Dog Boarding Windward Trail
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 190 pet parents in Windward Trail have booked dog boarding
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.
“I had such a wonderful experience with Angela and Rick taking care of Koda! I was a little nervous about leaving him for two weeks, especially since he can get stressed in daycare, but she made the whole experience so much easier for me! She kept me updated regularly, sent me lots of pictures, and it was clear that Koda was happy, relaxed, and getting plenty of love and attention. She was incredibly caring and attentive, and treated Koda like he was her own. Seeing how comfortable and happy he was with her gave me so much peace of mind while I was away. I would absolutely trust her with Koda again and highly recommend her to anyone looking for someone who will genuinely love and care for their dog!”
“Ash was a wonderful dog sitter! We loved the way she provided us with pictures and updates on our dog every single day. She was enthusiastic and made us feel 100% at ease that our precious dog was well taken care of. Thank you Ash!”
“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!”
“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”
“Katy was a last minute blessing to us for an extended stay. I was very uneasy about needing to leave my Buster in a new place for 3 weeks when my usual sitter became ill, but Katy sent frequent updates and photos that eased my mind. She loved on him and he quickly bonded with her own dog. She has a great set up for dogs with a doggie door to the back yard allowing them to go in and out at will. I would highly recommend her and will definitely be leaving my Buster with her again.”
“Our pups always have a great time staying with Matthew and Heidi - they're great! So communicative, kind, and caring with our dogs. We appreciate the care they provide!”
“A BIG thank you to Rebecca & Stan for the loving care they provided for me and my two mini Aussies recently! I would most definitely recommend them to care for your beloved pets! Pam Simpsonville, SC”
“This was the first time my girl stayed away from home and with someone that was not family! I am very happy with my experience. Would recommend to others and use again myself! Communication superb!”
“We are very happy with Nikki and Dave. They provided frequent updates for our peace of mind. Our dog gets anxious when left alone and they made sure that she was accompanied at all times plus they have a fenced backyard where she sunbathed and played.”
“We haven’t used a Rover for in almost 5 years. Jonathan and Shayne immediately put us at ease, sent us lots of updates, and reassured us how well our boy was doing in their care. Will definitely be rebooking!”
“Jennifer is an incredible dog sitter and she took great care of Mandy! She walked her and took her on car trips and kept her safe and calm during the July 4th fireworks! We cannot say enough good about her care and treatment of our dog! We will definitely use her the next time we travel if she is available.”
“Sydney and Mitch made me feel so comfortable leaving my 10-week old puppy with them. They sent photos and were so communicative. They have so many fun dog toys and a great setup for pet sitting. Their dog is so sweet and my puppy loves to play with them. I’m so grateful to have found a babysitter that I can trust and that will care for my puppy like she’s their own!”
“Ben was great to give us updates on our dog Yuki as she stayed with him and his family over a weekend. She was well taken care of and it was great to have some peace of mind knowing Yuki was in good hands. I would certainly recommend Ben for anyone needing to have someone look after their pet!”
About: I have grooming, training, & boarding experience. I’m experienced in administering medications; pills, eye drops, shots, etc. Animals are my peace so I’d love to give a peace of mind to others😊 I’m available full time, there are currently 6 dogs & 2 cats in my house & the pups get outside about 3-5 times a day depending on the weather. I also have a 3 year old whos with me 3 days out of the week. I have a fenced in yard, all of my pups & my sisters are crated when not supervised. I would prefer crates brought when staying with me just for safety reasons! & if I were to watch your pup in your hone they’d get the same love & care they receive from you😊
“Heather was amazing! Our dog Sport had the best time while we were away for a week! Heather was a blessing to our family! She sent us daily updates with pictures and she was very loving to Sport, he also had a great time with the other dogs, which were very nice! Heather is great at her job, we are thankful we booked with her for the first time, and we will do it again!!! We recommend her 100% 👍 The Barnes family”
“Vanessa did an amazing job with my two girls! She was extremely easy and flexible to work with, and understood each of their individual quirks & needs. One of my dogs is very scared of people and she even was cuddling next to Vanessa by the end of their stay. Both of my dogs loved her and I will definitely be using her again in the future!”
“Garrett was fantastic with our dog, Bailey! He took her to the dog park, gave her a bath, and kept us updated with daily photos and videos. His communication was great, and it was clear he genuinely cared about Bailey. We couldn’t have asked for a better experience and will definitely book with Garrett again! Highly recommend!!”
About: Hello! I can’t wait to meet your furry friend! I have grown up with dogs my whole life and love to take care and love on them. Besides my own family pets I have always volunteered to watch my friends and acquaintances dogs and cats. Making sure they are well taken care of and exercised properly! From all sizes and ages I am well prepared to take care of any of your pets needs. In my experience I have watched only children pets as well as sibling animals and am prepared for your whole gang! With no pets of my own right now I feel this will be a great opportunity for you to have a get away and your pet to be spoiled with attention! For any other information please reach out, I look forward to hearing from you!
The median cost per night for dog boarding in Windward Trail is $42
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.Sitters in Windward Trail average 13 repeat dog boarding clients
FAQs for Dog Boarding - Windward Trail
Frequently asked questions about Rover
The average cost of Dog Boarding in Windward Trail is $44 per night as of November 2026. Most bookings cost between $30 and $59 per night. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.
As of November 2026, there are 575 sitters on Rover offering Dog Boarding across Windward Trail. Enter your ZIP code to see which available sitters are closest to your home.
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.
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.
95% of sitters in Windward Trail can provide daily exercise during dog boarding stays. Depending on the sitter, their home environment, and your dog’s needs, this 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.
Tip: You can upload your dog’s routine and medical info directly onto their profile so your sitter always has the details at their fingertips.
Yes, you can find sitters who have experience with handling special pet needs in Windward Trail. On Rover:
- 91% of sitters can help with special care needs
- 96% 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.
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.
Adding another pup to the pack? Most sitters and walkers offer a reduced rate for additional dogs. You’ll find these exact rates listed under the "Services" tab on any sitter's profile. Since every dog is unique, final pricing may vary depending on the level of care required.
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