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: Vy L.
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Vy L.
Star Sitter
from
$65
per night
5.0 out of 5 stars
• 24 reviews
10 repeat clients
15 years of experience
Easton, MD, 21601

“Vy provides a safe, loving, and enriching home for our dog to feel comfortable while we are away. We had flight complications while traveling and she was very accommodating alleviating any additional travel stresses related to our dog’s care.”

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Maura M.
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: Lindsay G.
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Lindsay G.
Star Sitter
from
$49
per night
5.0 out of 5 stars
• 85 reviews
33 repeat clients
15 years of experience
Stevensville, MD, 21666

“Lindsay is absolutely amazing! She treated our furr baby like her own. We are so grateful to have came across her. We will definitely be booking with her in the future. ??”

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

“Teresa did a great job with Mori, she gave us pictures and Mori had a great time outside/inside. I will definitely recommend her and use her again!! thank you!”

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

“Will was so great to our gal! He has a great property that is great for dogs who like to run around and kept us updated the whole time with pictures, what they did, and how our dog was doing. He was also very responsive and considerate of our dog’s needs. This was our first time using Rover and we were so impressed with how smooth the process was and how well they took care of our dog. Would highly highly recommend.”

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Nicolas B.
Sitter Profile Image: Gaffney S.
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Gaffney S.
from
$31
per night
5.0 out of 5 stars
• 2 reviews
1 repeat client
40 years of experience
Centreville, MD, 21617

About: I will love and care for your pet as if it were my very own Grand-puppy. Like my Charlie. Charlie is my daughters dog who reminded me that I loved dogs. I am looking forward to building my business in a career that I love so I can retire from my current job but still have work I look forward to doing. I will treat your pet as part of my family. I have a Grand-puppy named Charlie who came into my life and reminded me I loved dogs.

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

“This was our first time using this service and Jilesa, as well as the first time boarding our dog. Jilesa was so friendly and immediately comforting for both myself and my Golden. Her property and her care for animals is absolutely amazing. I cannot say enough good things about her!”

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KrisAnne M.
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: Johanna T.
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Johanna T.
Star Sitter
from
$55
per night
4.9 out of 5 stars
• 18 reviews
3 repeat clients
15 years of experience
Cambridge, MD, 21613

“She is so amazing. My puppy adores her! She was so good with communication and sending updates and pictures often. Will 100% be rebooking. 100/10.”

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Elizabeth G.
Sitter Profile Image: Brigid S.
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Brigid S.
Star Sitter
from
$65
per night
5.0 out of 5 stars
• 11 reviews
3 repeat clients
18 years of experience
Chester, MD, 21619

“Brigid took care of my senior girl, Chloe, for 4 nights. She was open to a last minute meet and greet. She accommodated Chloe’s senior needs, sent updates, and gave a nice verbal summary at how Chloe’s time went and included things she will miss about her. Chloe seemed content when I arrived, often going over to Brigid several times while we packed up all of her things into the car. Being a dog sitter myself, I found comfort in that, considering they were strangers just days before. I would recommend Brigid!”

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Emily A.
Sitter Profile Image: Deanna T.
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Deanna T.
from
$50
per night
5.0 out of 5 stars
• 103 reviews
35 repeat clients
40 years of experience
Smyrna, DE, 19977

“Deanna gives me updates and lets me know how Bear is doing. Deanna will always be my go to for my baby!!! He is always in good hands with her family!!”

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Lenora C.
Sitter Profile Image: Jausaan H.
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Jausaan H.
from
$40
per night
2 years of experience
Easton, MD, 21601

About: experience, I’ve cared for everything from energetic Labradors and playful Border Collies to senior pups and anxious rescues. I’m experienced with daily walks, positive reinforcement training, medication administration, and creating calm routines for dogs of all ages and breeds. Every day starts with a calm morning walk, fresh breakfast, and playtime to kick off zoomies. Midday brings another energetic walk or backyard fun, plus training and cuddles. Evening includes dinner, a relaxing final walk, brushies, and wind-down time so your dog stays happy, safe, and right on routine. Your dog’s safety and your peace of mind come first. I use secure leashes, supervise constantly, follow your exact routines, and keep emergency contacts ready. You’ll receive real-time photo updates and detailed reports so you can trust your pup is happy, protected, and well cared for every single day.

Sitter Profile Image: Emily M.
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Emily M.
from
$50
per night
5.0 out of 5 stars
• 177 reviews
58 repeat clients
25 years of experience
Smyrna, DE, 19977

“Emily gave us unbelievable peace of mind while we were at an event in the area. She took such care of our pups everything from washing them to feeding them homemade food when their tummy hurt. Absolutely grateful! Thank you so much!”

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Michelle B.
Sitter Profile Image: Lena M.
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Lena M.
Star Sitter
from
$78
per night
5.0 out of 5 stars
• 27 reviews
9 repeat clients
20 years of experience
Stevensville, MD, 21666

“Lena was WONDERFUL with a very last minute & difficult request. She was so responsive and communicative. We could not ask for a better or more professional / responsible & respectful Rover sitter. HIGHLY RECOMMENDED!”

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Deana S.
Sitter Profile Image: Mary L.
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Mary L.
from
$59
per night
4.9 out of 5 stars
• 36 reviews
16 repeat clients
30 years of experience
Stevensville, MD, 21666

“They were absolutely amazing with Nellie. We couldn't of have had a better experience. Nellie enjoyed her time with them and they treated her very well. It was our first time leaving Nellie with anyone and the random updates on her with pictures and videos helped ease our minds during our time away. We would definitely recommend them to anyone who is looking for pet care/boarding.”

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Stephen A.
Sitter Profile Image: Chloe T.
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Chloe T.
from
$95
per night
4.9 out of 5 stars
• 20 reviews
4 repeat clients
17 years of experience
Easton, MD, 21601

“Chloe took great care of our dog, Zelda, who had an injured knee and had to take it easy. Chloe sent us a midday update (pup cup, stuffie & some liesure time outside - Z seemed happy as a clam) and was very responsive. We'd definitely trust Chloe to watch our girl again!”

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Lauren B.
Sitter Profile Image: Tiesha M.
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Tiesha M.
from
$75
per night
20 years of experience
Milford, DE, 19963

About: If your furbaby desires love and affection then we are it! I have to small children ages 9yrs old that love animals just as much. Plenty of snuggles to give as well as walks and playtime 🐶 I am currently at home and have time to provide the attention and needs that your furbaby requires. During the day my kids will be in school but after school, if your little one loves attention, playtime or a lap to snuggle on; we have you covered. I have to cats, one afraid of her own shadow and will sneak in to visit once in a while where the other cat is just curious and wants a friend. Both friendly and loving.

Sitter Profile Image: Lauren H.
Verified Background Check
Lauren H.
from
$60
per night
15 years of experience
Dover, DE, 19901

About: My schedule can be flexible so please let me know what you need and I'll be sure to let you know if we can make it work! I have owned a couple dogs in the past and dog sit for my family and friends all the time. We currently have two cats that are dog friendly, or tolerant. We’d love to host your fur babies with us for a long weekend to let you get away. I work full-time Mon-Fri so would mostly be available for weekend boarding, Fri-Sun. I am available for drop in visits or walks during the week after 5pm. We have a fully fenced in yard with tons of shade and multiple rooms and spaces to separate animals as needed. Dogs are TOTALLY allowed on furniture and we have healthy treats as their diets allowed. Big neighborhood for walks (with sidewalks) and the pavement is always tested on my own skin before their precious paws. I have lick mats and kongs for mental stimulation and love to fill them with protein and veggies.

Sitter Profile Image: Tanya L.
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Tanya L.
from
$30
per night
4.9 out of 5 stars
• 57 reviews
29 repeat clients
5 years of experience
Cambridge, MD, 21613

“We were blessed to find Tanya on such short notice and on a holiday weekend. Our dog has a lot of energy and she did great with him. We will definitely be using her again in the future.”

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Lisa S.
Sitter Profile Image: Elyse C.
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Elyse C.
from
$45
per night
4 years of experience
LINCOLN, DE, 19960

About: Mature, responsible, caring female who has a dog, has taken lessons in caring for, interacting with and directing dog behavior and activities. Your dog will be a welcome guest in our home. As a retired yet very active, responsible female I am able to be meet the needs of dogs and to offer dog care on a flexible basis. I have a large, unfenced yard including a run line, well suited to walking dogs. For owners whose dogs are trained to walk on a leash and who desire more extensive exercise for their pet, I also offer longer walks through our quiet neighborhood.

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Book with peace of mind

  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

How to book dog boarding

  1. 1. Search

    Browse profiles of sitters near you who offer dog boarding.
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit.
  3. 3. Book & Pay

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

Popular requests for dog boarding - Choptank Overlook

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FAQs for Dog Boarding - Choptank Overlook

Frequently asked questions about Rover

Rover is the largest marketplace for local pet care. Whether you're looking for pet sitters, dog walkers, or house sitters who specialize in pet sitting, you can narrow your search by entering your ZIP code to find sitters within walking distance in your neighborhood.

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.

Depending on the sitter, their home environment, and your dog’s needs, daily exercise 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, 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.

<b>Tip:</b> 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 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 , 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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