Dog Boarding Chesapeake Beach

Find a loving dog sitter to watch your dog overnight at your sitter's home.

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Over 176
pet parents in Chesapeake Beach have booked dog boarding

Chesapeake Beach, Find top rated dog 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: Lori W.
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Lori W.
from
$45
per night
5.0 out of 5 stars
• 79 reviews
31 repeat clients
20 years of experience
Chesapeake Beach, MD, 20732

“Lori was amazing with our Elmer! She was attentive to his needs and kept us informed along the way. I loved that she provided us with daily photos. I highly recommend her care and Elmer can’t wait to visit again!”

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Melissa G.
Sitter Profile Image: Faith M.
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Faith M.
Star Sitter
from
$42
per night
5.0 out of 5 stars
• 22 reviews
8 repeat clients
2 years of experience
Chesapeake Beach, MD, 20732

“Faith was a great find for watching Tank! From the moment Tank met Faith at the meet & greet a few days beforehand, he was excited to be with her. When I dropped him off, I knew he was in good hands. I highly recommend Faith. Only recommendation is for her to send more pics to tge owner without having to be prompted.”

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Linda S.
Sitter Profile Image: Onayda P.
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Onayda P.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 568 reviews
311 repeat clients
7 years of experience
Owings, MD, 20736

“Onayda has been awesome. Both our dogs loved her! Maybe a little too much we’re not sure if they still wanted to go home lol! Super friendly, replies fast, and communicates consistently. Definitely worth it.”

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Ryan S.
Sitter Profile Image: Bianca T.
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Bianca T.
Star Sitter
from
$37
per night
4.9 out of 5 stars
• 146 reviews
85 repeat clients
15 years of experience
Sunderland, MD, 20689

“Bianca took such wonderful care of our dog! This was our first time having a sitter and she was very reassuring and responsive. She's very communicative and made sure to plenty of take photos, which I appreciated. Her whole family made Kiki feel at home, with lots cuddles!”

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Christina G.
Sitter Profile Image: Aleah J.
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Aleah J.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 16 reviews
5 repeat clients
10 years of experience
Chesapeake Beach, MD, 20732

“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.
Sitter Profile Image: Kristi M.
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Kristi M.
Star Sitter
from
$30
per night
5.0 out of 5 stars
• 21 reviews
6 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: Amanda D.
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Amanda D.
from
$80
per night
5.0 out of 5 stars
• 7 reviews
2 repeat clients
30 years of experience
North Beach, MD, 20714

“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.
Sitter Profile Image: Lindsay H.
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Lindsay H.
Star Sitter
from
$52
per night
5.0 out of 5 stars
• 43 reviews
12 repeat clients
15 years of experience
Upper Marlboro, MD, 20772

“WE WERE TURNED AWAY BY SOOOO MANY SITTERS... I checked the schedule of every sitter before making contact to ensure that they were available. I made contact with at least 10 sitters and got "I'm out of town" or no response at all. The issue was my dog was asked not to return to a commercial kennel "Muddy Paws." There was no violence or aggressive behavior, just anxiety shown by barking, howling, tipping food, and water. But all of this is in Ash's bio, and finally, someone was real enough to tell me. "After reading your dogs bio, I don't feel comfortable with him." So I gave up and started to cancel a much needed family vacation. Then I got a small sign and tried Lindsay. She was the only one who asked, "What happened at Muddy Paws?". From there, we exchanged texts, and she asked if we could have a meet and greet that day. We had a wonderful meet and greet, and she took Ash for our vacation. And from there, we were thoroughly impressed. We got pictures, videos, and text messages. My wife actually got a little jealous due to how comfortable Ash looked and smiled in every picture. Plus, he found a new best friend in her dog, Remi. Now, if you are curious to know how Ash did, I highly recommend you ask Lindsay. She even went as far as to write something the other sitters could read that would educate them on Ash's behavior. And we appreciate that so much. BUT AS LONG AS LINDSAY IS A SITTER, ASH DOES NOT HAVE ANY OTHER SITTERS. THANKS YOU, Lindsay, from the entire Jones family.”

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Steve J.
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: Aaron & Tia M.
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Aaron & Tia M.
Star Sitter
from
$40
per night
4.9 out of 5 stars
• 46 reviews
18 repeat clients
40 years of experience
Clinton, MD, 20735

“Aaron & Tia did an AMAZING job watching my Bella. They were so warm and welcoming and I left knowing she was in good hands. Thank you both for the care you gave to her. She had fun with her new fur friends as well! Thanks again! 😊”

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Andrea E.
Sitter Profile Image: Monica L.
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Monica L.
Star Sitter
from
$42
per night
5.0 out of 5 stars
• 124 reviews
33 repeat clients
14 years of experience
Cheltenham, MD, 20623

“Monica is great! I really appreciate her due diligence to make sure we were the right fit for each other, she sent daily report cards and pictures! So thankful that my dog was able to make new friends with her dogs as well. Thank you so much Monica!”

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Jerae W.
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: Rozlynn & Alexander H.
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Rozlynn & Alexander H.
from
$35
per night
5 years of experience
Shady Side, MD, 20764

About: I grew up with a small dog and have been a pet sitter for friends and family for just under 5 years. My husband grew up with 4 French bulldogs, although we do not have any special skills to train dogs we enjoy spending time with them. Pet care fits into our schedules on most weekends and some holidays. Our jobs limit us from having our own pets so we enjoy watching others during our time off. I will often be pet sitting with my husband as we live together. We care for pets by doing what’s instructed of us from their owners to keep their routine as close as possible in our home as it would be at theirs.

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
• 79 reviews
34 repeat clients
25 years of experience
Brandywine, MD, 20613

“We couldn’t have asked for anyone better than Gio and Vanessa to care for our fur baby Turner and his brother. They truly met and exceeded our expectations in caring for and loving them as if they were part of their family. The daily video, photo, and text updates put our minds at ease, letting us know our pups were happy and being well taken care of. Thank you Gio and Vanessa for everything!”

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Rose A.
Sitter Profile Image: Sofia F.
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Sofia F.
from
$40
per night
15 years of experience
Deale, MD, 20733

About: As a proud dog mom to my own rescue pup, I know firsthand that dogs are more than just pets—they're family! 🐾❤️ I absolutely adore my dog and understand how important it is to find someone you can trust to care for your furry family member. I have a genuine love for dogs of all breeds, sizes, ages, and personalities! I also have hands-on experience volunteering at the Humane Society, where I walked and cared for dogs with a variety of temperaments, energy levels, and individual needs. In addition to providing everyday care, I have experience administering medications and giving injections, allowing me to confidently care for dogs who may require a little extra attention or have specific medical needs. I understand the importance of following instructions carefully, maintaining routines, and ensuring every pup receives safe, attentive, and compassionate care. Whether your dog needs a fun walk, a drop-in visit filled with playtime and cuddles, or a comfortable home away from home while you're traveling, I'd love to help! I understand that every dog has their own personality and needs, and I strive to make each one feel safe, happy, and loved. My goal is simple: to treat every dog as if they were my own! I would love the opportunity to care for your furry family member and provide you with peace of mind knowing they're in loving, capable hands. 🐶💕 I work from home, which allows me to have a flexible schedule and be present throughout the day to provide attentive, personalized care. My own dog gets exercise at least three times a day, whether that's going on walks, enjoying outdoor playtime, or participating in activities to keep her physically and mentally stimulated. Because I'm home throughout the day, I'm able to accommodate frequent potty breaks, feeding schedules, medication needs, and plenty of companionship. I love keeping dogs active, happy, and engaged while also making sure they have time to relax and feel comfortable. Whether your pup is staying with me or needs walks or drop-in visits, I'll treat them like part of the family and make sure they receive the same love, attention, and care that I give my own dog! My home is a welcoming, dog-friendly environment where your pup will be treated like part of the family! 🐾❤️ I have a spacious yard with plenty of room for dogs to run, play, explore, and burn off energy. I also live in a beautiful waterfront neighborhood, which provides wonderful opportunities for scenic walks and even swimming for pups who enjoy the water (with owner permission and close supervision, of course!). I have a friendly, playful rescue dog of my own who absolutely loves meeting new dogs and making furry friends! She enjoys having a playmate, and I always prioritize safe, positive introductions to ensure everyone feels comfortable. Dogs are family in my home, which means they're more than welcome on the furniture for plenty of snuggles and relaxation! I want your pup to feel just as loved and comfortable as they do in their own home. Safety is always my top priority. I always feed dogs separately to prevent food-related conflicts, and I never leave dogs together unattended, regardless of how well they get along. I carefully supervise playtime, respect each dog's individual boundaries, and provide separate spaces when needed. Since I work from home, I'm able to offer plenty of attention, frequent potty breaks, exercise, and companionship throughout the day. For walks and drop-in visits at your home, I make sure to follow your dog's established routine, including feeding schedules, exercise, medication administration, and any special instructions. I understand how important consistency is, especially when you're away! My goal is to provide a safe, fun, loving, and stress-free experience for every dog in my care while giving you complete peace of mind! 🐶💕

Sitter Profile Image: Brittany C.
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Brittany C.
from
$40
per night
5.0 out of 5 stars
• 8 reviews
2 repeat clients
15 years of experience
Shady Side, MD, 20764

“Brittany was great. She sent me pictures multiple times a day and gave Mishka oral meds. She has a lovely home and a kind family. They took in Mishka as if she was their own...and I don't think Mishka wanted to leave either. We will definitely be back!”

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Kyle M.
Sitter Profile Image: Sarah & Peter L.
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Sarah & Peter L.
from
$40
per night
5.0 out of 5 stars
• 6 reviews
2 repeat clients
3 years of experience
Annapolis, MD, 21401

“We couldn’t have asked for a better sitter! They welcomed our pup for a last-minute weekend stay and gave him such a comfortable, happy place to settle in. Their dog was a wonderful playmate, and the frequent updates and lots of photos made it easy to relax knowing he was having a great time. They were communicative throughout and incredibly accommodating as our schedule kept changing. We’re so grateful for the care and flexibility, and would happily book with them again. Highly recommend!”

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Natalie K.
Sitter Profile Image: Lelyn K.
Verified Enhanced Background Check
Lelyn K.
from
$65
per night
10 years of experience
Upper Marlboro, MD, 20772

About: I’ve been a dog owner and caring for dogs for years, and I genuinely enjoy having them as part of my everyday life. I currently have dogs of my own, so feeding, walks, playtime, exercise, and making sure everyone is comfortable and cared for are already part of my normal routine. I offer dog boarding, doggy daycare, walks, and drop-in visits. Depending on your dog’s needs and energy level, their time with me can include walks, supervised outdoor play, exercise, bathroom breaks, enrichment, or simply relaxing and getting plenty of attention. I have a fully fenced yard that gives dogs room to safely get outside and play throughout the day. I’m comfortable caring for dogs with different personalities, sizes, and energy levels. I understand that every dog has its own routine, so I take the time to learn about feeding schedules, medications, crate preferences, sleeping arrangements, behaviors, triggers, and anything else that helps your dog feel comfortable. Since I have dogs of my own, introductions with visiting dogs are handled carefully and interactions are supervised. My schedule gives me plenty of flexibility to provide attentive care throughout the week, including boarding and daycare. When a dog is staying with me, they aren’t just being left somewhere while their family is away. I make time for interaction, exercise, outdoor breaks, and rest throughout the day while keeping their normal routine as consistent as possible. Most importantly, I know how much trust it takes to leave your dog with someone else. I’ll treat your dog the way I’d want someone to treat mine—with patience, attention, affection, and respect for the instructions you provide. I’ll also send regular photos and updates so you can see how your dog is doing and enjoy your time away without wondering whether they’re okay. Pet care already fits naturally into my daily routine because I have dogs of my own. I’m available throughout the week for walks, drop-ins, daycare, and boarding. I’m active and enjoy getting dogs outside for walks and playtime, while also making sure they have plenty of time to relax. I can follow your dog’s normal feeding, walking, medication, and bedtime routine as closely as possible so being away from home feels comfortable and familiar. Safety is my priority whenever someone trusts me with their dog. I have a fully fenced yard where dogs can safely get outside for supervised play, exercise, and bathroom breaks throughout the day. I also have dogs of my own, so introductions with visiting dogs are always handled carefully and supervised. I take time to learn each dog’s personality, routine, triggers, feeding schedule, and any special instructions. I’ll follow your preferences for walks, crates, medications, sleeping arrangements, and interaction with other pets. You’ll also receive regular photos and updates so you can relax knowing your dog is safe, comfortable, and being treated like part of the family.

Sitter Profile Image: Haley W.
Verified Enhanced Background Check
Haley W.
from
$55
per night
5.0 out of 5 stars
• 45 reviews
8 repeat clients
10 years of experience
Lusby, MD, 20657

“Haley is the best! She accommodated my schedule & went above and beyond for my fur baby, Charlie. I was able to go on an overnight trip with no stress about how Charlie was doing.”

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Sierra R.
Sitter Profile Image: Nipun S.
Verified Enhanced Background Check
Nipun S.
from
$38
per night
5.0 out of 5 stars
• 3 reviews
1 repeat client
5 years of experience
upper marlboro, MD, 20772

“Nipun was an incredible caregiver for my two pups. She was very communicative and sent pictures and videos of their stay and kept me updated. They had an amazing time and were well cared for! I’m very grateful to her!”

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Cheyenne K.
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The median cost per night for dog boarding in Chesapeake Beach is $50

Dog 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. 💖🐾

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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 ❤️

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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!

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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!

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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

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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How to book dog boarding

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Popular requests for dog boarding - Chesapeake Beach

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Sitters in Chesapeake Beach average 10
repeat dog boarding clients

FAQs for Dog Boarding - Chesapeake Beach

Frequently asked questions about Rover

The average cost of Dog 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.

As of October 2026, there are 3,496 sitters on Rover offering Dog Boarding across Chesapeake Beach. Enter your ZIP code to see which available sitters are closest to your home.

Every sitter on Rover has their own routine. Depending on the arrangements you agree on before the stay, a sitter can follow your dog’s regular feeding schedule, provide a comfortable place to sleep, offer companionship, and support their usual exercise and play needs.

94% of sitters in Chesapeake Beach can provide daily exercise during dog boarding stays. Depending on the sitter, their home environment, and your dog’s needs, this may include walks, outdoor play, indoor enrichment activities, or supervised play with compatible dogs. These activities are not automatically included with every booking, so ask the sitter what a typical day looks like.

During the Meet & Greet, discuss your dog’s usual exercise and play routine, whether they can safely interact with other dogs, and any activities or restrictions the sitter should follow. You can also ask the sitter to send photo and message updates during the stay so you can see how your dog is spending their time.

Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Chesapeake Beach home-away-from-home, packing:

  • Health and safety essentials such as their ID tags, vaccination records, medication, and emergency vet or secondary caregiver contacts.
  • Food and gear such as harnesses, collars, food (portioned by day), and an item that smells like you.
  • Special instructions such as a list of training cues, medical administration needs, or favorite hang-out spots in your Chesapeake Beach.

Tip: You can upload your dog’s routine and medical info directly onto their profile so your sitter always has the details at their fingertips.

You and your Chesapeake Beach sitter can schedule drop-off and pick-up in a way that works best for the both of you—and your dog. Most sitters offer flexible times for drop-off and pick-up but the easiest way to confirm those times will be through in-app messaging. Confirm your arrival time the day of pick-up and drop-off can also help keep the process smooth and organized.

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.

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.

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

If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your dog to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your dog is showing signs of possible illness.

For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.

Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.

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