Beach house holiday rentals in Maryland Beach

Ocean Pines-OCMD Bliss at the Beach- Sat. to Sat.

Welcome to Bliss at the Beach, our charming 3br, 2ba home nestled in the desirable, beloved Ocean Pines community. Loved for its safe, quaint, family friendly neighborhoods. Find yourself less than 15 minutes away from the beautiful beaches and vibrant shopping, dining and boardwalk district of Ocean City. Enjoy the ease of the prepaid parking at the Ocean Pines Beach club on 49th street, just unload the family and walk on the beach!! Summer months Bliss is a 7-night minimum to guests 25+older

2 BR Ocean Front Condo w/Pool, Expansive Views

Your family will be close to everything when you stay at this beautiful condo located right on the beach with expansive balcony views of both ocean and bay. With the best amenities around, this year-round rental is equipped with an enormous indoor pool, basketball and tennis courts, shuffleboard, saunas, gym, library, sun deck, & game room with arcades, claw machines, billiards, and air hockey tables. This 2-bedroom unit comfortably sleeps 6 which makes it ideal for families or couples alike.

NEW!OceanView-Pool-Sundeck-Bike-Theater-Game Room

Welcome to Your Elegant Oceanview Escape Home Experience the perfect blend of upscale comfort and family-friendly amenities in this spacious 5-bedroom retreat designed to host unforgettable getaways. Overlooking the sparkling coastline, steps from the beach, this home sleeps 16+ and offers everything you need to relax, recharge, and reconnect. Highlights • Breathtaking ocean views from multiple decks • Pool and sundeck (Pool closes Sept 29th 2025) • Arcade/game room • Outdoor movie deck!

Hot Tub & Pool Table Waterfront Home | 4King Beds

Yes- Linens are included! (Bed sheets & bath towels) New pool table & jacuzzi!! Experience the ultimate Ocean City getaway this year, with unbelievable water views from every room & a private two-story wrap-around balcony. Enjoy 4 comfy king beds. The home is perfect for groups seeking relaxation & home away from home. Only 4.2 miles from the Ocean City Boardwalk! What else is included? Bonfire pit Parking area Shampoo-Conditioner-Body Wash Soaps Laundry Detergent Kayak Beach chairs

Sunlit Surf Haven • Entire Home Steps to Beach

Welcome to Sunlit Surf Haven! A newly renovated entire home (2024) - ocean-block in Midtown Ocean City. Ride the coastal vibe in this bright surf-inspired retreat that sleeps 6 with two large beds and bunk beds. Enjoy on-site parking (2 spots) plus street parking, and beach gear included - chairs, umbrella, cooler, and blankets - for effortless beach days. Walk to shops, mini golf, and favorites like The Bonfire, Hooked, Bayside Skillet, OCM Crabs, and Ropewalk - just steps from the sand.

Robin Hood Retreat

Explore the Eastern Shore from this beautiful Ocean Pines home with 4 King Bdrms, 3 1/2 baths. Bring the whole family for a couple's week to enjoy the local sights. Full Kitchen, DR, LR, FR, Sunroom, Deck & Patio on a quiet residential street. Berlin, the OC Boardwalk & Assateague Island are minutes away for a fun filled day. Amenity filled The Ocean Pines Community with pools, golf, tennis and food & live entertainment. Must be 25 or prior service military or first responder to rent.

The Blue Crush - 3BR Beachfront Family Retreat

Experience the magic of coastal living at 'The Blue Crush'. It's COMPLETELY REMODELED including 3 bedrooms and a deck to watch the sunrise over the ocean and sunset over the bay. If your family is looking for more space. Our sister beach house, Orange Crush is located next door, has 5 bedrooms and can accommodate up to 12 guests. Combining your stay at the Orange and Blue Crush, you accommodate up to 20 guests, in 8 bedrooms. Please reach out to us for special group pricing.

Closest condo to the beach in OC! Dog Friendly!

Perfect getaway to the ocean in this updated, stylish home. Elevated ocean-front, with stunning views from every room and two private balconies. Amazing location - walk to great restaurants and still enjoy a private-feeling beach with lifeguard stand just steps away. No need to 'pack' for the beach -the house is just steps away. Enjoy coffee at the granite island overlooking the beach! There is a set of stairs up to the condo, and another set of stairs up to the main bedroom.

Ocean Hideaway 302 - Beachfront Condo

Welcome to your oceanfront escape at Ocean Hideaway 302! This 2BD/2BA spacious condo is on the boardwalk with stunning ocean views. Beautiful morning sunrises and only steps to the beach. An easy walk to shops, dining, and more! Includes private parking and two elevators. Ideal for families or couples seeking a stylish, relaxing stay. Unbeatable access to everything OC has to offer. This newly-listed condo has brand-new furnishings throughout. This location cannot be beat!

OCEAN FRONT! 4BD/10Beds/3FullBaths, Ocean Colony

Oceanfront Beach House! Great Mid-town location; Seacrets Bar, Restaurant & Night Club is across the street. Beach vibes through out house; great room opens to beachfront deck; 3 sundecks; fully stocked kitchen. 4 bedrooms & loft, total of 10 beds: hear waves crash from the master bedroom; "Surfer's Lounge" w/oceanfront deck. Wi-Fi & Cable; Garage. Private Sand Beach for Grilling & Volley Ball. Linens and towels provided. Check us out!

Boardwalk Oasis Incredible Views, Pets Grill Bikes

24/7 SUPPORT LINEN & TOWELS PROVIDED This 3 bed/2 bath BOARDWALK & OCEANFRONT cottage is your perfect beach escape in Ocean City! Just steps from the sand, this property has all the essentials with some exciting extras to boost! Kayak, grill and house bikes all included! Relax in comfort after a day of seaside fun. Whether you're strolling the boardwalk or enjoying ocean views, this cottage has it all!

Luxury 6BR Ocean Block House 4Pkg Pool Grill Bikes

Book 2 nights, get 1 night FREE stays thru May 14. inquire before booking Spacious ocean side 6BR, 5.5BA Unit 9A sleeps 18 with 4 parking, semi-private outdoor pool, grill, house bikes, wide ocean-view decks on every level. Just steps to the beach, dining, shops, and Northside Park. Features a gourmet kitchen, multiple suites, wet bar, poolside full bathroom. Ideal for large families and friends.