Dog Boarding Chesapeake Beach
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 158 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.
“She loves dogs truly. She let our little dog to sleep on her bed first night to let him feel like home. She updated and sent photos twice a day. The little dog seems to make the furry friends and like his stay”
“Pax was extremely excited to stay with Denise (and Andy!) He ran to her front door and couldn’t wait to go see his friend. When we picked him up, he was happy and definitely well-cared for!”
“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.”
“BRITTANY AND HER FAMILY MADE US AND OUR FUR BABY VERY COMFORTABLE. not only did she Initiate a meet a greet too make sure she was a good fit for our dog she was ready with all the right questions regarding his care. She sent pictures and updates regularly making us very at ease leaving him for a week! We will definitely be using Brittany again for care in the future!”
“She is wonderful! Kept us updated the whole time and sent pictures of our fur baby. He looked like he was having fun and being treated so well. Will definitely be using Onayda again in the future.”
“Bianca is awesome! Simply the best! I will be leaving my dog here all the time! Bianca sent updates and pictures for me everyday.I was a bit nervous about leaving my dog because this is the first time in a long time I had to leave my dog because I was going out of town on a business trip. Bianca assured me my dog was in great hands! Truly my dog was in great hands! My dog made herself at home, had a wonderful time, and made some new friends! Bianca is a nice person and I can tell she cares about the dogs she watches and has a ton of experience taking care of dogs! I highly recommend Bianca to care for any dog!”
“Bianca was fantastic!! From the get go she made Bailey feel welcome, comfortable and loved! She is a genuine pet lover! Bianca was accommodating to our asks re Baileys rules, super communicative kept us updated during his stay and we could tell he was happy. Bianca has a great space and set up for the doggies. I would totally recommend and would def book again. Thank you Bianca and Family!”
About: I have had breeds of all shapes and sized my entire life. I care for my 2 year old border collie and I have experience handling cats as well. I want to make your pets feel at home even when you are away. I would want the best from my boy when I am away, so I want to provide that service to others! I am full-time employee so I can stop in before and after work on weekdays, and I am free weekends for endless playing ! (I can stay in the evening during the week until around 8-9) I am very respectful of other people’s spaces and would be happy to meet your animal where they are! I do NOT offer boarding currently.
About: Dogs have always been a huge part of my life. Growing up with dogs taught me exactly how to read their body language and give them the care, attention, and love they deserve. I treat every furry guest just like my own, making sure they stay happy, active, and fully comfortable while you're away I’m currently working a full-time job, but I work remotely every other week which gives me some spare time and I’d love to use it to spend with some dogs. I do have two kids ages three and eight both love dogs. I don’t have any dogs in my own, but I plan to get one and then your future however I was in our home with four dogs at a time
“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!”
“Liz took great care of my whippet, Aster. Liz communicated and sent pictures regularly. My dog will be going back to Liz's for a 2 week stay in March. I highly recommend Liz!”
“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! 🐾”
“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!!!”
“Went out of the country for 2 weeks and my fur babies are not used to kennel life or being on lock down for most of the day. Their Uncle Maurice, Aunt Kelly, and cousins tended to my babies as if they were their own. I was thankful to see the pictures and videos of my fur babies making friends of their kind and being spoiled/loved by the family. This will be our go to home away from home from now on. Much thanks and blessings to you for opening your hearts and home to our fur babies!”
“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.”
“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.”
“Chris and his wife are amazing! They really made our dog feel at home and like part of the family. When I had a schedule change, they were easy to work with. He was very communicative and nice. Definitely booking with him again.”
“WE WERE TURNED AWAY BY SOOOO MANY SITTERS... I checked the schedule of every sitter before making contact to ensure that they were available. I made contact with at least 10 sitters and got "I'm out of town" or no response at all. The issue was my dog was asked not to return to a commercial kennel "Muddy Paws." There was no violence or aggressive behavior, just anxiety shown by barking, howling, tipping food, and water. But all of this is in Ash's bio, and finally, someone was real enough to tell me. "After reading your dogs bio, I don't feel comfortable with him." So I gave up and started to cancel a much needed family vacation. Then I got a small sign and tried Lindsay. She was the only one who asked, "What happened at Muddy Paws?". From there, we exchanged texts, and she asked if we could have a meet and greet that day. We had a wonderful meet and greet, and she took Ash for our vacation. And from there, we were thoroughly impressed. We got pictures, videos, and text messages. My wife actually got a little jealous due to how comfortable Ash looked and smiled in every picture. Plus, he found a new best friend in her dog, Remi. Now, if you are curious to know how Ash did, I highly recommend you ask Lindsay. She even went as far as to write something the other sitters could read that would educate them on Ash's behavior. And we appreciate that so much. BUT AS LONG AS LINDSAY IS A SITTER, ASH DOES NOT HAVE ANY OTHER SITTERS. THANKS YOU, Lindsay, from the entire Jones 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 ❤️”
The median cost per night for dog boarding in Chesapeake Beach is $50
Dog parents share their Rover experiences - Chesapeake Beach
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.
Bianca was fantastic!! From the get go she made Bailey feel welcome, comfortable and loved! She is a genuine pet lover! Bianca was accommodating to our asks re Baileys rules, super communicative kept us updated during his stay and we could tell he was happy. Bianca has a great space and set up for the doggies. I would totally recommend and would def book again. Thank you Bianca and Family!
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.
Meet local sitters who will treat your dogs like family
1. Search
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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 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 September 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 September 2026, there are 3,450 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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