Dog Boarding Ocean Pines

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Over 138
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.

1 / 1
Sitter Profile Image: Carlie A.
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Carlie A.
Star Sitter
from
$55
per night
5.0 out of 5 stars
53 reviews
16 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: Margit & Bill N.
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Margit & Bill N.
Star Sitter
from
$52
per night
5.0 out of 5 stars
113 reviews
33 repeat clients
40 years of experience
Ocean Pines, MD, 21811

Margot was a complete host! We felt at ease using this Rover for the time, and relaxed that we picked the right Dod-Lover! My Winnie felt very comfortable with Margit ‘s other Rescue dogs. I highly recommend Margit and this Beautiful home!. Thanks again. Tom N.

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Thomas N.
Sitter Profile Image: Sylvia L.
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Sylvia L.
Star Sitter
from
$60
per night
5.0 out of 5 stars
24 reviews
11 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: Megan W.
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Megan W.
Star Sitter
from
$55
per night
5.0 out of 5 stars
34 reviews
9 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: 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

Bob was fantastic and his location is very convenient if you're staying in OC and can't bring your pup to your hotel. He sent lots of videos and photos throughout our stay, which we really appreciated, and he even gave our dog Lila some special gifts and treats. He was extremely responsive, caring, and accommodating. We'd book with him again if we're back in the area.

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Matt S.
Sitter Profile Image: Cory P.
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Cory P.
Star Sitter
from
$40
per night
4.9 out of 5 stars
18 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: Kelly G.
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Kelly G.
Star Sitter
from
$50
per night
5.0 out of 5 stars
40 reviews
16 repeat clients
10 years of experience
Millsboro, DE, 19966

Staying with Kelly and her family was perfect for Eva. She and Kelly’s dog, Charlie had a great time together. Just as I had hoped, she was totally wiped out from all the running and playing.

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Chris P.
Sitter Profile Image: Savannah B.
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Savannah B.
from
$75
per night
14 years of experience
Ocean City, MD, 21842

About: I grew up with a Weimaraner who was our family dog for years. Two years ago, I rescued a puppy from a shelter in South Carolina and trained her myself — she's now energetic, well-behaved, and a total sweetheart, so I know what it takes to work with young, high-energy dogs. We also have two rescue cats at home, one of whom needed to be bottle-fed as a kitten, so I'm comfortable with more delicate or high-needs care too. I've been around dogs and cats my whole life, at every stage — puppies, seniors, and everything in between — and I treat every pet like it's my own. I work remotely, so I'm home most of the day, which means feeding, walks, and check-ins happen on a consistent schedule rather than being squeezed in around a commute or office hours. If a pet needs a midday walk, a bathroom break, or just some company, I'm already there for it. I'm also an active person by nature — I played soccer for years and still love running and being outdoors — so walks and playtime are things I genuinely enjoy, not just tasks to check off. I'm naturally attentive too — I notice when something feels off with a pet, whether it's energy level, appetite, or mood, and I'd rather over-communicate with an owner than assume everything's fine. In my home (boarding): Pets have full run of a comfortable, pet-proofed space — not crated or confined all day. I stick close to their normal routine (same feeding times, walk schedule, etc.) so the transition feels as seamless as possible, and I send photo/video updates throughout their stay so you always know how they're doing. In your home (house sitting): I follow your exact routine — feeding times, walk schedules, medications, and any specific instructions you leave. I treat the house like I would my own: pets stay comfortable in their own space, mail and packages get brought in, and I keep you updated with regular check-ins. Drop-ins & walks: I show up on time and give pets my full attention for the visit — no rushing through it. That means real walks (not just a quick lap), fresh water, playtime, and a few extra minutes of company if they want it. I always send a summary and photos after each visit so you know exactly how things went.

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

Kathy took great care on Kimi who got very ill with liver failure just a couple of days before our trip. Kathy made sure Kimi ate and drank and gave her numerous medications. Kimi looked better and more lively when we picked her up than when we dropped her off. We will surely call upon Kathy the next time we need dog sitting.

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John W.
Sitter Profile Image: Irena J.
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Irena J.
from
$50
per night
4.9 out of 5 stars
47 reviews
15 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: Jessica R.
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Jessica R.
Star Sitter
from
$45
per night
5.0 out of 5 stars
24 reviews
7 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: 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: Jenna C.
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Jenna C.
Star Sitter
from
$62
per night
5.0 out of 5 stars
225 reviews
61 repeat clients
10 years of experience
Ocean View, DE, 19970

Jenna kept me updated with photos throughout Sunny’s stay. She was super responsive from our first contact. I could tell Sunny was relaxed in her home and happy to hang out with her new kitty friend, Boo.

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Cheri S.
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
271 reviews
121 repeat clients
50 years of experience
Rehoboth Beach, DE, 19971

Mary Sue was wonderful with our 7 month old Goldendoodle. We received plenty of updates and pictures throughout his stay. It was the first time leaving him and we had a very positive experience with her care. We hope that he can visit again this summer.

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Renee P.
Sitter Profile Image: Samantha R.
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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

Hands down one of the best sitters out there-period! Not only did Samantha agree to board my two dogs on short notice, she went above and beyond to care for one of them who unexpectedly obtained additional medical needs the night before my travel. What could have been an incredibly stressful (or non-existent) trip became one of the most stress-free trips due to Samantha’s care. I received daily updates (with photos/video) and I’ve never seen my dogs so happy away from home. She’s got a spacious fenced-in yard and a well-maintained area for the dogs to play and stay. I couldn’t be happier or more thankful for Samantha’s care. Book her now-you won’t find anyone better!

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Christina B.
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: Jacqueline & William C.
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Jacqueline & William C.
from
$45
per night
5.0 out of 5 stars
228 reviews
101 repeat clients
8 years of experience
Millsboro, DE, 19966

Jacqueline was wonderful. She responded quickly and worked with my schedule to meet us for a meet and greet. She asked lots of questions, understood that we were nervous about leaving him for the first time and took the time to learn about him as much as he could. Loved the updates. We will definitely use her again. Thank you so much Jacqueline!!! ?

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

Maggie seemed to really enjoy her visit. I loved the pictures Daniela sent of Maggie during my trip. I would definitely use her services again!

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Soul D.
Sitter Profile Image: Jill T.
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Jill T.
Star Sitter
from
$56
per night
5.0 out of 5 stars
198 reviews
82 repeat clients
13 years of experience
Willards, MD, 21874

Jill took amazing care of Saffie, sending me lots of photos and even giving her a pawicure before she left! I would definitely use her again!

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Jessica B.
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

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.
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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

We have an older dog and hate leaving her at the kennel. We decided to try Rover. We booked Robert & could not have had a better person take care of our Bella. We received pictures and regular updates of her activities. For once she ate while away from us. We will definitely book Robert in the future.

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Melissa J.
Boarding
5.0 out of 5 stars

Carli was wonderful! Sent me photos and Cooper was not overly anxious to get in car to go home.. so he must have felt safe and cared about

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Valerie H.
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

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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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 September 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 September 2026, there are 140 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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