Dog Boarding Cocked Hat

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

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Cocked Hat, 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: Michele V.
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Michele V.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 95 reviews
26 repeat clients
40 years of experience
Milton, DE, 19968

“Michele is a wonderful dog-sitter! She is very knowledgeable about dogs. We met in advance of my dog’s stay so Michele could ensure compatibility and understand his needs and routine. My dog has separation anxiety, and Michele was extremely caring and accommodating. She sends photos and messages frequently. This was my first experience using Rover, and I have booked another sitting with her for May 2026. Thank you, Mickey!”

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Denise P.
Sitter Profile Image: Jessica R.
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Jessica R.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 33 reviews
13 repeat clients
40 years of experience
Milton, DE, 19968

“Really great sitter! I was in a last minute jam and she responded so quickly and sent update photos through out the time my kitten was there. Highly recommend:)”

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Alondra S.
Sitter Profile Image: Jermaine C.
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Jermaine C.
from
$20
per night
4.7 out of 5 stars
• 32 reviews
13 repeat clients
20 years of experience
Greenwood, DE, 19950

“Jermaine was awesome! Our dog, Reese, is getting older and I feel like a traditional kennel is a little too loud & stressful for her. Leaving her with Jermaine gave us the peace of mind we needed. He was communicative and positive. She came home happy & healthy. We are very grateful and will absolutely use his services again”

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Gina C.
Sitter Profile Image: Kate B.
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Kate B.
from
$50
per night
4.9 out of 5 stars
• 105 reviews
35 repeat clients
35 years of experience
Delmar, MD, 21875

“Kate was amazing!!! Bailey had so much fun and made a few new friends. She even met geese and a rabbit for the first time. Highly recommend!!!”

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Mary C.
Sitter Profile Image: Brooke J.
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Brooke J.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 73 reviews
31 repeat clients
15 years of experience
Felton, DE, 19943

“I can tell my dogs felt loved and comfortable at Brooke’s house. The house has a securely fenced-in yard. Brooke kept me updated and reassured me that my sensitive dog Jazzy was not feeling abandoned.”

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Marie H.
Sitter Profile Image: Daniela K.
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Daniela K.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 140 reviews
39 repeat clients
10 years of experience
Delmar, MD, 21875

“Daniela is absolutely awesome! She gave frequent updates and pictures of my dogs during their stay. I never had any concern that they were not in great hands! Would definitely recommend her and will use again if I need it!! 10/10!”

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Meghan S.
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

“This was my first time leaving Chewie with someone that we didn’t know. Theresa made us both comfortable about my decision and Chewie had a great time. She is our new sitter and will definitely see her again.”

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Zibiah I.
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

“Alyssa is the absolute best. She treated our pup like her own! She has an amazing backyard that is the perfect place for your dog to run around! We can’t recommend her enough!!! She sent us photos the whole time ❤️”

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Jordan H.
Sitter Profile Image: Brenda S.
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Brenda S.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 114 reviews
49 repeat clients
15 years of experience
Milton, DE, 19968

“Left my dog Cupid with Brenda for a weekend stay. She has a wonderful home that I know Cupid would love. A huge fenced yard for the pups to run around in and a huge friendly dog to help accommodate your dogs :). I will most likely be booking with her again.”

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Carolina D.
Sitter Profile Image: Lori S.
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Lori S.
Star Sitter
from
$28
per night
5.0 out of 5 stars
• 7 reviews
3 repeat clients
40 years of experience
Millsboro, DE, 19966

“Lori was so sweet and attentive to my active pup! She provided updates and was easy to reach at all times. Highly recommended her for your pet sitting needs! 😊”

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Cassidy C.
Sitter Profile Image: Michele F.
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Michele F.
Star Sitter
from
$85
per night
5.0 out of 5 stars
• 37 reviews
7 repeat clients
30 years of experience
Harbeson, DE, 19951

“So glad we found Michele! Our Zoey was so happy from the moment we arrived. Michele took great care of Zoey and sent pictures and updates! Highly recommend!”

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Diane B.
Sitter Profile Image: Olinda F.
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Olinda F.
from
$40
per night
5.0 out of 5 stars
• 9 reviews
1 repeat client
5 years of experience
Dover, DE, 19901

“Olinda was wonderful with my dog, she sent me lots of videos and photos the whole time and my pup was well cared for! I will definitely book again.”

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Sylvie R.
Sitter Profile Image: Johanna T.
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Johanna T.
Star Sitter
from
$50
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: Heather M.
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Heather M.
from
$28
per night
5.0 out of 5 stars
• 9 reviews
5 repeat clients
20 years of experience
Felton, DE, 19943

About: I have lived with/ taken care of various animals for as long as i can remember. I have experience with just about every type of animal such as dogs, cats, reptiles, birds, pigs/ livestock, hedgehogs, and rabbits. I've always been an animal lover and I guarantee I'll be your furbaby's new best friend. I am willing to adapt to any environment and provide the best service for your pet specifically. I love all breeds and I work well with them whether we're playing, training, walking, or relaxing. I have been told by many that I am somewhat of an "animal whisperer." I have a calming energy around animals and I know how to let them get to know me on their own terms and in their own way. I have more than enough patience and love for any situation.

Sitter Profile Image: Cory P.
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Cory P.
Star Sitter
from
$40
per night
4.9 out of 5 stars
• 19 reviews
5 repeat clients
4 years of experience
Dagsboro, DE, 19939

“Cory was friendly and knew a lot about puppies. We were very comfortable leaving our six month old Finnegan with him. He has a big yard and a fenced in deck. I would bring Finnegan the next time I’m in the area.”

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Lori G.
Sitter Profile Image: Sandra N.
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Sandra N.
from
$55
per night
5.0 out of 5 stars
• 1 review
4 years of experience
Georgetown, DE, 19947

“Sandra took the time to meet with our dogs prior to boarding, sent several updates throughout their stay, and made me feel comfortable leaving them in her care. Most importantly, my dogs seemed to love her. I plan to come to Sandra for any future boarding needs!”

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Mackenzie G.
Sitter Profile Image: Jodi G.
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Jodi G.
from
$35
per night
4.8 out of 5 stars
• 20 reviews
1 repeat client
45 years of experience
Hebron, MD, 21830

“Maggie was in excellent hands with Jodi. I received daily updates and pics. Communication with Jodi was clear and immediate. She was also very friendly and personable. I would definitely utilize Jodi's services again in the future.”

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Soul D.
Sitter Profile Image: Alan C.
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Alan C.
from
$50
per night
5.0 out of 5 stars
• 4 reviews
1 repeat client
16 years of experience
Rising Sun-Lebanon, DE, 19934

“Alan, takes very good care of my dog Max! He gets along with his dogs as well. 👏🏽👏🏽👏🏽”

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Linda L.
Sitter Profile Image: Taylor K.
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Taylor K.
from
$75
per night
5.0 out of 5 stars
• 6 reviews
3 repeat clients
20 years of experience
Seaford, DE, 19973

About: I’ve always been an animal lover and have lots of experience with different breeds of cats/dogs, big and small. Neighbors, friends, and family have relied on me to walk, feed and play with their fur babies for many years! If this is your first time using Rover, please let me know and I will give you a promo code that gives you $20 off of your first booking. Pet sitting is currently my full time job so I’ll have plenty of time to care for your pets! Please reach out with any inquiries or questions regarding a booking and I will respond as quickly as possible to determine if my schedule aligns with you and your pets needs! Your pet will be treated as my own and receive plenty of love and attention while in my care. I can easily crate your dog if needed or preferred. I can provide separate living spaces for dogs while away or you are welcome to bring their own crate/needs for comfort.

Sitter Profile Image: Aaliyah C.
Verified Enhanced Background Check
Aaliyah C.
from
$15
per night
10 years of experience
Camden Wyoming, DE, 19934

About: I have taken care of cats and dogs of all ages growing up. I started solo caring for our pets 10 years ago. I have a special interest in animals, so this job is a 2 in one for me. My over night availability ranges from 10pm - 5am every day of the week depending on commuting distances. My Day time availability changes based on my full time job scheduling. I believe slip leads and or harnesses are essential for keeping your pet as safe as possible while handling. I have a good understanding of crate training.

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The median cost per night for dog boarding in Cocked Hat is $50

Dog parents share their Rover experiences - Cocked Hat

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5.0 out of 5 stars

Jermaine was super friendly and welcoming. This was my family's first time with any pet sitter/boarding and would absolutely recommend Jermaine to anyone in the area in need of the pet services that he provides. Our Cane Corso is 10+yrs old. She was well taken care of, for an entire week while the rest of our family was in Florida. Jermaine responded quickly to texts or emails and provided pics when I asked.

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rebekah m.
Boarding
5.0 out of 5 stars

Jermaine takes good care of our Gusto everytime we are away. Give us advice some advice about his skin issues. He is a good guy and will definitely use him again for our Gusto. 👍

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Jelai D.
Boarding
5.0 out of 5 stars

My dogs had a blast at Jermaine’s place. I messaged late notice and he took me right in. Took great care of my softies (husky’s)

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Max L.
Boarding
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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 - Cocked Hat

Select a filter and find qualifying sitters offering dog boarding.

Sitters in Cocked Hat average 12
repeat dog boarding clients

FAQs for Dog Boarding - Cocked Hat

Frequently asked questions about Rover

As of November 2026, there are 193 sitters on Rover offering Dog Boarding across Cocked Hat. 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 Cocked Hat 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 Cocked Hat 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 Cocked Hat.

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 Cocked Hat. On Rover:

  • 95% of sitters can help with special care needs
  • 98% 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 Cocked Hat 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 DE 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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