Dog Boarding in Winchester

Find a loving dog sitter to watch your dog overnight at your sitter's home.

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1. Jeannette Verified Background Check

Home full time

Lexington, KY, 40509

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

"My wife and I cannot begin to describe how happy we were with the care provided by Jeannette and her family toward our dog, Zeva. Zeva had so much fun that ... (more)"

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2. Lynda Verified Background Check

Doggy lover!

Mount Sterling, KY, 40353

Dog Boarding, House Sitting, Drop-In Visits

"Lynda was great with my dog! I went out of the country for 2 weeks and left my dog with her, she made sure to keep me updated on how my dog was doing and tre... (more)"

3. Heather Verified Background CheckRover 101

Join the wolf pack!

Lexington, KY, 40516

Dog Boarding, Doggy Day Care

"Heather was amazing. Our dog Maisy had a great time. Heather sent photos everyday and kept us updated. Maisy played with her toys and dogs. She stayed four n... (more)"

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4. Alexandra Verified Enhanced Background Check

Dependable Lover of Critters

Lexington, KY, 40509

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

"Alexandra was brilliant with our Lulu. Lulu is stubborn as all get out and can be such a handful. She handled our pup with patience and professionalism and... (more)"

5. Marlize Verified Background CheckRover 101

Best puppy vacation destination!

Lexington, KY, 40509

Dog Boarding, Drop-In Visits, Dog Walking

"We have used Marlize on many occassions, often with very short notice, and she is always incredibly accommodating and wonderful to work with. My pup goes cra... (more)"

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6. Kylie Verified Background Check

I want to love on your sweet doggos

Lexington, KY, 40509

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

"Kylie S. has a true love and passion for dogs. She is very loving and caring with any dog that she is caring for. I feel very confident that my dogs are in t... (more)"

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7. David Verified Background Check

Great with all dogs !

Winchester, KY, 40391

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Dave is a wonderful, hardworking individual. He is very responsible and capable. He is kind and trustworthy, and committed to completing all his tasks. We a... (more)"

8. Natalie Verified Background Check

Weekend Puppy Getaway

Lexington, KY, 40509

Dog Boarding, Drop-In Visits, Dog Walking

"Due to a last minute issue we were in need of a boarding option for our two dogs. We reached out to Natalie in the evening and the next morning she had our d... (more)"

9. Gloria Verified Background Check

Eager to help!

Winchester, KY, 40391

Dog Boarding

"Gloria is fabulous! She has taken care of and groomed our little dog many times over the last few years. I never worry while our dog is in her care. She is v... (more)"

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10. Madison Verified Background Check

My 2 dogs are my best friends

Lexington, KY, 40509

Dog Boarding, Drop-In Visits, Dog Walking

About: I’ve only dog sitted one time for a family friend all day and loved every moment of it. Im a HUGE dog person! Anywhere I go and I see a dog, I imme... (more)

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11. Anne Verified Background Check

Will love yours like I love mine!

Mt Sterling KY, KY, 40353

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

About: Veterinarian technician small animals for 10 years and large/farm animals for 12 years. I am retired from the career but not from the love and pass... (more)

12. Cassidy Verified Background Check

TLC fresh from the farm

Winchester, KY, 40391

Dog Boarding, Doggy Day Care

"I’ve known Cassidy for sometime now and her passion and love for animals is unbelievable. Currently having two cats two dogs and two bunny’s, each animal is ... (more)"

13. Derek Verified Background Check

Tippy taps welcome!!

Lexington, KY, 40509

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Very reliable and trustworthy. On time and professional when it comes to service. Positive attitude during all interactions. My dogs were drawn to him from t... (more)"

14. Kody Verified Background Check

Any dog, any shape or size, I love

Winchester, KY, 40391

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

"Kody is a loving and caring person, especially when it comes to dogs. He loves spending time with them and will make sure they are taken care of properly. I ... (more)"

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15. Autumn Verified Background Check

Hi I’m Autumn, I love all pets!

Winchester, KY, 40391

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: I’m Autumn, I love all pets as I have many! Experienced in small pets ( such as rabbits, rats, etc) and other animals such as dogs, cats. I’m willi... (more)

16. Rebekah Verified Background Check

Animals are my best friends

Lexington, KY, 40515

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: I have been walking dogs for about a year and have always had good reviews and have really enjoyed it. I used to have a dog of my own and since he ... (more)

17. Kimberly Verified Background Check

One awesome fur-momma

Winchester, KY, 40391

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

About: I have a serious love for animals. I work in animal rescue as a volunteer. I don’t bring rescue animals home but I volunteer to feed and walk them.... (more)

18. Jen Verified Background Check

Friendly animal loving sitter

Lexington , KY, 40516

Dog Boarding

"Jen has a wide variety of experience with dogs of all temperaments and sizes. She loves animals and does a great job taking care of them! (more)"

19. Noah Verified Background Check

Dog Sitter

Winchester, KY, 40391

Dog Boarding, House Sitting, Dog Walking

About: I have been around dogs & cats since i was a child. Growing up i lived with 2 puppies and now that i live on my own my father has 5 dogs. I tend to... (more)

20. Cierra Verified Background Check

I'll walk your dog around

Winchester, KY, 40391

Dog Boarding, House Sitting, Doggy Day Care

About: Very nice , pets love me and I love pets I am willing to bond and care for dogs as if they were my own , I will not hurt or mistreat your pet . Any... (more)


As dog lovers, we understand how difficult it can be to leave your dog when you have to head out of town. Luckily, you can find the perfect Winchester dog sitter in seconds on Rover.com. If you're looking for dog boarding while you're away, whether it's for one night or a whole month, you can find a dog sitter in Winchester, KY who meets your - and your dog's - needs. We manually review and approve every profile on our site, and we offer tools to help you make the right decision for your dog - including background checks and community reviews. We also offer educational opportunities and extra safety tools, such as the Protection Package. And we always recommend an in-person Meet & Greet so you can see that your sitter is the perfect fit for your dog. Rover is proud to be the nation's largest network of dog lovers for hire, and that includes offering pet boarding in Winchester, KY.

If you're the sort of person who likes to book services when you're out and about, you'll love the Rover dog boarding app. In minutes, you'll be able to view hundreds of experienced dog sitters no matter where you are, or re-book on-demand with your puppy's favorite dog sitter. You'll get to check in in real-time to see how your dog's day is going, with the photo updates feature from your dog sitter via the Rover dog boarding app. And if you hate carrying cash, or calculating tips, you'll love the Rover app's cashless payment feature which enables fast, secure payment of your dog sitter without money needing to change hands.

The cost of dog boarding in Winchester may surprise you - in a good way. That's because there's a dog sitter on Rover for nearly every price range and lifestyle. Curious about how much you can expect to pay for dog boarding on Rover? Check out our average dog boarding rates to get an idea before you start a conversation with an individual dog sitter.

In other words, when you use Rover to find Winchester dog boarding services, your pet is given the best in loving care and hands-on attention, and you don't need to miss out on that just because life got in the way.

What if you're a dog lover who's looking for dog boarding jobs? You'll want to check out our information about how to become a dog sitter on Rover. We're always excited to add new dog sitters to our dog boarding service, and our application process makes it simple to get your own dog boarding business up and running. When you become a Rover dog sitter, you benefit from great features including premium pet insurance, a third party background check, and our cashless payment feature for ease and peace of mind. Why not apply today?