
Beach house holiday rentals in Ocean Pines
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Top-rated beach house rentals in Ocean Pines
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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

Oceanfront Oasis Sunrise/Sunset balcony Beach/pool
Welcome to Oceanfront Oasis, Ocean City, Md. Rare Oceanfront & Bay Views from your 2 private balconies. Beachfront. Wake up to the sunrise, listen to the ocean waves, & sip your coffee on the oversized ocean balcony(15 feet x7 feet). Unwind at night on the bayside balcony watching the sunset. Walk out to the private heated pool, to the sand & the beach. Tennis court. Beach chairs, umbrellas , boogey boards and more. Perfect for couples & families, this cozy and well-situated condo is just right!

Oceanfront Penthouse - Ocean & Bay Views with Pool
Come vacation at this direct oceanfront penthouse on 85th Street! This 3 bedroom, 3 bath two-story penthouse offers plenty of space for the entire group to stretch out and enjoy. Expansive bay and ocean views, the oversized balcony is the place you will want to be! The building offers a heated pool and is only a few small steps to the beach. For your convenience, this unit has a washer and dryer inside the property. In addition, games, beach chairs, and beach toys are available for your use!

Waterfront, Dock, Deck, Walk to the Beach!
Escape to Tern Drive in South Bethany Beach-a perfect vacation rental with spacious living areas, coastal comfort, and easy access to beach and bay! Enjoy relaxing outdoor waterfront space, plenty of room for family and friends, and a prime location near dining, shopping, attractions. 3 bedrooms; 1 King + 2 Queens. 2 full baths + outside shower. Grill, beach chairs, parking, WiFi, walk to the beach. New paint, flooring, furnishing, beds, mattresses. Large groups, rent the house next door too!

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.

Boardwalk Oasis Incredible Views, Pets Bikes
This is a Ocbeachfrontrentals .com premier property 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! 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!

Bay View Arcade Townhome - 2 Blocks to Boardwalk
Escape to our spacious 3-level townhouse in Ocean City, just 2 blocks from the beach & boardwalk! Perfect for large groups, this home features a private arcade room, bay & beach views from the decks, and a prime downtown location. Enjoy a fully equipped kitchen, multiple living areas, and garage parking. Walk to everything from this ultimate OC getaway that comfortably sleeps up to 10 guests.

Ocean City Beach House | Oceanfront Condo
Welcome to Ocean City Beach House! This 1-bedroom, 1.5-bath oceanfront condo offers direct beach access and wonderful views. Inside, enjoy a beautiful beach-themed mural in the living room that sets the tone for coastal living. Cook in the fully equipped kitchen, relax on the patio, or take the provided beach chairs for a day on the sand. Perfect for a sun-soaked, relaxing Ocean City getaway!
Popular amenities for Ocean Pines beach house rentals
Beach house rentals with a pool

2 BR Ocean Front Condo w/Pool, Expansive Views

Cozy, oceanfront studio and enjoyable Ocean City

Condo by the Bay @ the Makai

Blue Heron

Spectacular Bayside Sunsets - One block to Beach

Family Friendly Modern Condo | Pool | Sleeps 8

Beautiful 2BR/2BA Condo on the beachside!

Beacon at the Beach
Private beach house rentals

321 Robin Dr. Unit A

Waterfront 3 bedroom 2 bath Bayside Cottage

Fenwick Island 3BR Beach Retreat – Walk to Ocean

Relaxing atmosphere with walking distance to Beach

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

Sofa to Surf! Midtown Gem, Stylish Updated Comfort

2 bedrooms condo, 1 block from beach and boardwalk

"Sunset Beach" Walk to the beach
Pet-friendly beach house rentals

Parrot Bay 25 | Pet friendly | Community Pool |

Oceanfront Private Home With Amazing Views

Oceanfront dog-friendly Home in South Bethany

Relaxing Montego Bay/Fishing/2 Pools/Corner house

Harbor View by Seaside Vacations & Sales

4BR Home Near the Beach! | Canal Access + Porch

Anchor House | Pier, Boat Dock, & Gazebo Luxe Home

Serenity by the Sea | Townhome + Kid Friendly Loft
Destinations to explore
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- Chincoteague Island
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- Broadkill Beach
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- Roland E Powell Convention Center
- Wildwoods Convention Center
- Ocean Pines Golf Club
- Mariner's Arcade
- Funland
- Hawk Haven Vineyard & Winery





