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: Elizabeth G.
Verified Enhanced Background Check
Elizabeth G.
Star Sitter
from
$45
per night
5.0 out of 5 stars
49 reviews
12 repeat clients
30 years of experience
HUNTINGTOWN, MD, 20639

Liz was wonderful with my dog over the weekend, providing attentive care and updates. I returned to a happy and well-cared-for pup. Would definitely trust her again.

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

Brittany and her family were fantastic! Mocha and Luna had an absolute blast, and we could tell for days after that they had plenty of play time. Will use again in future if available!

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Justin & Crystal M.
Sitter Profile Image: Aleah J.
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Aleah J.
Star Sitter
from
$40
per night
5.0 out of 5 stars
12 reviews
3 repeat clients
10 years of experience
Chesapeake Beach, MD, 20732

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!

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ms l.
Sitter Profile Image: Jen B.
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Jen B.
Star Sitter
from
$50
per night
5.0 out of 5 stars
52 reviews
18 repeat clients
35 years of experience
Chesapeake Beach, MD, 20732

Jen and Mike treated my dog like a princess. They went above and beyond any other pet sitter we've had. We never had to ask for an updat as to how are dog was doing. She kept us updated several times during the day and sent pictures and video. I highly recommend Jen!

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Corina B.
Sitter Profile Image: Laura L.
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Laura L.
Star Sitter
from
$60
per night
5.0 out of 5 stars
18 reviews
7 repeat clients
10 years of experience
Chesapeake Beach, MD, 20732

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.

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Chellie Pearl P.
Sitter Profile Image: Lori W.
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Lori W.
Star Sitter
from
$45
per night
5.0 out of 5 stars
77 reviews
31 repeat clients
20 years of experience
Chesapeake Beach, MD, 20732

Lori was great, she was very patient with Cooper, and kept us updated with pictures of how he was doing. I highly recommend her as a dog sitter for your fur family.

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

Pax had another fun time staying with Denise and Andy. He couldn’t wait to get into her home when we arrived and scratched at the door to get in. I will definitely try to rebook with her in the future.

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Jill G.
Sitter Profile Image: Bianca T.
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Bianca T.
Star Sitter
from
$37
per night
4.9 out of 5 stars
140 reviews
82 repeat clients
15 years of experience
Sunderland, MD, 20689

Bianca is the absolute best! My dog Amelia instantly feels at home with her. And she contacts me with any issues that arrive immediately, as well as, sends me picture updates.

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

Chris was awesome! He provided regular communication and updates. He also treated my pet like his own. It was clear that Chris gave Ziggy great care and attention. Thanks!

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Renee R.
Sitter Profile Image: Stephanie M.
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Stephanie M.
from
$35
per night
5.0 out of 5 stars
49 reviews
17 repeat clients
10 years of experience
Huntingtown, MD, 20639

Once again we didn't hesitate to ask Stephanie to look after our little guy again while we went away. She does a great job at taking care of him and always gives us daily updates and pictures on how hes doing. We can tell that he loves staying with Stephanie and her family and it shows when he is so happy to see her when we drop him off. I recommend Stephanie to all of my friends incase they ever need someone to look after their pets.

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Clare R.
Sitter Profile Image: Amanda D.
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Amanda D.
from
$80
per night
5.0 out of 5 stars
6 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: Dana H.
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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 dog's first Rover experience and it was perfect! Dana's place is securely fenced to let the dog have lots of safe exercise. Our big dog spent five days with Dana and was happy and healthy when we picked him up. Dana was very accommodating on timing (over a holiday weekend) and pickup arrangements. I definitely recommend her!

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Robin C.
Sitter Profile Image: Kristi M.
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Kristi M.
from
$30
per night
5.0 out of 5 stars
11 reviews
4 repeat clients
20 years of experience
North Beach, MD, 20714

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! 🐾

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Julie A.
Sitter Profile Image: Lynette & Vincent H.
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Lynette & Vincent H.
Star Sitter
from
$42
per night
5.0 out of 5 stars
746 reviews
186 repeat clients
25 years of experience
Upper Marlboro, MD, 20772

Lynette and Vincent took awesome care of Bella. She made friends and had a lovely holiday. I would highly recommend their services and look forward to booking them again.

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Vicki D.
Sitter Profile Image: Lee S.
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Lee S.
from
$40
per night
5.0 out of 5 stars
17 reviews
5 repeat clients
30 years of experience
Upper Marlboro, MD, 20721

Lee and his wife were once again amazing!! My Coco had such a great time and I can tell she’s very comfortable and cared for. She enjoys her time there and I’m very grateful for their awesome care! -Halime

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Halime B.
Sitter Profile Image: Lindsay H.
Verified Enhanced Background Check
Lindsay H.
Star Sitter
from
$52
per night
5.0 out of 5 stars
40 reviews
8 repeat clients
15 years of experience
Upper Marlboro, MD, 20772

Lindsay took such great care of my pup, Marley, over the holidays! She went above and beyond getting Marley a toy (her new favorite) for Christmas, making adorable ornaments, replacing a sweater that got damaged, and sending daily picture and video updates. In every photo, Marley looked so happy and well entertained, and it gave me complete peace of mind knowing she was truly loved and treated like family. I’m so grateful for the care, thoughtfulness, and communication, and I would highly recommend her to anyone looking for a sitter they can fully trust!

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Lindsey E.
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: Rebecca W.
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Rebecca W.
from
$40
per night
5.0 out of 5 stars
3 reviews
10 years of experience
North Beach, MD, 20714

About: My passion and intuition is enough to set my care apart! I have been trained previously at a luxury boarding facility on dog and cat behaviors/temperaments, body language, breeds, and how to respect and communicate with them. I believe it is so important to make a pet feel safe in their own space and that even one bad interaction is detrimental to the wellness. I am only employed part time at a coffee shop and the hours are limited. I do not mind early mornings or late nights. I have my own vehicle for transportation and pet accessibility if necessary. I reflect exactly the habits for my pets wellbeing and as requested. It is of upmost importance to me to keep them cared for as a family member clean space to sleep eat and use the potty. Our dogs are kennel trained at night but able to sleep out if needed. I am comfortable with any variety of care even if it is a long list I love to be informed of routines.

Sitter Profile Image: Kelly & Maurice G.
Verified Enhanced Background Check
Kelly & Maurice G.
Star Sitter
from
$45
per night
5.0 out of 5 stars
345 reviews
100 repeat clients
20 years of experience
Upper Marlboro, MD, 20774

Always s great experience for the dogs when they stay with Kelly & Maurice, my dogs never come home stressed out or with anxiety. The pictures taken they always look happy and content, especially Recci she loves their daughter, have the biggest smile on her face every time. This is why I will be a returning customer for this sitter indeed, Thank you,

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Joann S.
Sitter Profile Image: Kristy R.
Verified Enhanced Background Check
Kristy R.
from
$85
per night
5.0 out of 5 stars
24 reviews
4 repeat clients
15 years of experience
Owings, MD, 20736

Kristy was easy to communicate with and took great care of my dog. She was available on short notice and eased any concerns I had. Would certainly book her again.

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Laura G.
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Over 181
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

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!

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Christalle A.
Boarding
5.0 out of 5 stars

Great family for our sheepdog. Brittany took great care of Poncho over our 3 week vacation. Nice big yard for him to run and play ball in. All good!!

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Robin B.
Boarding
5.0 out of 5 stars

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! 🐾

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Julie A.
Boarding
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
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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 $50

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 Jun 2026, the median cost of dog boarding in Chesapeake Beach is $50 per night, including service fees. Boarding your dog for one week typically costs $350. 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 Jun 2026, 845 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 845 dog boarding sitters in Chesapeake Beach on Rover, so you’re sure to find the perfect match for your dog! In Chesapeake Beach, 97% of sitters offer daily exercise, 98% offer medication administration, and 85% 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.