Fitness-friendly holiday rentals in Ocean Pines

4.82 out of 5 average rating, 73 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

4.83 out of 5 average rating, 40 reviews

The exterior of the townhome showcases a welcoming facade with a combination of light brown siding and white trim. Large windows are visible on the upper floors, allowing for abundant natural light. The attached one-car garage is featured at the base, contributing to the home's modern aesthetic.

Townhouse in Berlin

Large Townhouse In GlenRiddle Community #102

GlenRiddle is a luxury town home that features 4 bedroom, 3.5 baths with over 2800 ft.~ of living space. Features include hardwood floors, crown molding, 9 foot ceilings, granite countertops, high end kitchen cabinets, fireplace, and one car garage. Tastefully decorated and ready to enjoy for summer. Guests will have access to the community pool and fitness center. Glen Riddle offers two 18 hole championship golf courses with a Ruth's Chris steakhouse onsite. ***Worcester County License #2017

5 out of 5 average rating, 3 reviews

Home in Ocean City

Salty Sunrise

Welcome!! Come relax in a large quiet townhouse. West OC has a laid back harborside feel, but yet just minutes to the boardwalk, great beaches and loads of fun. You'll have the entire place to yourself, 3 bedrooms, 2 full bathrooms on the 2nd floor and half bath on 1st floor. Full working kitchen and large dining room table. Full access to the indoor and outdoor pools, weight room, playground and tennis/ basketball courts. Enjoy sitting on one of the two back decks, grill out and chill.

4.87 out of 5 average rating, 103 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.

A welcoming living area is presented, featuring a comfortable gray sofa and a decorative chair with a tropical pattern. A light-colored coffee table sits atop a navy blue rug, and a flat-screen TV is mounted above a white fireplace, with an open kitchen visible in the background.

4.94 out of 5 average rating, 108 reviews

Spacious Bayside 2 BR Condo at Sunset Bay

This amazing spacious Condo is located in Midtown OC, right next to Alley Oops for evening duckpin bowling and arcade games! A short walk to Seacrets Bar & Grill, Distillery and The Hideaway! Amazing sunset vibes next door at Mackys. 4 Tommy Bahama Beach chairs, Beach Umbrella, towels, a collapsible cooler & toys are provided. Perfect getaway for a family, group of friends or couples vacation! ***Bed Linens and Towels ARE provided, and beds will be made prior to arrival :)

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, 131 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

4.83 out of 5 average rating, 244 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.

4.8 out of 5 average rating, 49 reviews

A screened-in porch features a table covered with a floral tablecloth surrounded by four red chairs. Sunlight filters through the screens, illuminating the space, while trees provide a natural backdrop. The concrete floor is complemented by a simple area rug.

Home in Ocean Pines

Cozy Coastal Cottage Ocean Pines

New Paint and Floors! Escape to a fun-filled getaway in this cozy coastal cottage nestled in the Ocean Pines community. Soak in beautiful morning views while inside the screened-in porch. Find top-notch amenities that Ocean Pines is known for: indoor and outdoor pools, golf, fine dining and much more. Minutes to Ocean City beaches, the local casino and only a short drive to the Assateague Island National park. Now under owner management. Contact for previous reviews.

A primary bedroom is presented with a spacious bed topped with neutral linens. Floor-to-ceiling windows frame a serene ocean view. Natural light is allowed to fill the room, accentuated by light wood paneling. A bedside table features a lamp, and a comfortable chair is placed nearby.

4.88 out of 5 average rating, 176 reviews

2-Bedroom Oceanfront – Pool, Xbox, Pickleball, Gym, Wi-Fi

Wake up to panoramic ocean views at Blue Wave, a newly renovated 2BR/1.5BA oceanfront condo in the premier Golden Sands Resort! Sleeps 6 with king bed, queen bed, and queen sleeper sofa. Enjoy your private balcony, indoor & outdoor pools, private beach, fitness center, game rooms, tennis, pickleball, and seasonal tiki bar. Relax with a Smart TV + Xbox Series S with Gamepass! Steps to the beach, close to Northside Park, great restaurants, and the Ocean City Boardwalk!

5 out of 5 average rating, 59 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!

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, 108 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!

4.95 out of 5 average rating, 19 reviews

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.

Home in Berlin

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.

Popular amenities for Ocean Pines fitness-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Fitness-Friendly apartment accommodation

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.

4.93 out of 5 average rating, 14 reviews

Perfect Cozy Condo Retreat in OC

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, 150 reviews

Sea Colony Beach And Tennis Resort

Oceanfront 3 Bedroom Condo with Pools! SW#909

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, 8 reviews

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

5 out of 5 average rating, 17 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!

5 out of 5 average rating, 5 reviews

Large Oceanfront Condo w/Pool - Steps 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, 137 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, 63 reviews

SuperHost! Amazing OceanFront View with 2 Pools!

Fitness-friendly condo rentals

4.8 out of 5 average rating, 168 reviews

Stylish Beachfront Penthouse - Ocean & Bay views

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, 102 reviews

Sunset Bay Beach Condo

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, 19 reviews

9400 Building #1506| Great Location | Outdoor 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, 31 reviews

Luxury Waterfront Beach Condo @ Coconut Malorie OC

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.

4.88 out of 5 average rating, 25 reviews

The Capri

A spacious living area is highlighted by floor-to-ceiling glass doors that open to a private oceanfront balcony. Sea and beach views are visible beyond the sliding doors, complemented by a plush couch and a soft area rug. Two chairs invite relaxation on the balcony.

4.91 out of 5 average rating, 104 reviews

Direct Ocean Front 1BR Condo indoor/outdoor pools

4.84 out of 5 average rating, 186 reviews

Love Above the Waves-OceanView/Rooftop Heated Pool

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, 152 reviews

Direct Ocean Front/Gorgeous Views/Indoor Pool

Fitness-Friendly Holiday House

5 out of 5 average rating, 42 reviews

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.

Home in Ocean View

Ocean View Paradise w/Hot Tub & Free Massages!

A large, inviting pool area features clear blue water surrounded by lounge chairs and umbrellas. The pool is equipped for swimming laps, with marked lanes. A spacious building with numerous windows provides a welcoming atmosphere adjacent to the pool.

5 out of 5 average rating, 19 reviews

Dog friendly| community pool | gym| kayak| bayside

4.9 out of 5 average rating, 42 reviews

A spacious living area is depicted, featuring a large sectional sofa and two accent chairs. A coffee table sits at the center, with a modern stone fireplace adorned by a flat-screen television. Natural light enters through window panes, highlighting the plush area rug.

Home in Ocean View

Luxury Single Family, Waterfront w/Linens Included

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.

5 out of 5 average rating, 32 reviews

Bayside Family Oasis - Perfect for Large Families

4.81 out of 5 average rating, 102 reviews

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.

Home in Ocean View

Bethany Beach House, Bear Trap Dunes Golf Course!

4.83 out of 5 average rating, 6 reviews

Bayside Home w/ Pool, Golf & Beach Shuttle

4.92 out of 5 average rating, 96 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!

A spacious living area features a light-colored sectional sofa and a patterned chair arranged around a central coffee table. Large windows allow natural light to brighten the room, while a staircase leads to an upper level. Modern kitchen appliances are visible in the background.