Townhouse 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, 126 reviews

3 min OC Boardwalk, Jolly Rogers Park, Sleeps 8

Unwind in our cozy 3bd/2 bath, canal-front, coastal retreat, 1/3 mile from the 27 St OC boardwalk. Fully-furnished, our townhome accommodates 6 adults and 2 children, includes linens & towels, and comes with a fully stocked kitchen. Relax with WiFi and 3 x 42-in. flat screen TVs. Enjoy morning coffee and sunset drinks on our furnished deck by the canal. Guests have access to 8 beach chairs, a cooler, and 1 umbrella. Minutes from local favorites like Hooked, Liquid Assets, and Bayside Skillet.

ValueFamilyBeach

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.

4.91 out of 5 average rating, 211 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.

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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.

4.97 out of 5 average rating, 538 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 :)

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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

4.87 out of 5 average rating, 109 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.

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Superhost

A bright living room features a large sectional sofa and a decorative round coffee table on a colorful area rug. Natural light enters through a window adorned with light curtains, and a ceiling fan circulates air. A television setup is positioned on a media cabinet.

4.86 out of 5 average rating, 120 reviews

DownByTheBay 214-Sleeps 15/Downtown/Boardwalk/Pool

Come and enjoy this oasis, accommodates 15, this 3 BR 3.5 BA home is in the heart of Ocean City MD, minutes from the beach & located steps away from Ocean City most popular attraction, The BOARDWALK. There is everything you will need for a large group to retreat (fully equipped kitchen), 2 large balconies, 2 car parking plus community & street parking, outdoor pool *This property DOES NOT provide linens/towels* ***Please FIND us @ Down by the Bay OCMD For current Promotion**

ValueFamilyHeating

A bright living room features a comfortable light-colored sofa and armchair. Natural light fills the space through sliding glass doors that open to a balcony. A flat-screen television is positioned on a wooden console, with decor such as a lamp and a woven basket adding charm.

4.94 out of 5 average rating, 297 reviews

Awesome 28th Street Beach Block Location!

Oceanside Townhouse on 28th Street less than 100 steps from beach with upgraded main level bathroom, kitchen, flooring, appliances, granite counters. Private driveway - ocean views from 2 balconies! Fantastic location, 1 block from boardwalk, restaurants, Jolly Roger, Mini Golf & water park. The house feels like home with full kitchen & laundry room. Space for a large group to be comfortable. Linens (sheets & bath towels) included. Responsible person must be at least 21.

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4.91 out of 5 average rating, 139 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!

FamilyLocationPets

5.0 out of 5 average rating, 63 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!

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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.

4.91 out of 5 average rating, 294 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.

LocationFamilyBeach

A spacious living area is highlighted by a large sectional couch adorned with decorative pillows. A coffee table with smooth stones is present, and a high-definition television is mounted on the wall. Floor-to-ceiling sliding doors open to a stunning waterfront view.

4.92 out of 5 average rating, 59 reviews

Ocean 14 - Amazing Waterfront Views & Beach Access

Waterfront Beach Home with large deck with amazing view of the Assawoman Bay and walking distance to the Ocean/Beach, Fagers Island Restaurant & Bar. Linens and towels included. Watch sunsets on community gazebo and dock. Boards games, cards, sunbathing on outdoor couch, Large Yeti Cooler on deck. Chef kitchen. 2 kayaks and 2 SUPs 8 Public lighted Tennis courts (free when pro shop is closed) High Def, Smart TVs High speed internet

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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.

5.0 out of 5 average rating, 30 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.

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