Dog Boarding in Winchester

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

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1. Nichole

Loving Family w/ Large Fenced Yard

Winchester, VA, 22602

Dog Boarding, Doggy Day Care

"Nichole came to our rescue when our original Rover sitter cancelled on us at the last minute due to an emergency. Nichole was extremely flexible (she lives a... (more)"

Confirmed availability
Thanksgiving
2. Angela

Home full-time - play time everyday

Winchester, VA, 22601

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

"Angela was great, she keeps you updated and the house was nice and clean. Communication went well and it was easy going. Recommend and will use her for futur... (more)"

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3. Meghan

Holbrook Hound Hotel!

Stephens city, VA, 22655

Dog Boarding, Drop-In Visits, Dog Walking

"Duke loved his stay with Meghan. He got to play a lot, go on walks, and had a nice fenced in yard to run around and play in. He was worn out when we got him ... (more)"

Confirmed availability
Thanksgiving
4. Megann and Ross

We Love Your Pets Like Our Own!

Winchester, VA, 22601

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

"Outstanding experience with Clancy being cared for by Megann and Ross. Clancy enjoyed being part of their pack. We will definitely use their services in th... (more)"

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5. Tracey

All fur babies are family here!

Winchester, VA, 22602

Dog Boarding, Doggy Day Care

"Tracey is clearly a dog lover! Maya enjoyed her 5 night stay and she had so much fun playing with Maize! Thank you Tracey for keeping Maya safe and loved ?? (more)"

6. Conrad

Dogs are a man's best friend

Winchester, VA, 22602

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

"Conrad was quick to stay in touch throughout the stay/ask questions for my puppy's first sitting, and she loved his care. Great job and definitely recommend! (more)"

Confirmed availability
Thanksgiving
7. Linda

Dogs love coming to Auntie Linda's

Winchester, VA, 22602

Dog Boarding, Drop-In Visits, Doggy Day Care

"Remi & Rhea were with Linda for a week during this stay and I can say that they were totally relaxed and comfortable when we returned. Linda is the best sit... (more)"

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8. Christa

Certified Vet Tech/CPR

Stephens City, VA, 22655

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

"Christa was a great sitter. I was able to book her last minute for the weekend and my dog absolutely loved her home and her backyard! The daily updates and p... (more)"

9. Brittany

SAHM with lots of cuddles to give!

Winchester, VA, 22602

Dog Boarding, Doggy Day Care

"Brittany was great! She was so good with Sebastian. I will definitely being him back to her (more)"

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10. Jillian

Avid dog lover

Winchester, VA, 22602

Dog Boarding, Drop-In Visits, Dog Walking

"Jillian is a kind and loving person, she loves children and animals. She became divorced in the last year, she was separated from her own dogs. She will love... (more)"

11. Anders

Stay home dad on 8+ acres of fun

Clear Brook, VA, 22624

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

"This was our first time leaving our dog with Anders. Anders was very kind and attentive. Our dog seemed very happy running around his big yard and playing wi... (more)"

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12. Bridget

Home Full Time, Huge animal lover!

Winchester, VA, 22602

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

"Nana had a great time with Bridget. She has a new four-legged friend now and new two-legged friends for walks, pets, treats and all the good stuff she expect... (more)"

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13. Theo

In a program training dogs

Winchester, VA, 22601

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

"Theo is a dog whisperer. He is very good with all types of dogs. He is very responsible as well. You could not leave your beloved pet in better hands. (more)"

Confirmed availability
This weekend
14. Rich

End of Summer Blowout Rate!! $20!!

Winchester, VA, 22602

Dog Boarding, Doggy Day Care

"Hello I am Rich's older brother by 4 years. The family had dogs all through our child hood. They were all close and vital members of the family. Rich grew up... (more)"

Confirmed availability
This weekend
15. Taylor

Dogs need a little fun too!

Winchester, VA, 22601

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

About: I have been around dogs my whole life. I enjoy being outside, enjoying the day, and fun adventures. Your pets will love going on walks and adventur... (more)

16. Brianna

Flexible, active and dog-educated!

Winchester, VA, 22601

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

"Brianna did a wonderful job with or dog, Miller! She was very flexible on drop off and pick up times, and worked to accommodate our schedule. She also did a ... (more)"

Confirmed availability
Thanksgiving
17. Amber

Let me love your pups!

Winchester, VA, 22601

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

"For short notice she was very awesome to work with for drop off and pick up times. Our puppy seemed to have a wonderful time...he was worn out, but seemed ve... (more)"

Confirmed availability
Thanksgiving
18. Tawanda

Ms. Tawanda

Winchester, VA, 22601

Dog Boarding, Drop-In Visits, Dog Walking

About: As an animal lover I am seeking a position to utilize my genuine love for a member of your family. With the concern for their health, happiness, an... (more)

19. Amber

Animal lover!

Winchester, VA, 22602

Dog Boarding, Drop-In Visits, Dog Walking

"Amber is amazing! She watched my seven month old lab mix at her home while I was gone for six days. She sent me daily updates and pictures and treated him li... (more)"

20. Danielle

Love dogs, walks and playing catch

Winchester, VA, 22602

Dog Boarding, Doggy Day Care

"Danielle is the best!! She took care of my puppy while I was away for an overnight. Calm, patient and very comforting to Zeke a new environment. Highly recom... (more)"


Rover.com is the simple, savvy way to find and book Winchester pet boarding. It's easy to find the perfect dog sitter - many sitters on Rover have a long history of dog sitting, and 95% of reviewed stays have received a perfect five-star rating. When you book dog boarding on Rover, your dog will enjoy a loving staycation in their sitter's home. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Every dog sitter in Winchester, VA has the option to complete a background check. Stays are booked on Rover every minute of every day, and more than 92% of the population lives within a short drive of one of our dog kennel alternatives. When you book [city name] dog boarding on Rover, your dog gets the loving care they deserve, and you get peace of mind.

Looking for an on-demand solution to your dog boarding needs when you're short on time? Then you'll love the Rover dog boarding app. The Rover app features hundreds of highly-rated, trustworthy dog sitters, and you can scroll through the options or simply re-hire your regular dog boarder in no time. Your dog sitter can share real-time photo updates via the Rover dog boarding app, and with the app's cashless payment feature you'll be able to compensate your dog sitter quickly and safely, with no need for cash, checks or tips.

The price of dog boarding in Winchester, VA might not be as much as you thought. Whatever your price range, you'll find a dog sitter on Rover for almost any budget. Interested in finding out what the typical Rover dog sitter expects as a dog boarding fee? Visit our average dog boarding rates report to see the general fees before checking out an individual dog sitter's hourly rates.

Are you a dog lover who wants to know more about how to turn your passion into profit? There's lots of opportunity to earn money with dog boarding in Middletown, NY. If you're not sure where to start, visit our page about how to become a dog sitter. We're always happy to include new dog sitters in our dog boarding service listings, and the simple application process means you can start your own dog boarding business in no time. We also take the hassle out when it comes to paperwork, because all our Rover dog sitters have access to helpful benefits including premium pet insurance and cashless payment feature, so you don't have to worry about getting paid on time. Why not apply today?

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.