Dog Boarding in Winchester

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

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Boarding
House Sitting
Drop-In Visits
Doggy Day Care
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Confirmed availability: Christmas and New Year's
Sitter Profile Image: Haley O.
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Sitter Profile Image: Haley O.
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1.

Haley O.

WORK FROM HOME DOG MOM!
Winchester, VA, 22601
Boarding, Doggy Day Care
2 reviews
from
$55
per night

Haley has always been such a sweet and caring person so it makes complete sense that is carried over to my dog Sally. My golden doodle was so happy to see her every time and i could tell she took such good care of her because when i would go to pick her up she was so peaceful and relaxed! On top of that, Haley as a person is an organized and consummate professional. I highly recommend!!

Sitter Profile Image: Linda K.
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Sitter Profile Image: Linda K.
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2.

Linda K.

Dogs love coming to Auntie Linda's
Winchester, VA, 22602
Boarding, House Sitting, Drop-In Visits, Doggy Day Care
5.0
90 reviews
41 repeat clients
from
$33
per night

Midnight was loved and well taken care of. He returned home playful and happy. I will definitely use Linda again. Her home is a safe haven for my precious family member.

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Shaghayegh H.
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Sitter Profile Image: Shaghayegh H.
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3.

Shaghayegh H.

Rover 101
Your bestie will have lots of FUN
Winchester, VA, 22602
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
139 reviews
38 repeat clients
from
$35
per night

Shaghayegh took great care with our dogs Cassie and Pongo. She sent several pictures of the dogs out for walks and of Shaghayegh playing ball with Pongo. Cassie prefers to be held and Shaghayegh sent pictures of Cassie in her lap. Shaghayegh sent several texts to let us know how Cassie and Pongo were doing everyday we were gone. We rarely leave our dogs anywhere but I can say that when we leave town again, or need doggie day care, we will definitely call Shaghayegh. We genuinely appreciate the kindness our dogs received.

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Angela M.
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Sitter Profile Image: Angela M.
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4.

Angela M.

16+ years of experience
Winchester, VA, 22601
Boarding, Doggy Day Care
4.5
4 reviews
1 repeat client
from
$60
per night

This lady has a true love of dogs and a handling skill. They looked after our dog walked him and made him feel at home. Sent us reassuring photos and gave us regular updates. Very confident we will use Angela as our go to dog carer in the future.

Sitter Profile Image: Meghan H.
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Sitter Profile Image: Meghan H.
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5.

Meghan H.

SAHM who loves dogs!
Stephens city, VA, 22655
Boarding, Doggy Day Care
5.0
378 reviews
238 repeat clients
from
$30
per night

Meghan was fantastic with my three pups. Great updates and will continue to use her services. My dogs all fell asleep as soon as we got home!

Sitter Profile Image: Melissa Á.
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Sitter Profile Image: Melissa Á.
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6.

Melissa Á.

Fun Sitter!
Winchester, VA, 22601
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
10 reviews
4 repeat clients
from
$27
per night

Melissa was wonderful, accommodating, and took great care of our high energy blue heeler. I would highly recommend her!

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Sitter Profile Image: Lori V.
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Sitter Profile Image: Lori V.
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7.

Lori V.

Dogs are my life❤️
Berryville, VA, 22611
Boarding
5.0
26 reviews
16 repeat clients
from
$65
per night

Lori and her family were so great! They made me feel so comfortable about leaving my big guy, and I can tell he had so much fun! Definitely hope to use her again.

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Sitter Profile Image: Joshua & Kristen B.
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Sitter Profile Image: Joshua & Kristen B.
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8.

Joshua & Kristen B.

Dog lovers who want to help out.
Stephens City, VA, 22655
Boarding
5.0
2 reviews
1 repeat client
from
$30
per night

Joshua and Kristen did a great job taking care of Stormy while we were gone.I recommend them!

Sitter Profile Image: Linda E.
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Sitter Profile Image: Linda E.
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9.

Linda E.

Rover 101
I'll love your fur baby for you!!
Bunker Hill, WV, 25413
Boarding, Doggy Day Care
5.0
110 reviews
49 repeat clients
from
$40
per night

My pup loved her vaction at Linda's!! Linda was super flixable and friendly, I felt very comfortable and relived knowing my fur baby was with a loving sitter while I was away. I am so happy that I've found such a great doggie sitter around my area, will definately be back soon :)

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Carrie Lynn A.
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Sitter Profile Image: Carrie Lynn A.
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10.

Carrie Lynn A.

Veteran Animal Whisperer Team 🐾
Winchester, VA, 22602
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
2 reviews
1 repeat client
from
$65
per night

About: The team: Me, USAF Veteran & my Husband Alex, USMC Veteran. Training Expertise: We specialize in puppy training, ensuring your young companions develop into well-behaved pets. Senior Care: We have a heart for our older furry friends, offering gentle and attentive care to senior pets, including medication administration if needed. Personalized Approach: We tailor our care to your pet’s individual needs, from exercise routines to favorite treats, creating a comfortable and happy experience. Happy Pets, Happy Owners: With us, you’ll return to a content and well-cared-for pet, making your time away stress-free for both you and your furry family member. Exciting News for Our Furry Friends and Their Parents! 🐾 We’ve Expanded to Serve You Better! 🐾 We’re thrilled to announce a new addition to our pet care family - a spacious and comfortable kennel! Designed with love and care, our kennel is ready to welcome up to five dogs, ensuring a cozy and safe home away from home for your beloved pets. Why Choose Our Kennel? • Spacious Accommodations: Our kennel features individual spaces that provide plenty of room for rest and play. • Safety First: With secure fencing and 24/7 supervision, your dog’s safety is our top priority. • Personalized Care: We understand every dog is unique. That’s why we provide personalized attention to meet the specific needs of each guest. • Play and Socialization: Our kennel offers a perfect opportunity for your dog to socialize and make new friends in a controlled and safe environment. • Peace of Mind: While you’re away, rest assured that your furry family member is in loving and professional hands. 🐕 Booking and Availability 🐕 Our kennel service is already in high demand, so we recommend booking in advance to secure a spot for your dog. We can’t wait to provide them with an unforgettable stay! Connect with Us for a Kennel Tour! Want to see the space before you book? We’d love to show you around! Contact us to arrange a visit and see firsthand why our kennel is the perfect choice for your dog’s next stay. Looking forward to welcoming your furry friend to their new favorite home away from home! 🐾 24/7 Availability: I’m here for you and your pet around the clock, providing reliability and flexibility for your busy schedule. I’m home full time with our 2 year old son. Nothing on the schedule but fun. In my client’s home: • Dedicated Attention: I provide one-on-one care, ensuring your pet receives undivided attention and companionship. • Feeding and Hydration: I follow your pet’s regular feeding schedule and make sure they have access to fresh water at all times. • Exercise and Playtime: Daily walks, play sessions, and exercise routines are tailored to your pet’s needs and energy level. • Medication Administration: If required, I administer medications accurately and on schedule. • Regular Updates: You’ll receive updates and photos to stay connected with your pet while you’re away. • Home Maintenance: I maintain a clean and organized environment, including litter box cleaning and waste disposal. • Security: I ensure the safety and security of your home, bringing in mail/packages and maintaining a lived-in appearance. In my home: • Cozy Environment: Your pet will enjoy a safe and comfortable environment, whether they have their own space or mingle with my own pets, if applicable. • Structured Routine: I maintain a structured daily routine, including feeding, playtime, and rest. • Socialization: If compatible, your pet can interact with my own pets, providing socialization and companionship. • Secure Play Areas: Fenced yards or designated play areas ensure your pet’s safety during outdoor activities. • Supervised Interaction: I supervise interactions among pets to ensure a positive and safe experience. • 24/7 Care: Your pet will have around-the-clock care, including attention during the night if needed. My goal is to create a loving and secure environment, either in your home or mine, where your pet feels comfortable and content during your absence.

Sitter Profile Image: Brittany B.
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Sitter Profile Image: Brittany B.
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11.

Brittany B.

Animal loving family
Winchester, VA, 22601
Boarding, Drop-In Visits, Dog Walking
5.0
4 reviews
2 repeat clients
from
$50
per night

Brittany is amazing with animals. I use her every time we are out of town to watch our dogs! It is nice to know they are in good hands.

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Sitter Profile Image: Faith M.
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Sitter Profile Image: Faith M.
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12.

Faith M.

Expert snuggler & animal lover!
Stephens City, VA, 22655
Boarding, Doggy Day Care
5.0
2 reviews
from
$30
per night

Faith came through for Maszat at the last minute so I could have some much needed rest. She took great care of him and kept me updated and lots of adorable pictures. Will definitely have her watch him again and recommend her to friends!

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Lauren L.
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Sitter Profile Image: Lauren L.
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13.

Lauren L.

Your pets are in good paws with me!
Stephens City, VA, 22655
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
41 reviews
17 repeat clients
from
$30
per night

Lauren was excellent! I could tell my dogs were well taken care of and happy when I came to pick them up. Lauren was also very flexible with my schedule which I appreciated

Sitter Profile Image: Anthony B.
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Sitter Profile Image: Anthony B.
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14.

Anthony B.

A Loving Home For Your Pet!
Stephens City, VA, 22655
Boarding
5.0
23 reviews
12 repeat clients
from
$40
per night

Anthony was fantastic! It was such a good choice- from the met and greet through the pickup. Macbeth made a new friend! The pictures were awesome. I didn’t worry at all about the care being given to Macbeth! We will totally be calling him again! This was my first experience with Rover and it was awesome!

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Jeannine L.
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Sitter Profile Image: Jeannine L.
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15.

Jeannine L.

Play time , pets and cuddles!!!
Stephenson, VA, 22656
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
34 reviews
8 repeat clients
from
$45
per night

Jeannine watched our 2 beagles for a long weekend. We had a meet and greet first so her beautiful Golden Retriever could meet them as well. She has a large fenced in yard. She sent pictures of our pups on the couch watching Dog TV. They are very low energy beagles and a bit dim-witted so didn't react to the bunnies and squirrels. But it was a cute picture! The dogs had a nice relaxing vacation and we had peace of mind knowing they were well cared for.

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Renee K.
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Sitter Profile Image: Renee K.
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16.

Renee K.

Rover 101
Optimal Care for Special Needs
CLEAR BROOK, VA, 22624
Boarding, Drop-In Visits
5.0
251 reviews
105 repeat clients
from
$45
per night

Renee and Chris took amazing care of our two dobies. They love going there and always have a great time. Gives me great piece of mind knowing they are treated like family and so well cared for.

Sitter Profile Image: Kathleen B.
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Sitter Profile Image: Kathleen B.
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17.

Kathleen B.

Pet care from the heart!
Stephenson, VA, 22656
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
30 reviews
12 repeat clients
from
$100
per night

We have been very pleased with Katie. We have a large dog that they graciously welcomed into their home. Loved getting picture updates and would highly recommend to other pet owners.

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Sitter Profile Image: Elisa T.
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Sitter Profile Image: Elisa T.
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18.

Elisa T.

Your dog’s home away from home!
Winchester, VA, 22601
Boarding, House Sitting, Drop-In Visits, Dog Walking
4.0
6 reviews
from
$65
per night

Elisa was amazing with our dog! She took him for runs and spoiled him rotten while we were gone! We will definitely be using her next time we have to go out of town!

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Denise M.
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Sitter Profile Image: Denise M.
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19.

Denise M.

Home away from Home
Kearneysville, WV, 25430
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
161 reviews
99 repeat clients
from
$35
per night

Best daycare and boarding we’ve ever had! Our dog is a spoiled scary cat with lots of energy and Denise handled him like a champ. He loves his stays there which is worth it’s weight in gold 😊

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Rebecca C.
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Sitter Profile Image: Rebecca C.
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20.

Rebecca C.

All fur babies welcome!
Winchester, VA, 22602
Boarding, Drop-In Visits, Doggy Day Care
5.0
4 reviews
from
$40
per night

Rebecca far exceeded my expectations, she sent photos and updates daily. She washed my dogs blankets and had them clean when I picked him up. Her communication was excellent! I would highly recommend her and I will definitely reserve with her again!

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Winchester Dog Boarding ratings

Overall Rating:

Dog boarders in Winchester are rated on average 5 out of 5 stars based on 703 reviews.


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.

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