House Sitting Windmill Harbor

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

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Over 53
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.

1 / 1
Sitter Profile Image: Alexa K.
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Alexa K.
Star Sitter
from
$60
per night
5.0 out of 5 stars
15 reviews
5 repeat clients
15 years of experience
Hilton Head Island, SC, 29928

Amazing care for our 3 fur-babies!! 🐶🐱🐱 great communication and incredibly attentive to detail!! We will definitely reach our again (and again)!

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Alison T.
Sitter Profile Image: Chelsea C.
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Chelsea C.
Star Sitter
from
$50
per night
5.0 out of 5 stars
19 reviews
4 repeat clients
12 years of experience
Bluffton, SC, 29910

This was the first time we used Rover and Chelsea. Chelsea went above and beyond to take care of our Rosy. She was punctual, kept communication open and sent pics along the way. We have another trip in June and have Chelsea lined up to stay again. I would recommend her to anyone looking for an in house sitter.

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Mike S.
Sitter Profile Image: Jillian O.
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Jillian O.
from
$60
per night
8 years of experience
Hilton Head Island, SC, 29928

About: I provide thoughtful, dependable care for pets, for all ages, and temperaments I’ve cared for dogs and cats, through pet sitting, feeding routines, walks, and overnight stays, and I’m comfortable managing multiple pets at once. I prioritize consistency, safety, and clear communication, and I’m attentive to each animals unique needs, whether it’s high energy playtime, structured routines, or a calm, reassuring presence. I’m also mindful of maintaining owners routines and preferences so pets feel secure and at home. Pet care fits naturally into my daily and weekly routine, and I build my schedule with flexibility to prioritize the animals I’m caring for. I’m available for morning, midday, and evening visits, as well as overnight stays when needed. I’m intentional about not over booking, so each pet receives consistent attention, timely walks, and unhurried care. Whether it’s maintaining a regular feeding schedule or incorporating longer walks and playtime, I make sure pets are integrated into my routine, not treated as an afterthought. I approach pet care with a strong focus on safety, trust, and respect for each pet pets environment in a clients home, I carefully follow all instructions to maintain the pets, normal routine, including feeding, exercise, and any specific preferences or boundaries. I am attentive to details like secure leashing, monitoring behavior, and keeping spaces clean and hazard free. I take time to build trust with each animal, moving at their pace and being mindful of their temperament and comfort level. Clear communication is also a priority, I provide regular updates to owners feel confident and informed while they’re away.

Sitter Profile Image: Daniela H.
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Daniela H.
from
$95
per night
5.0 out of 5 stars
14 reviews
7 years of experience
Hilton Head Island, SC, 29926

Outstanding Profile and very petite friendly, very happy, recommend highly.

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Stan V.
Sitter Profile Image: Charlotte K.
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Charlotte K.
from
$100
per night
5.0 out of 5 stars
21 reviews
2 repeat clients
12 years of experience
Bluffton, SC, 29910

Charlotte was marvelous with our little Henry and Ron. With her daily photos and regular updates we felt so comfortable leaving them with her. Her attention to detail and encouraging messages were especially appreciated

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Cathy B.
Sitter Profile Image: Michelle H.
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Michelle H.
from
$40
per night
1 year of experience
Bluffton, SC, 29910

About: I grew up with an Irish wolfhound so I know how to handle big breeds. I cared for a boxer for many years as well. Ive helped with my sister’s full sized doodle mix when they have been traveling. Im an avid walker and can go long distances. Look forward to hearing from you! Im making my own schedule so I have a lot flexibility. Looking for a consistent routine and pets to care for on a regular basis but also open to here and there as well. Lead with love, patience & kindness. Lots of playing and engagement and getting energy out paired with cuddle time and rest depending on their wants and needs.

Sitter Profile Image: Kayley V.
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Kayley V.
from
$50
per night
1 repeat client
5 years of experience
Bluffton, SC, 29910

About: I am a student at CofC who is home for the summer and would love to spend as much time with pups before heading back to school. I have been pet sitting for five years, gaining experience with many different breeds and have learned to love every kind of pup! I offer potty breaks, dog walking, and overnight stays! I am currently available at all hours as I am home for summer break. I can be flexible to work around your pets typical hours and spend as much time with them as requested. I will keep your animals on their regular scheduled routine, providing them with their typical daily care and exercise routines! I can monitor your animals as frequently as you would like and have clear communication with you!

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

Gabriela did a wonderful job caring for our two dogs and one cat over a long weekend. She tended to each of their unique needs and provided frequent updates throughout the weekend. We felt secure knowing that Gabriela was caring for our pets and our home while we were away. And, our home was very clean when we returned. She did a fantastic job caring for our gang!

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Scott M.
Sitter Profile Image: Erin S.
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Erin S.
from
$80
per night
5.0 out of 5 stars
12 reviews
2 repeat clients
5 years of experience
Hilton Head, SC, 29926

About: I have experience with several breeds of dogs. I currently own a rottweiler (my second!) so no dog is too big or too small! I am a homemaker so I am very flexible! I have been an island resident for 20 years and a dog owner all my life! I am a homemaker and self employed. If needed, I do most of my work for my husband in the mornings. My afternoons are very flexible! I will follow the instructions you provide. I know most clients are peculiar about where their leashes are stored, whether their pup gets a treat before/after their walk, etc.

Sitter Profile Image: Fernanda P.
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Fernanda P.
from
$100
per night
5.0 out of 5 stars
88 reviews
39 repeat clients
30 years of experience
Hilton Head Island, SC, 29926

About: Dear families: We like to embrace the initial dog vacay/rover purpose: to have your TINY furry baby go to a family home to feel loved while away from home! This is a family home, not a boarding place, so our spaces are very limited. Since we take SMALL BREEDS ONLY we are experts on their personality trends (nervousness, separation anxiety, fears, etc), and understand their needs at different stages in life: puppies, senior dogs, disabled dogs. we ONLY accept dogs under 15 pounds, no exemption, and I never have more than three, or four tiny visitors at a time to maximize care and one-on-one time. We make sure our guests have a peaceful and restful time, if their health or age demands it. Or simply said, you may not want your precious 4 pounds furry baby being squeezed by a 70 pounds massive visitor while playing outside! I work from home, so there will always be some one at home to love on your precious babies. ——— I have had dogs my entire life. I grew up with a Saint Bernard, a cocker spaniel, a mini-poodle, a beautiful bunny (she always thought she was a dog, and we never told her the truth! she would come running to the door to greet you, she responded to her name and slept on our beds). I also had cats and birds. All at the same time! Nowadays, I'm happily married, and have two very responsible teenage boys, who also happen to love animals! My husband is an excellent trainer (by nature though, not as a career), and an incredible Alfa male. We have two lovely shitzu family members, Snickers and Lucy. Our puppies are loving, well behaved, house broken, and very playful. We specialize in puppies' care (under a year old), and at any age prefer non-agresive and well behaved dogs. We live in a beautiful large house, with a fenced in yard and many separate areas. Our guests will get plenty of love, exercise, sun, space and fun. We sleep with our puppies in our bedrooms so we are eager to accommodate our guests as part of our family. We do not crate our dogs neither yours, unless requested by you. We take daily pictures and send reports about our guests. Most of our guests are repeated, and very much loved! Rover has helped us create an extended family among all of us, pet lovers, it’s amazing! Before our seven years registered with dog vacay/rover we have cared for our friends' and neighbors' dogs for many years. We also provide oral medication, or special treatments when needed. We can Skype or FaceTime with you to give you peace of mind during your time away. IMPORTANT NOTE: I have severe back problems because of a car accident, so please don’t lie about your baby’s weight on the request; if he or she is over 15 pounds, I will have to reject the service at drop off, without a refund. Thank you for your understanding. General regulations: All animals must be current on all shots, free of any contagious diseases, on flea/tick prevention and we don't host intact adult dogs. I work at home and enjoy my guests' company. I usually start my day by 7am or earlier when needed and set to work by 8am. We will hang out around the house, and play outdoors as each guest requires. Usually I take breaks from the computer each hour and I get my babies outside to play for a few minutes. I have a fenced in yard and I never let the dogs outside alone without supervision. My home is very calm and safe and puppies as well as older dogs can rest or play as much as they need. I have several spaces around the house to enjoy restful sunny mornings or afternoons. Or to simply chill under the blankets to watch a movie together in the afternoon. We prefer calm, friendly, trained dogs. I don’t accept aggressive dogs at any time.

Sitter Profile Image: Morganne M.
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Morganne M.
from
$75
per night
5.0 out of 5 stars
57 reviews
13 repeat clients
16 years of experience
Okatie, SC, 29909

Morganne did a wonderful job with our girl! She communicated well, sent photos/kept us updated and was flexible with times. Thanks so much, we really appreciate you!

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Marcie D.
Sitter Profile Image: Kylee S.
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Kylee S.
from
$75
per night
5.0 out of 5 stars
4 reviews
1 repeat client
10 years of experience
Beaufort, SC, 29906

Kylee was so incredible!!! She watched 4 dogs for a whole week and took such good care of them. She was super responsive and gave me updates! It also was super rainy the last few days and with 4 dogs and our yard is super muddy/ floors not good with mud and dog fur, we fully expected to walk into a filthy house but to our surprise the house was spotless. She went above and beyond to make the house look amazing even in the rain! We really appreciate it and will be absolutely be using her again in the future for any needs we have!

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Allie J.
Sitter Profile Image: Fionna G.
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Fionna G.
from
$60
per night
9 years of experience
Hilton Head Island, SC, 29926

About: I’ve been caring for pets for as long as I can remember, growing up in a home that always had animals. Since I was 18, I’ve fostered both puppies and senior pets, so I’m very comfortable with a wide range of needs—from high-energy animals who need structure and engagement, to older pets who require a gentler, more patient approach. In college, I became known as the go-to pet sitter in my apartment community, regularly helping neighbors with walking, drop-ins, and overnight care. Now, I continue to stay involved by assisting with a local pet sitting company here on the island. What sets me apart is my experience, reliability, and genuine love for animals. I understand that every pet is different, and I take the time to make sure they feel safe, comfortable, and cared for like they’re my own. I work full-time as a Teacher of the Visually Impaired (TVI) and Orientation & Mobility Specialist (O&M), which means I’m dependable, attentive, and used to caring for others. I’m available before and after work, as well as weekends, and I’m committed to providing consistent, high-quality care. I work full-time Monday through Friday, leaving by 6:00 a.m. and returning around 4:00 p.m and sometimes earlier. I am available before and after work for drop-ins, walks, or check-ins. I’m home all day on weekends, which allows me to provide full-day care, overnight stays, or extended visits. I provide pet care exclusively in your home, so your pets stay safe and comfortable in their familiar environment. I do not accept pets in my home, as I have two dogs who aren’t comfortable with other animals. I follow your instructions carefully for feeding, medications, exercise, and routines, and I make sure pets are safe and well cared for while enjoying attention, play, and a calm environment. My goal is to create a stress-free experience so your pets feel loved and secure while you’re away.

Sitter Profile Image: Jessica R.
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Jessica R.
from
$45
per night
5.0 out of 5 stars
3 reviews
1 repeat client
8 years of experience
Hilton Head Island, SC, 29926

Jessica was outstanding! She took great care of our senior lab, who fell absolutely in love with her. I could tell from the pictures our dog felt very comfortable with the pet sitter. Jessica is a very pleasant young lady who takes her pet sitting job seriously. She always made sure to give her daily medication according to schedule, spent plenty of time with our dog and even allowed her to sleep on the bed with her. I wouldn’t hesitate to hire Jessica again!

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Brenda K.
Sitter Profile Image: Katie B.
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Katie B.
from
$27
per night
20 years of experience
Bluffton, SC, 29910

About: Hi! I’m Katie, a lifelong animal lover who grew up with cats and now shares life with my two dogs, Ghost and Nox. Caring for animals has always been second nature to me, and I understand how important it is to find someone you trust with your pets. Whether your pet prefers long walks, playtime, cuddles on the couch, or simply sticking to their normal routine, I’m committed to making them feel comfortable, safe, and loved while you’re away. Having experience with both cats and dogs, I’m comfortable caring for different personalities, energy levels, and needs. I believe every pet deserves individualized attention and care, and I’ll treat your pets like they’re my own. You’ll also receive regular updates and photos, so you can have peace of mind while you’re away. I look forward to meeting you and your furry family members! 🐾 Pet care is already a natural part of my daily routine. I work full-time remotely from home, which gives me flexibility throughout the day for visits and check-ins, though my availability is best in the early mornings, evenings, and on weekends. As a lifelong animal lover who grew up with cats and now has two dogs of my own, I understand that every pet has unique needs, routines, and personalities. Whether it’s walks, feeding, playtime, litter box maintenance, cuddle time, or simply providing companionship, I’m committed to making pets feel safe, comfortable, and loved while their owners are away. I treat every pet as if they were my own and provide regular updates and photos so you can have peace of mind knowing they’re in good hands. 🐾❤️ I provide care in my clients’ homes so pets can stay comfortable in their familiar environment and maintain their normal routine. Whether I’m stopping in for visits or staying overnight, I follow all care instructions closely, including feeding schedules, walks, playtime, medications (if needed), litter box cleaning, and any other specific requests. My goal is to make your pet feel safe, comfortable, and loved while you’re away. I take the time to learn each pet’s personality and preferences, whether they enjoy lots of attention and activity or prefer a calmer, quieter approach. I also respect your home, keeping it clean and secure while providing dependable care for your pets. You’ll receive regular updates and photos throughout my visits or stay, so you can have peace of mind knowing your pets are happy and well cared for. 🐾💕

Sitter Profile Image: Peyton W.
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Peyton W.
from
$100
per night
5.0 out of 5 stars
2 reviews
10 years of experience
Bluffton, SC, 29910

About: I have trained dogs since a young age with my father. I typically handle Rottweilers and German Shepards, but have so much love for small dogs and cats as well. I have 3 cats of my own and would love to have a weenie one day ❤️ I am disabled so I am usually at my apartment with my 3 cats. My husband works mostly remote for his own business so I am able to be away for most of the day or night without disrupting our girls needs. I care for all pets as if they were my own. I am very mindful of special needs and want to make sure every animal feels loved and safe while their owner is away, especially since I have owned animals with bad separation anxiety. I am more than willing to take your animal to their favorite park or play with their favorite toy to help comfort them.

Sitter Profile Image: Helen G.
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Helen G.
from
$28
per night
4 years of experience
Bluffton, SC, 29910

About: Iv always had a love for animals my whole life. I love making animals feel safe and loved. I lived around a pitbull for 2 years and she was the sweetest baby ever. Playtime, cuddles and attention is super important when taking care of these babies. I am currently working full time and my schedule can vary but I try to be super flexible. I can spend nights and work weekends if needed. I would care for my clients pets in my clients home depending on their rules and the space that is provided. I don’t offer care in my personal home.

Sitter Profile Image: Catherine "Kitty" W.
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Catherine "Kitty" W.
from
$75
per night
5.0 out of 5 stars
8 reviews
20 years of experience
Beaufort, SC, 29902

Just had Kitty stay with our two dogs for a few days. First time for us having someone come to the home and it could not have gone smoother. She was there all the times she said she would be & provided pictures and great communication. She went over and above in her care for them. We came home to a spotless house and two very happy dogs. I will definitely use Kitty again.

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Karen H.
Sitter Profile Image: Sarah Natalie N.
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Sarah Natalie N.
from
$47
per night
5.0 out of 5 stars
5 reviews
2 years of experience
Hilton Head Island, SC, 29926

Sarah Natalie was great with our cat. She gave us updates and we were absolutely sure that Bunny was getting lots of attention while we were out of town.

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Margot H.
Sitter Profile Image: Katherine M.
Verified Enhanced Background Check
Katherine M.
Star Sitter
from
$75
per night
5.0 out of 5 stars
43 reviews
6 repeat clients
25 years of experience
Ridgeland, SC, 29936

Katherine did a great job with Happy! She played a lot with him in the yard and helped get him through some thunderstorms, which cause a lot of anxiety for our pup. She stayed in our home and we were grateful she was able to help out. Would highly recommend her again!

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Carolyn V.
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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

Morgan was the best! She took such great care of Hank and Wednesday and kept us updated the whole time. She was super sweet and communicated effectively throughout. Our HVAC broke right before our trip, and she was incredibly flexible — even watching the dogs at my boyfriend’s parents’ place to keep them comfortable. We’ll definitely be using her for all our future pet-sitting needs!

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Fionna G.
House Sitting
5.0 out of 5 stars

We recently booked Teresa for 6 days to care for our 2 golden retrievers, 2 cats, and our house. Our usual dog and house sitters were unavailable, so we tried Rover for the first time. We couldn't have been more pleased. We had a meet and greet one week before we left and reviewed all the care instructions. We were immediately comfortable with Teresa. While we were gone, she communicated daily about the animals. We had an unexpected security alarm problem and she managed it well. We were comfortable with her care of the animals and will definitely book her again. It was so nice to enjoy our time away and not worry about the care of our animals.

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Pat T.
House Sitting
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  • 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?

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  • 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 Rover works

  1. 1. Search

    Browse profiles of sitters near you who offer house sitting
  2. 2. Meet & Greet

    Schedule a free in-person Meet & Greet to find the perfect fit
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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 for House Sitting in Windmill Harbor on Rover is $38.15 per night (as of June 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of House Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for House Sitting. For more information on service fees, click here .

As of June 2026, there are 567 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 short introductory meeting between you, your pet, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter 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. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.

Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.

Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works 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:

  • 86% of sitters can help with special care needs
  • 95% can help with giving oral medications or injections
  • 100% 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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