Dog Boarding in Winchester

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

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Sitter Profile Image: Shaghayegh H.
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Sitter Profile Image: Shaghayegh H.
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1. Shaghayegh H.

Rover 101
Your bestie will have lots of FUN
Winchester, VA, 22602
1.8 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
148 reviews
40 repeat clients
from
$35
per night

We’re always very happy to board our dog at Shaghayegh's home. She’s very communicative and sends updates about how our dog is doing. Thank you so much for taking such great care of Canica. We highly recommend Shaghayegh as a pet sitter!

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Sitter Profile Image: Meghan H.
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Sitter Profile Image: Meghan H.
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2. Meghan H.

SAHM who loves dogs!
Stephens city, VA, 22655
5.9 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
407 reviews
261 repeat clients
from
$30
per night

Meghan took great care of my pup. She was flexible and understanding with my drop-off and pick-up times and updated me with photos and notes throughout my pup's stay.

Sitter Profile Image: Linda K.
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Sitter Profile Image: Linda K.
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3. Linda K.

Dogs love coming to Auntie Linda's
Winchester, VA, 22602
1.7 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care
5.0 out of 5 stars
94 reviews
42 repeat clients
from
$33
per night

Linda was wonderful to Meeko! She texted us updates throughout the evening and following morning so we knew he was doing well. And he had clearly woken up from a fabulous cuddly nap when we arrived to pick him up. We would absolutely bring Meeko here 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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4. Joshua & Kristen B.

Dog lovers who want to help out.
Stephens City, VA, 22655
8.2 mi. away
Boarding
5.0 out of 5 stars
5 reviews
3 repeat clients
from
$35
per night

These people are absolutely amazing! They made Maggie so happy during her stay, they were super communicative and we never had to worry because they gave us so many great updates! Perfect family for an energetic, social dog. They showered her with affection and she had a wonderful time with them as well! They gave us recipes she enjoyed during her time, tips for training, beautiful pictures, and are just the nicest people! 10 stars!

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Sitter Profile Image: Renee K.
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Sitter Profile Image: Renee K.
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5. Renee K.

Rover 101
Optimal Care for Special Needs
CLEAR BROOK, VA, 22624
8.8 mi. away
Boarding, Drop-In Visits
5.0 out of 5 stars
267 reviews
109 repeat clients
from
$45
per night

Renee was absolutely wonderful. She sent videos and photos showing how much fun she was having and took great care of her! We'll be back for sure!

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Sitter Profile Image: Lee C.
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Sitter Profile Image: Lee C.
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6. Lee C.

Love animals - available all day
Stephens City, VA, 22655
6.0 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
16 reviews
5 repeat clients
from
$25
per night

This was our dog’s second time with Lee and she had a fantastic time! I could tell how safe she felt when we dropped her off — her tail was wagging and she just couldn’t wait to get in the front door when we dropped her off! Lol! Thanks, again!!!

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Sitter Profile Image: Angela M.
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Sitter Profile Image: Angela M.
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7. Angela M.

16+ years of experience
Winchester, VA, 22601
0.4 mi. away
Boarding, Doggy Day Care
4.5 out of 5 stars
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.

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Sitter Profile Image: Lori V.
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Sitter Profile Image: Lori V.
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8. Lori V.

Dogs are my life❤️
Berryville, VA, 22611
9.5 mi. away
Boarding
5.0 out of 5 stars
33 reviews
21 repeat clients
from
$65
per night

Lori was amazing and the pup was well taken care of, it was great knowing our pup was in good hands, we got updates through out the weekend, would recommend Lori to EVERYONE! :)

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Sitter Profile Image: Katherine B.
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Sitter Profile Image: Katherine B.
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9. Katherine B.

Secure outdoor play to puppy pile!
Berryville, VA, 22611
11.8 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
89 reviews
54 repeat clients
from
$55
per night

Awesome week for Jesse, Katherine is very responsive, she sends phots and lets Jesse play with her dogs. They are very comfortable with each other.

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Sitter Profile Image: Linda E.
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Sitter Profile Image: Linda E.
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10. Linda E.

Rover 101
I'll love your fur baby for you!!
Inwood, WV, 25428
13.6 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
114 reviews
49 repeat clients
from
$45
per night

This is our second stay with Linda and I pray we can book her for many years to come! When I leave our doggies with her, I feel safe…I know they will be taken care of. Linda is one of the most spectacular humans I’ve ever met, she is one of a kind ❤️

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Sitter Profile Image: Kalley B.
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Sitter Profile Image: Kalley B.
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11. Kalley B.

They'll never know you were gone!
Middletown, VA, 22645
11.9 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
20 reviews
9 repeat clients
from
$27
per night

Kalley is an amazing sitter. She took awesome pictures and updated me daily on how my baby was doing. Thank you so much Kalley. We’ll be booking with again soon!

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Sitter Profile Image: Emily K.
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Sitter Profile Image: Emily K.
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12. Emily K.

Dog-loving, stay at home mom!
Stephens City, VA, 22655
6.5 mi. away
Boarding, Doggy Day Care
4.0 out of 5 stars
3 reviews
from
$27
per night

My dogs had a great time at Emily’s.

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Sitter Profile Image: Shelly C.
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Sitter Profile Image: Shelly C.
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13. Shelly C.

I am a LVT.
Stephens City, VA, 22655
6.3 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
5 reviews
from
$50
per night

Shelly was an OUTSTANDING pet sitter! I knew that my 2 golden retrievers were in the best hands possible. She had loads of experience and paid attention to my written details. I'm a picky client and she followed my instructions perfectly. My fur babies loved her so much!! Shelly is always my first choice for caring for my pets!

Sitter Profile Image: Kayla B.
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Sitter Profile Image: Kayla B.
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14. Kayla B.

Dogs are good for the soul.
winchester, VA, 22602
2.0 mi. away
Boarding, Doggy Day Care, Dog Walking
5.0 out of 5 stars
3 reviews
1 repeat client
from
$50
per night

Kayla is a wonderful pet sitter! She is flexible, attentive and truly loves her furry friends. It has been a pleasure working with Kayla over the last few years.

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Sitter Profile Image: Karen & Christopher H.
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Sitter Profile Image: Karen & Christopher H.
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15. Karen & Christopher H.

Rover 101
Retired w/ 1 acre fenced back yard
Gerrardstown, WV, 25420
12.7 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
19 reviews
8 repeat clients
from
$35
per night

We were very impressed with Karen and Christopher's care of Idgy for her two night boarding. They sent us many pictures and videos and what was most impressive was the fact that they also sent a running dialog of what Idgie was doing at the time. This is the first time any of her boarders had done that. Idgie was very calm and relaxed during her visit and was very well taken care of. We most certainly we'll be using Karen and Christopher again. They are very nice and welcoming.

Sitter Profile Image: Thomas C.
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Sitter Profile Image: Thomas C.
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16. Thomas C.

WARNING: your dog will be spoiled.
Winchester, VA, 22602
2.2 mi. away
Boarding, Doggy Day Care, Dog Walking
5.0 out of 5 stars
29 reviews
12 repeat clients
from
$50
per night

Thomas took great care of Max. He was very attentive, flexible, and caring. At first we were worried because Max was sick but Thomas was great and we were given the confidence to bring him over to Thomas’ house. Max had a great time and we totally recommend Thomas’ services. THANK YOU Thomas!

Sitter Profile Image: Peyton H.
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Sitter Profile Image: Peyton H.
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17. Peyton H.

Animals make me happy.❤️
Winchester, VA, 22601
1.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
4.0 out of 5 stars
5 reviews
2 repeat clients
from
$30
per night

Peyton was great! My dog had such a good time with her that she did not want to leave. She took pictures and sent them to me while she stayed with her. She kept me informed. It is goo to know that Lilah was safe with Peyton. I will book next stay with her again!

Sitter Profile Image: Abigail V.
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Sitter Profile Image: Abigail V.
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18. Abigail V.

Here to give your pet a good time!
Stephens City, VA, 22655
7.8 mi. away
Boarding, House Sitting, Dog Walking
5.0 out of 5 stars
3 reviews
from
$40
per night

Abigail was wonderful. Provided pics during Stormi’s stay. Did a meet up a few days prior. She has a fenced in yard which is needed for my high energy pup. 10/10 will use Abigail again.

Sitter Profile Image: Michelle R.
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Sitter Profile Image: Michelle R.
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19. Michelle R.

Must Love Dogs
Stephens City, VA, 22655
5.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
11 reviews
5 repeat clients
from
$50
per night

We have had our dog now for a second time and we couldn’t be happier!!! Our dog has so much fun with her and enjoys a lot his stay with Michelle. She also constantly sent me updates with lots of pictures and videos! It was really a great experience booking with her so I highly recommend Michelle!

Sitter Profile Image: Chelsea W.
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Sitter Profile Image: Chelsea W.
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20. Chelsea W.

Rover 101
Your Pet's Personal Vacation Spot
Winchester, VA, 22602
3.5 mi. away
Boarding, Drop-In Visits, Doggy Day Care
5.0 out of 5 stars
6 reviews
1 repeat client
from
$50
per night

Chelsea and Tyler were wonderful caregivers during our weekend away from home. They took time out of their day to arrange a meet & greet with their pups ahead of our dog’s stay, and provided constant photo and video updates of our buddy enjoying his time under their care. We could not have imagined a better experience, and wont hesitate to look to them for our future needs with our fur baby.

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Winchester Dog Boarding ratings

Overall Rating:
5.0 out of 5 stars

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

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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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