Dog Boarding Winding Brook Village
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Winding Brook Village, 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.
“Barbra took amazing care of my little senior yorkie and he had a blast staying with her. She kept me updated while I was away and sent the cutest pictures. You can tell Barbra cares about animals and wants to make sure they are comfortable during their stay. I 100% recommend her services to anyone who reads this!!”
“Claudia did an amazing dogsitting job with Peter! She frequently communicated with pictures and videos. She kept him busy and entertained. Peter came home well fed and well rested. I will book with her again!”
“Yvonne K was a pleasure to work with. She communicated quickly and clearly. Most importantly, our dog seemed very content in staying with her. I also liked the fact that she has a dog who kept my dog company.”
“Lindsey took care of Sydney for a night. When I was there to drop off, the kids and the family welcomed Sydney and made her comfortable. Lindsey provided frequent updates which I greatly appreciate. Sydney had a great stay at Lindsey's.”
“Rita is a wonderful pet sitter. From the moment I met her I felt that my senior dog was in great hands. We thoroughly discussed his needs and Rita asked some great questions. She put my mind at ease immediately. Rita provided me with updates during my trip and it was very reassuring to know that my old buddy was in good hands. I highly recommend Rita and will definitely use her again!”
“They took great care of our goldendoodle. I forgot to bring additional food for his stay and they took care of it. We needed an extra day of care and that was taken care of as well. Look forward to using again soon.”
“This was our first time boarding our dog, and we couldn't have asked for a better experience. Chyann was incredibly sweet, attentive, and caring, and it was clear from the start that she genuinely loves animals. She provided regular updates, photos, and messages, which gave us so much peace of mind while we were away. Our dog was well cared for, comfortable, and happy throughout the stay. She has a natural way with animals and made the entire experience stress-free for both us and our pup. We would absolutely book with her again and highly recommend her to anyone looking for a safe, trustworthy, and loving environment for their dog.”
“We have left Cooper with Andres several times now, and he has been very pleasant and accommodating from the first interaction. He sends picture updates throughout the stay, and is always sure to provide a "debrief" of the stay when we pick him up. Its very comforting knowing that if there is even the smallest thing, slightly out of the ordinary, Andres will pick up on it, and keep us informed. Cooper always seems to have a great time; whether it be running around with Lumpkin or any other dogs being boarded at the same time. We have been nothing short of pleased, and will continue taking Cooper to Andres. If you're looking for peace-of-mind boarding, look no further. Andres is top notch.”
About: I have fostered more than 20 shelter dogs, and I volunteer at nearby shelters to take dogs out for the day. I am experienced in crate training, potty training, and other general training as well as very knowledgeable in pet safety. I am currently in school, with only a two classes during the week so I am able to take your pets into my home or I can come by frequently, never leaving them alone for more than 2-3 hours if needed! I have an apartment that your pet can be with me in, and throughout the day I take dogs on very frequent walks as well as to the parks nearby to play.
“We are new to the area and we’ve always had friends or family watch our pups. This was the first time we needed to use Rover. Nancy gave us a great first experience and I’m so glad we have someone we can trust to leave our pups with if we ever need to board again! She asked great questions to get to know our pups before us dropping them off and she kept us up to date everyday with plenty of pics and videos. Nancy was very responsive as well. We will certainly be reaching out to her for future needs. Thanks again Nancy!”
“First time using Rover, Sharon was great with our Doxie gave decent communication and pictures during our puppies one week stay After the week puppy was happy and showed she had been cared for during her stay. Would use Sharon again for future sitting.”
“You just can’t get someone more kind, caring and perfect for your dog. Cindy was so good with our dogs Apollo and Jupiter. So many years of rescuing and working with dogs. Her knowledge about their needs and behaviors is priceless. She made them and us feel so comfortable. Thank you Cindy.”
“Garrett took great care of Allie for us. He responded promptly to messages, was very polite, and went out of his way to help Allie feel at home. She was very happy staying with him, and seemed content when we picked her up. I would definitely recommend and book with Garrett again!”
“Kwame took amazing care of Tanner for us while we were away. Tanner had lots of fun playing with the other dogs and came back happy and tired out. We will definitely be bringing him back in the future!”
“Miles loves spending time with Brian and his family (people and dogs). Brian is communicative, reliable, very easy to work with, and clearly loves animals. He takes excellent care of our dog, and I would absolutely recommend him and trust him with my pets. We're very glad to have found you. Thanks!”
“Cassandra took great care of our dog over the Christmas holiday! Hazel doesn’t always eat much while she is staying at someone’s house (regardless of who it is), so Cassandra kept us updated when she was or wasn’t eating - and eventually Hazel did settle in to better eating habits! Her concern and attention was really appreciated. Hazel also gets an allergy pill twice a day which Cassandra kept up with too. Thank you for caring for our dog!”
“Pamela was awesome. We had a meet and greet and our Nikki found a friend in Leo. Pamela sent images and updates through out the stay. I was so comfortable knowing Nikki was in good hands and having fun. We will definitely call on Pamela again.”
“Pooja was absolutely wonderful with Bentley! From the very beginning, I was impressed by how thorough she was during our meet and greet. She asked all the right questions about Bentley's routine, personality, feeding schedule, preferences, and any special needs, which immediately gave me confidence that she truly cares about the dogs she watches. Throughout his stay, she kept me updated, communicated well, and sent photos that helped me feel completely at ease while I was away. Bentley can be energetic and very attached to his people, but Pooja was patient, attentive, and loving with him. It was clear that she took the time to make him feel comfortable and treated him like one of her own. Coming home to a happy, well-cared-for pup is the best feeling, and I couldn't have asked for a better sitter. I highly recommend Pooja to anyone looking for someone trustworthy, knowledgeable, communicative, and genuinely wonderful with dogs!”
Dog parents share their Rover experiences - Winding Brook Village
Beth was absolutely phenomenal! I'm from Iowa and had to come to New England for a wedding and to pick up my new puppy. However, I couldn't meet the breeder within his business hours. So, I found Beth. She took on the big adventure of picking up my puppy for me, holding her overnight, sending me a ton of pictures, and then meeting me at the airport to give her to me. I takes a enormous amount of trust for a task like this, and Beth was AMAZING. I could not recommend Beth more!! You can rest assured that your pets will be in the best care possible with Beth. If I lived closer, I would definitely use her services again!
This was the first time I used to Katherine to board my dog. I was nervous with a new situation but Katherine put me at ease. She has two dogs of her own and knows how to handle them! She asked a lot of good questions about how we do things and what my dogs like and was kind enough to put a warning on her front door not to walk right in because a dog might run out (my dog is a runner so I was nervous). She sent lots of pictures and my dog got way more exercise and outdoor time than he does at home! I highly recommend Katherine for any kind of dog sitting!
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 - Winding Brook Village
Select a filter and find qualifying sitters offering dog boarding.FAQs for Dog Boarding - Winding Brook Village
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 Winding Brook Village 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 Winding Brook Village.
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 Winding Brook Village 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.
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