Dog Boarding Windward Trail
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Windward Trail, Find top rated dog boarding
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Angela and Rick truly loved on our Harley. They welcomed Harley into their home as if she was family. Even allowed her on their furniture. They took and sent daily pictures of Harley making herself at home. It was awsome not having to worry about Harley. Harley definitely made new friends. I would highly recommend Angela and Rick to care for your fur babies. We will be booking with them again! Thank you Rover.com for connecting us to Angela and Rick!!!”
“Excellent dog sitter! Ash was able to put our mind at ease as this was our 1st time using Rover. Her communication through calls/texts during our dog's stay was perfect. She gave us daily updates as to how are dog was doing along with pictures. We will definitely be using Ash's dog sitting services again in the future. She even gave our dog a jar of homemade treats to take home. Highly recommend!”
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.
“Christina and Ricky’s home has become Jasper’s home away from home. Anytime I mention their name, he gets exited! During our meet and greet, my baby naturally gravitated towards them which let me know this was going to be a great match. Christina is reliable, flexible and communicates well by keeping me updated with the visit. We will continue to use her in the future!”
“We were extremely pleased with Kimi taking care of our dog. We appreciated the regular updates she gave us along with pictures. We also appreciated her willingness to work with us when the stay needed to be extended. We would definitely recommend her!”
“I can see why Jessica has amazing reviews. We boarded our lil precious pup for a work trip and we got updates and pictures twice daily. Maple her golden doodle and her daughter were amazing with our lil Pup. The sweetest moment was when we picked her up her daughter was standing there with a lil card and toy for her new friend. I have the precious card on my refrigerator. It’s so nice to find good people to leave your pup with. We moved to area recently and we got lucky with finding Jessica and her family. We 100% recommend Jessica and her family to board your furry family member. Thank you:)”
“Matthew and Heidi are great. We had some anxiety about leaving our dog with someone new for our long 16-day trip. They answered all our concerns and questions. Their house has a fenced backyard, and our pup enjoyed playing with their daughter. We will definitely use them for future trips.”
“Landon and Addie were great with our dog, Clover! Drop off and pick up were quick and easy and he kept us updated on how she was doing and sent photos throughout her stay. We have already recommended them to local friends and will definitely use them again in the future!”
“Sydney was fantastic!! She watched our dog Winnie for a week and took such great care of her- sent tons of pics too!! Her dog Miso is a absolute sweetheart as well. Certainly will be rebooking !!”
“I always feel so comfortable leaving my dog when I go out of town. Jared takes wonderful care of her and always send lots of pictures so I see how happy she is while staying with Jared.”
“Was super pleased with Terry & Kristal. Appreciated getting pictures twice a day of our dog , reassured us she was doing well & having fun. We will definitely use them again!”
“Dorothy was really great! She took care of my sweet Vicky for few days with updates, photos and videos everyday. It was a real pleasure and I will definitely contact her again if I need someone to take care of my little Vicky!”
“Laura did a great job taking care of my baby boy!! She was very accommodating when I had to extend my pick up time. Maison had a ball run in the yard and playing with the other dogs. All in all it was a good experience. 👍🏾”
“Abby and Dustin were phenomenal! We were nervous leaving Sleepy with someone else, but we were quickly put at ease by the frequent updates and photos. Sleepy looked like he wasn’t missing a beat once he got acclimated. We can’t thank them enough for taking care of our precious fur-baby!”
“Andre is amazing! She and her family go above and beyond to take care of our dog. They make him feel at home. Our dog loves playing with her dogs and kids. We are repeat clients and will continue booking with Andre whenever we can.”
“Julie is amazing! Very compassionate with my senior dog. I think Piper would move in with her if it was an option. Loved the communication and pictures throughout the stay. Will definitely book again! Thank you!”
“You guys are the best, You take such good care of our baby we’re surprised she wanted to come home. Thank you so much for the great communication, gives us such peace of mind!”
Dog parents share their Rover experiences - Windward Trail
Wow! Outstanding is an understatement when it comes to Jennifer and my girls’ overnight stay! 🐾❤️ I loved receiving pictures of them playing with the other dogs and even enjoying movie time! This is hands down the best place to bring your pups for an overnight stay. They have their own fenced-in play area, a movie screen, private rooms, and kennels if needed. Jennifer truly goes above and beyond to make sure your fur babies feel right at home. I was beyond impressed and will definitely be booking again! Highly recommend! 🐶💕
Haley and her daughter are absolutely awesome! They took such good care of my Kali girl during her puppy phase. She communicated so well and kept me updated on all of the things. I was nervous using Rover for the first time but I have found someone I can 1000% trust. Thank you guys so much!!! 🩷
When I met aash, I immediately knew my dog Lilly was in good hands. She is a very kind person. She gave us daily updates with pictures and videos. I was also happy to know Lilly had some fur-baby friends to play with. I can't say enough good things. When I came to pick Lilly up, she was happy and healthy. We will definitely use Ash again in the future. Thank You Ash for a great experience!
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 dog boarding
1. Search
Browse profiles of sitters near you who offer dog boarding.
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 dog boarding - Windward Trail
Select a filter and find qualifying sitters offering dog boarding.FAQs for Dog Boarding - 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.
Every sitter on Rover has their own routine. Depending on the arrangements you agree on before the stay, a sitter can follow your dog’s regular feeding schedule, provide a comfortable place to sleep, offer companionship, and support their usual exercise and play needs.
Depending on the sitter, their home environment, and your dog’s needs, daily exercise may include walks, outdoor play, indoor enrichment activities, or supervised play with compatible dogs. These activities are not automatically included with every booking, so ask the sitter what a typical day looks like.
During the Meet & Greet, discuss your dog’s usual exercise and play routine, whether they can safely interact with other dogs, and any activities or restrictions the sitter should follow. You can also ask the sitter to send photo and message updates during the stay so you can see how your dog is spending their time.
Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Windward Trail home-away-from-home, packing:
- Health and safety essentials such as their ID tags, vaccination records, medication, and emergency vet or secondary caregiver contacts.
- Food and gear such as harnesses, collars, food (portioned by day), and an item that smells like you.
- Special instructions such as a list of training cues, medical administration needs, or favorite hang-out spots in your Windward Trail.
<b>Tip:</b> You can upload your dog’s routine and medical info directly onto their profile so your sitter always has the details at their fingertips.
You and your Windward Trail sitter can schedule drop-off and pick-up in a way that works best for the both of you—and your dog. Most sitters offer flexible times for drop-off and pick-up but the easiest way to confirm those times will be through in-app messaging. Confirm your arrival time the day of pick-up and drop-off can also help keep the process smooth and organized.
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 , 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 .
While each sitter sets their own vaccine requirements, staying up-to-date on your dog’s vaccines is the best way to be "boarding ready". Vaccinations help create a safe environment for all pets under a sitter’s care.
Many sitters in SC ask that dogs be up to date on core vaccines like the Canine Parvovirus, Canine Distemper, Canine Adenovirus, Bordetella, and Rabies.
By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.
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 dog to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your dog 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.
Connect anywhere with the Rover app
