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 158
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: Lindsay H.
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Lindsay H.
Star Sitter
from
$52
per night
5.0 out of 5 stars
• 42 reviews
11 repeat clients
15 years of experience
Upper Marlboro, MD, 20772

“⭐️⭐️⭐️⭐️⭐️ Lindsay was absolutely amazing with my dog, Duke! From the very beginning, she was professional, responsive, and attentive to all of my questions, which immediately gave me peace of mind. Throughout Duke’s stay, she kept me updated daily with pictures and videos, and I could clearly see how happy and well cared for he was. That level of communication meant so much and truly set her apart. It’s not easy leaving your fur baby with someone, but Lindsay made the entire experience smooth and stress free. I would highly recommend her to anyone looking for a reliable, caring, and professional dogsitter. Thank you for taking such great care of Duke! 🐾”

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Shannon H.
Sitter Profile Image: Tyler G.
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Tyler G.
from
$30
per night
4.8 out of 5 stars
• 5 reviews
2 repeat clients
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: 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: Nikki G.
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Nikki G.
from
$32
per night
5.0 out of 5 stars
• 84 reviews
17 repeat clients
12 years of experience
Saint Leonard, MD, 20685

“Logan was very well cared for at Nikki's. He got along great with her dog and her cats! He appreciated games of fetch, steal the shoe and sleep on the bed!”

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Jeanette H.
Sitter Profile Image: Antavia G.
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Antavia G.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 9 reviews
5 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: Donna & Brian G.
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Donna & Brian G.
Star Sitter
from
$43
per night
5.0 out of 5 stars
• 112 reviews
50 repeat clients
25 years of experience
Upper Marlboro, MD, 20774

“I appreciate the care Donna provided to Chloe! She seemed to be very happy when I picked her up. I also valued how she took her time introducing her dogs to Chloe to see how their temperaments would be with one another. It also made me comfortable that there was a small group of dogs in the home during her stay. I would definitely rebook with Donna to care for Chloe!”

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Ashlee 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
• 817 reviews
194 repeat clients
25 years of experience
Upper Marlboro, MD, 20772

“Team Hopkins take such good care of my baby. It means the world having the assurance that your pup is well cared for while away on travel. We appreciate you both!”

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Waynenetta J.
Sitter Profile Image: Kaseem B.
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Kaseem B.
from
$30
per night
5.0 out of 5 stars
• 4 reviews
4 years of experience
Owings, MD, 20736

“Kaseem was very attentive to Gabe's needs and communicated well. Gabe barely knew we had arrived to pick him up. Kaseem is highly recommended and we will request his services any time we go out of town”

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Jon M.
Sitter Profile Image: Monica L.
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Monica L.
Star Sitter
from
$42
per night
5.0 out of 5 stars
• 121 reviews
29 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: 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: Mady H.
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Mady H.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 90 reviews
27 repeat clients
10 years of experience
Bowie, MD, 20716

“Mady is an exceptional fur baby boarder and my fur baby, Max absolutely loves her, Bandit and the family! She provided lots of daily updates with pictures, showing regular walks and playtime in the yard. Because of Mady, I was able to enjoy my first vacation in over 20 years without worrying about Max and I truly appreciate her. I can't thank Mady enough for providing exceptional care for Max while I was out of the country. My next vacation will definitely include a booking with Mady!❤️”

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Detra B.
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: Mary A.
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Mary A.
from
$35
per night
5.0 out of 5 stars
• 189 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: Ashley P.
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Ashley P.
Star Sitter
from
$31
per night
5.0 out of 5 stars
• 52 reviews
16 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: Aaron & Tia M.
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Aaron & Tia M.
Star Sitter
from
$40
per night
4.9 out of 5 stars
• 35 reviews
11 repeat clients
40 years of experience
Clinton, MD, 20735

“Aaron and Tia were amazing with our pups! They went the extra mile and were extremely responsive and helpful with any needs the dogs had while we were on our honeymoon. I highly recommend them for exception care and a stress free trip!”

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Hannah V.
Sitter Profile Image: Elissa F.
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Elissa F.
from
$55
per night
5.0 out of 5 stars
• 52 reviews
22 repeat clients
11 years of experience
Brandywine, MD, 20613

“Elissa was great! She watched our large dog (110lb Rottweiler) for a week and Penny came home as happy as when we dropped her off. Penny had developed a bladder infection right before we dropped her off with Elissa; it resulted in her having accidents inside the house (which is not normal at all for her) but Elissa was very patient and understanding and let Penny out every 2 hours which helped. Elissa sent pictures and was responsive and very patient and kind. Penny didn’t really even want to go home with us, she wanted to stay with Elissa!”

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Becca A.
Sitter Profile Image: Sharon R.
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Sharon R.
from
$50
per night
5.0 out of 5 stars
• 4 reviews
30 years of experience
CHURCHTON, MD, 20733

“Sharon is an excellent communicator and very accommodating to my many changes (the weather wasn’t my friend). We had a great meet and greet. She sent sweet pics and took awesome care of my pup. Thank you!”

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Renee R.
Sitter Profile Image: Shuling J.
Verified Enhanced Background Check
Shuling J.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 199 reviews
86 repeat clients
8 years of experience
Annapolis, MD, 21401

“Shuling was a fantastic and attentive sitter to our dog while we were out of town. We got regular updates about his care with photos and videos, and she made sure he was comfortable and happy during his stay!”

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Antoine J.
Sitter Profile Image: Kristina B.
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Kristina B.
from
$100
per night
5.0 out of 5 stars
• 2 reviews
2 repeat clients
15 years of experience
North beach, MD, 20714

About: I have grew up with my whole life with animals .They have always been a passion of mine! I am currently looking to pursue my career at an animal hospital and eventually start school for a veterinarian assistant ! One of my favorite child hood memories is looking back to all of our pets we had. We had dogs ,hamsters, iguanas, turtles ,cats,fish etc ! You name it we probably had it ! I am very compassionate, patient and friendly and i will make sure to treat your fur child like my own for sure! I have a daughter and also a 8 year old boxer who i adore so much so i absolutely know and understand how hard it can be to trust anyone with the ones we love the most but look no farther I will take care of them with no worries at all!! Your pets safety and needs will always be the number one priority at all times then the fun comes next! I cant wait to meet you and your furr kids soon to play and pamper them all!

Sitter Profile Image: Lashelle C.
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Lashelle C.
from
$55
per night
5.0 out of 5 stars
• 16 reviews
9 repeat clients
22 years of experience
Waldorf, MD, 20601

“Lashelle was a great person to watch over my dog. She provided me with daily updates and pictures of his visit. Through updates, I was able to view the love and care given to my dog while I was away. I will definitely seek to work with her again.”

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Ericka N.
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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

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!

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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.

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Lauren C.
Boarding
5.0 out of 5 stars

Bianca was fantastic!! From the get go she made Bailey feel welcome, comfortable and loved! She is a genuine pet lover! Bianca was accommodating to our asks re Baileys rules, super communicative kept us updated during his stay and we could tell he was happy. Bianca has a great space and set up for the doggies. I would totally recommend and would def book again. Thank you Bianca and Family!

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Romina A.
Boarding
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
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  • 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?

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  • 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

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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 Pet 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 September 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 3,544 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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