Fitness-friendly holiday rentals in Ocean Pines

Find and book unique fitness-friendly accommodation on Airbnb

Top-rated fitness-friendly rentals in Ocean Pines

Guests agree: These fitness-friendly rentals are highly rated for location, cleanliness and more.

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Guest favourite

Farm stay in Berlin

4.9 out of 5 average rating, 21 reviews

Lux Estate Near Beach w. Pool-GameRoom-Gym-Firepit

Escape to Brooklyn Meadows, a stunning 8-bedroom, 8,000+ sq. ft estate located on a sprawling 40-acre horse farm 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!

Superhost

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

4.83 out of 5 average rating, 40 reviews

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

Superhost

Home in Ocean City

5 out of 5 average rating, 4 reviews

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.

Top Guest favourite

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

5 out of 5 average rating, 33 reviews

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

4.88 out of 5 average rating, 106 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.

Guest favourite

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.

Condo in Ocean City

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

Guest favourite

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.

Condo in Ocean City

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.

Superhost

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

4.77 out of 5 average rating, 53 reviews

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.

Guest favourite

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.

Condo in Ocean City

4.88 out of 5 average rating, 179 reviews

2 BdrmOceanfront-Pool, Xbox, Pickleball, Gym, WiFi

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!

Guest favourite

A bright living area features a large sectional sofa and a coffee table with decorative items. A flat-screen television is mounted on the wall, while a wall art piece depicting a beach scene adds color. Sliding glass doors invite natural light and overlook the porch.

Home in Berlin

4.86 out of 5 average rating, 14 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!

Top Guest favourite

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

5 out of 5 average rating, 59 reviews

‘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!

Guest favourite

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

4.95 out of 5 average rating, 21 reviews

Serene Family Getaway | OC & Assateague Adventures

Coastal fun awaits! This 4BR, 2 full 2 half bathroom 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.