10/10 Excellent
Michael M.
Jun 16, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Michael M.
Stayed 3 nights in Jun 2025
Entire home
★Pineapple Bay★ ~ Private Pier + Sunsets
Photo gallery for ★Pineapple Bay★ ~ Private Pier + Sunsets
Reviews
9.8 out of 10, Loved by Guests
Top 10% of guest reviews in this area
4 bedrooms3+ bathroomsSleeps 102400 sq ft
Popular amenities
Rooms & beds
4 bedrooms (sleeps 10)
Basement Apartment Bedroom
1 King Bed
Bunk Bed
2 Twin Bunk Beds
Master Bedroom
1 King Bed
Secondary Bedroom
1 King Bed
3 bathrooms, 1 half bathroom
Bathroom 1
Soap · Towels provided · Toilet · Shower only · Hair dryer
Bathroom 2
Soap · Towels provided · Bathtub or shower · Toilet · Hair dryer
Bathroom 3
Soap · Towels provided · Toilet · Shower only · Hair dryer
Bathroom 4
Soap · Towels provided · Toilet · Hair dryer
Spaces
Deck or patio
Porch or lanai
Kitchen
Kitchenette
Balcony
Separate dining area
Outdoor play area
Dining area
About this property
★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.
✦ 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.
Our prices include all fees. No hidden fees.
Add dates for prices
Amenities
Kitchen
Washer
Dryer
Free WiFi
Air conditioning
Gym
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Ocean Bliss 301 - Beautifully Updated - Only 1 Block from the Beach
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- Pool
- Hot tub
- Kitchen
- Washer
10.0 out of 10, Exceptional, (73 reviews)
House Rules
Check in after 4:00 PM
Minimum age to rent: 25
Check out before 11:00 AM
Children
Children allowed: ages 0-17
Events
No events allowed
Pets
No pets allowed
Smoking
Smoking is not permitted
Important information
You need to know
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
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock
Property Registration Number 80511
We should mention
This property does not have elevators
About the neighborhood
Ocean City
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.
Ocean City, MD
What's nearby
- Assawoman Bay - 1 min walk - 0.1 km
- 94th Street Ocean City Dog Playground - 14 min walk - 1.2 km
- Ocean Plaza Mall Shopping Center - 16 min walk - 1.4 km
- Ocean City Beach - 16 min walk - 1.4 km
- Gold Coast Mall - 3 min drive - 2.8 km
Getting around
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
Reviews
9.8
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Learn moreOpens in a new window9.6/10
Cleanliness
10/10
Check-in
9.8/10
Communication
9.8/10
Location
9.6/10
Listing accuracy
Reviews
10/10 Excellent
Sarah S.
Aug 15, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Sarah S.
Stayed 5 nights in Aug 2025
10/10 Excellent
Monica Z.
Jul 7, 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Amazing
Monica Z.
Stayed 3 nights in Jun 2022
10/10 Excellent
christopher m.
Jun 15, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great place with awesome view!
christopher m.
Stayed 4 nights in Jun 2023
10/10 Excellent
Tara B.
Aug 1, 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Excellent Experience!
Tara B.
Stayed 3 nights in Jul 2022
10/10 Excellent
Randall S W.
Jul 20, 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great Property on the Bay
Randall S W.
Stayed 3 nights in Jul 2022
8/10 Good
Rachel K.
Jul 23, 2025
Liked: Check-in, communication, location, listing accuracy
Long weekend with Family
Rachel K.
Stayed 4 nights in Jul 2025
10/10 Excellent
Stephen/Laura C.
Jun 30, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Amazing Plus
Stephen/Laura C.
Stayed 4 nights in Jun 2025
10/10 Excellent
Constance C.
Aug 22, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Constance C.
Stayed 6 nights in Jul 2024
About the host
Hosted by Claudio Meira
We’re Claudio and Lisa, a married couple living in the Washington, D.C. area, and we truly love hosting guests at our bayfront townhouse in Ocean City.
Hospitality is important to us. We work hard to ensure your stay not only meets expectations — but exceeds them. From the moment you arrive, we want you to feel relaxed, comfortable, and at home, whether you’re enjoying coffee on the water or taking in the stunning corner-unit sunset views.
We’re always open to feedback and suggestions. Many of the features our guests love most came from past visitors’ ideas. If there’s anything that would make your stay even better, we genuinely want to hear from you.
We’re easy to reach and happy to help with recommendations, dining spots, beach tips, or anything you need during your stay.
We hope to welcome you soon!
Claudio & Lisa
Hospitality is important to us. We work hard to ensure your stay not only meets expectations — but exceeds them. From the moment you arrive, we want you to feel relaxed, comfortable, and at home, whether you’re enjoying coffee on the water or taking in the stunning corner-unit sunset views.
We’re always open to feedback and suggestions. Many of the features our guests love most came from past visitors’ ideas. If there’s anything that would make your stay even better, we genuinely want to hear from you.
We’re easy to reach and happy to help with recommendations, dining spots, beach tips, or anything you need during your stay.
We hope to welcome you soon!
Claudio & Lisa
Why they chose this property
We chose this neighborhood because it offers the perfect balance of peaceful bayfront living and unbeatable convenience. Located in a quieter area on the bay, it feels calm and relaxed — a welcome retreat after a busy beach day.
You’re less than a one-minute drive to the beach, restaurants, shops, mini golf, and local attractions. Even better, we offer two dedicated parking spots (and three depending on vehicle size), making family trips simple and stress-free — no hunting for parking during peak season.
In the evenings, you return to beautiful sunset views and a laid-back atmosphere away from the heavy crowds. For us, it’s the ideal mix of easy access, comfort, and coastal charm.
You’re less than a one-minute drive to the beach, restaurants, shops, mini golf, and local attractions. Even better, we offer two dedicated parking spots (and three depending on vehicle size), making family trips simple and stress-free — no hunting for parking during peak season.
In the evenings, you return to beautiful sunset views and a laid-back atmosphere away from the heavy crowds. For us, it’s the ideal mix of easy access, comfort, and coastal charm.
What makes this property unique
What makes our property unique is the rare combination of refined design, bayfront views, and resort-style amenities — all within minutes of the beach.
As a corner bayfront townhouse, the home is filled with natural light and open water views, creating an elevated and airy coastal atmosphere. The main living space blends sophisticated furnishings, light wood floors, and a seamless layout for gathering, dining, and entertaining in style.
All couple bedrooms feature king-size beds, offering true hotel-level comfort and space to unwind. Downstairs, the experience continues with a dedicated game room featuring full-size arcade machines and a premium ping pong table, along with a private exercise room for guests who like to stay active while away.
Step outside to your private bayfront deck and enjoy front-row sunset views — watch boats drift by and the sky transform over the water in total serenity.
Add dedicated parking, quick access to the beach, and a quieter bayfront setting, and you have a stay that feels more like a private waterfront retreat than a typical Ocean City rental.
As a corner bayfront townhouse, the home is filled with natural light and open water views, creating an elevated and airy coastal atmosphere. The main living space blends sophisticated furnishings, light wood floors, and a seamless layout for gathering, dining, and entertaining in style.
All couple bedrooms feature king-size beds, offering true hotel-level comfort and space to unwind. Downstairs, the experience continues with a dedicated game room featuring full-size arcade machines and a premium ping pong table, along with a private exercise room for guests who like to stay active while away.
Step outside to your private bayfront deck and enjoy front-row sunset views — watch boats drift by and the sky transform over the water in total serenity.
Add dedicated parking, quick access to the beach, and a quieter bayfront setting, and you have a stay that feels more like a private waterfront retreat than a typical Ocean City rental.
Languages:
English, Spanish
Premier Host
They consistently provide great experiences for their guests
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