Dog Boarding Choptank Overlook

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Choptank Overlook, 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.

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Sitter Profile Image: Marijah B.
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Marijah B.
from
$45
per night
5.0 out of 5 stars
• 5 reviews
2 repeat clients
10 years of experience
Easton, MD, 21601

About: Ive been caring for dogs and cats since I was about 8 years old. I’ve always had multiple dogs in the house at a time. I’ve cared for dogs ranging from big to small, Seniors to puppies. I provide daily photos throughout your pets daily routine and tons of love I’m currently working part time so I will have plenty of enough time to care for your fur baby. I believe all animals should be treated like they are you own even if they are temporary I live in a quiet cozy apartment with a big yard in the back. There is plenty of room for playtime and resting. Pets are welcome on all furniture

Sitter Profile Image: Lauren G.
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Lauren G.
from
$40
per night
4.8 out of 5 stars
• 6 reviews
20 years of experience
Denton, MD, 21629

“So it was last minute; however, Lauren opened her door for me and took care of my Cayo! She was very caring and fun for Cayo. Cayo got along greatly with Lauren’s dogs and children. Cayo got plenty of playing time as well, which I’m thankful that I got many photos of! I highly recommend Lauren to provide care for your puppies as well, because I know I will be returning for her services!!! Thanks Lauren! ~ Matt & Cayo Hughes”

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Matthew H.
Sitter Profile Image: Teresa D.
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Teresa D.
from
$30
per night
5.0 out of 5 stars
• 100 reviews
36 repeat clients
Frederica, DE, 19946

“Ms. Teresa is a Super Sweet Lady. My dog is about 7 years old and very dominant and loves to mark his territory. She handled him accordingly and with care. He stayed 3 nights and she updated me while I was away. I really love that she had a cage for him already so I didn’t have to pack his around. I would drop him off again.”

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Courtney B.
Sitter Profile Image: Zackie T.
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Zackie T.
from
$45
per night
5.0 out of 5 stars
• 17 reviews
6 repeat clients
6 years of experience
Magnolia, DE, 19962

“Zackie was amazing with my pup! So many pictures to keep me updated (& to help with missing my pup too haha) and Bella returned happier than ever after playing with her new BFF for the week:)”

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Kayla K.
Sitter Profile Image: Gabrielle & Andrew F.
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Gabrielle & Andrew F.
from
$42
per night
5.0 out of 5 stars
• 1 review
2 repeat clients
1 year of experience
Smyrna, DE, 19977

“Great hosts! Our dog loves it there.”

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Laura & Jayce P.
Sitter Profile Image: Chelsea R.
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Chelsea R.
from
$50
per night
5.0 out of 5 stars
• 12 reviews
6 repeat clients
12 years of experience
Frederica, DE, 19946

About: I’ve taken care of dogs of every kind since I was 10. Neighbors, friends and family have relied on me to walk, feed and bathe their pets. I’m a stay at home mom. I have two amazing kids! We all have experience in caring for dogs, cats, rabbits and guinea pigs! I have about an acre of land fenced in on a no outlet street! I have a fully fenced in yard I am a Dedicated pet caretaker with 10+ years of experience caring for dogs and cats. Services include walking, feeding, bathing, grooming, administering medication, and fostering. Reliable and trusted by neighbors, friends, and family to provide loving care for their furry companions.

Sitter Profile Image: William S.
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William S.
from
$50
per night
5.0 out of 5 stars
• 10 reviews
16 years of experience
Preston, MD, 21655

“Highly recommend! They were incredibly trustworthy, friendly, and paid close attention to all of our details and instructions. They were also very flexible with our schedule, which we deeply appreciated. Their house and yard setup are very good and perfect for dogs to hang out safely. We would absolutely rebook in the future!”

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Scott B.
Sitter Profile Image: Brooklyn L.
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Brooklyn L.
from
$40
per night
5.0 out of 5 stars
• 31 reviews
11 repeat clients
18 years of experience
Milford, DE, 19963

“Brooklyn was wonderful to my two dogs. I was in town for business and traveling with my dogs. She took great care of them, played with them all day and made them feel comfortable stopping for the weekend in Delaware. I was traveling from GA to CT and this allowed me to relax would use her again when I return to town.”

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Tara J.
Sitter Profile Image: Kyleigh G.
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Kyleigh G.
from
$28
per night
15 years of experience
Wyoming, DE, 19934

About: Hi, I’m a lifelong animal lover with 15 years of experience caring for pets! 🐾❤️ My journey began as a foster parent with Boise Bully Breed in Boise, Idaho, where I discovered just how rewarding it is to give animals love, patience, and a safe place to land. Since then, caring for animals has remained a huge part of my life. I’m currently a proud dog mom to a bully breed and share my home with four cats, so I understand that pets aren’t just animals — they’re family! I know how important it is to find someone you can trust to care for your pets while you’re away, and I want to give you peace of mind knowing they’re receiving plenty of love, attention, and care. 🐶 My services include: * In-home boarding: I welcome one dog at a time into my home so your pup can receive personalized attention and care. * Drop-in visits: I can stop by your home to check on your pets, provide meals, refresh water, offer playtime, and give them plenty of affection. * In-home pet sitting: I can care for your pets in the comfort and familiarity of their own home while you’re away. I believe every animal deserves to feel safe, loved, and comfortable. Whether your pet needs a little extra patience, a playmate, a cozy place to stay, or simply someone to keep them company, I’ll do my best to make their time away from you as stress-free as possible. Your pets are family, and I’ll treat them like they’re part of mine! 🐾💕 I pet sit and clean homes on the side, my full time “job” is taking care of my family and my pets. I’d love to take care of yours as well! When caring for pets in my home, I focus on creating a safe, comfortable, and loving environment where they can feel at home while their families are away. I have a partially fenced-in yard where dogs can enjoy supervised outdoor time, fresh air, and opportunities to explore. For everyone’s safety, outdoor time is supervised, and I use a leash or other appropriate safety measures when needed. I offer in-home boarding for one dog at a time so each guest receives personalized attention, affection, and care. I can also accommodate crate-trained dogs or maintain a familiar crating routine when requested by their owners. I’m happy to follow your pet’s established schedule for meals, walks, playtime, rest, and any special needs. As a lifelong animal lover and experienced pet owner, I understand how important it is to maintain familiar routines and help pets feel secure in a new environment. When caring for pets in their own homes, I follow the owner’s instructions closely, including feeding schedules, fresh water, litter box or potty breaks, exercise, medication instructions when applicable, and plenty of companionship. My goal is to make time away from family as stress-free as possible for every pet while giving their owners peace of mind. Your pets will be treated with patience, kindness, and the same love and consideration I give my own! 🐾

Sitter Profile Image: Jessica B.
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Jessica B.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 17 reviews
5 repeat clients
14 years of experience
East New Market, MD, 21631

“What a beautiful family! Jessica thank you for welcoming my girls into your home. You made an overnight stay stress-less! Thanks for all the pictures and updates! Take good care and we’ll see you again.”

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Stephanie S.
Sitter Profile Image: Jilesa D.
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Jilesa D.
from
$40
per night
5.0 out of 5 stars
• 91 reviews
39 repeat clients
20 years of experience
Dover, DE, 19901

“Mori had a great time with Jilesa and her other animal friends. It was great that she has so much experience with animals it made the stay comfortable. She sent pictures of Mori and his comfortable stay with Jilesa. thank you!”

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Roberta D.
Sitter Profile Image: Alyssa L.
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Alyssa L.
from
$45
per night
5.0 out of 5 stars
• 25 reviews
6 repeat clients
12 years of experience
Harrington, DE, 19952

“We feel so lucky to have found Alyssa to take care of our fur baby while we are away! We loved getting pictures and updates while on our trip, we could tell he fully enjoyed himself staying with Alyssa! 100% recommend!”

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Audrey B.
Sitter Profile Image: Brooke F.
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Brooke F.
from
$55
per night
5.0 out of 5 stars
• 79 reviews
18 repeat clients
10 years of experience
Grasonville, MD, 21638

“Brooke was very welcoming and helped our dog feel right at home. We were very happy with her care and would recommend her as a Rover care provider.”

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Charlene C.
Sitter Profile Image: Kristine R.
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Kristine R.
from
$100
per night
20 years of experience
Greensboro, MD, 21639

About: For me, pet care has never been just a job—it's been a lifelong passion. I was raised in a family of professional trainers and boarders, where I learned from an early age how to properly care for dogs of all ages, temperaments, and needs. We also spent countless hours working alongside local shelters, helping dogs build confidence and prepare for their forever homes. Professionally, I have over 20 years of experience working in boarding, training assistance, behavioral rehabilitation, and pet care. In 2012, I began my career as a professional dog groomer and later became certified to groom both dogs and cats. In 2020, I became certified to train new groomers as they worked toward their professional certifications. Today, I combine all of that experience to provide a calm, loving, and individualized experience for every pet in my care. My Specialties I specialize in creating fear-free, low-stress experiences built on patience, trust, and compassion. Some of my areas of expertise include: • Fear-free handling and grooming • Trauma rehabilitation grooming for pets who cannot safely visit traditional salons due to fear, anxiety, or behavioral concerns • Senior pet care • Puppy care and socialization • Pets with medical or mobility challenges • Basic training and reinforcement of good manners • Administering medications while carefully monitoring for symptoms or side effects One of my greatest passions is helping fearful dogs learn that grooming and handling don't have to be scary. Rather than forcing pets through services, I work at their pace, building trust over time with the goal of helping them become comfortable and confident again. Many of my clients come to me after being turned away from traditional grooming salons due to behavioral or medical concerns. What Your Pet Can Expect I strive to make every stay feel like a vacation with family rather than simply boarding. Your pet may enjoy: • Daily walks (typically 2-4 per day, while following your normal routine whenever possible) • Plenty of one-on-one attention and affection • Playtime, enrichment, and exercise • Trips to the dog park (with your permission and only if appropriate for your pet) • Picture, video, and message updates throughout their stay • A calm, loving home environment where they are treated like family One unique tradition many pets come to love is bedtime story time. It may sound unusual, but quietly reading aloud has helped many anxious dogs relax before bed. I've even seen it help dogs experiencing storm anxiety or fear of loud noises settle more comfortably. Routine is incredibly important to me. If your pet has a specific schedule, feeding routine, medication plan, or bedtime ritual, I'll do everything possible to maintain it while they're in my care. Because of my experience working with behavioral and medical cases, I also pay close attention to subtle changes in your pet's behavior, mobility, appetite, and overall well-being. If I notice anything concerning, I'll communicate with you immediately and act quickly in your pet's best interest. Communication & Grooming I believe communication is one of the most important parts of pet care. The more I know about your pet's personality, routines, preferences, and medical history, the better experience I can provide. In return, you'll receive detailed updates about how they're doing, including behavior, activities, and anything I notice that may be helpful for you to know. During boarding or daycare stays, I'm also happy to reinforce basic training and offer guidance on grooming maintenance, body language, and behavioral changes that may strengthen your bond with your pet at home. Professional grooming services are available for pets staying in my care. Grooming recommendations, pricing, and service completion depend on your pet's size, coat condition, medical needs, and stress level. My philosophy is simple: I will never force a pet through a service. Their comfort, trust, and emotional well-being always come first. Booking Information To help protect my home while still providing every pet with the highest level of care, the estimated price for boarding and daycare includes a refundable cleaning/security fee. This fee is fully refunded after your pet's stay provided there is no excessive damage or extraordinary cleaning required beyond normal pet messes. I believe this allows me to continue offering a clean, safe, and comfortable environment for every guest while being fair to both pet parents and my home. My goal is simple: every pet should leave my care feeling safe, loved, understood, and excited to come back. I am generally home all day. I do work as a groomer for pets that are unable to got to salons, but I do this from home as well. So your pets will have round the clock love and care. You will need to provide any food and specific treats if your pet has a favorite or dietary restrictions/allergies. Pets are family. I will personally take them for walks throughout the day for fresh air and exercise, play with them and ensure they feel comfortable and lived while you are away. I do offer creating services, however, depending on the size of your dog, you may have to supply the crate. You pet will always be treated like family, but the details of their routine and activities will depend on your instructions. I respect that different lifestyles require different things (i.e crating vs free roam, scheduled feeding vs grazing, scheduled walks/potty breaks vs whenever they want to go out, etc.) and will maintain that sense of normalcy as much as possible. If you opt for grooming, and I am able to comfortably groom your dog, grooming will take place 1-2 days before your return. That way they have time to decompress after, and if they are stressed for parts, it gives leeway to do little bits over time.

Sitter Profile Image: Erin G.
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Erin G.
from
$70
per night
5.0 out of 5 stars
• 2 reviews
10 years of experience
Stevensville, MD, 21666

About: I grew up with family pets and spent years fostering animals before adopting a pup of my own, Lemonade (aka Lemmy). She is a little under 2 years old and loves making new friends. This is a great opportunity for your dog to come stay and play. For best care, I only take pets from one family at a time in addition to my own. I work from home full time during the weekdays, so your pet will be offered lots of play time, potty breaks, and cuddles. I also spend a lot of time home on the weekends and can provide extra quality care. I have a fully fenced front yard and my puppy Lemonade will be with me to help entertain your pet and keep them company during their stay. **Meet and greet is required before your first booking**

Sitter Profile Image: Stephanie R.
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Stephanie R.
from
$60
per night
5.0 out of 5 stars
• 7 reviews
2 repeat clients
10 years of experience
OXFORD, MD, 21654

“So great our dog was able to stay at Stephanie’s. She made our dog feel relaxed and right at home. She sent pictures and let us know things were well. Thank you!”

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Mary J.
Sitter Profile Image: Gina G.
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Gina G.
from
$75
per night
1 repeat client
20 years of experience
Grasonville, MD, 21638

About: As a mom and lifelong animal lover, I understand how important trust is when someone cares for your pet. I offer dependable, attentive care in a calm home setting. I’m patient, nurturing, and detail-oriented — making sure your dog feels loved, exercised, and safe at all times. My open schedule allows for consistent supervision and care. I’m flexible with my time and available most days and weekends which allows attentive care :) I care for pets in my home, offering a secure and relaxed setting while you’re away. They will be comfortable safe and always loved :)

Sitter Profile Image: Danielle S.
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Danielle S.
from
$28
per night
5.0 out of 5 stars
• 7 reviews
3 repeat clients
15 years of experience
Magnolia, DE, 19962

About: I have taken care of a variety of dogs, I walk them, feed them and bath them if needed. I have taken care of dogs from puppies to senior care and providing medicine. I currently work full time with a variety on my schedule and very flexible, I love spending time with companions. Im passionate about giving the animals undivided attention. In my home I have a chain and an electric fence so my dog is provided the whole yard. I also have a crate if needed. I prefer to do in clients home to reduce the stress on the animal.

Sitter Profile Image: Gina M.
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Gina M.
from
$50
per night
5.0 out of 5 stars
• 14 reviews
3 repeat clients
40 years of experience
Felton, DE, 19943

“Gina is wonderful! She sent us frequent videos and pictures to keep us posted and we knew our dog was having a good time there. Fifi was so well loved and taken care of during her second time away from us. Fifi definitely enjoyed her stay with Gina and her husband! We will keep using this service in the future.”

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Xiwen L.
Sitter Profile Image: Kacci C.
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Kacci C.
from
$150
per night
4.9 out of 5 stars
• 54 reviews
22 repeat clients
25 years of experience
Smyrna, DE, 19977

“Kacci is amazing and my Peaches and Milo sure enjoyed their time spending the night. She answered me promptly when ever I wanted to check in myself. We my fuzzy ones came home they were so tuckered out they slept from when they got home till late that evening and not up for long! So excited that she is going to keep them for my son's graduation party so he guests don't get taken down. Heck doggy daycare is even sounding better! Thanks Kacci!!”

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Lynnete B.
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The median cost per night for dog boarding in Choptank Overlook is $50

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  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
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How to book dog boarding

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Popular requests for dog boarding - Choptank Overlook

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Sitters in Choptank Overlook average 12
repeat dog boarding clients

FAQs for Dog Boarding - Choptank Overlook

Frequently asked questions about Rover

As of November 2026, there are 263 sitters on Rover offering Dog Boarding across Choptank Overlook. Enter your ZIP code to see which available sitters are closest to your home.

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.

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.

96% of sitters in Choptank Overlook 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 Choptank Overlook home-away-from-home, we recommend 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 Choptank Overlook.

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.

Yes, you can find sitters who have experience with handling special pet needs in Choptank Overlook. On Rover:

  • 90% of sitters can help with special care needs
  • 98% can help with giving oral medications or injections
  • 96% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.

You and your Choptank Overlook 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 Rover Guarantee, 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 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.

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.

Adding another pup to the pack? Most sitters and walkers offer a reduced rate for additional dogs. You’ll find these exact rates listed under the "Services" tab on any sitter's profile. Since every dog is unique, final pricing may vary depending on the level of care required.

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