Dog Boarding Chesapeake Beach
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 177 pet parents in Chesapeake Beach have booked dog boarding
Chesapeake 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.
“Lori was amazing! Plenty of communication while Jake was there! Multiple pictures and videos daily! Jake was well cared for and got plenty of exercise! Will definitely be booking Jake with Lori for all our future travel!”
“Laura was awesome! Chacco had a blast during his weekend sleepover and loved hanging out with the other pups. She took great care of him, and I felt totally at ease knowing he was in good hands. He came home happy and tired—always a good sign! Definitely booking with her again.”
“My dog Moon loved his visit with Denise and her dog Andy. Decent size fenced in yard for play, which my dog loved. Updates and pictures were sent. Moon even ate his food while there which he rarely does even for his normal sitter. I should mention she is very accommodating. I was a last minute request and my hours for pickup and drop-off were odd. Would definitely use Denise again.”
“Aleah was great with our senior pup. She sent photos and communicated wonderfully. The house is clean and dogs are super friendly! We will be booking again! Thanks again!”
“We called Bianca a few hours if that prior to a spontaneous trip. She graciously accepted and took care of our dog wonderfully. Her daughter walked our dog and was great too! We will be contacting Bianca for any future trips! Highly recommended!”
“Jen and Mike treated my dog like a princess. They went above and beyond any other pet sitter we've had. We never had to ask for an updat as to how are dog was doing. She kept us updated several times during the day and sent pictures and video. I highly recommend Jen!”
“Michelle was fantastic with our pup! He had so much fun playing with her sweet dog and friends, and she sent us pictures throughout his stay so we could see how happy he was! She was great at arranging pickup and drop off, to make sure it worked with our schedule too. Will definitely be rebooking when we need.”
“Thank you Elizabeth, for taking such great care of our boy Max. He requires extra attention due to his separation anxiety. You treated him like he was your own, allowing him to be a lap dog as big as he is. He loves to be next to people. You provided us with pictures and updates on how he was doing. We enjoyed our trip, knowing he was being well taken care of. Elizabeth, you went out of your way to help us stay calm when our flight was significantly delayed. We will definitely use your services again.”
“Stephanie is amazing! Absolutely will use her again. Albus had such a great time with her family and with Blaze! She sent photos and updates often. I love how organized her routine is and fit well with our lifestyle. She is the best!!!”
“Leann took great care of Cooper. Kept up updated, sent pictures and even let him sleep with her because that's what he does at home with my kids. Thank you again for taking care of our pup ❤️”
“Kelly and Maurice make Zoey feel like part of their family. We received videos and pictures multiple times throughout the day during our travel which really put us at ease. We can’t wait to use Kelly and Maurice during our next vacation.”
About: Hi! I'm a college student home for the summer with a flexible schedule and a genuine love for dogs. I provide a safe, comfortable, and attentive environment where your pet can feel at home while you're away! I have dog sat for family, friends, and even neighbors for a little over 4 years now! I’ve always wanted a pet myself but never had a chance to so I disperse my love and affection for all pets! I understand that every pet has different needs between playtime, walks, needing a specific schedule. I will make sure that whatever the need may be, I will follow it as closely as possible so that they can feel as comfortable as possible. I believe that communication is very important so I will always provide updates, pictures, and etc so that you can have peace of mind at all times! My goal is to make sure both you and your pet have a positive, stress-free experience. I look forward to meeting you and your furry family member! I currently work with the government on a schedule where I choose the days and times that I work! Shifts are not available everyday so in the free time that I have, I love to pet sit! Your dog's safety and comfort are my top priorities. I have a calm, supervised environment and make sure pets always have access to fresh water, a comfortable place to rest, and plenty of attention throughout the day. I will follow your instructions regarding feeding schedules, exercise, medications, and any special needs. There are no other pets in my home and no children present! Pets can be crated if needed and they are not often left alone (if cannot be left alone at all then your pet will not be left alone!).
“Lindsay was just who we needed to care for our boy Migo! I can tell she cares very deeply about the animals entrusted to her, and Migo was no exception. Even as an anxious dog, his short vacation with them left him a l little bummed out to be leaving! For a caring and devoted animal lover to watch over your own, look no further! Lindsay truly is the best of the best and I am forever grateful for her. 💙”
About: Hello! I am Val, and I would love to care for your dog! I’ve had dogs my whole lives and understand how important it is to know your fur baby is in great hands. I Will treat your dog like one of my own! I have two kids and our dog, Monchie, who is friendly with both children and other dogs. While my yard may not be fenced in, I live in a quiet neighborhood and will take your dog on regular walks to ensure they get plenty of exercise and attention. Please let me know if there’s anything special I should know to make your dog’s stay as comfortable as possible (e.g., crate training, walking routine, feeding preferences). I want to make sure both you and your dog have a great experience! Looking forward to hearing from you! I am available weekends and weekdays after 3pm. If your dog is crate trained then we are available to watch on all week days. I will make sure to take your dog out for a bathroom break every 2-4 hours or as needed. Long walks are not a problem. I can take your dog on walks in our quiet neighborhood. Our dog monchie is super friendly and playful and would keep your dog company. I also, have room to crate your dog as well if need be.
“What an amazing person! From the moment we met, I knew she was perfect! my puppies are shy, and it took very little time for them to gravitate towards her. She is so calm, sweet and so confident - It makes the stress of leaving your dogs disappear. She opened up her world to my puppies for the weekend. I will 100% use her again. When we picked the puppies up, they were happy, calm and content. I could tell she spent a ton of time with them. I was so worried about leaving them for the first time and they could care less. You can tell she loves animals and she enjoys doing this as a side hustle. I will be a loyal, repeat customer!”
“Chris was awesome! He provided regular communication and updates. He also treated my pet like his own. It was clear that Chris gave Ziggy great care and attention. Thanks!”
“I would love to keep Dana as my secret if I could! To be honest she treats Shilah better than I do. Dana cares for him like she does her own dogs. I can’t imagine leaving him anywhere except with Dana when I travel! She’s the best!!”
“I can’t say enough good things about Nikki! She treated my big baby just like her own and put up with me being overly cautious before Finn’s stay with her. She is excellent at communicating and sent lots of sweet messages and pictures while we were gone. I almost can’t console Finn because he misses her and her pups! He probably can’t wait for us to go away again so he can go visit Nikki.”
“Kristy helped our dog Willow and us feel comfortable about her overnight stay. We received updates and pictures letting us know that Willow was doing great and having fun. Kristy has wonderful experience in boarding all personalities and types of dogs. We will definitely use her again.”
The median cost per night for dog boarding in Chesapeake Beach is $50
Dog parents share their Rover experiences - Chesapeake Beach
If you're looking for someone to care for your fur baby like their very own, look no further than Kristi — she is absolutely wonderful! I entrusted Kristi with my dog Maize, and I couldn't have made a better decision. Kristi didn't just watch Maize — she completely spoiled her! Maize had what I can only describe as a little mini vacation, and I think she may have enjoyed herself more than we did on our trip! What truly sets Kristi apart is how thoughtful and communicative she is. She kept us well informed throughout the entire stay, sending the most adorable pictures that gave us total peace of mind. There's nothing better than seeing your pup happy, comfortable, and clearly being showered with love while you're away. I highly recommend Kristi to anyone who wants their pet to be in the most caring, attentive hands possible. You'll leave knowing your fur baby is safe, loved, and maybe a little spoiled — and you'll actually be able to relax and enjoy your time away. We are so grateful for Kristi and will absolutely be booking 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 Rover works
1. Search
Browse profiles of sitters near you who offer dog boarding
2. Meet & Greet
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 near you
Select a filter and find qualifying Chesapeake Beach sitters!Sitters in Chesapeake Beach average 10 repeat dog boarding clients
FAQs for Dog Boarding - Chesapeake Beach
Frequently asked questions about Rover
The average cost for Dog Boarding in Chesapeake Beach on Rover is $38.85 per night (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of Dog Boarding easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Boarding. For more information on service fees, click here .
As of July 2026, there are 3,453 sitters on Rover offering Dog Boarding across Chesapeake Beach. Enter your ZIP code to see which available sitters are closest to your home.
Every sitter on Rover has their own rhythm and routine, but most will follow the flow that keeps your dog happiest. Sitters can give meals on your dog's regular schedule, provide a comfortable place for sleep, and plenty of one-on-one attention.
95% of Chesapeake Beach sitters also include daily walks in the neighborhood during dog boarding stays. You can also request photo and message updates throughout the stay so you can see which Chesapeake Beach landmarks or neighborhoods your dog is enjoying.
If your dog is a little shy, consider booking a one-night trial stay! This practice run can boost your and your dog’s confidence before your trip.
Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Chesapeake Beach 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 Chesapeake Beach.
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 Chesapeake 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 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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