Drop-In Visits in Winchester

Book a pet sitter to stop by your home a few times a day to feed and play with your dog.

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

57 repeat clients

"Ross and Megann are amazing!!! They are our go to in any situation so flexible so willing to help us out no matter what. Ross treats out little pup just like... (more)"

Confirmed Holiday Availability
2. Kimi

I love the company of dogs

Berryville, VA, 22611

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

16 repeat clients

"Kim took great care of our pets while we were away, including our two dogs, cat, and chickens. She worked with us on short notice, sent timely and appreciate... (more)"

3. Elise

Certified Trained Fluff Magnet

Winchester, VA, 22601

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

32 repeat clients

"Elise was absolutely amazing! From the initial meet and greet to every visit she was in constant communication with us and helped relieve the normal anxiety ... (more)"

Confirmed Holiday Availability
4. Christa

Certified Vet Tech/CPR

WINCHESTER, VA, 22603

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

4 repeat clients

"Christa was a great help! We needed a night and morning potty break while we were out of town overnight. She went above and beyond to make sure Daisy felt lo... (more)"

Confirmed Holiday Availability
5. Brianna

Flexible, active and dog-educated!

Winchester, VA, 22601

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

6 repeat clients

"Brianna has one of the kindest and most compassionate hearts when it comes to animals. When my own dog was ill, She not only provided comforting words, but s... (more)"

6. 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 Holiday Availability
7. Kristen

Sit, Stay & Play!

Winchester, VA, 22601

House Sitting, Drop-In Visits, Dog Walking

22 repeat clients

"Kristen is Great! I would recommend her to anyone! Thanks so much! :) (more)"

Confirmed New Years Availability
8. 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)"

9. Jamie

Dog lover through and through

Winchester, VA, 22601

Drop-In Visits, Dog Walking

About: I'm a dog-loving college student whose dog is 200 miles away. Ever since my family rescued my dog, an 80 pound German Shepherd/Labrador mix, I've... (more)

10. Ashley

Passion for pets!

Stephens City, VA, 22655

Drop-In Visits, Dog Walking

1 repeat client

"Ashley is very caring and compassionate with animals. She has a soft spot for all things furry. I use her to pet sit when I am away and my girls are always h... (more)"

11. Robin

Professional Pet Lover For Hire!

Winchester, VA, 22601

Drop-In Visits, Dog Walking

"Great job, would utilize Robin's services again for Coachie! (more)"

Confirmed Holiday Availability
12. Blaine

Self business of Cats & Dogs

Winchester, VA, 22602

House Sitting, Drop-In Visits, Dog Walking

"As long as I have known Blaine (which is all of her life!), she has had a special way with animals. From large horses down to tiny kittens Blaine has a way ... (more)"

Confirmed Holiday Availability
13. Morgan

I'm a dog behaviorist in-training.

Winchester, VA, 22602

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

About: I'm a dog behaviorist in-training, so working with and spending time with a variety of dogs of all ages, sizes, and temperaments is not only fun, b... (more)

14. Karis

Family of dog lovers!

Winchester, VA, 22601

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Karis babysat my two kitty cats while we were on vacation. She did a great job and sent us pictures of her visits and play time. Upon returning home house ... (more)"

15. Sybil

Love your pets like they are mine!!

Winchester, VA, 22601

House Sitting, Drop-In Visits, Dog Walking

About: I have years of experience with animals, dogs, cats, birds, horses, and even goats! I love playing and having fun with my pets and especially love ... (more)

Confirmed Holiday Availability
16. Amber

Let me love your pups!

Winchester, VA, 22601

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

8 repeat clients

"Amber has taken care of my three dogs (two of which are high energy pit bulls) and three cats on numerous occasions. Amber house sits and cares for our four... (more)"

Confirmed Holiday Availability
17. Terry

Must love dogs caretaker

Clear Brook, VA, 22624

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

About: I have always tried to take care of my dogs, giving them plenty of water, feeding them twice a day, and trying to get to the park occasionally for ... (more)

18. Karen

Dog Lovers Home away from Home !

Winchester, VA, 22602

Dog Boarding, Drop-In Visits

About: I first had a full time puppy from the leader dog program, who eventually became my long time pet for 14 years. I have a great fondness for othe... (more)

19. Heidi

Trusting and Caring Pet Sitter

Stephens City, VA, 22655

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

2 repeat clients

About: I have had dogs and cats my entire life growing up and am very comfortable with the responsibility that comes to taking care of them. I have my ow... (more)

20. Diana

I will take daily walks with pets

Winchester, VA, 22601

House Sitting, Drop-In Visits, Dog Walking

About: I have a full time job currently, and i would be able to fit to the providers needs. I am looking to take care and help those in need with there a... (more)

The next time you head out of town and need someone to take care of your pets - and check in on you home - turn to Rover. It's easy to find a loving pet sitter on Rover who'll give your pet one-on-one attention while you're away, and take care of your home. Search from hundreds of trusted pet sitters near you, read sitter profiles, and reach out to sitters who seem like a good fit for you and your pet(s). We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. Then, when you're ready, book and pay for your house and pet sitter all through Rover - it's easy, safe, and cashless. You'll have the peace of mind knowing that your sitter has free premium insurance, a team of safety experts available 24/7, and will send you cute photo updates throughout the stay. Rover is the easiest way to find trustworthy pet sitters and avoid the kennel.