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, 274 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 spacious common area is designed with high-end leather sofas and armchairs, arranged around a central coffee table. Bright natural light enters through large windows, highlighting the tasteful decor. A dining area is visible in the background, creating a warm and inviting environment.

4.88 out of 5 average rating, 132 reviews

Upscale House Steps 2 Ocean 3 Balconies Pool Bikes

Book 2 nights, get 1 night FREE stays thru March 10. inquire before booking This is a Ocbeachfrontrentals .com premier property 24/7 SUPPORT LINEN & TOWELS PROVIDED This spacious 3-level beach home is perfect for family & friends. Relax on 3 balconies, hang out poolside, go for a bike ride or walk to the beach. With 5BD/3.5BA, high-end furniture, high-speed WiFi, 6 flat screens, a Weber grill, and a foosball table, there's room for everyone! Must be 25 or older unless accompanied by adult

The living room features large windows adorned with floral-patterned drapes, allowing natural light to fill the space. Two comfortable chairs, including a recliner and a plush seating option, are positioned next to a coffee table. A television rests on a light-colored media unit, enhancing the room's functionality.

4.85 out of 5 average rating, 105 reviews

Ocean City Townhome by Beach Bayside

If you're looking for a vacation home, consider this convenient duplex located just a few blocks from the beach. Situated on the second floor, this vacation rental offers all the necessary amenities for a comfortable stay with Food lion, Target and Marshalls nearby. Enjoy a short, seven-minute walk to Harpoon Hanna's, a local restaurant hotspot. For entertainment, Jolly Roger Amusement Park, James Farm Ecological Preserve, Roland Convention Center, host regular sports events and live shows.

A modern kitchen showcases a spacious island with seating for four. Elegant cabinetry and stainless-steel appliances complete the design. Natural light floods the area, highlighting the marble countertop and the decorative accessories. A large TV is mounted on the wall for convenience.

5 out of 5 average rating, 50 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

4.91 out of 5 average rating, 120 reviews

A screened porch features a cozy seating arrangement with white wicker chairs adorned with colorful cushions and a small table. A lantern adds a decorative touch, while an artistic crab painting is visible on the wall. The space overlooks a green area through the screen.

Home in Frankford

Tranquil Times-Pet Friendly 5 mi to Bethany Beach

Why go "Glamping" when you can vacation in this newly renovated cottage? Spend "Tranquil Times" relaxing on the screened porch by a firepit, or riding bikes down the quiet lane. Peaceful. Wi-fi and smart TVs. The outdoor shower is perfect for your return trip from the beach. The Hosts have been hosting another vacation property for over 15 years with great reviews. Conveniently located near the beaches, bays, activities, & dining. We now have window blinds in all bedrooms and Living Room.

A spacious living area is furnished with two dark leather sofas, providing ample seating. A ceiling fan enhances airflow. The open layout connects to a dining area featuring wooden chairs, while the kitchen is visible in the background, showcasing modern appliances and cabinetry.

4.94 out of 5 average rating, 227 reviews

Right behind Alley Oops & Crab Bag. Walk to beach

Look no further! With Alley OOps in the backyard and a 5-minute walk to the beach, pool, tennis, and shopping, the fun is endless. This 3 bedroom, 2 bathroom house has high-end furniture, fast wifi, 4 flat screens and 2 free parking spots with street parking when available. Our Community offers all of these amenities included in your rental and free putt-putt too! Enjoy our natural wood-burning fireplace and large porch to take in the sunset through the trees. We do not rent to under 25.

4.88 out of 5 average rating, 144 reviews

Beautiful Cottage W/ shared pool & close 2 beach

"Beautifully decorated & completely renovated 3 BR/2 BA/ plus den. The home is 2 blocks from the bay and a 20 min. walk to the beach! Enjoy this entire home in the quiet neighborhood of Montego Bay which boasts 2 pools, tennis courts, a fishing pier, a walking pond, mini golf and Northside Park. The kitchen is fully stocked and the house is kid-friendly. There are 2 parking spaces & off-street parking. Finally, enjoy the sunset on the large deck complete with an area for al fresco dining.

4.99 out of 5 average rating, 109 reviews

A spacious living room features a comfortable dark sofa, two brown chairs, and a cozy fireplace. Natural light enters through large windows adorned with light blue drapes. A ceiling fan and recessed lighting contribute to a bright and airy atmosphere, complemented by modern decor.

Home in Ocean Pines

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!

5 out of 5 average rating, 106 reviews

The exterior of the single-family home is shown, featuring a welcoming entrance with a striped awning. A well-maintained front yard with shrubs and a tree provides shade, while the attached garage is visible on the left.

Home in Frankford

Quiet 3BR Coastal Home Minutes to Bethany Beach

Tucked away on a quiet cul-de-sac in a charming residential neighborhood, this inviting 3-bedroom, 2-bath, single-level home is a perfect coastal retreat—just 1.5 miles from Bethany Beach and the iconic boardwalk. Relax away from the crowds, then head into town in minutes for beach days, dining, shopping, and evening strolls. This home offers comfort, convenience, and a true beach-town feel. We include use of a Delaware State Park pass, giving you free access to state park beaches.

4.96 out of 5 average rating, 28 reviews

Family Fun! 3-Bed Home next to Playground & Park

Relax and recharge in this bright, peaceful home in the highly desirable Caine Woods neighborhood of north Ocean City! Park-front living with new pickleball and tennis courts plus a playground right outside your door—perfect for families! Just three short blocks to the beach! Walk to mini-golf, arcades, and great dining. Enjoy two comfortable living areas, three spacious bedrooms, a fully equipped kitchen, three full baths, and two furnished decks with grill and dining space.

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, 173 reviews

The Laurel House - Large fenced in yard!

Recently renovated 3 bedroom, 2 bath with outside shower. 1625 square foot single family home with fenced-in yard in the Caine Woods section of North Ocean City. 2 Smart TV's, 2 TV'S with Roku, all with Netflix, Comcast, and fast Wi-Fi. Complete kitchen including dishwasher. Two off street parking spaces with ample free street parking in area. Short 5 block walk to the beach. Nearby shops, restaurants, community area, and amusements all in walking distance.