Dog Boarding Chesapeake Beach
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 176 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 is always so considerate of owners and shares pictures, videos, and frequent updates or our pets. We will continue to use her services, as she is an amazing caregiver!”
“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.”
“Onayda is absolutely amazing! I would recommend her to anybody that loves their pet and wants to ensure that they will be looked after with love and care. Will definitely be rebooking. She gave my puppy a bath, and my pup smelled absolutely amazing when I picked her up!”
“Aleah is absolutely amazing. I expressed how nervous i was leaving my fur baby and she instantly eased my nerves. I can really tell she cared for my pet. She sent me pictures keeping me updated during his whole stay. I will 100% be booking with her again & i recommend anyone looking for a sitter to chose her!”
“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! 🐾”
“Auntie Kelly & Uncle Maurice were absolutely amazing to our fur baby! They sent photos and videos daily to keep us updated. I would absolutely recommend entrusting your fur baby to this lovely family.”
“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 ❤️”
“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!”
“We had a wonderful experience with Mary. My dog struggles with separation anxiety, so leaving her can be stressful, but she was in incredibly capable and compassionate hands. From the start, it was clear that she genuinely cares about the dogs she boards and takes the time to understand their individual needs. She was patient, attentive, and proactive in making sure my dog felt comfortable and secure. I received updates that gave me peace of mind, and it was obvious my dog was being well cared for. When I picked her up, she was calm, happy, and clearly had been treated with kindness. I would absolutely recommend her to anyone. We will definitely be booking with her again.”
“Monica was a great caretaker for our Levi. She sent multiple photos a day, was very communicative, and even had a report card at the end of each day. Levi got plenty of exercise and got so comfortable there. Would definitely book again!”
“Lisa is wonderful! She took care of my Bandit to my satisfaction. Lisa sent several pictures and gave plenty of updates. I definitely recommend Lisa and will reach out to her again next time I need a sitter for Bandit.”
“Great experience! Super reliable, communicative, and took amazing care of my dog. I felt completely comfortable knowing she was in good hands. Would absolutely recommend and will definitely book again!”
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! 🐶💕
“This was our first time boarding our furbaby with Vanessa & Gio and it will not be the last! We loved getting our daily check ins while we were away and Gio even took the time to work on some training tips with our Denim. Our girl is still tired 2 days later! Thank you both for caring for our baby while we were away.”
“We thought we were having a good time until Tiffany sent pictures of our dogs. They were having the time of their lives! Tiffany is so kind and caring. She sent pictures of both dogs, cooked them food, let them sleep where they were comfortable. I couldn’t have picked a better person, and I will now only allow them to stay with Tiffany. Wonderful experience and big thanks to Tiffany!”
“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!”
“Corey is a great resource on Rover! He took our request last minute and was really courteous, attentive, and professional. He kept us updated while we were away with messages and pictures everyday. We will definitely be using Corey's services again.”
“I really appreciate all of Sabrina assistance and the proper support with the care of Kamara my fur baby, Sabrina understood the assignment needed for the caring attention that Kamara needed being that Kamara is a elderly dog and my little heart beat. Thank you for your Service Sebrina, God Bless you.”
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 ❤️
Lori is an amazing sitter! This was the first time that I left Charlie at someone else’s house, and I was very nervous. Lori quickly made me feel at ease. She touched base with me every day, and sent pictures. She was very attentive to my dogs’ needs and I can tell my Charlie girl was well cared for. Thanks so much, Lori! We will use you again.
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 on Rover is $39 per night as of October 2026. Most bookings cost between $32 and $52 per night. 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 October 2026, there are 3,496 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 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, 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.
<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 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 , 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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