
Beach house vacation rentals in Ocean Pines
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Top-rated beach house rentals in Ocean Pines
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Sunset Bay at Traders Cove
Sunset Bay at Traders Cove invites you to experience a perfect blend of luxury and comfort in Ocean City, MD. This spacious 4-bedroom, 2.5-bath waterfront condo offers stunning bayfront views, breathtaking sunsets, and a prime location just a 5-minute walk to the beach. Enjoy quick access to vibrant nightlife, restaurants, and attractions like the Ocean City Boardwalk and Jolly Roger Amusement Park. With a 50-foot deck, sunroom, and private balcony, this retreat is ideal for relaxation and fun!

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.

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+old

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.

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.

Updated 3 Bedroom 2 Bathroom Home - Ocean Pines
Beautifully updated and recently renovated, rancher on a great street in Ocean Pines perfect for families and adults looking for a relaxing stay. We offer 3 bedrooms and 2 bathrooms on one level, with new large flat screen TV's, stainless appliances, and everything you'll need for your stay. We have a large driveway and a screened patio. Ocean Pines boasts over a dozen parks and walking trails, a public Yacht Club, 5 pools, 2 marinas, and a championship golf course - 10 min to the beach!

“The Pelican’s Perch”
Spacious one bedroom condo with a great ocean view. Best ocean view in the building! Nice balcony to enjoy coffee & watch the waves & pelicans fly by. The building has an indoor pool and family game room. Large outdoor lounge area with picnic tables & view. Walking distance to north side park, great restaurants and entertainment. Beach is obviously right there to enjoy and parking is on location in private lot under cover. Dogs are permitted but only from Oct 1 thru April, off season

Bethany Beach Home w/ Beach Access + HOT TUB!
BNB Breeze Presents: Bethany Beach Breakaway! Get ready to experience the epitome of coastal relaxation at your private retreat in paradise! Thanks to private beach access in a gorgeous neighborhood, this home is the perfect spot to unwind and recharge while enjoying the laid-back pace of Bethany Beach! This dreamy beach-side home includes: - HOT TUB! - Private Beach Access - Pickleball Courts - Wraparound Deck w/ Ocean Views! - Large Game Tables - Multiple Decks w/ Lounge Furniture

Ocean-front getaway, amazing views, 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.

Sea Colony 4 bedroom walk to beach
Enjoy the beauty of the "off season" at Sea Colony in Bethany Beach! Walk to beach and town or ride your bike. Outdoor pool and indoor pools with fitness center. Play tennis and pickleball on beautiful courts. Relax with the whole family at this peaceful place to stay. MBR with king size bed and bath Bdrm w queen size bed shared bathroom Bdrm w queen bunk topped w twin and twin bed shared bathroom Bdrm w pull out queen bed and full bathroom Large deck

Parrot Bay 25 | Pet friendly
❗Must be 25+ to rent. No Senior Week groups, no pets, no smoking or vaping — no exceptions.❗ ★★ Things to Know ★★ ✹ Parking: 1 space included (Parrot Bay parking pass required in-season) ✹ Seasonal outdoor pool ★★ Things to Love ★★ ✹ Private stand-alone cottage just 2 blocks from the beach and Boardwalk ✹ Front porch with picnic table; perfect for morning coffee or evening meals ✹ Updated kitchen with stainless-steel appliances and coastal décor

Oceanfront | Beachfront | Elevator | eFireplace
Escape to a premier oceanfront studio with convenient beach access. This unique building creates an experience reminiscent of being in a cruise ship stateroom. Perched on the 9th floor, the unit offers endless views of the Atlantic Ocean and the beach. Just steps away from the sand 🏖️, you can spend your days swimming, reading 📚, sunbathing , surfing 🏄♂️, paddle boarding , kiting🪁, playing volleyball 🏐, or simply listening to the waves 🌊
Popular amenities for Ocean Pines beach house rentals
Beach house rentals with a pool

Lorelei Condo - Watch Fireworks From Balcony!

Golden Sands Ocean Escape

Condo by the Bay @ the Makai

109 Georgetown House

Oceanfront 5BR with pool & tennis access

Ocean Place 402 | Oceanfront Balcony Views

Gorgeous Sunsets! 1st fl bayside condo @ Bradley

Dorothy Jane's - 3 bdrm. 2 full bath Central A/C
Private beach house rentals

Ocean Hideaway 302 - Beachfront Condo

The Blue Crush - 3BR Beachfront Family Retreat

Sunset Bay at Traders Cove

Bethany Beach Home w/ Beach Access + HOT TUB!

Oceanfront | Beachfront | Elevator | eFireplace

New Construction with Beautiful Canal Views

Robin Hood Retreat

Point Break - 4BR Beach House Private Heated Pool
Pet-friendly beach house rentals

Lighthouse Landing

Pets Friendly Waterfront Large backyard with grill

Captains' Cottage

Steps to Beach. Peaceful. Pet-Friendly. + Linens

Waterview Home, walk to Beach (ADA accessible)

Prime Hook Sunrise on the beach

Cape May Classic - 3 block Stroll to the Beach

Relaxing Montego Bay/Fishing/2 Pools/Corner house
Destinations to explore
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- Rentals with a kayak Ocean Pines
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- Beach house rentals Maryland
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- Ocean City Beach
- Broadkill Beach
- Wildwood Crest Beach New Jersey
- Cape May Beach NJ
- Ocean City Boardwalk
- Assateague Island National Seashore
- Dewey Beach Access
- Willow Creek Winery & Farm
- Assateague Beach
- Pearl Beach
- Jolly Roger Amusement Park
- Big Stone Beach
- Peninsula Golf & Country Club
- Cape Henlopen State Park
- Northside Park
- Poodle Beach
- Poverty Beach
- Bear Trap Dunes
- Higbee Beach
- Bayside Resort Golf Club
- Baywood Greens Golf Maintenance
- Towers Beach
- Jolly Roger at the Pier
- Killens Pond State Park




