Pet Sitting & Drop In Visits in Windmill Harbor, SC

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

Confirmed 4th of July Availability
1. Ashley

'That' crazy dog lady

HHI, SC, 29926

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

"Ashley watched my lab for a few days while we were on vacation. She texted me daily and sent me several pictures and updates. We have been needing a reliable... (more)"

2. Cassie

Happy Daily Walks and Visits!

Hilton Head Island, SC, 29926

Drop-In Visits, Dog Walking

"Cassie has always had dogs, cats, and other pets. She loves animals and animals love her! She is very responsible, caring, friendly and trustworthy! Anyone... (more)"

Confirmed 4th of July Availability
3. Madison

It's a RUFF life

Hilton Head Island, SC, 29928

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

"Madison did a wonderful job getting to know Benny, and keeping in touch with us with reports, photos, etc. I felt very comfortable knowing she was looking af... (more)"

Confirmed 4th of July Availability
4. Ellen

Full-time cuddles available now!

Hilton Head Island, SC, 29926

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

"Ellen is someone who loves dogs! she has the cutest dog and I have seen her around a lot of dogs! I would recommend Ellen to any friends and family to take c... (more)"

5. Curtis

Curtis The Pet Companion

Hilton Head, SC, 29928

House Sitting, Drop-In Visits

"I've known Curtis for many years. Even from a very young age, he has displayed in an enormous love for all animals, especially dogs. He has a deep connect... (more)"

6. Genia

Professional Energetic FT Dog Lover

Hilton Head Island, SC, 29926

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

"Genia did an amazing job with Winston our bulldog while on vacation in Hilton Head. She is prompt and sent plenty of pictures allowing us to have a great tim... (more)"

Confirmed 4th of July Availability
7. Hayley

We will run, walk, play and eat!!

hilton head island, SC, 29926

House Sitting, Drop-In Visits, Dog Walking

About: Hello! I’m Hayley, and to introduce myself I will go ahead and tell you that I have had 4 dogs (all at the same time) as family pets over the past ... (more)

Confirmed 4th of July Availability
8. Cheyenne

Full-time Pet Care Professional

Hilton Head, SC, 29926

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

"ATTENTION: not only does she love animals, but she is an outstanding person. Works well with dogs and loves to do so. Has plenty of time and experience as a ... (more)"

9. Monica

Play with my doggie in fenced yard!

Bluffton, SC, 29910

Drop-In Visits, Doggy Day Care, Dog Walking

"Monica is a true dog lover and fitness enthusiast, who is up for long walks and puppy snuggles. She is also up-to-date on dog training, and is reliable, frie... (more)"

Confirmed 4th of July Availability
10. Emily

Love all Dogs, play fetch with me!

Hilton Head, SC, 29926

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

"Emily is a wonderful and caring dog sitter. She will love and care for your dog as if it were her own. She will adhere to any specific instructions regardi... (more)"

11. Julia

I’ll run with your dog!

Hilton Head Island, SC, 29926

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

"Julia has a deep love for dogs and continuously cares for and supports them. She is very trustworthy and responsible and is the perfect person to have watch ... (more)"

Confirmed 4th of July Availability
12. Mari

Best care for your best friend

Hilton Head, SC, 29926

House Sitting, Drop-In Visits, Dog Walking

"Dear Rover Team, Marianne Zeiser has cared for my dogs over the last 20 years. "Mare" has a tremendous respect for animals and their wellbeing. She is ded... (more)"

13. Claire

remote job, lotta time 4 walks&hugs

hilton head island, SC, 29928

House Sitting, Drop-In Visits, Dog Walking

"Claire was very attentive to my cat and always stayed in contact, sending pictures while I was away. Would love to use her again to help watch Tallulah. (more)"

Available this weekend
14. Rona

I will love your fury family.

Hilton Head, SC, 29926

House Sitting, Drop-In Visits, Dog Walking

About: I am honest, loving and loyal. Just like your dog. Pun intended. Seriously, I love animals. I do not have a fury friend of my own and thus, w... (more)

15. Lexie

I’ll keep your pet occupied!

Hilton Head Island, SC, 29928

House Sitting, Drop-In Visits, Dog Walking

"Lexie is a very loving and compassionate person especially when it comes to animals. She loves others pets like they are her own. She watched my dog Olie whe... (more)"

16. Katherine

Animal lover. period. Cats & Dogs !

Hilton Head Island, SC, 29928

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

"Katherine is an excellent dog walker! she is reliable, efficient and very compassionate with the animals! She took care of my dogs Nala and Sonic with such c... (more)"

17. Sage

LOW price, HIGH quality care!

Hilton Head Island, SC, 29926

House Sitting, Drop-In Visits, Dog Walking

About: Hi! My name is Sage and I’m the proud parent of two mutts: Ginger, who just celebrated her 15th birthday, and Fu (“lucky” in Chinese), who has thre... (more)

18. Katie

Care for your dog like it's my own

Hilton Head Island, SC, 29926

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

About: I have always had at least one dog in my house while growing up, so I have a lot of experience taking care of and entertaining dogs. I have had exp... (more)

19. Logan

Young and friendly dog lover

Bluffton, SC, 29910

Drop-In Visits, Dog Walking

About: My name is Logan and I'm 24 years old. I just recently moved to the Hilton Head area a couple months ago. I'm dependable, trustworthy and I love do... (more)

Confirmed 4th of July Availability
20. Nancy

Retired and Love Dogs

Hilton Head, SC, 29926

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

"A good addition to Rover. Nancy loves small breed dogs and has one of her own. She will take good care of yours while dog walking or dog sitting. (more)"


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