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 awesome! I will definitely rebook with her again. I received regular update text, photos, and videos. While my family was away on vacation our Dior had a doggie vacation of her own with Lori as they visited doggie parks and even went to the beach!!! Thank you Lori for taking such great care of Dior!”
“Denise was absolutely fantastic. Our dog Winnie had a blast with her doggo. Denise was very responsive to any messages, sent daily pictures, and overall was great. Will definitely use her again for boarding as we 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.”
“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!”
“Brittany is simply the best Rover we have ever had. She loves them just as much as we do. We get daily updates and pictures with each stay. This gives us peace of mind when we are away from Bailey and Abigail. We are so very thankful for Brittany and her family for the love they give our girls.”
“This was my first time using rover. My puppy Baxter is only 12 weeks old and I was super nervous about leaving him with someone who is not family. I messaged Jen and she got back to me immediately. She was very receptive of his schedule and needs. Puppy’s are a lot of work and she has done amazing with him. I get frequent pictures and updates. She has taken him on walks, and she makes sure he is well exercised. She really does love and care for him like he is her own! I would recommend Jen to anyone who is Leary about dropping their pets off with someone they have never met before. I am so thankful to be able to leave him with confidence. If I ever need to have a pet sitter in the future it will be Jen!”
“We couldn’t be any happier to have booked Onayda to take care of our Maddie. She was very responsive and friendly, whenever I asked for a photo she sent it to me. When I picked up Maddie she looked so happy and tired for all the playing lol. We would definitely be asking Onayda for her services again!”
“Elizabeth was an amazing sitter for my Pyrenees/Golden mix! I could tell he genuinely appreciated her company and will remember her forever now! She was very patient with him, as he struggles with stairs. Her communication was also excellent throughout. I was 1000 miles away but receiving pictures and daily updates really help assure me that Joni was having a nice time. Thanks again!!”
“Aleah is wonderful! She took great care of Kona during a week's stay. Lots of updates and pictures. Kona had a great time. We will definitely use Aleah again and highly recommend her.”
“Stephanie provided exceptional care for our dog, allowing us to do a meet and greet with her and her dog, maintaining clear and consistent communication throughout the stay. Her daily "pupdates" gave us peace of mind, and we highly recommend her services. The bath before coming home was also an unexpected bonus!”
“Kaseem was very attentive to Gabe's needs and communicated well. Gabe barely knew we had arrived to pick him up. Kaseem is highly recommended and we will request his services any time we go out of town”
“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! 🐾”
“Felt very at ease leaving our pup with Kelly and Maurice. They were kind, communicative, and took very good care of our pet. They had everything our pup needed and we didn't have to transport his crate or food bowls even. It's clear to tell that they LOVE what they do.”
“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!”
“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 ❤️”
“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.”
“Nikki is absolutely amazing. My dog is very nervous around people, she did not rush him. Initially, I reached out to have her handle some dinners a couple of times a year but then I had an unexpected death in the family that required me to go out of town for seven days. She was wonderful working around my schedule. We received multiple updates showing how happy he is hanging with her family and dogs. This meant the world to us knowing he was is such good hands.”
“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.”
“Dana was an amazing host for our boy. She was responsive and accommodating prior to and during his stay with her. She sent lots of pictures and updates during the stay, which made us feel very comfortable being away from him. Highly recommended and would use her again.”
“Lynette & Vincent H. are a wonderful husband and wife team who took exceptional care of my 10-pound Shih Tzu, Sparkle. They came highly recommended by our neighbor, and I’m so grateful for the referral. Throughout Sparkle’s stay, I received lots of photo updates, which gave me total peace of mind knowing she was in great hands. Sparkle made new doggie friends and had a fantastic time, especially because they only care for small dogs, which made me feel even more comfortable. Their fenced backyard is perfect for little pups to safely play and explore, and Sparkle absolutely loved it. I would 100% recommend Lynette & Vincent H.!”
The median cost per night for dog boarding in Chesapeake Beach is $50
Dog parents share their Rover experiences - Chesapeake Beach
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.
We have used Ms. Lori several times to watch Cooper, and we will definitely continue booking with her in the future. Every time we drop Cooper off, he gets excited and starts barking as soon as he sees her house! She sends us daily updates and photos, which our kids absolutely love seeing. We always feel comfortable knowing Cooper is in good hands with her. I would highly recommend Ms. Lori to anyone looking for someone to care for their pet!
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
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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 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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