Holiday rentals with beach access in Ocean Pines

The exterior of the waterfront home is shown, with a spacious deck and screened porch overlooking the water. Lush landscaping and a pathway lead to the dock, while large windows create a welcoming atmosphere. A patio umbrella provides shade for outdoor seating.

5 out of 5 average rating, 66 reviews

Ocean Pines, Waterfront Oasis

Beautiful waterfront home! Park two boats. "Endless Summer" is on the canal. Located on the St Martins River in Ocean Pines. Centrally located, close to downtown Ocean City, MD, "the boardwalk", bustling West OC and historic Berlin, MD. Explore Assateague Island, Del. beaches, all just a short drive in the amenity filled [pools, golf, pickle ball, tennis, trails and parks] OP community. Linens, cleaning team & beach club parking included. Must be 25 or older or military service. No pets.

A single-story home with a well-kept exterior is surrounded by trees, providing a serene setting. A covered porch with railings welcomes guests, while a gravel driveway leads to the entrance. The property features a reliable trash can and is nestled within a natural landscape.

4.98 out of 5 average rating, 44 reviews

Tranquil Waters, OceanPines, 3 br, Dog Friendly

Peaceful Coastal Getaway – Dog Friendly! Relax with the whole family at this peaceful beach retreat! This 1,500 sq. ft. home away from home is perfect for a laid-back vacation near the shore. Featuring 3 bedrooms (King, Queen, and 2 Twins), this home is spotlessly disinfected before each stay and includes a full linen package for your comfort and convenience. Enjoy a free parking pass to the Ocean Pines Beach Club on 49th Street, and make the most of the beautiful outdoor space—a low fenced-i

Guest suite in Ocean Pines

A cozy living area features a white couch and two accent chairs with a leaf pattern. A glass coffee table sits on a woven area rug. Large sliding doors provide a view of the outdoor patio, framed by greenery and water, enhancing the space's natural light.

4.95 out of 5 average rating, 399 reviews

Stunning private waterfront suite

Welcome to your cozy getaway with stunning water views from every room! This sweet 2-bedroom, 1-bath suite boasts a private entrance, a living room, and a cute kitchenette. Nestled in a peaceful, family-friendly neighborhood, you'll have year-round access to swimming pools, a golf course, tennis courts, a Yacht club, and lovely parks nearby. Only a quick 10-minute drive lands you on the sandy beaches and lively Boardwalk of Ocean City. Park in the driveway and step into your own private escape!

4.97 out of 5 average rating, 212 reviews

A serene waterfront scene is captured at sunset, with vibrant colors reflected in the calm water. A charming building with large windows is illuminated, surrounded by lush trees, and boats are docked along the waterfront, creating a peaceful atmosphere.

Apartment in Ocean Pines

Ocean Pines Getaway with Marina View

Steps to 2 pools, 2 marinas, tiki bar and OP Yacht Club. Live music Thursday-Sunday evenings from 6-10pm, (in season). Beach day? Ocean City 15 min drive or walk to the marina and hop on a boat with friends and head across the bay into OC. Assateague Island is a 20 min drive. Crabbing? Fishing? Walk to one of the many Ocean Pines canals or ponds. Golfing? The links are just across the Parkway. Wedding party? Be footsteps away from make lasting memories. Free beach parking on 49th included

A beach club structure is positioned near the shoreline, featuring a wooden deck and covered seating areas. The blue awnings provide shade, while the building's signage clearly identifies it as the 'Ocean Pines Beach Club.' Palm trees sway gently in the breeze, complementing the coastal environment.

4.96 out of 5 average rating, 138 reviews

Little house in Berlin, Md.

Our home is located in Ocean Pines, Maryland. Spend the day at the beach, golf, come back and relax on our spacious screened porch. The community has 5 pools, walking trails, Parks, and more. The house is a short drive to Ocean City, Md. (8 Miles) via Rt. 90 or Rt. 50. Assateague Island National Seashore is also just a short drive 12 miles. You can see wild horses, beautiful sunsets, ride bikes, or go to the beach. There are many golf courses within 15 miles of the house all very nice.

4.97 out of 5 average rating, 506 reviews

The living area features large sliding doors that open to a porch with stunning bay views during sunset. A neutral-colored couch and a cozy chair create a welcoming space. A wooden dining table complements the serene atmosphere, illuminated by the warm glow from the setting sun.

Townhouse in Ocean City

Edgewater Escape - Luxury Bayfront Loft with Porch

You've never seen waterfront like this. Welcome to Edgewater Escape, a luxury bayfront loft apartment that hangs entirely over the bay on 7th street in downtown Ocean City. Sit on the bay front porch or hang out inside and watch boats, dolphin, birds, and sometimes even seals swim by within feet of the porch. The loft has a roomy king sized bed and the downstairs couch pulls out into a comfy queen bed. Recently renovated, it comes fully equipped for your big trip or quiet staycation :)

Guest suite in Ocean Pines

A bright, open kitchen area is visible, featuring modern appliances and a spacious countertop. Large windows allow natural light to fill the room. A comfortable chair sits beside a decorative rug, while a sleek ceiling fan contributes to the airy atmosphere.

4.99 out of 5 average rating, 135 reviews

Newly built bright and airy guest suite!!!!

FREE oceanfront parking pass with bookings. 2nd floor private suite with parking, patio/firepit, and self check-in private entry. We are located just minutes from the Ocean City beaches, quaint small town of Berlin, Ocean Downs Casino, Assateague, Windmill Creek Winery, restaurants, and outlets. Enjoy neighborhood amenities such as a waterfront Yacht Club with restaurant and live music (seasonal), golf, farm market, playgrounds, 5 pools/fee, (no pool on property) racquet club.

The living area features soft blue furnishings and a light wood coffee table. Floor-to-ceiling windows offer direct views of the ocean, while two lamps provide warm lighting. A coastal-themed artwork adorns the wall, enhancing the serene atmosphere of the space.

4.94 out of 5 average rating, 317 reviews

Direct Oceanfront with a View and Amenities Galore

Note: Must be 25 or older to rent our home. Beautifully renovated 2 bedroom beach front condo with views of both the beach and bay. Enjoy watching the waves roll in or a stunning sunrise through floor to ceiling windows without ever getting out of your king size bed. In the evening, open your front door to witness breathtaking sunsets over the bay. Or just relax with a drink on the beachfront balcony and listen to the waves with full 100% view of the beach and ocean.

A modern kitchen features light grey cabinetry and stainless steel appliances. A round table is set for dining, accompanied by stylish metal chairs. Natural light filters through the window, enhancing the warm, inviting layout that connects seamlessly to adjacent living spaces.

4.85 out of 5 average rating, 137 reviews

Peaceful Beach Cottage - Sanitized & WiFi!

Fully renovated clean, sanitized, quaint house in a quiet neighborhood minutes from the beach/ocean! Community offers many amenities such as pools, restaurants, playgrounds, etc. Have peace and quiet while only being minutes from the beach and main OC drag. Very close to the casino! Voted "#1 Safest Neighborhood in Maryland!" *June-August we only accept 7 day rentals with a Saturday check in* *Memorial & Labor Day weekends have 3 night minimum with Fri check in*

A modern living area is presented, featuring a plush gray sofa and a minimalist coffee table. A large television is mounted on the wall opposite the seating. Natural light filters through sliding glass doors, which lead to a private balcony with a small table and chairs.

4.99 out of 5 average rating, 316 reviews

Steps to the Beach, Ocean View 1BR, Renovated

Steps to the beach! Fully renovated, bright, modern, clean condo with a balcony view of the ocean. Quiet North Ocean City location with walking distance to restaurants, bus, 7-11, Mini golf course, movie theater, parks, etc. Brand new appliances and furniture. Free WiFi, King Size Bed, 60" & 40" TVs. Pull Out Queen Sofa, Brand New Full Bathroom. Washer and Dryer in the unit. Keurig Coffee Station, iPhone Charging station. Private balcony. Free Parking Space.

A dining area displays a wooden table set for six, featuring white plates, silver cutlery, and sparkling glasses. A vibrant centerpiece of sunflowers and decorative pumpkins is placed on a bright red runner. The adjoining kitchen is visible, showcasing modern cabinetry.

4.97 out of 5 average rating, 64 reviews

Summer By The Sea

Located on a quiet cul de sac, this cute 3 bedroom home is a perfect getaway. Enjoy the fun and excitement of Ocean City with its beach, boardwalk, restaurants and nightlife, and then retreat to the quiet relaxation of Ocean Pines. A movie theater, outlets, and fabulous eateries in West OC. Assateague Island National Seashore is only minutes away. Ocean Pines offers a state of the art public golf course, pool access(for a fee ) playgrounds, and beach club .

4.85 out of 5 average rating, 199 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.

Popular amenities for rentals with beach access in Ocean Pines

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Apartment rentals with beach access

A wide view of a boardwalk stretches alongside a multi-story beachfront building. People can be seen walking and biking on the boardwalk. The building features multiple balconies with white railings, positioned against a clear blue sky.

4.9 out of 5 average rating, 237 reviews

⭐️Huge Boardwalk Direct Ocean Front Pool New Floor⭐️

A modern living area features a spacious gray sofa and a wooden coffee table, complemented by a cozy area rug. Large glass doors open to a private oceanfront balcony, allowing natural light to fill the space. Decorative accents include a wall-mounted surfboard and a round mirror.

4.98 out of 5 average rating, 269 reviews

OceanFront-Fireplace-sleeps4-Balcony-King-Disney+

A modern living area is presented with a gray sofa and a comfortable armchair. A coffee table sits beside the armchair, and a large artwork featuring a horse adorns the wall. Light-colored flooring complements the space, creating a bright and open atmosphere.

5 out of 5 average rating, 27 reviews

Luxurious Ocean Block condo

An open living area with a light blue walls features a queen-size sleeper sofa and an ottoman. Natural light fills the space through large windows, showcasing ocean views. A dresser and a TV stand with a flat-screen monitor are present, along with a chair positioned in one corner.

4.9 out of 5 average rating, 40 reviews

A Wave From It All

A bright living area showcases a large television mounted on a light-colored wall. A beige couch and cushions provide seating around a rectangular coffee table, which is adorned with decorative items. Floor-to-ceiling sliding glass doors offer unobstructed views of the ocean.

5 out of 5 average rating, 107 reviews

Stunning 3 Beds/2BA, Ocean Beachfront Condo

Superhost

A bright living area features a light-coloured sofa adorned with a colourful throw. A wooden coffee table sits atop a vibrant patterned rug, showcasing floral designs. The open kitchen in the background is fully equipped, with modern appliances and a dining area visible.

4.86 out of 5 average rating, 166 reviews

North Ocean city,2BR 2BA

A tranquil beach scene is captured, featuring gentle waves lapping at the shoreline. A wooden fence is positioned in the foreground, separating the sand from the grassy dunes. The sky displays a soft gradient of colors, transitioning from light pink to blue, as the sun sets on the horizon.

4.95 out of 5 average rating, 41 reviews

“Lei’d Back” | Pet Friendly & Steps to the Sand

A well-lit living area features a comfortable seating arrangement and a flat-screen TV mounted on the wall. Natural light floods in through sliding glass doors that open to a private balcony, enhancing the spacious feel of the room. A small table and plant add a touch of decor.

4.97 out of 5 average rating, 89 reviews

Oceanside Condo Steps From Beach

House rentals with beach access

A welcoming living room features a cozy sofa and two armchairs arranged around a circular coffee table. A flat-screen TV is mounted above a fireplace, while a decorative area rug with floral patterns adds warmth to the space. Natural light streams through sheer curtains.

4.95 out of 5 average rating, 76 reviews

Cozy home in Ocean Pines

4.96 out of 5 average rating, 200 reviews

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.

Home in Ocean City

Pet Friendly SFH w/ fenced yard, 2blocks to BEACH!

A modern two-story home is situated on a tree-lined lot, featuring a welcoming front entrance. Brightly colored adirondack chairs provide seating in the gravel area by the driveway, which accommodates several vehicles. Natural light filters through the trees, creating a serene environment.

4.95 out of 5 average rating, 44 reviews

Beautiful Spacious 4 Bedroom Home in Ocean Pines

Superhost

A circular wooden deck overlooks tranquil waterfront views, featuring a mix of green grass and trees. Comfortable seating is positioned on the deck, allowing for relaxation while enjoying the serene surroundings. A two-story home and docks are visible in the background.

4.79 out of 5 average rating, 14 reviews

Oceans End Waterfront Retreat

An open living area is presented, featuring a spacious sectional sofa, a light wood dining table with seating for six, and a modern kitchen. Natural light floods the space through large windows, enhancing the neutral color palette and warm wood accents.

5 out of 5 average rating, 17 reviews

House with Fire Pit + Private Yard near Ocean City

A welcoming living area features two dark sofas and a light armchair arranged around a white coffee table. A large television is mounted on the wall. Natural light enters through sliding doors that lead to a deck, adorned with a blue umbrella.

4.96 out of 5 average rating, 45 reviews

Beach Retreat is a 3 bedrooms2 baths beach house.

4.97 out of 5 average rating, 144 reviews

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.

Home in Ocean City

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

A cozy living area features a light gray sofa adorned with decorative pillows and a small blue ottoman. Natural light brightens the space, showcasing art on the walls and a dining area in the background, complemented by a wooden table and chairs.

4.87 out of 5 average rating, 99 reviews

Home Away from Home , Pet friendly retreat

Apartment rentals with beach access

The kitchen area features modern appliances and sleek cabinetry with a butcher block countertop. Two bar stools are positioned at the counter, creating a casual dining space. A cozy seating arrangement is nearby, complemented by a small table lamp and decorative elements.

4.9 out of 5 average rating, 105 reviews

Cozy beach side condo

A spacious living area features a cozy arrangement of seating with patterned upholstery and soft textures. A circular coffee table is centered amidst the furniture, and a wall-mounted television is paired with a stone accent wall. Large sliding doors open to the private balcony.

4.9 out of 5 average rating, 179 reviews

Beach Paradise 202-Downtown Luxury Condo Bay View

A sandy beach is shown, featuring a clear blue sky and gentle waves lapping at the shore. People are scattered across the beach, some relaxing on towels while others engage in beach activities. Colorful umbrellas provide shade in various spots, contributing to a lively atmosphere.

4.97 out of 5 average rating, 124 reviews

Ocean Block | Sunchaser Condo | Surfer's Dream

A comfortable living area features a sectional sofa facing a small coffee table, surrounded by bright curtains. A large mirror and decorative wall accents enhance the space. Natural light fills the room, highlighting the wood-look flooring and blue area rug beneath the seating arrangement.

4.93 out of 5 average rating, 216 reviews

Coastal and Bright Oceanfront Condo

A spacious living area is furnished with a comfortable sectional sofa and accent chairs, arranged around a wooden coffee table. Light wood accents and a large area rug complement the neutral tones of the room. Art pieces hang on the walls, adding visual interest.

4.98 out of 5 average rating, 116 reviews

Steps to Ocean! Beach Accessories. Uncrowded Beach

A tranquil evening scene showcases a bright moon illuminating the ocean horizon, framed by the beige-colored buildings. Palm trees are visible in the foreground, and a faint path leads toward the beach. The bluish sky hints at twilight, enhancing the serene atmosphere.

4.93 out of 5 average rating, 162 reviews

Beach Baby Ocean Block Studio-Mid Town-All U Need

A vibrant neon sign reading 'Sea Glass Sunrise' is framed by lush green foliage, set against a backdrop of a serene beach at dawn. The soft pastel colors of the sky create a peaceful atmosphere, enhancing the welcoming ambiance of the space.

4.99 out of 5 average rating, 127 reviews

Gorgeous Beachfront! King Bed, Direct Ocean View!

An oversized balcony features comfortable seating with deep blue cushions. A glass-top table sits between the chairs. Below, the water view showcases boat traffic, while string lights add a gentle ambiance. The surrounding area includes other residential units and docks.