Holiday rentals with a pool 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, 277 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!

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 out of 5 average rating, 101 reviews

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

Welcome to the Canal Bungalow! A stylish 1000 sq. foot retreat to enjoy all the fun & relaxation of the coastal lifestyle in North Oc. Bring your boat with you and dock alongside your back porch, enjoy pool access in a private gated community, or bring your sports gear for Northside Park. We are tucked away on the quiet bayside of OC & only a few minutes walk to the beach. Unwind on our beautiful balcony while watching the boats go by & finally understand the true meaning of a coastal lifestyle!

A sunset casts a warm glow over a calm waterway, reflecting hues of orange and pink. Wooden docks line the canal, with boats secured at the posts. A deck with seating is visible, along with the American flag gently waving in the breeze.

4.89 out of 5 average rating, 151 reviews

Bayside Beach Getaway

Our place is close to the beach, grocery store (Food Lion/Redbox), shopping & movie theater (Gold Coast Mall), nightlife & restaurants (Greene Turtle, Crabcake Factory, Ropewalk Restaurant), Northside Park, Dunkin' Donuts, Tutti Frutti Frozen Yogurt, Carousel Ice Skate Rink, Paddle Board shop and other local amenities. You’ll love our place because of proximity to the beach, sunset views, brand new mattresses, bedding, flooring, and cookware. Entire condo has been recently remodeled and updated.

A multi-story condo building showcases a modern architectural design with a light yellow exterior. The structure features multiple balconies with white railings and has a teal roof. The ground level offers covered parking beneath the building, enhancing accessibility.

4.95 out of 5 average rating, 120 reviews

BEST SPOT IN OCEAN CITY

Beautiful spacious 3 bedroom 2.5 bath penthouse condo that offers it all. Tall ceilings, open floor plan, spectacular ocean view and gorgeous sunrise and sunsets. Rooftop pool, full kitchen access with a large bar and new appliances. Steps away from the beach. Enjoy great food from one of the many restaurants ocean city has to offer. Great for family vacation. Many activities to choose from including clubs, boardwalk, water park, mini golf, amusement park, indoor ice skating rink, and shopping,

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, 138 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.

4.99 out of 5 average rating, 113 reviews

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.

Home in Ocean Pines

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 bright and airy living space features large windows offering expansive ocean views. A comfortable seating arrangement includes two armchairs and a striped sofa. A dining table with six chairs is positioned near the balcony, enhancing the connection to the outdoor scenery.

4.86 out of 5 average rating, 148 reviews

607 Belmont Towers Oceanfront Boardwalk Pool Gym

Book 3 nights, get 1 night FREE stays thru April 16. inquire before booking This is a Ocbeachfrontrentals .com premier property 24/7 SUPPORT LINEN & TOWELS PROVIDED This direct oceanfront condo is a gorgeous, 3 b 2.5 ba in the best Ocean City location right on the Boardwalk! Located on NE side of Belmont Towers, this condo boasts a huge Balcony with amazing views accessible from Living Room & all Bedrooms. Wake up and watch an Ocean Sunrise, end the day with a Sunset over the Bay.

4.84 out of 5 average rating, 224 reviews

Beachfront with a View and Amenities Galore

Note: Must be 25 or older to rent our home. Beautifully renovated 2 bedroom beach front condo with views of both the beach and bay. Enjoy watching the waves roll in or a stunning sunrise through floor to ceiling windows without ever getting out of your king size bed. In the evening, open your front door to witness breathtaking sunsets over the bay. Or just relax with a drink on the beachfront balcony and listen to the waves with a breathtaking view of the beach and ocean.

A cozy living area displays a light blue color scheme. A white sofa is positioned beside a coffee table on a patterned rug, while a dining table is set nearby. Floor-to-ceiling sliding doors open to a balcony, offering views of the ocean.

4.96 out of 5 average rating, 295 reviews

Caramar Couples Retreat

This cute little first floor efficiency condo is ocean front for a perfect vacation to the beach. It’s an older building but has been partially renovated and updated. You can get to the beach by a very short walk through a private walkway from the condo building. The view from the private balcony is perfect and relaxing. WiFi provided upon check in- xfinity, Netflix, and internet. Indoor and outdoor dining areas and a full kitchen. Closet and dresser for storage use.

A balcony view reveals a vast ocean stretching toward the horizon, with golden sands lining the shore. Below, the sea meets a bustling beach town, with rows of buildings and palm trees lining the streets. A comfortable, dark wooden chair is positioned on the balcony.

4.95 out of 5 average rating, 197 reviews

Everything Under The Sun-Gorgeous Ocean&Bay Views!

FULLY RENOVATED!!! An efficient space in a GREAT location for your next beach getaway! Upon arrival, no need to get back in your car- walk to breakfast/lunch/dinner/late night hangouts, grocery, mini-golf, OC Center of the Arts, playground, beach or Assawoman Bay. Full kitchen for your convenience if you choose to dine-in. One reserved parking spot in the condo lot. Oceanfront pool with large concrete pool-deck! Fitness Center & coin operated laundry facility.

A spacious balcony offers unobstructed ocean views, featuring two comfortable wooden chairs and a small circular table. The bright blue waters and clear sky create a serene backdrop, enhancing the feeling of open outdoor space.

4.98 out of 5 average rating, 101 reviews

Beautiful 2BR 2BA oceanfront condo at the Atlantis

Beautiful ocean views from this 2BR, 2BA oceanfront condo. One of the few units in the Atlantis with an OPEN BALCONY. Located on the 14th floor in the Atlantis Building within midtown Ocean City. Equipped with elevator, wifi, outdoor pool, Direct TV streaming, washer/dryer, onsite Security, and much more. 1 parking spot for $60 registration fee paid at check-in. Food shopping, coffee shop, and restaurants are located across the street (walking distance).

A modern living area features a spacious gray sofa and a wooden coffee table, complemented by a cozy area rug. Large glass doors open to a private oceanfront balcony, allowing natural light to fill the space. Decorative accents include a wall-mounted surfboard and a round mirror.

4.98 out of 5 average rating, 266 reviews

OceanFront-Fireplace-sleeps4-Balcony-King-Disney+

Welcome to Salty Shark - direct oceanfront studio! This remodeled studio sleeps 4 and is in North Ocean City near great restaurants, bars, and 58 acre North Side Park. The park has sports fields, a recreation center, a walking/biking path, crabbing pier, playground, and outdoor fitness area. Building has outdoor pool in summer too! The unit features a King Murphy bed, and a Queen sofa bed. There's also an outdoor pool open in summer months!

Popular amenities for Ocean City rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

5 out of 5 average rating, 12 reviews

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.

Home in Ocean Pines

Cozy beach home away from home!

5 out of 5 average rating, 11 reviews

Lorelei ll 2BR/2BA Northside Park OCMD

4.6 out of 5 average rating, 10 reviews

A charming ranch-style home is set against a backdrop of greenery, featuring a welcoming front deck with seating. The light-colored exterior is complemented by clear glass windows and a decorative front door. A well-maintained lawn and pathway enhance the inviting curb appeal.

Home in Ocean Pines

Pet-friendly home with private fenced backyard!

4.94 out of 5 average rating, 53 reviews

A row of upscale townhouses with contemporary architecture is displayed. Each unit features a garage with a clear driveway leading to the front entrance. Multiple windows allow ample natural light, and well-maintained landscaping lines the street.

Home in Berlin

Luxury Townhome WestOC -4 BRS / golf / asssateague

4.94 out of 5 average rating, 33 reviews

A coastal-inspired three-story home is presented with a welcoming façade. The exterior features light grey and white siding, a covered front porch with railings, and an expansive set of stairs leading to the entrance. The two-car garage is positioned below. Lush greenery is visible on the property.

Home in Ocean View

5BR/4.5 BA/Pool Next to House/ 1.5 miles to beach

A comfortable living space features a light blue sofa with an accompanying ottoman, set on a soft area rug. A dining area with white chairs and a wooden table is visible in the background. A flat-screen TV is positioned against the opposing wall, while natural light enhances the relaxed ambiance.

4.96 out of 5 average rating, 26 reviews

Welcome to Whitecaps!

5 out of 5 average rating, 5 reviews

The exterior of a single-story home is presented, featuring a light gray facade with dark shutters. A two-car garage is visible on the left, while a welcoming front porch offers seating. Well-maintained landscaping with green shrubs frames the entrance, completing the inviting curb appeal.

Home in Clarksville

Gorgeous Home at Ocean View Beach Club

4.88 out of 5 average rating, 145 reviews

Beautiful Cottage W/ shared pool & close 2 beach

Apartment rentals with a pool

A comfortable living area features a light-colored table surrounded by ocean-themed upholstered seating. Large glass doors allow natural light to fill the space while offering a view of the balcony and ocean beyond. A flat-screen television is mounted on the wall.

4.89 out of 5 average rating, 119 reviews

Oceanfront Carousel building, Swimming Pools!

A bright living area features a blue sofa and armchair, complemented by natural light from large sliding doors. A dining table with white chairs is positioned nearby, enhancing the open space. Decorative elements include a potted plant and wall art, contributing to a cozy atmosphere.

4.91 out of 5 average rating, 115 reviews

Steps from Seacrets Beach House Getaway

5 out of 5 average rating, 14 reviews

Ocean Villa

A comfortable living area features a gray sofa with blue accent pillows and a textured rug. Large sliding glass doors offer a view of the ocean and access to a private balcony with outdoor seating. Natural light fills the space, creating a welcoming atmosphere.

4.98 out of 5 average rating, 244 reviews

Cozy oceanfront condo with stunning ocean views

A view from the 14th floor balcony is presented, showcasing the ocean and sandy beach under clear blue skies. The sparkling water reflects sunlight, while a glass table and chairs provide a space for relaxation. Coastal vegetation can be seen along the shore.

4.86 out of 5 average rating, 101 reviews

Oceanview Oasis with 2 private balconies

A balcony is visible with two chairs and a small table, offering views of the outdoor pool below. The scene features the pool area and surrounding buildings, providing a sense of relaxation and accessibility.

4.76 out of 5 average rating, 37 reviews

Ocean Block Condo with Balcony Ocean Views

5 out of 5 average rating, 65 reviews

✨OC 123✨ Canal front condo!

The image depicts a spacious pool surrounded by a wooden deck and a circular building with multiple balconies. The clear blue water of the pool reflects the sunlight, while lounge chairs are positioned around the area for relaxation. Lush greenery is visible nearby.

4.79 out of 5 average rating, 14 reviews

Ocean Front 1 Bedoom Condo with Balcony & Pool

Other holiday rentals with a pool

The living area features a bright and airy layout, highlighted by ocean views visible through sliding glass doors. A turquoise sofa and a red armchair provide comfortable seating. A flat-screen TV is positioned atop a light-colored console, with a coastal-themed artwork adorning the wall.

4.57 out of 5 average rating, 42 reviews

Marigot Beachfront Condominium

4.89 out of 5 average rating, 62 reviews

A spacious deck is furnished with padded turquoise seating and a brown outdoor table, offering a relaxed setting for gatherings. The ocean is visible in the background, framed by the railing and complemented by a decorative area rug.

Townhouse in Ocean City

4 BR/2.5 BA, Oceanblock w/pool & fantastic view!

4.94 out of 5 average rating, 54 reviews

A bright and welcoming living area features comfortable seating, including a green sofa and patterned armchairs. A wall-mounted TV is positioned above a neutral console. Natural light streams through large windows dressed with light curtains, while coastal artwork adds decorative touches to the space.

Townhouse in Ocean City

New Waterfront House, Bay & Boardwalk!

An expansive view of the ocean is captured under a clear blue sky. The sunlight reflects off the water's surface, creating a shimmering path that leads towards the horizon. Gentle waves can be seen lapping at the sandy shore, enhancing the serene coastal atmosphere.

4.89 out of 5 average rating, 55 reviews

Beach Front Family-Friendly Condo

A balcony setup features a dining table with four chairs, overlooking expansive views of the water and sky. The scene captures the coastal ambiance, with a distant glimpse of the town and boats along the shoreline.

5 out of 5 average rating, 19 reviews

Assateague Views! Top Floor -Assateague House #505

The living room features a spacious sectional couch, a light-colored coffee table, and a soft armchair. Large glass doors provide access to the oceanfront balcony, allowing natural light to fill the room. Light blue walls create a calming atmosphere.

4.98 out of 5 average rating, 43 reviews

Ocean Front Pools Tiki Bar Self-Check-in Parking

4.53 out of 5 average rating, 53 reviews

2BR, Pvt Hot Tub on Patio, Ocean City