Title: ★Pineapple Bay★ ~ Private Pier + Sunsets Reviews, Deals & Photos 2026 - Expedia [See all properties](http://www.expedia.com/Hotel-Search?regionId=9151&destination=Ocean+City%2C+Maryland%2C+United+States+of+America&selected=74884849&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # ★Pineapple Bay★ \~ Private Pier + Sunsets ## Photo gallery for ★Pineapple Bay★ \~ Private Pier + Sunsets ![Smart TV, video games, table tennis, books - ★Pineapple Bay★ ~ Private Pier + Sunsets (Ocean City)](https://images.trvl-media.com/lodging/75000000/74890000/74884900/74884849/4d520295.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Marina - ★Pineapple Bay★ ~ Private Pier + Sunsets (Ocean City)](https://images.trvl-media.com/lodging/75000000/74890000/74884900/74884849/f1ef8ad0.jpg?impolicy=resizecrop&rw=297&ra=fit) ![4 bedrooms, iron/ironing board, free WiFi, bed sheets - ★Pineapple Bay★ ~ Private Pier + Sunsets (Ocean City)](https://images.trvl-media.com/lodging/75000000/74890000/74884900/74884849/f623214c.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Smart TV, video games, table tennis, books - ★Pineapple Bay★ ~ Private Pier + Sunsets (Ocean City)](https://images.trvl-media.com/lodging/75000000/74890000/74884900/74884849/e3e95840.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Interior - ★Pineapple Bay★ ~ Private Pier + Sunsets (Ocean City)](https://images.trvl-media.com/lodging/75000000/74890000/74884900/74884849/b604c2fd.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Location - Amenities - Policies Nestled in a tranquil Ocean City neighborhood, this 4 bedroom, 3.5 bath townhouse offers a peaceful escape with the perfect blend of quietude and accessibility. Enjoy sunsets from the spacious outdoor deck and balcony or indulge in your favorite activities like ping pong and arcade games in the game room. ## Reviews 9.8 Exceptional ### Entire home 4 bedrooms4 bathroomsSleeps 102400 sq ft ## Popular amenities - Kitchen - Washer - Dryer - Free WiFi - Air conditioning - Gym ## Add dates for prices Check-in Check-out Travelers ## About this property ### Entire place You'll have the entire home to yourself and will only share it with other guests in your party. ### ★Pineapple Bay★ \~ Private Pier + Sunsets Luxury 4BR bayfront townhouse in Ocean City, MD. Enjoy stunning sunsets from the private deck, fish or catch Maryland blue crabs from your private pier, and unwind in beautifully designed spaces. King beds for every couple, custom bunks for kids, plus a full arcade game room, premium ping pong, fitness room, and hidden Harry Potter room. Just minutes from the beach in a private bayside location. Your unforgettable waterfront escape awaits. ✦ SUMMER 2026 UPGRADE All beds upgraded to premium King-size mattresses. Now featuring 3 King beds + 2 bunk beds — spacious comfort for more guests. We continually invest in Pineapple Bay to elevate your stay. ✦ NO LINENS FEE Beds are professionally made before arrival. Premium linens and plush towels included. No extra charges. No setup required. ✦ MAIN LIVING SPACE Open-concept and filled with natural light. ✔ Large L-Shaped Sectional ✔ 75” Smart TV ✔ Surround Sound System ✔ Direct Access to Waterfront Deck Watch boats pass by as the sky turns gold at sunset. ✦ CHEF-READY KITCHEN & DINING Granite counters. Stainless appliances. Spacious island. ✔ Dining Table for 10 ✔ Complete Cookware & Serveware ✦ Curated Coffee & Beverage Bar ✔ Breville Espresso Machine ✔ Keurig ✔ Drip Coffee Maker ✔ Ninja Smoothie System ✔ Complimentary Bag of Local Coffee From handcrafted espresso to post-workout smoothies — your mornings are covered. ✦ CURATED WELCOME TOUCHES ✔ Complimentary locally roasted coffee ✔ Premium Nike or Under Armour tote — yours to keep A small detail that makes a big difference. ✦ SLEEPING ARRANGEMENTS Primary Suite — King Bed • Ensuite • Private Balcony Bedroom 2 — Two Twin Bunk Beds Bedroom 3 — King Bed Bedroom 4 – Private Suite Level • King Bed • Ensuite • Balcony • Kitchenette • Fitness Area ✔ Echelon Bike ✔ StairMaster Ideal for guests wanting privacy or a morning workout. All bedrooms include Smart TVs and premium linens. ✦ GAME ROOM ✔ Full-Size Arcade Machines ✔ 3,000+ Game System ✔ Stiga Onyx Ping Pong ✔ Basketball & Sports Gear ✔ Beach Chairs, Carts & Umbrellas Designed for family fun and competitive nights in. ✦ OUTDOOR EXPERIENCE ✔ Waterfront Main Deck with Dining ✔ Two Private Bedroom Balconies ✔ Private Pier for Fishing & Crabbing ✔ Spectacular Sunset Views Few Ocean City rentals offer this level of private bay access. ✦ ADDITIONAL AMENITIES ✔ High-Speed WiFi ✔ Level 2 EV Charger ✔ Dual-Zone HVAC ✔ Washer & Dryer ✔ 2–3 Dedicated Parking Spots Ideal for families, couples, and groups seeking upscale waterfront comfort just minutes from the beach. ## Property amenities ### Beach - Beach nearby - Beach loungers - Beach towels ### Internet - Available in the house: Free WiFi ### Parking and transportation - Electric car charging station on site - Parking on site ### Kitchen - Blender - Coffee grinder - Coffee/tea maker - Cookware, dishware, and utensils - Dishwasher - Electric kettle - Ice maker - Kitchen island - Kitchenette - Lobster/crab pot - Microwave - Oven - Paper towels - Refrigerator - Spices - Stovetop - Toaster - Water dispenser ### Dining - Dining table ### Bedrooms - 4 bedrooms - Bedsheets provided ### Bathroom - 3.5 bathrooms - Bathtub or shower - Hair dryer - Shower - Soap - Toilet paper - Towels provided ### Living spaces - Dining table - Living room - Separate dining area ### Entertainment - Books - Games - Music library - Smart TV with cable/satellite channels - Video games - Video library ### Outdoor areas - Balcony - Outdoor furniture ### Laundry - Laundry facilities - Washing machine ### Comfort - Air conditioning - Heating ### Pets - No pets allowed ### Suitability/Accessibility - If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking. - No elevator - Smooth flooring in public areas - Stair-free path to entrance - Well-lit path to entrance - Smoking not allowed ### Services and conveniences - Iron/ironing board - Limited housekeeping ### Location highlights - Near a health/beauty spa - Near a hospital - Near an outlet shopping mall - Near the bay - Near the marina - Near the sea - On the waterfront ### Things to do - 2 outdoor pickleball courts - Arcade/game room - Gym - Optional golf privileges - Table tennis - Tennis - Basketball nearby - Birdwatching nearby - Cycling nearby - Ecotours nearby - Fishing nearby - Golfing nearby - Horseback riding nearby - Jet skiing nearby - Kayaking nearby - Motor boating nearby - Parasailing nearby - Sailing nearby - Surfing/bodyboarding nearby - Swimming nearby - Theme park nearby - Water skiing nearby - Water tubing nearby - Wildlife walks nearby - Windsurfing nearby ### Safety features - Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property) - Smoke detector (host has indicated there is a smoke detector on the property) - First aid kit - Fire extinguisher - Deadbolt lock ### General - At least 80% lighting from LEDs - Double-glazed windows - Electric car charging station - Energy-saving switches in guestrooms - Local artist showcase - Locally-owned and organized tours and activities - Unit size: 2,400 square feet - Water dispenser ## Similar properties ![Condo, 2 Bedrooms | Living area | TV, DVD player](https://images.trvl-media.com/lodging/16000000/15700000/15690100/15690084/88196587.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Bay Princess 211 2 Br condo by RedAwning North Ocean City - Pool - Kitchen - Washer - Dryer [](https://www.expedia.com/Hotel-Search?startDate=2026-04-19&endDate=2026-04-20&selected=15690084&PinnedHotelID=15690084&HadPinnedHotel=true®ionId=-1&adults=2) ![Smart TV, DVD player, books](https://images.trvl-media.com/lodging/67000000/66310000/66309500/66309433/b61c4e8d.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Ocean City Bayside Retreat Unit A - Cozy Family Getaway Near Beach & Dining! 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You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation Property Registration Number 80511 ### We should mention This property does not have elevators ## About the neighborhood Located in North Ocean City, a neighborhood in Ocean City, this vacation home is near theme parks and on the waterfront. Jolly Roger Amusement Park is a popular attraction and the area's natural beauty can be seen at Ocean City Beach and Maryland Beach. Consider Seacrets for a night out or Carousel Ice Skating Rink if you're traveling with kids. Be sure to check out the area's animals with activities such as game walks and birdwatching. [Visit our Ocean City travel guide](https://www.expedia.com/Ocean-City.dx9151) [View more Vacation Homes in Ocean City](https://www.expedia.com/Ocean-City-Private-Vacation-Homes.d9151-aaPrivateVacationHomes.Travel-Guide-Accommodation) ![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6&zoom=13&markers=icon:https%3A%2F%2Fa.travel-assets.com%2Ftravel-assets-manager%2Feg-maps%2Fproperty.png%7C38.40947%2C-75.07146&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=YfKZL_qr9NUd-OEcK4uMe4CedF8=) Ocean City, MD ### What's nearby - ![Ocean City Beach](https://images.trvl-media.com/place/6075473/5af464e7-337d-4400-95b1-86c023c6c51f.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Ocean City Beach 16 min walk \- 0.9 miles - Assawoman Bay 1 min walk \- 0.1 miles - Art League of Ocean City 11 min walk \- 0.6 miles - 94th Street Ocean City Dog Playground 14 min walk \- 0.8 miles - Ocean Plaza Mall Shopping Center 16 min walk \- 0.9 miles ### Getting around - Ocean City Station 14 min drive - Ocean City, MD (OCE-Ocean City Municipal) 20 min drive ### Restaurants - Reef 118 4 min drive - Bayside Skillet 3 min drive - Ropewalk Ocean City 3 min drive - Bull on the Beach 16 min walk - Royal Farms 3 min drive ## Frequently asked questions ### Is ★Pineapple Bay★ ~ Private Pier + Sunsets pet-friendly? ### How much is parking? ### What time is check-in at ★Pineapple Bay★ ~ Private Pier + Sunsets? ### What time is check-out at ★Pineapple Bay★ ~ Private Pier + Sunsets? ### Where is ★Pineapple Bay★ ~ Private Pier + Sunsets located? ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## ★Pineapple Bay★ \~ Private Pier + Sunsets Reviews ## Reviews ### Exceptional All reviews shown are from real guest experiences. Only travelers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative. [More information](https://www.expedia.com/lp/b/content-guidelines) 10 - Excellent 8 8 - Good 1 6 - Okay 0 4 - Poor 0 2 - Terrible 0 ### 9.6 Cleanliness ### 9.8 Location ## Reviews Verified ### 10/10 Excellent #### Michael M. Jun 16, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy loved the place lots to do around the area. hosts were great ##### Michael M. Stayed 3 nights in Jun 2025 Verified ### 10/10 Excellent #### Sarah S. Aug 15, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy Just as pretty and spacious as it looks in the pictures! ##### Sarah S. Stayed 5 nights in Aug 2025 Verified ### 10/10 Excellent #### Monica Z. Jul 7, 2022 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Amazing We had such an amazing stay at this property. Beautiful home, very clean and spacious! Great location and gorgeous views of the bay! ##### Monica Z. Stayed 3 nights in Jun 2022 Verified ### 10/10 Excellent #### christopher m. Jun 15, 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great place with awesome view! Place was very spacious and clean. Nice big deck for relaxing and watching the bay. Everything was new and updated. Owners were very nice and had great communication for anything you need. Definitely gonna stay here again! ##### christopher m. Stayed 4 nights in Jun 2023 Verified ### 8/10 Good #### Rachel K. Jul 23, 2025 Liked: Check-in, communication, location, listing accuracy #### Long weekend with Family We arrived on a Sunday and while there were a few issues the hosts resolved them quickly. The house is huge with a great eating area, a nice deck overlooking the water and a huge kitchen table. The bedding was super comfortable and the bed linens were high quality. The upper floor of the house gets very hot during the day but we were able to cool it down in time for sleep. The water pressure in the master bathroom is low but was a minor inconvenience. Overall we were happy with our stay. The location was fantastic. ##### Rachel K. Stayed 4 nights in Jul 2025 Verified ### 10/10 Excellent #### Tara B. Aug 1, 2022 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Excellent Experience! We had a great stay. The pictures were exactly like the unit. We felt safe and was in a great location to the main strip. The balconies and space in each bedroom were excellent as well. Many items were provided and helped to provide a comforting stay as well as everything was rather clean. We had a blast! ##### Tara B. Stayed 3 nights in Jul 2022 Verified ### 10/10 Excellent #### Randall S W. Jul 20, 2022 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great Property on the Bay This was my first time vacationing at Ocean City and this property was great! Very close to numerous great restaurants, grocery stores, and beach access areas. The communication was quick and easy with the owner. Everything was as advertised on the property listing. The views from the deck overlooking the bay are awesome! It is an easy 15-20 minute to the parking for the boardwalk. We’ll definitely stay here again! ##### Randall S W. Stayed 3 nights in Jul 2022 Verified ### 10/10 Excellent #### Stephen/Laura C. Jun 30, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Amazing Plus The home was as advertised. The pictures dont lie. Beautiful bay views from large living room and master bath. It just worked out bery well for our family of 7 (and comfortably grew to 9 for one night). The absolute PLUSES were things like:- The gameroom was a home run. Without spending an extra dime, our family spent a solid two hours playing the the many commercial-grade video games and a fully functional ping pong table. We stayed in and it was like going out...but better.- Our group included a three-year old and the Harry Potter themes 9 3/4 Hogwarts was amazing. All the adults were happy to crawl under the stairs with our little one, and enter a pretty authentic Harry Potter space.- My son was able to "go crabbing" and even catching a few crabs with his daughter. A first-time, cool experience. This could happen because not only does the proper have a very nice and safe dock, the owners left a few clean and ready-to-go crab pots. Picked up some chicken, dopped the pot in the water by the dock and next morning, two crabs. Good memory. The place was amazing and NOT as advertised...it was better. ##### Stephen/Laura C. Stayed 4 nights in Jun 2025 Verified ### 10/10 Excellent #### Constance C. Aug 22, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy ##### Constance C. 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