Dog Boarding Kennedyville

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Kennedyville, 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: Brittany F.
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Brittany F.
from
$44
per night
5.0 out of 5 stars
• 23 reviews
3 repeat clients
20 years of experience
Warwick, MD, 21912

“We were looking for someone to care for our Luna who would treat her like one of their own and keep her safe while we were away on vacation, and we found that person in Brittany. Her love for animals of all kinds and sizes is obvious and we are so grateful to have found a place like Safe Hayven Fields. The property is a perfect getaway with a large fenced in yard for running and playing, and the pool for pups that like to swim. Brittany is such a great caretaker, sending us daily photos and updates, even going above and beyond to replace Luna's bed when another pup made a hole in hers! We will be back and look forward to having Luna spend more time on the farm 💜”

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Danie C.
Sitter Profile Image: Candice M.
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Candice M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 133 reviews
62 repeat clients
10 years of experience
South St. Georges, DE, 19709

“Candace is wonderful! It was obvious she has an affection for dogs as soon as we, and our Boston, met her. She has lots of room for running and playing. She sent pictures several times showing how comfortable Pru was at her home. She took great care of her "houseguest". I have no reservations about recommending her, and we will definitely use her again when we are in the area.”

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Debbie C.
Sitter Profile Image: Justin & Stephanie W.
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Justin & Stephanie W.
from
$50
per night
5.0 out of 5 stars
• 194 reviews
74 repeat clients
15 years of experience
North East, MD, 21901

“Justin and Stephanie will absolutely be our new go- to pet sitters. The pictures updates they sent said more than a thousand words! Our pup was loved and exercised daily. They followed all instructions and kept us in the loop with everything. 100/10 amazing.”

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Jessica S.
Sitter Profile Image: Theresa C.
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Theresa C.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 127 reviews
52 repeat clients
23 years of experience
Baltimore, MD, 21221

“What an amazing experience for my dogs! From the moment I first spoke to Theresa to the moment we picked our dogs up, I knew this was an exceptional experience. Theresa goes above and beyond to make your pet feel comfortable while they are away from home. She customized their feeding, treats, and even their lounge time. It’s so hard to know if someone will love your pet like you do, and no question Theresa does. I would highly recommend her to anyone looking for a sitter while they are away!”

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Molly M.
Sitter Profile Image: Briana & Isaiah S.
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Briana & Isaiah S.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 76 reviews
18 repeat clients
25 years of experience
Abingdon, MD, 21009

“First time boarding my puppy and had to book last minute. Briana & Isaiah responded quickly and made the experience easy and stress free. I could tell quickly that was Benny in great hands! When I picked him up he had the best send off, they truly care. Will definitely book again.”

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Sarah N.
Sitter Profile Image: Michelle M.
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Michelle M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 576 reviews
264 repeat clients
25 years of experience
Annapolis, MD, 21409

“This was my first time using Rover. So fortunate to have Michelle watch my sweet dog Pippi. Your dog will be in excellent care. Michelle was very responsive, sent cute pics and kept me posted each day. I highly recommend her for your pets. Thank you again Michelle!”

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Jeanie C.
Sitter Profile Image: Jill & Thomas K.
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Jill & Thomas K.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 164 reviews
78 repeat clients
15 years of experience
Middletown, DE, 19709

“My dog had the absolute best time! I appreciated all of the picture updates and how she was treated like one of their own! Highly recommend!!”

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Tara A.
Sitter Profile Image: Jeren C.
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Jeren C.
Star Sitter
from
$40
per night
4.9 out of 5 stars
• 27 reviews
10 repeat clients
15 years of experience
Centreville, MD, 21617

“Jeren did an amazing job with my dog! She was even flexible with my pick up time when my flight got delayed. Would definitely recommend if your dog likes other dogs and is very shy like mine”

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

“Deanna went above and beyond to help my fur baby, Louise, feel loved and at home. Deanna sent me daily updates/pictures and even talked me out of feelings of guilt for leaving Louise behind. Louise got daily exercise, treats, and lots of love. Louise came home with a calmness, not like it would have been if she were at a kennel. I highly recommend this service and most importantly I highly recommend Deanna and I hope to use her services again.”

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Stephanie D.
Sitter Profile Image: Elizabeth F.
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Elizabeth F.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 45 reviews
18 repeat clients
30 years of experience
Nottingham, MD, 21236

“Elizabeth took great care of my dog. She gave lots of updates and was a pleasure to work with. My dog loves her and seemed so happy while she boarded with her.”

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Shannon S.
Sitter Profile Image: Lindsay G.
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Lindsay G.
Star Sitter
from
$49
per night
5.0 out of 5 stars
• 86 reviews
36 repeat clients
15 years of experience
Stevensville, MD, 21666

“Lindsay was so great with Olivia! She was able to watch her very last minute and work with our schedule. She kept me updated with pictures. When we took Olivia and brought her back the second night Olivia ran right up to her and her daughter crying with excitement. She came home all tired out which showed how much fun she had.”

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Brittany D.
Sitter Profile Image: Sarah R.
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Sarah R.
from
$50
per night
4.8 out of 5 stars
• 42 reviews
13 repeat clients
30 years of experience
Edgewood, MD, 21040

“Sarah helped us out with a few days notice and took great care of our boys. She was communicative and we’ll definitely book her again in the future.”

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Rebecca S.
Sitter Profile Image: Jasmin D.
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Jasmin D.
Star Sitter
from
$38
per night
5.0 out of 5 stars
• 11 reviews
8 repeat clients
14 years of experience
Abingdon, MD, 21009

“We had such a great experience! She took amazing care of Cookie and made us feel completely comfortable while we were away. She kept us updated, sent us pictures, and Cookie looked so happy and comfortable with her. 🥹❤️ It was clear that she treated Cookie like her own. We’re so grateful for the care and attention she gave her, and we would absolutely book with her again. Highly recommend! 🐾”

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Selin A.
Sitter Profile Image: Sarah M.
Verified Enhanced Background Check
Sarah M.
from
$45
per night
5.0 out of 5 stars
• 13 reviews
6 repeat clients
10 years of experience
Bel Air, MD, 21015

“Sarah was fantastic. Very flexible with drop off and pick up. Would recommend her for dog sitting!”

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Meg D.
Sitter Profile Image: Charles & Heather F.
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Charles & Heather F.
from
$28
per night
5.0 out of 5 stars
• 8 reviews
4 repeat clients
30 years of experience
Smyrna, DE, 19977

“Gully had a wonderful stay with Charles & Heather and their 2 pooches! They made him feel right at home with lots of cuddles & attention. Thank you!”

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Sandy B.
Sitter Profile Image: Tabby A.
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Tabby A.
from
$46
per night
4.9 out of 5 stars
• 45 reviews
24 repeat clients
7 years of experience
Elkton, MD, 21921

“Tabby was great! My dog seemed very happy there and she even sent pictures of him enjoying the yard. I would definitely leave Nero with Tabby again.”

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Marajke H.
Sitter Profile Image: Amy & Thomas F.
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Amy & Thomas F.
from
$40
per night
5.0 out of 5 stars
• 3 reviews
28 years of experience
Newark, DE, 19711

“Amy and Thomas did an amazing job caring for Peter. He came home happy, healthy, and calm. I'm glad he had the opportunity to interact with their dog Phoebe. Phoebe is delightful and friendly. They communicated with messages and pictures throughout Peter's stay. We would definitely book with them again!”

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JEAN R.
Sitter Profile Image: William L.
Verified Enhanced Background Check
William L.
from
$32
per night
5.0 out of 5 stars
• 2 reviews
1 repeat client
10 years of experience
Stoney Beach, MD, 21226

“William was great. Kept the dogs active and took them to the dog park everyday. Also sent pictures everyday. I highly recommend this sitter!”

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Jayme B.
Sitter Profile Image: Cynthia M.
Verified Enhanced Background Check
Cynthia M.
from
$50
per night
5.0 out of 5 stars
• 7 reviews
40 years of experience
Middletown, DE, 19709

“You just can’t get someone more kind, caring and perfect for your dog. Cindy was so good with our dogs Apollo and Jupiter. So many years of rescuing and working with dogs. Her knowledge about their needs and behaviors is priceless. She made them and us feel so comfortable. Thank you Cindy.”

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Patricia H.
Sitter Profile Image: Joyce P.
Verified Background Check
Joyce P.
Star Sitter
from
$50
per night
4.9 out of 5 stars
• 103 reviews
63 repeat clients
30 years of experience
Baltimore, MD, 21222

“We had the absolute pleasure of booking Mrs. Joyce through the Rover app for a full week while we were out of town, and she completely exceeded our expectations! From the very first day, she checked in consistently, sent us thoughtful updates, and shared the most adorable photos of our beloved fur baby, Cato. It was clear from every message that she genuinely loves what she does and cares deeply for the pets she looks after. Knowing Cato was in such loving and attentive hands gave us such peace of mind while we were away. Her daily reports made us feel connected and reassured, and Cato looked so calm and content in every photo....which says everything about the kind of environment she creates. Mrs. Joyce is truly a gem, and we’re so grateful to have found her. She’ll be our go-to sitter from here on out, no question. We can’t wait to book with her again!”

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Aisha B.
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The median cost per night for dog boarding in Kennedyville is $50

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 - Kennedyville

Select a filter and find qualifying sitters offering dog boarding.

Sitters in Kennedyville average 11
repeat dog boarding clients

FAQs for Dog Boarding - Kennedyville

Frequently asked questions about Rover

As of November 2026, there are 1,246 sitters on Rover offering Dog Boarding across Kennedyville. 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.

94% of sitters in Kennedyville 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 Kennedyville 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 Kennedyville.

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 Kennedyville. On Rover:

  • 89% of sitters can help with special care needs
  • 95% can help with giving oral medications or injections
  • 94% 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 Kennedyville 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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