Dog Boarding Windward Cove
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Windward Cove, 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.
“Michelle is the best. She has dog sat for Missy on a number of occasions when I needed to go out of town. I receive multiple photos and updates every day while I’m away. I would highly recommend Michelle!”
“This was my first time using Rover. I read all of the reviews for Shuling and was very impressed with what previous customers had to say. I requested her services and she accepted, even though it was deemed a last minute request. She was very communicative, responded quickly to my questions and made booking with her easy. Upon drop off, she was waiting for us outside and greeted us warmly. Throughout Loki's stay, she provided multiple pictures of him daily. She put our hearts and minds at ease knowing he was in good hands. I had a request to extend his stay a few more days and she didn't hesitate to accept. Made the change to the dates easy. Upon picking him up, she was waiting outside with him and he was happy and healthy! I will definitely use Shuling again!!!”
“I couldn't be happier! Their communication was excellent, with regular updates and a genuine understanding of my dog's needs. My pup came home happy and well-cared for; I highly recommend their services! 🌟🐾”
“As a first time user of Rover and first time search for a cat sitter, Elena definitely set the standard. From the first contact, Elena was incredibly responsive, very kind, and extremely welcoming of my babies. Elena and her children took such good care of my babies, as they allowed them space to adjust while being open to their affection as they warmed up. I had peace of mind that my babies were in good hands as she invited them into her home with open arms. When I picked Pocket and Rocket up, they were so soft from freshly brushed hair and calmer to get back into the car. I would absolutely recommend Elena to take care of your cats, as they will get plenty of cuddles, play time, and freedom to explore their new space. Thank you, Elena and kids!!”
“Katelyn was really excellent and accommodating for our puppy’s needs. She was vigilant about potty time and gave us multiple updates while we were away for a wedding. She was welcoming and helped us feel secure, especially for one of our first times using this type of service. Definitely recommend!”
“We couldn’t have asked for a better sitter! They welcomed our pup for a last-minute weekend stay and gave him such a comfortable, happy place to settle in. Their dog was a wonderful playmate, and the frequent updates and lots of photos made it easy to relax knowing he was having a great time. They were communicative throughout and incredibly accommodating as our schedule kept changing. We’re so grateful for the care and flexibility, and would happily book with them again. Highly recommend!”
“Kelly and Maurice are amazing!! They took such great care of our mini Goldendoodle while we were away. From the moment we met them, we felt confident that our pup was in good hands. They provided consistent updates, pictures, and videos, which gave us so much peace of mind. Our dog came home happy, relaxed, and clearly well-loved. They followed all of our instructions and even went above and beyond to make sure our pup felt at home. We’re so grateful to have found someone so trustworthy and caring. We will absolutely be booking with them again!”
“What a delightful time Ginger had, with this lovely family. Carlie was attentive, flexible, and like a second home while I was away. I will definitely be returning.”
“Hester was absolutely wonderful! Sent us updates on our boy while we were out of the country and shared about all the fun he was having. Would definitely rebook and recommend!!”
“Lexi absolutely LOVES spending time with Mady and her family. Mady is great and I truly feel like Lexi is home at Mady’s home. Mady sends updates with pics to let us know how Lexi is doing. We are keeping Mady on speed dial?”
About: Ive been caring for dogs and cats since I was about 8 years old. I’ve always had multiple dogs in the house at a time. I’ve cared for dogs ranging from big to small, Seniors to puppies. I provide daily photos throughout your pets daily routine and tons of love I’m currently working part time so I will have plenty of enough time to care for your fur baby. I believe all animals should be treated like they are you own even if they are temporary I live in a quiet cozy apartment with a big yard in the back. There is plenty of room for playtime and resting. Pets are welcome on all furniture
“Brigid took care of my senior girl, Chloe, for 4 nights. She was open to a last minute meet and greet. She accommodated Chloe’s senior needs, sent updates, and gave a nice verbal summary at how Chloe’s time went and included things she will miss about her. Chloe seemed content when I arrived, often going over to Brigid several times while we packed up all of her things into the car. Being a dog sitter myself, I found comfort in that, considering they were strangers just days before. I would recommend Brigid!”
“We have used Ms. Lori several times to watch Cooper, and we will definitely continue booking with her in the future. Every time we drop Cooper off, he gets excited and starts barking as soon as he sees her house! She sends us daily updates and photos, which our kids absolutely love seeing. We always feel comfortable knowing Cooper is in good hands with her. I would highly recommend Ms. Lori to anyone looking for someone to care for their pet!”
“Shelby was really great - she was flexible as my plans changed a bit and took Elmer to the park multiple times throughout his stay with her. He wasn’t anxious at all when I picked him up - always a sign he had a great weekend. Will definitely book with Shelby again!”
“Candice was absolutely wonderful! She was able to take my dog on very short notice and was super accommodating. She sent lots of pictures and updates. It took no time at all for Kashi to feel right at home. I highly recommend!!”
“This was our second time leaving our dog Peach with them and she had the best time. It was a relief to know that she was in such good hands while we were out of the country. Jill kept in contact and sent regular pictures. 10/10 recommend them and will continue to use them!”
“Kimberly and her family were fantastic. My dog seemed super happy during her stay. I received a photo and note every night. I will definitely be booking with them in the future.”
“Corduroy had a wonderful stay with Donna, and I couldn’t be happier with the care he received! From the moment I dropped him off, I felt confident that he was in great hands. I received regular updates and photos, which gave me so much peace of mind while I was away. It was clear that Corduroy was treated like part of the family. He came home happy, relaxed, and well cared for. I truly appreciated the attention, patience, and genuine love shown to him throughout his stay. Thank you for taking such great care of Corduroy—I look forward to booking with you again!”
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 Cove
Select a filter and find qualifying sitters offering dog boarding.FAQs for Dog Boarding - Windward Cove
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 Cove 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 Cove.
<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 Cove 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 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.
Connect anywhere with the Rover app
