Dog Boarding Chesapeake Beach
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 85 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 took great care of our dogs. I received pictures every few hours which reassured me they were doing fine. Lori was also responsive to my messages. We will definitely be asking Lori to watch them again next we need a caregiver for the dogs:)”
“Faith was a great find for watching Tank! From the moment Tank met Faith at the meet & greet a few days beforehand, he was excited to be with her. When I dropped him off, I knew he was in good hands. I highly recommend Faith. Only recommendation is for her to send more pics to tge owner without having to be prompted.”
“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.”
“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.”
“She took really good care of my Freckles. Sent me awesome pictures of him while I’m on vacation. Very lovable person, I can feel the love she had for my kitten. She did a great job giving my kitten an extra care for his skin as well! Thank you so so much, I trust her sitting my kitten again if I ever have to.❤️”
“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! 🐾”
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.
“Lovely couple with a baby and a toddler. Buffy had to warm up to Parker, their German Shepherd but I hear it went well. Tyler and wife watched Buffy on a holiday, July 4th. They were very gracious when I requested an itinerary change. I felt like they were really attuned to Buff-dog. Will definitely ask again for their assistance.Highly recommend.”
“Team Hopkins is the best! Our Sunny was so happy when we returned home. We will definitely rebook. Thank you both so much for keeping our hearts at ease while we were on travel.”
“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!”
“I had a wonderful experience with Monica. Very professional, her attention to detail to ensure the safety of my fur baby and others was outstanding. Communication skills was excellent, when I had to reach out to her she responded quickly and made sure I understood everything. The main thing that I loved. was the report card!!! yes, she will send you a report card to let you know how your pet is doing plus picture. A+ will definitely use again.”
“Lisa has officially become my dog’s “Godmom”. She takes such good care of him and it gives me a great relief to know he's loved and cared for when I'm away. He also has a great friend in her dog Colby!”
“Sabrina took great care of my doggie while we were away during Thanksgiving. My little guy had a great time and made new friends. She shared lots of pics and videos while we were away. I will schedule another visit soon.”
About: As a proud dog mom to my own rescue pup, I know firsthand that dogs are more than just pets—they're family! 🐾❤️ I absolutely adore my dog and understand how important it is to find someone you can trust to care for your furry family member. I have a genuine love for dogs of all breeds, sizes, ages, and personalities! I also have hands-on experience volunteering at the Humane Society, where I walked and cared for dogs with a variety of temperaments, energy levels, and individual needs. In addition to providing everyday care, I have experience administering medications and giving injections, allowing me to confidently care for dogs who may require a little extra attention or have specific medical needs. I understand the importance of following instructions carefully, maintaining routines, and ensuring every pup receives safe, attentive, and compassionate care. Whether your dog needs a fun walk, a drop-in visit filled with playtime and cuddles, or a comfortable home away from home while you're traveling, I'd love to help! I understand that every dog has their own personality and needs, and I strive to make each one feel safe, happy, and loved. My goal is simple: to treat every dog as if they were my own! I would love the opportunity to care for your furry family member and provide you with peace of mind knowing they're in loving, capable hands. 🐶💕 I work from home, which allows me to have a flexible schedule and be present throughout the day to provide attentive, personalized care. My own dog gets exercise at least three times a day, whether that's going on walks, enjoying outdoor playtime, or participating in activities to keep her physically and mentally stimulated. Because I'm home throughout the day, I'm able to accommodate frequent potty breaks, feeding schedules, medication needs, and plenty of companionship. I love keeping dogs active, happy, and engaged while also making sure they have time to relax and feel comfortable. Whether your pup is staying with me or needs walks or drop-in visits, I'll treat them like part of the family and make sure they receive the same love, attention, and care that I give my own dog! My home is a welcoming, dog-friendly environment where your pup will be treated like part of the family! 🐾❤️ I have a spacious yard with plenty of room for dogs to run, play, explore, and burn off energy. I also live in a beautiful waterfront neighborhood, which provides wonderful opportunities for scenic walks and even swimming for pups who enjoy the water (with owner permission and close supervision, of course!). I have a friendly, playful rescue dog of my own who absolutely loves meeting new dogs and making furry friends! She enjoys having a playmate, and I always prioritize safe, positive introductions to ensure everyone feels comfortable. Dogs are family in my home, which means they're more than welcome on the furniture for plenty of snuggles and relaxation! I want your pup to feel just as loved and comfortable as they do in their own home. Safety is always my top priority. I always feed dogs separately to prevent food-related conflicts, and I never leave dogs together unattended, regardless of how well they get along. I carefully supervise playtime, respect each dog's individual boundaries, and provide separate spaces when needed. Since I work from home, I'm able to offer plenty of attention, frequent potty breaks, exercise, and companionship throughout the day. For walks and drop-in visits at your home, I make sure to follow your dog's established routine, including feeding schedules, exercise, medication administration, and any special instructions. I understand how important consistency is, especially when you're away! My goal is to provide a safe, fun, loving, and stress-free experience for every dog in my care while giving you complete peace of mind! 🐶💕
“Kelly was great! This was the first time I boarded my pups and they are 7 & 8, she was patient and really seemed to know all the personalities of her dogs so she could make sure it is a safe environment for everyone. Already requested a rebook ☺️”
The median cost per night for dog boarding in Chesapeake Beach is $50
Dog parents share their Rover experiences - Chesapeake Beach
The perfect fit! Bianca and her family welcomed my pup in their beautiful home and treated her like she was their own. Their dog Maggie was the perfect playmate and I came home with one happy tired dog. It feels so good knowing when I travel Harper now has loving and fun place to go. Thank you so much Bianca ❤️
This was Vesper and Naraa’s first overnight stay away from us, and I couldn’t have asked for a better experience! It was obvious from the start that they were in caring, capable hands. She treated them like they were her own, sent thoughtful photo updates throughout their stay, and made sure they felt right at home, even letting them sleep in bed with her. She has a securely fenced yard and a friendly dog that ours got along with wonderfully. Before pickup, she even took them for a walk so they came home happy, tired, and ready for a nap. Knowing they were so well cared for gave us real peace of mind. We will definitely be booking with her again, and I wouldn’t hesitate to recommend her to anyone looking for someone who will truly treat their dogs like family.
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 - Chesapeake Beach
Select a filter and find qualifying sitters offering dog boarding.Sitters in Chesapeake Beach average 10 repeat dog boarding clients
FAQs for Dog Boarding - Chesapeake Beach
Frequently asked questions about Rover
The average cost of Dog Boarding in Chesapeake Beach is $44 per night as of November 2026. Most bookings cost between $42 and $60 per night. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.
As of November 2026, there are 3,475 sitters on Rover offering Dog Boarding across Chesapeake Beach. Enter your ZIP code to see which available sitters are closest to your home.
If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.
The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.
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.
94% of sitters in Chesapeake Beach can provide daily exercise during dog boarding stays. Depending on the sitter, their home environment, and your dog’s needs, this 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 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.
Yes, you can find sitters who have experience with handling special pet needs in Chesapeake Beach. On Rover:
- 86% of sitters can help with special care needs
- 93% can help with giving oral medications or injections
- 94% can help with daily exercise
You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.
Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.
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.
Adding another pup to the pack? Most sitters and walkers offer a reduced rate for additional dogs. You’ll find these exact rates listed under the "Services" tab on any sitter's profile. Since every dog is unique, final pricing may vary depending on the level of care required.
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