Dog Boarding Highland Beach
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Highland Beach, 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.
“Shuling was the greatest! I never boarded a dog before and she made it very easy to leave Coco with her. I would recommend anyone else who needs boarding or daycare for their pet to use her. She sent me many pictures during Coco's stay with her.”
“James was fantastic with Lenny. We did a meet and greet so Lenny could get accustomed to the house. James has an amazing backyard and played lots of fetch with Lenny. We received lots of photos and updates, and Lenny came home happy and tired (and a little sad about having to leave James’ house). We absolutely would book with James again!”
“Katie was amazing with my dog! She was flexible on drop off and pickup. She also sent many pictures to jeep us updated. She treated her like one of her own pups. My dog did not want to leave!”
“Tiffany was very responsive when something was not right with one of our dogs during the boarding and went above and beyond trying to help. Her responsiveness allowed us to address the situation promptly.”
“Andy boarded our two boys for a night and was very responsive, keeping us updated with pictures, and playing with them. Our dogs got along great with his dog Luna. When our dogs had behavioral problems Andy was honest and understanding about it. I trusted him completely to take good care of them. They seemed relaxed and happy to have been there.”
About: Hi, I’m Hannah, and I can’t wait to meet you and your furry friend! I am a big animal lover and have been taking care of animals from kittens to Rottweilers for as long as I can remember. I’ve had a lifetime of experience caring for pets - whether they be my own or someone else’s. When I moved out and got my first pet two years ago, I discovered the struggle of balancing real life and responsibilities as a pet parent. When I made the move to Annapolis, I saw many others working through the same struggle - to balance life and pets. That’s where I want to help! You can be a good pet owner, no matter how busy life gets! I am available for walks, feedings, boarding, potty training, or whatever you might need support with! As a current dog mom myself, I want to support everyone out there who is trying their best to find that difficult balance for their critters. Don’t worry, you’ve got this, and I can’t wait to meet your pet! I currently work part-time on a flexible schedule, so I am able to go home quite a bit throughout the day to check on pets. I am available to give two mile or longer walks a day, and at least one mid-day bathroom break. I do have my own dog, Rose, and she lives in the apartment as well, so any dogs need to be spayed/neutered and vaccinated- just like she is. Your pet will have their own separate bedroom from Rose, that provides a calm, safe space for them during the day (and also gives any non dog-savvy cats a space alone). This bedroom will house their kennel, bed, food and water bowls, and anything else you’d like them to have. My apartment complex is very animal friendly and has a dog park right on sight for your furry friend to get off leash time. There are multiple side walks and small trails throughout my apartment community where I am free to walk dogs that stay with me. If I am commuting to your home, your dog will be guaranteed two long walks a day at feeding times and one mid-day bathroom break (more if needed). I can provide baths in my apartment or your home, and grooming if necessary.
“Laura was excellent! Kept my mind and heart at ease on my first experience using Rover. We will definitely ask her to watch our pup again. In addition to keeping me updated with photos and messages, She clearly kept our Ava active and happy as she was pretty exhausted when she came home. I was afraid she would not want to leave her new pals, Laura’s two dogs. Normally she does not care to be around other dogs, but Laura’s pictures showed her happy and calm with her own pets. Thanks Laura!!”
“Appreciate Lucy and Daniel so much, they did a wonderful job with our pup. Provided updates and were very communicative throughout booking and the stay, would absolutely trust them to watch our boy anytime.”
“Charlie had a wonderful time at Brittany's. She has a large yard and little kids who snuggled with Charlie after all the romping. We highly recommend Brittany, and again, sorry about that hole Charlie dug in your yard!!”
“Benjamin is an excellent dog sitter! We could really tell he cared about our dog Chewy. He has a lovely home in a nice quiet neighborhood with plenty of outdoors space for our dogs. Chewy looked really happy during his stay and didn’t give us any attitude after his pickup.”
“Marta was fantastic with our 6-month-old Basset Hound, Charlie!! It was my first time ever leaving a pet with anyone and she made it so easy. I received multiple updates each day with pictures, videos and text. It was great to see him with his new friends having such a good time! When I picked Charlie up, five days later, I told her that I never worried about him the entire trip. We missed him, but knew that he was in good hands! I highly recommend Marta and will definitely take Charlie back when needed! Thank you Marta for everything!”
“Dana is the best! My dog Shanie had a wonderful week with her. We got lots of great pictures throughout her stay. Dana has a perfect house with a large fenced in yard with shaded areas and is largely flat, so perfect for older dogs like Shanie. In addition to being a great dog sitter, the location of her home is SO convenient for those traveling to the MD and DE beaches... she's close to the bay bridge! Will definitely use Dana next time we travel!”
“michelle was AMAZINGGGGG. i am extremely anxious leaving my dog with anyone who isn’t family and she made me feel so safe to leave disco. she really treated him like he was her own dog and gave me so many updates and pics which i appreciated SO much. i will 100% be using her again if i ever need someone to watch disco. truly felt he was safe and taken care of so well”
“Margriet was such a blessing for us and our cattle dog. Murphy has a lot of needs and considerations that require extra attention and care from sitters. It can be really really hard for us to find a sitter that follows our instructions and is willing to be patient with Murphy. I didn’t have to worry a single second about Murphy while she was with Margriet. She took such good care of our girl and we will definitely be returning customers! Thank you so much!”
“Megan was wonderful - I would say she went above and beyond. My dog Carter and I had not been apart for a full day or even an overnight since I adopted him in January and I was very worried about being apart from him for nearly a week. Megan clearly made Carter feel at home, listened to the things I told her would help maintain Carter's routine, figured out how to adjust when Carter made clear he wasn't staying in his routine when he out of his routine. They clearly had great affection for one another and Megan sent me many photos and videos showing me that Carter was doing well. It was a great experience and I would want to hire Megan again for a similar occasion.”
“I had a wonderful experience with Renea boarding my dog, Gucci! Renea made Gucci feel right at home and kept me updated with adorable pictures, which gave me so much peace of mind. Gucci has a very particular diet, and Renea followed it carefully and attentively. I could tell Gucci was happy and well cared for the entire time. I highly recommend Renea to anyone looking for a trustworthy and loving dog boarder!”
“Sharon is an excellent communicator and very accommodating to my many changes (the weather wasn’t my friend). We had a great meet and greet. She sent sweet pics and took awesome care of my pup. Thank you!”
“Anthony and his wife were absolutely wonderful! I immediately felt a sense of comfort when meeting them and they were able to accommodate my last minute booking. They took such great care of my almost 2 year old Maltipoo. Their pup, Moonie is also so very sweet and well mannered! I received consistent updates and photos during my trip, Demi had such a great time! Thank you for being so kind, patient and opening your home to her! We will definitely be back!”
Dog parents share their Rover experiences - Highland Beach
Elaine is amazing—so kind, caring and truly understands small pups of all kinds! She has cared for our Penny since she was a puppy. Hard to believe it’s been 6years now! We have had to try others a couple of times when Elaine has been away (which is almost never!), but no one understands our Penny like Elaine. She is Penny’s person when we can’t be with her, that’s for sure! And we can rest assured knowing Penny will be lovingly cared for!
Andy and Lydia took great care of Axel and provided regular updates. My energetic boy came home happy and tired. Axel was very comfortable with Andy from the start and wanted attention from him before leaving. It typically takes him a bit to warm up, but Axel seemed so at ease from the beginning. We are very happy with the care. Thank you Andy and Lydia!
Emily and her dogs scooter and pumpkin were a delight. Emily took great care of Hutch and he had lots of fun time based on his sleeping once home. I can heartily recommend Emily and we will use her in the future to watch Hutch when needed. Thanks Emily, Scooter and pumpkin!!
Elaine was fantastic. This was the first time we have used Rover for our pups and it could not have gone any better. She watched our guys during our long vacation and the pups loved her. She gave them lots of love, and spoil them rotten. It was so nice knowing that she also had a fenced in yard where they could go out and play and do their business. She sent us updates and pictures daily and it made us feel so at ease. Thank you again Elaine for everything.
Melissa was amazing with Ollie! He just turned 1, so he has TONS of energy, and being a Golden Retriever, he loves putting everything in his mouth. She was so sweet and even gave him old towels to play with because she knew it made him happy. We loved getting updates every morning and evening, and she was so accommodating with all of Ollie’s quirks including his obsession with water and getting it EVERYWHERE. Her dog Tanner also loved having Ollie around! I was definitely anxious leaving my baby, but Melissa took such great care of him and made me feel completely comfortable. Ollie will be back to board with her again in a few weeks, and I’m so happy we found her!
Tiffany - Went above and beyond for our elder pup. He experienced stomach issues mid-way through his stay and she monitored his situation closely and provided constant communication. Ultimately he had to be taken to the vet and we are so thankful she was willing to take him on our behalf and administer his medicine. Tiffany is an angel!
Margriet was an amazing sitter for Asher! She was available last minute and was the best choice we could have found in Annapolis. She was super communicative, responded quick, sent updates and cute pictures of our pup, and was flexible! Highly recommend Margriet and will be using her any time Im back in Annapolis :)
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 - Highland Beach
Select a filter and find qualifying sitters offering dog boarding.FAQs for Dog Boarding - Highland Beach
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 Highland Beach 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 Highland Beach.
<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 Highland Beach 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.
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