Family-friendly vacation rentals in West Ocean City

4.97 out of 5 average rating, 109 reviews

The front exterior of a charming two-story house is shown, featuring a pitched roof and light-colored siding. A bright blue door welcomes visitors. A white picket fence encloses the front yard, which is neatly landscaped with greenery and flowering plants.

Home in Ocean City

Dolores by the Sea- Family Groups ONLY

This recently remodeled 1950's house is walking distance to the beach, boardwalk, & fabulous restaurants. Tucked away from the hustle & bustle in a quiet neighborhood this cozy home is the perfect place to relax after a fun filled day at the beach. This home has 4 bedrooms & up to 7 beds. With a wheelchair ramp & a fenced in yard this house is perfect for family gatherings & making memories. Please note that due to neighborhood restrictions we cannot book to unrelated renters under 27 years old

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4.83 out of 5 average rating, 109 reviews

A sunny deck features white lounge chairs beside an above-ground pool. Lush greenery lines the background, providing a natural setting. A tall umbrella offers shade, and a potted plant adds a touch of greenery to the space.

Vacation home in Berlin

Berlin Beach House, near Ocean City & Assateague!

Close to everything when you stay at this newly renovated vacation home in historic Berlin. Big yard, lots of parking, & walking distance to downtown Berlins restaurants, breweries, grocery, & more. 10 minutes to the beaches of Ocean City Maryland or Assateague Island wild horses. Arcade games and bikes added for 2025 season. Above ground pool open Mid May - Mid Sept. 2 washer & dryers. Locally owned managed and cleaned for a worry free stay. All linens and bath towels provided.License#2023-3

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Guest suite in Ocean Pines

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!

KitchenFamilyLaundry

4.95 out of 5 average rating, 423 reviews

4.97 out of 5 average rating, 228 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.

Condo in Ocean Pines

Water view at Ocean Pines Yacht Club Condo

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

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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, 108 reviews

Home Away from Home , Pet friendly retreat

Welcome to Ocean Pines Getaway, Enter home through a beautiful covered porch with swing for two and lovely seating area. This sweet home has 3 bedrooms & 2 full baths. A fully stocked kitchen , with eat in breakfast nook, Also proper dining room plenty of seating for family Cozy living room with working fireplace. All season sunroom plenty of seating, pub table & bar. Doggie door in sunroom large enough for 100 lb dog, leads to fenced in backyard. $100 pet fee and $125 linens & bath towels.

FamilyIndoor spacesSleep quality

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.

4.97 out of 5 average rating, 153 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!

Indoor spacesFamilyQuiet

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.

4.92 out of 5 average rating, 213 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!

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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, 106 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.

KitchenIndoor spacesNearby

4.95 out of 5 average rating, 191 reviews

Home in Ocean City

Sleeps 19 - 7br/4ba/2 kitchens Entire Home

Quite possibly the coolest home in Ocean City. You are in the heart of Ocean City without all the noise. Four blocks from the ocean and boardwalk. Lots of fun boat watching and fishing off the back pier. This home is over 50 years old and takes a beating from the water so if you want a modern perfect rental this is not the home for you. If your group wants a unique experience that they will talk about the rest of their lives then you should definitely book this home.

KitchenIndoor spacesAccess

A barn-style exterior of the condo is showcased, featuring a metal roof and three large garage doors at ground level. The second floor includes a deck with an entrance door. Expansive green space surrounds the property, with trees visible in the background under a clear blue sky.

4.96 out of 5 average rating, 121 reviews

SpaciousCondo nearOcean City|Winery|Golf on 5Acres

Come stay in our 2nd Floor Condo on our private 5-Acre Property! Enjoy the Barn-Like look from the outside, but inside, find a modern & spacious condo with a fully-equipped kitchen. Located in Berlin, Maryland, you are minutes to Historic Berlin and only 15 minutes to all the fun that Ocean City, Maryland has to offer! Have your morning coffee on the deck and soak in the scenic views or pitch a tent, light up the fire pit, let the kids run wild! We'll see you soon!

Indoor spacesKitchenComfort

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, 117 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.

Indoor spacesKitchenGrill

4.93 out of 5 average rating, 122 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!

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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 bright living area features a comfortable blue sofa and a cozy armchair, with a gas fireplace as the focal point. Natural light floods the space through large windows, while a dining table and chairs are visible in the background, creating an inviting atmosphere for gatherings.

4.88 out of 5 average rating, 170 reviews

Tortuga Cottage: Your All- Season Getaway

Indoor spacesFamilyCheck-in

4.98 out of 5 average rating, 319 reviews

A welcoming space is featured, showcasing a luxurious jacuzzi with a wooden tray holding candles and decor. Nearby, a cozy living area with a modern couch is highlighted against an artistic forest mural. An adorable Highland cow stands nearby, adding a touch of rustic charm.

Ranch in Selbyville

Sleep in a One-of-a-Kind Barn near Ocean City Mary

KitchenIndoor spacesNearby

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, 118 reviews

21st Floor Carousel - 2 BR Oceanfront & Bay View

FamilyKitchenWalkability

A private balcony is showcased overlooking the ocean, featuring two comfortable chairs and a small table. The scene is framed by large sliding doors, allowing natural light to brighten the space. Green turf flooring complements the outdoor seating area.

4.95 out of 5 average rating, 107 reviews

Luxury Oceanfront Oasis!

FamilyKitchenGetting around

4.99 out of 5 average rating, 124 reviews

A newly built three-story home is displayed in a serene neighborhood setting. The exterior features a light-colored facade with a covered front porch, complemented by a double garage and well-maintained landscaping, including shrubs and a small garden area.

Home in Bethany Beach

Stunning! Fun, family friendly! Walk to beach!

KitchenFamilyWalkability

A serene ocean view is presented from a private balcony, featuring two teal chairs. The sandy beach stretches into the distance, with gentle waves lapping at the shore. A clear sky completes the tranquil coastal scene, creating a peaceful atmosphere.

4.92 out of 5 average rating, 291 reviews

Oceanfront Paradise | Pool | Hot Tub | Beach

FamilyIndoor spacesLong stay

4.96 out of 5 average rating, 140 reviews

A tranquil bay view at dusk features a wooden pier extending over calm waters. The soft colors of the sunset reflect on the surface, while silhouettes of birds can be seen perched on the pier. Grassy areas border the water, enhancing the serene landscape.

Apartment in Ocean City

Beautiful Bayfront Condo!

Indoor spacesFamilyAmenities

A welcoming living area is presented, featuring a comfortable gray sofa and a decorative chair with a tropical pattern. A light-colored coffee table sits atop a navy blue rug, and a flat-screen TV is mounted above a white fireplace, with an open kitchen visible in the background.

4.95 out of 5 average rating, 118 reviews

Spacious Bayside 2 BR Condo at Sunset Bay

Indoor spacesFamilyAccess

Family- and pet-friendly home rentals

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, 147 reviews

Peaceful Beach Cottage - Sanitized & WiFi!

FamilyIndoor spacesBeach

4.89 out of 5 average rating, 216 reviews

The exterior of the multi-story townhouse is presented along a serene waterway. Balconies are visible on the front, while a clear blue sky reflects onto the calm waters. Boat docks are positioned nearby, enhancing the waterfront atmosphere.

Townhouse in Ocean City

IslandCoveParadise:LuxNewlyBuilt-Brdwk pool/2CarGg

KitchenFamilyGetting around

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.

4.99 out of 5 average rating, 137 reviews

Ocean Pines Retreat with Beach Club

Indoor spacesKitchenOutdoor spaces

4.99 out of 5 average rating, 101 reviews

Villa in Ocean City

Walk to the Beach! PingPong-Fenced Yard-N64-Bikes!

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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.

4.81 out of 5 average rating, 157 reviews

Joy in the Morning @ Berlin Boho Bungalow

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The living area is spacious, featuring a light blue wall color and a large sectional sofa. Natural light floods through windows, illuminating the decorative rug. The outdoor porch includes dining furniture and offers views of the canal and neighboring buildings.

5.0 out of 5 average rating, 122 reviews

Beautiful waterview 2B condo w/Dock&Close to Beach

FamilyKitchenAmenities

4.94 out of 5 average rating, 174 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

FamilyIndoor spacesNearby

4.87 out of 5 average rating, 110 reviews

An aerial view of a marina with multiple boats docked along a well-maintained pathway. The surrounding residential community and parking area are visible, as sunlight reflects off the peaceful water, highlighting the scenic environment.

Townhouse in Ocean Pines

OceanPinesFamilyBeachRetreat~JettdTub~KingBed~Golf

FamilyIndoor spacesAccess

Family-friendly home rentals with a pool

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.

4.91 out of 5 average rating, 200 reviews

Beach Paradise 202-Downtown Luxury Condo Bay View

KitchenFamilyValue

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.

4.82 out of 5 average rating, 235 reviews

Bayside community great fall rates & amenities

KitchenIndoor spacesSleep quality

A panoramic view of the ocean is visible, with gentle waves lapping at the sandy beach. Below, an outdoor pool is surrounded by lounge chairs and clear pathways, providing a peaceful atmosphere. Skies are blue, enhancing the serene coastal setting.

4.88 out of 5 average rating, 145 reviews

Oceanfront Condo w/ Resort Amenities 3BDR &3pools

FamilyKitchenValue

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.

4.82 out of 5 average rating, 125 reviews

Mosaic Life Escapes -Bayfront Million Dollar Views

FamilyKitchenBiking

4.81 out of 5 average rating, 84 reviews

The exterior of a multi-unit townhome is shown, featuring a light blue façade with white accents. A spacious balcony extends across the front, and the ground level includes two garage doors. Clear blue skies provide a bright backdrop.

Townhouse in Ocean City

Amazing Large 4 Bedroom West OC Town House, Pool!

FamilyIndoor spacesHospitality

5.0 out of 5 average rating, 7 reviews

Private Oasis | Backyard Pool

Indoor spacesFamilyGrill

5.0 out of 5 average rating, 56 reviews

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.

Home in Ocean City

Large beachy feel 4 Bedroom

KitchenIndoor spacesCheck-in

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.