House vacation rentals in Maryland Beach

A light and airy deck features a rectangular dining table surrounded by aqua-colored chairs. A calm water view is visible beyond the railing, with flags gently waving in the breeze. Soft lighting is provided by string lights overhead, enhancing the inviting atmosphere.

4.94 out of 5 average rating, 285 reviews

Mad Men Beach House*DogFriendly*7 Min Walk 2 Sea*OUTDOOR MOVIE EXPERIENCE*Private Dock*WORK SPACE*New CRIB

After relaxing at the beach (just a 7 min walk away), unwind on our deck "watchin' the tide rollin' away!" Get the best of the bay & the beach with this dog-friendly hidden gem! Imagine evenings enjoying the bay breeze as you crack crabs on the deck! Relax inside our open-concept great room that allows everyone to be together. Fish on our private dock or use it for your own boat or jet-ski to dock there. Witness spectacular sunsets with our Kayaks. Enjoy a well lit, private work space to virtual work w/ high speed internet! A new wood CRIB now in master suite for restful sleep! The pools and tennis/pickleball courts are only a few blocks away for your enjoyment! Plus, a truly unique OUTDOOR MOVIE EXPERIENCE for all our guests to make for the best Vacay EVER!

A back deck features a seating area composed of a sofa and ottoman with soft cushions, facing a calm canal. A wooden table is positioned nearby. A red umbrella is closed and stands beside the seating, while a sunset casts gentle hues across the water.

4.94 out of 5 average rating, 142 reviews

3 BR Waterfront Home, Minutes to the Beach

Recently updated waterfront house located in the family-friendly Montego Bay community. Enjoy beautiful sunsets on the back deck or hop in one of the kayaks for a paddle around the wide-open canal. Try your hand at crabbing or fishing off the dock to catch your dinner. Within easy walking distance of the beach and Northside Park (about 10 minutes walk to both). Beach chairs, toys, boogie boards, and umbrellas are yours to use for fun in the sand and surf. The dock is available for boat tie-ups.

The image captures a serene bay view at sunrise, with soft clouds reflecting on the still water. The sun is partially visible, casting gentle light across the horizon. A distant shoreline can be seen, contributing to the tranquil coastal atmosphere.

4.98 out of 5 average rating, 66 reviews

Million Dollar Sunsets and Tranquil Bay Views

Enjoy panoramic breathtaking bay views from sunrise to sunset on two expansive decks of this bay-front townhome. Wake up to waves crashing and seabirds chirping, creating a tranquil coastal ambiance. Relax in the comfortable living room or enjoy a serene dinner on our deck overlooking the beautiful bay. Close to the beach and restaurants, ensuring plenty of entertainment opt. Bathing products and linens included. Also 2 reserved parking spaces making it hassle-free to come and go as you please.

5 out of 5 average rating, 59 reviews

New waterfront home on bay, quick walk to beach

Fresh remodeled beach house! Large outdoor canal front, fully fenced large back yard, quick walk to the beach. Well located, friendly residential neighborhood Located on quiet street with red light, quick walk to Gold Coast Mall, Green Turtle and Movie Theater. 3 bed/3 bath with multi-purpose bonus room with queen sleeper- use as a 4th bedroom / gaming room for kids/ office / 2nd family room for TV. All new TV's, appliances, and decor creates a modern experience in a classic beach house

A modern two-story house is presented with a large porch featuring a circular window. The front yard includes gravel landscaping with small shrubs and pink flowers. A driveway accommodates off-street parking, and a lamppost stands near the entrance.

4.96 out of 5 average rating, 77 reviews

Steinenbronn by the sea. Bay view.

Ideal for a family getaway, this beautiful home in Montego Bay is waiting for you! Experience the quiet friendly neighborhood while comfortably staying close to the beach, restaurants, bars and more. Backyard w/ covered pergola, umbrella and 2 tables. Between Memorial Day and Labor Day enjoy access to community pools, tennis courts, mini golf, fishing pier, walking/jogging/biking. 15% Discount on weekly bookings! Due to our insurance policy, we do not rent to guests under the age of 25.

Two large windows frame the expansive ocean view, providing natural light to the living space. The scene features sandy beach dunes leading towards the water, where the calm blue ocean meets the clear sky.

4.89 out of 5 average rating, 150 reviews

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.

A charming two-story home is framed by lush greenery and features a welcoming front porch with white railings. Skylights adorn the roof, allowing natural light to flood the interior. A spacious driveway provides access to the home while a mailbox stands at the curb.

4.97 out of 5 average rating, 182 reviews

The Laurel House - Large fenced in yard!

1625 square foot single family home with fenced-in yard in the Caine Woods section of North Ocean City. 3 bedrooms, 2 baths, an outside shower, and a large family room with a high ceiling and skylights, 4 Smart TV's with Roku, Netflix, and fast Wi-Fi. Complete kitchen w/dishwasher, washer and dryer, 2 off-street parking spaces and ample free street parking in front. Short 5 block walk to the beach, nearby shops, restaurants, community area, and amusements.

A spacious deck features white adirondack chairs and a matching table, positioned to overlook the water. A shared pier is visible in the background, extending into the bay. The sky is bright with scattered clouds, contributing to a cheerful outdoor setting.

5 out of 5 average rating, 11 reviews

Madison Ave #6

This luxury town home is exactly what you need for your next trip to OCMD. It features 6 beds, with the ability to sleep 2 large families, with a shared pier, free parking (2 spots), large deck with ample seating, fully stocked kitchen to cook those large family meals, and recently updated bathrooms to clean up after a day on the beach. We would love to be your host for your next trip to the beach, so come stay with us at Madison Ave, Unit 6.

The covered porch features a wooden floor and decorative string lights overhead. Two comfortable chairs are positioned for relaxation, offering views of the street and neighborhood. The warm glow of the sunset can be seen in the background, enhancing the inviting space.

4.97 out of 5 average rating, 112 reviews

Coastal Home - Outdoor Shower & 2 Pools

Escape to this relaxing Montego Bay oasis just a short walk to the beach. Perfect for couples or families, the home features 3 bedrooms, 2 baths, a spacious open living area, and a king suite with private bath. Enjoy sunsets on the open-air porch, rinse off in the outdoor shower, and take advantage of 2 community pools, tennis courts, and free mini golf. Walk to Northside Park for trails, kayaking, fishing, and more.

5 out of 5 average rating, 5 reviews

Oceanblock Marlin Retreat | Steps to Beach

Welcome to The Marlin at Lighthouse Bay, a modern 4-story coastal townhome in Ocean City. This spacious 3BR/3BA retreat features an open-concept living area, gourmet kitchen, private deck, and a flexible space for relaxing or working. Enjoy an oversized two-car garage for beach gear and easy access to parks, dining, and attractions. Just minutes from the beach and near Fenwick Island, with an outdoor pool.

4.97 out of 5 average rating, 75 reviews

Waterfront Pets OK! Grill Game Room Kayaks Bikes

OCBeachfrontRentals, com premier property. 24/7 support, linens & towels provided. Perfect Family Friendly Beach House! 5bd/3.5ba renovated waterfront home sleeps 14 guests comfortably! Enjoy a fully updated kitchen and baths, plus 2 private furnished patios with water views. Just one block from the beach and walking distance to top restaurants and attractions. Must be 25+ unless accompanied by an adult.

A community pool is showcased, featuring a spacious deck and surrounded by a secure white fence. The water is clear, reflecting the blue sky above. Nearby, three multi-story buildings provide a backdrop, characterized by a variety of exterior colors and balconies.