Places to stay near Assateague Island National Seashore

A cozy cottage exterior is presented with a light blue façade and a welcoming front porch. The entrance features a small overhang and steps leading to the front door, accompanied by neatly trimmed bushes and a well-maintained lawn under clear blue skies.

4.94 out of 5 average rating, 193 reviews

Maggie’s Cottage on Poplar - Our Happy Place!

Step back in time and enjoy the simplicity of this 2 bedroom, 1 bath vintage Chincoteague cottage located in the heart of town. Quaint, quiet and cozy - Maggie’s Cottage is the perfect retreat to slow down, relax, and enjoy an island get away... anytime of the year! Maggie’s Cottage is just right for a couples get away, girls trip, a solo retreat, or a small family vacation. Well stocked and comfortable- you will feel right at home. Walking distance to local dining, shopping and waterfront!🐴🦪🌅

A bright living area features light blue walls and a cozy sofa adorned with decorative pillows. A small side table sits nearby. The open kitchen, visible in the background, includes white cabinetry and a dining table that accommodates multiple guests.

4.95 out of 5 average rating, 100 reviews

Breeze on Inn

Come relax in our quiet piece of island life. 2 bedrooms (2 full beds) and a sunroom to spread out and relax (2 twin beds). Sleeps up to 6. Assateague beach, wildlife refuge is 5 miles from the house. Lots to do in season and a relaxing getaway off season. Kitchen is stocked with supplies to cook up a seafood dinner if you want a quiet night at home. Bright and cheery living area with cozy bedrooms. Spacious sunroom to relax or socialize. Deck to seat up to 5 adults, bring bug spray in season.

A charming two-story island home is nestled among tall trees, providing a natural setting. The structure features a sloped roof and a front porch with a railing. Sunlight filters through the branches, casting dappled shadows on the ground.

4.97 out of 5 average rating, 184 reviews

Charming Island Home "Sandy Pines"

Come and enjoy a nice, relaxing vacation at this charming island home. "Sandy Pines" lies just a half a block from the water and a block and a half from the bridge to Assateague (where the beach is). The downstairs features a living room and dining room, 2 bedrooms (equipped with two twin beds each), a lovely kitchen, full bathroom and screened porch. On the second level you'll find the master bedroom with a private full bathroom, movie/game/yoga room, and a 2nd fully screened porch.

4.95 out of 5 average rating, 178 reviews

Summer's Seaside Cottage | Near Ponies & Beach

Summer's Sea Shanty is a delightful Chincoteague coastal cottage that’s perfect for couples, families, or small groups of friends. We've worked hard to make this the ideal modern day beach retreat. This home boasts screened in front and back porches, a fire pit, an open/functional floor plan. We're pet and kid friendly with luxury linens and rugs and dish ware... We're proud to be the best of the best on the island. We're centrally located and minutes from Assateague National Seashore.

4.97 out of 5 average rating, 501 reviews

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.

Townhouse in Ocean City

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 :)

4.88 out of 5 average rating, 121 reviews

A two-story house with a red metal roof and gray siding is positioned prominently in the image. A welcoming porch features a blue railing, and various chairs are situated nearby. Colorful flowers line the front yard, enhancing its appeal. Soft greenery surrounds the area.

Flat in Newark

Relax at the Shorehouse

Our cozy, rustic, beachy apartment is close to all the area has to offer! We are nestled between Snow Hill and historic Berlin off Rt 113. We are about 15 min from West Ocean City and 12 miles from Assateague. Dining, shopping, and family activites are also nearby including a public boat ramp 5 min away to launch small watercraft and a playground with pavilion across the street. We recently renovated the apartment, and the decor was chosen to make guests feel at home at the Shorehouse!

A light-filled living room is presented with soft beige seating arranged around a round, patterned coffee table. A landscape artwork adorns the wall above the couch. Natural light streams through a nearby window, highlighting a plant tucked in the corner.

4.93 out of 5 average rating, 183 reviews

Adorable Beach Cottage Just Steps From Town & Bay

Escape to Wiggle Bay, a darling 1955 2 BR sunny cottage nestled in the heart of "one of the most beautiful, charming small towns in Virginia." Enjoy a bay breeze on the screened front porch--heaven! Perfectly located on a quiet street, just steps from local shops, a coffee house, and the waterfront park, where you can watch the boats, enjoy the sunset and feed the ducks. Just 2.3 mi to Assateague Seashore/Chincoteague Refuge. Ideal for a peaceful and convenient getaway!

4.98 out of 5 average rating, 115 reviews

A modern barn-style exterior is shown with a soft twilight glow. Inside, a cozy loft bedroom features a spacious bed adorned with decorative pillows. A bright dining area is visible, highlighting wooden accents and seating. Two playful goats are seen exploring their cozy enclosure.

Loft in Pocomoke City

Cozy Barn Loft: Country Views & Central to Beaches

Relax and recharge as you soak in the country views while enjoying this cozy space. A private entrance leads upstairs to the loft, located above our renovated barn. Enjoy your days at the beach, boating, fishing, birding, and more. Return home to be greeted by goats as you pull in the drive. Coffee, tea, and farm fresh eggs will be waiting for your arrival. Centrally located between the beaches of Chincoteague, Va and Ocean City, MD. Beach gear provided as well.

4.87 out of 5 average rating, 157 reviews

A spacious houseboat is docked securely along the water's edge, featuring large windows and a deck area. The surroundings include trees and a sandy space, creating a coastal atmosphere. The sky displays soft clouds illuminated by the setting sun.

Houseboat in Snow Hill

"Jolly"- Houseboat Getaway

#BoatLife! Jolly is a 42ft Holiday Mansion. Baywater Landing offers a laid back, coastal style. It buzzes with watermen & boaters by day & is a peaceful stargazing hotspot by night. She features a master suite & 3 outside deck areas to enjoy! Just 35 minutes from Ocean City, Assateague Island, and Chincoteague Island, this is the epicenter of everything coastal! A firepit in the sand just outside your door round out everything you'll need for a stress-free vacation.

4.81 out of 5 average rating, 113 reviews

A serene view of Sinepuxent Bay stretches across the horizon, showcasing expansive grasslands and soft green vegetation. The sky transitions to warm hues of sunset, creating a calming atmosphere. A glimpse of the fishing pier is visible in the distance, enhancing the waterfront scenery.

Home in Berlin

Mosaic Life Escapes -Bayfront Million Dollar Views

At Mosaic Life Escapes the BAYFRONT is our back yard! Safe gated community home. Water access for paddle boards & kayaks. Community fishing/crabbing pier 2 pools 3 ponds arcade room, playgrounds, paddle boats. 2 bd home w/a million dollar view. Minutes from Ocean City, Assateague Island & Casino. WiFi + 3 smart TVs We have implemented additional sanitizing procedures between guest stays to ensure a clean house! Perfect for a family or romantic get away!

5 out of 5 average rating, 104 reviews

A wooden dock extends over calm water, surrounded by tall trees. A pair of Adirondack chairs provide a peaceful spot to enjoy morning sunlight filtering through leaves, creating a serene atmosphere perfect for relaxation.

Home in Newark

Secluded Waterfront 15mi to Beach•Kayaks•Fast WiFi

Casa Blue Heron is a 2,254 ft² (209 m²) custom home offering stunning water views, a firepit, and serene seclusion at our 3-bedroom waterfront sanctuary by Chincoteague Bay and near Assateague, Berlin, Ocean City, Snow Hill and much more. ★ "A private and tranquil setting where it is impossible not to relax and appreciate nature... Wish I had booked an extra day!" Add us to your wish list by clicking the❤️in the upper-right corner.

4.84 out of 5 average rating, 197 reviews

A cozy seating area features a light-colored couch adorned with decorative pillows. A woven coffee table rests on a natural fiber rug, while a window nook is lined with plants, allowing natural light to brighten the space. Wooden accents add a warm touch.

Tiny home in Salisbury

Cattail's Branch

Enjoy the lovely setting of this romantic spot in nature. Tiny house sits on Widow Hawkins Branch Creek and backs up to Johnson Wildlife Mtg Area. Great for bird watchers and nature lovers. Enjoy sitting by the fire pit or relaxing on spacious deck overlooking creek. Quiet and peaceful. Fully equipped kitchen, Queen bed, bathroom, pull out queen sofa bed with privacy wall to make 2rd bedroom. Close to beaches and town.

Popular amenities for holiday rentals near Assateague Island National Seashore

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Apartment rentals with wifi

The kitchen area features modern appliances and sleek cabinetry with a butcher block countertop. Two bar stools are positioned at the counter, creating a casual dining space. A cozy seating arrangement is nearby, complemented by a small table lamp and decorative elements.

4.89 out of 5 average rating, 102 reviews

Cozy beach side condo

A tranquil evening scene showcases a bright moon illuminating the ocean horizon, framed by the beige-colored buildings. Palm trees are visible in the foreground, and a faint path leads toward the beach. The bluish sky hints at twilight, enhancing the serene atmosphere.

4.94 out of 5 average rating, 161 reviews

Beach Baby Ocean Block Studio-Mid Town-All U Need

A vibrant neon sign reading 'Sea Glass Sunrise' is framed by lush green foliage, set against a backdrop of a serene beach at dawn. The soft pastel colors of the sky create a peaceful atmosphere, enhancing the welcoming ambiance of the space.

4.99 out of 5 average rating, 122 reviews

Gorgeous New Beachfront! King Bed, Direct Sea View

An oversized balcony features comfortable seating with deep blue cushions. A glass-top table sits between the chairs. Below, the water view showcases boat traffic, while string lights add a gentle ambiance. The surrounding area includes other residential units and docks.

4.88 out of 5 average rating, 255 reviews

Bayside Retreat in the Heart of Ocean City!

An open-concept living area showcases a spacious sofa arranged around a light-colored coffee table, accented with decorative shells. A dining area with white bar stools and a fully equipped kitchen are visible in the background, along with coastal-themed decor and soft natural light.

4.98 out of 5 average rating, 107 reviews

Oceanside Charm, desirable midtown Ocean City, MD

A private balcony features a high table with two chairs, providing an unobstructed view of the ocean and beach below. The scene is enhanced by the bright blue sky and gentle waves, creating an inviting spot for enjoying morning coffee.

4.99 out of 5 average rating, 151 reviews

Beautiful Renovated Ocean Front Condo 1b/1.5ba

4.97 out of 5 average rating, 206 reviews

A serene waterfront scene is captured at sunset, with vibrant colors reflected in the calm water. A charming building with large windows is illuminated, surrounded by lush trees, and boats are docked along the waterfront, creating a peaceful atmosphere.

Apartment in Ocean Pines

Ocean Pines marina view condo

The living room showcases a comfortable sofa facing a large television. A round coffee table sits in front, and a ceiling fan provides gentle airflow. Sliding glass doors open to a scenic waterfront view, allowing natural light to fill the space.

4.98 out of 5 average rating, 126 reviews

The Hideaway By The Bay OCMD

Family-friendly house rentals

5 out of 5 average rating, 34 reviews

The ranch-style house is situated on a spacious green lawn, surrounded by trees. Soft outdoor lighting highlights the front of the home as dusk approaches. A secondary building is visible to the right, with a clear area for parking and landscaping enhancing the natural setting.

Home in Snow Hill

The Puskar’s Landing

4.99 out of 5 average rating, 136 reviews

A charming house with large windows is situated by the water, framed by lush greenery. A wooden dock leads from the house to the water's edge, surrounded by tall grass. Soft evening light highlights the structure, creating a serene ambiance.

Home in Ocean Pines

Charming Waterfront Cottage w/2 King Suites + Dock

4.83 out of 5 average rating, 157 reviews

A tranquil pond is framed by natural stone, featuring a gentle waterfall surrounded by lush greenery. Bright flowering plants and a manicured lawn lead to a serene outdoor seating area overlooking the water, offering a peaceful retreat in nature.

Home in Salisbury

Highbanks House

4.99 out of 5 average rating, 141 reviews

The exterior of the home is showcased with a well-maintained lawn, framed by flowering shrubs. A welcoming front porch is visible, featuring two wooden benches. The entrance is highlighted by a maroon door, accompanied by classic shutters on the windows.

Home in Parsonsburg

Charming Home in a Neighborhood

4.81 out of 5 average rating, 212 reviews

The inviting living area features a cozy couch and an armchair, adorned with decorative pillows. Bright blue walls complement the light streaming through multiple windows with white blinds. A coffee table with a boat decor piece rests on a patterned rug that evokes a beach theme.

Home in Berlin

Bayside community for OCMD trip great rates

A spacious family room showcases a large sectional couch in a neutral tone, complemented by decorative pillows. A TV is mounted on the wall above a modern fireplace, with natural light filtering through the window blinds.

4.9 out of 5 average rating, 115 reviews

Chincoteague Island Creekside Cottage

The kitchen features white cabinetry with a modern backsplash of varying blue tiles. Stainless steel appliances, including a stove and dishwasher, are present. Natural light enters through a window, illuminating the space. Decorative accents are arranged on open shelves, enhancing the kitchen's functionality.

4.95 out of 5 average rating, 391 reviews

Tranquil Shores - Nature Inspired Relaxation!

4.88 out of 5 average rating, 184 reviews

A quaint house exterior features a gravel pathway leading to a covered porch. A wooden fence encloses a landscaped area with bushes and flowers. Two chairs are positioned on the porch, and a grill can be seen nearby, providing opportunities for outdoor relaxation.

Home in Parsonsburg

Forest Grove Retreat

Apartment rentals with air conditioning

4.91 out of 5 average rating, 121 reviews

A cozy living area features a dark gray sofa positioned near a small dining table set for four. Sunlight filters through two large windows adorned with blinds, illuminating the light-toned flooring. A potted plant adds a touch of greenery to the space.

Flat in Berlin

Downtown Main Street Berlin Apartment

A private entrance is shown, leading to a small patio area with two chairs and a circular table. A welcome mat with the word 'vibes' is displayed at the door. A hammock is visible in the background, and shrubbery lines the path.

4.91 out of 5 average rating, 471 reviews

Private suite .5 mile from beach/no shared spaces

A spacious living area features light hardwood floors and natural light from large windows. A dining table with wooden chairs is positioned adjacent to a laundry area with stacked appliances. A gray couch and a tall plant enhance the inviting ambiance.

4.98 out of 5 average rating, 122 reviews

Boutique Style 2 Bedroom Apartment w/pool

A bright living area showcases a large television mounted on a light-colored wall. A beige couch and cushions provide seating around a rectangular coffee table, which is adorned with decorative items. Floor-to-ceiling sliding glass doors offer unobstructed views of the ocean.

5 out of 5 average rating, 101 reviews

Stunning 3 Beds/2BA, Ocean Beachfront Condo

4.96 out of 5 average rating, 260 reviews

The exterior of a brick building displaying the 'fathom.' sign is shown, surrounded by vibrant storefronts. An interior view reveals a spacious living area with a sectional sofa and coffee table. A well-equipped kitchen with modern appliances is visible, alongside a bright bedroom featuring a neatly made Queen bed.

Flat in Berlin

Lovely 2 bedroom overlooking Main St.

4.96 out of 5 average rating, 105 reviews

A spacious retreat is set on a grassy expanse, surrounded by tall trees. The brick building, with a light-colored façade, features multiple windows and a sloped roof. A gravel driveway leads to the entrance, while a small brick pillar stands at the edge of the property.

Flat in Pocomoke City

Pansy’s Retreat

The open concept living area combines a kitchen, dining space, and lounging area, featuring light-toned cabinetry and modern appliances. A round dining table with two stools is positioned near a window, while a cozy couch and media console are arranged for comfort and convenience.

4.9 out of 5 average rating, 105 reviews

Bright and Airy Oceanside Condo

A balcony view reveals a vast ocean stretching toward the horizon, with golden sands lining the shore. Below, the sea meets a bustling beach town, with rows of buildings and palm trees lining the streets. A comfortable, dark wooden chair is positioned on the balcony.

4.95 out of 5 average rating, 197 reviews

Everything Under The Sun-Gorgeous Ocean&Bay Views!

Other great holiday rentals near Assateague Island National Seashore

Guest house in Ocean City

A cozy cottage guesthouse is surrounded by trees, featuring a welcoming entrance with a wooden door. Large windows with grid patterns allow natural light to illuminate the exterior, and a small stone pathway leads to the door, framed by a landscaped yard.

4.94 out of 5 average rating, 302 reviews

Cozy Private Cottage Near The Beach

Adirondack chairs are arranged in a semicircle facing a stunning sunset over Chincoteague Bay. The sky reflects hues of orange and pink, while the calm waters mirror the colors above. A firepit is positioned nearby, surrounded by tall grasses.

4.96 out of 5 average rating, 157 reviews

Waterfront-CI Bay sunsets-Amazing views

A spacious living area features a large sectional couch and a coffee table, surrounded by wooden flooring. A world map adorns the wall, and natural light streams in through the windows. The open layout flows into a dining area visible in the background.

5 out of 5 average rating, 38 reviews

Magnolia House ~Linens Included~

4.99 out of 5 average rating, 224 reviews

A spacious guest suite features a plush Queen bed with decorative pillows, a soft gray blanket, and a ceiling fan. Comfortable seating includes a yellow armchair and a light gray loveseat. A large TV is mounted on the wall, and a water cooler is positioned nearby.

Guest suite in Berlin

Berlin/Ocean City Suite- Relax/Refresh near beach!

4.95 out of 5 average rating, 40 reviews

A modern bedroom features a spacious bed with layered bedding and decorative pillows. A leather sofa sits opposite a mounted television. Large windows allow natural light to fill the room, highlighting the exposed brick wall and wood flooring.

Flat in Snow Hill

The Top of Downtown Snow Hill

4.98 out of 5 average rating, 44 reviews

Waterfowl Watch Chincoteague Island Includes Bikes

Guest house in Chincoteague

The exterior of a cozy cottage is shown, featuring a wooden porch with a bench and an outdoor shower. Greenery surrounds the area, and a potted plant sits near the entrance. A stone path leads to the main door, inviting guests into the space.

4.96 out of 5 average rating, 114 reviews

Cozy Beach Cottage

A charming coastal home features a light blue front door and large windows adorned with greenery. Stone accents and a gabled roof complement the inviting appearance. A well-maintained lawn with potted plants and garden decorations surrounds the house, enhancing its welcoming atmosphere.