Dog Boarding in Chesapeake Beach

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Top rated Chesapeake Beach dog boarders

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Lori W.
Verified Enhanced Background Check
Lori W.
Star Sitter
from
$45
per night
5.0 out of 5 stars
77 reviews
30 repeat clients
20 years of experience
Chesapeake Beach, MD, 20732

Lori was amazing with our Elmer! She was attentive to his needs and kept us informed along the way. I loved that she provided us with daily photos. I highly recommend her care and Elmer can’t wait to visit again!

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Melissa G.
Sitter Profile Image: Faith M.
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Faith M.
Star Sitter
from
$40
per night
4.9 out of 5 stars
19 reviews
5 repeat clients
2 years of experience
Chesapeake Beach, MD, 20732

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.

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Linda S.
Sitter Profile Image: Denise S.
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Denise S.
Star Sitter
from
$52
per night
5.0 out of 5 stars
36 reviews
11 repeat clients
25 years of experience
North Beach, MD, 20714

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!

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Ashley B.
Sitter Profile Image: Brittany P.
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Brittany P.
Star Sitter
from
$35
per night
5.0 out of 5 stars
130 reviews
46 repeat clients
20 years of experience
Chesapeake Beach, MD, 20732

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!

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Kristtany O.
Sitter Profile Image: Elizabeth G.
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Elizabeth G.
Star Sitter
from
$45
per night
5.0 out of 5 stars
45 reviews
11 repeat clients
30 years of experience
HUNTINGTOWN, MD, 20639

Elizabeth is attentive to Maddie. She communicates with me daily about and sends photos. I highly recommend Elizabeth if you are looking for a personable, loving, caring and attentive sitter. Elizabeth is a gem.

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Patricia M.
Sitter Profile Image: Bianca T.
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Bianca T.
Star Sitter
from
$37
per night
4.9 out of 5 stars
138 reviews
79 repeat clients
15 years of experience
Sunderland, MD, 20689

Bianca is a great sitter. She is very accommodating and considerate of Lowdown's needs. He really enjoys spending time with Bianca, Pepper and the rest of her family.

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Demesheo W.
Sitter Profile Image: Hailey M.
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Hailey M.
from
$45
per night
3 years of experience
Chesapeake beach, MD, 20732

About: I have been watching dogs of all kinds of breeds for 3 years now! I enjoy walking and cuddling with every dog i take care of. I am experienced with dogs with medical issues, un-potty trained and bad walking habits and it is not an issue for me. I prefer boarding dogs at my home so I am more comfortable while making sure your adored pets are too! I am unemployed and home all the time. im available for boarding during the week and weekends including holidays. I am also available for check ins from 8am-2:30pm and anytime after 4pm during weekdays. On weekends I am able to accommodate a more flexible schedule! I have a fenced yard with room to play around, pet friendly furniture and Im always opened to pets cuddling and sleeping with me to make then feel safe and comfortable!

Sitter Profile Image: Amanda D.
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Amanda D.
from
$85
per night
5.0 out of 5 stars
5 reviews
2 repeat clients
30 years of experience
North Beach, MD, 20714

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!

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Shelly I.
Sitter Profile Image: Stephanie M.
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Stephanie M.
Star Sitter
from
$35
per night
5.0 out of 5 stars
45 reviews
16 repeat clients
10 years of experience
Huntingtown, MD, 20639

We couldn’t be happier with Stephanie! She took amazing care of our dog, Oliver, while we were away, and we felt completely at ease knowing our pup was in great hands. She sent regular updates, including adorable photos and videos, which made us feel connected even from miles away. Beyond providing excellent care, Stephanie truly bonded with Oliver and made sure he got plenty of playtime, snuggles, and attention. We highly recommend Stephanie to anyone looking for a reliable, caring, and communicative sitter. We will definitely be booking with her again 😊

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Deanna G.
Sitter Profile Image: Mia S.
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Mia S.
Star Sitter
from
$31
per night
5.0 out of 5 stars
46 reviews
16 repeat clients
50 years of experience
West river, MD, 20778

Mia is a fantastic sitter! She took great care of Coco, kept us updated with lots of pics, and most importantly ensured that Coco had a great time with her and some new pup friends, while her family was away on vacay! 🩷 I’d love to have Mia sit for Coco again and very highly recommend her.

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Caitlin J.
Sitter Profile Image: Chris G.
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Chris G.
Star Sitter
from
$35
per night
5.0 out of 5 stars
17 reviews
8 repeat clients
30 years of experience
Dunkirk, MD, 20754

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!

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Adanech T.
Sitter Profile Image: Sara H.
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Sara H.
Star Sitter
from
$49
per night
5.0 out of 5 stars
80 reviews
26 repeat clients
25 years of experience
Shady Side, MD, 20764

Sara was wonderful! She kept me updated on how my dog was doing every day and sent along a picture. My dog had a terrific time with Sara’s household and family. I highly recommend her services!

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Dan C.
Sitter Profile Image: Leann D.
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Leann D.
from
$50
per night
5.0 out of 5 stars
5 reviews
1 repeat client
35 years of experience
north beach, MD, 20714

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 ❤️

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Jessy C.
Sitter Profile Image: Kelly & Maurice G.
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Kelly & Maurice G.
Star Sitter
from
$45
per night
5.0 out of 5 stars
330 reviews
97 repeat clients
20 years of experience
Upper Marlboro, MD, 20774

Kelly , Maurice and their family were great . Fendi had a great time. I will definitely be using them for dog sitting again. Can’t recommend enough

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Monae J.
Sitter Profile Image: Lindsay H.
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Lindsay H.
Star Sitter
from
$52
per night
5.0 out of 5 stars
36 reviews
3 repeat clients
15 years of experience
Upper Marlboro, MD, 20772

My family and I travel separately because we had not found the right sitter for our babies. We will never look any further, because Lindsey and her family treated my babies as if they were theirs. How do I know? They were full of smiles each time she sent us a picture of them, while we were away. We are now planning trips for the future, because Devin & Louie have another place to call home when we are away. Thank you so much. We look forward to future visits!

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Chanee L. W.
Sitter Profile Image: Valerie E.
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Valerie E.
from
$45
per night
20 years of experience
Huntingtown, MD, 20639

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.

Sitter Profile Image: Dana H.
Verified Enhanced Background Check
Dana H.
from
$69
per night
5.0 out of 5 stars
22 reviews
5 repeat clients
30 years of experience
Tracys Landing, MD, 20779

This was my first time leaving my pup with anyone other then family. Dana made me feel comfortable and was very helpful throughout the entire process. My pup had the best time. She sent updates and pictures throughout his stay. I will definitely use her next time I am traveling!

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Kelly G.
Sitter Profile Image: Siobhan H.
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Siobhan H.
from
$50
per night
5.0 out of 5 stars
1 review
30 years of experience
chesapeake beach, MD, 20732

About: i’ve been a dog owner and pet sitter for 30 years but now that I’m retired from Johns Hopkins Hospital I have some more time to do this officially my history of taking care of dogs was mostly friends and families aside from my own pets… I live in Chesapeake Beach and love taking dogs on walks to Brownies Beach and the Chesapeake Trail… I have a huge fenced in yard. Perfect for dogs to play. I currently am retired from Johns Hopkins Hospital and owned to Airbnb that keep me busy but not busy enough and that’s why I’ve chosen to add Rover my home is the perfect set up for pets being there is a doggie door and a huge fenced in yard. Dogs will get walked at least once every four hours and will always be in my care.

Sitter Profile Image: Lindsay J.
Verified Enhanced Background Check
Lindsay J.
from
$30
per night
5.0 out of 5 stars
5 reviews
2 repeat clients
3 years of experience
Huntingtown, MD, 20639

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.

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Natalia P.
Sitter Profile Image: Kristi M.
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Kristi M.
from
$30
per night
5.0 out of 5 stars
8 reviews
1 repeat client
20 years of experience
North Beach, MD, 20714

Comet loved spending time at his new 2nd home!

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Brent P.
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Over 171
pet parents in Chesapeake Beach have booked dog boarding

Chesapeake Beach dog parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Lori and Mason were very communicative, sent a good number of pictures, and when I went to pick up Ralphie he didn’t want to leave! Thank you for the last minute, save the day, care for my doggy!

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Jillian G.
Boarding
5.0 out of 5 stars

Denise is very responsive and was super accommodating for our boys! Will book her anytime we’re headed out of town!

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Cheyenne P.
Boarding
5.0 out of 5 stars

Mackenzie and Mitchell were amazing with my pup Tucker!! Great communication during the stay and I know Tucker loved hanging out with Stella!

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Tara T.
Boarding
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Find pet care near you

How Rover works

  1. 1. Search

    Read verified reviews by dog parents like you and choose a boarder who’s a great match for you and your dogs
  2. 2. Meet & Greet

    Meet either virtually or in-person with a boarder to discuss the level of care needed for your dogs while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

The median cost per night for dog boarding in Chesapeake Beach is $47

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 dog boarding sitter has to cancel, we’ll work with you to find a new dog boarding sitter.

  • World-class support

    We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.

Sitters in Chesapeake Beach average 11
repeat dog boarding clients

Dog Boarding FAQs

Frequently asked questions about Rover

As of Mar 2026, the median cost of dog boarding in Chesapeake Beach is $47 per night, including service fees. Boarding your dog for one week typically costs $329. Sitters on Rover set their own rates based on their qualifications, your dog's needs, and their space's amenities. As a result, most Chesapeake Beach dog boarding rates can be found as low as $32 to as high as $50 per night.

If you’re searching for a Chesapeake Beach dog boarding sitter for the first time, visit the sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a sitter before, learn more about how to do this in the Rover app or on your computer.

As of Mar 2026, 877 sitters provided dog boarding in Chesapeake Beach. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect sitter near you. As a reminder, dog boarding sitters joining Rover must pass a background check for you and your dog’s safety.

Rover makes it easy to reach out to multiple sitters about your booking. Typically, 89% of Chesapeake Beach dog boarding sitters respond in under an hour.

Sitters who provide dog boarding in Chesapeake Beach have an average of 16 years of experience. Dog boarding sitters with repeat customers have an average of 11 repeat clients. Experience can vary from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when you compare sitters in Chesapeake Beach.

Rover makes it easy to find Chesapeake Beach dog boarding sitters to provide loving care from their own home. The background-checked, 5-star sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog boarding is great for:

  • Dogs of all ages and abilities, including puppies
  • Pet parents looking for a safe, loving alternative to a kennel
  • Dogs who’d love to socialize with their sitter’s pets

There are 877 dog boarding sitters in Chesapeake Beach on Rover, so you’re sure to find the perfect match for your dog! In Chesapeake Beach, 98% of sitters offer daily exercise, 97% offer medication administration, and 83% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog boarding sitter near you. As a reminder, sitters joining Rover must pass a background check for you and your dog’s safety.

Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog boarding sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your dog boarding sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your dog boarding service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.