House Sitting in Windward Trail

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

End
Search

Every sitter passes an enhanced background check. Learn about RoverProtect

Top rated Windward Trail house sitters

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

We had a fantastic experience with Julie! She took care of our pups for 3 nights and kept us updated with texts and photos regularly. She was super easy to work with and our pups were happy upon our return! Would highly recommend!

Profile image
Cindy F.
Sitter Profile Image: Kortney W.
Verified Enhanced Background Check
Kortney W.
from
$44
per night
5.0 out of 5 stars
22 reviews
8 repeat clients
6 years of experience
Williamston, SC, 29697

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 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: Robin S.
Verified Enhanced Background Check
Robin S.
Star Sitter
from
$27
per night
5.0 out of 5 stars
30 reviews
10 repeat clients
25 years of experience
Anderson, SC, 29625

Robin did an amazing job!! She kept me updated and sent many photos. I came back home to a clean and organized place with all my animals very happy! I recommend booking Robin for any pet needs!

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

About: I grew up having pets all my life, and after high school started doing pet sitting occasionally. My pets have ranged from a Jacksons Chameleon, a few farm animals, and of course, dogs and cats! Two of my current animals are special needs, one with only 3 legs and one with a seizure disorder, so I’m well versed in animals that need a little *extra* care! I currently work part time as a nanny, so I have more than enough time for drop-ins to take care of your pets and give them all the love, cuddles, and treats they may need! I care for pets in YOUR home and treat it as if you’re one of my nanny clients. I’ll follow your pets daily routine when it comes to food, walks, meds, etc and leave enough time for cuddles as well making sure the house is left clean from any pet accidents or pet messes.

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

Alicia was a fabulous pet/ house sitter!!! She kept n touch n sent pics !!! She survived my heathen children and was a kind soul about it!!! I will definitely book her as often as she is available!!!! 💕

Profile image
Terri V.
Sitter Profile Image: Vanja M.
Verified Enhanced Background Check
Vanja M.
from
$50
per night
5.0 out of 5 stars
4 reviews
5 years of experience
Anderson, SC, 29624

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: Debbie M.
Verified Background Check
Debbie M.
Star Sitter
from
$65
per night
5.0 out of 5 stars
130 reviews
53 repeat clients
30 years of experience
Pendleton, SC, 29670

Chris, Debbies's husband, is a fantastic pet sitter. He watched our four dogs and two cats while we were in Ireland. Chris had no issues managing the feeding, medications, exercising, and general care of this diverse group. He sent pictures and updates throughout the week and everyone was happy and healthy when we returned. Chris has a calm and reassuring manner which helps with dogs who have separation anxiety. We were able to relax and enjoy our trip knowing that our pups and kitties were well taken care of. He also did some cleaning and laundry which was not necessary but greatly appreciated.

Profile image
Lee Ann C.
Sitter Profile Image: Emily B.
Verified Enhanced Background Check
Emily B.
from
$36
per night
5.0 out of 5 stars
10 reviews
1 repeat client
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: Holly G.
Verified Enhanced Background Check
Holly G.
from
$50
per night
5.0 out of 5 stars
11 reviews
4 repeat clients
10 years of experience
Anderson, SC, 29625

Holly was great with communication and my dog loved her! I would highly recommend Holly to friends and family

Profile image
Morgon K.
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

I rebooked with Kailey and she was absolutely great again! She is super responsive to my pets needs and always makes sure he’s taken care of!

Profile image
Gabby P.
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

Kimberly was amazing! I had her watch my 2 pups while I was on vacation, and was nervous because I’ve never used rover before. She kept me updated the entire time I was away, spent a lot of time with my dogs, and sent many pictures! I was relieved to have someone that truly cares watch them. She also went above and beyond, and made sure my house and sheets were clean for me when I got back. Would 100% recommended her to anyone

Profile image
Magen K.
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: Jayda K.
Verified Enhanced Background Check
Jayda K.
from
$63
per night
5.0 out of 5 stars
3 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: Sketcher M.
Verified Enhanced Background Check
Sketcher M.
from
$40
per night
15 years of experience
Clemson, SC, 29631

About: I have a Bachelor's degree in Zoology, and Associates degree in Science and have cared for other peoples pets since I was 17 (August, 3 2026 I'll be 22) besides caring for my parents dogs and cats. I have expireance with special care needs like diabetic pets who need to be given insulin shots, elderly dogs with oral pills they would rather not take, and bouncing puppies who need to let out alot of energy. I also have owned many animals since I was little with minimal parental help. These animals include dogs, cats, snakes, mice, rats, fish, birds, spiders, and frogs. I have experience in highschool vet care and college lab and field experience in herpetology, ornithology, and ictheology. Your fur babies will love spending their time with me when you can't be there. I just graduated college and would love to make money doing somthing I'm good at; careing for animals. Since I just graduated and don't have another job currently I'm free at most times and would love to be of service to you. I will give my undivided attention to make sure your animal is happy and well cared for. I can take your dog to the dog park, and if you want I can bring my dog over for them to play. Dog/cat's needs and feed schedules can be precise. When I was caring for my aunts Diabetic cat I had to feed half of a 1/4 cup give him his insulin shot then feed the other half, this had to happen at 6am and 6pm exactly. The shot had to go into his opposite hip every time (left morning, right afternoon). I hope to offer your pet similarly the best care imaginable.

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

Amber did a wonderful job with our two pups. They can be a handful but Amber was patient with them and made sure they were well loved! She also left our home just as we left it. We will be working with her again.

Profile image
Lisa B.
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: Meghan H.
Verified Enhanced Background Check
Meghan H.
from
$75
per night
4.8 out of 5 stars
12 reviews
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: Shirley Z.
Verified Enhanced Background Check
Shirley Z.
from
$45
per night
5.0 out of 5 stars
10 reviews
2 repeat clients
19 years of experience
Greenville, SC, 29605

Shirley was wonderful. She stayed at our home and took great care of our dog while we were away. She was kind, respectful of the house, and very easy to communicate with. We came back to a happy dog and everything exactly as we left it. We would absolutely have her sit for us again and highly recommend her.

Profile image
Bert M.
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: Tracey S.
Verified Enhanced Background Check
Tracey S.
from
$40
per night
5.0 out of 5 stars
3 reviews
1 repeat client
20 years of experience
Central, SC, 29630

Best cat sitter! We love Tracey and will book with her again!

Profile image
Heather S.
1 / 1
View more sitters

Over 70
pet parents in Windward Trail have booked house sitting

Windward Trail pet parents share their Rover experiences

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

How Rover works

  1. 1. Search

    Read verified reviews and choose a house sitter who’s a great match for you and your pets
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and pets while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

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

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 house 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.

Sitters in Windward Trail average 3
repeat house sitting clients

House Sitting FAQs

Frequently asked questions about Rover

House sitters on Rover are free to set their rates. The median cost to hire a house sitter in Windward Trail on Rover as of Jun 2026 was about $50 per night, after factoring in Rover’s service fees. A house sitter’s rate may also change as you customize your booking to fit your needs.

If you’re searching for a Windward Trail house sitter for the first time, visit the house sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a house sitter before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, there are 858 house sitters in Windward Trail. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect house sitter near you. As a reminder, house sitters joining Rover must pass a background check for you and your house’s safety.

Rover makes it easy to reach out to multiple house sitters about your booking. Typically, 88% of Windward Trail house sitters respond in under an hour.

House sitters in Windward Trail have an average of 19 years of experience. House sitters with repeat customers have an average of 3 repeat clients. Experience can vary from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when you compare house sitters in Windward Trail.

Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Windward Trail house sitters are great for:

  • Dogs who’d prefer to stay on their home turf
  • Cats and caged pets
  • Pet parents on a tight schedule
  • Keeping an eye on your home and plants while you’re away

Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your house sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.