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
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: Monica L.
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Monica L.
Star Sitter
from
$55
per night
5.0 out of 5 stars
112 reviews
28 repeat clients
14 years of experience
Cheltenham, MD, 20623

I couldn’t be happier with the care my dog received while staying with Monica. Having a virtual meeting was ideal for us to get to know Monica and for her to learn more about Bentley. This helped solidify that I made the right decision. From the moment I dropped Bentley off, I felt confident that he was in great hands. Throughout Bentley’s stay, I received updates and photos, which gave me peace of mind. It was clear he were getting plenty of exercise, socialization, and love. When I picked him up, he was happy and had obviously been well cared for. I highly recommend Monica to anyone looking for a reliable and loving place to board their dog. I will definitely be bringing Bentley back in the future!

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Jasmine H.
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
763 reviews
187 repeat clients
25 years of experience
Upper Marlboro, MD, 20772

Lynette and Vincent were hands down my fur baby, Chloe’s family while we were away. This has been my best experience with Rover. Lynette was so flexible and responsive throughout the entire process. She is so kind and took such great care of Chloe. She went beyond the usual things that it takes to care for a pup. I truly appreciate her and her husband and I can assure you will vacay at ease with them caring for your pup. I can’t wait til next time!!

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Darmika S.
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
100 reviews
44 repeat clients
25 years of experience
Upper Marlboro, MD, 20774

I would leave 6 - Stars if I could. My fur baby was well taken care of. Donna and her husband were excellent hosts. Their love for pets was very obvious. I truly hope I have the opportunity to board my baby with them again.

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Hudene W.
Sitter Profile Image: Kristi M.
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Kristi M.
Star Sitter
from
$30
per night
5.0 out of 5 stars
13 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: 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: Ashley B.
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Ashley B.
from
$50
per night
4.9 out of 5 stars
52 reviews
29 repeat clients
16 years of experience
Upper Marlboro, MD, 20772

Ashley kept my fur baby for 1 day and night. I am super pleased with how she and her boys cared for my dog. She sent pics and I could tell he was enjoying his stay even though he's a true Momma's boy. I would recommend and use Ashley's services again. She is very polite and professional.

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Layona M.
Sitter Profile Image: Amber M.
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Amber M.
from
$50
per night
5.0 out of 5 stars
7 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: 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

If you’re not booking Mady when she has availability then what are you doing. Mady was AWESOME! She took great care of our dog and sent tons of pictures and some video. She has a dog friendly home so if your dog has free range of the house like ours they will feel at home. Definitely will be using Mady again if her availability meets our needs for boarding. 5 ⭐️ job Mady.

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Darryl W.
Sitter Profile Image: Mary A.
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Mary A.
Star Sitter
from
$35
per night
5.0 out of 5 stars
186 reviews
47 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: Shuling J.
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Shuling J.
Star Sitter
from
$45
per night
5.0 out of 5 stars
139 reviews
61 repeat clients
8 years of experience
Annapolis, MD, 21401

Shuling was like a second mom to Wally while I was away! They treated him like he was their own and he loved playing with their dog. Shuling sent pictures and videos every day so that I felt comfortable. Looked like he was having a blast! Will definitely book again.

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Kelly 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
63 reviews
30 repeat clients
25 years of experience
Brandywine, MD, 20613

As a first time Rover client, my husband and I were very hesitant to leave our big boy with "anybody" not knowing if they would treat him like we do...like family! Well, *insert* Gio and Vanessa! They are not just "anybody" they are EVERYTHING!!!! From scheduling a meet up to dropping Zulu off, this whole experience with Rover, in particular, Gio and Vanessa, was so so amazing. Gio is who my husband and I met first, and we instantly clicked. He is warm, inviting, professional, and his love for animals is very apparent. We bought our little Big guy with us and even he fell asleep, peacefully, as we spoke about our likes and dislikes and how we parent Zulu. Gio was very upfront about how their system runs at their house, and because I'm a planner who also loves structure, so listening to Gio talk about how the drop off, daily videos, feedings, walks, interactions, and pickup would happen was like music to my ears. After our first meet up, we made sure to set the family up for success with Zulu and just like Gio said, things were so super smooth. He stuck to his word and shared daily videos and we chatted through Whats App when needed. He and his family showed Zulu kindness and love and we will NEVER forget that. For our first experience with leaving our furbaby in the care of who started out as a stranger, only to end this whole experience feeling like we left our guy with a home filled with love, we have to admit Gio and Vanessa are EXACTLY who you would want to care for your furbaby...no matter the size. Please don't hesitate to give them a try. It's a pup care heaven! We are totally satisfied and might I add, a bit spoiled by goodness to our furbaby! Go ahead, click on their page!! You won't regret it ❣️

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Mrz. S.
Sitter Profile Image: La Tasha T.
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La Tasha T.
from
$50
per night
5.0 out of 5 stars
52 reviews
27 repeat clients
30 years of experience
WALDORF, MD, 20601

La Tasha always takes care of Ace as if he is her own. I don’t know what I’d ever do if she wasn’t available to watch my Ace. Very caring and loving environment. Love the checkins and updates

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Isi P.
Sitter Profile Image: Anna S.
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Anna S.
from
$50
per night
30 years of experience
Prince Frederick, MD, 20678

About: I live on a 300 acre farm which has given me experience with all types of animals. I am also a veterinary technician and have experience treating all types of dogs, cats, & exotics. I have 2 well-socialized basset hounds that are the highlight of my day. There is plenty of room to roam and play. Can offer trail walks / runs, fetch, belly rubs, swimming (if Owner allows), couch time, and toys & treats. Comfortable with the extra care senior dogs require. Happy to accept puppies too. Able to administer medications, CPR, and handle emergencies. True animal lover. I will treat your pets like they are my own. Your pets would not be left alone for more than 2 hours - I work 3 mi. from my home so would be able to pop home anytime to tend to your pets. I have a 1-acre fenced in area and 300 acres of farmland to roam. Happy to crate your dogs if requested; otherwise they would be allowed in the home freely.

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

Sabrina was so caring and attentive to Ace. I really appreciate the time she took with him and even making some recommendations. She went above and beyond with Ace, so we will definitely be back again soon!!!

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Shalonda C.
Sitter Profile Image: Ashley P.
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Ashley P.
Star Sitter
from
$31
per night
5.0 out of 5 stars
46 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: 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: Myla G.
Verified Enhanced Background Check
Myla G.
Star Sitter
from
$30
per night
5.0 out of 5 stars
12 reviews
3 repeat clients
8 years of experience
Hughesville, MD, 20637

Myla was great! She sent frequent pictures and updates and my dog seemed super happy and healthy after. Will definitely book again!

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Katie W.
Sitter Profile Image: Branden G.
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Branden G.
from
$50
per night
4.9 out of 5 stars
222 reviews
107 repeat clients
12 years of experience
Upper Marlboro, MD, 20772

Branden was wonderful with Bruno who loves a lot of attention. He was responsive when I checked in and also provided updates. He was flexible with drop off and pick up times. Im very careful who I leave my Bruno with and I will book with Branden again.

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Aisha M.
Sitter Profile Image: Aaron & Tia M.
Verified Enhanced Background Check
Aaron & Tia M.
Star Sitter
from
$40
per night
5.0 out of 5 stars
5 reviews
2 repeat clients
40 years of experience
Clinton, MD, 20735

Ace seems to have enjoyed his stay!

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Elizabeth W.
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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

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
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

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
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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?

  • Cashless payments

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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.

How Rover works

  1. 1. Search

    Browse profiles of sitters near you who offer pet boarding
  2. 2. Meet & Greet

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  3. 3. Book & Pay

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Sitters in Chesapeake Beach average 10
repeat pet boarding clients

FAQs for Dog 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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