so you can have peace of mind knowing your pet is happy and well cared for. Most importantly, I understand that trusting someone with your pet is a big deal. I take that responsibility seriously and strive to give every pet the same love, patience, and attention I would want for my own. Pet care fits naturally into my routine. I’m dependable, flexible, and able to provide consistent walks, playtime, attention, and loving care throughout the day. I provide a safe, loving, and comfortable environment while following each pet’s routine. I give plenty of attention, exercise, playtime, and affection, while respecting their individual needs.

Sitter Profile Image: Doctor MiCaH JKing B.
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Doctor MiCaH JKing B.
from
$27
per visit
5.0 out of 5 stars
• 5 reviews
1 repeat client
24 years of experience
East Westwood, Cincinnati, OH, 45225

About: i have taken care of a variety of cats with diverse ranges in size, personality, and friendly towards both strangers and close relatives. I have trained my own cat, Korin (aka Mufassa) well! To the point he’s comfortable with commands although he does not always obey! 🤣 he’s got a very rogue personality. Korin is over a decade old at this point but still in prime condition and health! I honed my cat caretaker skills over the years with many feline furry friends, and will likely always have one in my life as cats bring a certain balance to life that is hard to otherwise find. Cats tend to be the easiest animal to care for from my experience, as they are the most obvious to read. You know fairly quickly where you stand, with both dogs and cats, and no matter where you stand you can build from that by maintaining constant gas in your JEEP Jesus Enthusiasm Encouragement Peace Long as you operate in the JEEP everything will be exactly what it is meant to be🎶

Sitter Profile Image: Eleyna R.
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Eleyna R.
from
$32
per visit
8 years of experience
Hartwell, Cincinnati, OH, 45215

About: I have 8 years of experience in the veterinary field, including 5 years as a veterinary assistant, with extensive hands-on experience caring specifically for cats of all ages and temperaments. I’m comfortable administering oral medications, eye/ear drops, injections (when prescribed), and closely monitoring for subtle behavior or health changes that cats often hide. What sets me apart is my understanding of feline behavior and stress signals. I’m especially attentive to keeping litter boxes deep-cleaned and odor-free, maintaining consistent routines, and creating a calm environment for shy, senior, or medically complex cats. I treat every cat with patience and respect, letting them set the pace while ensuring they’re safe, clean, and well cared for.

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Why choose a sitter on Rover

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    Schedule a free in-person meeting to ensure a perfect fit before you ever book.

Perfect for high energy dogs - Winchester

Prices are estimates per day. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: april s.
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april s.
from
$25
per day
5.0 out of 5 stars
• 13 reviews
5 repeat clients
35 years of experience
Georgetown, OH, 45121

About: Experienced dog owner/pet lover! I have always had an intimacy with the animal world. Pets are family and I enjoy giving dogs lots of affection and good conversation. A good walk and playtime as well.😉 I enjoy spending quality time with dogs...grooming them, walking them, and playing. I grew up with pets in my home ever since I can remember, we had everything from dogs, cats, to a horse. (Even a salamander) I have experience with light training, and giving medications, pill and injections. I'm available weekdays, and weekends are typically open. I would love to build a long term business and achieve great connections with clients and their pets. I'm hoping to meet many great dogs and cats and provide a quality reliable service to areas of Brown County Ohio! Pet Care is my only job so Please don't be afraid to contact me for last minute needs. We just opened our Doggy Cottage so we can take on more dogs than we previously could and it's adorable! We live in a home but also have built a Doggy Cottage so we can board a few more dogs for our clients. Perfect for doggy daycare and boarders that want a small intimate hands on experience for their pups. Scheduled rest, walks and playtime are free for all!

Sitter Profile Image: Gwen B.
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Gwen B.
from
$20
per day
5.0 out of 5 stars
• 46 reviews
13 repeat clients
26 years of experience
West Union, OH, 45693

About: Hi! I'm Gwen, a lifelong dog lover and proud dachshund mom. I understand that every pet has their own personality, routine, and needs, and I treat every dog in my care like one of my own. I have experience with small breeds, senior dogs, puppies, and dogs that need extra patience and attention. What sets me apart is the amount of love, communication, and one-on-one care I provide. You'll receive regular updates, photos, and peace of mind knowing your pet is safe, happy, and loved while you're away. My goal is to make your pet feel at home and your time away stress-free. Pet care is already a big part of my daily life. As a dachshund owner, my days revolve around feeding schedules, exercise, playtime, potty breaks, and plenty of attention and affection. I have a flexible schedule that allows me to provide frequent check-ins, walks, and companionship throughout the day. I understand the importance of maintaining a pet's routine and making sure they feel comfortable, safe, and loved while their owners are away. Your pet's safety, comfort, and well-being are always my top priorities. I follow each owner's instructions carefully, including feeding schedules, medications, exercise routines, and any special care needs. Whether caring for pets in my home or yours, I provide a clean, safe, and loving environment with plenty of supervision, attention, and affection. I take time to learn each pet's personality, habits, and comfort level to help reduce stress and keep them feeling secure. I also provide regular updates and photos so you can have peace of mind while you're away.

Sitter Profile Image: Avery B.
Verified Background Check
Avery B.
Star Sitter
from
$28
per day
5.0 out of 5 stars
• 271 reviews
61 repeat clients
19 years of experience
Batavia, OH, 45103

“Avery is always so greater with Piper. We are so thankful we found her!”

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Kora J.
Sitter Profile Image: Jenny W.
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Jenny W.
from
$55
per day
5.0 out of 5 stars
• 5 reviews
1 repeat client
22 years of experience
Augusta, KY, 41002

About: Your pet will love spending time with me. I am active. Taking long walks and playing outside. Loving home away from home. From medication, to daily brushing. I talk to your dog and create a haven for your pet. Your pet will be cherished. Your pet will love spending time with me. I am active. Taking long walks and playing outside. Loving home away from home. From medication, to daily brushing. I talk to your dog and create a haven for your pet. Your pet will be safe and cared for per your specifications.Your pet will love spending time with me. I am active. Taking long walks and playing outside. Loving home away from home. From medication, to daily brushing. I talk to your dog and create a haven for your pet.

Sitter Profile Image: Josephine G.
Verified Background Check
Josephine G.
from
$30
per day
5.0 out of 5 stars
• 26 reviews
2 repeat clients
45 years of experience
Bethel, OH, 45106

About: I ONLY TAKE ONE PET AT A TIME SO THEY GET 100% OF MY ATTENTION & LOVE 24/7. I've had critters to love and care for since I can remember - all kinds: dogs, cats, a pony, ducks, chickens, rabbits, birds, guinea pigs and fish. Animals have always been a very important part of my life. I worked for a vet for several years, was on the Board of my local SPCA and have rescued 3 dogs and a cat as part of our family in the past 15 years. Now our empty nest home is pretty quiet but I am always ready to love some more! I started pet sitting for friends and discovered how fulfilling it can be, so I am more than ready to care for your fur baby too. I am at home full time now and have the whole day to tailor to the needs of the critters I care for, so even special needs are not usually a problem. I am an avid photographer and will happily send photo updates regularly. OH, and I go by LOLLY (a nickname since I was a toddler). I have a large fenced yard for off-leash, supervised play time and live in a forest with acres of trails for leashed walks. I have one cat at home and aim to board only ONE DOG AT A TIME (or two if they are housemates already). Your pet will stay inside my home which is a peaceful and safe environment, no small children, quiet neighbours and a husband who loves to give free belly rubs! Home 24/7 so am able to be with your pet all day and night which is especially important for little ones who aren't used to being away from home. We have a large fully fenced and large back yard in a forest-like setting and miles of trails for leash walks. Also a smaller fenced area within the larger fenced yard for late night or early morning relief. Your pet will never be outside without me.

Sitter Profile Image: zoey h.
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zoey h.
from
$25
per day
15 years of experience
Augusta, KY, 41002

About: Hello! Thanks for considering me to care for your fur babies! I’m an avid animal lover and always have been! I started when I was 10 years old, my neighbors across the street had a boxer and a bull dog they would have me care for when they went on family vacations. From then on my love for pet sitting had grown. In high school I was involved with FFA & agriculture classes, especially when it came to animal sciences. I competed on a state level veterinary science FFA competition in 2017 at Murray state University, and am registered in animal nutrition. I currently have 2 dogs of my own, moose is a 2 year old Great Pyrenees, and Gracie is a 6 year old Australian shepherd. I also have a 6 year old cat, he’s an indoor only kitty! My pets are my world plus some, they make my world go round. I work from home Tues-Saturday, and my work is very independent. I only have 1 meeting a day around lunch time, with 2 15 minute breaks, and then a 30 minute lunch break. During my breaks i give my dogs potty breaks & fetch time, but im able to give them potty breaks whenever necessary! As I mentioned in my experience, I work from home! Tuesday-Friday I work 10am-6:30pm. I receive 2 paid 15 minute breaks, and a 30 minute lunch break. My work is very independent, and if needed I’m able to step away from my desk for a few minutes. During my 15’s I like to sit out on the porch and soak up some sunshine, while the dogs potty, play, or enjoy the fresh air! On my lunch break, I eat as quick as I can so I can get outside to play fetch with my Australian shepherd Gracie! My Great Pyrenees, moose, is a laid back big ol boy, he goes with the flow all day long. My Aussie gracie on the other hand, is very routine based! We feed gracie before bed time to prevent tummy upsets during the day due to her high energy. I’m very aware of how dogs can be when it comes to feeding, and I tend to feed pets separately to prevent any tiffs. I have a large fenced in yard, and 2 dogs to keep your pup company! Both of my dogs are very friendly, and very well behaved. They’re both crate trained, and we have 2 crates for them. We love toys around here, so we have lots of toys to choose from!

Sitter Profile Image: Pamela W.
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Pamela W.
from
$25
per day
5.0 out of 5 stars
• 6 reviews
2 repeat clients
20 years of experience
Maysville, KY, 41056

About: Animal Behaviorist, Professional Dog Trainer. Have experience with puppies and older dogs. Reliable care 24/7. AKC Canine Evaluator Over twenty years of experience with canines. Available most days and weekends. Reliable and will send you photos of your pet during my visits or overnight stays. 24/7 pet care like they are my own animals. Have a fenced in yard. Live close to a park to walk the dogs. Have the ability to offer kennels or kennel free care in home. Or we can care for your dog at your home.

Sitter Profile Image: Dani L.
Verified Background Check
Dani L.
from
$25
per day
5.0 out of 5 stars
• 3 reviews
10 years of experience
Leesburg, OH, 45135

About: My first job was cleaning dog kennels at age 8, I spent 6 years after high school managing a dog daycare and boarding facility, and the last 3 years as a dog handler for a geese management. I am certified in canine and feline first aid and CPR, as well as administering medication. I am also experienced in dog training. Not only can I keep them healthy but happy and active with lots of love and playtime and enrichment activities. There is no animal I don’t adore, big or small, grumpy or crazy, young or old. Allow me to give you confidence and comfort in your absence while I care for your furbabies. Please provide food if scheduled to eat while with me and a collar with your name and number on it. I respect boundaries of all pets and clients, as well as trying to go above and beyond with service of all parties. I can do extra services upon request. My schedule would revolve around my clients schedule. My day is already dictated by my animals at home with around the clock care. I am very flexible when it comes to meeting the needs of the animals I’m providing care for. I try to stay as true to the routine they are use to, as well as provide extra activities and stimulation to enrich their time with me. I want them to be excited to come back!

Sitter Profile Image: Sara C.
Verified Enhanced Background Check
Sara C.
from
$25
per day
15 years of experience
Batavia, OH, 45103

About: With over 15 years of hands on experience fostering more than 80 dogs, I've cared for puppies, seniors, medical cases, and dogs needing extra patience, confidence building, and socialization. Every dog is an individual, and I enjoy getting to know their unique personality and routine. I actively train (and occasionally compete) in agility, herding, trick training, scent and others with my dogs as well as helping introduce others to CPE Agility as an instructor at Clermont County Dog Training Club. This experience has given me a strong understanding of canine body language, safe introductions, and enrichment. I provide a calm, home based boarding experience with plenty of individual attention. I'm comfortable administering most medications, happy to follow your dog's routine, and require a meet-and-greet before every first stay. To ensure personalized care, I accept a maximum of two guest dogs (40 lbs or less) at a time. I work from home, so your dog will have company and supervision throughout the day. Guest dogs are rarely left alone for more than a couple of hours, and if I do need to step out, all dogs are safely crated for everyone's security. Outside breaks are offered every 2–3 hours (or more often if needed), with plenty of opportunities for sniffing, play, and relaxation. Most days include two walks, enrichment activities, and, when weather permits, a longer hike or adventure around the adjoining 150-acre property using secure long lines. Dogs who enjoy the water may also have the opportunity to splash in the pond or explore the creek with owner approval. Every dog's activity level is adjusted based on their age, fitness, personality, and your preferences. Your dog's safety and comfort always come first. Every new guest is required to complete a meet-and-greet before booking so we can make sure everyone is a good fit. Because my own dogs share the home, I look for guests who are dog-friendly or dog-tolerant. New dogs are introduced gradually, and crate-free time with my dogs only happens after I've assessed everyone's comfort and temperament. Dogs are continuously supervised while together, and I carefully manage interactions to keep the environment calm and positive. My home features approximately half an acre of securely fenced outdoor space, along with access to 150 acres for on-leash adventures. Guest dogs are never off leash outside the fenced yard; long lines are always used when exploring. Dogs are welcome on the furniture unless you prefer otherwise, and I'll happily follow your household routines and care instructions to help your dog feel at home. Please note this is a hobby farm with chickens and sheep on the premise. They will be secured away from the guest dogs.

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More than 1.6 million
pets enjoyed cuddles and care from sitters on Rover1

Adventure-ready dog walkers - Winchester

Prices are estimates per walk. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Nikayla P.
Verified Enhanced Background Check
Nikayla P.
from
$20
per walk
7 years of experience
Fayetteville, OH, 45118

About: I’ve taken care of many animals on my family farm and I love them all! I have experience with dogs, cats, chickens, pigs, bunnies, ducks, and horses! I have a short school and work schedule so I have plenty of time to play with and take care of your pets! Available many hours and days. I have fenced in areas and leashes outside to keep pet safe and secure. I also have barns and crates if needed for your pet.

Sitter Profile Image: Jordan L.
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Jordan L.
from
$15
per walk
10 years of experience
Mount Orab, OH, 45154

About: Hello, my name is Jordan. I am a pet sitter based in Mount Orab, Ohio! I have 4 cats and a little Chiweenie Puggle with my boyfriend. I often take care of strays around the neighborhood and have even taken in a few. I work to advocate for those who don't have a voice. I enjoy walking in the outdoors! Perfect for your little pup full of energy. I have always had a passion for animals since I was little, accumulating a lot of pet care experience under my belt with smaller animals over the course of a decade. I always treat every furbaby as if they are my own. I cannot wait to meet yours, they will have my full heart and attention! Always up to answer those questions and concerns, you can rely on me to be there for you and your dog. I tend to specialize in small dogs and other small animals. I have a fairly flexible schedule due to working for myself currently, making plenty of time for your pet throughout the week Monday through Sunday as well as most holidays! I care for the pets in and around my home by feeding with set schedules, cleaning up any messes created, scooping litterboxes everyday, cleaning food bowls, walking my dog multiple times throughout the day, crating my dog at night, as well as keeping them enriched and entertained!

Sitter Profile Image: Alyssa S.
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Alyssa S.
from
$15
per walk
1 repeat client
15 years of experience
Milford, OH, 45150

About: I’ve been caring for pets for over 15 years and have always loved getting to know their unique personalities and routines. I’m dependable, patient, and genuinely enjoy giving pets the attention, comfort, exercise, and companionship they need. My goal is to make your pets feel safe, happy, and loved while you’re away. As a work-from-home mom, pet sitting fits naturally into my daily routine. My flexible schedule allows me to be available for visits, walks, feedings, and plenty of attention throughout the day. I love having pets as part of my routine and enjoy making sure they feel comfortable, cared for, and loved while their families are away. I care for every pet with patience, love, and attention to their individual routine. In my home, pets have access to an unfenced yard for supervised outdoor time and plenty of room to relax. In a client’s home, I follow their instructions closely and keep their pet comfortable in their familiar environment.

Sitter Profile Image: Doctor MiCaH JKing B.
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Doctor MiCaH JKing B.
from
$10
per walk
5.0 out of 5 stars
• 5 reviews
1 repeat client
30 years of experience
East Westwood, Cincinnati, OH, 45225

“I went with my Scooter.He was friendly to my dog and me. We talked about the Bible, our children, and family life. We had a good conversation.”

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Yvonne B.
Sitter Profile Image: Delaina P.
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Delaina P.
from
$20
per walk
3 years of experience
Hillsboro, OH, 45133

About: Reliable dog care from a boarding kennel worker with hands-on experience in daily care, routines, and behavior. Beginning AKC training soon. With some veterinary experience as well. I have a flexible schedule as a full-time student, so I can stop by before or after classes for walks, feeding, medications, bathroom breaks, and other care needs. I’m happy to help with weekend visits and can do overnight stays when possible. I’m comfortable traveling up to about 25 miles for pet care. I treat every pet like part of my family, giving plenty of attention, love, and consistency. Inside my home, I maintain a clean, safe, and comfortable environment, following each pet’s routine for meals, bathroom breaks, play, and rest. I’m attentive to behavior, health, and individual needs, and I make sure pets feel secure, happy, and cared for while their owners are away. My reliability, patience, and flexibility help me provide personalized care that puts both pets and owners at ease.

Sitter Profile Image: Jenny W.
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Jenny W.
from
$50
per walk
5.0 out of 5 stars
• 5 reviews
1 repeat client
22 years of experience
Augusta, KY, 41002

About: Your pet will love spending time with me. I am active. Taking long walks and playing outside. Loving home away from home. From medication, to daily brushing. I talk to your dog and create a haven for your pet. Your pet will be cherished. Your pet will love spending time with me. I am active. Taking long walks and playing outside. Loving home away from home. From medication, to daily brushing. I talk to your dog and create a haven for your pet. Your pet will be safe and cared for per your specifications.Your pet will love spending time with me. I am active. Taking long walks and playing outside. Loving home away from home. From medication, to daily brushing. I talk to your dog and create a haven for your pet.

Sitter Profile Image: Brianna M.
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Brianna M.
from
$30
per walk
4.2 out of 5 stars
• 11 reviews
4 repeat clients
7 years of experience
Central Business District, Cincinnati, OH, 45202

About: What sets me apart is that I treat every pet like they’re part of my own family. I’m patient, dependable, attentive, and I take the time to learn each pet’s personality, routine, and individual needs. I’m comfortable caring for pets of all ages and energy levels, from playful puppies and young dogs who need extra patience and consistency to senior pets who may need a slower pace, medication reminders, extra bathroom breaks, or additional attention. I’m also happy working with shy, anxious, or nervous pets and always let them warm up to me at their own pace. I believe the little things make a big difference—keeping pets on their normal routine, providing plenty of play and affection, and making sure they feel safe and comfortable while you’re away. I’ll also keep you updated with photos and messages so you can have peace of mind knowing your pet is happy and well cared for. Most importantly, I understand that trusting someone with your pet is a big deal. I take that responsibility seriously and strive to give every pet the same love, patience, and attention I would want for my own. Pet care fits naturally into my routine. I’m dependable, flexible, and able to provide consistent walks, playtime, attention, and loving care throughout the day. I provide a safe, loving, and comfortable environment while following each pet’s routine. I give plenty of attention, exercise, playtime, and affection, while respecting their individual needs.

Sitter Profile Image: Kyara R.
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Kyara R.
from
$30
per walk
5.0 out of 5 stars
• 8 reviews
13 years of experience
Loveland, OH, 45140

About: As your pet's second best friend, I offer tailored care, genuine love, and a paw-sitively unforgettable experience! I am well educated in dog training, ensuring they’re mentally and physically stimulated, to overall pet health. I take care of my dog to the fullest extent, your dog will be treated all the same as a new member of the pack! To ensure safety and health, we don’t play right after eating to avoid bloat, I am very conscious of heat on their paws when walking on different surfaces, I avoid rawhide treats and go with homemade or very natural treats instead, and those are just scratching the surface of do’s and don’ts! I keep a structured but flexible routine, which allows me to give your dog plenty of attention, exercise, and consistency. I prioritize walks, potty breaks throughout the day, and lots of playtime and enrichment. I’m home often and very intentional about making pets feel safe, comfortable, and cared for. Whether your dog needs structure, cuddles, or high energy engagement, I adapt to their personality and routine to make their stay feel as close to home as possible! Your dog’s safety and comfort are my top priorities. I have a well-socialized dog, Dilo, who has a background in working in high stress environments to not be reactive. Nonetheless, I always do slow introductions to ensure everyone feels safe and comfortable. If needed, I can crate or provide separate spaces for rest and decompression. Inside my home, I maintain a clean, structured environment with plenty of space for play and relaxation. I closely monitor interactions, follow feeding instructions carefully, and stick to your dog’s routine as closely as possible so they maintain some sense of routine while being away from home.

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Large dog specialists near you - Winchester

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Sitter Profile Image: Hazbleydy I.
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Hazbleydy I.
from
$40
per night
5.0 out of 5 stars
• 4 reviews
1 repeat client
10 years of experience
Georgetown, OH, 45121

“Hazbleydy I. & her husband were great! My dog can be very anxious and is usually not fond of new people but she had a great time at their house. Hazbleydy kept me updated with pictures the entire time, and even went out to get supplies for my dog that had ran out of during the stay. I would highly recommend her!”

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Katelynn N.
Sitter Profile Image: Avery B.
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Avery B.
Star Sitter
from
$32
per night
5.0 out of 5 stars
• 271 reviews
61 repeat clients
19 years of experience
Batavia, OH, 45103

“Avery took excellent care for our puppy! She was so friendly and easy to work with. I could tell our puppy was well cared for, and had fun. She even got to go to soccer practice, which I am sure she loved! I will definitely book with her again!”

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Sonya B.
Sitter Profile Image: april s.
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april s.
from
$40
per night
5.0 out of 5 stars
• 13 reviews
5 repeat clients
35 years of experience
Georgetown, OH, 45121

“April was a great puppy sitter. I have a 4 month old miniature poodle. HOLLY. Holly fell in love with April. I can tell Holly was very well cared for. I will be using her again. Highly recommend. I loved she sent Pics daily.”

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John W.
Sitter Profile Image: Richelle F.
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Richelle F.
from
$30
per night
4.9 out of 5 stars
• 10 reviews
4 repeat clients
21 years of experience
Leesburg, OH, 45135

“Highly recommend! Great care and affordable. I received pictures and video of my dog during her stay. It was like having her stay with family. Already planning to bring my dog back for our next trip. Thanks Richelle!”

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Carrie G.
Sitter Profile Image: zoey h.
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zoey h.
from
$35
per night
15 years of experience
Augusta, KY, 41002

About: Hello! Thanks for considering me to care for your fur babies! I’m an avid animal lover and always have been! I started when I was 10 years old, my neighbors across the street had a boxer and a bull dog they would have me care for when they went on family vacations. From then on my love for pet sitting had grown. In high school I was involved with FFA & agriculture classes, especially when it came to animal sciences. I competed on a state level veterinary science FFA competition in 2017 at Murray state University, and am registered in animal nutrition. I currently have 2 dogs of my own, moose is a 2 year old Great Pyrenees, and Gracie is a 6 year old Australian shepherd. I also have a 6 year old cat, he’s an indoor only kitty! My pets are my world plus some, they make my world go round. I work from home Tues-Saturday, and my work is very independent. I only have 1 meeting a day around lunch time, with 2 15 minute breaks, and then a 30 minute lunch break. During my breaks i give my dogs potty breaks & fetch time, but im able to give them potty breaks whenever necessary! As I mentioned in my experience, I work from home! Tuesday-Friday I work 10am-6:30pm. I receive 2 paid 15 minute breaks, and a 30 minute lunch break. My work is very independent, and if needed I’m able to step away from my desk for a few minutes. During my 15’s I like to sit out on the porch and soak up some sunshine, while the dogs potty, play, or enjoy the fresh air! On my lunch break, I eat as quick as I can so I can get outside to play fetch with my Australian shepherd Gracie! My Great Pyrenees, moose, is a laid back big ol boy, he goes with the flow all day long. My Aussie gracie on the other hand, is very routine based! We feed gracie before bed time to prevent tummy upsets during the day due to her high energy. I’m very aware of how dogs can be when it comes to feeding, and I tend to feed pets separately to prevent any tiffs. I have a large fenced in yard, and 2 dogs to keep your pup company! Both of my dogs are very friendly, and very well behaved. They’re both crate trained, and we have 2 crates for them. We love toys around here, so we have lots of toys to choose from!

Sitter Profile Image: Dani L.
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Dani L.
from
$35
per night
5.0 out of 5 stars
• 3 reviews
10 years of experience
Leesburg, OH, 45135

“Best experience I have ever had with a sitter! Dani watched my 2 boxers and loved them like they were her own. She is extremely experienced with dog behavior and knew how to care for my temperamental female boxer. I will definitely be using Dani again!!”

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Sarah B.
Sitter Profile Image: Jenny W.
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Jenny W.
from
$75
per night
5.0 out of 5 stars
• 5 reviews
1 repeat client
22 years of experience
Augusta, KY, 41002

“Superb updates, pictures, video during stay, couldn't ask for a better or more caring sitter. Highly recommended. Thanks for your loving home for Daisy while we were away!”

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Felix G.
Sitter Profile Image: Keyana W.
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Keyana W.
from
$50
per night
8 years of experience
Augusta, KY, 41002

About: I have had many animals! From reptiles, to chinchillas all the way to dogs & cats I’ve had a lot of experience with many different pets. I am a big animal person! As a first time cat mom I fully understand how important it is to have a pet sitter who helps you feel secure in leaving your fur babies with them. Not only am I a trustworthy person, I’m very attentive to detail and reliable. I’m currently unemployed, doing odd jobs like dog sitting, house cleaning, and babysitting. Therefore, I would have PLENTY of time to play with your fur babies!! We have plenty of cat toys your cats can play with, including 2 cats! Our cats are very pet friendly and love having new friends to play with. We also have dogs who are very friendly and love to run and play! I can take your pets on walks, play with them, and more!

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