Pet Sitting & Drop In Visits in Wintergreen, VA

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

1. Sarah

Passionate Dog Lover

Fishersville, VA, 22939

Drop-In Visits, Dog Walking

"Sarah was great! She communicated with me often to let me know my dogs were safe and happy! (more)"

Confirmed availability
Memorial day
2. Abigail

Dog Adventures!!

Buckingham, VA, 23921

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

5 repeat clients

"Abigail is very attentive and punctual !! Its comforting knowing that Daisy is being taking care of daily. (more)"

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3. Micheal

Runner, Walker, Sitter

Fort Defiance, VA, 24437

House Sitting, Drop-In Visits, Dog Walking

About: I love animals of all varities and I love the opportunity to earn some extra income while hanging out with them as much as possible. I can take... (more)

4. Julie

I'll love your dog like family!

Staunton, VA, 24401

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"Excellent! Great peace of mind to have such a dedicated, caring, professional looking in on our dog while we are away. (more)"

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5. Gail

Responsible and reliable dog lover!

Staunton, VA, 24401

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

4 repeat clients

"Gail was amazing! I had her drop in on my dog while I was away for the night. She sent me pictures and even offered to go back another time to let her out! I... (more)"

6. Ellen

Enthusiastic Dog Lover!

Buckingham, VA, 23921

Drop-In Visits

"She is very pleasant and courteous !! Daisy loves her and has a blast when Ellen comes over !! On time every time (more)"

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7. Dakota

Dakota's Doggy Days

Waynesboro, VA, 22980

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

3 repeat clients

"I have known Dakota for 6 years. I have always known Dakota to be reliable, honest, and conscientious. She has taken spectacular care of my boxer, Frank, whi... (more)"

Confirmed availability
Memorial day
8. Cara

Large back yard and a lot of love!

Staunton, VA, 24401

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

2 repeat clients

"Cara has been a great help to my dog and I. She is very punctual, professional and has a lot of knowledge about dogs that shows when handling and caring for ... (more)"

Confirmed availability
Memorial day
9. Kristen

3 acre farm home - stay at home mom

Arrington, VA, 22922

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

"Kristen rocks at being a good dog mommy! sticks to her word and will follow all instructions to a t. She has a few different available arrangements to suit t... (more)"

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10. Devon

I run, play & cuddle with your dog!

Afton, VA, 22920

House Sitting, Drop-In Visits, Dog Walking

"Devon has taken care my dog, Ketu, for the last two years. Her care, playfulness and strong will demonstrates her capabilities to handle and love all dogs th... (more)"

11. Amy

Experienced, Professional, Flexible

Waynesboro, VA, 22980

Drop-In Visits, Dog Walking

"Amy has helped me out with my dog so many times. I have a mastiff (Momo) who she just takes in as her own. He is not the easiest dog at all and she has no pr... (more)"

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12. Phil

I'll be your dogs new best friend!

Staunton, VA, 24401

Drop-In Visits, Dog Walking

1 repeat client

"Being as particular as I am about my dog, Gus Grissom, I would not let just anyone walk, watch, and take of him. Then I finally met Phil Rowe. Dogs just 'k... (more)"

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13. Megan

Likes to have fun at the dog park!

Waynesboro, VA, 22980

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

1 repeat client

"Megan is amazing with her dog Toby! She would treat your dog just like her own! She is extremely responsible, very fun, caring and such a loving person! Anyo... (more)"

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14. Jessica

I've lived with dogs all my life!

Staunton, VA, 24401

Drop-In Visits, Dog Walking

About: Hello! My name is Jessica, and I have always been a dog lover! I have lived with dogs my whole life, and have loved them all the same. My availabil... (more)

15. Kelli

Dogs make our lives whole!!

Staunton , VA, 24401

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

3 repeat clients

"Excellent sitter: professional and a genuine animal person. It was a pleasure to trust her with our pets. We will difinitely contact her again and recommend ... (more)"

Confirmed availability
Memorial day
16. Nancy

Work for professional trainer

Afton, VA, 23920

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

About: I have worked beside a professional dog trainer for 12 years. I have done numerous pet sitting and dog walking jobs for our clients and have great ... (more)

Confirmed availability
This weekend
17. Emily

Emily's country dog services

Esmont, VA, 22937

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

3 repeat clients

"Emily has cared for my dog on several occasions, and has proven to be reliable. My dog seems to thrive in her presence and I feel good about leaving her with... (more)"

18. Ashley

Pets of all kinds and sizes!

Waynesboro, VA, 22980

Drop-In Visits

About: I have owned and cared for dogs, cats, and many other kinds of animals my entire life. While my husband and I don't currently have a dog, we are pl... (more)

19. Reva

Reva's Doggie Daycare

Stuarts Draft, VA, 24477

Drop-In Visits, Dog Walking

About: My name's Reva; I'm 18 years old and I absolutely love working with animals. I feel that each animal has it's own unique personalities that make th... (more)

Confirmed availability
This weekend
20. Courtney

Full time pet sitter.

Staunton, VA, 24401

House Sitting, Drop-In Visits, Dog Walking

"This was my second time working with Courtney. I have a very defensive/high anxiety dog, and she was very patient and understanding. Not many "dog people" ha... (more)"


Rover.com is the simple, savvy way to find and book Wintergreen 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 Wintergreen. 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.