Dog Boarding Woodwind Estates
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Woodwind Estates, 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.
“She loves dogs truly. She let our little dog to sleep on her bed first night to let him feel like home. She updated and sent photos twice a day. The little dog seems to make the furry friends and like his stay”
“Kelly and Maurice are first rate and the best. They took care of our Mr . Biggie and did a fabulous job. They have a great system of walking and caring for the dogs. We got lots of pictures and videos. Do not hesitate in using Kelly and Maurice. We definitely will be using them again.”
“This was my dog’s third stay with Liz. Everything went great and I will book with Liz the next time I need to go out of town. It’s nice to have a pet sitter I trust and can rely on.”
“Lindsay took such great care of my pup, Marley, over the holidays! She went above and beyond getting Marley a toy (her new favorite) for Christmas, making adorable ornaments, replacing a sweater that got damaged, and sending daily picture and video updates. In every photo, Marley looked so happy and well entertained, and it gave me complete peace of mind knowing she was truly loved and treated like family. I’m so grateful for the care, thoughtfulness, and communication, and I would highly recommend her to anyone looking for a sitter they can fully trust!”
“Faith is very prompt at responding to requests and questions. She provides photos and my dog runs right into Faith's house when we drop her off. I think Faith spoils our pup, which is great because our doggie is a senior :)”
“Denise was wonderful. Very sweet and caring personality. Her home was clean and beautiful. She sent pictures daily and took great care of our baby. I would definitely recommend. 10 outta 10.”
“I was very nervous about leaving my baby for my vacation for 8 days but Lynette assured me everything was going to be ok. She sent pictures daily and kept me updated. I felt more relaxed each day I was away from my baby. I will definitely let my baby stay with Lynette and Vincent in the future.”
“My Puppy really enjoyed being spoiled by George with allowing him to lay on the bed...lol George was really great with my puppy... he provided text messages and videos of my puppy playing with his two dogs that he got along with. He was very professional and caring as well. I highly recommend him!”
“Mya cared for our dog (Harley) like she was her own! Harley has anxiety when we leave her but she was clean, calm and relaxed when we picked her back up. Mya sent us photos and communicated with us consistently while we were away so we felt at ease that our girl was well cared for in our absence. We will be booking with Mya again soon!”
“Monica was very attentive and patient with questions I had and with Marley in her care! You can tell that she is a very caring pet mom. I received pictures and a detail daily report of Marley’s stay and activities. I was comfortable with leaving Marley with Monica and his new playmates.”
“Yiqiuxi & Nick L were wonderful sisters for our dog Aries. They had a large yard to allow for exercise and play. Their care was obvious in Aries appearance and actions.”
“I can’t recommend Zulu enough! She took such wonderful care of my dog while I was away. She was so attentive and sent updates, making sure my furry baby felt happy and comfortable the entire time. I’ll definitely reach out to her again the next time I need a sitter.”
“Tanita and Terrence took amazing care of our dog Skye. It was her first long stay away from us. We felt reassured with the pictures and updates they sent us throughout Skye’s stay. They were very kind, accommodating and attentive to our needs. I wanted to keep this review a secret so they don’t book up! We will certainly be trusting them to watch our pup again! Thanks Tanita and Terrence for your care!”
“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!”
“I had such a wonderful experience! From the very beginning, she was kind, communicative, and incredibly attentive. She treated my pup like her own and kept me updated throughout the stay, and sent pictures! Cash was happy, comfortable, and so very relaxed! Obviously, he felt right at home! We couldn’t have asked for a better sitter and would absolutely recommend them to anyone looking for someone trustworthy, caring, and dependable. We’ll be back!”
“Loved how nice and stress free it is to deal with Ashley. Boston seemed relaxed and comfortable when I picked him up. Its really nice to be able to go away and have your dog well cared for”
“Lana and her husband took amazing care of our dog, Athena, for two weeks while we were traveling, and we couldn’t have asked for a better experience. They’re wonderful, caring people with an awesome yard, and we felt completely at ease knowing Athena was in such great hands! ⭐️⭐️⭐️⭐️⭐️”
“This was second experience leaving my pup with a sitter. Taylor was awesome. She made us feel so welcomed. She took very good care of our fur baby and she even groomed her ?. I would surely use Taylor again and again. Totally recommend.”
“Chelle was very attentive to Joey and made sure that he felt loved as well as at home. She communicated with us each day even twice a day! I am so glad that I decided to use this service for my Joey!!!! Thank you Chelle, I so appreciate you!!!”
Dog parents share their Rover experiences - Woodwind Estates
Stephanie did a great job taking care of Blue and Ruby! She kept me updated throughout their stay and sent plenty of pictures, which I really appreciated. They looked happy and well cared for, and it gave me peace of mind while we were away. I would definitely book with her 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 - Woodwind Estates
Select a filter and find qualifying sitters offering dog boarding.FAQs for Dog Boarding - Woodwind Estates
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 Woodwind Estates 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 Woodwind Estates.
<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 Woodwind Estates 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.
Connect anywhere with the Rover app
