House Sitting Windward Trail

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

End
Search

Over 74
pet parents in Windward Trail have booked house sitting

Windward Trail, Find top rated house sitting

1 / 1
Sitter Profile Image: Julie D.
Verified Enhanced Background Check
Julie D.
Star Sitter
from
$50
per night
5.0 out of 5 stars
17 reviews
8 repeat clients
25 years of experience
Anderson, SC, 29621

Julie took excellent care of our pets while we were on vacation! She communicated well before and during the time she cared for our pets. It was such a reassurance knowing they were in their usual environment while we were gone. I would recommend Julie to anyone looking for a kind and reliable house and pet sitter.

Profile image
Natalie K.
Sitter Profile Image: Alicia S.
Verified Enhanced Background Check
Alicia S.
from
$60
per night
5.0 out of 5 stars
21 reviews
8 repeat clients
5 years of experience
Anderson, SC, 29621

Alicia was wonderful with our pups. We have used her twice and could tell that our dogs enjoyed their time with her in our home. We will be calling on her again for sure!

Profile image
Amy Z.
Sitter Profile Image: Kimberly O.
Verified Enhanced Background Check
Kimberly O.
from
$30
per night
5.0 out of 5 stars
11 reviews
3 repeat clients
20 years of experience
Belton, SC, 29627

Kim is very personable and easy to connect with. She remembered details about my dog’s care She also watched my house and informed me when my water feature stopped working. She loves dogs and it was clear that she loved mine. Pictures while I was away helped me cope with being away. The house and my dog were both in great shape when I returned after I was away for a week. She was very flexible with scheduling and even followed up to make sure that I didn’t need her to check back in — in case we had a flight delay. She will definitely be my first choice moving forward.

Profile image
James L.
Sitter Profile Image: Robin S.
Verified Enhanced Background Check
Robin S.
Star Sitter
from
$27
per night
5.0 out of 5 stars
34 reviews
11 repeat clients
25 years of experience
Anderson, SC, 29625

Robin was outstanding! Always attentive, quick to reply. She kept my home in great shape, clean, and happy to come back to. Our plants seemed greener and I felt like our dogs have been better behaved after spending a few days with her. We will definitely seek Robin out in the future to help with our pets…and we highly recommend you do too!

Profile image
Gb B.
Sitter Profile Image: Paige C.
Verified Enhanced Background Check
Paige C.
Star Sitter
from
$50
per night
5.0 out of 5 stars
13 reviews
5 repeat clients
15 years of experience
Pelzer, SC, 29669

Paige was a wonderful pet sitter for Gemma! She is the sweetest and kept me in the loop with photos and updates. Would highly recommend 😊

Profile image
Emily C.
Sitter Profile Image: Emily B.
Verified Enhanced Background Check
Emily B.
Star Sitter
from
$36
per night
5.0 out of 5 stars
13 reviews
3 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 labs, 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 every Monday and Tuesday and every other weekend, which 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: Jennifer A.
Verified Enhanced Background Check
Jennifer A.
from
$35
per night
10 years of experience
Anderson, SC, 29621

About: I grew up with dogs and have been a caregiver on Wag! since 2022. At a doggy daycare, I managed large groups of dogs, ensuring safe, structured, and attentive care! I work full-time during the day, but pet care fits into my routine in the evenings and on weekends. I’m available for drop-ins, walks, and overnight care, and I make sure to plan my schedule so pets get consistent, reliable attention! I provide attentive, reliable care tailored to each pet’s needs in both my home and the client’s home. I follow their normal routine as closely as possible, including feeding schedules, walks, playtime, and comfort breaks. I prioritize safety, supervision, and communication, and I always provide updates and photos so owners feel at ease!

Sitter Profile Image: Kailey S.
Verified Enhanced Background Check
Kailey S.
from
$43
per night
5.0 out of 5 stars
9 reviews
4 repeat clients
7 years of experience
Anderson, SC, 29625

What a God send Kailey is! We are new to the area and she helped care for our fur baby and other unexpected things while we went on vacation!

Profile image
Jackie W.
Sitter Profile Image: Kortney W.
Verified Enhanced Background Check
Kortney W.
Star Sitter
from
$50
per night
5.0 out of 5 stars
23 reviews
8 repeat clients
6 years of experience
Piedmont, SC, 29673

About: I have been on Rover for over a year now and have fallen in love with pet sitting! I have several repeat clients who I love. I have always had dogs in my house and I am currently raising my puppy Roy! I feel as though pets have more feelings than humans so I make sure to give them special attention! I am a full time student at Clemson University and work a part time job so when i’m away from those i always make sure to spend time playing with my dog and taking care of him. I love to be around and let him hangout with me anytime I can since he’s so sweet and funny! I typically find myself watching a few pets every month! I typically work a few days out of the week and 4-6 hour shifts! I always give pets as much attention as they will let me. I feel as though feedings schedules and daily walks and attention are necessary for animals. I also like to make sure they have clean food and water and plenty of it! I also make sure to pay special attention to their body language and can change my routines or anything they may need to make them more comfortable.

Sitter Profile Image: Meghan H.
Verified Enhanced Background Check
Meghan H.
from
$75
per night
4.8 out of 5 stars
13 reviews
1 repeat client
4 years of experience
Anderson, SC, 29625

Meghan was absolutely amazing! She sent photos every day and had great communication throughout the week. Our dogs loved her and we’ll definitely use her again in the future!

Profile image
Paige H.
Sitter Profile Image: Sketcher M.
Verified Enhanced Background Check
Sketcher M.
from
$40
per night
5.0 out of 5 stars
5 reviews
15 years of experience
Clemson, SC, 29631

Sketcher did great housesitting our anxious 2 yr old dog and 11 yr old indoor cat. She was good at communicating promptly during booking and during the stay. We came home to happy pets and everything was as expected.

Profile image
Erin and Ted
Sitter Profile Image: Vanja M.
Verified Enhanced Background Check
Vanja M.
from
$60
per night
5.0 out of 5 stars
4 reviews
5 years of experience
Anderson, SC, 29625

Vanja was great. Very communicative and responsible. I had no worries leaving my dogs with her. They were very happy when I got home.

Profile image
Susan L.
Sitter Profile Image: Amber A.
Verified Enhanced Background Check
Amber A.
from
$75
per night
5.0 out of 5 stars
47 reviews
10 repeat clients
10 years of experience
Pelzer, SC, 29669

My dogs love Amber! When I return from a trip, they are calm and relaxed. Well...except for a little attitude from Zoe....but that is short lived. Amber will continue to take care of my dogs in the future, when she is available. I suggest booking as soon as your plans are set.

Profile image
Ann K.
Sitter Profile Image: Nicole D.
Verified Enhanced Background Check
Nicole D.
from
$40
per night
5.0 out of 5 stars
15 reviews
4 repeat clients
6 years of experience
Anderson, SC, 29621

Nicole really listened to my concerns and needs for my dogs. She was there when she said she would be and kept my dogs happy and healthy. Would definitely use her again!

Profile image
Rachel S.
Sitter Profile Image: David L.
Verified Enhanced Background Check
David L.
from
$38
per night
2.3 out of 5 stars
5 reviews
1 repeat client
10 years of experience
Anderson, SC, 29621

About: I’ve been caring for dogs of all sizes, breeds, and temperaments for over 10 years. Friends, family, and neighbors trust me to feed, walk, play with, and look after their pets as if they were my own. I’m comfortable with puppies, senior dogs, and pets that need extra patience or attention. I pay close attention to routines, behavior, and safety, and I genuinely enjoy spending time with animals—not just watching them, but making sure they feel comfortable, cared for, and happy while you’re away. I currently work part-time, which gives me plenty of flexibility to provide consistent and attentive care for your pets. I’m available for boarding on weekends and most weekdays after 2 PM, with time set aside for walks, play, feeding, and check-ins. I make sure each pet gets dedicated attention and isn’t just “fit into” my schedule—they’re part of it. Your pet’s safety and comfort are my top priorities. I have a secure fenced yard and two friendly, well-socialized dogs who enjoy having company. I always introduce pets slowly to make sure everyone feels comfortable. I can crate your dog if needed and will follow any specific routines, feeding schedules, or care instructions you provide. Whether in my home or yours, I focus on creating a calm, safe, and stress-free environment where your pet feels at home.

Sitter Profile Image: Elizabeth C.
Verified Enhanced Background Check
Elizabeth C.
from
$27
per night
5.0 out of 5 stars
1 review
19 years of experience
Honea Path, SC, 29654

About: I've been around dogs all of my life. Even as a baby my dad had dogs, and there hasn't been a time in my life I didn't have at least 1 in the house! I've dealt with all ages of dogs, from newborn puppies to seniors, I have the skills! I look forward to meeting your fur babies!! Currently, I'm working odd jobs here and there, so I'll be there whenever you need me if I have the availability!! I can stay as long as you need me to as long as I have a heads up If you ask me to do it, I'll do it!! Want me to crate your baby before I leave? You got it! Want me to put on their cartoons, done and done! I'll do any and every need for your animals, just be sure to tell me so I'll know!

Sitter Profile Image: Ella M.
Verified Enhanced Background Check
Ella M.
from
$25
per night
5.0 out of 5 stars
7 reviews
2 years of experience
Anderson, SC, 29621

Ella was wonderful with my dog Charlotte. Took her on a walk, pampered her and made sure that she was fed on time and pampered. She also went the extra mile and helped me with my two outdoor cats. I will definitely use Ella again. She is a rare find!

Profile image
Susan W.
Sitter Profile Image: Jayda K.
Verified Enhanced Background Check
Jayda K.
from
$63
per night
5.0 out of 5 stars
6 reviews
2 repeat clients
2 years of experience
ANDERSON, SC, 29625

Jayda was awesome, we have a dog who stresses out a lot and can’t go anywhere. So it was important to have someone come to the house and stay. We highly recommend her and will use her again.

Profile image
Kenny S.
Sitter Profile Image: Olivia C.
Verified Enhanced Background Check
Olivia C.
from
$45
per night
5.0 out of 5 stars
8 reviews
2 repeat clients
23 years of experience
Pendleton, SC, 29670

Olivia is a wonderful pet/house sitter. She goes above and beyond when she is with my 1 dog and 2 cats. My dog was recently sick, and she has helped by cooking his food and being on top of his new diet. She always sends pictures and stays in touch when she is sitting. I trust her completely and I am grateful to have found her here on Rover.

Profile image
Lori L.
Sitter Profile Image: Michelle L.
Verified Enhanced Background Check
Michelle L.
from
$50
per night
5.0 out of 5 stars
19 reviews
4 repeat clients
50 years of experience
Piedmont, SC, 29673

We are so thankful Michelle was able to housesit for our kitties! She was very communicative and took great care of our cats! We can't wait to hire her again!

Profile image
Meghan K.
1 / 1
View more

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

Pet parents share their Rover experiences - Windward Trail

1 / 1
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!!

Profile image
Mary D.
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!

Profile image
Mackenzie J.
House Sitting
5.0 out of 5 stars

This is our second time booking with Emily. This time she stayed at our house with our cats and dog for a weekend. I would highly recommend her as a pet sitter. She kept us updated and kept our pets happy. Our house was spotless when we got home.

Profile image
Jessica S.
House Sitting
1 / 1
Find pet care near you

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.

Meet local sitters who will treat your pets like family

  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 - Windward Trail

Select a filter and find qualifying sitters offering house sitting.

Sitters in Windward Trail average 3
repeat house sitting clients

FAQs for House Sitting - Windward Trail

Frequently asked questions about Rover

The average cost for House Sitting in Windward Trail on Rover is $38.85 per night (as of August 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 August 2026, there are 849 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 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 Windward Trail. On Rover:

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

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge