House Sitting Windmill Harbor

Find a loving house sitter to watch over your pets and your home.

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Over 36
pet parents in Windmill Harbor have booked house sitting

Windmill Harbor, Find top rated house sitting

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Alexa K.
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Alexa K.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 30 reviews
8 repeat clients
15 years of experience
Hilton Head Island, SC, 29928

“Alexa was great! Was here right on time and she and Chewbacca got along well. She kept me updated with words and photos. Highly recommend! We already gave her a tip.”

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Joy M.
Sitter Profile Image: Gabriela C.
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Gabriela C.
Star Sitter
from
$100
per night
5.0 out of 5 stars
• 78 reviews
14 repeat clients
7 years of experience
Hilton Head Island, SC, 29926

“Gabrielal is wonderful! She's kind and communicates well and sends lots of photos! She watched our two dogs (one small, one large) and went above and beyond. I will definitely be using Gabriela again if she's available!”

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Pam P.
Sitter Profile Image: Kylie S.
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Kylie S.
from
$55
per night
5.0 out of 5 stars
• 6 reviews
1 repeat client
10 years of experience
Hilton Head Island, SC, 29910

About: I’m 20 years old and have been around animals for years, with both dogs and cats of my own. Caring for animals has always been a huge part of my life, and I’m currently working toward making it my career! 🤍 I work at a small animal veterinary clinic and am completing an online Veterinary Assistant program. My goal is to become an official veterinary assistant and eventually continue my education to become a veterinary technician. Hi! I’m Kylie 🤍 I’ve loved animals for as long as I can remember—truly since I was little. I’ve always been the kind of person who gets excited to meet every dog and wants to love on every cat, which is exactly why I work in vet medicine and enjoy doing pet care on the side too. I just can’t get enough of them! I’m very patient, gentle, and attentive, and I know every pet is different. Whether your pet is playful, shy, cuddly, or a little nervous, I’ll do my best to make them feel safe, comfortable, and loved while they’re with me. I work weekdays from 7 AM–6 PM, but I get off at 2 PM on Wednesdays. On weekends, I have much more flexibility and am available for both walks and drop-ins anytime throughout the day. I know how much trust it takes to leave your pet with someone, so I’m always careful with the little things—secure leashes, closed doors, familiar routines, and making sure they feel comfortable and safe the whole time they’re with me.

Sitter Profile Image: Elaine E.
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Elaine E.
from
$100
per night
12 years of experience
Hilton Head, SC, 29926

About: Looking for a pet sitter?? Im your girl. Hello! I am so excited to walk your dog(s) and look after your fury friends! A little about me: In the past I volunteered for a no-kill shelter and walked dogs at adoption days as well as fostered dogs from Homeward Trails Animal Rescue. I “accidentally” kept our families 12th foster dog, the sweet big boy in my profile picture, Dunkin. I am very comfortable with big dogs (more to love) and puppies as fostering has helped me gain a lot of experience and cuddles! I am extremely neat and tidy and want the best for every animal I care for. I am responsible and responsive promising lots of photos and updates! Very comfortable with check ins, walks, yard play time, or just feedings. Offering overnight pet sits as well where I can be with your pet all day long! I am very comfortable with crates, harnesses, front clip walking, gated areas, and playing fetch of course. I like to keep bowls and other areas clean the entire visit.

Sitter Profile Image: Drew H.
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Drew H.
from
$105
per night
5.0 out of 5 stars
• 8 reviews
2 years of experience
Hilton Head Island, SC, 29926

“Drew was great! Kept me updated and sent pictures. Highly recommend.”

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Lori C.
Sitter Profile Image: Tamara P.
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Tamara P.
from
$75
per night
5.0 out of 5 stars
• 10 reviews
1 repeat client
20 years of experience
Bluffton, SC, 29909

“Tammy was an amazing pet sitter. She was super attentive and responsive. She left my house spotless and even washed the sheets for me. She did periodic check ins and sent photos of the pups. I would highly recommend booking Tammy. She is sweet and very caring. I could tell my pups were well taken care of.”

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Jessica G.
Sitter Profile Image: Priscilla F.
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Priscilla F.
from
$80
per night
5.0 out of 5 stars
• 12 reviews
4 repeat clients
9 years of experience
Bluffton, SC, 29910

“Priscilla did a wonderful job taking care of my dogs. They are very anxious during summer storms and she tried to help them stay calm through every one. Highly recommend her to take care of your four-legged kids!”

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Denise D.
Sitter Profile Image: Ayla S.
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Ayla S.
from
$60
per night
4 years of experience
Bluffton, SC, 29910

About: If this is your first time booking with Rover and you are in need of a dog walker, someone to check in on your pets throughout the day, or stay at your house with them, please feel free to use my unique link below! You will receive $20 off of your first booking! https://www.rover.com/sit/aylas88792 My name is Ayla, and I am a dog loving college student! Growing up with a dog in my house at all times and sitting for friends, family, and neighbors from a very young age makes me the best pet sitter for your dog! I have had experience and am comfortable with taking care of dogs of all sizes and amounts of energy! I can't wait to meet you and take care of your wonderful pup! :) I work as a server from 7-3 a few days a week, but other than that, I am free to stay with your dog throughout the entire evening, and the majority of the days when I am off! I cannot take care of dogs in my own home, but I am more than willing to stay at your home with your dog if needed!

Sitter Profile Image: Nina P.
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Nina P.
from
$30
per night
18 years of experience
Bluffton, SC, 29910

About: I am experienced from fostering dogs and puppies starting from when I was young. I can always walk or play with any breed of dog and any size dog. I work full time at Hilton Head Island Middle School but I am always able to pet sit before and after school. I have had many dogs of different breeds and sizes in my life time so I can handle any. I have my own transportation and can come anywhere I am needed to. Since I have always owned animals, I am used to having to remember to let them out, feed them, walk them and play with them on a regular basis and a couple of times during the day. My apartment is a one bedroom with no pets. I work full time 8am-4pm but I am able to walk and feed animals before and after work. I am always free after work and most weekends. In my home, I do not have any pets so it is a very calm environment. In a clients home I like to keep the pets routine the same and make them still feel comfortable even while their owner is away.

Sitter Profile Image: Kimberly E.
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Kimberly E.
from
$31
per night
5 years of experience
Bluffton, SC, 29910

About: Available for house sitting Dec 19 – Jan 13 in Bluffton, Hilton Head & Savannah. Overnight stays in your home, daily updates and photos. I’m kind and respectful - love hanging out with animals. Relaxing, being playful, whatever the mood- I’m there. I had dogs as a kid and miss having them as an adult… so I have made myself available to be a loving presence for your pet family! I have done lots of pet sitting via TrustedHousesitters and have all five star reviews on that site. I’m new to Rover and still building testimonials. I also have all five star reviews on Airbnb. I work full time at home and I’m my own boss so I have a lot of flexibility to be available for your pet’s needs. Im reliable and easy going. Make myself available for whatever is needed. Follow owner instructions and care for the pets and the home as if it’s my own.

Sitter Profile Image: Ryan T.
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Ryan T.
Star Sitter
from
$75
per night
5.0 out of 5 stars
• 53 reviews
9 repeat clients
20 years of experience
Savannah, GA, 31405

“Ryan took wonderful care of my dog, Wally, while I was away for 12 days. Ryan stayed in my home and cared for Wally there. Ryan is responsible, caring, communicative, and very conscientious. I especially appreciated the pictures and videos he regularly sent. My home was spotless when I returned, and Wally clearly adored all the walks and attention he got. It gave me real peace of mind knowing Wally was in such good hands. I’d gladly have Ryan sit for Wally again and highly recommend him to others.”

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James G.
Sitter Profile Image: Joshua B.
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Joshua B.
from
$30
per night
4.8 out of 5 stars
• 28 reviews
14 repeat clients
20 years of experience
Savannah, GA, 31419

“Joshua did a great job with my 2 dogs, and 11 month old Dalmation puppy, and a 7 year old Hungarian Pumi. He went above and beyond when I did not arrive home when I told him I would be there...( flight delays) Joshua stayed until 1:30 am to make sure the dogs would be OK . The dogs really seemed to enjoy him and were sorry to see him go! I can highly recommend him!”

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Judith P.
Sitter Profile Image: Michael G.
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Michael G.
from
$28
per night
5.0 out of 5 stars
• 1 review
15 years of experience
Pooler, GA, 29438

“You’re not going to find a more attentive and caring house and pet sitter than Michael. I am so happy and relieved that our paths crossed and will only be using his services going forward for further needs. His care for my home and 3 cats went above and beyond. He cleaned my fridge, first floor, and windows! One of my cats got sick repeatedly, even requiring a vet visit and home medication administration, and Michael tended to these needs with enthusiasm. You won’t go wrong choosing Michael to look after your home and animals!”

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Pavan R.
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The median cost per night for house sitting in Windmill Harbor is $50

Pet parents share their Rover experiences - Windmill Harbor

1 / 1
5.0 out of 5 stars

Kimberly was wonderful with our 2 spoiled goldendoodles. She played with them, kept them company and kept us well informed with pictures and updates. We had a worry-free trip and when we arrived home all was clean and ready for us to relax. We definitely would ask her again when the situation arises.

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Aileen L.
House Sitting
5.0 out of 5 stars

Kimberly was fantastic! She was great at communication and sending us pictures of our dog. We had total peace of mind that he was safe and well cared for, so we were able to really relax on our vacation. Everything looked great when we got home, she even washed the sheets/towels and remade the bed. We highly recommend her, and look forward to booking with her again!

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Jeannie B.
House Sitting
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Book with peace of mind

  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

How to book house sitting

  1. 1. Search

    Browse profiles of sitters near you who offer house sitting.
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit.
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform.

Popular requests for house sitting - Windmill Harbor

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Sitters in Windmill Harbor average 4
repeat house sitting clients

FAQs for House Sitting - Windmill Harbor

Frequently asked questions about Rover

The average cost of House Sitting in Windmill Harbor is $36 per night as of November 2026. Most bookings cost between $23 and $61 per night. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of November 2026, there are 589 sitters on Rover offering House Sitting across Windmill Harbor. Enter your ZIP code to see which available sitters are closest to your home.

Beyond belly rubs and feeding schedules, a house sitter’s presence may provide an additional layer of security for your home. However, you will need to arrange overnight stays and other household tasks with your sitter when reaching out to them. Not all sitters offer the same services. Common household tasks you can negotiate include:

  • Mail & deliveries: Collecting letters and packages so they don't pile up.
  • Plant care: Keeping your indoor or outdoor garden hydrated.
  • Trash & recycling: Taking trash cans to the curb on scheduled pickup days.
  • Home security: Sitters can stay overnight to keep your home occupied.

The best way to align on expectations is during your free Meet & Greet. Use this time to provide a "home cheat sheet" that includes your preferred Windmill Harbor walking routes, the location of your favorite pet store, and any specific quirks about your home’s security or appliances.

It’s helpful to think of house sitting as a "home base" service. Most sitters in Windmill Harbor maintain their normal daily routines, like running errands or heading to the office, meaning your pet should be comfortable being alone for a few hours at a time. If your pet needs a little extra company, here is how to find the perfect match:

  • Look for "WFH" sitters: Many sitters mention "Work from Home" on their profile to indicate they’ll be present for the majority of the day.
  • Update your pet’s profile: Write down how long your pet can comfortably be left alone. This helps sitters quickly determine if their schedule aligns with your needs.
  • Communicate 24/7 needs: Standard house sitting usually doesn't include constant supervision. If your pet requires round-the-clock care, be sure to discuss this upfront.

Tip: Use the Meet & Greet to confirm a sitter's typical "away" windows. Transparency ensures your pet stays happy and your sitter can plan their day effectively!

Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Windmill Harbor choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!

The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.

All bookings are backed by the Rover Guarantee, which provides up to $25,000 in eligible veterinary care reimbursement.

Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.

Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page.

If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your pet to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your pet is showing signs of possible illness.

For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.

Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.

A Meet & Greet is a casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet or the new environment.

During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first Meet & Greet.

sitters on Rover set their own cancellation policy, which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.

Yes, you can find sitters who have experience with handling special pet needs in Windmill Harbor. On Rover:

  • 90% of sitters can help with special care needs
  • 92% can help with giving oral medications or injections
  • 97% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.

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