Beach house holiday rentals in Ocean Pines

NEW! Oceanview Pool Sundeck 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 & reconnect. Highlights • Breathtaking ocean views from multiple decks • Pool and sundeck Pool Opens 05-23 to Sept 28th 2026 • Arcade/game room • Outdoor movie deck

Value · Location · View

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 ft x 8 ft). 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 & a lot more. Perfect for couples & families this cozy and well-situated condo is just right!

Family · Location · Kitchen

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!

Family · Location · Outdoor spaces

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

Location · Value · Long stay

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.

Family · Value · Indoor spaces

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.

Location · Value · Beach

321 Robin Dr. Unit A

Ready for some fun in the sun, head to 321 Robin Drive unit A. 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.

Location · Comfort · Parking

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.

Value · Location · Parking

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.

Family · Location · Solo travel

Lighthouse Bay Luxury Townhome | Arcade Loft

Welcome to Lighthouse Bay Luxe, a brand-new, coastal-chic townhome in North Ocean City where refined design meets elevated beach living. This 3-bedroom plus loft retreat features a private den, two-car garage, and a show-stopping chef’s kitchen with quartz island, double ovens, and premium finishes. Unwind in the spa-inspired king primary suite with balcony, or enjoy the upscale arcade loft and second king suite. Just steps to the beach, dining, and family attractions.

Location · Family · Hospitality

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!

Location · Family · Outdoor spaces

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.

Location · Family · Beach