Pet Boarding Chesapeake Beach

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

Pick-Up
Search

Over 178
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.

1 / 1
Sitter Profile Image: Sabrina V.
Verified Enhanced Background Check
Sabrina V.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 125 reviews
46 repeat clients
50 years of experience
Upper Marlboro, MD, 20774

“Thank you so much for being flexible with my schedule and taking great care of my daughter's dog. We will definitely book with you in the future”

Profile image
Renee H.
Sitter Profile Image: Marta F.
Verified Enhanced Background Check
Marta F.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 47 reviews
23 repeat clients
17 years of experience
bowie, MD, 20715

“OMG! Marta is awesome. Prince enjoyed his time with Marta and Lucas. Marta sent pictures and updates on Prince every morning and every evening. Prince came back home well rested and relaxed and ready to go some more. I highly recommend Marta to take care of your fur baby. Marta is sensational, wonderful spirit and personality.”

Profile image
Lillian C.
Sitter Profile Image: Marla C.
Verified Enhanced Background Check
Marla C.
from
$45
per night
4.6 out of 5 stars
• 11 reviews
5 repeat clients
2 years of experience
District Heights, MD, 20747

“Marla did an amazing job taking care of my dog, Caramel. She sent photos and videos, which really gave me peace of mind. I highly recommend Marla and would absolutely trust her again in the future!”

Profile image
Joseph E.
Sitter Profile Image: Carlton M.
Verified Enhanced Background Check
Carlton M.
Star Sitter
from
$38
per night
5.0 out of 5 stars
• 20 reviews
8 repeat clients
16 years of experience
Upper Marlboro, MD, 20772

“Carlton took such good care of my dog and sent amazing pictures which made us feel like we were right there with them. Would definitely use him again.”

Profile image
lajuan g.
Sitter Profile Image: Taylor & Lynnett B.
Verified Enhanced Background Check
Taylor & Lynnett B.
from
$55
per night
5.0 out of 5 stars
• 84 reviews
22 repeat clients
9 years of experience
Waldorf, MD, 20601

“This was second experience leaving my pup with a sitter. Taylor was awesome. She made us feel so welcomed. She took very good care of our fur baby and she even groomed her ?. I would surely use Taylor again and again. Totally recommend.”

Profile image
Lu D.
Sitter Profile Image: Shelby B.
Verified Enhanced Background Check
Shelby B.
from
$57
per night
5.0 out of 5 stars
• 29 reviews
6 repeat clients
7 years of experience
Annapolis, MD, 21403

“Absolute gem of a sitter! We felt completely comfortable with them knowing our pup was in great hands. Communicative, flexible, and attentive. Highly recommend!”

Profile image
Pamela N.
Sitter Profile Image: Lee S.
Verified Enhanced Background Check
Lee S.
from
$40
per night
5.0 out of 5 stars
• 18 reviews
7 repeat clients
30 years of experience
Upper Marlboro, MD, 20721

“Great experience overall. Very caring, communicative, and made me feel comfortable leaving my dog for the first time. Would definitely book again.”

Profile image
Jon R.
Sitter Profile Image: Crystal J.
Verified Enhanced Background Check
Crystal J.
from
$75
per night
1 repeat client
20 years of experience
Dunkirk, MD, 20754

About: I was an owner of a 8yr old Cane Corso who has now passed away from bone cancer. She has had 2 litters whom I cared for. 7 puppies each litter for 8 weeks was such an amazing experience! We have 4 sons and she was always attached to our 3rd son’s hip. We also rescued a beautiful cat, Misaki, who is now 1 1/2. My youngest son begged us for her and she has claimed me. She is the most sweetest thing and loves to cuddle. She follows me everywhere which we should have named her Shadow. If I could bring all the animals into my home I truly would! Myself and my youngest boys ages 16 & 15 would love to care for your animals as we would our own! We now have Briahs grandson Deuce is now 1 1/2 and is huge and a ball of fun! I’m currently a homeschool mom for I’m very flexible. I work part time but I’m available at anytime. I will make sure your babies are well taken care of! I am available three times a day for services and anytime you need your babies needs met. If they need play time we can do that or even just a belly rub after dinner :)

Sitter Profile Image: Tanita & Terrence B.
Verified Enhanced Background Check
Tanita & Terrence B.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 209 reviews
81 repeat clients
16 years of experience
Waldorf, MD, 20603

“Where do I start…the first meet Tanita was very welcoming answered all my questions and Cane and Cody was comfortable she made my decision very easy. When I dropped the babies off Terrance her husband was the same as Tanita welcoming and excited to receive the boys. They sent pictures/videos and I’m just happy that I found these two.. My babies looked happy and was well taken care of. If you need a dog sitter.. Tanita and Terrance is IT hands down. I’m blessed I found them.”

Profile image
Cynita M.
Sitter Profile Image: Eli M.
Verified Enhanced Background Check
Eli M.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 73 reviews
33 repeat clients
15 years of experience
Bowie, MD, 20715

“Eli is the best!! I love the care he shows Skittles. I didn’t send enough food for my dog and Eli purchased more food for my furbaby!! The videos and pictures always made me feel good that my Skittles was doing just fine!! Eli will always be my first choice to sit for my dog.”

Profile image
Kiki H.
Sitter Profile Image: Jessica C.
Verified Background Check
Jessica C.
Star Sitter
from
$65
per night
5.0 out of 5 stars
• 188 reviews
84 repeat clients
20 years of experience
Upper Marlboro, MD, 20715

“Jessica is AMAZING! She has a wonderful, warm and unique connection to animals. Our three dogs are very different (Golden doodles ages 10yrs and 5yrs and rescue lab mix age 1 yr) with varying personalities, energy levels and care needs and she connected with ALL of them immediately. Her long and deep experience in working with pets brings a level of expertise unmatched and we were immediately comfortable knowing ours would be safe, secure, happy and well cared-for during our recent family trip. We hope to have Jessica take care of Aspen, Koda and Lilo the next time we plan a time away. She is a rock star!”

Profile image
Cynthia K.
Sitter Profile Image: Renea W.
Verified Enhanced Background Check
Renea W.
from
$45
per night
5.0 out of 5 stars
• 10 reviews
4 repeat clients
10 years of experience
Bowie, MD, 20716

“Renea and her son were amazing with Quavo! They kept me updated, made me feel comfortable while I was away, and most importantly treated him with so much care and patience. Quavo can be particular at times, and I could tell she genuinely took the time to make sure he was comfortable and well cared for. She was communicative, reliable, and very easy to work with from start to finish. I would absolutely book with her again and highly recommend her to anyone looking for someone trustworthy to watch their dog.”

Profile image
aliyah u.
Sitter Profile Image: Michelle M.
Verified Background Check
Michelle M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 572 reviews
262 repeat clients
25 years of experience
Annapolis, MD, 21409

“Michelle kept our dog over the holidays and was so nice and easily worked around our schedule for drop off and pick up. She kept us posted during his stay and had other dog guest to keep our pup entertained! Will be using her again!”

Profile image
Katie W.
Sitter Profile Image: Janaya W.
Verified Enhanced Background Check
Janaya W.
from
$40
per night
5.0 out of 5 stars
• 10 reviews
6 repeat clients
4 years of experience
Upper Marlboro, MD, 20774

About: My love of dogs began when my mom got a puppy when I was in sixth grade. Now I am a dog mom. I've been the proud mom of a Boston Terrier/Frenchie mix for the past 4 years. I've raised her since she was 3 months old, through potty training, puppy training and intermediate training. I'd love to care for your fur baby too. I'm at home during the day and available to drop in/ walk your fur baby. I am available in the mornings and in the afternoon. I have an unfenced end unit townhouse. There is grass on the side of my house and plenty of unfenced grass in my townhome community. I work from home almost every day of the week so I will have time to take care of your baby during the weekday. I'm able to get out and walk dogs on the weekends. I have an unfenced yard and a fenced play area in front of my house. I have a friendly fur baby who likes to play and thinks she's the leader of the pack.

Sitter Profile Image: Dasia J.
Verified Enhanced Background Check
Dasia J.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 10 reviews
3 repeat clients
20 years of experience
Accokeek, MD, 20607

“My girls enjoyed their stay. They came home happy and ready to go again. I highly appreciate Dasia keeping up with my senior's eye drops to include logging when she received them.”

Profile image
Jennifer C.
Sitter Profile Image: Raynell H.
Verified Enhanced Background Check
Raynell H.
Star Sitter
from
$35
per night
4.9 out of 5 stars
• 39 reviews
28 repeat clients
5 years of experience
Bowie, MD, 20716

“I highly recommend Raynell for anyone looking for a trustworthy and caring pet sitter! She took exceptional care of my dog while I was away. Her attention to detail and patience made me feel confident that my dog was in good hands. The regular updates and photos She sent me brought me peace of mind, and my dog seemed happy and relaxed upon my return. Raynell truly went above and beyond to ensure my dog's comfort and happiness.”

Profile image
Joyce A.
Sitter Profile Image: Estela M.
Verified Enhanced Background Check
Estela M.
from
$45
per night
4.9 out of 5 stars
• 53 reviews
31 repeat clients
5 years of experience
Lanham, MD, 20706

“Estela did a great job looking after Jack while I was away. She frequently sent pics and closely watched and attended to him that enabled his small tail wound to heal without wearing a cone all day. She treated Jack as one of her own.”

Profile image
Richard G.
Sitter Profile Image: Luz M.
Verified Enhanced Background Check
Luz M.
Star Sitter
from
$36
per night
5.0 out of 5 stars
• 9 reviews
13 repeat clients
10 years of experience
Fort Washington, MD, 20744

“My dogs have stayed with Luz 2 times now, and she’s Been great both times. She handled my pup’s medical matter with care. I’ll definitely use her again.”

Profile image
Alexis S.
Sitter Profile Image: Bryana D.
Verified Enhanced Background Check
Bryana D.
from
$55
per night
5.0 out of 5 stars
• 33 reviews
9 repeat clients
15 years of experience
Clinton, MD, 20735

“Bryana was flexible and responsive. Harlem enjoyed his time with her. She provided pics of the furbaby while I was away. Would definitely utilize her services again!”

Profile image
Janelle P.
Sitter Profile Image: Emily S.
Verified Enhanced Background Check
Emily S.
from
$60
per night
5.0 out of 5 stars
• 17 reviews
6 repeat clients
10 years of experience
Annapolis, MD, 21403

“Emily was there in a pinch! I was able to leave town for work knowing that Maverick was safe and have a blast with other four-legged friends. Thank you!”

Profile image
Heather C.
1 / 1
View more

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

Brittany is the best! We so appreciate how cared for our pup is when he stays with her, and he always comes back in the best mood & tired out from all the fun. 💖🐾

Profile image
Jessica C.
Boarding
5.0 out of 5 stars

The perfect fit! Bianca and her family welcomed my pup in their beautiful home and treated her like she was their own. Their dog Maggie was the perfect playmate and I came home with one happy tired dog. It feels so good knowing when I travel Harper now has loving and fun place to go. Thank you so much Bianca ❤️

Profile image
Amanda O.
Boarding
5.0 out of 5 stars

Kristi was great! She sent pics and videos and gave updates throughout the stay. Our girls were well loved while in her care!

Profile image
Danielle R.
Boarding
5.0 out of 5 stars

Amelia is very kind and communicative. She was able to send me updates and photos throughout the duration of my dog’s stay with her. Highly recommended and would use her services again!

Profile image
Damon G.
Boarding
5.0 out of 5 stars

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.

Profile image
Lauren C.
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!

Profile image
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.

Profile image
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.

Profile image
Ramona W.
Boarding
1 / 1
Find pet care near you

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.

How to book pet boarding

  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

    It's that easy! All payments are processed through Rover's secured platform.

Popular requests for pet boarding - Chesapeake Beach

Select a filter and find qualifying sitters offering pet boarding.

Sitters in Chesapeake Beach average 10
repeat pet boarding clients

FAQs for Pet Boarding - Chesapeake Beach

Frequently asked questions about Rover

The average cost of Pet Boarding in Chesapeake Beach is $39 per night as of October 2026. Most bookings cost between $32 and $52 per night. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

There are 3,585 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 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 , which provides up to 25,000 in eligible veterinary care reimbursement.

A Meet & Greet is a casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet 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. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first .

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 .

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.

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, means our team will work with you to find a suitable replacement as quickly as possible.

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge