Home rentals with a pool near Ocean City Beach

5 out of 5 average rating, 23 reviews

BeachBox II • The One with Wraparound Water Views

Just looking? ❤️ Add us to your Wishlist. Questions? 💬 Message for a quick reply. 4th-floor corner unit with breathtaking views of the bay, ocean & inlet—2 blocks from the boardwalk, beach & all of OC's downtown attractions. Guests rave that it's clean, well-stocked, & family-friendly with thoughtful touches throughout. Relax by the bayside pool or spot Assateague Island's wild horses from the balcony. Walk everywhere, sleep soundly, & make memories! Perfect for couples & small families alike.

The image captures a serene view of the bay, with calm waters extending toward the horizon. A wooden pier can be seen jutting into the water, complemented by a nearby tree that adds a touch of greenery. The sky is partly cloudy, enhancing the natural setting.

4.91 out of 5 average rating, 287 reviews

Wight Bay Unit 245

2 bedroom, 2 bath, sleeps 6 *2nd bedroom will have twin bunk beds & 1 queen bed for 2025! Beautiful recently renovated condo! Bay-side 47th street on the canal with an amazing bay view. The building is in a prime location right next door to Seacrets! There is a pool, two piers, and it’s only a block from the beach. Perfect for getaways with friends or family! Bedroom 1: 1 Queen bed Bedroom 2: Twin bunk beds, 1 Queen Bed Living room: 1 Queen pull out couch 1 Parking Pass, Pool, Elevator

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, 135 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.

5 out of 5 average rating, 15 reviews

SeaGate Serenity | Oceanfront Condo with Balcony

Wake up to the sound of the waves crashing outside your window and finish your days relaxing on the private balcony as you watch the pastel skies over the ocean at sunset. Come find your serenity by the sea in our newly renovated oceanfront condo. Located in midtown, you can keep your car parked in our reserved spot and walk to many of the towns best restaurants, bars, and entertainment as well as the World Famous Ocean City Boardwalk. Morning beach strolls, pool days, and evening sips await :)

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, 101 reviews

Spacious waterfront home & boat access!

Waterfront getaway, easy beach access (0.3 mile walk), pool, restaurants, and more. Linens & towels included! Bring your boat! Pier tie up available. Spacious 3 bedroom + bonus room with sleeping arrangements for 10(8 beds). This well-maintained home is close to dining, shopping, NorthsidePark & all the fun activities Ocean City has to offer. Beach chairs, toys, kayaks & paddleboard available. Fireworks from Northside Park can be viewed every Sunday summer night - right from the driveway!

The modern kitchen features white cabinetry with a large, white island at the center, equipped with seating for four. Stainless steel appliances and pendant lighting enhance the contemporary design. A window provides natural light, highlighting the open layout that connects to the living area.

4.92 out of 5 average rating, 104 reviews

Renovated Oceanside Modern Boho Beach Retreat

Escape to Grace's Getaway in the heart of desirable Midtown Ocean City. **NOW OFFERING MINI WEEK RENTALS DURING SELECT PEAK SUMMER WEEKS** Mini Week Rentals are offered Sunday-Wednesday or Wednesday-Sunday. This fully renovated 3 bed/3 bath condo complete with ***COMPLIMENTARY LINEN SERVICE*** is the perfect escape. Prime oceanside location is 100 steps to the beach and offers sunset views from the balcony overlooking the pool. Condo is equipped with cable/high speed internet & Roku.

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, 247 reviews

Cozy oceanfront condo with stunning ocean views

Fully updated 1 bed/1 bath oceanfront condo in a quiet, mid-rise building with a beachfront pool in uptown OC. The perfect unit for a quick romantic getaway, long weekend, or family vacation. We are happy to accommodate the dates and timeframes that meet the needs of our guests. If possible, please consider these recommended timeframes for your booking: Memorial Day - Labor Day -7 Nights, Fri-Fri or Mon-Mon -3 Nights, Fri-Mon -4 Nights, Mon-Fri Labor Day - Memorial Day -Any 2 Nights

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, 176 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

4.84 out of 5 average rating, 233 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, 307 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.

4.94 out of 5 average rating, 109 reviews

Boutique Moments OC • Pool • Walk to Boardwalk

Stylish, spotless boutique getaway just 2 blocks from the beach and minutes from the Boardwalk, downtown restaurants, and local attractions. Enjoy a beautiful pool, fast WiFi, cable TV, and a thoughtfully designed modern stay made for comfort and relaxation. Absolutely no parties! Primary guest must be at least 21 to book. Adults-only stay, no parties, and no pets allowed. 🚪🚪 I’m here to help anytime—I live just 2 doors down.

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.

4.91 out of 5 average rating, 355 reviews

Oceanfront Family Oasis: Pool, Beach & Parking!

Escape to your dream family vacation in this amazing 2-bedroom condo on the 8th floor! Enjoy incredible ocean views, direct beach access, and proximity to Ocean City's top attractions like the vibrant OC Boardwalk and thrilling amusement parks. This condo offers modern amenities, a refreshing seasonal outdoor pool, and the convenience of free parking. Perfect for families seeking fun and relaxation near the ocean.

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

Superhost

4.84 out of 5 average rating, 37 reviews

2 BR Ocean Front Condo w/Pool, Expansive Views

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, 283 reviews

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

4.9 out of 5 average rating, 31 reviews

Oceanfront Penthouse - Ocean & Bay Views with Pool

A large, multi-story beach mansion is showcased in the early evening light. The exterior features a mix of blue siding and white trim. Lush greenery and colorful plants surround the entrance, while multiple balconies are visible on the upper levels.

4.97 out of 5 average rating, 59 reviews

Epic Luxurious Mansion Bayside Pools Tennis

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, 146 reviews

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

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, 9 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, 45 reviews

Ocean Palms II - Renovated, Ocean Block, Midtown

4.99 out of 5 average rating, 121 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

Ocean Pines Retreat with Beach Club

Condo rentals with a pool

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, 25 reviews

Luxury Waterfront Beach Condo @ Coconut Malorie OC

A spacious living room features a large flat-screen TV mounted on a white entertainment unit. The room is enhanced by pine plank ceilings and offers expansive ocean views through sliding glass doors that lead to a private balcony.

5 out of 5 average rating, 16 reviews

Ultra Luxe Oceanfront Escape w/Breathtaking Views!

4.86 out of 5 average rating, 21 reviews

Oceanfront•Sunrise Views•Pool•Private Balcony

5 out of 5 average rating, 12 reviews

Downtown Condo, Parking, Walk to Beach & Boardwalk

An open living area is shown, featuring a striped couch and a light-colored dining table with seating for four. A well-equipped kitchen is visible in the background, with barstools at the countertop, and a wall-mounted television is mounted for entertainment.

4.96 out of 5 average rating, 76 reviews

Beautiful Light & Airy Bay View 1 Bedroom Condo

An open living area is highlighted by large windows that offer views of the bay and pool. A comfortable sectional sofa is positioned adjacent to a smart TV, while a modern dining table for four is visible next to the kitchen. The space features light-colored walls and natural wood flooring.

4.96 out of 5 average rating, 113 reviews

Gone Coastal *Pool* Bayside with view* Top Floor

An open-concept living space is visible, featuring light wood flooring and a welcoming sign above a dining table with turquoise chairs. A television is mounted on the wall opposite, with a cozy seating area and a clock near the entrance. Bright light enters through windows covered by patterned curtains.

4.95 out of 5 average rating, 39 reviews

2BR OCMD Condo | Pool | Linens Included

A living area is presented with large sliding glass doors showcasing unobstructed ocean views. A flat-screen TV is mounted on the wall opposite a comfortable seating arrangement. A small dining table is visible on the balcony, with decorative lanterns placed on the floor.

4.92 out of 5 average rating, 12 reviews

Oceanfront 2 bedroom, 2 bathroom End Unit Condo

Other holiday rentals with a pool

4.96 out of 5 average rating, 75 reviews

Canal Front Condo 2 Blocks 2 Beach & Park Sleeps 4

An oceanfront balcony is presented, featuring a table surrounded by four white chairs. Bright cushions add color to the seating. The expansive view showcases the sandy beach and ocean waves beneath a clear blue sky.

4.92 out of 5 average rating, 13 reviews

Oceanfront*Sea Terrace 88th St, Pool *FREE Linens

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, 34 reviews

Bayside Bungalow - Waterfront

A balcony offers a serene view of a vibrant sunset, with orange and pink hues reflecting on the water. Bar stools are positioned along the railing, inviting relaxation. The horizon features a peaceful landscape, with gentle waves and grassy shores visible.

4.95 out of 5 average rating, 37 reviews

Down By The Bay, OC Style

A modern kitchen is displayed with white cabinetry and granite countertops. An L-shaped island with four chrome swivel stools offers additional seating. Stainless steel appliances, including a microwave and refrigerator, complement the space. A window provides a view of the water outside.

4.97 out of 5 average rating, 99 reviews

Completely Renovated Luxury Bay Front Condo

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.

4.9 out of 5 average rating, 40 reviews

A Wave From It All

A scenic view is captured from a wooden balcony, revealing lush greenery and a tranquil waterway. The sky is clear and bright, enhancing the serenity of the surrounding area. Nearby buildings and a pool are visible in the foreground, emphasizing the community's inviting atmosphere.

5 out of 5 average rating, 41 reviews

Bayside next to Fager’s Island | Waterfront | Pool

A bright bedroom features floor-to-ceiling windows providing panoramic ocean views. A queen bed is centered against a light-colored wall, complemented by a patterned quilt. A dresser and wall-mounted television complete the space, with natural light illuminating the calming atmosphere.