Dog Boarding in Ocean Pines

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Top rated Ocean Pines dog boarders

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

Margit and Bill welcomed Callie with open arms and were absolutely wonderful with her for her very first visit. They sent many pictures and were highly communicative which was so reassuring. They went above and beyond to make sure Callie's needs were met and make her feel very comfortable throughout her stay. We highly recommend Margit and Bill and will most definitely reach out again knowing Callie is in the very best hands.

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Marci J.
Sitter Profile Image: Kelly G.
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Kelly G.
Star Sitter
from
$50
per night
5.0 out of 5 stars
30 reviews
11 repeat clients
10 years of experience
Millsboro, DE, 19966

Kelly was wonderful and sent pictures throughout the day. We so appreciate her diligence in helping us with our dogs. One of our dogs requires daily medicine and an ointment. Kelly didn’t seem to have an issue with it and took wonderful care.

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Meghan A.
Sitter Profile Image: Jeremiah P.
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Jeremiah P.
from
$38
per night
5.0 out of 5 stars
1 review
10 years of experience
Bishopville, MD, 21813

As we drove away, Sully looked back…. I think he already misses Jeremiah and his family. Thanks for taking such great care of our pup!

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Stephanie M.
Sitter Profile Image: Jeanne B.
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Jeanne B.
from
$30
per night
5.0 out of 5 stars
52 reviews
15 repeat clients
5 years of experience
Ocean View, DE, 19970

Jeanne was excellent. Our pup Zoey enjoyed her two days with Jeanne. She loved the private, fenced backyard. Jeanne was friendly and kept us informed about our girl’s status with texts and pics. We highly recommend her and plan to use her again.

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Steve R.
Sitter Profile Image: Sylvia L.
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Sylvia L.
Star Sitter
from
$60
per night
5.0 out of 5 stars
21 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: Alexa B.
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Alexa B.
from
$28
per night
5.0 out of 5 stars
6 reviews
1 repeat client
10 years of experience
Millsboro, DE, 19966

Alexa was the BEST! She went above and beyond my expectations. She constantly kept me updated, sending pictures and updates about my dog, Benny, throughout the day. She was born for this job and excels at it. She has a true love for your pet and treats them as her own. I would trust her with any of my pets and will definitely be using her in the future. She is wonderful and I couldn't recommend her more!!

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Marisa M.
Sitter Profile Image: Irena J.
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Irena J.
from
$50
per night
4.9 out of 5 stars
45 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: Kendra M.
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Kendra M.
from
$45
per night
5.0 out of 5 stars
17 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
9 years of experience
Ocean Pines, MD, 21811

About: I love dogs and up until 3 months ago I had a rescue dog for 8 years until she developed serious medical issuse and I had her euthanized. I miss here and she was spoiled and I will do the same for your dog. I will provide plenty of walks and a nice fenced in backyard where your pet can roam free to do whatever. I allowed my dog to have free roam of my house, and your pet will have the same freedom, and I have a nice porch where your pet can lay outside and enjoy the sights. I am 75 and a retired RN. I live alone so my schedule is very flexible, with the appropriate notification. I am an early riser so your pet will be let out back first thing in the morning, then - 2or 3 walks during the day. I have a fenced in backyard and a fenced in deck above the garage so your pet can be safe in either one of the locations.

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

Karen and her daughter are wonderful people and have the perfect place and environment to keep your dog. every day I would get an update with a picture. I felt very comfortable while I was away in Florida that my dog was I’m not only being taken care of what was being loved. I would recommend them to anyone.

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Peter V.
Sitter Profile Image: Cory P.
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Cory P.
Star Sitter
from
$50
per night
4.9 out of 5 stars
15 reviews
4 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: Joshua C.
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Joshua C.
from
$60
per night
5.0 out of 5 stars
2 reviews
1 repeat client
40 years of experience
Berlin, MD, 21811

About: I’ve been taking care of animals my entire life. I used to live on a farm with goats, horses, chickens, cats, and dogs. My favorite breed is a cocker spaniel. I currently work from home all day long so I am available for around the clock attention. Pets are like family members. We all engage with each other all the time. I take breaks often and play in the backyard with the pets. My kids also loves to experience new animals in the house. We also have a great neighborhood to walk the animals.

Sitter Profile Image: Colleen K.
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Colleen K.
Star Sitter
from
$70
per night
5.0 out of 5 stars
15 reviews
3 repeat clients
40 years of experience
Millville, DE, 19967

Collen was great. Wiyot is was so relaxed when I picked him up and he us usually a hyper type doodle. I would not hesitate to have Wiyot stay again. Thank you so much for a worry free visit.

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Philip B.
Sitter Profile Image: Michele V.
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Michele V.
Star Sitter
from
$48
per night
5.0 out of 5 stars
77 reviews
17 repeat clients
40 years of experience
Milton, DE, 19968

we love leaving our dog with Mickey. We know she truly loves her and takes her for wonderful walks and takes good care of her. Daisy is always happy to go to Mickey‘s house. Amy.

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

We had such a wonderful experience leaving our 11 year old Chihuahua with Kathy. This was the first time we left Tootsie with someone after having her 2 years. Tootsie has a bad back and seizure medication to take. Kathy was very careful to listen to all our concerns. She updated us twice daily with a lovely note about her day and a picture. We knew she was in great hands and we enjoyed our week with no worries. Tootsie had a wonderful time and had all her needs met. She had multiple walks a day and lots of attention. I highly recommend Kathy without any hesitation!

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Beth K.
Sitter Profile Image: Jacqueline & William C.
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Jacqueline & William C.
Star Sitter
from
$50
per night
5.0 out of 5 stars
212 reviews
96 repeat clients
8 years of experience
Millsboro, DE, 19966

Jacqueline was very accommodating. Dexter really enjoyed his stay. He made. Himself right at home?. I would definitely recommend. I will use her service again A++

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

Dear Jill Thank you for taking care of our Twix. Honestly, we don’t like to bore him but he did not like the hotel. I was so amazed at how he became comfortable with you, your home , and the other furry friends. He has always been so shy but at your home he made many friends, especially with Tru. We will definitely trust you with our Twix again. Thank you ???

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Marj A.
Sitter Profile Image: Neena O.
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Neena O.
Star Sitter
from
$55
per night
5.0 out of 5 stars
137 reviews
24 repeat clients
21 years of experience
Dagsboro, DE, 19939

Neena was responsive, flexible, and helpful at all times. We booked Neena as we were taking a trip away from home and were boarding our two dogs for the first time. We found the whole experience straightforward and she went the extra mile to make sure they were both comfortable and happy during their stay. We would absolutely recommend Neena to anyone looking for quality pet care!

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Stephen F.
Sitter Profile Image: Jessica R.
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Jessica R.
from
$35
per night
5.0 out of 5 stars
4 reviews
1 repeat client
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.
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Ocean Pines dog parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Penny's visits with Margit and Bill are always a huge success! She is completely comfortable and happy there and we are relieved to have such a lovely couple who loves her and takes great care of her!

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Jennifer L.
Boarding
5.0 out of 5 stars

As we drove away, Sully looked back…. I think he already misses Jeremiah and his family. Thanks for taking such great care of our pup!

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Stephanie M.
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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How Rover works

  1. 1. Search

    Read verified reviews by dog parents like you and choose a boarder who’s a great match for you and your dogs
  2. 2. Meet & Greet

    Meet either virtually or in-person with a boarder to discuss the level of care needed for your dogs while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

The median cost per night for dog boarding in Ocean Pines is $60

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 dog boarding sitter has to cancel, we’ll work with you to find a new dog boarding sitter.

  • World-class support

    We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.

Sitters in Ocean Pines average 13
repeat dog boarding clients

Dog Boarding FAQs

Frequently asked questions about Rover

If you’re searching for a Ocean Pines 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 Jun 2026, 131 sitters provided dog boarding in Ocean Pines. 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, 93% of Ocean Pines dog boarding sitters respond in under an hour.

Sitters who provide dog boarding in Ocean Pines have an average of 24 years of experience. Dog boarding sitters with repeat customers have an average of 13 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 Ocean Pines.

Rover makes it easy to find Ocean Pines 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 131 dog boarding sitters in Ocean Pines on Rover, so you’re sure to find the perfect match for your dog! In Ocean Pines, 88% 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.