House holiday rentals in West Ocean City

An aerial view showcases a peaceful neighborhood surrounded by lush greenery. Various homes with distinct roofs line the streets, with some featuring boat docks alongside calm waters. The layout reflects a family-friendly area characterized by low traffic and inviting outdoor spaces.

5 out of 5 average rating, 40 reviews

Bayside - Waterfront - Dock - Quiet Area

The Good Life is home to all that OCMD has to offer. This bayfront home is a short drive to beautiful Assateague Island and central OCMD. Freshly renovated with brand new furniture and stunning finishes in the kitchen and baths. Formal dining area opens to kitchen; screened in porch with ceiling fan and deck with grill, picnic table, outdoor shower and boat dock with quick access to the bay. House includes beach chairs; wagon; washer and dryer. The perfect place to create vacation memories.

A modern cottage exterior features a combination of brick and wood siding, highlighted by an inviting orange front door. Two garage doors flank the entrance, with a landscaped front yard adorned with shrubs and grass. Soft lighting enhances the home's contemporary design during dusk.

5 out of 5 average rating, 3 reviews

Free Late Checkout Mother’s Day, Near Assateague.

Welcome to The Cottage @ Assateague Oasis – a luxury, peaceful retreat. Enjoy spa-like primary suite, gourmet kitchen, unique industrial design, and family-friendly comfort. Just 1.5 miles from Assateague Island and .5 miles from 3 top-rated golf courses. Located in a quiet neighborhood, large 1+ acre lot. hosted by Kevin & Mia, well-seasoned Airbnb hosts. Perfect for families, golfers, and beach lovers seeking a stylish escape. Linens and towels included! Book your memorable vacation today!

The exterior of a single-story house is visible, featuring a spacious front porch with white railings. Large windows allow natural light to enter, while a driveway provides parking for two vehicles. A wooded area surrounds the property, enhancing its peaceful setting.

4.98 out of 5 average rating, 140 reviews

Camelot

HIGHEST RATED HOUSE IN OCEAN PINES! CHECK OUT OUR AMAZING GUEST REVIEWS :) Jumpstart your ultimate beach getaway at this impressive 3-bedroom, 2-bathroom retreat house! Complete with amenity-packed living spaces with vaulted ceilings and a serene location, you’ll never hunger for entertainment at this family friendly home. Grill out on the patio, roast marshmallows by the fire pit, tee off at a nearby golf course, or enjoy some retail therapy at Outlets Ocean City! A short drive to the beach!

The front exterior of The Cedar Cottage is showcased, featuring a gravel driveway leading to the entrance. A wooden deck is adorned with an umbrella and patio table, complemented by greenery and a wooden fence in the background.

4.98 out of 5 average rating, 44 reviews

Cedar Cottage - 3 BR, 3 full bath, family-friendly

Relax and recharge at The Cedar Cottage in Ocean City, MD. Quiet, family-friendly neighborhood, yet only a couple miles from the beach and boardwalk. This vacation home features 3-bedrooms, 2 of which have their own attached full bathrooms. Outdoor dining table and grill. Ample parking. *Premium linen and towels provided* Beach & boardwalk-3 miles West OC harbor -3 miles Assateague Island-9 miles Country Calling Music Festival -3 miles Perfect location for everything OC has to offer!

An open-concept living area features a well-equipped kitchen with modern appliances and a dining table surrounded by blue chairs. A spacious seating area is visible, leading to a staircase that ascends to an upper loft with a railing overlooking the main level.

4.96 out of 5 average rating, 117 reviews

Newly Renovated Ocean Pines Cottage

Completely remodeled beach home with brand new furnishings in Ocean Pines. Open concept living on main level with beautiful well-equipped kitchen, seating for 10 total at island/dining table and a relaxing living room. Off the hallway is the king bedroom and separate full bathroom with bathtub. Spacious mud/laundry room with beach chairs, umbrella and wagon available for use. Open loft area upstairs with arcade game, lounging area, 2 additional bedrooms and full bath with stand-up shower.

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.

4.9 out of 5 average rating, 142 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.

The exterior of the two-story home features a gray siding facade with white trim. A spacious front porch, equipped with steps and railing, invites relaxation. Lush green grass surrounds the house, complemented by trees and a clear blue sky overhead.

4.9 out of 5 average rating, 20 reviews

4BR house - West OC, Harbor /Assateague- sleeps 9

Escape to this beautifully remodeled 2,000+ sq. ft. home in West Ocean City! This upscale 4-bedroom retreat offers high-end finishes and spacious living, tucked away from the crowds yet minutes from Ocean City, Assateague Island, top-tier fishing, golf, and stunning beaches. Enjoy modern comforts, a peaceful setting, and easy access to outdoor adventures. Whether it’s a fishing trip, beach getaway, or golf escape, this home is the perfect blend of luxury and convenience!

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 serene view of Sinepuxent Bay stretches across the horizon, showcasing expansive grasslands and soft green vegetation. The sky transitions to warm hues of sunset, creating a calming atmosphere. A glimpse of the fishing pier is visible in the distance, enhancing the waterfront scenery.

4.81 out of 5 average rating, 113 reviews

Mosaic Life Escapes -Bayfront Million Dollar Views

At Mosaic Life Escapes the BAYFRONT is our back yard! Safe gated community home. Water access for paddle boards & kayaks. Community fishing/crabbing pier 2 pools 3 ponds arcade room, playgrounds, paddle boats. 2 bd home w/a million dollar view. Minutes from Ocean City, Assateague Island & Casino. WiFi + 3 smart TVs We have implemented additional sanitizing procedures between guest stays to ensure a clean house! Perfect for a family or romantic get away!

A cozy living area presents a light brown couch adorned with colorful cushions and a decorative throw. Two accent chairs sit across from the couch, positioned on a patterned area rug. Natural light filters through sheer curtains covering a large window, illuminating the space.

4.97 out of 5 average rating, 105 reviews

Sweet Retreat

Sweet Retreat is conveniently located in Ocean Pines, Maryland. The premiere residential and resort community of Ocean Pines is located eight miles inland from the ocean resort town of Ocean City. Ocean Pines has over 9 miles of waterfront property and 3,000 acres of wooded areas. Community amenities include beaches, a yacht club, golf course, community center, a Beach Club Pool and other community pools. Passes are available at ocean Pines Association.

A cozy living area features a leather armchair positioned next to a small side table with a lamp. A storage chest rests on the floor beneath a collection of framed artworks and a flat-screen television, enhancing the eclectic atmosphere of the space.

4.82 out of 5 average rating, 140 reviews

Joy in the Morning @ Berlin Boho Bungalow

The Berlin Boho Bungalow is the dream home of a family of artists—a mother and daughter team, a contractor husband, and adult grandkids. Set on 1.5 acres in historic Berlin, MD. There are two units in the house. This is the downstairs guest house. We invite you to start family traditions here and return year after year. As we lovingly restore this old farmhouse, you can celebrate the transformation of a once-abandoned home into something beautiful.

A charming house with large windows is situated by the water, framed by lush greenery. A wooden dock leads from the house to the water's edge, surrounded by tall grass. Soft evening light highlights the structure, creating a serene ambiance.

4.99 out of 5 average rating, 138 reviews

Charming Waterfront Cottage w/2 King Suites + Dock

Newly renovated, sparkling, spacious house with room for seven and waterfront views is waiting for you. Perfect for a single or double family getaway, girls weekend, or quiet retreat. *Please note this is a No Smoking and No Pet Property. **We are located in a quiet, residential neighborhood with lovely neighbors in close proximity. Please consider this when booking. ***We do not supply sheets and towels. Rental License #2162

Popular amenities for West Ocean City house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

5 out of 5 average rating, 14 reviews

Meet at the Marina | Beach Club Parking

A cozy seating area is positioned on the waterfront, featuring plush cushions and decorative pillows. Two lanterns with candles add ambiance. Lush greenery and a clear sky are visible in the background, enhancing the serene view of the water.

4.96 out of 5 average rating, 82 reviews

Private pool, waterfront, kayaks, bikes, firepits!

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, 279 reviews

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

The inviting living area features a cozy couch and an armchair, adorned with decorative pillows. Bright blue walls complement the light streaming through multiple windows with white blinds. A coffee table with a boat decor piece rests on a patterned rug that evokes a beach theme.

4.81 out of 5 average rating, 212 reviews

Bayside community for OCMD trip great rates

A two-story blue house is framed by trees, with a well-maintained front yard. The home features black shutters and white steps leading to a central door. A porch flag and a welcoming bench are visible, enhancing the inviting exterior.

4.96 out of 5 average rating, 138 reviews

Little house in Berlin, Md.

A converted garage features a game room setup with a pool table and a dart board on the wall. Light filters through the windows, illuminating the patterned rugs on the floor. Two folding tables are positioned, awaiting use for gatherings or games.

4.9 out of 5 average rating, 63 reviews

Private, pet-friendly, w/game room & new kitchen

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, 143 reviews

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

A private patio is featured, equipped with a stylish outdoor table and chairs under a large umbrella. Lush greenery is visible alongside the seating area, while a serene waterfront with moored boats can be seen in the background.

5 out of 5 average rating, 9 reviews

Peaceful place to escape.

Weekly house rentals

A single-story home features light-colored siding and navy-blue shutters, complementing the well-kept front steps. Blue Adirondack chairs are positioned on the porch, providing a cozy spot to enjoy the outdoors. A vibrant green tree is visible in the background, enhancing the home’s inviting appearance.

4.98 out of 5 average rating, 42 reviews

Quiet Bayview Home 2 Bed/1 Bath-Assateague Pointe

4.67 out of 5 average rating, 24 reviews

Family Friendly Home by Beach

An airy living space is highlighted by a high ceiling and large windows, inviting natural light. A gray sectional sofa faces a stone fireplace and a mounted television. Light blue cabinetry marks the kitchen area, with a dining table positioned nearby for flexibility.

5 out of 5 average rating, 12 reviews

Family Oasis - 4BR 3BA on Golf Course

4.6 out of 5 average rating, 5 reviews

Bayfront on Brighton~Waterfont~No Pet Fee

4.67 out of 5 average rating, 9 reviews

Cottage on Elm

The exterior of the home is showcased, featuring a pale green facade with multiple windows. A concrete pathway leads to the front door, flanked by neatly trimmed bushes. Leafy trees provide shade, and the surrounding lawn is dotted with fallen leaves.

4.88 out of 5 average rating, 24 reviews

A Cozy Green Family Stay!

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

The exterior of a three-story beach house is depicted, featuring a light blue facade and multiple balconies. A white door with a decorative frame is central to the front, complemented by an American flag. A gravel driveway accommodates vehicles, with a neighboring property visible to the right.

5 out of 5 average rating, 8 reviews

The Tower

Private house rentals

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

A welcoming living room features a light-colored sectional sofa and two accent chairs. Natural light fills the space through several windows, illuminating a decorative rug. A wooden cabinet and wall decor complement the modern design, creating a comfortable area for relaxation.

4.94 out of 5 average rating, 17 reviews

NEW Beautiful Peaceful Costal Getaway

4.87 out of 5 average rating, 15 reviews

Tranquil Resort Retreat Near OC & Assateague

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

A functional kitchen space features warm wood cabinetry and modern appliances, including a stove and microwave. A small dining area with four wooden chairs surrounds a table, providing an inviting spot for meals. Light enters through a nearby window, enhancing the bright atmosphere.

4.95 out of 5 average rating, 96 reviews

Martha’s Getaway

A bright living area features a cozy sectional sofa and an electric fireplace beneath a contemporary entertainment center. Large windows allow natural light to fill the space, while a dining table for six is visible in the background, complemented by colorful window treatments.

4.86 out of 5 average rating, 69 reviews

Ocean Pines Escape

A multi-story building features a light blue exterior with large balconies on each floor. The structure includes multiple levels, with a rooftop and decorative architectural elements. Surrounding landscaping includes trees and shrubs, providing a pleasant view from the street.

4.98 out of 5 average rating, 45 reviews

Ocean Palms II - Renovated, Ocean Block, Midtown

A charming Cape Cod style home is presented, featuring a symmetrical facade with multiple windows and a slate roof. The exterior is painted white, and dark shutters frame each window. A brick walkway leads to the front door, while well-maintained greenery surrounds the home.