Fitness-friendly holiday rentals in Ocean Pines

5 out of 5 average rating, 7 reviews

Farm stay in Berlin

Lux Estate Mins to OCMD! GameRoom-FirePit-BBQ-Gym

Escape to The Manor at Brooklyn Meadows, a luxury 6-bedroom retreat on a 40-acre equestrian estate. This home is perfect for family vacations and group trips, featuring a private pool, game room, fire pit, BBQ and home gym - all surrounded by rolling horse pastures & peaceful country views. 🛍️ 7 min to Berlin – “America’s Coolest Small Town” 🌊 10 min to Ocean City beaches & golf courses 🐴 15 min to Assateague Island & its wild horses Stay with us & experience the best of MD's Eastern Shore!

The living area features comfortable electric reclining sofas facing a coffee table. Large windows provide views of the ocean, while a dining area and modern kitchen are visible in the background, creating a spacious and inviting atmosphere.

4.99 out of 5 average rating, 123 reviews

2BRCapri: Indoor Pool, Game Room, Massage Chair

ALL THE COMFORTS OF HOME AT THE BEACH! BRAND NEW RENOVATED BATHROOMS! -ALL LINENS INCLUDED -Comfortable electric-reclining sofas -65-in smart Roku TV with soundbar. -Massage chair in master bedroom -Balcony & Dining Area w/ Ocean +Bay Views -In-unit W/D -Many conventional & USB Outlets -Arcade level features b-ball hoop, pool tables, ping-pong, shuffleboard, air-hockey -Outdoor tennis court -Large heated indoor pools -can swim full laps -Sauna and Gym -Board games in unit -Fast Wifi

An open-concept living and dining area features a wooden dining table set for six, complemented by modern chairs. A comfortable seating arrangement with light-colored couches is situated near large windows, offering views of the surrounding area. A mounted TV and decorative elements enhance the space.

4.96 out of 5 average rating, 125 reviews

OCEAN FRONT Gem w/Pools, Movie Theater, Gameroom

Launch your fabulous beach getaway at amenity-rich Sunset Cove at Sea Watch, part of an oceanfront condo complex offering 3 pools, complimentary movie theater, game room, gym, and much more. Enjoy spectacular ocean and bay views from 2 balconies, smart TVs in every bedroom and living room with provided satellite programming, fully equipped kitchen, comfortable living and bedroom spaces–and that’s just the beginning as your group has a blast at the beach and all of Ocean City’s fun attractions.

5 out of 5 average rating, 115 reviews

The exterior of a two-story house is framed by lush greenery and neatly arranged flower beds. A covered front porch with white railings invites guests, while the clean lawn extends towards the street. The sky above showcases a mix of clouds and blue.

Home in Berlin

Stay Salty OC Beach House

Welcome to your ultimate getaway near Assateague State Park & Ocean City! Our spacious retreat sleeps 14 guests and boasts resort-style amenities including pools, a gym, kayaks, and tennis courts. Located just moments from beaches, charming towns, and exciting attractions, you'll have everything you need for an unforgettable vacation. With a fully stocked kitchen, game rooms, cozy reading nooks, puzzles, and a balcony, there's something for everyone. Book now and let the relaxation begin!

4.84 out of 5 average rating, 178 reviews

Love Above the Waves-OceanView/Rooftop Heated Pool

🥂 Complimentary bottle of champagne on arrival, endless ocean views, private balcony, golden sunrises, rooftop heated pool, and direct beach access await at this romantic retreat. Celebrate your love from the 15th floor of Love Above the Waves - a romantic retreat for anniversaries, engagements, birthdays and peaceful escapes for two. Inside, a warm, inviting interior sets the mood—dine out nearby or enjoy a candlelit dinner on the balcony, often with dolphins playing in the waves.

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

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.

4.91 out of 5 average rating, 92 reviews

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

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.

Holiday home in Frankford

A screened-in porch features a picnic table center and two reclining chairs arranged for comfort. An inviting hammock hangs nearby, with windows offering views of the serene outdoors. The space is illuminated by natural light, creating a relaxing environment for gatherings.

4.98 out of 5 average rating, 59 reviews

Spacious Vacation Home near Bethany Beach

This charming 3BR/2.5BA Bethany Beach getaway offers family-friendly fun. Relax in comfy bedrooms, game nights in the large family room, or chill in the loft office/TV area. Prepare meals in the fully-equipped kitchen & enjoy them on the outdoor living space with a peaceful pond view. Hike the Assawoman Nature Preserve, soak up the sun at Bethany or Fenwick , or marvel at wild horses roaming Assateague National Park (30 min). Create lasting memories at this tranquil retreat.

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.

4.86 out of 5 average rating, 117 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

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.

The living room features a large window providing stunning ocean views. Two turquoise chairs and a comfortable blue sofa are arranged around a wooden coffee table. A patterned rug adds visual interest to the space, while a flat-screen television is mounted on the wall.

4.92 out of 5 average rating, 142 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!

5 out of 5 average rating, 48 reviews

A wooden walkway lined with lush greenery leads toward a tranquil water view, framed by trees. The sky is painted with hues of orange and pink, suggesting a beautiful sunset. A sign indicates safety regulations, enhancing awareness of the natural surroundings.

Townhouse in Selbyville

‘Dockside Retreat’ -pool, minutes to OC/beaches

Escape to Dockside Retreat in Bayville Shores, a private community on the scenic Little Assawoman Bay. Start your mornings with beautiful views, unwind with community amenities, or head out for adventure. Splash at Thunder Lagoon, race at Viking Go-Karts, or shop and dine by the coast. Beaches are just minutes away—Fenwick Island (2.5 mi), State Line (2.7 mi), Bethany (4.5 mi), and Ocean City (6.1 mi). The perfect blend of relaxation and fun awaits!

Popular amenities for Ocean Pines fitness-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Fitness-Friendly apartment accommodation

A modern kitchen showcases a sleek countertop with a sink and a decorative bowl of lemons. A large window offers views of the ocean, while a dining area and living space with comfortable seating are visible through the open layout.

5 out of 5 average rating, 3 reviews

Sea Watch- Penthouse, Oceanfront 4 BR, two floors

A light-filled living area is complemented by a muted blue color scheme. A comfortable sofa with decorative pillows is positioned beside an ottoman. A dining table for four is visible, along with a large window offering views of the outdoors. A nautical-themed artwork adorns the wall.

5 out of 5 average rating, 22 reviews

Steps to Ocean! North OC Retreat

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

5 out of 5 average rating, 10 reviews

Beach resort at The Carousel

Apartment in Bethany Beach

An airy living space is presented from an aerial perspective, featuring two patterned sofas facing a light-colored coffee table. A television is positioned on a cabinet against one wall, with natural light filtered through sheer curtains enhancing the open feel of the room.

4.88 out of 5 average rating, 148 reviews

Sea Colony Beach And Tennis Resort

A spacious bedroom features a large bed with a light blue coverlet and decorative pillows. Natural light fills the room through a glass door leading to a private balcony. A stylish nightstand and a reading chair add to the room's decor, complemented by soft blue walls.

5 out of 5 average rating, 9 reviews

Luxurious Bayside Retreat

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.

Apartment 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!

Fitness-friendly condo rentals

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

An open-concept living area features floor-to-ceiling windows offering sweeping ocean views. A spacious kitchen with modern appliances is complemented by an island and breakfast bar. Comfortable seating is arranged around a coffee table, creating an inviting space for relaxation and gathering.

4.87 out of 5 average rating, 150 reviews

Gorgeous oceanfront Capri Beach and Bay Views!!!!

4.88 out of 5 average rating, 189 reviews

A circular swimming pool is surrounded by sun loungers and shaded umbrellas, inviting relaxation. The beach lies in the background, with a stretch of sandy shore and blue umbrellas, while guests enjoy the sun and water nearby.

Condo in Bethany Beach

Beautiful Beach-View Condo

5 out of 5 average rating, 4 reviews

Oceanfront Carousel Condo • Beach Access Resort

A panoramic view of the beach is visible from the fourth-floor balcony, showcasing a serene sunset with soft hues in the sky. The beach stretches out, meeting the calm ocean, while outdoor seating areas are arranged on the patio below.

4.98 out of 5 average rating, 82 reviews

Ocean Front Condo

A bright living area features blue walls complemented by light-colored furniture. Two sofas are positioned around a centrally placed coffee table, which holds decorative items. Large glass sliding doors open to a balcony, allowing natural light to fill the space.

4.89 out of 5 average rating, 101 reviews

Updated Mid- Town Condo at Ocean City Beach!

4.87 out of 5 average rating, 211 reviews

🌊Oceanfront studio w/ amazing views & amenities🏖

The beachfront property is displayed, featuring a modern four-story structure with multiple balconies. Soft sandy pathways lead to the building, bordered by natural grasses and low fencing. Clear blue skies enhance the oceanfront setting.

4.94 out of 5 average rating, 144 reviews

Direct Ocean Front/Gorgeous Views/Indoor Pool

Fitness-Friendly Holiday House

4.91 out of 5 average rating, 23 reviews

An aerial view captures a row of charming homes situated along a sandy beach, with the Indian River Bay visible in the background. Neatly manicured lawns and driveways are observed in front of each house, framed by tall trees and grassy areas.

Home in Dagsboro

Beauty On The Bay

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, 32 reviews

Ocean View Paradise w/Hot Tub & Free Massages!

A serene community setting features several two-story condos surrounded by lush greenery. Well-maintained landscaping includes neatly trimmed bushes and trees, with a paved pathway leading through the area, inviting guests to explore the peaceful surroundings.

4.9 out of 5 average rating, 31 reviews

Hidden Heron in Bear Trap Dunes

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, 111 reviews

Coastal Charm-Bethany Beach/Golf Home in Bear Trap

4.96 out of 5 average rating, 57 reviews

The open-concept kitchen features a large island with white seating and modern pendant lights overhead. Stainless steel appliances are integrated into the cabinetry, complemented by a blue tiled backsplash. A spacious living area is visible in the background, filled with natural light from large windows.

Home in Millville

LDL Retreat | Pool, Amenities Near Beach

A two-story home is presented with a light yellow exterior and white accents. A welcoming front porch features steps leading to the entrance. Lush greenery frames the property, while a garage is visible on the left. The surrounding area is well-maintained with a neat lawn.

4.81 out of 5 average rating, 100 reviews

Bethany Beach House, Bear Trap Dunes Golf Course!

5 out of 5 average rating, 11 reviews

An aerial view captures the community clubhouse, featuring a large swimming pool and well-maintained grounds. Surrounding areas showcase landscaped lawns, tennis courts, and nearby residential buildings. Pathways and a serene pond add to the peaceful environment, offering ample space for outdoor activities.

Home in Millville

New luxury Beach House Bethany