Pet Sitting & Drop In Visits in Winter Harbor Haven, 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. Renee

I'll walk your dog!

Newport News, VA, 23608

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

1 repeat client

"Renee is committed to her work and is a HUGE animal lover. She loves her own dog as if he is her child. She has watched my cat for a week while I was out of ... (more)"

2. Mikayla

Big or small, I love them all!

Magruder Area, Hampton, VA, 23666

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"Mikayla is amazing with my dog. I always know I'll come home to a happy healthy pup when she is watching him! Definitely recommend her if you need a sitter t... (more)"

Confirmed Memorial day Availability
3. Alecia

We will play until they done.

Hayes, VA, 23072

House Sitting, Drop-In Visits, Dog Walking

"Alecia O is a loving, and caring person to both humans and their fur babies. She has taken care of my fur baby. She loves animals very much. If she could ... (more)"

4. Dawn

I’ll run with your dog

Gloucester, VA, 23061

Drop-In Visits, Dog Walking

"Dawn is a fantastic dog sitter. There isn't a bigger lover of dogs on the planet. I would leave me pups with her without hesitation. She will not only care f... (more)"

Confirmed Memorial day Availability
5. Hayden

Hope they like hiking!

Mathews, VA, 23109

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

"Hayden was phenomenal when I started having her walk my dogs. I started getting her to do check ins for my dogs every day and she was always on time! She eve... (more)"

6. Kamryn

Super active with an open schedule

Yorktown, VA, 23692

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

About: I have been around animals/dogs all my life! I volunteered at the SPCA for 8 years. I was even a foster dog mom for three years so I have experienc... (more)

7. Renee

Renee's Loving Doggie Getaway!

Hudgins, VA, 23076

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

21 repeat clients

About: I kind of liken my place to a vacation spot for dogs. I have a very pet-friendly, loving home with lots of space (3500 sq feet) and about .75 acr... (more)

8. Marissa

Lover of animals!

Foxhill, Hampton, VA, 23664

Drop-In Visits, Dog Walking

"Marissa had a number of dogs at home growing up. She took them on walks with her mom and feed them,played with them. Marissa is a very reasonable young lady... (more)"

Confirmed Memorial day Availability
9. Amanda

Lots of Love for FurFriends

Gloucester, VA, 23061

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

About: Hello and thank you for taking time to read alittle bit about me. My name is Amanda and I am 30 years old. I am a vet tech at a local clinic with p... (more)

10. Alexis

Your dog will fall in love with me!

yorktown, VA, 23692

House Sitting, Drop-In Visits, Dog Walking

About: I am the most caring and loving animal person. Your dog will fall in love with how playful and loving I am. Walks will be lengthy and engaging. I w... (more)

11. Lillian

Dog's best friend.

Yorktown, VA, 23690

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Lillian is a dog-lover through and through. She's owned and cared for dogs young and old, large and small, from high-energy athletes to geriatric couch-pota... (more)"

12. Bella

Home Full Time, Fun Loving Couple

Yorktown, VA, 23692

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

About: Hey there! I am a Master's student (study online) living in our spacious home in Yorktown with my fiancé, Max. We have a great backyard (partially ... (more)

Confirmed Memorial day Availability
13. Shelby

I miss having doggies around!!

Mathews, VA, 23109

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

4 repeat clients

About: I absolutely love dogs of all types. I've always had a number of dogs and cats at my home growing up. I have years of experience taking care of my ... (more)

14. Candice

Tell your dog “ROOF” let’s have fun

Newport News, VA, 23608

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

About: I Would love to make your dog feel comfortable and at home while you are away. All dogs are treated with kindness and respect. Also I make sure to ... (more)

15. Rachel

Student to care for furry friend!

Yorktown, VA, 23690

Drop-In Visits, Dog Walking

"She watched my dog Morgan one weekend when I went out of town. She was on time and Morgan loved playing with Rachel. She took her on a walk and played all da... (more)"

Confirmed Memorial day Availability
16. Shaela

Caring, experienced pet lover!

North King St, Hampton, VA, 23669

House Sitting, Drop-In Visits, Dog Walking

"Shaela is the best. She takes great care of our cats and dog when we are away. They love her. She’s like family! Highly recommend! (more)"

17. Shannon

Rescue Dog Mama Available Full Time

Yorktown, VA, 23693

House Sitting, Drop-In Visits, Dog Walking

"Shannon has been pet sitting my 2 pit bulls for the better part of 2 years. She is so awesome with them, always dependable. I have zero complaints or concern... (more)"

18. Chelsea

A dog is part of the family.

Poquoson, VA, 23662

House Sitting, Drop-In Visits, Dog Walking

"Chelsea is wonderful, compassionate, and caring person. I have two St. Bernard’s and a Yokrie and she has cared for them many times. They love spending time ... (more)"

19. Holly

Home full time, loves animals

Hampton, VA, 23665

House Sitting, Drop-In Visits, Dog Walking

About: I am a stay at home mom and I love animals. Since I am a stay at home mom I have a pretty open schedule. I have always had dogs at home and my li... (more)

20. Elizabeth

Pet sitter for you!!!

Yorktown , VA, 23692

Drop-In Visits, Dog Walking

About: I grew up with dogs and cats as a kid. Now I have a mix-lab rescue Lenny!!! Because he is a rescue, I have learned to be patient and work hard with... (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 Winter Harbor Haven 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 in Winter Harbor Haven, VA, 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 Winter Harbor Haven pet sitters and avoid the kennel.