Dog Boarding Ocean Pines

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Over 128
pet parents in Ocean Pines have booked dog boarding

Ocean Pines, 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.
Star Sitter
from
$55
per night
5.0 out of 5 stars
29 reviews
9 repeat clients
15 years of experience
Ocean Pines, MD, 21811

Carlie and her husband were an excellent pet sitters for our Jack Russell dog. They were very caring, reliable and accommodating to our schedule. We traveled from New York and be were able to enjoy our vacation without worrying about our pet because she was in good hands.

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Rocio D.
Sitter Profile Image: Sylvia L.
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Sylvia L.
Star Sitter
from
$60
per night
5.0 out of 5 stars
22 reviews
8 repeat clients
20 years of experience
Millsboro, DE, 19966

Sylvia was a perfect fit for our dog. Daisy tends to be a little shy but was best friends with Sylvia within an hour.. if that. Sylvia was great at sending me pictures throughout the day of my furbaby. Daisy looked very comfortable and relaxed. When I went to pick her up, Daisy had already claimed Sylvia as her person and did not recognize me for about 15 seconds..which felt like a lifetime. Although I felt alitte jolted..it showed me that my dog really liked Sylvia and that..my friends..is priceless. Thank you once again for becoming my dogs... person.. while we are on vacation.

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James L.
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
12 repeat clients
10 years of experience
Millsboro, DE, 19966

I found Kelly in a moment of desperation when I needed a last minute sitter for my fur baby. Not only was she quick to respond but also came to meet my recent rescue before hand. I had never used a River sitter before and after meeting her in person and learning about her vet tech background I was confident she would take great care of my girl. She sent me daily pictures and updates and took excellent care of Zoya for me while I was away. I will 100% be booking her again!

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Christine H.
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

Margit & Bill were amazing with Beau and with sending us messages and pictures reassuring us that Beau was in good hands and even enjoying himself (that’s a first with a dog sitter). We would definitely ask for them again next time we need someone to take in Beau and to feel confident everything will be fine. Our only worry—maybe one of these times, Beau won’t want to go home with us ?. We give Margit & Bill ⭐️⭐️⭐️⭐️⭐️.

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Maureen S.
Sitter Profile Image: Kendra M.
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Kendra M.
from
$45
per night
5.0 out of 5 stars
20 reviews
2 repeat clients
27 years of experience
Ocean City, MD, 21842

Thank you Kendra for taking such great care of Lucy for us. Kendra was amazing. She came through last minute for us and we can’t thank her enough. We could immediately tell when we meet her that Lucy was already so comfortable with her. She kept us informed each day of how things were going and was absolutely wonderful and so easy to talk and work with. We definitely plan on using her in the future.

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Debbie H.
Sitter Profile Image: Robert L.
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Robert L.
from
$50
per night
5.0 out of 5 stars
2 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
$45
per night
5.0 out of 5 stars
18 reviews
6 repeat clients
40 years of experience
Milton, DE, 19968

If you’re looking for the best in Milton, DE, look no further. Jessica by far is the BEST!! I have a senior bichonpoo who is fussy and Jessica cared for him so well. I knew he was in good hands when I brought him to her house on the first day and he didn’t want to leave. I received pictures and he looked so happy and rested. Thank you for taking such excellent care of my special baby, well senior dog. Will be back when I go to Bethany Beach, DE again. Tiki misses you already! Jessica is such a lovely person too!!

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Catherine D.
Sitter Profile Image: MacCray C.
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MacCray C.
from
$50
per night
5.0 out of 5 stars
8 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: 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: Megan W.
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Megan W.
from
$45
per night
5.0 out of 5 stars
13 reviews
2 repeat clients
21 years of experience
Lewes, DE, 19958

Megan was great with our Inca. I appreciate the detail and care she provided through responsive communication. It’s great to know we have someone a available when we travel to the Delaware shore. Thank you Megan and family! 🩷👩‍🦰👨‍🦱👧🐾

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Chanreth B.
Sitter Profile Image: Joshua C.
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Joshua C.
from
$65
per night
5.0 out of 5 stars
5 reviews
2 repeat clients
40 years of experience
Berlin, MD, 21811

Our dog Finley loved his week-long stay with Joshua. Finley's expressions showed happiness in the photos Joshua sent us each day.

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Daniel M.
Sitter Profile Image: Irena J.
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Irena J.
from
$50
per night
4.9 out of 5 stars
46 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: Cory P.
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Cory P.
Star Sitter
from
$50
per night
4.9 out of 5 stars
16 reviews
5 repeat clients
4 years of experience
Dagsboro, DE, 19939

We were very pleased with Cory, he kept me informed of how teddy was doing. Even though Cory has cats and teddy was not a fan of them he handle the situation great. !!!!!

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Claudia M.
Sitter Profile Image: Kathy L.
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Kathy L.
from
$75
per night
5.0 out of 5 stars
72 reviews
20 repeat clients
40 years of experience
Ocean City, MD, 21842

Goose didn’t seem to notice we left him, he was so comfortable with Kathy. He got lots of loves and walks. Best of all he was welcome on the furniture. 🤭

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Suzanne G.
Sitter Profile Image: Julia C.
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Julia C.
Star Sitter
from
$72
per night
5.0 out of 5 stars
49 reviews
11 repeat clients
12 years of experience
Ocean City, MD, 21842

Julia was the best sitter for Indi girl! She sent so many pictures and updates. Indi walked a TON with Julia - a couple miles each day. She was very sweet and easy to work with, we needed a sitter last second and she was such a blessing! She was so sad to see Indi leave and knowing Indi was so loved while I was gone is the best piece of mind. Would 100% recommend Julia!

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Elizabeth R.
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 is the second year that we've used Karen and her family to watch our dog Macy during our annual family vacation. We know that Macy is well taken care of and loved and that we don't have to worry about her while we're away! Macy loves people so she gets lots of TLC from Karen and Ron.

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Scott W.
Sitter Profile Image: Kate B.
Verified Background Check
Kate B.
from
$50
per night
4.9 out of 5 stars
99 reviews
33 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: Samantha R.
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Samantha R.
Star Sitter
from
$60
per night
5.0 out of 5 stars
74 reviews
28 repeat clients
20 years of experience
Millsboro, DE, 19966

Samantha took both of our very active dogs and they had a great time. Her yard is fenced in giving them lots of room to play. We received lots of updates and pictures during their stay. We’ve booked with her twice and are extremely happy with the care and attention she gave to Della and Eta

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Denise B.
Sitter Profile Image: Michele V.
Verified Enhanced Background Check
Michele V.
Star Sitter
from
$55
per night
5.0 out of 5 stars
85 reviews
21 repeat clients
40 years of experience
Milton, DE, 19968

Michele took the most wonderful care of our goldendoodle! Daily walks, snuggles and excellent communication including photos and details about their days.

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Steph B.
Sitter Profile Image: Rachel S.
Verified Enhanced Background Check
Rachel S.
from
$40
per night
5.0 out of 5 stars
10 reviews
2 repeat clients
5 years of experience
Ocean Pines, MD, 21811

Rachel did a great job of caring for our Daisy. Daisy loved playing with Scooby and Damsel. It was so cute to see Scooby playing with Daisy considering their size difference. I will definitely use Rachel again!!

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Robin C.
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The median cost per night for dog boarding in Ocean Pines is $59

Dog parents share their Rover experiences - Ocean Pines

1 / 1
5.0 out of 5 stars

Carlie and her husband were an excellent pet sitters for our Jack Russell dog. They were very caring, reliable and accommodating to our schedule. We traveled from New York and be were able to enjoy our vacation without worrying about our pet because she was in good hands.

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Rocio D.
Boarding
5.0 out of 5 stars

ABSOLUTELY THE BEST PROVIDER I'VE FOUND/USED ON ROVER. TOOK CARE OF MY BERNESE MT DOG FOR A WEEK WHILE WE VACATIONED IN OC MD. WONDERFUL PEOPLE, WONDERFUL ENVIRONMENT. WOULD RECOMMEND WHOLEHEARTEDLY AND USE AGAIN NEXT TIME.

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Gordon G.
Boarding
5.0 out of 5 stars

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.
Boarding
5.0 out of 5 stars

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.
Boarding
5.0 out of 5 stars

Margit and Bill were great! She sent updates proactively, and we can tell that our dog was very loved during her visit.

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Patrick J.
Boarding
5.0 out of 5 stars

Rachel did a great job of caring for our Daisy. Daisy loved playing with Scooby and Damsel. It was so cute to see Scooby playing with Daisy considering their size difference. I will definitely use Rachel again!!

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Robin C.
Boarding
5.0 out of 5 stars

Our mini golden doodle, Zuko, felt right at home with Irena and Loui. Knowing he was in great hands helped us relax while we were away for 10 days. She updated us everyday. We will be back to Irena on our next trip! Thank you !

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Emily E.
Boarding
5.0 out of 5 stars

I was in a bind and needed a sitter for less than a week out. Curtis was available for our pup. Everything worked out great and Krypto had a great time. Our dog can be a little skittish, but you could tell everything was good. He wasn’t anxious or anything when we got home. Curtis was very responsive to any question or text I had. Highly recommend and you can tell he really loves animals!!!

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Tiffany T.
Boarding
5.0 out of 5 stars

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.
Boarding
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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
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Popular requests for dog boarding - Ocean Pines

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Sitters in Ocean Pines average 12
repeat dog boarding clients

FAQs for Boarding - Ocean Pines

Frequently asked questions about Rover

The average cost for Dog Boarding in Ocean Pines on Rover is $57.72 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 142 sitters on Rover offering Dog Boarding across Ocean Pines. 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.

89% of Ocean Pines 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 Ocean Pines 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 Ocean Pines 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 Ocean Pines.

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 Ocean Pines 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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