Dog Boarding Pleasantdale
Find a loving dog sitter to watch your dog overnight at your sitter's home.

Pleasantdale, 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.
“Super friendly folks! Highly recommended! I was at Buffalo Gap for a dance retreat. I could’ve taken my pup, but I was grateful to have my time—knowing she was well taken care of! Other dogs were there and they all got along great! Thank you!!!!”

“Alexsys was WONDERFUL! Our pup got lots of outside time and exercise, was able to play with a couple other pups of similar size and temperament, and she was super responsive in our communications. Loved the pictures, videos, and daily updates on how he was doing! Highly recommend her.”


“Haejin was amazing!! I loved how she always sent me pictures and videos and kept me updated! I felt such relief knowing that they were in very good hands.”


“My little companion was well careful forward by Linda. She provided me with almost a daily report on my companions, activities and well-being. I would recommend the Linda to someone who has a senior dog and wishes a trustworthy person to care for her. C”

“Allison was great with our boys! One of my dogs has a needy diet and Allison was more than willing to make the rice and provide for them with no questions asked! She sent us pictures throughout their stay and updated us when needed!”

“Lizette and her family are so sweet! They took the best care of Harvest and were such a pleasure. She made sure to keep me updated by sending regular pictures and Harvest surely loved them as well!”

About: Hi there, my name is Kristina and I’ve just recently moved to the Winchester area! Caring for animals has always been one of the greatest joys in my life. With years of experience, looking after pets of all ages, personalities and needs I’ve built a reputation for being reliable, attentive and genuinely invested in each animals wellbeing. One of the biggest advantages of working with me is that I work from home full-time, this means that your pets will never be left unattended and I am able to give them consistent attention to ensure they feel safe and comfortable throughout the day. When your pet is with me, they’re treated like family whether it’s daily walks, playtime medication reminders or just offering affection and companionship, I make sure every animal feels loved and understood. I look forward to giving your pets the dependable, worry free care they deserve. I currently work from home Monday through Friday. I have the ability to visit your home and ensure your pets are doing well and to provide them any enrichment they may need whether it be walks or play. I currently live in townhouse with my husband and our dog, named Gorgi (Gorgonzola), we go on frequent walks in the morning afternoon and evening. We keep a clean home and have a basement that lets out into a small backyard. I have one X-Large kennel if your pup prefers to sleep in one as well as a puppy pad corner for those late night bathroom breaks. I would be happy to provide a tour our home upon request.
“I really like the fact that Lucy only watches one dog at a time. No cages or kennels were used, and our dog was allowed to be on the couch which is what she does at home. I would recommend Lucy”

About: I provide a clean, cozy, and loving home where pets can feel safe, comfortable, and part of the family. Our fully fenced backyard offers plenty of space for supervised play, exercise, and fresh air, while the indoors is a calm, comfortable environment with lots of attention and affection. We also have two friendly, well-socialized dogs who enjoy the company of other pets and help create a welcoming atmosphere. Whether your pet loves to play, explore, or simply relax, they’ll receive personalized care, plenty of love, and the attention they deserve throughout their stay. I’m a full time stay in home mom, who will be home most of the time to provide potty breaks and will be able to be close to pets. I have a fenced back yard. And all areas of my home are gated. Your dog will be kept in a comfortable free space. I can provide a more personal crate if required.
About: Hi! My name is Samantha, and I have over 6 years of experience caring for dogs, cats, and even reptiles of all ages and personalities. Animals have always been a huge part of my life, and I treat every pet like they are my own. I currently have two dogs and a cat, so I understand the importance of patience, structure, and lots of love when caring for pets. My home is pet-friendly and safe for boarding, and I also offer in-home pet sitting so your pets can stay comfortable in their own environment. Since I have open availability, I am able to provide flexible scheduling, last-minute bookings, and consistent care when you need it most. Whether it’s walks, drop-ins, overnight stays, or extended care, I’m always available and committed to making sure your pets feel safe, happy, and loved while you're away. I look forward to meeting you and your furry (or scaly!) family members! My schedule allows me the flexibility to fully be with your pets if I am boarding or need to drop in. When your pets are with me I like to make sure we’re having fun! Safety and trust are my top priorities when caring for pets in my home or in a client’s home. I provide a clean, calm, and secure environment while following each pet’s normal feeding, walking, and care routine. Pets are always supervised, introduced safely to my animals if needed, and kept comfortable and stress-free. I also provide regular updates and photos so owners feel confident and at ease while they are away.
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 - Pleasantdale
Select a filter and find qualifying sitters offering dog boarding.FAQs for Dog Boarding - Pleasantdale
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 Pleasantdale 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 Pleasantdale.
<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 Pleasantdale 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 WV 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.


