Pet Boarding Chesapeake Beach

Find a loving Chesapeake Beach pet sitter to watch your cat or dog overnight at your sitter’s home.

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Over 157
pet parents in Chesapeake Beach have booked pet boarding

Chesapeake Beach, Find top rated pet boarding

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: Beauty W.
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Beauty W.
Star Sitter
from
$30
per night
5.0 out of 5 stars
47 reviews
12 repeat clients
10 years of experience
Waldorf, MD, 20603

Thank you for making my first experience with this app such a positive one! As a fairly new pet parent, I had never used this app and didn’t know what to expect. Beauty was very responsive, sent videos and updates, and I could tell my dog really loved his time there. Will absolutely book again.

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Marie D.
Sitter Profile Image: Katelyn M.
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Katelyn M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
88 reviews
27 repeat clients
8 years of experience
Arnold, MD, 21012

As always, Kate and her family are amazing! Buddy always has an awesome time and our minds are at ease knowing he’s in great hands while we’re away.

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Amy B.
Sitter Profile Image: ANGELA B.
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ANGELA B.
Star Sitter
from
$40
per night
5.0 out of 5 stars
21 reviews
6 repeat clients
20 years of experience
Odenton, MD, 21113

Angela was so very warm, welcoming, and kind to our puppy. Minnie took to her right away, and because of the meet and greet, she knew exactly where we were going when we dropped her off. Angela was very thorough, asking all the important questions, and she even let my daughter visit to say hi to Minnie.

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Mary Beth G.
Sitter Profile Image: Michelle M.
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Michelle M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
560 reviews
259 repeat clients
25 years of experience
Annapolis, MD, 21409

Mimi had a blast. Michelle was wonderful. She sent daily updates and pictures of Mimi everyday. Mimi loved playing with her new dog friends. She was so happy and we are so excited we found Michelle. I know Mimi was well taken care of. Thank you so much

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Kimann S.
Sitter Profile Image: Monica L.
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Monica L.
Star Sitter
from
$42
per night
5.0 out of 5 stars
116 reviews
28 repeat clients
14 years of experience
Cheltenham, MD, 20623

As a repeat customer, I completely feel comfortable leaving my baby with Monica. She keeps me informed about every single detail while I'm away and sends a cute detailed "report card" every evening. Thank you, Monica! I truly appreciate you.

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Gabrielle F.
Sitter Profile Image: Diana V.
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Diana V.
Star Sitter
from
$57
per night
5.0 out of 5 stars
216 reviews
96 repeat clients
10 years of experience
Riva, MD, 21140

Moose had another wonderful visit with Diana. Communication is great. Diana responds quickly and also sent pictures to let me know how Moose was doing throughout the day. He really seemed to enjoy his time with her.

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Kristin T.
Sitter Profile Image: Alexis H.
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Alexis H.
from
$60
per night
5.0 out of 5 stars
6 reviews
1 repeat client
13 years of experience
Annapolis, MD, 21403

Alexis was awesome, so grateful for her help in a pinch. Thank you so much and we look forward to working with you again.

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Croom L.
Sitter Profile Image: MELONIE M.
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MELONIE M.
Star Sitter
from
$44
per night
5.0 out of 5 stars
14 reviews
4 repeat clients
10 years of experience
FORT WASHINGTON, MD, 20744

My pup was so spoiled in love and clearly very happy and comfortable! Best Rover stay she’s had yet! 🥰 I highly recommend booking with Melonie. She provided tons of photos, daily updates and was very thorough in our initial meet and greet. Thank you for caring for Gianna, Melonie!!

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Nicole R.
Sitter Profile Image: Mady H.
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Mady H.
Star Sitter
from
$50
per night
5.0 out of 5 stars
87 reviews
27 repeat clients
10 years of experience
Bowie, MD, 20716

Mady is an AMAZING sitter. Balee enjoyed his weekend playdate with Bandit. The pics that Mady sent confirmed that my fur baby felt safe and comfortable.

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Temeka P.
Sitter Profile Image: Corey B.
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Corey B.
Star Sitter
from
$40
per night
5.0 out of 5 stars
29 reviews
5 repeat clients
2 years of experience
Upper Marlboro, MD, 20772

Corey is a great resource on Rover! He took our request last minute and was really courteous, attentive, and professional. He kept us updated while we were away with messages and pictures everyday. We will definitely be using Corey's services again.

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Sharpe F.
Sitter Profile Image: June M.
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June M.
Star Sitter
from
$55
per night
5.0 out of 5 stars
100 reviews
30 repeat clients
60 years of experience
Stadium-Armory, Washington, DC, 20002

June is a wonderful dog sitter, and I always feel completely comfortable leaving Ollie with her. Ollie is a repeat visitor, which says a lot about how much I trust her and how happy he is in her care. June always has great communication, keeps me updated, and consistently goes above and beyond. It’s clear that she truly cares about the dogs she watches. I highly recommend her to anyone looking for a reliable, thoughtful, and caring sitter.

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Ryan D.
Sitter Profile Image: Antavia G.
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Antavia G.
Star Sitter
from
$40
per night
5.0 out of 5 stars
5 reviews
2 repeat clients
6 years of experience
Upper Marlboro, MD, 20772

Antavia was fantastic! She took amazing care of our dog, kept us updated, and gave us complete peace of mind while we were away. We highly recommend her and will definitely book with her again!

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Dan C.
Sitter Profile Image: Crystal S.
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Crystal S.
Star Sitter
from
$50
per night
5.0 out of 5 stars
86 reviews
43 repeat clients
26 years of experience
Lanham, MD, 20706

Hello this was my first time boarding my pup Tyson and when I say it was an excellent experience from beginning to finish. Crystal S. sent me pictures and updates on his stay and the pictures was amazing just and relaxing laid out on her mats. She has everything you puppy will need and that put you at ease. I will be booking again. I love the quality work and love she expressed to my pup pup! Till the next time. Continue the excellent service you provide.

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Lashonnah T.
Sitter Profile Image: Bria W.
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Bria W.
from
$25
per night
5.0 out of 5 stars
3 reviews
1 repeat client
13 years of experience
Gambrills, MD, 21054

About: I've had dogs since I was 9 years old. Friends and family rely on me to walk and feed their dogs. I love playing and caring for dogs! I mostly work from home during the week so I am able to be fully present and attentive to those I am watching during that time. I stick to a schedule based on what their owner has told me what their needs are. I like to stick to their walking and feeding routine, as well as gaining their trust so they are comfortable in my home.

Sitter Profile Image: Danny L.
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Danny L.
Star Sitter
from
$55
per night
5.0 out of 5 stars
33 reviews
13 repeat clients
9 years of experience
Fort Washington, MD, 20744

Spenser loved staying with Danny, Damaris, and Thor! They are such kind and caring people, and their own dog Thor is absolute sweetheart. I felt at ease knowing my pup was in a loving home. Highly recommend them to anyone looking for a trustworthy, dog-loving sitter!

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NATALIIA K.
Sitter Profile Image: Johanna T.
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Johanna T.
Star Sitter
from
$50
per night
5.0 out of 5 stars
8 reviews
3 repeat clients
15 years of experience
Cambridge, MD, 21613

Johanna cared for Maggie like her own! Mags seemed to have a wonderful time, was happy and calm when we picked her up. Safe home. Look forward to having Maggie with Johanna in the future!

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Emily E.
Sitter Profile Image: Payton P.
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Payton P.
Star Sitter
from
$50
per night
5.0 out of 5 stars
11 reviews
2 repeat clients
7 years of experience
Cheverly, MD, 20785

Payton and Graham were fantastic with our dog, Indy. They have a backyard he loved playing in, but even more impressive they were able to get his halter on (he's extremely headshy) and take him on actual walks. Videos they sent showed Indy snuggling with Payton in a way he has only done with us before. Communication was excellent, and Indy clearly loved being there. Not only would we book again with Payton and Graham, I'm doing so right now!

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Jeremy B.
Sitter Profile Image: Sabrina V.
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Sabrina V.
Star Sitter
from
$50
per night
5.0 out of 5 stars
115 reviews
40 repeat clients
50 years of experience
Upper Marlboro, MD, 20774

Sabrina was a lifesaver! We booked to board with someone else and they canceled at the last minute. Sabrina was able to help us out. My pups LOVED her (8 year old golden doodle, and 2 year old mini poodle). We’ve found our new favorite pet sitter and we’ll be booking with her from now on.

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Folami Y.
Sitter Profile Image: Kristi M.
Verified Background Check
Kristi M.
Star Sitter
from
$30
per night
5.0 out of 5 stars
15 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: Tara G.
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Tara G.
from
$45
per night
5.0 out of 5 stars
36 reviews
12 repeat clients
20 years of experience
White Plains, MD, 20695

Tara was absolutely amazing!! This was my first time leaving my two pups in her care and I couldn’t have asked for a better sitter. She sent tons of pictures throughout the day and very thorough updates on what was going on throughout their stay. One of my pups had a rough time adjusting to a new space and had some accidents inside and Tara was so patient and understanding. I also have a senior pup and they were all so careful with him and ensured he was safe the whole visit. She took them on walks, had lots of playtime and they got tons of cuddles from the whole family. It gave me peace of mind knowing my pups were safe and being cared for as if they were at home. I will definitely book again in the future, I highly recommend her services!

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Gabrielle V.
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The median cost per night for pet boarding in Chesapeake Beach is $50

Pet parents share their Rover experiences - Chesapeake Beach

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5.0 out of 5 stars

Brittany made our last minute cruise vacation worry free! Chase our frenchie had a wonderful stay and made friends with her friendly dog Charlie! You are a life saver Brittany, thank you so very much!! One of the best here on Rover!

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Charlene G.
Boarding
5.0 out of 5 stars

Fantastic sitter who frequently shared photos, videos and updates. Our senior dog had a great time and came home happy and healthy. I highly recommend and look forward to booking again.

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Ken W.
Boarding
5.0 out of 5 stars

Denise was amazing. She sent updates that eased my anxious mind and Eenie came home incredibly happy. Would definitely board with Denise again. Thank you so much!

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Erinn D.
Boarding
5.0 out of 5 stars

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.

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Melissa E.
Boarding
5.0 out of 5 stars

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.

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Ramona W.
Boarding
5.0 out of 5 stars

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!

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Christopher O.
Boarding
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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 pets like family

  1. 1. Search

    Browse profiles of sitters near you who offer pet boarding
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit
  3. 3. Book & Pay

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Popular requests for pet boarding - Chesapeake Beach

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Sitters in Chesapeake Beach average 10
repeat pet boarding clients

FAQs for Boarding - Chesapeake Beach

Frequently asked questions about Rover

The average cost for Pet Boarding in Chesapeake Beach on Rover is $38.85 per night (as of August 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Pet 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 Pet Boarding. For more information on service fees, click here .

There are 3,529 sitters on Rover for Pet Boarding in Chesapeake Beach. About 91% of Chesapeake Beach sitters can respond to requests in under 60 minutes. Whether you’re planning ahead for holidays, need last-minute care, or need same-day coverage for an urgent trip, you can message multiple sitters at once to find available care.

Once you find the right match, you can arrange a Meet & Greet to ensure they are a perfect fit for your pet’s personality before confirming.

If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.

The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.

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.

A Meet & Greet is a short introductory meeting between you, your pet, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter or the new environment. During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.

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. Cats may be required to have Feline Viral Rhinotracheitis and Rabies up to date.

By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.

Emergency support is available by phone or email in English 24/7. When an incident occurs, we recommend that sitters contact our Trust & Safety team immediately so that they can connect your sitter with a board-certified veterinarian or offer other resources to help.

If a sitter needs to cancel at the last minute, Rover’s reservation protection means our team will work with you to find a suitable replacement as quickly as possible.

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