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, 286 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!

4.9 out of 5 average rating, 632 reviews

A charming tiny house features wooden shingles and a welcoming front door. It is framed by colorful flowers in a garden, enhancing the outdoor landscape. A sign above the door adds a personal touch, while large windows allow natural light to fill the space.

Home in Ocean View

Tiny House at Good Earth, near Bethany Beach

A custom 165 sq. ft. "Tiny House" located right between our theater and the garden dining area. True to the show "Tiny House Nation".. cool interior with custom woodwork, stairs to a lofted bed. Fully functioning kitchen. Spacious bathroom & shower. We provide TV and internet in the unit. We have 2 on-site restuarants, market, theater, and parking. Our AIRBNB village consists of 2 tiny houses, 2 cottages, tent sites, a loft appartment, and more! Staying at Good Earth is more than a beach trip!

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, 146 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.

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, 154 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.

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, 78 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.

5 out of 5 average rating, 10 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.

4.95 out of 5 average rating, 19 reviews

A charming house with a light blue exterior is surrounded by lush greenery. A spacious deck features potted plants and outdoor seating. Colorful Adirondack chairs in red and blue are placed around a small fire pit on a patterned stone patio, inviting relaxation.

Home in Ocean Pines

Cozy beach home away from home!

Welcome! Come enjoy a cozy experience at this centrally located home in the desired Ocean Pines Community! This home is near the playground and allows access to the on-site golf course, five pools (including indoor pool!) tennis courts, and marina for a small fee. Fun in the sun awaits 15 minutes away in downtown Ocean City, where you can stroll the boardwalk, lounge on the sand, or hit the amusement park. Plenty of restaurants, grocery stores and shopping within 15 minutes.

4.98 out of 5 average rating, 103 reviews

The backyard features a well-maintained putting green, with white flags marking the holes. A spacious home with a covered patio and landscaped garden is visible in the background, surrounded by lush greenery and trees.

Home in Berlin

Assateague, Golf, Ocean City, all Within Minutes!

Worcester Co. Lic. #859 PLEASE NOTE: number of allowed guests: No more than 8 golfers. (Min age 25) No more than 10 adults. (Min age 25) Related families up to 12 guests. We do NOT rent to high school senior groups. Please note, we own the white house next to our STR. Occasionally you may see us there, however, we are committed to your comfort & privacy. Located 1.5 miles from Assateague Island beaches. 3 courses within .5 miles. Towels and linens for every guest.

4.86 out of 5 average rating, 207 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 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 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, 183 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 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.