Dog Boarding Whaleyville

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Over 79
pet parents in Whaleyville have booked dog boarding

Whaleyville, 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: Jill T.
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Jill T.
Star Sitter
from
$56
per night
5.0 out of 5 stars
• 204 reviews
85 repeat clients
13 years of experience
Willards, MD, 21874

“I am so incredibly happy with my dog’s visit with Jill! She sent so many pictures and updates the whole weekend! I am so thankful for everything Jill did to make Max feel at home, he will be back soon! :)”

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Heidi W.
Sitter Profile Image: Lamar C.
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Lamar C.
Star Sitter
from
$25
per night
5.0 out of 5 stars
• 9 reviews
3 repeat clients
9 years of experience
Newark, MD, 21841

“Lamar and his family are absolutely amazing! We found out at the last minute that our Airbnb didn’t allow pets, and I was devastated trying to find someone I could trust to care for my little guy. From the moment we met Lamar, he made us feel so welcome and immediately put my mind at ease. Throughout Gus’s stay, he sent us photos and updates, which meant so much and reassured us that he was happy, safe, and well cared for. It’s clear that Lamar is incredibly knowledgeable, compassionate, and genuinely loves animals. I am so grateful we found him, especially on such short notice. I highly recommend Lamar to anyone looking for exceptional pet-sitting services. We will absolutely choose him again whenever we’re back in Ocean City. I only wish he lived closer to us!”

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Erisse T.
Sitter Profile Image: Samantha R.
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Samantha R.
from
$60
per night
5.0 out of 5 stars
• 81 reviews
29 repeat clients
20 years of experience
Millsboro, DE, 19966

“Samantha took great care of my two labradoodles . She sent pictures of them everyday which I loved. I could tell they were having a blast playing with her dogs. Huge fenced in area for playtime”

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Catherine H.
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

“Best sitter! Molly had a great time running and resting at Kate’s house for the weekend. She had an extra crate for her when I forgot mine and also kept me updated with Molly’s day. I really appreciated the short turn around as my planned sitter canceled last minute and I was scrambling to find a reliable fix! Thank you Kate!”

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Elizabeth R.
Sitter Profile Image: Daniela K.
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Daniela K.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 139 reviews
38 repeat clients
10 years of experience
Delmar, MD, 21875

“We were very happy with Indy’s care! We felt very at ease on vacation and really appreciated the picture updates. Will definitely book again!”

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Kayla O.
Sitter Profile Image: Jessica R.
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Jessica R.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 31 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: 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: Denise S.
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Denise S.
from
$50
per night
5.0 out of 5 stars
• 55 reviews
20 repeat clients
20 years of experience
Fruitland, MD, 21826

“Our 1 year old pitbull mix with a strong dose of anxiety had an amazing time with Denise, her wonderful family and Rocket, their dog. We received videos and pictures throughout the stay. They were so patient with our pup that she didn't want to leave when we came to pick her up!! Glad to find such a wonderful sitter so close!”

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Sarah B.
Sitter Profile Image: Michele V.
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Michele V.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 94 reviews
26 repeat clients
40 years of experience
Milton, DE, 19968

“Dory’s first stay with Micki went very well and Dory had a great time. We’re very pleased with the care that Micki provided and have booked Dory’s next stay with Micki. As pet parents, we are very comfortable leaving Dory with Micki and know that she will be safe, loved, and well cared for.”

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Deborah B.
Sitter Profile Image: Lauren C.
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Lauren C.
from
$28
per night
5.0 out of 5 stars
• 3 reviews
15 years of experience
Ocean View, DE, 19970

“Lauren did an excellent job taking care of Tuco. I really appreciated the multiple updates with videos and photos. Lauren and her husband could not have been nicer. Tuco is looking forward to his next sleepover!”

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James V.
Sitter Profile Image: Carly M.
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Carly M.
from
$50
per night
5.0 out of 5 stars
• 6 reviews
2 repeat clients
6 years of experience
Berlin, MD, 21811

About: I cat and dog sit for my family members regularly. I have cared for dogs of all sizes and breeds. I’ve been riding horses since I was 10 and started working on the farm when I was 12. I am available wherever, whenever. Whenever you need me there, I’ll be there. I will figure out a way for your animal to have top tier care. I would care for my clients home just as I would care for mine. I would never want anyone to disrespect my home therefore I would never disrespect anyone else’s.

Sitter Profile Image: Amy A.
Verified Enhanced Background Check
Amy A.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 13 reviews
5 repeat clients
50 years of experience
Laurel, DE, 19956

“General Grant had a great time and was exhausted when he go mt home. .me and my husband felt very comfortable with Amy. We will be using her soon again..”

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Kim A.
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

“This was our first time ever using Rover as we just acquired a rescue puppy. Jodi was the perfect match for our fur baby. She understood his need for walks and his “zoomies” (periods of over excitement). I could not have picked a better sitter. During our absence she sent us pictures and updates which made us feel near him. I cannot say enough great things but rest assured she will always be our go to person for Maverick.”

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Wendy R.
Sitter Profile Image: Karen L.
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Karen L.
from
$48
per night
5.0 out of 5 stars
• 25 reviews
9 repeat clients
10 years of experience
Lewes, DE, 19958

“Karen and her husband are SO nice. I felt really comfortable leaving Chrissy with them and Chrissy seemed really happy staying with them. I will gladly be sending Chrissy back!”

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Maggie S.
Sitter Profile Image: Nichole P.
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Nichole P.
from
$65
per night
5.0 out of 5 stars
• 4 reviews
20 years of experience
Salisbury, MD, 21804

“I would definitely recommend and book again. Keeps you updated with pictures and videos. Took care of our dog like if it was her own. I had no worries during my trip about my dog being cared for b/c I know my dog was in good hands. I dropped a list minutes book and she responded quickly, which we are very appreciative for.”

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Shery V.
Sitter Profile Image: Morgan A.
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Morgan A.
from
$50
per night
5.0 out of 5 stars
• 3 reviews
1 repeat client
20 years of experience
Bridgeville, DE, 19933

“Morgan truly enjoyed my babies and took amazing care of them! I’d book her again any time!”

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Johanna D.
Sitter Profile Image: Jen G.
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Jen G.
from
$50
per night
4.9 out of 5 stars
• 17 reviews
5 repeat clients
30 years of experience
Milton, DE, 19968

“My pup looked happy in all of the pics and videos. Jen kept me updated and was so nice to not worry about my pup. Was first time leaving her but Jen made it bearable.”

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Michelle P.
Sitter Profile Image: Debra H.
Verified Background Check
Debra H.
from
$90
per night
5.0 out of 5 stars
• 7 reviews
1 repeat client
50 years of experience
Lewes, DE, 19958

“Debra was incredibly sweet. This was a last minute booking with the holidays 1-2 days away. Debra was incredibly responsive throughout he process. She took our dog on frequent walks, provided photos/videos and updates how he was doing. Simply put, we couldn’t have asked for more. We’d definitely recommend.”

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Biren J.
Sitter Profile Image: Carley B.
Verified Enhanced Background Check
Carley B.
from
$60
per night
5.0 out of 5 stars
• 10 reviews
1 repeat client
5 years of experience
Bethany Beach, DE, 19930

“Carley did an amazing job with our anxious shepherd! She communicated and sent us photos, took the time to walk her multiple times, and treated her as she would her own fur baby. My husband and I had never left our dog with anyone other than my parents, but Carley made both her and us feel happy and comfortable! You can truly tell that she cares about dogs and provides them with lots of love and cuddles. In the future, I would go back to Carley and fully recommend her to anyone looking for a reliable and responsible sitter!”

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Samantha S.
Sitter Profile Image: Sandra N.
Verified Enhanced Background Check
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.
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The median cost per night for dog boarding in Whaleyville is $55

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 - Whaleyville

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Sitters in Whaleyville average 11
repeat dog boarding clients

FAQs for Dog Boarding - Whaleyville

Frequently asked questions about Rover

The average cost of Dog Boarding in Whaleyville is $43 per night as of October 2026. Most bookings cost between $37 and $72 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 148 sitters on Rover offering Dog Boarding across Whaleyville. 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.

95% of sitters in Whaleyville 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 Whaleyville 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 Whaleyville.

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 Whaleyville 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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