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 177
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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: Kristi M.
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Kristi M.
Star Sitter
from
$30
per night
5.0 out of 5 stars
14 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: Donna & Brian G.
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Donna & Brian G.
Star Sitter
from
$43
per night
5.0 out of 5 stars
101 reviews
44 repeat clients
25 years of experience
Upper Marlboro, MD, 20774

I am so happy I found Donna. Donna is amazing! She treated my fur baby Pixie as if she was her own. Donna kept me up to date daily with pictures and videos. I can tell Pixie was so happy with Donna. She is genuine and has great energy. She is a dog lover! This is my first time using the rover app. Pixie looked so sad driving home leaving Donna. I look forward to many more stays for Pixie with Donna. Thank you so much, words cannot express how appreciative I am, you took such great care of Pixie. 🫶🫶🫶

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Charlene C.
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: Tyler G.
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Tyler G.
from
$30
per night
4.8 out of 5 stars
4 reviews
1 repeat client
1 year of experience
Shady Side, MD, 20764

Lovely couple with a baby and a toddler. Buffy had to warm up to Parker, their German Shepherd but I hear it went well. Tyler and wife watched Buffy on a holiday, July 4th. They were very gracious when I requested an itinerary change. I felt like they were really attuned to Buff-dog. Will definitely ask again for their assistance.Highly recommend.

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Penny B.
Sitter Profile Image: Sharon R.
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Sharon R.
from
$50
per night
30 years of experience
CHURCHTON, MD, 20733

About: I provide loving care for pets of all ages, from playful puppies to seniors, with experience in training, special needs, and making every animal feel safe. As a retiree, my days revolve entirely around the animals in my care. They receive my full attention, love, and time—morning to night, every single day. I live in a safe, animal-friendly waterfront neighborhood with very few cars and plenty of space to play. Pets enjoy walks to nearby parks and, for water-loving “babies,” splashing adventures at the bay—all in a calm, welcoming environment where they’re treated like family.

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

This was our first time using Rover so we were nervous about leaving our fur baby with a Stanger in their home. Well Mady met and exceeded our expectations! We have a 96 pound Rottweiler and Mady loved on her and she enjoyed spending time with their dog Radar! She has a clean and spacious fenced in back yard and also took Stormy on nice walks! There were also toys there to keep Stormy occupied and happy. Mady followed our instructions exactly as it relates to her care. She sent pictures and videos which kept us from worrying! We highly recommend Mady, it’s clear this is not just a business for Mady, she truly has a love for dogs!

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Utokia L.
Sitter Profile Image: Lindsay J.
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Lindsay J.
from
$30
per night
5.0 out of 5 stars
15 reviews
5 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: Mary A.
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Mary A.
Star Sitter
from
$35
per night
5.0 out of 5 stars
187 reviews
48 repeat clients
30 years of experience
Upper Marlboro, MD, 20772

We had a wonderful experience with Mary. My dog struggles with separation anxiety, so leaving her can be stressful, but she was in incredibly capable and compassionate hands. From the start, it was clear that she genuinely cares about the dogs she boards and takes the time to understand their individual needs. She was patient, attentive, and proactive in making sure my dog felt comfortable and secure. I received updates that gave me peace of mind, and it was obvious my dog was being well cared for. When I picked her up, she was calm, happy, and clearly had been treated with kindness. I would absolutely recommend her to anyone. We will definitely be booking with her again.

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Chelsea C.
Sitter Profile Image: Chelsea B.
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Chelsea B.
from
$45
per night
5.0 out of 5 stars
45 reviews
18 repeat clients
10 years of experience
Upper Marlboro, MD, 20772

She was super awesome as a sitter. I was well informed on the status of my 2 little ones. She sent photos regularly and I slept well at night knowing they was in her car. I’ll definitely be utilizing her services again and recommend her to others.

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

Perfect sitter for our furbaby! She took special care of Him! You can tell she really loves dogs. Her attention to detail especially towards our senior dog was greatly appreciated. He felt like it was his home away from home, evidenced by the way he did not want to leave lol. We will indeed be a repeat customer and would highly recommend Monica for your furbaby as well.

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Regina R.
Sitter Profile Image: Amber M.
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Amber M.
from
$50
per night
4.3 out of 5 stars
8 reviews
10 years of experience
Mechanicsville, MD, 20659

Hermione had a great experience with Amber. She loved playing with her children. Hermione’s first boarding experience was great. Looking forward to getting Amber again!

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Freddie H.
Sitter Profile Image: Vanessa & Giovanni G.
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Vanessa & Giovanni G.
Star Sitter
from
$65
per night
5.0 out of 5 stars
67 reviews
31 repeat clients
25 years of experience
Brandywine, MD, 20613

Loki's stay with Giovanni & Vanessa was beyond what we could imagine. We truly enjoyed getting to know them during our meet and greet and seeing how Loki connected with them. Loki was spoiled with love, attention and bits of training. We recieved daily updates of Loki and we really enjoyed the videos. We would definitely book with them again as it was obvious Loki had lots of fun and felt comfortable with them. Thanks so much Giovanni & Vanessa you guys are awesome!

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Jakie M.
Sitter Profile Image: Ashley P.
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Ashley P.
Star Sitter
from
$31
per night
5.0 out of 5 stars
48 reviews
15 repeat clients
15 years of experience
Huntingtown, MD, 20639

About: I am very experienced with large dogs, energetic and sometimes bitey puppies, cats, senior dogs who may not be able to get around as well, and all ages inbetween! Insulin injections and pill medications are no problem. I also do visits including other small critters and farm animals (rabbits, chickens, ducks, reptiles, etc.) I currently own two Nova Scotia Duck Tolling Retrievers, two cats, and a whole flock of chickens. I am usually available with short notice on weekends & evenings! Multi animal households are no problem and I take pride in being very thorough at my meet and greets. If there is anything to know about your pets that would make my visits the best visits ever, please do not hesitate to let me know! My normal office work schedule is 7:30-4:00 Monday-Friday. For my South County friends I may be able to accommodate a daytime drop in for your pets during those hours if absolutely needed. For all other distances and house sitting I am available 4pm and later on weekdays and any time on weekends! Weekday morning drop-ins or walks are scheduled between 5:30am- 7:00am Additional tasks with my services include but are not limited to: bringing in mail & packages, putting trash or recycling out for pick up, returning bins to where they are kept, and watering plants as needed! If you will need me to do any or all of these (or additional tasks) please let me know!

Sitter Profile Image: Ashley B.
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Ashley B.
from
$50
per night
4.9 out of 5 stars
53 reviews
29 repeat clients
16 years of experience
Upper Marlboro, MD, 20772

Omg what can I say… I just want to keep her for myself 😆 after searching and going through a few sitters, 1 on here and 2 recommended by someone else, I think we’ve found our person! She does require a meet & greet beforehand which I absolutely love and once we had ours we were sold. She was flexible with pick up and drop off, we even had a possible change and she was totally understanding. She checked in every evening with pics and a recap. She even let me know things that I needed to be aware of behavior wise so we can correct our baby at home, as he still getting to know the world and being exposed to new things. She was extremely patient and my pup fell in love staying with her and her family. He was overly comfortable and she helped with that. Picking up was a breeze, she gave the update for that day and we chatted for a few and even tho my pup was extremely excited to see us and was ready to go home, he showed them some extra love before leaving and that’s what really sold me! We will definitely be back!!!

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Shay M.
Sitter Profile Image: HELEN H.
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HELEN H.
from
$45
per night
20 years of experience
Upper Marlboro, MD, 20772

About: Hi pet parents. My name is Helen, I'm 42 and single with a 2 year old miniature pinscher. Chase attends Dogwood Acres daycare once a week and loves other dogs. He has a great time playing with his "cousin" who is a 50lb Ozzy Doodle. Chase loves to play, we go on 2-3 walks per day in our neighborhood. I also have a huge fully fenced backyard and a she shed to warm up in. I work from home a few days a week I walk my dog 2x per day. My dog is neutered and loves playing with other dogs. I have a fully wood fenced yard and an air conditioned “she shed” for dogs to hang out in. My home is dog friendly and full of dog toys.

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

Sabrina took great care of my doggie while we were away during Thanksgiving. My little guy had a great time and made new friends. She shared lots of pics and videos while we were away. I will schedule another visit soon.

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Dedra S.
Sitter Profile Image: Florine D.
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Florine D.
from
$50
per night
5.0 out of 5 stars
4 reviews
1 repeat client
10 years of experience
Aquasco, MD, 20608

Florine is amazing. Very caring and wonderful. I'm so glad that she is available on christmas holiday. Thank you so much Florine

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glv m.
Sitter Profile Image: Aaron & Tia M.
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Aaron & Tia M.
Star Sitter
from
$40
per night
5.0 out of 5 stars
11 reviews
2 repeat clients
40 years of experience
Clinton, MD, 20735

Needed last minute care for the July 4th holiday and found Aaron and Tia! Very accomodating and happy i chose them! I was worried Howie would get anxious but the daily photos and videos assured me he was well cared for and happy! Thank you so much!

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Christine K.
Sitter Profile Image: Yousaf A.
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Yousaf A.
Star Sitter
from
$30
per night
5.0 out of 5 stars
4 reviews
2 repeat clients
1 year of experience
Bowie, MD, 20716

This Tiko’s second time staying with Yousef and we couldn’t be happier, they are communicative and always send pics. Tiko is always happy when he returns and there is little to no anxiety. I can tell that he truly enjoys his time there!

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Victoria S.
Sitter Profile Image: Kiyanna B.
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Kiyanna B.
from
$50
per night
4.7 out of 5 stars
79 reviews
31 repeat clients
10 years of experience
Upper marlboro, MD, 20772

Kiyonna was great. She was able to squeeze my pups in last minute and even kept them past my original planned pick up time when I had to adjust. Very sweet girl!

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Cierra L.
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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

1 / 1
5.0 out of 5 stars

She was amazing! Belle's first time boarding and they gave her all the attention and did so good with her!! highly recommend we will definitely be reaching out again! You could tell Belle loved it too!

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J 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
5.0 out of 5 stars

Denise took wonderful care of our pup, Aspen! He had a great time in Denise’s home and we loved seeing all the pictures of him.

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Caitlyn J.
Boarding
5.0 out of 5 stars

Brittany and her family again provided top of the line care for Josie while we were away. Josie loves going there and we couldn’t find a better home away from home for Josie!

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John F.
Boarding
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Sitters in Chesapeake Beach average 10
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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 July 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 3,540 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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