We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.

House vacation rentals in Ocean Pines

Find and book unique houses on Airbnb

Top-rated house rentals in Ocean Pines

Guests agree: these houses are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

A charming tiny house features wooden shingles and a welcoming front door. It is framed by colorful flowers in a garden, enhancing the outdoor landscape. A sign above the door adds a personal touch, while large windows allow natural light to fill the space.

Home in Ocean View

4.91 out of 5 average rating, 604 reviews

Tiny House at Good Earth, near Bethany Beach

A custom 165 sq. ft. "Tiny House" located right between our theater and the garden dining area. True to the show "Tiny House Nation".. cool interior with custom woodwork, stairs to a lofted bed. Fully functioning kitchen. Spacious bathroom & shower. We provide TV and internet in the unit. We have 2 on-site restuarants, market, theater, and parking. Our AIRBNB village consists of 2 tiny houses, 2 cottages, tent sites, a loft appartment, and more! Staying at Good Earth is more than a beach trip!

An A-frame structure is set amidst lush greenery, featuring a welcoming front porch with steps leading up to the entrance. Two bicycles are positioned nearby, and vibrant flowers adorn the edges. Sunlight filters through the leafy trees, enhancing the natural surroundings.

Home in Ocean Pines

5 out of 5 average rating, 52 reviews

hi-A-tus A-frame

Charming A-frame nestled in the heart of Ocean Pines. Open floor plan, softest sheets, flat screen TVs, high speed WiFi, in an amenity filled community surrounded by multiple beaches. 10 min from Ocean City and 15 min from Assateague! Sleeps 4 comfortably. Perfect for 4 adults or family. Must be 25 yrs old. Enjoy all that Ocean Pines has to offer including 5 pools, multiple playgrounds, yacht club and farmers market. Weekly rental during the high season. Please inquire about longer stays.

Top guest favorite

A spacious living area displays a large leather couch facing a brick fireplace, which features a flat-screen television mounted above. A wooden coffee table sits in the center, and the open layout includes a dining area visible in the background, leading to the kitchen.

Home in Ocean Pines

5 out of 5 average rating, 7 reviews

Villa Sole Retreat - Screened Porch & Fire Pit!

Welcome to Villa Sole Retreat! —a peaceful 3BD/2BA home tucked away in Ocean Pines’ Bay Colony community. Relax on the screened-in back porch, gather around the fire pit, or sip coffee on the sunny front deck. This home features spacious outdoor areas and access to amenities in Ocean Pines like pools, golf course, kayak launches, and more! Visit some of our local favorites like Assateague Island, Jolly Roger, and Trimper Rides! Just a short drive to Ocean City’s beaches, shops, and coastal fun!

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.

Home in Ocean Pines

4.86 out of 5 average rating, 93 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.

Top guest favorite

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.

Home in Ocean Pines

4.98 out of 5 average rating, 132 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!

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.

Home in Ocean Pines

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.

A waterfront home is surrounded by green lawns and trees, featuring multiple outdoor seating areas. The spacious deck overlooks the water and is equipped with a gas grill. A dock is visible, allowing for easy access to the bay.

Home in Ocean Pines

5 out of 5 average rating, 56 reviews

Waterfront w/Dock, Rooftop Terrace & 2 Kings

Enjoy stunning views from every room in this bayside beauty located in the peaceful Ocean Pines community just 9 miles from the beach and OC boardwalk. Designer finishes throughout, you'll find everything you need to enjoy a family or small group getaway. *We do not allow smoking or pets. *Saturday check-in with a 7 night minimum stay requirement from July-August. *We are located in a quiet, residential neighborhood. Please consider this when booking. *We do not supply sheets and towels.

Top guest favorite

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.

Home in Ocean Pines

4.96 out of 5 average rating, 116 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.

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.

Home in Ocean Pines

4.91 out of 5 average rating, 193 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!

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.

Home in Ocean Pines

4.84 out of 5 average rating, 135 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*

Top guest favorite

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.

Home in Ocean Pines

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.

4.84 out of 5 average rating, 134 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.

Vacation rentals for every style

Get the amount of space that is right for you

Apartments

Convenient locations with everyday essentials

Hotels

Stylish accommodations with great services and amenities

Unique stays

Spaces that are more than just a place to sleep

Popular amenities for Ocean Pines house rentals

Free parking on premises

Air conditioning

House rentals with a pool

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.

Home in Ocean Pines

4.96 out of 5 average rating, 70 reviews

Cozy home in Ocean Pines

A spacious backyard features a pristine in-ground pool, surrounded by a patio area. Under a wooden pergola adorned with bistro lights, four hanging egg chairs invite relaxation, complemented by several polywood Adirondack chairs. Lush greenery serves as a backdrop, enhancing the outdoor ambiance.

5 out of 5 average rating, 23 reviews

Mins to Golf & Beach! Private Pool & Luxe Firepit

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.

Home in Ocean City

4.94 out of 5 average rating, 260 reviews

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

A spacious outdoor deck is surrounded by lush trees, offering a serene atmosphere. Comfortable seating is arranged alongside a glass-top table, while string lights add a soft glow. A fenced-in backyard features a firepit area with seating for relaxation and gatherings.

Home in Ocean Pines

4.96 out of 5 average rating, 83 reviews

*Catch Me By The Sea*

Top guest favorite

A spacious living room features two comfortable sofas and two accent chairs, arranged around a round coffee table. A flat-screen TV is mounted above a gas fireplace. Large sliding doors lead to a private balcony with ocean views, complemented by light blue walls and soft decor.

Home in Ocean City

4.87 out of 5 average rating, 184 reviews

Beach Paradise IV-Downtown Luxury Condo Bay View

A front deck is visible with brown railings, featuring two outdoor chairs and a decorative sign. Large windows allow natural light to fill the living space, which is situated in a community setting. The area is framed by a gravel path and landscaping lights.

4.93 out of 5 average rating, 57 reviews

Amazing 2 Bedroom home close to the beach!

Top guest favorite

Home in Ocean Pines

4.95 out of 5 average rating, 66 reviews

Close to OC, Available for Country Calling

Home in Ocean City

4.88 out of 5 average rating, 139 reviews

Beautiful Cottage W/ shared pool & close 2 beach

Weekly house rentals

The front of the unit is showcased with a beige exterior and a contrasting red door. A welcoming porch is set off by white railings and steps leading to the yard. Surrounding greenery adds a natural touch to the entrance.

Home in Ocean Pines

4.77 out of 5 average rating, 13 reviews

Cozy Home near OC & Assateague Park

Top guest favorite

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.

Home in Ocean Pines

4.97 out of 5 average rating, 64 reviews

Summer By The Sea

A ranch-style home is shown with a welcoming exterior, featuring a combination of siding and stone accents. A set of stairs leads to a covered porch with large windows, framed by a well-maintained landscape and surrounded by tall trees.

Home in Ocean Pines

4.92 out of 5 average rating, 12 reviews

Watertown 104 with OCP Beach Passes

Top guest favorite

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.

4.94 out of 5 average rating, 70 reviews

SpaciousCondo nearOcean City|Winery|Golf on 5Acres

Top guest favorite

The open-concept living room features two dark sofas adorned with decorative pillows, centered around a round coffee table. Bright overhead lighting illuminates the space, which leads into a modern kitchen visible in the background, creating a welcoming and functional gathering area.

Home in Ocean Pines

4.98 out of 5 average rating, 58 reviews

Cozy home 8 miles from Ocean City, MD

Colorful armchairs with a fish pattern provide comfortable seating by large windows that offer views of the water and surrounding nature. A small green side table stands between the chairs, adorned with a vase of flowers.

Home in Ocean City

4.79 out of 5 average rating, 42 reviews

The Oliver House

An open family room is illuminated by natural light streaming through large windows. A comfortable sectional sofa with decorative cushions faces the stove, while a dining table with white chairs is positioned nearby. Light curtains add a soft touch to the space.

Home in Ocean Pines

4.96 out of 5 average rating, 24 reviews

Peaceful, pet and family-friendly beach retreat

A sunlit sunroom features comfortable seating arrangements with a woven sofa and armchairs. Large windows provide views of the tranquil waterfront, while light blue walls add a refreshing touch. A light fixture and plants complement the relaxing atmosphere of the space.

Home in Ocean Pines

5 out of 5 average rating, 13 reviews

Fabulous Waterfront Getaway with Sunsets & Eagles

Private house rentals

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, 77 reviews

Private pool, waterfront, kayaks, bikes, firepits!

A light-colored home is featured, set against a backdrop of trees. The large front window allows natural light to enter the living space. A gravel driveway leads up to the entrance, with a small porch and railing providing access to the front door.

Home in Ocean Pines

4.83 out of 5 average rating, 47 reviews

Amazing and peaceful family fun 4 bedroom home

Top guest favorite

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.

Home in Ocean City

5 out of 5 average rating, 39 reviews

Bayside - Waterfront - Dock - Quiet Area

A cozy living area is featured, showcasing a comfortable sectional sofa adorned with decorative pillows. Natural light filters through sheer curtains, illuminating the space. A wooden coffee table sits center stage, complemented by a small potted plant and subtle wall décor.

Home in Ocean Pines

4.89 out of 5 average rating, 35 reviews

Cozy Stay by the Bay

A charming home is presented with a light blue exterior and a unique large window above the entrance. The front porch features white railings and chairs, surrounded by neatly trimmed shrubs. The driveway is paved, leading to a forested backdrop with colorful autumn foliage.

Home in Ocean Pines

4.86 out of 5 average rating, 22 reviews

Ocean City (OC) Beach Retreat

Top guest favorite

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.

Home in Ocean Pines

4.98 out of 5 average rating, 42 reviews

Tranquil Waters, OceanPines, 3 br, Dog Friendly

Top guest favorite

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.

Home in Ocean Pines

4.85 out of 5 average rating, 67 reviews

Ocean Pines Escape

A spacious living area is outlined by an inviting sectional sofa adorned with cushions. A coffee table is centered on a geometric rug, while a fan hangs from the ceiling. Light floods in through a skylight, illuminating the adjacent kitchen area with dining seating.

Home in Ocean Pines

5 out of 5 average rating, 15 reviews

Cozy home minutes from golf, parks, beach and more

Quick stats about house rentals in Ocean Pines

Total rentals
250 properties
Nightly prices starting at
R861 ZAR before taxes and fees
Total number of reviews
6.3K reviews
Family-friendly rentals
240 properties are a good fit for families
Pet-friendly rentals
80 properties allow pets
Rentals with a pool
130 properties have a pool

Destinations to explore