Fitness-friendly holiday rentals in Assateague Island

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

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.

Oceanfront Studio Year round view and amenities!

Enjoy beach sunrise with coffee on balcony&wine w/ sunset on the bay. All w/out leaving the condo. Wall to wall, floor to ceiling window & balcony looking over the beach, & all the other activities. Indoor pool, sauna, gym, solarium, and game room. Summer time Tiki bar, beach volleyball,outdoor pool,private beach, pickle ball and shuffle board. HUGEcommon patio, & shops. Studio has queen murphy bed and sleeper sofa. See pics of beds open. Washer/dryer and full kitchen with dwasher in unit!

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 set the stage for a dream vacation. Celebrate your love from the 15th floor of Love Above the Waves - a romantic heaven for birthdays, anniversaries, engagements, and special escapes for two. Inside, the open layout allows the Atlantic to become the centerpiece of your stay, whether you're relaxing indoors or stepping out onto the balcony.

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.

Sunset Bay Villas 219 waterfront condo

Amazing views- Welcome Bird Watchers, Nature and Beach Lovers! Designer condo with direct views of the Intracoastal Waterway Chincoteague Channel and Wallops Long term rental from October-May with government per diem per person and special offers for long term occupancy. Max. occupancy per Chincoteague town fire code is 8. This includes adults, children (2 and older) and infants (children under two). Government ID issued required to be shown on or before check in date.

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!

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!

4bed/4.5bath Lux Farmhouse/Pool/Gym/5 min from SU

BEFORE BOOKING: Pool will be open 4/05/26 Unless PRIOR AUTHORIZATION….. NO PARTIES/NO EVENTS/NO GATHERINGS, only the amount of guests in your party are allowed on the property. Fully restored top to bottom 1920s farm house. Every bedroom has its own full bathroom Full laundry room with extra refrigerator RH furniture All bedding/towels/paper towels/toilet paper/body wash/shampoo/conditioner/spices/laundry detergent included;Total turn key

PENTHOUSE 8th Floor- Boardwalk, Pool, Sundeck

Book 4 nights, get 1 night FREE stays thru June 11. inquire before booking This is a Ocbeachfrontrentals .com premier property 24/7 SUPPORT LINEN & TOWELS PROVIDED 8TH FLOOR PENTHOUSE! This stunning top floor 3 b 2.5 ba unit is the ULTIMATE friends & family beach trip, located in a premier building in Ocean City. Enjoy the ocean breeze and stunning views from over 150 square ft of private balcony. Wake up to ocean views from every room!

Bayfront Modern Retreat • Dock, Kayaks, Views

Wake up to shimmering Chincoteague Bay views in this modern waterfront escape on Virginia’s Eastern Shore. Spend mornings on the water, afternoons by the fire pit, and evenings under glowing sunsets. Kayaks, bikes, pools, golf, pickleball, and trails are moments away, with beaches a short drive. Bring the dog, unplug, and settle in. Your coastal reset starts here.

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)