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

Windsong Farms, Find top rated dog boarding
“Samantha was amazing with our dog! She sends updates and pictures which makes me feel at ease. The backyard is a plus since our dog has energy and loves to run around. I will definitely be booking her again. Our dog can’t wait for his next stay with her!”

“Adrienne was so great with our dog. She was very responsive and communicative every day. I enjoyed seeing the updates with photos that she sent day. Knowing that Lexi was happy and well taken care makes a world of difference when you’re traveling and have to leave your dog. Thank you Adrienne!”


“Excellent stay as always for our 4 year old cavi! This was one of his longest stays (almost 3 weeks!) with Ashley and her family and we can always trust that he'll be well taken care of. Super appreciative of them keeping him an extra night due to bad road conditions after a snow storm. Thanks again!”

“Karen was truly AMAZING, and we cannot recommend her highly enough! This was our first time ever leaving our two-year-old pups, Ziggy and Ellie, with anyone, and we were going to be away for a very long trip. Naturally, we were nervous, but from the very beginning, Karen made the entire process feel seamless and immediately helped put our minds at ease. Before our meet and greet, I let Karen know that our schnauzer, Ziggy, can be protective when meeting someone new. Karen knew exactly how to approach the situation and took the time to make him feel comfortable and safe. It was clear right away that she is experienced with dogs and genuinely understands and cares about them. While we were away, Karen treated Ziggy and Ellie as if they were her own. She sent us daily updates, pictures, and videos, which meant more to us than she probably realizes. Being so far away from them for the first time was difficult, and seeing their faces and knowing they were happy, safe, and being loved gave us so much peace of mind. Unfortunately, both of our dogs became sick while we were gone, which meant a lot of extra work, cleanup, and special attention. Karen never hesitated. She went above and beyond to care for them and even had to take Ellie to the veterinarian. At times, we had limited phone service while traveling, and Karen helped communicate with the vet and made sure we stayed informed and Ellie received the care she needed. Having someone we could trust to handle such a stressful situation while we were so far away was absolutely invaluable. Karen exceeded every expectation we had. She wasn't simply a pet sitter—she became someone we completely trusted with two very important members of our family. Knowing that Ziggy and Ellie were being cared for with so much patience, compassion, and love allowed us to enjoy our trip without constantly worrying about them. Words truly cannot express how grateful we are for everything Karen did for Ziggy and Ellie and for us. We came home to two pups who had clearly been very loved and well cared for. We would trust Karen with them again without hesitation and feel incredibly fortunate to have found her. Thank you, Karen, for loving and caring for Ziggy and Ellie like they were your own. ❤️🐾”


“Eric kept me apprised of my puppy, Penny, throughout her stay. She appeared to be comfortable and happy. Upon her return home she seemed her usual self assuring me that she was happy with Eric as well.”

“Renee and Nick were fantastic! Super responsive, flexible, and accommodating with our last-minute request. It was incredibly reassuring knowing that Renee is well informed in dog psychology and genuinely passionate about understanding and supporting dogs’ behavior so everyone stays happy and healthy. We really appreciated it!”

“Poh was lovely! I was going out of town last minute and therefore needed a last minute booking and Poh was available with fast response times as well. She has great rates and took amazing care of my dog, she even offers grooming and cut my pups nails over the weekend! She sent daily photos/videos of my pup with others, and took great care of him. Her dogs are also adorable and well behaved. Very kind and professional boarder, we will definitely rebook in the future whenever he requires a home away from home!”

“Lauren has watched our pup twice now and it has always been a great experience. She’s been very flexible with our schedule and our pup seems to really enjoy her time there (a huge fan of their great backyard and deck!). We’re glad to have found someone we feel very comfortable with to watch our fur baby.”

About: For as long as I can remember, dogs have been a huge part of my life. With over 15 years of hands-on experience caring for dogs of all sizes, breeds, and personalities, I’ve learned that every pup is different and deserves care that’s just as unique as they are. For the past 7+ years, I’ve also been fostering dogs through local rescues. Helping dogs transition from uncertain beginnings into loving homes has been incredibly rewarding and has given me experience with many different temperaments, energy levels, and personalities. The idea of boarding dogs in my home came from a challenge I faced myself — finding a place that truly felt safe, loving, and comfortable for my own dogs when I had to go away. I wanted more than just a place for them to stay. I wanted them to feel cared for, understood, and treated like family. When your dog stays with me they will enjoy plenty of safe, supervised playtime in a large, fully fenced yard, giving them space to run, explore, and burn off those zoomies. Whether your dog loves active play or relaxing cuddle time, their comfort, safety, and happiness always come first. Pet care fits naturally into my daily routine. We’re used to having dogs around and all the activity and responsibility that comes with them, so caring for pets feels like a normal part of everyday life. When we don’t have any extras here, the house actually feels a little too quiet—like something is missing! I want every pet in my home to feel as comfortable and at home as possible. I try to keep their routine and familiar comforts as much as I can—if they sleep in the bed at home, they’re welcome in the bed here; if they love curling up on the couch, that’s where they’ll be. My goal is to make their stay feel like a vacation, not a kennel stay. I want them to feel safe, relaxed, loved, and right at home while their family is away.
“Marylee and her husband were so amazing with our Iris. They indulged her with healthy foods when she was too fussy to eat her own food, give her lots of cuddles and love, and let her run off her excess energy in their huge fenced-in yard. They also sent me frequent pictures and updates. They are loving and patient and I would highly recommend them. We will definitely be using them again, I hope!”


“Thank you Patricia and family for taking great care of our doodle pup girl on short notice for the weekend! She was so excited to play with your sweet daughter in your great fenced in yard! I could tell our doodle enjoyed her time with you and your photos showed the comfort she felt with you! We are very grateful for the wonderful care you provided and how you welcomed her into your home!”

“Gail and Kris are simply the best! They are loving, generous, attentive, considerate, communicative, and just wonderful humans. They go the extra mile to ensure their fur friends have a great time. They have cared for our dog several times now and she clearly loves them very much! Thank you Kris and Gail for being amazing!”

“Chris & Gerry are simply THE BEST! I couldn’t say enough great things about them. So many beautiful updates every day while on vacation with heartwarming messages and adorable pics of our little Lexi. I was completely relaxed my entire vacation knowing Lexi was in such great hands! Can’t thank you enough!”

“Churro stayed with Viona and John for a week and had the best time. They have a big backyard where he got to run around and play, became best buddies with their Golden Retriever, Maxie, and also had so much fun with their kids. What we really appreciated was how comfortable they made us feel while we were away. They clearly know dogs and have a lot of experience, and they kept us updated every day with pictures and videos. Churro got lots of walks and attention. Honestly, he was spoiled in the best way. We could tell he was happy and well cared for the whole time. We’d definitely book with Viona and John again!”

“Jon and Mary took great care of our Faye. We haven't left our puppy with anyone before so we were very nervous. They put us at ease by talking to us for a while about their rover experience. They have two adorable, friendly, fun loving labs that played with our little Faye. Their family all pitched in to keep Faye happy and active. We will definitely be using Jon and Mary again. Highly recomend!”

“Cameron did an amazing job with Zeke! I will absolutely be using him again. He was responsive, sent photos, kept me updated. I could not have asked for a better Rover. A plus is that Zeke was totally wiped after spending a few days at Cameron's place. Cameron has a huge backyard which Zeke took full advantage of! Thanks again, Cameron.”

Dog parents share their Rover experiences - Windsong Farms
Brianna is wonderful! We had a quick overnight trip and booked Brianna to keep our little dog. Brianna was very communicative and sent many pictures and even a video of our dog. She texted status several times - and we were only gone for almost exactly 24 hours! Absolutely A+ first-class service! Brianna - you are the best!

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 - Windsong Farms
Select a filter and find qualifying sitters offering dog boarding.FAQs for Dog Boarding - Windsong Farms
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 Windsong Farms 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 Windsong Farms.
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.
You and your Windsong Farms 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 MD 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.






