
Places to stay near Assateague Beach
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Top-rated vacation rentals near Assateague Beach
Guests agree: these stays are highly rated for location, cleanliness, and more.
Popular amenities for vacation rentals near Assateague Beach
Condo rentals with wifi

Dewey Beach Condo 2BR+sofa bed. Walk to the beach!

Oceanfront Family Oasis: Pool, Beach & Parking!

Oceanfront 2BR Condo w/ Balcony & Pool

Oceanfront 2 Bedroom-Sleeps 6-Indoor/Outdoor Pool

Beautiful Renovated Ocean Front Condo 1b/1.5ba

Ocean Pines Getaway

Luxury Oceanfront Escape!

Caramar Couples Retreat
Family-friendly house rentals

The Neigh-Neigh - Close to Everything!

Soul Oasis - home on the Chesapeake Bay

Tiny House at Good Earth, near Bethany Beach

Peace Point - Waterfront, Secluded, Home w/hot tub

Mad Men Beach House*DogFriendly*7 Min Walk 2 Sea*OUTDOOR MOVIE EXPERIENCE*Private Dock*WORK SPACE*New CRIB

On a Whim, a family retreat!

1891 Coastal Charmer: fully renovated farmhouse

ON THE BEACH. PET-FRIENDLY. LINENS INCLUDED.
Apartment rentals with air conditioning

The Fish House

“Little City by The Sea”

Private suite .5 mile from beach/no shared spaces

Newly Constructed 2nd-Story Studio Apartment

Beach Highway Hobby Farm

The Artist’s Barn Studio

Sandy Blessings

Private Entrance Apartment on the Chesapeake
Other great vacation rentals near Assateague Beach

Maggie’s Cottage on Poplar - Our Happy Place!

Peaceful Haven: nature, pool & charming town

The Laughing King Retreat Honeymoon Island Cottage

"3 Sisters" Ivy's Cottage-Lovely downtown cottage

Pony Pines!Your Waterfront Getaway Cottage Awaits!

Once Upon A Tide

Dinna Fash-3 BR Waterfront Log Cabin

Eastern Shore Romantic Waterfront Getaway Upscale
Destinations to explore
- Chesapeake Bay
- Ocean City Beach
- Assateague Island National Seashore
- Ocean City Boardwalk
- Jolly Roger Amusement Park
- Bear Trap Dunes
- Northside Park
- Bayside Resort Golf Club
- Assateague State Park
- Jolly Roger at the Pier
- Plantation Lakes Golf and Country Club
- Fenwick Island State Park Beach
- Splash Mountain Water Park
- Wallops Beach
- Cripple Creek Golf and Country Club
- Ocean Pines Golf Club
- Guard Shore
- Holts Landing State Park
- 6 Mile Beach
- Trimper Rides of Ocean City
- The Links at Lighthouse Sound
- Lost Treasure Golf
- Cedar Island Beach
- Gargathy Beach