Dog Boarding in Winchester

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

1. May

Works from home. Lacks dog hair!

Inwood, WV, 25428

Dog Boarding, Doggy Day Care

"Wow — I’ve used a lot of great Rover sitters, but May and her husband are on a whole other level. They took my puppy joy hiking and to several different park... (more)"

2. Nichole

Loving Family w/ Large Fenced Yard

Winchester, VA, 22602

Dog Boarding, Doggy Day Care

"We loved leaving our pup with Nichole. She was very friendly from the first time we met and our dog seemed to like her and her family and home a lot. For the... (more)"

3. Katherine

Camp for your buddy! Fenced Yard

Berryville, VA, 22611

Dog Boarding, Doggy Day Care

"I could tell my two dogs had a good time with Katherine when I went to pick them up. They both very excitedly greeted me, but they also went right over to h... (more)"

4. Krista

Stay-home mom - large fenced yard

Berryville, VA, 22611

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

"Where to begin! My original sitter bailed on right before we had to leave. Krista was so flexible and accomodating and so responsive. She does have a puppy w... (more)"

5. Megann and Ross

We Love Your Pets Like Our Own!

Winchester, VA, 22601

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

"Words cannot begin to describe how grateful I am for Doc and Megann for the care (err love) they provided to my little for baby for the week she visited whi... (more)"

6. Linda

Dogs love coming to Auntie Linda's

Winchester, VA, 22602

Dog Boarding, 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)"

7. Kimi

I love the company of dogs

Berryville, VA, 22611

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

"Mea had a wonderful time at Kimi's. Kimi took great care of her and ensured she was comfortable in her home for the overnight. I will definitely use her for... (more)"

8. Sarah

Always willing to lend a paw!

Winchester, VA, 22601

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

"Sarah has stayed at our home to dog sit Colby several times over the past four years, for both weekend and week long family trips. Colby adores her, and so d... (more)"

9. Barbara

I WFH so lots of play and snuggles

Berryville, VA, 22611

Dog Boarding, Doggy Day Care

"Darcys visit with Barbara was great all the way around. Barbara gave us a since of comfort that trusting the person caring for your pet is hard to find. Wi... (more)"

10. Meghan

Home away from home!

Stephens city, VA, 22655

Dog Boarding, Drop-In Visits, Dog Walking

"Meghan did a really good job with Winnie. She kept us updated with photos so we could see how she was doing. We will definitely use Meghan again. (more)"

11. Christa

Certified Vet Tech/CPR

Stephens City, VA, 22655

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

"Christa is an excellent sitter and I felt very comfortable leaving my dog with her. I got frequent updates and it was obvious that Daisy had a great time wi... (more)"

12. Noah

I am willing to play with your dog!

Winchester, VA, 22603

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

"Noah was absolutely amazing with my dog. He was great with her and treated her like she was his own. I will definitely be using him again for my SashaBelle. (more)"

13. Terry

Must love dogs caretaker

Clear Brook, VA, 22624

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

"Terry's Pet Sitting is without question a wonderful resource! Her personal attention to each and every pet is exquisite! We used to take our pets to the kenn... (more)"

14. Tracey

All fur babies are family here!

Winchester, VA, 22602

Dog Boarding

"Tracey was awesome! I am a dog-sitter on Rover as well so I wanted somebody perfect and her home and family fit the bill. Jyn was comfortable and happily rec... (more)"

Available this weekend
15. Rich

Small dog heaven!

Winchester, VA, 22602

Dog Boarding, Doggy Day Care

"Rich is my neighbor. I am a Rover provider. When I was a Foster Mom two dogs, he adopted one. I've never seen a more loving or devoted pet-owner. On many occ... (more)"

16. Amber

Let me love your pups!

Winchester, VA, 22601

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

"Amber was amazing and flexible. Our puppy was well cared for. We will definitely use her again. (more)"

17. Heidi

Trusting and Caring Pet Sitter

Stephens City, VA, 22655

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

"My dog was right at home at Heidi's. Heidi was very welcoming - to both me and my dog. She kept me posted with emails and photos, and she followed my dog's ... (more)"

Available this weekend
18. Brianna

Flexible, active and dog-educated!

Winchester, VA, 22601

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

"Brianna is a fantastic dog sitter. I felt very comfortable leaving my dog with her overnight and it was clear by the pictures she sent that Daisy had a blast. (more)"

19. Anders

Home on 8 acres fulltime.

Clear Brook, VA, 22624

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

"Anders has watched both my doberman and mastiff several times. They enjoy both relaxing on the deck or playing fetch on the huge property with Lucy, his fami... (more)"

20. Christopher

I love dogs and so do my kids..

Winchester, VA, 22601

Dog Boarding, House Sitting, Doggy Day Care, Dog Walking

About: I'm dependable responsible and caring. All i ark is that owners be sure to make sure their pet has food and blankets or dog bedding to sleep on. I ... (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.