Fitness-friendly holiday rentals in Ocean Pines

5 out of 5 average rating, 11 reviews

Home in Millville

New luxury Beach House Bethany

WELCOME to our brand new beach house!This stunning 3 bedroom retreat is perfect for your next seaside getaway. With modern decor and the resort style amenities you need for a comfortable stay, you’ll feel right at home! Located just a few miles away from restaurants and shops, short drive to the beautiful Delaware beaches, Ocean city, MD. and parks like Cape Henlopen, Fenwick Island and many more.Our price includes full access to all our resort-like amenities!No hidden fees!Book your stay today!

5 out of 5 average rating, 17 reviews

Home in Selbyville

Dog friendly| community pool | gym| kayak| bayside

Welcome to your ultimate family beach escape! Nestled near Fenwick Island this 3 BDR 2 BTH home offers everything you need for a memorable vacation. Unwind with cocktails at the tiki bar, toast marshmallows around the fire pit, or make a splash in the refreshing pool. Stay in shape at the on-site gym, ensuring your fitness routine doesn't miss a beat. With its prime location just moments from the beach and an array of amenities this bayside retreat promises an unforgettable vacation experience.

4.94 out of 5 average rating, 17 reviews

Home Away From Home

Bring the whole family to this spacious home in a community with year-round resort amenities and water access in the OC area. You’ll enjoy completed amenities while being less than 5 miles from Downtown OC where you can enjoy the boardwalk and just 6 miles from Assateague Island, known for its wild horses and beautiful beaches. Nearby Berlin offers charming streets full of shops and restaurants. OCMD is a known destination for golf vacations, just minutes from several highly-rated golf courses.

4.81 out of 5 average rating, 69 reviews

The exterior of a multi-unit townhome is shown, featuring a light blue façade with white accents. A spacious balcony extends across the front, and the ground level includes two garage doors. Clear blue skies provide a bright backdrop.

Townhouse in Ocean City

Amazing Large 4 Bedroom West OC Town House, Pool!

Recently refreshed with new carpet, fresh paint, and updated furniture, this spacious three‑level West Ocean City townhome is perfect for extended families, multiple couples, or groups of friends. With high ceilings, hardwood floors, generous room sizes, and multiple living areas, up to 14 guests can relax comfortably with plenty of space to spread out. Enjoy a fully equipped kitchen, private laundry, free Wi‑Fi, HD TVs in every bedroom, and furnished outdoor decks for coffee or adult beverage

A modern two-story home is portrayed, featuring a well-maintained front yard with lush green grass. An advanced golf simulator is set up outside, showcasing a virtual golf course on a large screen, with a golf club placed in front, inviting leisurely play.

4.93 out of 5 average rating, 41 reviews

Charming Getaway Golf Simulator

4 bedrooms plus a Bonus room and bunkroom with 3.5 Bathrooms Escape to our cozy rental in Berlin, Maryland, just minutes from the charming downtown of "America’s Coolest Small Town." Perfect for families, friends, or golf enthusiasts, this home offers relaxation and fun in one unique package. Golf Simulator: Enjoy a state-of-the-art indoor golf experience, rain or shine. Located near Ocean City beaches, Assateague Island, award-winning golf courses, and downtown Berlin. Book your stay today!

5 out of 5 average rating, 28 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

Welcome to your coastal getaway in Bayside Resort, less than a 5-minute walk to the Sunridge Pool and fitness center. Set along the 17th hole of a Jack Nicklaus golf course, this spacious 5-bedroom home sleeps up to 12 guests and is ideal for families, golf trips, and group getaways. Inside, enjoy an open-concept layout with a fully equipped kitchen, dining area, and fireplace, perfect for relaxing after the beach or pool. Step outside to unwind on the patio with golf course views.

Superhost

An aerial view of a marina with multiple boats docked along a well-maintained pathway. The surrounding residential community and parking area are visible, as sunlight reflects off the peaceful water, highlighting the scenic environment.

Townhouse in Ocean Pines

4.9 out of 5 average rating, 97 reviews

OceanPinesFamilyBeachRetreat~JettdTub~KingBed~Golf

Immediate removal of stress at the front door. Being nestled in a marina’s serene waterfront & nature park is good for the soul. Relax in a jetted tub after a sun filled day & an al fresco meal on a back porch with charming outdoor dining. An open concept main level features large windows & comfortable seating through the entire property. 2 full bathrooms upstairs & a king sized bed provide maximum comfort & outdoor living on 2 balconies. Additional fees for pools, pets may apply.

An indoor pool area is shown, featuring a bright, open space with large windows offering views of the bay. Clear water fills the pool, and stair access is available. The ceiling showcases a modern design with exposed beams, enhancing the airy atmosphere.

4.94 out of 5 average rating, 322 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.

4.85 out of 5 average rating, 13 reviews

Sunny Bayside Escape

Welcome to Sunny Bayside Escape, a stunning 3-bedroom, 2.5-bath townhome nestled in the peaceful Bayside community. This spacious retreat features multiple cozy living and dining areas, a large porch perfect for sipping coffee and listening to nature, and gorgeous water views. Enjoy community perks like indoor/outdoor pools, tennis courts, a fitness center, kayak launch, and more—just minutes from Assateague and Ocean City beaches, dining, and nightlife!

4.93 out of 5 average rating, 149 reviews

Oceanfront 2 Bed/1.5 Bath, Balcony, Pools, Lounge

Wake up to breathtaking ocean views at Driftwood, a beautifully remodeled 2BR/1.5BA oceanfront condo in the amenity-rich Golden Sands Resort! Sleeps 6 with 2 queen beds + queen sleeper sofa. Enjoy your private balcony, indoor & outdoor pools, private beach, fitness center, game rooms, tennis, pickleball, volleyball, huge sun deck, and seasonal tiki bar. Steps to the sand and close to Northside Park, top restaurants, and the iconic Ocean City Boardwalk!

A welcoming living room features a light-colored sectional sofa and two accent chairs. Natural light fills the space through several windows, illuminating a decorative rug. A wooden cabinet and wall decor complement the modern design, creating a comfortable area for relaxation.

4.94 out of 5 average rating, 17 reviews

Serene Family Getaway | OC & Assateague Adventures

Coastal fun awaits! This 3BR, 2.5BA townhome in The Landings at Bayside is minutes from Ocean City, Assateague, and downtown Berlin. Enjoy pools, a playground, sports courts, crabbing pier, and kayak launch. Bikes, beach gear, and surf spots nearby—plus local favorites like Sinepuxent Brewery and the Assateague Island Surf Shop. Perfect for families, friends, and adventure seekers! EV charger in garage.

4.98 out of 5 average rating, 61 reviews

Home in Ocean City

Luxurious Bay Front Condo

Escape to luxury at our bay-front condo, just minutes from the beach. This tranquil retreat is perfect for families, offering stunning views and modern comforts. Enjoy nearby sandy shores, and unwind in a serene setting. Ideal for creating cherished memories. Optional boat slips available please message for details. (We do not rent to seniors for senior week)

Popular amenities for fitness-friendly rentals in Ocean Pines

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Fitness-friendly apartment rentals

A well-lit entrance area features a round mirror mounted above a console table. A decorative lamp stands beside a vase with pampas grass. Neutral-colored walls and tiled flooring create a calm atmosphere, leading towards an open living space visible in the background.

5 out of 5 average rating, 11 reviews

Perfect Cozy Condo Retreat in OC

The dining area features a spacious table surrounded by white wooden chairs, complemented by a decorative centerpiece. A cozy living room with a dark sofa and a ceiling fan is visible in the background, along with sliding glass doors that lead to the private balcony.

4.89 out of 5 average rating, 27 reviews

Sunset Island OC Beach w/ Pools

Superhost

A spacious living area is furnished with a green sofa set and a wooden coffee table. Light streams in through the sliding glass doors that lead to a private balcony, complementing soft wall colors. A ceiling fan and decorative art piece enhance the inviting ambiance.

4.81 out of 5 average rating, 26 reviews

Sunset Islands In/outdoor Pools Private Beach

5 out of 5 average rating, 10 reviews

A dining area features a black wooden table surrounded by eight chairs, set against cheerful yellow walls adorned with framed coastal artwork. A cozy living space includes a light blue sofa and additional seating, complemented by large windows allowing natural light to fill the room.

Flat in Selbyville

Luxurious Bayville Shores Home Close to the Beach!

A tranquil bay view at dusk features a wooden pier extending over calm waters. The soft colors of the sunset reflect on the surface, while silhouettes of birds can be seen perched on the pier. Grassy areas border the water, enhancing the serene landscape.

4.96 out of 5 average rating, 136 reviews

Beautiful Bayfront Condo!

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.

5 out of 5 average rating, 59 reviews

SuperHost! Amazing OceanFront View with 2 Pools!

4.9 out of 5 average rating, 29 reviews

2BR Huge Oceanfront Balcony to Dine, Lounge, Relax

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.

4.96 out of 5 average rating, 201 reviews

Everything Under The Sun-Gorgeous Ocean&Bay Views!

Fitness-friendly apartment rentals

A dining area is visible, featuring a wooden table surrounded by four chairs. Large glass doors open to a balcony, revealing expansive views of the ocean and sandy beach. A comfortable seating area is seen nearby with a sofa and TV, creating a welcoming space.

5 out of 5 average rating, 14 reviews

9400 Building #1506| Great Location | Outdoor Pool

An indoor pool area is surrounded by large glass windows, offering panoramic ocean views. Sunlight filters through the transparent roof, illuminating the blue water. Potted plants add a touch of greenery to the space, while safety signage is clearly displayed along the pool's edge.

4.85 out of 5 average rating, 73 reviews

Golden Sands Direct Beachfront/Oceanfront!

An indoor pool is seen under a high, skylight ceiling, with clear blue water reflecting the light. Plants are arranged along the edges, and lounge chairs are positioned around the pool area. Large windows provide views of the surrounding scenery.

4.87 out of 5 average rating, 151 reviews

Gorgeous oceanfront Capri Beach and Bay Views!!!!

Apartment in Bethany Beach

A partial view of the ocean is visible from the balcony, showcasing the sandy beach and a section of the pool below. Beach umbrellas and chairs are arranged along the shore, set against a clear blue sky.

4.88 out of 5 average rating, 129 reviews

Featured on HGTV! Bethany Beach Ocean Front Condo

The image captures a breathtaking view of a modern oceanfront building overlooking the beach. Colorful umbrellas dot the sandy shore, while beachgoers are seen enjoying the water. The expansive area showcases both the ocean waves and the distant skyline.

4.96 out of 5 average rating, 104 reviews

21st Floor Carousel - 2 BR Oceanfront & Bay View

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.

4.87 out of 5 average rating, 124 reviews

Oceanfront Condo w/ Resort Amenities 3BDR &3pools

An indoor heated swimming pool is displayed beside a large wall of glass, providing an unobstructed ocean view. Sunlight streams in, illuminating the pool area and highlighting the ocean waves gently lapping the shore in the background.

4.84 out of 5 average rating, 180 reviews

Love Above the Waves-OceanView/Rooftop Heated Pool

An inviting balcony offers a retreat with seating for four, surrounded by coastal views of the ocean and the building's exterior. The spacious area is accessed through sliding glass doors from the living room, enhancing the connection between indoor and outdoor spaces.

4.96 out of 5 average rating, 129 reviews

OCEAN FRONT Gem w/Pools, Movie Theater, Gameroom

Fitness-friendly house rentals

A spacious living area features a large sectional sofa with nautical-themed cushions, complemented by a blue area rug. A dining table is set with place settings, while three framed coastal prints adorn the wall above. Natural light streams in from windows, enhancing the airy feel.

5 out of 5 average rating, 20 reviews

4BR Coastal Retreat|Pool+Patio+Big Yard|Bethany/OC

A modern two-story house features a clean design with white siding and a blue accent wall. A welcoming front entrance is flanked by two gabled sections. The landscaped yard includes a gravel driveway leading to the front door, offering an inviting approach to this custom-built home.

4.89 out of 5 average rating, 19 reviews

Captain’s Quarters | New 4BR Near Beach & Trail

A modern kitchen features a spacious island with four black bar stools positioned around it. White cabinetry is paired with stainless steel appliances, including a refrigerator and microwave. Natural light is provided by recessed lighting and a large window, creating a bright, inviting cooking space.

5 out of 5 average rating, 38 reviews

Ocean View Paradise w/Hot Tub & Free Massages!

The coastal home features a welcoming façade with a light pink exterior and white railings. Lush green grass surrounds the property, while vibrant pink flowers add a pop of color in the front garden. A spacious front porch invites relaxation with multiple entry points.

4.87 out of 5 average rating, 110 reviews

Coastal Charm-Bethany Beach/Golf Home in Bear Trap

4.92 out of 5 average rating, 90 reviews

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.

Home in Ocean City

Beachy Sunset Island Townhouse!

4.92 out of 5 average rating, 25 reviews

The exterior of the Makai condo is visible, showcasing a six-story building with balconies. A spacious parking lot with multiple vehicles is present in front, while landscaped greenery is seen along the edges. The sky is partly cloudy, providing a bright atmosphere.

Home in Ocean City

2 Bdrm, 2 Bath Bayfront Makai Condo w Ocean Views

5 out of 5 average rating, 27 reviews

The exterior of a two-story home features a gray facade with white trim and a double garage. A manicured lawn surrounds the house, and a concrete driveway leads to the entrance. The architectural design includes multiple windows and an upper circular window.

Home in Clarksville

Gorgeous Seaside Paradise-Ultimate Family Getaway!