House Sitting Windward Trail

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

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Over 91
pet parents in Windward Trail have booked house sitting

Windward Trail, 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: Emily B.
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Emily B.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 23 reviews
5 repeat clients
12 years of experience
Anderson, SC, 29625

About: I’ve been caring for dogs for most of my life. At 13, I started a neighborhood dog-walking business for owners who were “too pooped to walk their dogs,” which quickly grew into in-home and overnight dog sitting. I got my first dog at age ten and trained her myself, and I’ve since attended multiple dog training classes because I genuinely enjoy working with dogs. Over the years, I’ve cared for pugs, golden doodles, pit bulls, and more for families that I have worked with through high school and college. Now that I have my own home (next to a park) I’m excited to start again with plenty of space, structure, and love for every pup. Pet care fits naturally into my weekly routine. I’m an emergency nurse and work three days a week (every other weekend). This gives me most weekdays free and flexible for walks, drop-ins, and sitting. On my off days, I enjoy staying active with walking, running, and hiking, and I love including dogs in those activities for both exercise and enrichment. I plan my schedule carefully to ensure every pet receives consistent attention, timely care, and plenty of love. Safety and trust are my top priorities. As an emergency nurse, I have strong medical training and stay calm and attentive in all situations, including emergencies. I closely follow pet parents’ instructions and routines in both my home and theirs, ensuring a low-stress, loving environment. I provide supervised play, secure walks, and plenty of mental and physical stimulation. Living next to a park gives dogs safe space to explore, exercise, and enjoy structured outdoor time while always being carefully monitored.

Sitter Profile Image: Jayda K.
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Jayda K.
Star Sitter
from
$63
per night
5.0 out of 5 stars
• 12 reviews
5 repeat clients
2 years of experience
ANDERSON, SC, 29625

“Jayda was wonderful! She was very patient with our very extremely shy Sheba. She kept us updated and asked questions. I am very thankful she was there for my girl!”

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Judi D.
Sitter Profile Image: Jennifer A.
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Jennifer A.
from
$35
per night
5.0 out of 5 stars
• 2 reviews
10 years of experience
Anderson, SC, 29621

“Jenn was so helpful and communicative and really made it easier for me to leave the pups at home. She provided updates and pictures and helped me feel at ease! Absolutely would recommend!”

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Molly P.
Sitter Profile Image: Mary W.
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Mary W.
from
$50
per night
5.0 out of 5 stars
• 6 reviews
3 repeat clients
19 years of experience
Anderson, SC, 29621

“Mary was great house sitting and watching my two high energy dogs (Aussies)! She did daily walks as well as playing in the back yard + was able to accommodate their special needs (prescription food for one and chewable meds for the other). I would absolutely recommend her as a dog walker or sitter as she loved my dogs a whole lot.”

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Daniel B.
Sitter Profile Image: Madison H.
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Madison H.
from
$50
per night
5.0 out of 5 stars
• 4 reviews
7 years of experience
Anderson, SC, 29621

About: Growing up, my family always had at least two dogs at all times. Although I don’t have a dog of my own, I love taking care of and spending time with other people’s dogs. 🩷 I am a teacher by day (Aug-end of May) and dog sitter on the side! I love kids but dogs truly have my heart. The bigger, the better! I am a teacher, so I will be gone from 6:30am-3:30pm. I have watched dogs while I’ve been at school who are used to be alone for an extended amount of time but but I will walk them prior to leaving for work and then spend the evening with them once I get home. :) ***If your dog isn’t used to being alone while I would be at work, I do have someone who can check on your pet and also take them out midday while I’m at work! :) Although I do not have a fenced in yard, my neighborhood community has a fenced in dog park area to give your dog(s) the space and freedom to roam as needed. :)

Sitter Profile Image: Anijah M.
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Anijah M.
from
$27
per night
7 years of experience
Anderson, SC, 29624

About: Future veterinary student, I have a large range of animals I know how to take care of. I’ve done lots of fostering, and have gotten great results from anyone whose animal I’ve taken care of. I own my own nail business, so my schedule I’m able to set myself for flexibility already. When I’m home I’m constantly taking care of my animals, so having others to take care of works perfect for my lifestyle. In my home your animal, I will still maintain your animals by your rules, as far as feeding and bathroom schedules, and general house rules. In your home I will provide every amount of care that you ask of me to your animal.

Sitter Profile Image: Cassie C.
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Cassie C.
from
$28
per night
5.0 out of 5 stars
• 10 reviews
1 repeat client
15 years of experience
Seneca, SC, 29678

About: I had multiple dogs all of my life and have taken care of horses and barn cats. Love all animals and want to make sure that they are doing amazing while you are away. I have pet sitted on and off over the years for friends and even flew to Las Vegas to petsit for an extended weekend. I’m currently working full time but can do late night drop ins, walks and am available any time on the weekends. Typically on the weekends I am free/flexible for any time, except the few times I’m out of town. Before letting pets out in fenced areas I double check gates are closed and latched before letting out. For any pets that are walked I ensure that they are leashed before heading out the door and do not take the leash off until inside with the door closed. I have an escape artist of myself at home so I know what to look for. I can easily place your pet in a crate before leaving if that is necessary.

Sitter Profile Image: Isabella Q.
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Isabella Q.
from
$65
per night
5.0 out of 5 stars
• 3 reviews
1 repeat client
12 years of experience
Clemson, SC, 29631

About: I have always grown up with pets: 3 dogs, 1 cat, and a beared dragon. I have helped train a puppy, cared for a dying senior dog, and everything in between. I have experience with pets who have high energy, anxiety, dietary needs, and physical disabilities. Family, friends, and neighbors have trusted me to pet sit, drop in, provide over night care, and walk their dogs. I have worked at a dog groomer for over 2 years, which has given me experience with a wide variety of animals and their temperaments. I’m a full time student at Clemson University who has most afternoons/ evenings and weekend free to care for your pets! I am studying wildlife conservation so spending time with animals is one of my favorite things to do! Following instructions, I can care for your pet however you direct me to. I am comfortable taking your dog for walks/ hikes, playing indoors and outdoors, dosing medications, keeping up with training, and providing all the love and comfort your pet will need while you are away!

Sitter Profile Image: Aubrey H.
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Aubrey H.
Star Sitter
from
$125
per night
5.0 out of 5 stars
• 7 reviews
3 repeat clients
14 years of experience
Williamston, SC, 29697

“Aubrey took care of our sweet Morty for a few days. Morty has some health challenges, and Aubrey was confident administering all of his meds. She was communicative, and we really appreciate the care she provided to Morty.”

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Sara R.
Sitter Profile Image: Marissa B.
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Marissa B.
from
$30
per night
5.0 out of 5 stars
• 3 reviews
18 years of experience
Easley, SC, 29642

About: I’ve taken care of pets of all kinds! I grew up with cats and dogs and helped my grandparents with all of their farm animals as well! I worked at a grooming Salon in Austin Texas for a few years so I know all about all the different kinds of pet temperaments! I’m extremely reliable and will make sure you feel comfortable knowing your pet is in good hands while you’re away. I know how important updates and photos are to people so we will take lots of those as well. You can count on me to love your pet like it’s my own while you are gone, thank you for your consideration! I am currently working a couple days a week but have so much extra time to care for your pets! I will plan my schedule around yours to make sure you’re comfortable. I have a fenced backyard and all the room to play! I am very trustworthy and will love on your pet the whole time! They will be with me most of the time and I’ll check in with you often so you have peace of mind.

Sitter Profile Image: Natalie H.
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Natalie H.
from
$35
per night
18 years of experience
Greenville, SC, 29611

About: Hi there! 🐾 I’m a proud cattle dog mom, lifelong animal lover, and the kind of person who will absolutely greet your dog before I acknowledge you. Nothing personal. 😂 By day, I’m an HR Director who works primarily from home, which means I spend a lot of time on my computer and would LOVE to have your four legged coworker supervising my productivity. I can offer plenty of companionship, potty breaks, playtime, walks, and, of course, a very competitive employee benefits package consisting of belly rubs and compliments. As a dog mom myself, I completely understand that leaving your babies with someone else is a big deal (I have a 5 page printed PDF with instructions for my pup!). I promise to treat them like my own, respect their routines, and provide the kind of care that lets you actually enjoy your time away instead of checking your phone every five minutes. Whether your pup is an energetic adventurer, a professional napper, a stage five clinger, or a tiny dictator who runs the household, I’m happy to accommodate their management style. I offer boarding, house sitting, drop in visits, medicine administration, and dog walking. I’m dependable, attentive, and fully prepared to send you an unreasonable number of pictures accompanied by updates about how adorable your baby is being. My goal? Happy dogs, happy humans, and absolutely no complaints filed with HR. I can’t wait to meet your babies! ❤️🐶 I work full-time as an HR Director, but primarily from home, which means my coworkers frequently have four legs and absolutely no respect for personal space. 😂 My remote schedule gives me flexibility for potty breaks, walks, playtime, and plenty of attention throughout the day. I can accommodate boarding, house sitting, drop-in visits, and dog walking around my work commitments. Whether your baby needs a midday adventure or just someone to supervise their very demanding nap schedule, I’m happy to help! As a dog mom myself, I know that trusting someone with your pets is basically like handing over your children (except these children occasionally eat things they shouldn’t). 😂 Whether I’m welcoming your dog into my home or caring for them in yours, their safety, comfort, and routine are my priorities. I’ll follow feeding instructions, medication schedules, household rules, and any special care needs. I’m also a big believer in getting to know each dogs personality, boundaries, and quirks before assuming we’re best friends. I have a fenced in backyard and a cattle dog who loves welcoming a playmate to her crib! However, if staying in your home, she will be staying at her own! I treat clients’ homes with the same respect I’d expect for my own, and you’ll receive regular updates and pictures so you know your baby is happy and well cared for. My goal is simple: happy dogs, peace of mind for their humans, and absolutely no unauthorized house parties while you’re gone. 🐾❤️

Sitter Profile Image: Andrew H.
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Andrew H.
from
$45
per night
5.0 out of 5 stars
• 6 reviews
15 years of experience
Central, SC, 29630

About: I am a compassionate warm hearted person. I have always adored animals and look forward to spending time with new ones. Animals are a huge part of my life and I would love to help others feel safe knowing that a true animal lover is watching over their pet. I have been away from my pet and understand the anxiety that comes from worrying about them. It brings me joy to allow you to enjoy your time away from home without worrying about that family member you left behind I have taken care of my own animals since I was a child. I have watched many of my friends animals. I will respect our arrangement, your home (if I'm taking care of your pet at your resident), and above all I will respect your pet. Why I love dog sitting I have always had a love for dogs. I do not currently have any animals, but they have always been such a huge part of my life. I always treat animals like they are my own family,and the same love will be given to your pet! My experience administering medication I am comfortable administering medication given the proper instructions. I work from home and I am available to be with your animal for the majority of the time they are in my care. I am also naturally a home body so your pet will rarely be alone! I will respect are agreement and will treat your animal with the same love and respect I would treat one of my own. You can feel at ease knowing the person caring for your animal actually cares.

Sitter Profile Image: Kathryn S.
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Kathryn S.
Star Sitter
from
$27
per night
4.9 out of 5 stars
• 19 reviews
3 repeat clients
10 years of experience
Greenville, SC, 29609

“Kathryn was wonderful! From her communication to her natural ability to bring a calm presence to my anxious pup, she was great from start to finish. She was communicative, flexible, and timely, and made both my dog and me feel completely at ease. I would highly recommend her and will absolutely be using her again!”

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Meredith B.
Sitter Profile Image: Corrie R.
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Corrie R.
from
$50
per night
8 years of experience
Anderson, SC, 29621

About: I have over 8 years of experience caring for both dogs and cats. As a pet owner myself, I’ve had multiple dogs and have provided pet sitting services for countless dogs and cats over the years. I have experience with puppies, senior pets, and animals that require medication or extra attention. The most I’ve cared for at one time is two dogs and two cats, so I’m comfortable managing multiple pets while ensuring each one receives the care and attention they deserve. I genuinely love animals and have the flexibility to provide reliable, attentive, and compassionate care for your pets while you’re away. Over the next few months, I’ll be out of school, which gives me a very flexible schedule. I’m available throughout the week and on weekends to accommodate your pet care needs, whether it’s drop-in visits, walks, or overnight care! Your pet’s safety and comfort are always my top priorities. I take the time to learn each pet’s routine, preferences, and any special care instructions so they feel as comfortable as possible while you’re away. I treat every home with respect, keep a clean environment, and make sure doors, gates, and other safety measures are always secure. I’ll also send regular updates and photos so you can have peace of mind knowing your pet is happy and well cared for.

Sitter Profile Image: Lillie S.
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Lillie S.
from
$29
per night
3 years of experience
Clemson, SC, 29631

About: Hi! My name is Lillie Sabo, and I’m currently a student at Clemson University! I’m excited to offer pet-sitting services to families looking for someone trustworthy, caring, and attentive to look after their pets while they’re away. I absolutely love spending time with animals and know how important it is to find someone who will treat your pets like their own. I have two dogs of my own and it is very important to me to give others pets the care and love I want mine to receive while I am gone! My goal is to make sure your furry friends feel happy, comfortable, and loved every time they’re in my care! I am currently a student at Clemson University that is home for the summer! My schedule over the summer is pretty open besides vacations but other than that I can be available for all your needs! In my home our pets have a fenced in yard, water to access at all times of the day, they are fed at specific times of the day, and treats are their favorite so they get a few throughout the day! Your pets will receive the same love and care that my dogs at home receive for sure!

Sitter Profile Image: Jon M.
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Jon M.
from
$27
per night
5.0 out of 5 stars
• 2 reviews
1 year of experience
Fountain Inn, SC, 29644

About: I have been around dogs my entire life. I take pride in my ability to communicate and treat other people as well as animals with mutual respect. ✝️💪🏼 I am currently a full time student for nursing. I have class Monday-Friday but should be available later in the afternoon/evening. We will just have to communicate which is fine. I also go to the gym and to church on Sundays ✝️💪🏼. I have pets that are indoor and I let them out to play outside in a fenced in back yard. I also walk my pets to help them with their health and mine as well as getting rid of some built up energy that they may have.

Sitter Profile Image: Sarah P.
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Sarah P.
from
$50
per night
4.0 out of 5 stars
• 4 reviews
1 repeat client
20 years of experience
Greenville, SC, 29607

“We had a wonderful experience with Sarah! She took great care of our Charlie and kept us updated with photos and messages while we were away. It gave us so much peace of mind knowing he was in such loving hands. We would definitely book with her again and highly recommend her to anyone looking for a reliable and caring sitter.”

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Noelle H.
Sitter Profile Image: Heather M.
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Heather M.
from
$27
per night
5.0 out of 5 stars
• 42 reviews
22 repeat clients
30 years of experience
Greer, SC, 29650

About: Hi! I’m a dependable and caring pet lover who understands that pets are family. I provide attentive, personalized care so your pets feel safe, comfortable, and loved while you’re away. I have experience with puppies to senior. I have worked with dogs that have had trauma in the past and special needs. My goal is simple, to make your pets feel happy, secure, and cared for like they’re part of my own family. If your pet loves attention, belly rubs, playtime, treats, or simply having someone nearby who truly cares we’ll get along great. I’m the kind of sitter who talks to pets like they’re people, notices the little things, and makes sure they feel comfortable and loved while you’re away. I know how important trust is when choosing someone to care for your furry family member, so I focus on reliability, communication, and creating a stress-free experience for both pets and owners. Expect lots of updates, adorable photos, and a pet who’s excited to see me again. Pet care fits very naturally into my daily and weekly routine because I genuinely enjoy spending time with animals and building consistent routines around their care. I have a flexible schedule and make it a priority to provide your fur babies with the attention, exercise, companionship, and reliability they need to feel safe and comfortable. Whether it’s walks, feeding schedules, playtime, or simply giving them extra love and attention, I enjoy making pet care a meaningful part of my day. I provide a safe, loving, and structured environment for your fur babies both in my home and in my clients’ homes. In my home, they are treated like part of the family and receive plenty of attention, supervision, playtime, and affection throughout the day. I offer boarding in a home with a secure fenced in yard, which gives dogs a safe space for exercise, outdoor time, and play. I make it a priority to maintain each ones normal routine as closely as possible, including feeding schedules, walks, medications if needed, and any special instructions from the owner. I also understand how important communication is, so I provide regular updates and photos to help parents feel comfortable and connected while they are away. When caring for them in a client’s home, I am respectful of their space and focus on keeping your fur baby comfortable in their familiar environment while ensuring they receive dependable, attentive care.

Sitter Profile Image: Allyson M.
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Allyson M.
from
$15
per night
4.6 out of 5 stars
• 9 reviews
3 repeat clients
9 years of experience
Hartwell, GA, 30643

About: I’ve taken care of my community’s pets since I was 17. I’ve cared for almost all kinds of pets. Cats, dogs, birds, lizards, you name it! I always try to go the extra mile so that pet parents not only come home to a happy, healthy pet; but a clean and well-cared for home! I am a middle school band director who works 7-3 most days. However, I can go before and after school care and I can spend nights! My kittens get fed twice a day, they get a new toy once a month and go to the vet once a month! They also have their litter box scooped every night and cleaned once a week. They even sleep in the bed with me. If I’m caring for dogs, they go on at least 3 walks a day of varying length (depending on the dog). I frequently watch a 13 year old pug who can’t stay out very long, so he goes on 3, 10-minute walks a day. However, if your dog has the endurance to go on a longer walk/run with me - I’ll take them up to 3 miles!

Sitter Profile Image: Shauntel J.
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Shauntel J.
from
$75
per night
20 years of experience
Pelzer, SC, 29669

About: I have been around animals my entire life and have always had pets in my household. At one point, I lived in a home with 12 dogs and 2 cats, so I am very comfortable caring for multiple pets, different personalities, and different breeds. I currently have a 2-year-old Standard Poodle of my own who is very loved and well cared for. I am also a mom of three, a nursing student, and a business owner, so I am responsible, organized, dependable, and used to managing a busy schedule. I understand that pets are part of the family, and I will treat your pet with the same patience, attention, and care that I give my own. I make my own work schedule, which gives me plenty of flexibility to fit pet walks, drop-ins, and sittings into my routine. I’m also currently in nursing school, so I only work part-time. This allows me to plan my schedule around both school and pet care, making sure your pet gets the time, attention, and care they deserve. For the Safety, Trust & Environment section, you could put: I always make sure pets are in a safe, comfortable, and loving environment. I follow each owner’s instructions closely, including feeding schedules, walks, medications, and routines. I’m very attentive and will treat your pet like one of my own. When caring for pets in a client’s home, I’m also respectful of their space and make sure everything is secure before I leave.

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The median cost per night for house sitting in Windward Trail is $50

Pet parents share their Rover experiences - Windward Trail

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5.0 out of 5 stars

Mary was great house sitting and watching my two high energy dogs (Aussies)! She did daily walks as well as playing in the back yard + was able to accommodate their special needs (prescription food for one and chewable meds for the other). I would absolutely recommend her as a dog walker or sitter as she loved my dogs a whole lot.

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Daniel B.
House Sitting
5.0 out of 5 stars

Pella is such a great sitter! She took the best care of our dog who is recovering from a CCL injury. Super responsive and responsible, and I know my dog Laila will be so excited to see her again soon!!

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Mary D.
House Sitting
5.0 out of 5 stars

Sydney and Mitch took such great care of our special needs dog and two cats. We came home to happy and healthy animals and a clean home. Thoughtful, friendly, and great communicators—we’ll definitely book them again!

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Mario C.
House Sitting
5.0 out of 5 stars

Aubrey took such good care of our two pups! She was professional and made sure to give us updates and pictures! We are excited to use her again for our next vacation!

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Mackenzie J.
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

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Popular requests for house sitting - Windward Trail

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Sitters in Windward Trail average 3
repeat house sitting clients

FAQs for House Sitting - Windward Trail

Frequently asked questions about Rover

The average cost of House Sitting in Windward Trail is $38 per night as of November 2026. Most bookings cost between $28 and $72 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 809 sitters on Rover offering House Sitting across Windward Trail. 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 Windward Trail 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 Windward Trail 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 Windward Trail 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 Windward Trail. On Rover:

  • 91% of sitters can help with special care needs
  • 96% can help with giving oral medications or injections
  • 96% 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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