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Pet Sitting & Drop In Visits in Westwood, VA

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

Tip: Contact sitters now to confirm availability.
Confirmed 4th of July Availability
1. Emilie

Experienced multiple dog caregiver

Winchester, VA, 22602

House Sitting, Drop-In Visits, Dog Walking

"She was amazing!! I dog got hurt while I was gone and she handled it so well, I am so thankful for her help with my fur baby. (more)"

2. Rebecca

I love all dogs - flexible schedule

Winchester, VA, 22601

House Sitting, Drop-In Visits, Dog Walking

"Becca is a natural with dogs! From the first time my dog met her, he fell in love with her. He is blind and can be nervous, but he was comfortable with her r... (more)"

3. Heather

Ready to be Your Dog's Best Friend

Winchester, VA, 22602

House Sitting, Drop-In Visits, Dog Walking

"Heather took care of ours cats while we were on a short trip. She made sure the cats were well fed and even went out of her way to sweep the floor. She was v... (more)"

4. Lizz & Bradley

I'll play with your dog!

Winchester, VA, 22601

Drop-In Visits, Dog Walking

"Lizz is awesome! She's great with my dog and I love knowing he's getting excersise while we're working. He's a high energy pup so the extra playtime and walk... (more)"

Confirmed 4th of July Availability
5. Meghan

Home away from home!

Stephens city, VA, 22655

Dog Boarding, Drop-In Visits, Dog Walking

"Everything was GREAT GREAT GREAT. I will be using Meghan again. I did not have to worry about a thing while I was gone and Meghan kept me updated and kept th... (more)"

6. Ashley

Part-time student - flex schedule

Winchester, VA, 22601

Drop-In Visits, Dog Walking

"Ashley was great at taking care of my pets while I was away on vacation. She is very reliable and communicates promptly about any issues. She has built an ex... (more)"

Confirmed 4th of July Availability
7. Christa

Certified Vet Tech/CPR

Stephens City, VA, 22655

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

"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)"

8. Carol

Pets are my absoluste passion!

Stephens city, VA, 23502

House Sitting, Drop-In Visits, Dog Walking

"Carol did a wonderful job caring for my crew. She is great at communicating and is truly an animal lover. She's in-tune to what their needs are and I really... (more)"

9. Ashley

Passion for pets!

Stephens City, VA, 22655

Drop-In Visits, Dog Walking

"Can I just say how thankful I am to have found Ashley! I drive to McLean VA everyday for work and my roommate recently had surgery and would not be around wh... (more)"

Confirmed 4th of July Availability
10. Brianna

Flexible, active and dog-educated!

Winchester, VA, 22601

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

"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)"

Confirmed 4th of July Availability
11. Karis

Family of dog lovers!

Winchester, VA, 22601

House Sitting, Drop-In Visits, Dog Walking

"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)"

12. Blaine

Self business of Cats & Dogs

Winchester, VA, 22602

House Sitting, Drop-In Visits, Dog Walking

"Blaine was great!!! I went on vacation for two weeks and could rest easy knowing my cats were being cared for. I also really appreciated when she would send ... (more)"

Confirmed 4th of July Availability
13. Kristen

Sit, Stay & Play!

Winchester, VA, 22601

House Sitting, Drop-In Visits, Dog Walking

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

14. Rebecca

Never a dull moment! Tons of fun!

Stephens City, VA, 22655

House Sitting, Drop-In Visits, Dog Walking

"Rebecca is a conscientious, caring, and thoughtful young lady. While home on school breaks she has cared for my dogs. She has taken them for walks, runs, a... (more)"

15. Michelle

I'll run/play with your dog!

Winchester, VA, 22601

House Sitting, Drop-In Visits, Dog Walking

About: I am 22 years old and growing up my whole life I've had multiple furry friends from a German Shepherd, Labrador Retrievers, Rottweiler, and Toy Fox... (more)

Confirmed 4th of July Availability
16. Lindsey

I love & care for pups young & old

Stephens City, VA, 22655

House Sitting, Drop-In Visits, Dog Walking

"My dog Daisy absolutely LOVES Lindsey. Every time Daisy sees her she goes crazy and can't contain her excitement. Lindsey has been my main go-to pet sitter... (more)"

17. Robin

Professional Pet Lover For Hire!

Winchester, VA, 22601

House Sitting, Drop-In Visits, Dog Walking

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

18. Shelby

Your pup's new running pal!

Winchester, VA, 22602

House Sitting, Drop-In Visits, Dog Walking

"Shelby has house/dog sat for my family on several accounts. She is a responsible, active young women who will not let you down. She pays close attention to... (more)"

19. Nina

Caring Kind Responsible dog lover!

Winchester, VA, 22601

House Sitting, Drop-In Visits, Dog Walking

About: I had a wonderful dog for 16 great years and I have now been dog sitting frequently for the past year, for all different types of dogs: big, small,... (more)

20. Heidi

Trusting and Caring Pet Sitter

Stephens City, VA, 22655

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

"Heidi looked after our pets as if they were her own! I couldn’t be more pleased! I will definitely ask for Heidi again. (more)"


Rover.com is the simple, savvy way to find and book Westwood drop in pet sitting. It's easy to find the perfect pet sitter — many sitters have offered pet sitting on Rover for years, and 95% of reviewed stays have received a perfect five-star rating. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Pet sitters on Rover have the option to complete a background check, which you can see from their background check badge. Pet sitters are booked on Rover every minute of every day, and 92% of the population lives within a short drive of one of the more 60,000 sitters who've listed their services on Rover, so you're sure to find the perfect pet sitter in Westwood. When you book with one of our trusted pet sitters on Rover you get peace of mind that your home and pets are in loving hands.

All stays booked on Rover receive our Rover guarantee, 24/7 support, and our reservation protection.

How it works

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1) Browse Sitters

We make it easy to find affordable & reliable sitters near you.

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2) Contact Sitters

Chat about your dog and your specific needs. Even meet in person before booking if you really want to.

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3) Book & pay

Our platform makes it easy and secure. No cash necessary.

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4) Enjoy your trip

Drop off your dog without feeling guilty. Relax with regular photo updates from your sitter.