Dog Boarding in Winchester

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

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1. Megann and Ross

We Love Your Pets Like Our Own!

Winchester, VA, 22601

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

54 repeat clients

"Megann and Ross are so awesome! They took care of my black lab mix, Pepper for I week while my family and I went on vacation. They would update me regularly ... (more)"

2. Kimi

I love the company of dogs

Berryville, VA, 22611

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

14 repeat clients

"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)"

3. Linda

Dogs love coming to Kamp Kelley

Winchester, VA, 22602

Dog Boarding

10 repeat clients

"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)"

4. Linda

I'll love your fur baby for you!!

Bunker Hill, WV, 25413

Dog Boarding

4 repeat clients

"Linda was a wonderful host for our dog Daisy. She sent us updates and a picture every day. We were a little worried about Daisy because she has some separati... (more)"

Confirmed Thanksgiving Availability
5. Penny

I'm Home All Day With Your Dog

Cross Junction, VA, 22625

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

"Penny is one of the biggest dog lovers I know. She has watched my Australian Shepherd, Syd, many times. He is high in energy and can be a lot of work sometim... (more)"

6. Samantha

Big yard and lots of love & play

Winchester, VA, 22603

Dog Boarding

7 repeat clients

"Samantha picked up and dropped off on time. She sent updates on how my dog was doing. She answered on my questions very quickly. I would highly recommend and... (more)"

7. Katherine

Camp for your buddy! Fenced Yard

Berryville, VA, 22611

Dog Boarding, Doggy Day Care

"When I was in pharmacy school I kept my two dogs with Katherine on a daily basis while I was in class. She treated them as she would her own and I always kne... (more)"

8. Brianna

Flexible, active and dog-educated!

Winchester, VA, 22601

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

3 repeat clients

"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)"

9. Elise

Certified Trained Fluff Magnet

Winchester, VA, 22601

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

31 repeat clients

"Elise was super accommodating and very friendly. Bernie came home very happy and calm so we know he was well taken care of. Didn't even need a meet and gre... (more)"

10. Barbara

I WFH so lots of play and snuggles

Berryville, VA, 22611

Dog Boarding, Doggy Day Care

1 repeat client

"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)"

11. Christa

Certified Vet Tech/CPR

WINCHESTER, VA, 22603

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

2 repeat clients

"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. Caitlin

New location on farm acreage!

Berryville, VA, 22611

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

1 repeat client

"Luna loved Caitlin!!! Luna is a german shepherd and she's a lot of work since she's a pup but she had such a great time with Caitlin. She took my baby girl t... (more)"

13. Courtney

Small Dog Paradise

Inwood, WV, 25428

Dog Boarding

2 repeat clients

"They were great with Diego!! I got pictures, they went to the park and got along great with the girls. I'm pretty sure that they will be the only ones that ... (more)"

14. Amber

respectful loving fur magnet

Front Royal, VA, 22630

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

2 repeat clients

"Amber is AMAZING! Kind, responsive, dependable and truly cares about your pet. I have 100% confidence in leaving Lucky in her care. She sent text updates ... (more)"

15. Hannah

I'll snuggle with your pup!

Winchester, VA, 22601

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

"Hannah is great with animals and has always been a dog lover. She regularly cares for our dog while we are away as well as the dogs of family friends and fam... (more)"

16. Krista

Stay-home mom - large fenced yard

Berryville, VA, 22611

Dog Boarding, Doggy Day Care

About: Our house is bundles of kid fun for dogs. We have a five year old who will run and play with them and toddler who will kiss their ears. We have a y... (more)

17. Amber

Animal lover!

Winchester, VA, 22602

Dog Boarding, Drop-In Visits, Dog Walking

"We are blessed to have a four legged member of the family...our dog. He is our pride and joy and is with us always. Leaving him alone for a few hours is a ... (more)"

Confirmed Thanksgiving Availability
18. Day

Daylightful Pet Care: Full of love.

Charles Town, WV, 25414

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

"Can't say enough good things about Day Barth. She is dependable, professional and respectful. You trust her to treat your pet family with the same kindness a... (more)"

19. Heidi

Trusting and Caring Pet Sitter

Stephens City, VA, 22655

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

2 repeat clients

"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)"

20. Karen

Dog Lovers Home away from Home !

Winchester, VA, 22602

Dog Boarding, Drop-In Visits

"Karen took very good care of our two dogs just like we would have. They even slept with her just like they do with us. This was much better than an imperso... (more)"


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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.

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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.