Home rentals with a pool near Ocean City Beach

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, 286 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, 115 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 back deck features a seating area composed of a sofa and ottoman with soft cushions, facing a calm canal. A wooden table is positioned nearby. A red umbrella is closed and stands beside the seating, while a sunset casts gentle hues across the water.

4.93 out of 5 average rating, 147 reviews

3 BR Waterfront Home, Minutes to the Beach

Recently updated waterfront house located in the family-friendly Montego Bay community. Enjoy beautiful sunsets on the back deck or hop in one of the kayaks for a paddle around the wide-open canal. Try your hand at crabbing or fishing off the dock to catch your dinner. Within easy walking distance of the beach and Northside Park (about 10 minutes walk to both). Beach chairs, toys, boogie boards, and umbrellas are yours to use for fun in the sand and surf. The dock is available for boat tie-ups.

Superhost

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.

4.8 out of 5 average rating, 121 reviews

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

Wake up to breathtaking beach and ocean views from this beautifully renovated 3rd-floor oceanfront 1BR condo in North Ocean City. Enjoy direct beach access, one reserved parking space, elevators, linens and towels, a heated indoor pool and hot tub, and a stunning new 4,000 SF ocean-view sun deck completed for 2026. Inside, this stylish coastal retreat sleeps 4 with a king bedroom, queen sleeper sofa, 1.5 bathrooms, a renovated kitchen, private oceanfront balcony, and comfortable lounge space.

A modern kitchen is complemented by a spacious dining area and cozy living room with ocean views. White cabinetry and stainless steel appliances enhance the kitchen, while large windows allow natural light to fill the space, highlighting the wood-paneled ceiling.

4.95 out of 5 average rating, 186 reviews

Oceanfront 1 Bedroom, Balcony, Sitting Room, Pool

Opal Osprey: This OVERSIZE one-bedroom condo has been completely remodeled... giant oceanfront balcony PLUS a large patio room on the bayside! Expansive ocean views from every angle, super easy beach access, wonderful atmosphere in the quiet north end of OC. Linens included! Property Amenities - King size bed & queen sleeper - Large outdoor pool - Elevators - Dedicated high-speed WiFi and router w/ ethernet (Xfinity 100Mbps) - 2 Smart TVS with Xfinity, Roku - Keyless check-in 24/7

A three-story building with a light blue exterior is shown. Multiple balconies are visible, equipped with railings, and the entrance is marked by a sign. Underneath the structure, a private parking area is accessible, with a gate in the foreground.

4.84 out of 5 average rating, 141 reviews

Ocean Block - Clean, cozy 1 Bedroom. Pool, Wifi

Ocean Block / Convention Center, One bedroom, recently remodeled, with view of the beach. 1/2 Block to the beach. Across the street from the Convention Center. 12 blocks to the boardwalk. 10 Blocks to Jolly Roger Amusement Park. Ocean View from living room balcony. Quiet complex, great for romantic getaway. THIS COMPLEX DOES NOT ALLOW SMOKING, VAPING OR MARIJUANA. THE NEIGHBORS WILL SMELL IF EVEN WHEN YOU ARE INDOORS. ONCE WE GET A COMPLAINT, YOU WILL HAVE TO LEAVE WITHOUT A REFUND.

Superhost

A bright living room features a large sectional sofa and a decorative round coffee table on a colorful area rug. Natural light enters through a window adorned with light curtains, and a ceiling fan circulates air. A television setup is positioned on a media cabinet.

Townhouse in Ocean City

4.86 out of 5 average rating, 119 reviews

DownByTheBay 214-Sleeps 15/Downtown/Boardwalk/Pool

Come and enjoy this oasis, accommodates 15, this 3 BR 3.5 BA home is in the heart of Ocean City MD, minutes from the beach & located steps away from Ocean City most popular attraction, The BOARDWALK. There is everything you will need for a large group to retreat (fully equipped kitchen), 2 large balconies, 2 car parking plus community & street parking, outdoor pool *This property DOES NOT provide linens/towels* ***Please FIND us @ Down by the Bay OCMD For current Promotion**

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, 136 reviews

Oceanfront Condo w/ Resort Amenities 3BDR &3pools

Sea Watch Condo's is an ideal family location with tons of amenities. The until is a recently updated 3 bedroom 2 bathroom condo that sleeps 6 people in 2 queen beds, 2 twin beds . The unit is ocean front with a large oceanfront balcony. The amenities Include, basketball court, tennis courts, playground, arcade, movie theater, billiard room, indoor pool and outdoor pool as well as a restaurant. The condo has 24 hour security and plenty of parking. Pools closed in off season

The living area features soft blue furnishings and a light wood coffee table. Floor-to-ceiling windows offer direct views of the ocean, while two lamps provide warm lighting. A coastal-themed artwork adorns the wall, enhancing the serene atmosphere of the space.

4.94 out of 5 average rating, 332 reviews

Direct Oceanfront 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 full 100% view of the beach and ocean.

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, 112 reviews

21st Floor Carousel - 2 BR Oceanfront & Bay View

NEW!! Welcome to our direct oceanfront 2 bedroom & 2 bath unit at the Carousel! Bringing the comfort of your home to the beach! Bring the whole family for lots of fun memories! We strive to take care of this condo to ensure you have a relaxing, comfortable, and clean stay! Our condo includes 2 DOUBLE SIZED balconies! An oceanfront balcony and a bay view balcony! You can enjoy both the sunrise and sunset!

A spacious living area features light hardwood floors and natural light from large windows. A dining table with wooden chairs is positioned adjacent to a laundry area with stacked appliances. A gray couch and a tall plant enhance the inviting ambiance.

4.98 out of 5 average rating, 137 reviews

Boutique Style 2 Bedroom Apartment w/pool

Enjoy a stylish experience at our two bedroom apartment located in a heart of Ocean City, only a few blocks away from the beach, Ocean City boardwalk and within a walking distance to many amazing restaurants and bars, convenience stores, amusement park, mini-golf, boutiques, playground.

The exterior of the multi-story building is painted in vibrant yellow with white railings on the balconies. The structure showcases a modern design with clearly marked entrances. Parking spaces are visible in the foreground, with power lines crossing in the blue sky above.

4.93 out of 5 average rating, 103 reviews

Sunset Bay Beach Condo

Located in midtown Ocean City, Maryland - One block from the beach, walking distance to Seacrets, Mackey's, Bad Monkey, Fagers Island and more. A bus stop is located outside the building as well as a crosswalk to the beach. There are 2 parking passes and an elevator.

Popular amenities for rentals with a pool near Ocean City Beach

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.95 out of 5 average rating, 20 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!

A spacious living area features a light wood ceiling and large glass doors leading to a balcony with ocean views. Comfortable seating arrangements include a soft sectional sofa and a cozy armchair, complemented by various potted plants for a refreshing touch.

4.76 out of 5 average rating, 25 reviews

Oceanfront Condo on 68th St w/ Pool & Balcony

4.82 out of 5 average rating, 11 reviews

Capri by the Sea – Oceanfront, Pool & Beach Access

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, 154 reviews

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

The townhouse complex stands amidst vibrant trees, their leaves reflecting the colors of the season. The multicolored façades of the homes suggest a welcoming atmosphere, enhanced by the white railings of the porches. A clear blue sky frames the scene, creating a serene setting.

4.92 out of 5 average rating, 96 reviews

Beachy Sunset Island Townhouse!

A private patio is featured, equipped with a stylish outdoor table and chairs under a large umbrella. Lush greenery is visible alongside the seating area, while a serene waterfront with moored boats can be seen in the background.

5 out of 5 average rating, 12 reviews

Peaceful place to escape.

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, 48 reviews

Ocean Palms II - Renovated, Ocean Block, Midtown

A spacious living area features comfortable seating arrangements, including a large sectional sofa and recliners. A flat-screen television is positioned on an entertainment unit, and ample natural light is provided by multiple windows and a sliding door leading to the sunroom. Wooden flooring enhances the open atmosphere.

4.95 out of 5 average rating, 106 reviews

Spacious waterfront home & boat access!

Apartment rentals with a pool

A spacious living area features a cozy teal sofa and a contrasting light-colored dining table set for four. Bright wall art enhances the ambiance, while large windows let in natural light. Outdoor access is available through a door leading to the porch.

4.94 out of 5 average rating, 35 reviews

Your Comfortable Beach Get-A-Way

A light-filled living area is shown with a comfortable sofa and a decorative lamp on a side table. Soft curtains frame the window, revealing a serene waterfront view. The dining area features a table surrounded by light-colored chairs, while the overall decor is bright and inviting.

5 out of 5 average rating, 32 reviews

Luxury Waterfront Beach Condo @ Coconut Malorie OC

A light-filled living area features a soft, neutral-toned sectional sofa facing a wooden coffee table. Floor-to-ceiling windows showcase ocean views, with sunlight reflecting off the water. A flat-screen TV is mounted on a wooden entertainment unit, complementing the room's modern design.

4.9 out of 5 average rating, 364 reviews

Oceanfront Family Oasis: Pool, Beach & Parking!

The kitchen features modern white cabinetry and updated appliances, including a stove and refrigerator. A central island with seating for two provides additional workspace. Fresh fruit is displayed in a bowl on the counter, while light blue walls create a calm, coastal ambiance.

4.92 out of 5 average rating, 52 reviews

Bayside Condo in Midtown Ocean City MD

A spacious living area features two light-colored sofas and a wooden coffee table at its center. A fireplace is positioned beneath a wall-mounted TV. Panoramic windows offer views of the bay, with access to a balcony visible in the background.

4.91 out of 5 average rating, 32 reviews

Serene Bayfront Bliss 3 Bedroom Condo

5 out of 5 average rating, 16 reviews

Downtown Condo, Parking, Walk to Beach & Boardwalk

A cozy sleeping area features a spacious bed adorned with light blue bedding and decorative pillows. A ceiling fan circulates air, while natural light enters through large sliding doors with vertical blinds. A comfortable chair and a small dining table occupy one corner, enhancing the inviting atmosphere.

4.93 out of 5 average rating, 74 reviews

Bright Oceanside Condo with Pool - Ocean City, MD

5 out of 5 average rating, 7 reviews

Luxury 3BR/4BA Condo: Indoor Pool, Walk to Beach

Other holiday rentals with a pool

The kitchen area features a wooden countertop with a modern sink and stylish faucet. Shelves hold various glassware and dinnerware, while a spacious dining area is visible in the background, showcasing a large table surrounded by natural lighting.

5 out of 5 average rating, 43 reviews

Bayside Bungalow - Waterfront

4.91 out of 5 average rating, 34 reviews

Oceanfront•Pool•Private Balcony w/Sunrise Views

An open floor plan is showcased, featuring a modern kitchen with a central island and white cabinetry. Large sliding glass doors allow for natural light and ocean views. A cozy seating area includes a coffee table and comfortable blue couches, inviting relaxation in a bright environment.

5 out of 5 average rating, 10 reviews

NEW: Oceanfront End-Unit Condo w/ 100ft Balcony

5 out of 5 average rating, 5 reviews

Townhouse in Ocean City

Townhome 90 steps to sand w Pool! New Beds!

Superhost

4.75 out of 5 average rating, 4 reviews

Oceanfront Retreat | Pool | Deck | 2 Balconies

A spacious balcony offers sweeping views of the ocean, framed by large glass windows. Wicker furniture, including chairs and an ottoman, is arranged for comfort, featuring green cushions. The tiled floor extends towards the horizon, where the calming waves can be seen.

4.89 out of 5 average rating, 27 reviews

The Capri

4.89 out of 5 average rating, 62 reviews

The living area is characterized by a light color palette, featuring a large blue sofa and a comfortable gray couch. A textured area rug anchors the seating around a round coffee table. Natural light enters through multiple windows, enhancing the open and airy feel of the space.

Townhouse in Ocean City

Beach Paradise 214-New Townhouse with Pool, Garage

An open living area with a light blue walls features a queen-size sleeper sofa and an ottoman. Natural light fills the space through large windows, showcasing ocean views. A dresser and a TV stand with a flat-screen monitor are present, along with a chair positioned in one corner.