Townhome holiday rentals in Assateague Island

A collage showcases various aspects of the Serenity by The Sea listing. The top left features colorful water slides and play areas. The top right displays a vibrant sunset over ocean waves. The bottom left includes an inviting living space with a television and dining area. The bottom right presents a view of the canal from a wooden dock, with the townhome visible in the background.

4.97 out of 5 average rating, 108 reviews

3 mins to Beach/28 St boardwalk/Jolly Roger Park

Come vacation at Serenity by The Sea, a 1120 sq. ft. fully furnished 3bd/2 bath townhome 1/3 mile from the 27th Street OC boardwalk. The home accommodates 6 adults + 2 children and comes with a fully stocked kitchen. Relax in front of one of three 42-inch flat screen TVs with WiFi. Enjoy drinks on our large, furnished wooden deck overlooking the canal. Guests are invited to use our beach chairs, cooler, and umbrella. Minutes from exceptional dining at Hooked, Liquid Assets, or Bayside Skillet.

The exterior of the multi-story townhouse is presented along a serene waterway. Balconies are visible on the front, while a clear blue sky reflects onto the calm waters. Boat docks are positioned nearby, enhancing the waterfront atmosphere.

4.92 out of 5 average rating, 185 reviews

IslandCoveParadise:LuxNewlyBuilt-Brdwk pool/2CarGg

We welcome you, your family and friends to stay at our luxury, Newly Built, beautifully furnished, & decorated 3 BR 3.5 BA w/2 parking garage spaces plus free street parking, and an outdoor pool on 25th street. Relax and enjoy the AMAZING VIEW on the water front from our triple balconies, just 2 blocks (3-4 minutes walk) from the boardwalk & the beach. Steps from Jolly Rogers Amusement Park and many miniature golf courses. Within walking distance are restaurants/, shopping, & nightlife.

The living area features large sliding doors that open to a porch with stunning bay views during sunset. A neutral-colored couch and a cozy chair create a welcoming space. A wooden dining table complements the serene atmosphere, illuminated by the warm glow from the setting sun.

4.96 out of 5 average rating, 483 reviews

Edgewater Escape - Luxury Bayfront Loft with Porch

You've never seen waterfront like this. Welcome to Edgewater Escape, a luxury bayfront loft apartment that hangs entirely over the bay on 7th street in downtown Ocean City. Sit on the bay front porch or hang out inside and watch boats, dolphin, birds, and sometimes even seals swim by within feet of the porch. The loft has a roomy king sized bed and the downstairs couch pulls out into a comfy queen bed. Recently renovated, it comes fully equipped for your big trip or quiet staycation :)

The living area is characterized by a light color palette, featuring a large blue sofa and a comfortable gray couch. A textured area rug anchors the seating around a round coffee table. Natural light enters through multiple windows, enhancing the open and airy feel of the space.

4.88 out of 5 average rating, 41 reviews

Beach Paradise 214-New Townhouse with Pool, Garage

Welcome to Island Cove Townhouses! Newly built, spacious and beautifully furnished 3 bedrooms, 3.5 baths, 3 levels, luxury townhouse with garage. The community is located next to the bay in prime downtown location, 2 blocks from the beach and Ocean City's famous Boardwalk. This water front community offers not only boat docks, but also a private pier and community outdoor pool. Along with all the modern amenities, this south facing unit offers water views of BOTH the bay and the ocean.

A spacious living area features large windows showcasing a sunset over the water. A modern sectional sofa is positioned elegantly, while a coffee table adds function to the space. Natural light enhances the tranquil ambiance, inviting relaxation and enjoyment of the picturesque views.

4.84 out of 5 average rating, 68 reviews

Pineapple Bay ~ Serene & Breathtaking Sunsets

Welcome to the stylish 4BR 3.5Bath end-unit townhouse nestled in a serene neighborhood of Ocean City, MD. Escape the big-city crowds and enjoy gorgeous sunsets from the outdoor deck and balcony while still being within short distance of restaurants, shops, beaches, and numerous attractions. ✔ Close to Beach ✔ 4 Comfy BRs ✔ Open Design Living ✔ Fully Equipped Kitchen ✔ Outdoor Deck/Balcony ✔ Private Pier ✔ Game Room - Arcades/Ping Pong ✔ Fast Wi-Fi ✔ 2 to 3 Dedicated Car Parking

The image captures a beachfront townhome complex, featuring multiple balconies along a sandy shore. The building showcases a classic design with white railings and overhanging roofs, while the blue sky and distant ocean create a serene coastal backdrop.

4.88 out of 5 average rating, 24 reviews

86th Oceanfront / 4 BRs / sleeps 10

Welcome to your beachfront oasis in Ocean City! Nestled on the sandy shores, this charming 4-bedroom townhome boasts the perfect blend of classic beach vibes and modern comforts. Step inside to discover inviting old-school pine walls complemented by contemporary touches. With multiple balconies offering stunning ocean views, you'll wake up to the soothing sound of waves. Come lounge in the sun-soaked living spaces this rental provides for an unforgettable coastal retreat.

Townhouse in Fenwick Island

An aerial view captures a community of multi-story condominiums bordered by open water and marshland. The landscape features a mix of land and water, with clear skies above, showcasing the peaceful coastal environment that surrounds the property.

5 out of 5 average rating, 29 reviews

Fenwick Island Sunset Retreat

Charming Coastal Retreat with Breathtaking Open Bay Views Welcome to East of the Sunset. Located on the state boarder where Fenwick Island DE meets Ocean City MD. With 2 spacious bedrooms (king, queen, ), there's plenty of room for everyone to relax. The property offers fantastic on-site amenities, including a pool, tennis, and pickleball courts, ensuring endless fun during your stay. Close to the Beach, Restaurants, waterpark, mini-golf and everything at the beach.

4.9 out of 5 average rating, 124 reviews

A duplex with a shingled exterior is displayed, featuring a rooftop deck accessible by an exterior spiral staircase. A fenced yard is visible, along with a gravel surface below. Large glass doors lead to the lower level, enhancing connection to the outdoors.

Townhouse in Dewey Beach

McKinley Duplex

Enjoy the Ocean and Bay Views from the roof top deck of this Pet Friendly duplex located in the ocean block in the heart of Dewey Beach! Just steps to the beach with a large enclosed porch, open living area, 6 bedrooms and 3.5 baths (2 King, 1 Queens, 6 Twins and a sofa bed), ample parking and much more. Walk to all the restaurants and nightlife - take the Jolly Trolley into Rehoboth to enjoy the beach, boardwalk and some of the finest dining in the area!

5 out of 5 average rating, 43 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 spacious living area features a large sectional sofa and two armchairs, complemented by a coffee table and area rug. Natural light floods through sliding glass doors that lead to a private deck, with water views visible from the room. Decorative wall art adds a calming touch.

4.9 out of 5 average rating, 261 reviews

Bayfront Townhouse: Fishing, Sunsets & Family Fun!

Escape to this stunning, updated bayfront townhouse in midtown Ocean City! Featuring 3 bedrooms with 3 ensuite bathrooms, enjoy breathtaking sunsets from your private deck. This entertainer's dream offers a spacious open layout with a gourmet kitchen and waterfall countertops. Benefit from two assigned parking spots, fish directly off the back deck pier, a local favorite fishing spots, you'll love the waterfront access and relaxing atmosphere.

Townhouse in Chincoteague

An inviting living area is highlighted by a soft sofa and a recliner, positioned around a flat-screen television. A light blue accent wall complements the nautical-themed rug on the floor. A dining area is visible in the background, enhancing the open layout.

5 out of 5 average rating, 14 reviews

Gorgeous home on Chincoteague-Misty Mare Townhouse

Relax in the quaint fishing village with the horses that made Chincoteague Island famous, featuring a relaxing country living space with just the right touch of modern amenities. This “home away from home” also features two spacious bedrooms, two bathrooms, and an eat-in kitchen with brand-new appliances. 10 minute drive from Assateague Beach, and minutes from restaurants, boutiques, and many outdoor activities.

A spacious living area features a large sectional sofa adorned with blue accent pillows. Exposed wooden beams grace the ceiling, while a light wooden floor complements the dark furnishings. A coffee table sits centrally, and a modern kitchen can be seen in the background.