House holiday rentals in Ocean City

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

After relaxing at the beach (just a 7 min walk away), unwind on our deck "watchin' the tide rollin' away!" Get the best of the bay & the beach with this dog-friendly hidden gem! Imagine evenings enjoying the bay breeze as you crack crabs on the deck! Relax inside our open-concept great room that allows everyone to be together. Fish on our private dock or use it for your own boat or jet-ski to dock there. Witness spectacular sunsets with our Kayaks. Enjoy a well lit, private work space to virtual work w/ high speed internet! A new wood CRIB now in master suite for restful sleep! The pools and tennis/pickleball courts are only a few blocks away for your enjoyment! Plus, a truly unique OUTDOOR MOVIE EXPERIENCE for all our guests to make for the best Vacay EVER!

A modern two-story house is presented with a large porch featuring a circular window. The front yard includes gravel landscaping with small shrubs and pink flowers. A driveway accommodates off-street parking, and a lamppost stands near the entrance.

4.96 out of 5 average rating, 74 reviews

Steinenbronn by the sea. Bay view.

Ideal for a family getaway, this newly furnished home in Montego Bay is waiting for you! Experience the quiet family friendly neighborhood while comfortably staying close to the beach, restaurants, bars, shopping centers, parks and more. Between Memorial Day and Labor Day enjoy access to community pools, tennis courts, mini golf, fishing pier, walking/jogging/biking at no additional cost. 15% Discount on weekly bookings! Due to our insurance policy, we do not rent to guests under the age of 25.

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, 142 reviews

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

Relax with the family in this comfortable and charming home. There is room for 8 to sleep comfortably. The dining room and breakfast nook offer plenty of seating for all with a spacious kitchen. Our corner lot offers the option for outdoor fun like slip and slide, corn hole, frisbee, and more! Nearby: Beach, Bay, Wildlife sanctuary surrounded by a walking trail, Pool, Tennis, restaurants & Eventful Northside Park! Quiet and peaceful location to make family or romantic memories of a lifetime.

5 out of 5 average rating, 52 reviews

New waterfront home on bay, quick walk to beach

Fresh remodeled beach house! Large outdoor canal front, fully fenced large back yard, quick walk to the beach. Well located, friendly residential neighborhood Located on quiet street with red light, quick walk to Gold Coast Mall, Green Turtle and Movie Theater. 3 bed/3 bath with multi-purpose bonus room with queen sleeper- use as a 4th bedroom / gaming room for kids/ office / 2nd family room for TV. All new TV's, appliances, and decor creates a modern experience in a classic beach house

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, 118 reviews

Updated 3 Bedroom 2 Bathroom Home - Ocean Pines

Beautifully updated and recently renovated, rancher on a great street in Ocean Pines perfect for families and adults looking for a relaxing stay. We offer 3 bedrooms and 2 bathrooms on one level, with new large flat screen TV's, stainless appliances, and everything you'll need for your stay. We have a large driveway and a screened patio. Ocean Pines boasts over a dozen parks and walking trails, a public Yacht Club, 5 pools, 2 marinas, and a championship golf course - 10 min to the beach!

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

Rare find - Renovated, 3 bedroom, 3 full bath, Ocean Block, east-end unit, in popular “Midtown”. Rooftop pool. Elevator. Beautiful foyer and updated ceramic wood grain flooring. Gourmet kitchen, granite countertops, tile backsplash, stainless steel appliances, and wet bar w/ mini-fridge. Lots of natural light. Front-load Washer & Dryer. Walking distance to popular bars, restaurants, shops, & activities. Spacious owner's suite with king-size bed, walk-in closet, and ensuite bathroom.

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.

A charming house with a light blue exterior is surrounded by lush greenery. A spacious deck features potted plants and outdoor seating. Colorful Adirondack chairs in red and blue are placed around a small fire pit on a patterned stone patio, inviting relaxation.

5 out of 5 average rating, 12 reviews

Cozy beach home away from home!

Welcome! Come enjoy a cozy experience at this centrally located home in the desired Ocean Pines Community! This home is near the playground and allows access to the on-site golf course, five pools (including indoor pool!) tennis courts, and marina for a small fee. Fun in the sun awaits 15 minutes away in downtown Ocean City, where you can stroll the boardwalk, lounge on the sand, or hit the amusement park. Plenty of restaurants, grocery stores and shopping within 15 minutes.

A boat is positioned on calm water, surrounded by waterfront homes. The scene captures a mix of architecture, showcasing structures along the shore with various rooflines and colors. Urban development is visible in the background, suggesting the proximity to local amenities.

4.94 out of 5 average rating, 172 reviews

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.

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.

4.95 out of 5 average rating, 198 reviews

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

PET FRIENDLY with fenced in yard, 2 blocks to the beach! Summer rentals avail. Sunday - Sunday. An 8min walk to the beaches of N. Ocean City! Our home is located in a quiet neighborhood, between the beach & bay! You'll have access to a fenced backyard, full kitchen, smart TV, & WIFI. We expect guests to be courteous to neighbors. Parties & loud music are not permitted. **Not traveling with pets? Check out our ocean side condo near Northside Park!**

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 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 house rentals in Ocean City

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

A bright dining area is illuminated by natural light, featuring a circular table surrounded by four light-colored chairs with soft gray cushions. The room showcases window shutters and a decorative light fixture overhead, adding to the cheerful ambiance.

5 out of 5 average rating, 14 reviews

Meet at the Marina | Beach Club Parking

A community pool is showcased, featuring a spacious deck and surrounded by a secure white fence. The water is clear, reflecting the blue sky above. Nearby, three multi-story buildings provide a backdrop, characterized by a variety of exterior colors and balconies.

5 out of 5 average rating, 21 reviews

Beach House on the MD-DE Border of Ocean City!

The covered porch features a wooden floor and decorative string lights overhead. Two comfortable chairs are positioned for relaxation, offering views of the street and neighborhood. The warm glow of the sunset can be seen in the background, enhancing the inviting space.

4.97 out of 5 average rating, 106 reviews

Coastal Oasis w/ Outdoor Shower + 2 Pools

5 out of 5 average rating, 27 reviews

The exterior of a charming two-story home features a light beige facade with white trim and a welcoming front porch. Spacious balconies extend from the second floor, and the well-maintained lawn complements the overall inviting appearance. A three-car garage is visible on the right.

Home in Selbyville

Bayside Family Oasis - Perfect for Large Families

A welcoming approach to a spacious home is depicted, framed by tall trees reaching towards a bright blue sky. A neatly paved driveway guides the eye towards the house, with manicured lawns and colorful foliage adding to the inviting landscape.

4.97 out of 5 average rating, 69 reviews

Coastal Oasis in Ocean Pines

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, 43 reviews

Tranquil Waters, OceanPines, 3 br, Dog Friendly

4.81 out of 5 average rating, 113 reviews

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.

Home in Berlin

Mosaic Life Escapes -Bayfront Million Dollar Views

5 out of 5 average rating, 21 reviews

Whimsical Willow w/ Beach Club Pass and No Pet Fee

Weekly 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 spacious bedroom features natural wood paneling and exposed beams. A comfortable bed is dressed in a patterned blanket, while large glass doors open to a private balcony with ocean views. Soft blue curtains frame the entrance, allowing natural light to fill the room.

4.97 out of 5 average rating, 29 reviews

Seahaven

A welcoming living area is featured, complete with a comfortable sofa adorned with blue throw pillows. Light wood beams enhance the ceiling, while a decorative surfboard adds a coastal touch. A dining table with wooden chairs complements the open kitchen space in the background.

4.95 out of 5 average rating, 40 reviews

The Blue Crush - 3BR Beachfront Family Retreat

4.95 out of 5 average rating, 88 reviews

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.

Home in Berlin

SpaciousCondo nearOcean City|Winery|Golf on 5Acres

The living room features a spacious gray sectional sofa arranged around a dark wooden coffee table. Natural light floods the room through the large windows, and a cheerful yellow door adds a pop of color. A cozy armchair with striped upholstery complements the inviting space.

5 out of 5 average rating, 9 reviews

3 Bdrm House, Sleeps 8, Spacious, Outdoor

The spacious living area features a large sectional sofa arranged around a glass coffee table, with stunning bay views visible through multiple floor-to-ceiling windows. A small dining area and a television can be seen, complemented by natural light illuminating the room.

4.89 out of 5 average rating, 28 reviews

Seaside Sanctuary @ Stone Harbor

A serene view of the bay showcases lush green marsh grass and calm blue waters. In the foreground, colorful kites flutter in the breeze. The distant shoreline displays a skyline of buildings under a clear sky with soft, white clouds.

5 out of 5 average rating, 23 reviews

Bayside Retreat

4.97 out of 5 average rating, 70 reviews

Hot Tub & Pool Table Waterfront Home | 4King Beds

Private house rentals

A scenic canal view is presented, showcasing docked boats along a wooden pier. Multi-story townhomes are visible across the water, with outdoor seating and umbrellas along the waterfront. The bright sky enhances the tranquil atmosphere, inviting a sense of relaxation.

4.87 out of 5 average rating, 52 reviews

Townhouse in Ocean City, MD

A welcoming exterior of a bayside home is presented, featuring a light gray facade with white trim. A bright turquoise door serves as the focal point. The entrance is flanked by two inviting sitting areas on a spacious deck, surrounded by green grass and sunlight.

5 out of 5 average rating, 5 reviews

3 BR House in North Ocean City/Fenwick Island

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

Superhost

A well-maintained outdoor space showcases a large patio encircled by lush green grass. A shaded dining area is situated under an umbrella, while a hanging chair adds a unique touch. A fire pit and grill are positioned nearby, framed by a wooden fence.

4.79 out of 5 average rating, 102 reviews

Spacious Bayside 3BR w/ Yard, Grill & Firepit

The exterior of a single-story home is shown, featuring a light-colored facade with a welcoming front porch. Lush greenery surrounds the house, and a spacious driveway is visible. A fenced backyard is partially seen, indicating a safe area for children. Clear skies provide a sunny backdrop.

5 out of 5 average rating, 21 reviews

Immaculate 3-bedroom house close to beach

A rooftop deck is featured, equipped with a comfortable seating area and a fire pit. The space is surrounded by a white railing and offers expansive views under a clear blue sky. Decorative string lights enhance the atmosphere, providing a cozy ambiance.

4.82 out of 5 average rating, 28 reviews

Rooftop deck, fire pit, beach cart, BBQ

A modern kitchen features sleek, white cabinetry and high-end appliances. A large granite island provides seating for four, while decorative tile backsplashes add texture. Natural light enhances the inviting atmosphere, highlighting the stylish design elements throughout the space.

4.89 out of 5 average rating, 54 reviews

Upscale , Ocean Block w/ Ocean View, North OC

A modern dining area features a rectangular table surrounded by six upholstered chairs. Large windows allow natural light to fill the space, with views of the surrounding trees. A stylish light fixture hangs above the table, and a door leads to the outdoor deck.