House in Ocean City, MD
10 guests · 4 bedrooms · 3 baths
Reasons to book
Guests love it hereGuests give this property a top rating
Top-tier experienceA high end property in this area
Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental
About this house rental
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.
✦ 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.
Amenities at ★Pineapple Bay★ ~ Private Pier + Sunsets
Non-smoking
No pets allowed
Family friendly
Map of Ocean City, MD
Ratings and reviews
10 / 10Outstanding·Aug 2025
Just as pretty and spacious as it looks in the pictures!
8 / 10Excellent·Jul 2025
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.
10 / 10Outstanding·Jun 2025
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.
10 / 10Outstanding·Jun 2025
loved the place lots to do around the area. hosts were great
$$$$
Top rated by guests
10Outstanding
(10 Ratings)
"Just as pretty and spacious as it looks in the pictures!"
Sarah S.Don't miss out! Price and availability may change
