Dog Boarding Whaleyville

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Over 72
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.

1 / 1
Sitter Profile Image: Sylvia L.
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Sylvia L.
Star Sitter
from
$60
per night
5.0 out of 5 stars
23 reviews
9 repeat clients
20 years of experience
Millsboro, DE, 19966

Sylvia was great with Tazzy. She was very thorough on our initial meet and great, and had her notes ready when we brought Tazzy for her weekend getaway. We felt very comfortable leaving her in good hands.

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Jennifer B.
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
112 reviews
32 repeat clients
40 years of experience
Ocean Pines, MD, 21811

This was my first experience with Margit and Bill and it could not have gone better! My dog felt comfortable right from the start – it was like he had known them forever. They have three adorable well-behaved dogs who got along wonderfully with mine. It was clear that Margit and Bill truly love animals and provide a safe, happy environment. I felt totally at ease, knowing my dog was in such good hands. I’ll definitely be booking with them again!

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Elaine M.
Sitter Profile Image: Kelly G.
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Kelly G.
Star Sitter
from
$50
per night
5.0 out of 5 stars
38 reviews
15 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: Carlie A.
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Carlie A.
Star Sitter
from
$55
per night
5.0 out of 5 stars
38 reviews
13 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: Daniel W.
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Daniel W.
Star Sitter
from
$35
per night
5.0 out of 5 stars
38 reviews
16 repeat clients
4 years of experience
Fruitland, MD, 21826

Daniel was an amazing caregiver for Benny. He constantly sent me photos and updates + he was really flexible when my flight got delayed. I would recommend him to anyone in the area looking for a temporary home for your pet while you’re away.

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Andrew N.
Sitter Profile Image: Daniela K.
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Daniela K.
Star Sitter
from
$45
per night
5.0 out of 5 stars
128 reviews
36 repeat clients
10 years of experience
Delmar, MD, 21875

Daniela took great care of my dog while we were away. She was very responsive and kept us updated regarding how Luna was adjusting and the adventures they went on together. Luna was very healthy and happy when we picked her up, and quite attached to Daniela. I’m so thankful for the love that Daniela showered on Luna while we were away, and I wouldn’t hesitate to book with her again.

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Ilana & Martin A.
Sitter Profile Image: Jacqueline & William C.
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Jacqueline & William C.
Star Sitter
from
$45
per night
5.0 out of 5 stars
226 reviews
100 repeat clients
8 years of experience
Millsboro, DE, 19966

Was great for a quick trip out of town! Great communication, showed pictures the entire time of the stay and just around super great! Will be using again and highly recommend

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Roxanne R.
Sitter Profile Image: Sandee W.
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Sandee W.
Star Sitter
from
$55
per night
5.0 out of 5 stars
36 reviews
11 repeat clients
50 years of experience
Milton, DE, 19968

Leaving our dog, Mazie with Sandee gives us total peace of mind. She is incredibly reliable and communicative, sending us multiple updates and photos daily. It is comforting to see how happy and relaxed Mazie is in her care. We always return to a happy, healthy dog and feel completely confident that everything is taken care of. We're very grateful that we have found her and highly recommend her to anyone who needs a trustworthy and experienced sitter.

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Wendy N.
Sitter Profile Image: Megan W.
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Megan W.
Star Sitter
from
$55
per night
5.0 out of 5 stars
27 reviews
6 repeat clients
21 years of experience
Lewes, DE, 19958

Megan is a wonderful pet sitter! It’s clear how much she loves our pup and makes sure he gets lots of attention and play time. She’s great with communication and always responsive and flexible. Leaving our pup with Megan gives my wife and I peace of mind. We highly recommend her!

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Rich M.
Sitter Profile Image: Karen J.
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Karen J.
Star Sitter
from
$48
per night
5.0 out of 5 stars
57 reviews
19 repeat clients
45 years of experience
Berlin, MD, 21811

This was the first time I used Karen and I will most certainly use her again. She and her family were very loving toward my golden Happy, and they treated her as a member of the family. I left her with them for a period of 8 days and over this time I received notes and pictures of Happy enjoying her self. They are professional and well organized. Sometimes other dogs might stay for a day or two, and they all seemed to get along. It is so nice knowing I can leave happy with someone I trust. Overall, a wonderful experience.

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Robert M.
Sitter Profile Image: Mary Sue C.
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Mary Sue C.
Star Sitter
from
$50
per night
5.0 out of 5 stars
268 reviews
121 repeat clients
50 years of experience
Rehoboth Beach, DE, 19971

Mary Sue is wonderful with our dog. Dory loves going to her home and receives excellent care. We travel without stress knowing Mary Sue is taking care of our pup.

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Jean M.
Sitter Profile Image: Lamar C.
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Lamar C.
from
$25
per night
5.0 out of 5 stars
6 reviews
2 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: Michele V.
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Michele V.
Star Sitter
from
$55
per night
5.0 out of 5 stars
86 reviews
22 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: Kate B.
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Kate B.
from
$50
per night
4.9 out of 5 stars
101 reviews
34 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: Christina M.
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Christina M.
Star Sitter
from
$80
per night
5.0 out of 5 stars
76 reviews
40 repeat clients
35 years of experience
Millsboro, DE, 19966

Christina was extremely nice, communicative, and instantly connected with my dog, Sushi. Sushi had so much fun with Christina’s other dogs and I think she will be a reliable person to bring her back to! I highly recommend you bring your pet to stay with Christina ?

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Cecilia S.
Sitter Profile Image: Lacy M.
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Lacy M.
Star Sitter
from
$30
per night
5.0 out of 5 stars
28 reviews
14 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: Amy A.
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Amy A.
from
$50
per night
5.0 out of 5 stars
12 reviews
5 repeat clients
50 years of experience
Laurel, DE, 19956

Amy is an angle. She was so down to earth and I felt at ease leaning my boy with her. She kept me updated throughout the entire day with pictures and videos. She took my baby on an adventure with lots of trips and care rides which he loves. I told her what he likes and didn’t and she made sure to do all the things he loves. In every picture and video she sent I saw how happy my baby boy was. Definitely booking with her again! Thank you so much he had so much fun and you showed him so much love. 😊😊

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Sterline P.
Sitter Profile Image: Kelly W.
Verified Background Check
Kelly W.
from
$60
per night
5.0 out of 5 stars
112 reviews
36 repeat clients
10 years of experience
Lewes, DE, 19958

Kelly was friendly and took great care of our dog over Christmas. She updated us with photos and texts which we appreciated. The location was convenient and easy to find. We recommend Kelly 100%.

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Diana G.
Sitter Profile Image: Samantha R.
Verified Background Check
Samantha R.
Star Sitter
from
$60
per night
5.0 out of 5 stars
79 reviews
29 repeat clients
20 years of experience
Millsboro, DE, 19966

We used Samantha for the first time to watch our little guy, Ollie, and she was everything we were hoping for — and then some! From the start, her communication was prompt and reassuring, which immediately put us at ease. It was clear she has a genuine sense for an animal's needs, and Ollie took to her right away. She sent daily updates throughout our time away, including an adorable holiday-themed photo that honestly made our day. Knowing Ollie was happy, comfortable, and in great hands made all the difference. You can just tell when your pet is at ease, and he absolutely was. We will 100% be rebooking with Samantha — no question about it. If you're looking for a pet sitter who truly cares and goes the extra mile, look no further. Thank you, Samantha — Ollie had a wonderful time! 🐾

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Jordan G.
Sitter Profile Image: Paige & Cameron D.
Verified Enhanced Background Check
Paige & Cameron D.
Star Sitter
from
$35
per night
5.0 out of 5 stars
15 reviews
2 repeat clients
6 years of experience
Georgetown, DE, 19947

Paige was great. She was available on short notice and was accommodating to a weird drop-off time due to bad weather. She was attentive to my animals needs and it was obvious my pup had a great time with her. She sent tons of pictures and videos and gave comprehensive daily updates. I would absolutely recommend this sitter and will be using her again in the future.

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Patrick L.
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The median cost per night for dog boarding in Whaleyville is $56

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  • 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.

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Popular requests for dog boarding - Whaleyville

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Sitters in Whaleyville average 11
repeat dog boarding clients

FAQs for Boarding - Whaleyville

Frequently asked questions about Rover

The average cost for Dog Boarding in Whaleyville on Rover is $43 per night (as of August 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Dog Boarding easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Boarding. For more information on service fees, click here .

As of August 2026, there are 154 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 rhythm and routine, but most will follow the flow that keeps your dog happiest. Sitters can give meals on your dog's regular schedule, provide a comfortable place for sleep, and plenty of one-on-one attention.

90% of Whaleyville sitters also include daily walks in the neighborhood during dog boarding stays. You can also request photo and message updates throughout the stay so you can see which Whaleyville landmarks or neighborhoods your dog is enjoying.

If your dog is a little shy, consider booking a one-night trial stay! This practice run can boost your and your dog’s confidence before your trip.

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.

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 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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