Tucked back in the quiet North Ocean City neighborhood of Caine Woods is a simply decadent home we call Sea Captain. This much loved 5 Bedroom, 4.5 Bath home with a garage is exactly the perfect space for the family, or families, looking to experience Ocean City, the beach and all our great town has to offer, while still being able to settle in and feel like you are home.
Situated on 2 levels, this impressive, yet still warm and welcoming home will comfortably sleep up to 12 adults and 3 children. As you enter, you will find the large laundry and wash room directly to your right, as well as the convenient main level Powder Room located just before the living area. You are sure to appreciate all of the love and thought that has so obviously gone into this living space. With a brand new couch and 2 cozy loveseats, there is plenty of space for the whole family to relax together and enjoy the Central AC, Free WiFi and maybe even stream a movie on the Flat Screen TV after a long day of making memories out and about in OC! *Fireplace is Decorative only and NOT in use.* Just off the Living Room is the well equipped Kitchen and Dining Area, complete with Breakfast Bar! The master Chef in your family is sure to adore this wide open, and fully equipped kitchen. With all the conveniences of home, beautiful granite countertops, and Stainless Steel appliances, whipping up a family meal will feel like anything but a chore. The convenient breakfast bar is the perfect space for a quick bite before hitting the beach, and the array of outdoor seating on the extended back deck is perfect for catching a meal outdoors or just enjoying your morning coffee! Just off the Dining area, there is also a Bonus Sun Room with plenty of seating, access to the back deck, and a Flat Screen TV.
The Primary Bedroom, found on the first floor, is a fabulous retreat with a King bed, attached Primary Bath, abundant closet space, and Flat Screen TV! The attached Primary Bath has a large double sink vanity and an oversized, Custom-Tile, Walk-In Shower. As you wander back through the main living area and past the convenient Wet Bar, you’ll head upstairs to find the remaining 4 Bedrooms. Bedroom 2 is a Second Primary with a King Bed, a Flat Screen TV, and an ensuite Bath with another double vanity and Walk-In Shower! Bedroom 3 comfortably sleeps 2 in a cozy Queen Bed with a Flat Screen TV, and even has its own access to the Hall Bath with a Shower/Tub Combo. Bedroom 4 will sleep up to 4 in style with 2 Queen Beds and an attached bath with Walk-In Shower. Last, but certainly not least, Bedroom 5 is the perfect space for your special little ones, sleeping up to 5 in Pyramid (Twin over Full) and traditional Twin Bunk Beds. This room also has its own Flat Screen TV!
Parking is no problem at Sea Captain with the driveway parking as well as ample street parking. This home truly offers the best of the best that Ocean City has to offer: a peaceful and quiet family location just a few short blocks from the beach, shops, and dining! Load up your bikes, pack your sunscreen and swimsuit, and get ready for a Family Vacation that is sure to be a part of memories for years to come at Sea Captain!
Seaside Vacations does not allow group rentals or rent to guests under age 25 - Families ONLY - No HS Senior Groups, Bachelor-Type Parties, etc. Therefore, online bookings for group rentals will not be honored. Sorry - Pets are NOT permitted. There is absolutely NO Smoking or vaping permitted on property. Violations may lead to additional charges and possible eviction without refund.
Every effort is made to ensure that all information and photographs in Seaside Vacations' advertising are accurate and complete. Amenities are not guaranteed, please check with our office for current status. Rate information for properties is subject to change and the quote provided online is only valid at the time of booking. Seaside Vacations can not be held responsible for possible typographical errors; omissions; price changes; changes in taxes; changes to Terms and Conditions; or changes made by vacation homeowners in furnishings, equipment, or bed arrangements. Vacation homes are privately owned and changes may be made to homes or their contents. Seaside Vacations reserves the right to correct any errors.
Rental Control # 84688
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Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has not indicated whether there is a smoke detector on the property
Property Registration Number 84688
We should mention
A car is recommended for transport to and from this property
About the area
Ocean City
Located in North Ocean City, a neighbourhood in Ocean City, this holiday home is near theme parks. Jolly Roger Amusement Park is a popular attraction and the area's natural beauty can be seen at Ocean City Beach and Maryland Beach. Looking to enjoy an event or a game while in town? See what's going on at The Freeman Stage at Bayside, or consider a night out at Seacrets. Looking to get your feet wet? Windsurfing, fishing and swimming adventures can be found near the property.
Ocean City, MD (OCE-Ocean City Municipal) - 23 min drive
Restaurants
Harpoon Hanna's - 17 min walk
Dumser's Dairyland Restaurant - 4 min drive
McDonald's - 4 min drive
Royal Farms - 3 min drive
Crab Bag - 3 min drive
Frequently asked questions
Is Serene Sea Captain by Seaside Vacations & Sales pet-friendly?
No, only service animals are welcome at the property.
How much does it cost to stay at Serene Sea Captain by Seaside Vacations & Sales?
As of 2 April 2026, prices found for a 1-night stay for 2 adults at Serene Sea Captain by Seaside Vacations & Sales on 8 May 2026 start from NZ$1,017, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
How much is parking at Serene Sea Captain by Seaside Vacations & Sales?
On-site parking is available at the property.
What time is check-in at Serene Sea Captain by Seaside Vacations & Sales?
Check-in begins at 4:00 PM.
What time is check-out at Serene Sea Captain by Seaside Vacations & Sales?
Checkout is at 10:00 AM.
Where is Serene Sea Captain by Seaside Vacations & Sales located?
Located in North Ocean City, this holiday home is within a 15-minute walk of Lost Treasure Golf, Ocean City Beach and Maryland Beach. Transpeninsular Line Marker and Fenwick Island Lighthouse are also within 15 minutes.
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
We had a great stay! Everything was exactly as described and was perfect for our weekend getaway.
Dylan N.
Stayed 3 nights in Jul 2025
Response from VrboOwner on 6 August 2025
We're so glad to hear your family enjoyed its time at Sea Captain, Dylan! Thanks so much for choosing to stay with Seaside Vacations. Hope to have you all back soon!
Best, Tim
We enjoyed bringing the family together under a single roof for several days. Eating meals and sharing fun times at the beach and parks were very therapeutic.
David S.
Stayed 5 nights in Jul 2025
Response from VrboOwner on 6 August 2025
Thanks so much for choosing to stay with Seaside Vacations, David. We're so happy to hear your family enjoyed its time at the beach, and would love to have you back anytime!
Best, Tim
The rental was exactly as advertised, great house with plenty of bed spaces and bathrooms even with 10 people. Would stay here again!
Jared K.
Stayed 3 nights in Aug 2023
Response from VrboOwner on 1 September 2023
We are so happy to hear you all had a great stay! Thank you for all the kind words regarding this home. We are already looking forward to welcoming you all for any future family vacations! :-)
The house was better then advertised. Would definitely stay again.
Robert B.
Stayed 3 nights in Sep 2022
Response from VrboOwner on 30 September 2022
Robert, Thank you for the 5 star review. Meeting expectations is great, exceeding them is our goal. Please visit us again and soon! Best, Lynn with Seaside Vacations
The property staff were very friendly and extremely responsive. The kitchen was fully stocked of pots, pans, and dishes. The location was very convenient to the beach and other amenities. The neighborhood is quiet and family friendly. I will say there was not soap or toilet paper in every bathroom to start the trip, but that’s nothing a quick trip to the store couldn’t fix. Our overall experience was great and we would recommend staying here again!
Briana
Stayed 5 nights in Jul 2025
Response from VrboOwner on 24 July 2025
Thanks so much for choosing to stay with Seaside Vacations, Briana! We're so glad to hear you enjoyed your stay at Sea Captain, and would love to have you back anytime! Upon your arrival there should have been a blue amenity bag containing items such as a few rolls of toilet paper, paper towels, trash bags, a trial size of dish detergent, etc. The bag is also a gift from the Seaside family to yours!
We had a mini family reunion with a group of 10 adults and two kids. The location was close to the beaches and had lots of restaurants and shopping nearby. The property had numerous beds and the perfect amount of bathrooms for all of our needs. Very spacious. Overall, a smooth and relaxing trip.
Nancy P.
Stayed 3 nights in Jul 2023
Response from VrboOwner on 21 September 2023
We are so happy to hear you all had a fantastic stay! Thank you for all the feedback. We certainly look forward to welcoming you all again for any future family vacations! :-)
We had four families staying at the property for our first ever beach trip with young kids. The set up was great for this and the management company was very responsive. We even ended up extending our stay by a day because the accommodations were so great and we were having such a good time. Although it’s not very close to downtown OC, the location worked well for our needs.
Halina M.
Stayed 4 nights in Jun 2024
Response from VrboOwner on 22 August 2024
Thanks so much for choosing to stay with us, Halina! We're so glad to hear you enjoyed your stay at Sea Captain. We hope to have you all back soon!
Disappointed that there was absolutely no yard space for the children. There was no mention to yard space, but one or two pics gave the impression of a tiny yard. The house was spacious enough for our group of 15, but table only sat 8 and 3 at the island, kinda hard to celebrate thanksgiving dinner. House was clean but floors were sticky and in need of a good wet mop. Trash left on floor behind trash can. Bath towels were great nice and absorbent.
Teresa S.
Stayed 3 nights in Nov 2023
Response from VrboOwner on 13 December 2023
Teresa, I am sorry to see you were disappointed with your stay in any way. This is not what we want, especially around Thanksgiving. I am sorry to hear that the floors were not cleaned. All of our homes are professionally cleaned and inspected before every arrival. I will make sure this gets addressed with our cleaners and inspectors. I sure hope you and your family had a wonderful Thanksgiving. Hopefully, we can get the chance to find the perfect home to welcome you and your family sometime in the future for any family vacations! :-) ~Lexi, Seaside Vacations
I was very pleased with the house excellent location and very clean,spacious I would definitely do this again.
Nina B.
Stayed 4 nights in Nov 2022
Response from VrboOwner on 16 March 2023
Hi there, Nina! Thanks so much for spending your Family Vacation with us! We are thrilled to hear you enjoyed your stay and would love to welcome you back!