Beach house holiday rentals in Maryland

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Top-rated beach house rentals in Maryland

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Guest favourite

Home in Ocean City

5 out of 5 average rating, 7 reviews

Seas The Bay on the Waterfront!

Welcome to our beautiful two-story home, renovated in 2022, that is perfect for families seeking a memorable beach retreat on the bay. There is access to the bay for paddle boarding, kayaking, and swimming. This 3 bedroom and 3 full bath end unit town home on the bay has a fireplace, full kitchen, with two huge decks and two private parking spaces in front of home. With breathtaking water views, walking beach access, and a range of amenities to ensure your comfort and enjoyment. Linens provided.

Home in Ocean City

4.5 out of 5 average rating, 10 reviews

Beach Cottage #2 Pet Friendly.

"Affordable NO Frills" Original Beach Cottage. Winter/Fall-Portable Heaters only! 2nd Floor level-private entry, Free Parking, block to beach, Dog Friendly. BunkBeds-(8) 2bdrm/2Bath-original Kitchen *NOTE We provide mattress Pad/Pillows ONLY. You must Bring ALL bed/bath linen. A+ Location- bus stops, restaurants, etc. Coin wash/dry, Lg Porch-No TV/WIFI, Upper level cottage/private entrance, requires 1 flight of stairs...enjoy beach, peace, sunsets., NO TV OR WIFI :) Just excellent location!

Top Guest favourite

Home in Pasadena

5 out of 5 average rating, 29 reviews

Kayak Cove

Visiting the Kayak Cove is all you could want for a relaxing stay. Our cottage is located on a peaceful cove where you can sit back and enjoy the water view, majestic trees and wildlife from your choice of a comfy Adirondack chair around the fire pit on the beautiful paver patio, the hammocks or the brand new dock--bring your fishing rods! And don't forget those kayaks! The cottage itself has been 100% renovated with all new everything. So convenient to anything you need-20 min to BWI airport

Home in Cambridge

New place to stay

Drift on the Cambridge Creek

Welcome to your home away from home! This beautifully maintained townhome, built in 2022, offers a perfect blend of modern design, comfort, and convenience. Located in a centrally located and friendly community in historic Cambridge, you’ll be just minutes from the waterfront, downtown shops, restaurants, & all that the Eastern Shore has to offer. Whether you're visiting for a weekend getaway or business, this townhome is the ideal launchpad for exploring the best of Maryland’s Eastern Shore.

Superhost

Home in Ocean City

4.33 out of 5 average rating, 3 reviews

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!

Superhost

Home in Ocean City

4.78 out of 5 average rating, 91 reviews

Spacious Bayside 3BR w/ Yard, Grill & Firepit

Welcome to your perfect bayside retreat in Ocean City, MD! Our spacious 3-bedroom home offers a serene escape with modern comforts. Located just minutes from the beach, boardwalk, and local attractions, it’s the ideal spot for families, friends, or couples seeking both relaxation and adventure. The fenced outdoor living area is perfect for gatherings with a hammock, outside dining, fire pit, and gas grill. Close to Liquid Assets, Bull on the Beach, Lombardi's, and Kirby's.

Top Guest favourite

Home in North Beach

5 out of 5 average rating, 19 reviews

Stunning North Beach Getaway w/ Inground Pool

Indulge in this beautifully appointed 4-bedroom, 2-bathroom house 6 blocks from the Chesapeake Bay boardwalk! Revel in a chef's kitchen, open living area, screened porch, with separate workspace. Relax by the heated saltwater pool BBQ on the deck or gather around the cozy firepit. Walk to restaurants and enjoy live music experiences, the local wine bar or beer, conveniently close to local wedding venues. This North Beach gem guarantees an unforgettable stay!

Top Guest favourite

Home in Ocean City

5 out of 5 average rating, 16 reviews

Beachfront 3BD/2BA Serenity on Boardwalk & Ocean

Direct beach and boardwalk access, stunning ocean views, and spacious indoor/outdoor living areas. It comes fully stocked and adorned with luxury beach decor. This home blends history with architectural charm, featuring natural wood floors, walls, ceilings, and an open staircase. Enjoy two on-site parking spaces and nearby shopping and entertainment. Need more space? Rent the adjacent sister house. Message for details! Early checkin $100 if available.

Home in North Beach

New place to stay

Realaxtion Retreat

On the quieter side of North Beach, this tropical stucco bungalow is a true gem of The Jewel of the Chesapeake. Enjoy the serene private backyard and firepit area, sun porch, or take a short stroll to the restaurants, boardwalk, beaches, and wetland overlook nature park. Five minute drive from Rod & Reel Resort in Chesapeake Beach and Herrington Harbor South in Rosehaven, this is sure to be your relaxing home away from home.

Top Guest favourite

Home in Ocean City

4.96 out of 5 average rating, 25 reviews

Beach, Boardwalk, and Fun Times

Beach 😎 is just 150 steps away (3 minutes away)and the quiet end of the boardwalk is a block away. Your family or group will enjoy easy access to everything from this centrally located place. Whether it’s the beach, the boardwalk, or all the amenities you would need they are within a few steps. Plus you have a reserved parking spot!! If you are bringing the kids, Jolly Roger amusement park is right across the street.

Top Guest favourite

Home in Ocean City

5 out of 5 average rating, 31 reviews

Bay Dreamin; Townhouse steps to Beach & Boardwalk!

Welcome to Bay Dreamin! This spacious and beautifully updated two-story, dog-friendly, townhome is located in the heart of OC, walking distance to the beach, boardwalk, restaurants, nightlife, entertainment, and more! Take a short 7 minute stroll to the 26th street boardwalk/beach entrance. Offering 3 bedrooms, 2.5 bathrooms, and 6 beds, there is plenty of space for a family or friends getaway, comfortably sleeping 8.

Guest favourite

Home in Annapolis

4.97 out of 5 average rating, 35 reviews

Cheerful Cottage Home in Beach Community

Stay in a historic Bay Ridge cottage home, steps from beaches and a high bluff overlooking the Chesapeake Bay. Enjoy a cozy wood fire, the private back garden with tranquil fish ponds and a sunny deck for dining or lounging. This is our family home, filled with antique and vintage furnishings and original art and craft. We welcome you to grab a book, take a walk in the woods, or picnic on your choice of quiet beach.