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.
“Lori was amazing! She was very caring and attentive to both of out dogs and their unique needs. Lori went above and beyond to ensure they had a great experience while we were away!”

“Mya cared for our dog (Harley) like she was her own! Harley has anxiety when we leave her but she was clean, calm and relaxed when we picked her back up. Mya sent us photos and communicated with us consistently while we were away so we felt at ease that our girl was well cared for in our absence. We will be booking with Mya again soon!”

“Brittany and her family are first class pet sitters! They are very thorough with ensuring they gather your pet’s info, so they can best care for your pet. Brittany also provides nightly updates and pictures so you know your pet is doing well. Their family was warm and welcoming to our Aussie and the kids did their best to tire her out and play with her. We trust our dog with them and have used them multiple times. Thanks for taking such good care of our furry baby!”

“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.”


“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!”

“Onayda is just great. Our chocolate lab, Axel, had a blast with his new friends. She kept us updated daily with texts and pics. We definitely recommend her and will be rebooking soon.”

“Bianca was wonderful with our fur baby. She was proactive in keeping us informed on how Heaven was doing and sent us plenty of pictures. Heaven definitely enjoyed herself. We will definitely use her 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!”

About: I have taken care of many different types of animals for 6 plus years for all my local friends and family with the utmost joy. I have a remote job which allows me to work from home so my schedule is very flexible to take care of animals whenever needed. I treat every animals like my own and will take care of them with the utmost care. I follow any guidelines the animal owner has for me to take care of each animal with care.
“Liz always takes wonderful care of our dog. She provides plenty of updates and is confident in providing the care our dog needs. I’ve never worried about how our dog is when she’s with Liz.”

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.
“We could not be more happy that we found Stephanie to care for our little guy while we were away. Our Buddy was treated like a member of the family and loved his home away from home. I was so nervous about leaving our 1 year old boy, as we have never left him before for longer than a few hours. Stephanie alleviated that nervousness within the first 2 hours by sending a photo of Buddy settled in on the couch with her kids. She sent updates and photos every day and was flexible when we knew we would be a little later returning than expected. We will definitely book with Stephanie for care again. Thank you, again so much! Stacy & Jamey Modlin (and Buddy)”

“Kelly & Maurice took great care of my little again and he came home happy and worn out. They treated my Louie like he was one of their own dogs and sent me plenty of pics and videos during his stay. Will definitely use their services again in the future.”

“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.”


“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! 🐾”

“Chris was wonderful with my Labradoodle, Rambo! He made him feel right at home and kept him happy and playful the whole time. I could tell he was well cared for and loved. I’ll definitely book with Chris again!”

“Lindsay was an amazing sitter for Kilo. She was incredibly friendly, responsive, and thoughtful from the very beginning, and took the time to do a meet and greet to be sure Kilo and her pup were a good match. She followed all of our care instructions perfectly and sent consistent updates while we were away, which gave us so much peace of mind. When we picked Kilo up, he was calm, relaxed, and clearly comfortable — it was obvious he felt right at home with Lindsay. We wouldn’t hesitate to book with her again and highly recommend her.”

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
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 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.







