Dog Boarding in Whaleyville, MD

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Top rated Whaleyville dog boarders

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: Margit & Bill N.
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Margit & Bill N.
Star Sitter
from
$52
per night
5.0 out of 5 stars
97 reviews
30 repeat clients
40 years of experience
Ocean Pines, MD, 21811

Once again Gizmo was well taken care of while we were away. It is very comforting to travel knowing that our precious baby is in good hands. Thanks for treating him as one of your own!

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Debbie M.
Sitter Profile Image: Schejn O.
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Schejn O.
Star Sitter
from
$40
per night
4.9 out of 5 stars
173 reviews
57 repeat clients
30 years of experience
Millsboro, DE, 19966

So happy Scruffy stayed with Schejn overnight. Once I met Schejn I felt comfortable leaving Scruffy with him for the first time. He’s only 8 1/2 months so I was very leary but he made me feel at ease. He took pictures and sent me videos of him which made me feel better. He played with the other dogs so I know he had fun too. I will definitely be using him again.

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Irene C.
Sitter Profile Image: MacCray C.
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MacCray C.
from
$40
per night
5.0 out of 5 stars
5 reviews
1 repeat client
20 years of experience
Berlin, MD, 21811

Our dogs can be challenging and this was the first time they've ever been boarded. McCray did a great job taking care of them and giving them tons of attention...all during the holidays, which is not easy.

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Dennis W.
Sitter Profile Image: Irena J.
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Irena J.
from
$50
per night
5.0 out of 5 stars
41 reviews
14 repeat clients
10 years of experience
Ocean Pines, MD, 21811

Can’t say enough how well our Sally was treated on her vacation from us! Irena and her family welcomed Sally as one of their own while we were away! Irena sent photo updates to us and we knew our girl was being well taken care of! Vacationing in Ocean City at a pet-unfriendly place? Bring your furbaby to Irena during your stay. Live in Ocean Pines or thereabouts? Irena is the perfect person to take in your beloved while you’re away!

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Carol C.
Sitter Profile Image: Jill T.
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Jill T.
Star Sitter
from
$56
per night
5.0 out of 5 stars
192 reviews
78 repeat clients
13 years of experience
Willards, MD, 21874

Fantastic- friendly, loves dogs, made us feel immediately like we’d made the right choice with where to leave our doggy. She even gave our toddler a book for our car ride home! Super great person.

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Heather B.
Sitter Profile Image: Sylvia L.
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Sylvia L.
from
$60
per night
5.0 out of 5 stars
19 reviews
7 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: Alyssa H.
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Alyssa H.
from
$65
per night
5.0 out of 5 stars
8 reviews
1 repeat client
20 years of experience
Ocean Pines, MD, 21811

Alyssa was perfect for watching our standard poodle, Fin, for four nights. She sent several pictures while we were away and informed us of their daily walks and happenings. When we picked up Fin he was very happy and had eaten, which showed he was very comfortable being with Alyssa (and her cat which Fin had never experienced before :). Fin was well taken care of, we highly recommend Alyssa and will be using her as needed.

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Tom C.
Sitter Profile Image: Daniela K.
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Daniela K.
Star Sitter
from
$40
per night
5.0 out of 5 stars
106 reviews
30 repeat clients
10 years of experience
Delmar, MD, 21875

This is the second time we have left our Saylor with Daniella. He is well taken care of and enjoys being with her doggies. We highly recommend her.

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Patricia G.
Sitter Profile Image: Donald S.
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Donald S.
Star Sitter
from
$45
per night
5.0 out of 5 stars
31 reviews
11 repeat clients
50 years of experience
Ocean View, DE, 19970

Donald took great care of Brie. She really liked him and had a good time at his house. We look forward to booking with Donald in the future. Highly recommend!!

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Adele G.
Sitter Profile Image: Rachel S.
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Rachel S.
from
$40
per night
5.0 out of 5 stars
3 reviews
1 repeat client
5 years of experience
Ocean Pines, MD, 21811

About: I love all kinds of dogs! I have my own 2 year old puppy Scooby. He is a Lab Great Dane mix, I call him the gentle giant. He is also super hyper so I can handle high energy dogs! I also have a 2 year old puppy Damsel she's a Bolonka (very small breed similar to a shih tzu). I had a dog growing up who was blind and have diabetes so I am able to assist in giving medicine to your pup if they need it. I love taking long walks on trails or around the neighborhood and giving the dogs enrichment toys that tire them out. I Can't wait to meet your pup!! I am currently available any day or time to walk your dog or stop in to play. I am currently in between jobs and looking for something fun to do in the meantime! I normally take my dog on 2 short walks and one long walk a day. Occasionally we go to the dog park. I can take your pup on a nice walk, short or long, or to the dog park if there is one near by!

Sitter Profile Image: Samantha R.
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Samantha R.
Star Sitter
from
$60
per night
5.0 out of 5 stars
66 reviews
28 repeat clients
20 years of experience
Millsboro, DE, 19966

Samantha was great!!! She was very communicative, and I could tell that Jett had a good time. I will definitely work with her in the future. 10 out of 10!

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Emilsa J.
Sitter Profile Image: Daniel W.
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Daniel W.
Star Sitter
from
$35
per night
5.0 out of 5 stars
26 reviews
8 repeat clients
4 years of experience
Fruitland, MD, 21826

Daniel watched our dog, Curie, for the day while my husband and I were visiting friends in the area. He was communicative, attentive, and friendly. We appreciated the regular updates even though we had just dropped her off for the day. We’d definitely have him take care of Curie again!

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Becca G.
Sitter Profile Image: Karen J.
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Karen J.
Star Sitter
from
$40
per night
5.0 out of 5 stars
56 reviews
17 repeat clients
45 years of experience
Berlin, MD, 21811

Absolutely the BEST. Lahni was well taken care of and enjoyed her stay! Karen sent several pictures which eased our minds. Great experience!

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Ellen B.
Sitter Profile Image: Stephanie C.
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Stephanie C.
Star Sitter
from
$36
per night
5.0 out of 5 stars
25 reviews
5 repeat clients
13 years of experience
Lewes, DE, 19958

Stephanie was awesome with our dogs! It was a last minute booking and she was accommodating with their different needs and energy levels. Stephanie sent pictures and was very communicative - I would definitely use her again!

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James F.
Sitter Profile Image: Kate B.
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Kate B.
Star Sitter
from
$50
per night
4.9 out of 5 stars
92 reviews
29 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: Kelly G.
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Kelly G.
Star Sitter
from
$50
per night
5.0 out of 5 stars
23 reviews
10 repeat clients
10 years of experience
Millsboro, DE, 19966

Kelly is awesome! We went to Ocean City to spend some time at the beach and Kelly is just off the main route coming from Northern Virginia. She took great care of our dog for three nights and sent us pictures at the end of each day, totally unexpected. Besides being great with animals she is just a great person. If you are in here area I would recommend giving her your business!!

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Jeremiah A.
Sitter Profile Image: Amy A.
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Amy A.
Star Sitter
from
$50
per night
5.0 out of 5 stars
12 reviews
3 repeat clients
50 years of experience
Laurel, DE, 19956

I have used Amy twice for General Grat and she has been great. Gra t Really enjoys his stays especially when he got to spend time with a baby goat. Highly recommend

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Kim A.
Sitter Profile Image: Michele V.
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Michele V.
Star Sitter
from
$48
per night
5.0 out of 5 stars
65 reviews
14 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: Anmei Y.
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Anmei Y.
Star Sitter
from
$50
per night
5.0 out of 5 stars
12 reviews
2 repeat clients
2 years of experience
Salisbury, MD, 21801

Anmei was amazing with Lucas! She sent lots of pictures and videos, and he looked so happy the whole time. This was our first time being separated, and Anmei made it so easy and comforting. We’ll definitely be using her from now on. We highly recommend!!

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latisha s.
Sitter Profile Image: Karen L.
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Karen L.
from
$50
per night
5.0 out of 5 stars
23 reviews
8 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.
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Over 23
pet parents in Whaleyville have booked dog boarding

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  1. 1. Search

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

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Sitters in Whaleyville average 12
repeat dog boarding clients

Dog Boarding FAQs

Frequently asked questions about Rover

As of Feb 2026, the median cost of dog boarding in Whaleyville is $50 per night, including service fees. Boarding your dog for one week typically costs $350. Sitters on Rover set their own rates based on their qualifications, your dog's needs, and their space's amenities. As a result, most Whaleyville dog boarding rates can be found as low as $77 to as high as $110 per night.

If you’re searching for a Whaleyville dog boarding sitter for the first time, visit the sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a sitter before, learn more about how to do this in the Rover app or on your computer.

As of Feb 2026, 148 sitters provided dog boarding in Whaleyville. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect sitter near you. As a reminder, dog boarding sitters joining Rover must pass a background check for you and your dog’s safety.

Rover makes it easy to reach out to multiple sitters about your booking. Typically, 95% of Whaleyville dog boarding sitters respond in under an hour.

Sitters who provide dog boarding in Whaleyville have an average of 25 years of experience. Dog boarding sitters with repeat customers have an average of 12 repeat clients. Experience can vary from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when you compare sitters in Whaleyville.

Rover makes it easy to find Whaleyville dog boarding sitters to provide loving care from their own home. The background-checked, 5-star sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog boarding is great for:

  • Dogs of all ages and abilities, including puppies
  • Pet parents looking for a safe, loving alternative to a kennel
  • Dogs who’d love to socialize with their sitter’s pets

There are 148 dog boarding sitters in Whaleyville on Rover, so you’re sure to find the perfect match for your dog! In Whaleyville, 89% of sitters offer daily exercise, 100% offer medication administration, and 100% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog boarding sitter near you. As a reminder, sitters joining Rover must pass a background check for you and your dog’s safety.

Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog boarding sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your dog boarding sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your dog boarding service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.