Fitness-friendly holiday rentals in Worcester County

4.91 out of 5 average rating, 46 reviews

OCMD family vacation rental 2BR, 2BA, Pool.

Top floor end unit with large (private) wrap around balcony giving views of the ocean and bay! (54th street Bayside, 1 block from the beach). This 2 bedroom/2 bath is nicely furnished and can accommodate 8 guests. The kitchen is fully equipped with full sized fridge, microwave, dishwasher, washer/dryer, whirlpool tub, central A/C, cable and wifi. Location is perfect for walking to restaurants, miniature golf, shops and nightlife. Rental includes: pool/Hot tub, fitness center,two parking spots.

5 out of 5 average rating, 6 reviews

Home in Berlin

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, 7 reviews

Home in Berlin

Townhome in West OC with Lots of Amenities

This 4 Bedroom, 3.5 Bathroom townhome sleeps 8 and is located in Landings at Bayside in West OC. You’ll find this to be the perfect location in-between Ocean City, MD and Assateague Island. The community features an indoor/outdoor pool, Clubhouse with a fitness and game room, tennis & basketball courts, a kayak launch and fishing pier. It’s a short drive to the town of Berlin, voted “Coolest Small Town in America,” with restaurants, breweries. boutiques, ice cream and coffee shops & more!

4.95 out of 5 average rating, 19 reviews

Home in Selbyville

The Villa at Bayside Resort

Introducing a stunning, professionally decorated vacation rental property nestled in the heart of the prestigious Bayside Resort. Property Features: 4 beautifully-appointed bedrooms, 3.5 baths A spacious loft A sun-soaked living area Sun room, An elegant dining room, perfect for memorable family meals A scenic patio off of a wooded lot, offering a serene outdoor retreat. Bayside Amenities: Golf course 4 pools Fitness center Tennis courts Playground Kayaking Trails Concert Venue

4.89 out of 5 average rating, 75 reviews

Updated Mid- Town Condo at Ocean City Beach!

Choose your own adventure at this updated bayside space. Short walk to multiple restaurants, mini golf, stores and of course the beach! This comes with 2 free parking spots, pool/hot tub access (for the building) fitness room and a bay view from the balcony. We have a cleaning service between guests to ensure things will be fresh and tidy! We've provided some welcome kit items listed below so you don't have to bring much as well as appliances for your every need. 4 time Superhost!

4.95 out of 5 average rating, 135 reviews

OceanfrontStudio-Slps4-Pool-Pickleball-HBOMax-Dis+

Absolutely stunning studio condo in the iconic Golden Sands! Private balcony offers amazing direct ocean views, and overlooks the building's sun deck. Updated kitchen with stainless steel appliances. Murphy bed & sofa bed allows the unit to sleep 4 comfortably. Includes HBOMAX, Disney+, and electric fireplace. Stylish bathroom with toilet and shower conveniently separated from sink. Building offers restaurants, pools, game rooms, and more! Golden Sands has a $75 registration fee.

4.96 out of 5 average rating, 270 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.

4.96 out of 5 average rating, 187 reviews

Apartment in Ocean City

Everything Under The Sun-Gorgeous Ocean&Bay Views!

NEWLY and 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.

4.9 out of 5 average rating, 49 reviews

Home in Ocean City

Beachy Sunset Island Townhouse!

Located in the heart of Sunset Island, this 4 bed/4.5 bath townhouse is steps away from the clubhouse and bay. Beautifully decorated and suitable for families, this home even includes baby gear and a crib so you don't have to bring anything with you. Relax on Sunset Island's private beaches and never leave the community. Everything is available at your fingertips for an unforgettable stay. With 2,400 square feet of living space, there is room for everyone!

Superhost

Townhouse in Ocean City

4.86 out of 5 average rating, 7 reviews

The Harbor House-Bayside-Pool-2 Blocks from Beach

Welcome to the Harbor House, a serene retreat on stunning Sunset Island, just two blocks from the beach with breathtaking Bay views. This spacious townhome sleeps 12 guests with five bedrooms and four bathrooms. Located near bike trails, cafes, and pristine beaches, it’s perfect for relaxation or adventure. The peaceful surroundings, proximity to local attractions, and vibrant community make it the ideal getaway for groups and families!

Superhost

4.69 out of 5 average rating, 29 reviews

OC's Only Private Resort

Centrally located in Ocean City’s exclusive Sunset Island. Walking distance to a private beach, a zero-entry pool, kiddie pool, pool bar, restaurant/grille, sauna, fitness center, private crabbing/fishing pier, interactive water fountains, and surrounded by a mile-long biking/walking path. Only 1 block from the ocean! Come, relax, and unwind, in this private little beach town!