Company Logo

4 Br Private Vacation Home Vacation Rental In Ocean City, Maryland

    VRBO.com logo

★Pineapple Bay★ ~ Private Pier + Sunsets

Type Private vacation home
Bedrooms 4
Bathrooms 3
House Rules
  • No pets allowed
  • Children allowed: ages 0-17
  • Smoking is not permitted
  • No events allowed
Max Occupancy 10
Host Language English Spanish
Property Id 2644650
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.
Located in North Ocean City, a neighborhood in Ocean City, this vacation home is near theme parks and on the waterfront. Seacrets Distilling Company and Frontier Town Water Park and Golf are worth checking out if an activity is on the agenda, while those wishing to experience the area's popular attractions can visit Jolly Roger Amusement Park and Jolly Roger at the Pier. Consider Seacrets for a night out or Carousel Ice Skating Rink if you're traveling with kids. Discover the area's water adventures with jet skiing and kayaking nearby, or enjoy the great outdoors with horse riding and ecotours.
Get the full listing »
    Policy

    Pet policy

    • Pets not allowed

    Check out time

    • 11:00 AM

    Check in policy

    • Check-in time starts at 4:00 pm
    • Contactless check-in available
    • Minimum check-in age: 25

    Payment policy

    • Localcurrency: USD

    Check out policy

    • Check-out before 11:00 am
    • Contactless check-out available

    Know before you go

    • This property does not have elevators

    Check in start time

    • 4:00 PM

    Check in instructions

    • Information provided by the property may be translated using automated translation tools
    • You will receive an email from the host with check-in and check-out instructions

    Special instructions

    • 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
    • Host has indicated there is a carbon monoxide detector on the property
    • Host has indicated there is a smoke detector on the property
    • Onsite parties or group events are strictly prohibited
    • Property registration number 80511
    • Safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock
    • Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
    • This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
    • This property is managed through our partner, vrbo. you will receive an email from vrbo with a link to a vrbo account, where you can change or cancel your reservation

    Children and extra bed policy

      • Children are welcome.
    Amenities

    Popular amenities

    • Ac
    • Arcade
    • Balcony
    • Dryer
    • Fitness equipment
    • Free parking
    • Heater
    • Internet
    • Kitchen
    • Laundry
    • Living area
    • Microwave
    • No smoking
    • Patio
    • Tennis court
    • Toys
    • Tv
    • Washer

    Property amenities

    • Pets:
      • No pets allowed
    • Beach:
      • Beach sun loungers
      • Beach towels
      • Near the beach
    • Dining:
      • Dining table
    • Safety:
      • Carbon monoxide detector installed (host has indicated there is a carbon monoxide detector on the property)
      • Deadbolt lock
      • Fire extinguisher
      • First aid kit
      • Smoke detector installed (host has indicated there is a smoke detector on the property)
    • Bedroom:
      • 4 bedrooms
      • Bed sheets provided
    • General:
      • Double-glazed windows
      • Local artist showcase
      • Locally-owned & organized tours & activities
      • Unit size: 2400 sq ft (223 sq m)
      • Uses some LED lighting
    • Kitchen:
      • Blender
      • Dishwasher
      • Electric kettle
      • Microwave
      • Oven
      • Refrigerator
      • Spices
      • Stovetop
      • Water dispenser
    • Laundry:
      • Laundry facilities
      • Washing machine and dryer
    • Parking:
      • Electric car charging station on site
      • Onsite parking
    • Internet:
      • Free WiFi, with speed of 500+ Mbps (good for 6+ people or 10+ devices)
    • Outdoors:
      • Balcony
      • Outdoor furniture
    • Bathrooms:
      • 3.5 bathrooms
      • Bathtub or shower
      • Hair dryer
      • Soap
      • Toilet paper
      • Towels provided
    • Langs Spoken:
      • English
      • Spanish
    • Things To Do:
      • 2 outdoor pickleball courts
      • Ecotours nearby
      • Fishing nearby
      • Fitness center
      • Fitness facilities nearby
      • Golf privileges
      • Horse riding nearby
      • Kayaking nearby
      • Power boating nearby
      • Sailing nearby
      • Surfing/body boarding nearby
      • Tennis on site
      • Water tubing nearby
      • Windsurfing nearby
    • Entertainment:
      • Arcade/game room
      • Books
      • Games
      • Music library
      • Table tennis
      • Video games
      • Video library
      • Smart TV with cable/satellite service
    • Living Spaces:
      • Dining room
      • Living room
    • Climate Control:
      • Air conditioning
      • Heating
    • Family Friendly:
      • Children's books
      • Children's dinnerware
      • Children's games
      • Children's toys
      • Playground
    • Location Highlights:
      • Near a health or beauty spa
      • Near a hospital
      • Near outlet shopping
      • Near the bay
      • Near the sea
      • On the waterfront
    • Services And Conveniences:
      • Iron/ironing board
      • Limited housekeeping
    • 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 elevators
      • Smoke-free property
      • Smooth flooring in public areas
      • Stair-free path to entrance
      • Well-lit path to entrance
 

More Properties In OCEAN CITY, MD

    VRBO.com logo

Gorgeous! Steps to Beach, Bay, Pool! 2 Master Suites! Bay views, beautiful home!

5 Br Private Vacation Home Vacation Rental In Fenwick Island, Delaware - Vrbo Property # 377433
PERFECT! 2 MASTER SUITES! 2 LIVING ROOMS! MINT CONDITION! WALK TO BEACH, BAY, POOL! BEST RATES IN SALT MEADOWS!! Now accepting reservations! Weeks are going fast!!! Luxury and comfort! Located in...

Bay to Beach

5 Br Private Vacation Home Vacation Rental In Fenwick Island, Delaware - Vrbo Property # 3108748
Stay on the Bay in beautiful Fenwick Island and walk to the beach in under five minutes. This beautiful 5 bedroom three and one-half bath home is being fully renovated inside and out just in time...

Balboa Blu

4 Br Private Vacation Home Vacation Rental In Fenwick Island, Delaware - Vrbo Property # 4502669
No access to pools in neighboring communities. Guests are strictly prohibited from using these facilities.Stunning 4-Bedroom Townhouse J in Fenwick Island, Just across the Maryland-Delaware...

Picture Perfect Canal Front 4/5BR Home on Fenwick Island- Walk to Everything !!

4 Br Private Vacation Home Vacation Rental In Fenwick Island, Delaware - Vrbo Property # 711969
NO SENIOR WEEK RENTALS...Lovely 4/5 bedroom canal front home with 3 baths. Upstairs features 3 bedrooms and 2 baths and great room with recently updated kitchen with quartz countertops, built-in...

Large oceanblock beach home - Short walk to beach, shops & great restaurants!

5 Br Private Vacation Home Vacation Rental In Fenwick Island, Delaware - Vrbo Property # 2903378
Spacious home that comfortably accommodates 10-12 guests with several living areas, two master suites, open decks, a covered porch, spacious inside & outside dining areas, a large garage with...

New 5 bedroom & 6 bathroom waterfront home on canal with pool close to beach!

5 Br Private Vacation Home Vacation Rental In Fenwick Island, Delaware - Vrbo Property # 2107488
Welcome to Oceanmist, the new custom canal waterfront home located at 2 W Atlantic Street in Fenwick Island, Delaware! This home features a spacious open floor plan with 9' ceilings through out...

Luxury Oceanfront Townhouse – Fenwick Island

3 Br Private Vacation Home Vacation Rental In Fenwick Island, Delaware - Vrbo Property # 4596042
Luxury Oceanfront Townhouse Fenwick IslandExperience the best of coastal living in this stunning oceanfront townhouse on the pristine shores of Fenwick Island. Designed for those with a taste for...

Activities included up to $300 FREE PER WEEK!! Exceptional waterfront custom vacation home is located on a canal in family friendly Fenwick Island

4 Br Private Vacation Home Vacation Rental In Fenwick Island, Delaware - Vrbo Property # 9920149
Exceptional waterfront custom vacation home is located on a canal in family friendly Fenwick Island just a short stroll from the surf and sand! This amazing and spacious property is new as a...

New Waterfront Fenwick Home/Shared Pool/Water Access/Walk to beach/restaurants

4 Br Private Vacation Home Vacation Rental In Fenwick Island, Delaware - Vrbo Property # 3194406
If you're looking to enjoy the beach, you've found the perfect spot! This community boasts a fantastic location within walking distance to Fenwick Island beaches, boating & numerous...

The Coastal Oasis – Storm Bait Luxury

5 Br Private Vacation Home Vacation Rental In Fenwick Island, Delaware - Vrbo Property # 1413578
STUNNING custom built home with PRIVATE (heated) Pool in the center of home! This gorgeous 5 bedroom, 5 1/2 bath home is just a 30 second walk to the beach! Here are just a few of the amenities we...
goodideazs, LLC is not affiliated with the authors of this post nor is it responsible for its content, the accuracy and authenticity of which should be independently verified.