Family-friendly holiday rentals in West Ocean City

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, 218 reviews

Bayside community for OCMD trip great rates

Welcome to MERMAID DREAMS where you can have FUN or just RELAX! We are ONLY 5 miles from OC, MD beaches/boardwalk & Assateague National Park/beaches. Our beach cottage provides you with all the essentials needed, including a washer/drier! Our gated community is bayside, has 2 awesome pools, big splash pool, rec center, a fishing/crabbing pier, pond with paddle boats, 2 playgrounds We are located next door to Frontier Town water slides , western shows, mini golf, a rope course, ice cream shop.

4.97 out of 5 average rating, 216 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 Yacht Club Getaway Waterview

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

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, 142 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!

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.

4.78 out of 5 average rating, 214 reviews

A spacious studio room contains two full-sized beds with white bedspreads. A flat-screen TV is positioned on a stand across from the beds. Softly colored walls are decorated with nautical-themed artwork, and a large window allows natural light to fill the space.

Guest house in Berlin

Studio type 5 mins from Ocean City-

New Flooring! Studio type guest home, only 5 to 7 minutes to Ocean City, Maryland or Assateague island. Guest home has Assateague bay view (no private access to the Bay) and a private entrance to the guest home. Seasonal, summer rental (or year round maybe considered). Preferably adults and kids ages 10 and above due to steep stairs. No breakfast included. After cleaning, We use Lysol to sanitize the air. Please let us know if you don’t like it and we will not use before your checkin.

4.97 out of 5 average rating, 512 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 :)

A waterfront backyard features sandy areas lined with a white picket fence. A picnic table is positioned on the beach, facing the calm waterway. Houses are visible along the banks, framed by trees and distant structures under a soft evening sky.

4.91 out of 5 average rating, 199 reviews

Waterfront Beach Home in the Ocean City, MD Area

There is room for 8 adults (plus 2 kids). Located in the premiere seaside community in the Ocean City area, Ocean Pines, this wonderful waterfront home provides amazing views both day and night. The open floor plan provides guests with lots of room to socialize and bond, but also has secluded bedrooms that provides needed privacy. The outdoor living area is to die for. Sit back and watch the sun set over the canal while you catch up with friends or loved one. Use our bikes!

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.

4.98 out of 5 average rating, 102 reviews

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.

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.

4.84 out of 5 average rating, 140 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 view from the balcony showcases a serene waterway lined with boats and buildings. Lush greenery is visible along the banks, while white clouds drift across a bright blue sky, enhancing the tranquil setting.

4.9 out of 5 average rating, 350 reviews

CANAL FRONT Wi-Fi, Roku, Netflix, boatslip, pool

BEAUTIFUL WATER VIEW ON 28 STREET.1 bedroom apartment with full kitchen and bath. Bedroom has 2 full size beds, boat slip and boat ramp. 1 onsite parking spot included, plenty of parking available in front of building. Public transportation close by. Walk to beach,boardwalk, restaurants, miniature golf, go cart tracks, Jolly Rogers Amusement and Water park. Free WiFi, and Roku to connect to your streaming services. Coded entrance. Beach gear.

4.93 out of 5 average rating, 116 reviews

A large pool is framed by a wooden gazebo, offering shaded seating areas and views of tropical palm plants. The surrounding area features well-maintained landscaping and a spacious poolside deck, inviting relaxation in a serene environment.

Townhouse in Berlin

Bayside Townhouse w/ amazing amenities

Vacation memories are made in the 3BR townhome situated in quiet private community. The property features an indoor and outdoor pool, clubhouse, basketball and tennis courts, kayak dock, crabbing fishing dock and much more! We are 10 minutes drive to OC and about 12 minutes to assateague island. Sleeps 8 Now includes an EV (J1772) charger!

4.98 out of 5 average rating, 212 reviews

Cottage in Berlin

Bayfront Cottage w/ Amazing Views

Whether you’re enjoying time by the firepit or sipping coffee on the couch, the views of Sinepuxent Bay and Assateague Island make this cottage the ideal spot for your next vacation. The cottage is located in a quiet neighborhood and is only a short drive from Assateague Island, the historic town of Berlin, and the Ocean City Boardwalk.

Popular amenities for West Ocean City family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

A spacious living area features a large wall-mounted entertainment center with a flat-screen TV. Comfortable seating options include a striped sofa and a patterned armchair. Sliding glass doors provide unobstructed ocean views and natural light, enhancing the inviting atmosphere of the space.

4.84 out of 5 average rating, 112 reviews

Luxe Oceanfront 1BR | Pool, Hot Tub, Sun Deck

4.93 out of 5 average rating, 159 reviews

A spacious living area features a large sectional sofa adorned with blue accent pillows. Exposed wooden beams grace the ceiling, while a light wooden floor complements the dark furnishings. A coffee table sits centrally, and a modern kitchen can be seen in the background.

Townhouse in Ocean City

Beach, Boardwalk n Fun- just steps to the beach

A private in-ground pool features clear blue water, surrounded by a curved concrete deck. Two white lounge chairs are positioned in the shallow end, offering a relaxing spot. In the background, a tiki bar and seating area are partially visible among lush landscaping.

4.81 out of 5 average rating, 57 reviews

Bayside Oasis *In-Ground Pool*Hot Tub*Huge Yard*

Townhouse in Bethany Beach

A serene lake view features gentle fountains spraying water, surrounded by well-maintained greenery. Various residential buildings with sloped roofs stand along the water's edge, framed by lush trees and a clear blue sky.

4.92 out of 5 average rating, 113 reviews

Lakefront slps 6; beach, pools, tennis, gym, view!

The living area is furnished with a light-colored sofa and armchairs, complemented by a white coffee table. A flat-screen TV is positioned near a dining table with seating for four. Views of the ocean can be seen through expansive glass doors, leading to a private balcony.

4.82 out of 5 average rating, 136 reviews

Oceanfront 2 Bed/2 Bath, Sleeps 6, Pools, Gym, Etc

A bright living area features a blue sofa, a striped armchair, and a wooden coffee table. Natural light flows through sliding glass doors that lead to a balcony with ocean views. Light curtains frame the view, and a TV is mounted on a light-colored media console.

4.96 out of 5 average rating, 104 reviews

21st Floor Carousel - 2 BR Oceanfront & Bay View

An outdoor area features a circular fire pit surrounded by four black and yellow Adirondack chairs. A sandy playground with a slide and climbing structure is visible nearby, along with a white picket fence and lush greenery in the background.

4.71 out of 5 average rating, 14 reviews

Nature at the Beach

The beachfront property is displayed, featuring a modern four-story structure with multiple balconies. Soft sandy pathways lead to the building, bordered by natural grasses and low fencing. Clear blue skies enhance the oceanfront setting.

4.94 out of 5 average rating, 148 reviews

Direct Ocean Front/Gorgeous Views/Indoor Pool

Family- and pet-friendly home rentals

A balcony railing frames a wide view of the ocean, where gentle waves meet a sandy shore under a clear blue sky with scattered clouds. The horizon line is visible, enhancing the sense of openness and tranquility.

4.9 out of 5 average rating, 118 reviews

One Bedroom Beachfront Apartment Mid-Town

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.

4.96 out of 5 average rating, 202 reviews

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

4.95 out of 5 average rating, 155 reviews

The interior of the bus features a cozy layout with wood paneling and large windows providing natural light. A comfortable seating area, equipped with pillows, is situated next to a compact kitchen with a stove and cabinets. A small dining table with two placemats is visible.

Bus in Frankford

Delightful Skoolie Near Bethany Beach

4.93 out of 5 average rating, 160 reviews

A living room features light blue seating arranged around a coffee table, complemented by a decorative cabinet and a large television. Natural light filters through the window, enhancing the tranquility of the space, which is accented by a ceiling fan and wall art above the entrance.

Home in Selbyville

Central Haven with Great Fenced Yard

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.

4.83 out of 5 average rating, 145 reviews

Joy in the Morning @ Berlin Boho Bungalow

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, 403 reviews

Stunning private waterfront suite

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 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, 101 reviews

Home Away from Home , Pet friendly retreat

Family-friendly home rentals with a pool

A bright living room features a comfortable sofa and a large, cozy bean bag. Natural light pours in through sliding glass doors, which lead to the outdoor space. A large area rug with a starfish design complements the decor, while a colorful wall art piece adds a playful touch.

4.8 out of 5 average rating, 44 reviews

NEW! Entire Townhouse, Minutes from Downton OC!

A light grey two-story house features a large front porch with white railings and multiple seating areas. Bright turquoise shutters frame the windows, and an American flag is displayed on the porch. Lush green landscaping complements the inviting facade.

4.94 out of 5 average rating, 52 reviews

West OC Bayside Getaway w/ pool

5 out of 5 average rating, 15 reviews

A three-story townhome showcases a blend of stone and shingles in a contemporary design. The exterior is complemented by large windows, and well-maintained landscaping creates an inviting approach. Two garage doors are visible, and a driveway accommodates additional parking.

Townhouse in Maryland

Luxury Townhome close to OC beach & boardwalk!

5 out of 5 average rating, 12 reviews

Downtown Condo, Parking, Walk to Beach & Boardwalk

Townhouse in Worcester County

A welcoming living area is furnished with a light gray sectional sofa and an accent chair featuring a floral pattern. A white coffee table sits on a large blue rug with a coral design. Natural light filters through multiple windows, enhancing the cozy atmosphere.

4.95 out of 5 average rating, 37 reviews

Newly Built Townhome Near OC Beaches & Attractions

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, 115 reviews

Mosaic Life Escapes -Bayfront Million Dollar Views

The exterior of a multi-story building is displayed, featuring light gray siding and multiple windows. A landscaped area with flowering shrubs is visible in the foreground, and a paved pathway leads up to the entrance. Clear blue skies enhance the inviting atmosphere.

5 out of 5 average rating, 52 reviews

Large beachy feel 4 Bedroom

A wooden welcome sign with a pineapple motif is displayed alongside a vase of white and pink flowers. The smooth countertop reflects natural light from nearby windows, creating a bright and welcoming kitchen atmosphere.