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.
“Kristen took great care of our 8 month old puppy while we were on vacation. It was his first stay away from us but she did everything to make him feel comfortable and he seemed to have a great time. Kristen kept in contact with us and sent pictures and updates everyday. We would definitely board with Kristen again in the future!”
“I needed a stress free getaway. Leaving my sweet dog with a sitter was not my 1st choice. Sean took great care her! He kept me updated daily with a pic. She’s an older dog, and he seemed to have had a blast staying with him. For the price and care she got, I would recommend him every time.”
“Emily was awesome! She kept me updated daily with pictures and text messages. I felt very comfortable with leaving my dog while on vacation with Emily. I'm very pleased and will use her for the future.”
“Angela and Rick went above and beyond in caring for our little Bean. They are an incredibly kind and genuinely sweet couple. We truly appreciated the regular updates and adorable photos they sent us throughout Bean’s stay. We wouldn’t trust anyone else with Mr. Bean—Angela and Rick will always be our first choice! I can’t recommend them highly enough. Thank you for loving our baby as much as we do!”
“Included pictures of the pooch and very communicative during their stay, even though it was the holidays. Appreciated how well they could accommodate my schedule.”
“We are incredibly grateful to Raquel for stepping in on short notice to take care of our Marley, during a rather last minute trip on Father's Day. Raquel was exceptionally accommodating and professional. She kept us updated with regular photos and messages, reassuring us that Marley was happy and well-cared for. Thank you once again Raquel, for your outstanding care and dedication!”
“I highly recommend Debbie and Chris! What amazing, caring people. They sent texts, picture and even videos. I was concerned that my small dog would be afraid of their dogs, but she fit right in. Your pet will be safe with Debbie and Chris and well cared for.”
“Ash was fantastic with my Pomeranian Ava! Planning a wedding is stressful and Ash watched Ava the weekend we got married. We weren’t worried about her at all. She sent us pics of her and Ava was a happy girl. We would highly recommend her to watch your pets! Thank you Ash!!! ❤️❤️❤️❤️”
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.
“Karissa was great and we always feel comfortable leaving our pups in loving and capable hands. She will continue to be our #1 option for boarding Theo and Lucy when we have to go out of town!”
“Haley, Was really great with my boy Sherlock. I was very happy with her professionalism and attention to care for my Sherlock. As well as the updates easing my mind that he was in good hands. Thank you Haley”
“Woody stayed 6 days with Nicole and her family. They allow your pet to be part of their family, with plenty of love, care in feeding and especially outdoors time on their own and with other dogs they get along with. He came home happy and tired…thank you!”
“Kimi is my first choice for someone to watch Kep. She has been fantastic for drop-in visits during a long work day, short overnights, as well as a longer stay while we went on vacation. Kep always comes home super happy. He is excited to go and "See Kimi". I know that she is an experienced dog/pet parent and I trust her judgment. She has systems in place to keep Kep safe and having fun. She also asks questions about what he is used to, and my preferences as a dog parent for his care. Always quick to communicate, and I love the updates on how he is doing. I would 100% recommend Kimi and will be asking her to watch Kep again!”
“There aren't enough stars for a rating! Fabienne was just fabulous in every way. I received many photos so I knew my 12 year old lab was in good hands. She wrapped him in a thunder shirt during a thunder storm, gave him lots of love, and even forgave him for getting into her garbage!”
“I am very nervous with who I leave my Rocky with, but after meeting Sonya and Anthony and all their furry friends I knew Rocky was going to be left in great hands. They had spacious room and area for all their dogs to run and Rocky was so tired from playing when he got back he slept all day Sunday! Sonya was also amazing on sending me updates on Rocky the entire time I was away and kept me in the loop which I was most worried about. Rocky was so happy to be with them and doesn’t like most people but warmed up to them very easily. 1000/10 definitely recommend and would rebook!!”
“Lindsey was excellent and you can tell her and her household truly have a love for animals. They were flexible and accommodating for us and super easy to communicate and coordinate with. We look forward to booking our next stay with Lindsey :)”
“I’m so grateful for Christina and Ricky. My pet is treated with so much love and attention—just like family! I received updates and photos, and came home to a happy, relaxed dog. I would absolutely book them again because when I’m on vacation, so is my baby!”
“We were so happy to have Jessica take care of our little dog. She is so sweet and gentle with her. Winnie took to her immediately. It was a long stay of eight nights and Jessica made us feel confident that Winnie was being well taken care of. We appreciated everything she did for Winnie and wouldn't hesitate to rebook with her again in the future.”
Dog parents share their Rover experiences - Windward Trail
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.
Meet local sitters who will treat your dogs like family
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, we recommend 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 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 .
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.
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