Fitness-friendly vacation rentals in Assateague Island

4.96 out of 5 average rating, 27 reviews

An aerial view of a well-appointed beach club showcases a spacious outdoor pool surrounded by lounge chairs and umbrellas. A tennis and pickleball court is visible, along with a serene pond nearby. The surrounding landscape features neatly arranged homes and lush greenery.

Townhouse in Ocean View

OceanViewBeachClub-minutes from Bethany Beach/Golf

Enjoy this spacious, 3br 2ba 1,300 sq ft NEW condo with 12ft ceilings 1.5 miles to Bethany Beach, a 5 min drive or a 10 min bike ride. Minutes from Bear Trap Dunes Golf Course and boardwalk This condo is part of the highly sought after Ocean View Beach Club, the first new construction beach club in Ocean View as you drive from Bethany beach. OVBC offers an amazing large outdoor pool- great for kids! Plus sauna, steam room, fitness center, billiards, basketball/pickleball court and more

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, 120 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.

4.92 out of 5 average rating, 26 reviews

A modern two-story home is portrayed, featuring a well-maintained front yard with lush green grass. An advanced golf simulator is set up outside, showcasing a virtual golf course on a large screen, with a golf club placed in front, inviting leisurely play.

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!

4.93 out of 5 average rating, 84 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, >3 guests may apply.

Superhost

Home in Ocean City

4.7 out of 5 average rating, 23 reviews

Reel Nauti - Luxury Stay

Welcome to beautiful Ocean Village in Ocean City - a Vacation Paradise! These gorgeous condominiums sit directly on a lake with stunning views of the fountains. Lounge by the lakefront Pool and watch Herons and Egrets frolic over the water. Villa #4 - fondly known as ‘Reel Nauti’ offers the Luxury you want, the Amenities you need, all at a family-friendly price. Perfectly situated for access to all the area has to offer, without the high prices, noise, and crowding of the direct beach stays.

Townhouse in Bethany Beach

A serene lake view features gentle fountains spraying water, surrounded by well-maintained greenery. Various residential buildings with sloped roofs stand along the water's edge, framed by lush trees and a clear blue sky.

4.92 out of 5 average rating, 113 reviews

Lakefront slps 6; beach, pools, tennis, gym, view!

Lake front in Sea Colony Resort! Walk to beach, pools, tennis/pickleball, putting green, bocce, shuffleboard, fishing ponds, fitness center & more! 24/7 security. Completely renovated. Well equipped kitchen opens to bright living/dining area with seating for 6. AC, charcoal grill, washer/dryer, wifi, 3 flat screen TV's & 3 queen beds. Beach tram & pool across street. Large deck with view of lake. NOTE: fireplace is unsafe and CANNOT be used! Professionally cleaned between guests.

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!

4.91 out of 5 average rating, 101 reviews

A serene canal view captures waterfront homes reflecting in calm waters at sunset. Docked boats and lush trees frame the scene, showcasing the tranquil atmosphere of the eastern shore. The clear sky hints at the day's end, lending a peaceful ambiance to the surroundings.

Home in Greenbackville

Stunning waterfront panoramic view getaway house

Welcome to this thoughtfully remodeled waterfront property on the beautiful eastern shore of Virginia. Immerse yourself in jaw-dropping panoramic canal views of the Chincoteague Bay. Secluded escape for the nature enthusiast, balanced with country club amenities. Pools, boating and a golf course are within walking distance. Outdoor adventures and pristine beaches are just a short drive away! This property was designed to gather, recharge, explore, love, work remotely and inspire.

4.84 out of 5 average rating, 216 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.

Superhost

A warmly colored wooden home is surrounded by lush greenery, with large windows allowing natural light to enter. A small deck leads to the front door, and a charcoal grill sits on a stone patio. The tranquil setting is complemented by trees providing shade.

Home in Ocean Pines

4.57 out of 5 average rating, 14 reviews

Ocean Pines 3BR 2BA Entire House w/ outdoor oasis

Northside Ocean Pines entire home conveniently located within walking distance to 14 acre Bainbridge Park! The spacious kitchen / dining area contains a breakfast bar and pantry. PLUS another family/sunroom in the rear with more skylights and vaulted ceiling! All bedrooms have ceiling fans, and both bathrooms contain tub/showers. The large paved driveway can easily park 4 cars. Enjoy all of the amenities Ocean Pines has to offer with 5 pools, golf & more! Pet Friendly

Superhost

4.84 out of 5 average rating, 176 reviews

Love Above the Waves-Best Ocean View & Heated Pool

🥂 Complimentary champagne, oceanfront sunrises, breathtaking views, and warm swims in the heated pool—your romantic escape is ready. Whether you're celebrating a birthday, anniversary, engagement, or simply falling in love all over again, Love Above the Waves is more than a stay—it's a shared experience, both intimate and enduring. Let the ocean be your witness, the champagne your spark, and the sunrise your reminder: some escapes are meant to be unforgettable.

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.