House holiday 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, 287 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.

4.93 out of 5 average rating, 149 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 front exterior of a charming two-story house is shown, featuring a pitched roof and light-colored siding. A bright blue door welcomes visitors. A white picket fence encloses the front yard, which is neatly landscaped with greenery and flowering plants.

4.97 out of 5 average rating, 105 reviews

Dolores by the Sea- Family Groups ONLY

This recently remodeled 1950's house is walking distance to the beach, boardwalk, & fabulous restaurants. Tucked away from the hustle & bustle in a quiet neighborhood this cozy home is the perfect place to relax after a fun filled day at the beach. This home has 4 bedrooms & up to 7 beds. With a wheelchair ramp & a fenced in yard this house is perfect for family gatherings & making memories. Please note that due to neighborhood restrictions we cannot book to unrelated renters under 27 years old

5.0 out of 5 average rating, 19 reviews

Low Tide Hideaway

Pristine home in a quiet, family friendly location to enjoy Ocean City in your own terms. Two minutes walk to the beach, community pool, across the street convenience store, restaurants and activities within walking distance, and easily reachable downtown and boardwalk. We provide a kids' bedroom, arcade, high-chair, and pack-n-play for your little ones. For the kids at heart, there are multiple beds, sofas, a full kitchen, board games, all amenities to make you comfortable. Enjoy our House!

A spacious living area features two sofas, one in dark leather and the other in a light fabric, arranged around a low wooden coffee table. A flat-screen TV is mounted on a light wall above a stone fireplace, adding a cozy touch to the room.

4.97 out of 5 average rating, 159 reviews

Cozy 3 BR Pet Friendly Beach, Bay & Pond nearby.

Relax with the family in this comfortable and charming home. There is room for 8 to sleep comfortably. The dining room and breakfast nook offer plenty of seating for all with a spacious kitchen. Our corner lot offers the option for outdoor fun like slip and slide, corn hole, frisbee, and more! Nearby: Beach, Bay, Wildlife sanctuary surrounded by a walking trail, Pool, Tennis, restaurants & Eventful Northside Park! Quiet and peaceful location to make family or romantic memories of a lifetime.

5.0 out of 5 average rating, 12 reviews

North OC 3BR + Loft Sleeps 12 Walk to Pool & Beach

Escape to our brand-new North Ocean City home, just one block from the beach! This spacious 3BR/5BA & loft retreat comfortably sleeps 12, perfect for single or multiple families. INCLUDES LINENS! Enjoy a modern kitchen, 5 balconies, a community pool, and private garage with an EV charger. Walk to the beach, restaurants, and local attractions for the ultimate coastal getaway. Great for families, large groups, holidays, and events. One block to the OC bus for convenient transportation.

The exterior of a modern house is presented at dusk, featuring a welcoming porch with multiple seating areas. Illuminated windows reflect warm light, while a lamp post adds ambiance. A tidy driveway leads up to the home, framed by well-maintained landscaping.

5.0 out of 5 average rating, 64 reviews

Upscale Family Home in North OC

Unwind in North OC at the Nautical Vibes House! • A new, stylish single-family home designed to make your stay comfortable and memorable • Equipped with EV Charger, full kitchen, 2 Smart TVs with Youtube TV, washer/dryer, and outdoor shower • In a quiet neighborhood, but still close to restaurants, bars & shopping. Just under a mile to the beach & Northside Park • Has 2 community pools, tennis courts & putt-putt course (between Memorial Day/Labor Day only, keycard provided)

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, 155 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 bright, sunny exterior view of a beachfront condo building, featuring a two-story structure with several balconies overlooking the ocean. A sandy beach with yellow poles marking the property line is visible in the foreground, complemented by a clear blue sky.

4.96 out of 5 average rating, 50 reviews

Oceanfront 3BDRM 2BTH Condo just steps to beach

The Sand Castle: DIRECT OCEANFRONT 3BDRM 2BATH (sleeps 7) in desirable North Ocean City, Maryland location with breathtakingly beautiful dune and ocean views. First floor convenience with direct beach access, just a few sandy steps to the beach and walkable to several attractions, shops, grocery stores and dining options. This uptown location is a quiet, family friendly, less crowded area of the island. Northside Park and Northside Playground is directly across the street.

4.86 out of 5 average rating, 210 reviews

The cottage exterior is seen with a large deck featuring white railings and a blue and white striped awning. A set of outdoor furniture is arranged on the deck, and steps lead down to a grassy area. The well-maintained, light-colored siding complements the serene environment.

Home in Fenwick Island

Hall Cottage, Fenwick Island, Delaware

Charming, updated cottage. Wifi and space to work. Located between Bethany Beach, DE and Ocean City, MD, Fenwick is known as 'The Quiet Resort.' Two blocks to the beach. The cottage is the perfect size for a couple or small family. Sitting on a lovely, quiet block, between the ocean and the bay, the cottage is a quick walk to fine dining, pubs and shopping. The cottage comes with two beach chairs and an umbrella, an outdoor shower, and a beach parking pass.

An outdoor deck offers a panoramic view of the sandy beach and the ocean. A dining table with white chairs is positioned under a blue umbrella, with two bright yellow chairs nearby. Ocean waves gently lap at the shore, highlighted by a clear blue sky.

5.0 out of 5 average rating, 12 reviews

White Sands Unit # 5 Direct Beachfront

Experience the ultimate beachfront lifestyle in this stunning three-level oceanfront townhouse, offering breathtaking views of the endless ocean and pristine beach. Wake up each morning to the fresh sea air, and the beauty of a stunning sunrise from your private oceanfront balcony. The spacious decks are perfect for lounging or entertaining, this is your perfect getaway—a peaceful retreat where the beauty of the ocean and beach are right at your doorstep.

A charming bungalow features dark blue siding and large front windows, framed by neatly trimmed bushes. A concrete walkway leads to the front door, and a well-maintained lawn surrounds the home. The sky is partly cloudy, adding to the inviting exterior.