
Beach house vacation 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!

Point Break - 4BR Beach House Private Heated Pool
Point Break Paradise' is the epitome of a beachfront retreat, you have the entire house to yourself and your own private gated in ground pool. The house is COMPLETELY REMODELED offering a harmonious blend of luxury, entertainment, and coastal charm. Whether you're seeking relaxation by the pool, exciting arcade battles, or beachside serenity, this vacation haven has it all. Point Break is unique, no other beach property like it. Book your stay now and make memories that will last a lifetime.

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!

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.

321 Robin Dr. Unit B
Ready for some fun in the sun, head to 321 Robin Drive unit B. This spacious duplex can sleep up to 10 friends and family with plenty of room to spare. This unit offers two parking spaces, a water view from the front porch and is centrally located on the outskirts of downtown. Ocean City's famous boardwalk is only 5 streets away and just two blocks to the sand. We are walking distance to Jolly Rodgers amusement park and 30 steps to a fishing pier. Come stay and never want to leave.

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!

Pier Paradise | Sunset Views + Beach Walk
Welcome to Pier Paradise | Sunset Views + Beach Walk! Perched on a fishing pier with sweeping bay views, this stylish 3-bedroom retreat captures Ocean City’s best sunsets. Enjoy a bright open layout, breezy balcony, and easy 5-minute stroll to the beach. Whether casting a line, exploring the boardwalk, or sipping wine at dusk, Pier Paradise is your perfect blend of comfort, coastal charm, and convenience. RENTAL # 84632

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.
Popular amenities for Ocean Pines beach house rentals
Beach house rentals with a pool

2 BR Ocean Front Condo w/Pool, Expansive Views

43 Island Edge in Sunset Island OC, New for 2026!

Luxury 6BR Ocean Block House 4Pkg Pool Grill Bikes

Condo by the Bay @ the Makai

Beacon at the Beach

Blue Heron

Dorothy Jane's - 3 bdrm. 2 full bath Central A/C

Spectacular Bayside Sunsets - One block to Beach
Private beach house rentals

"Sunset Beach" Walk to the beach

Waterfront 3 bedroom 2 bath Bayside Cottage

Walk to Beach - Quiet Waterfront Home w/ Kayaks

Sofa to Surf! Midtown Gem, Stylish Updated Comfort

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

Wonderful contemporary

2 bedrooms condo, 1 block from beach and boardwalk

Bayside Beauty - Walk to the Beach!
Pet-friendly beach house rentals

Parrot Bay 25 | Pet friendly | Community Pool |

Relaxing Montego Bay/Fishing/2 Pools/Corner house

Harbor View by Seaside Vacations & Sales

Dog-Friendly Coastal Home with Pool & AC

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

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

Serenity by the Sea | Townhome + Kid Friendly Loft

Isabella 4 | Ocean Block + Boardwalk
Destinations to explore
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