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: Carlie A.
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Carlie A.
from
$60
per night
5.0 out of 5 stars
• 65 reviews
19 repeat clients
15 years of experience
Ocean Pines, MD, 21811

“Carlie was a pleasure to work with and was super communicative with me for our Goldens care...She was also flexible and understanding when an unexpected sickness arose (which was not related to her care in any way) Would recommend her and will use her again for sure!”

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John W.
Sitter Profile Image: Sylvia L.
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Sylvia L.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 27 reviews
12 repeat clients
20 years of experience
Millsboro, DE, 19966

“Sylvia kept our nervous dog for three days and she was so patient and caring with her. We got updates during the visit with photos. She made sure she felt at home and knew all of her needs. Then we returned for another three days the following week and our dog was so excited to see her and relaxed right in with no anxiety. Sylvia is really wonderful and a fabulous dog sitter. I would highly recommend her.”

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Anne S.
Sitter Profile Image: Jill T.
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Jill T.
Star Sitter
from
$56
per night
5.0 out of 5 stars
• 201 reviews
83 repeat clients
13 years of experience
Willards, MD, 21874

“Fabulous experience with Jill! Easy booking, easy communication and an easy choice for our dog sitter! Amazing pictures and plenty of play time.”

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Joe Z.
Sitter Profile Image: Kelly G.
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Kelly G.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 43 reviews
16 repeat clients
10 years of experience
Millsboro, DE, 19966

“I can't recommend Kelly enough for dog boarding! My pup, Bailey, absolutely loves staying at her place. The big, fenced-in yard is a doggy paradise, and he has a blast running around and playing with Charlie, Kelly's dog. It's such a relief to know that Bailey is having a great time while I’m away! Kelly’s communication skills are fantastic. She keeps me updated throughout Bailey’s stay, sharing pictures and messages that always brighten my day. It’s so comforting to know my furry friend is in such caring hands. If you’re looking for a loving and fun environment for your dog, look no further than Kelly! Bailey can’t wait for his next visit! 🐾❤️”

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John R.
Sitter Profile Image: Robert L.
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Robert L.
from
$50
per night
5.0 out of 5 stars
• 5 reviews
9 years of experience
Ocean Pines, MD, 21811

“Robert was fantastic with Gracie. He sent pics and updates several times a day. She came home exhausted so I know she was played with A LOT while she was with him. He truly loves dogs, I highly recommend him!”

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Theresa W.
Sitter Profile Image: Jessica R.
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Jessica R.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 28 reviews
11 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: Daniela K.
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Daniela K.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 137 reviews
37 repeat clients
10 years of experience
Delmar, MD, 21875

“Daniela is an answer to a prayer for me. I had no one to help me with them if I wanted to go out of town. She was responsive and kind to my dogs. I hope I get a chance to take them to her again. I wish her the best in this endeavor in the future.”

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Bonnie M.
Sitter Profile Image: Daniel W.
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Daniel W.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 42 reviews
17 repeat clients
4 years of experience
Fruitland, MD, 21826

“Daniel took great care of Maggie! I received pictures and a quick update every day. They were like besties. I would definitely book with Daniel again!”

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

“Kate was wonderful and Mr. Peanut settled in quite quickly with her AND her two own dogs. Peanut is very picky at who he likes and doesn't like. But he got along with the pack and as a doggie mom, that made me feel good. I will definitely use Kate again. As far as the Rover website, there looks to be some logistical issues. On my screen, it told me Kate was 82miles away, but a 30min drive. Please get that fixed. Rover for me was hard to use. I like simple. But Rover has all these twists and turns. For example, I was not allowed to just message sitters. I was forced to pick dates. I had been looking for a new babysitter for Mr. Peanut since we just moved, but Rover made me wait til I needed someone asap, which made my experience stressful. Not good. We should be able to meet and talk to these folks before we book. After all, we are parents, and we all should be allowed to interview these sitters much like we would if they were our human children. Thankfully Kate worked out. But it could have gone a lot smoother. Thanks Kate (and daughter!)”

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Leah R.
Sitter Profile Image: Megan W.
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Megan W.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 36 reviews
9 repeat clients
21 years of experience
Lewes, DE, 19958

“Megan was amazing with Jax! She communicated with me throughout his stay so I knew he was having a great time and also sent pics! I look forward to booking with Megan again 😊”

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Shakeerah G.
Sitter Profile Image: Irena J.
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Irena J.
from
$50
per night
4.9 out of 5 stars
• 48 reviews
15 repeat clients
10 years of experience
Ocean Pines, MD, 21811

“Very kind and caring. Unexpectedly my dog needed medicine while I was away and Irena did not mind at all doing what was needed. She was very accommodating to my change in schedule also.”

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Linda D.
Sitter Profile Image: Margit & Bill N.
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Margit & Bill N.
Star Sitter
from
$52
per night
5.0 out of 5 stars
• 114 reviews
33 repeat clients
40 years of experience
Ocean Pines, MD, 21811

“Couldn’t have asked for a better experience boarding my dog pea. I really appreciated the updates and the quick responses and pea seemed to be very comfortable while she stayed with them”

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Josh W.
Sitter Profile Image: Amy A.
Verified Enhanced Background Check
Amy A.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 12 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: Jenna C.
Verified Background Check
Jenna C.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 225 reviews
61 repeat clients
10 years of experience
Ocean View, DE, 19970

“I am not sure if I should feel good or bad about the fact that when I picked up my dog he was more interested in following Jenna back inside her house instead of wanting to hop into the car with me. Obviously, he had a very enjoyable time with her.”

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Justin K.
Sitter Profile Image: Michele V.
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Michele V.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 91 reviews
25 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: Cory P.
Verified Enhanced Background Check
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

“I can always tell when Lucy is taking well care of by her demeanor when I pick her up and after. She came home happy and content thank you so much.”

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John C.
Sitter Profile Image: Jeremiah P.
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Jeremiah P.
from
$44
per night
5.0 out of 5 stars
• 2 reviews
10 years of experience
Bishopville, MD, 21813

“Our dog, who can be a wee bit nervous, had such a lovely time with Jeremiah and his family! They were so kind and communicative, and we’ll happily trust them to care for her again. She can’t wait to be back for snuggles with the kids!”

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Nikki A.
Sitter Profile Image: Lacy M.
Verified Enhanced Background Check
Lacy M.
Star Sitter
from
$28
per night
5.0 out of 5 stars
• 30 reviews
15 repeat clients
20 years of experience
Laurel, DE, 19956

“Lacy and her daughter were great! They frequently sent me pictures of koda to insure me that he was ok and happy while I was away. Definitely recommend ☺️”

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Sarah P.
Sitter Profile Image: Carly M.
Verified Enhanced Background Check
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: Stephanie C.
Verified Enhanced Background Check
Stephanie C.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 52 reviews
6 repeat clients
13 years of experience
Lewes, DE, 19958

“Stephanie was great with Gilly. She was very hands on and affectionate... something Gilly demands!!! She sent lots of pictures throughout the stay and kept me updated. It was very comforting knowing that Gilly was in such great hands.”

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Beth B.
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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.

Meet local sitters who will treat your dogs like family

  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

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Popular requests for dog boarding - Whaleyville

Select a filter and find qualifying sitters offering dog boarding.

Sitters in Whaleyville average 12
repeat dog boarding clients

FAQs for Dog Boarding - Whaleyville

Frequently asked questions about Rover

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

89% 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, 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 Whaleyville.

<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 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 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.

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