Pet Sitting Windward Trail
Book a pet sitter to stop by your home a few times a day to feed and play with your pet.
Windward Trail, Find top rated pet sitting
“Colleen has gone above and beyond as a dog walker and also as a dog sitter. I have a reactive dog and she handled the initial meeting wonderfully and with respect and they have since become best buds. She is dependable and trustworthy and will care for you pet like they are her own. Wolfie and I will miss her when we move to another city next month!”
“Ash checked in on my dog a couple days while I was at work and she was great! She always let me know when she was on the way and sent me tons of pictures of my dog throughout her visit. I will definitely continue using her in the future!”
“Robin was fantastic! Her attention to detail and her communication is top notch. She did a fabulous job looking after our two Australian shepherds during a drop in visit. She played frisbee with them until their hearts were content and she even made sure to refill their water bowl while she was here. Thank you Robin!”
“Mandy left my house cleaner than I left it. She went above and beyond when it came to taking care of my dogs and not once did I ever feel worried about them. I highly recommend her and she is definitely my go to sitter on Rover”
“I’ve booked Chelsea to take care of my cats several times now and she is always the absolute best! She goes above and beyond to help care for my kitties and gets the best photos too. I absolutely recommend her!”
About: I bring 12 years of hands-on experience with a local dog rescue, including fostering, training, and caring for dogs of many breeds, ages, sizes, and personalities. We have fostered everything from young puppies to dogs over 100 pounds, so I’m comfortable adapting to each dog’s individual needs and routine. I’m also comfortable administering medications and providing extra care when needed. My experience has taught me to pay close attention to a dog’s behavior, body language, comfort level, and individual personality. Because I work full-time from home and don’t travel for work, I’m able to provide plenty of companionship, supervision, and attention throughout the day. Most importantly, I understand that every dog is different. I take the time to learn what makes your dog comfortable, happy, and feel at home. Pet care fits naturally into my daily routine because I work full-time from home and don’t travel for work. Your dog will have plenty of companionship, attention, walks, playtime, and care throughout the day. I’ll follow their normal routine as closely as possible and make sure they feel comfortable, safe, and loved while you’re away How I Care for Pets Our personal dog passed away a few years ago, and while we aren’t ready to get another dog just yet, we truly miss having one around. He was spoiled and treated like another member of the family, and that is the same warmth and care I provide to every dog I look after. I offer in-home boarding, house sitting, drop-in visits, and dog walking. Whether your dog stays with me or I care for them in their own home, I’ll follow their normal routine, provide plenty of attention and exercise, and make sure they feel safe, comfortable, and loved.
About: I’ve house sat other dogs, regularly house sit my own dog and have had a variety of other animals of my own through the years Right now I’m home basically all day I donate plasma twice a week for about an hour and sometimes DoorDash for a few hours I always follow whatever special instructions you have for your pets whether that be taking them out a certain number of times or special feeding instruction
About: I’ve taken care of my family and friends puppies often, whether they’re big or small. I can administer any medications, give extra snuggles, really anything needed! I’m currently a college student at Greenville Technical College. Monday-Thursday I have one class each day til 11am, otherwise I’m completely free to take care or your pets! I care for pets in clients' homes by following their routines, providing playtime, walks, and all the love they need. I ensure they feel safe, comfortable, and stress-free while sticking to their usual habits.
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. :)
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.
“I can always count on Virginia when it comes to helping out and taking care of Nexus! The pictures and videos I received while I was away made my heart feel so much better. Nexus loves spending time with Virginia and I know she is in great hands! Definitely will rebook when needed!! 10/10!!”
“Kaitlin did an amazing job taking care of my boys while I was on vacation! Followed instructions well, didn’t hesitate to ask questions and made sure my boys were well cared for and comfortable while I was away. Can’t recommend her enough! She was also available when my other sitters were not. Definitely going to be booking her again!”
About: Please reach out to discuss rates! I’ve been an animal lover since I’d first discovered them as a young child, it never mattered the type or size, I’ve always been drawn to them. I grew up in the PNW where I spent many years in 4-H, showing horses and participating in our local county fair. Last year we took the leap and moved to South Carolina with our 2 senior dogs, 4 cats, and bearded dragon, and have been loving how beautiful it is. Since our move, we have acquired 3 more cats that were picked up as strays, bringing our total to a whopping 7 cats! I truly wouldn’t have it any other way. I have experience with all sizes, breeds, and energy levels of dogs, as well as behavioral issues. One of senior dogs struggles with reactivity while on leash, and I make it a point to make sure he is always comfortable and safe while out. I also specialize in pets with special needs who may require a little extra attention and care. One of the kittens we took in is completely blind, amongst other things, and had required daily medication at times. She also suffers from behavioral issues which is why I’m so adamant on being patient with animals. They are learning every day, just as we are. If given the opportunity, I promise to treat your animals as I do my own, with love and grace. I’ve been blessed enough to have a very open schedule and can pretty much fit any time a pet may need into my day. Whether it be weekdays or weekends, I’m flexible and have reliable transportation. The safety and comfort of your pets are my top priority and I plan to treat them the way I treat my own. I’m very mindful of securing doors and fences to insure your babies are safe and secure where they are supposed to be. I speak to all animals the way I would speak to a friend because I believe, while they may not be able to understand all the words, they can understand tone and intention.
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.
Pet parents share their Rover experiences - Windward Trail
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. Search
Browse profiles of sitters near you who offer pet sitting
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform
Popular requests for pet sitting - Windward Trail
Select a filter and find qualifying sitters offering pet sitting.FAQs for Pet Sitting - Windward Trail
Frequently asked questions about Rover
Rover is the largest marketplace for local pet care. Whether you're looking for pet sitters, dog walkers, or house sitters who specialize in pet sitting, you can narrow your search by entering your ZIP code to find sitters within walking distance in your neighborhood.
You and your sitter can agree on a care schedule that fits your pet’s routine and the sitter’s availability. Pet Sitting can be booked as a one-time or recurring drop-in visit. If you need overnight care or dog walks, you may also be able to book House Sitting or Dog Walking through Rover with the same sitter, provided they offer those services.
Before booking, confirm:
- the timing, length, and frequency of visits;
- the care instructions the sitter should follow;
- which parts of your pet’s usual routine should be prioritized;
- how often you would like to receive messages, photos, or other updates.
Not every sitter offers the same services, availability, or booking options. Review their profile and discuss the care you need through Rover before booking each service.
If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.
The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.
Many pet parents provide a spare key or arrange a lockbox. You can also exchange keys during the Meet & Greet and show your walker how to use digital fobs or personalized codes. It helps to arrange access to your home, from spare keys to concierge introductions, before pet care begins.
If you live in an apartment or condo, don’t forget to discuss details like buzzer access, codes, or elevator etiquette. These details can help a pet sitter feel more comfortable going in and out of your building.
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 .
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.
Yes, you can find sitters who have experience administering medication or managing dietary requirements. You can also find pet sitters who accept only one pet at a time, which is ideal for anxious puppies 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 request a Meet & Greet to walk your sitter through your expectations.
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.
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