
Places to stay near Assateague Island National Seashore
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Top-rated holiday rentals near Assateague Island National Seashore
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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!🐴🦪🌅

Pearl in the Pines: bikes, kayaks, EV charger
Nestled in the shade of tall pine trees in the private community of Oyster Bay, "Pearl in the Pines" is a charming coastal retreat equipped to meet any need. This bright and beachy 3-bedroom, 2-bathroom home accommodates up to 6 guests and is pet-friendly, making it an ideal space to vacation with your entire family. The spacious screened porch offers the perfect perch to savor your morning coffee with the sunrise or relax with friends and family while enjoying fresh, locally sourced seafood.

Private cottage and gardens/comfortable queen bed.
Private cottage and gardens, comfortable Queen bed, full bath and kitchenette, within walking distance to historic Snow Hill. 30 min. drive to Ocean city and Assateague Island National park. This cottage was once a old school woodworking shop which is now on display at the old iron furnace town museum nearby. This beautiful three hundred year old town sits on the beautiful Pocomoke river with canoe, kayak, and bike rentals. Museums, art galleries, speciality shops, food and entertainment.

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 :)

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!

Waterfront Beach Home in the Ocean City, MD Area
There is room for 8 adults (plus 2 kids). Located in the premiere seaside community in the Ocean City area, Ocean Pines, this wonderful waterfront home provides amazing views both day and night. The open floor plan provides guests with lots of room to socialize and bond, but also has secluded bedrooms that provides needed privacy. The outdoor living area is to die for. Sit back and watch the sun set over the canal while you catch up with friends or loved one. Use our bikes!

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!

"Jolly"- Houseboat Getaway
"Tiny house on the water"! Jolly is a 42ft Holiday Mansion. Baywater Landing buzzes with watermen & boaters by day & is a peaceful stargazing hotspot by night. She features a master suite & deck areas to enjoy! 35 mins from Ocean City & Assateague Island. 45 mins from Chincoteague Island. Jolly remains docked, but guests have access to kayaks and paddle boards at no additional charge. Baywater Landing is secluded- some even say "boring"- but we think that's the whole point!

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.

Secluded Waterfront · Kayaks, Firepit, Beach 15mi
Casa Blue Heron is a 2,254 ft² (209 m²) custom waterfront home with a private dock, firepit, and water views throughout - nestled on a tidal inlet connected to 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.

Baywatch Upper-Waterfront & Roaming Ponies!
Beautiful space in and out! Vacation efficiency, situated right on the bay with views of Assateague across the way, Chincoteague ponies are on premises. Coastal charm at its finest, there are 2 queen bedrooms and livingroom/breakfast room, all with a view. No full kitchen. Microwave, toaster, small fridge, stocked Keurig coffee and tea station and shared outdoor cooking area, sink and bbq grill.

Bayfront Modern Retreat • Dock, Kayaks, Views
Wake up to shimmering Chincoteague Bay views in this modern waterfront escape on Virginia’s Eastern Shore. Spend mornings on the water, afternoons by the fire pit, and evenings under glowing sunsets. Kayaks, bikes, pools, golf, pickleball, and trails are moments away, with beaches a short drive. Bring the dog, unplug, and settle in. Your coastal reset starts here.
Popular amenities for holiday rentals near Assateague Island National Seashore
Apartment rentals with wifi

Boutique Moments OC • Pool • Walk to Boardwalk

Stylish Apartment Steps From the Beach

Gorgeous Beachfront! King Bed, Direct Ocean View!

Oceanside Charm, desirable midtown Ocean City, MD

Oceanfront 2 Bedroom-Sleeps 6-Indoor/Outdoor Pool

The Hideaway By The Bay OCMD

Ocean Pines Yacht Club Condo Waterview

Direct Oceanfront with a View and Amenities Galore
Family-friendly house rentals

The Puskar’s Landing

Central Haven with Great Fenced Yard

Bayside community for OCMD trip great rates

Chincoteague Island Creekside Cottage

One of a kind waterfront home with private dock

Mosaic Life Escapes -Bayfront Million Dollar Views

Sweet Retreat

Shire Retreat - Berlin, Assateague, Ocean City
Apartment rentals with air conditioning

Downtown Main Street Berlin Apartment

Central AC, Luxury Bathrooms, 4 blocks to Beach!

Private suite .5 mile from beach/no shared spaces

The Top of Downtown Snow Hill

Historic On Main Street Apartment (B) Berlin, MD

Stunning 3 Beds/2BA, Ocean Beachfront Condo

Farm View Suite

Lovely 2 bedroom overlooking Main St.
Other great holiday rentals near Assateague Island National Seashore

Waterfront-CI Bay sunsets-Amazing views

Magnolia House ~Available this weekend~

Cattail's Branch

The Boathouse: Charming & Historic Waterfront Stay

Private Home in Quiet Beach Country setting

cozy sunset cottage

A Cabin with History

Holiday Cottages -"Sea Star"~POOL~3 mi. to Beach
Destinations to explore
- Rentals with outdoor seating Assateague Island National Seashore
- Family-friendly rentals Assateague Island National Seashore
- Pet-friendly rentals Assateague Island National Seashore
- Rentals with a kayak Assateague Island National Seashore
- Rentals with a washing machine and dryer Assateague Island National Seashore
- Rentals with a firepit Assateague Island National Seashore
- Rentals with a patio Assateague Island National Seashore
- Rentals with pools Assateague Island National Seashore
- Waterfront rentals Assateague Island National Seashore
- Rentals with a fireplace Assateague Island National Seashore
- Rentals with beach access Assateague Island National Seashore
- House rentals Assateague Island National Seashore
- Ocean City Beach
- Ocean City Boardwalk
- Ocean City Boardwalk
- Chincoteague Island
- Rehoboth Beach
- Northside Park
- Assateague State Park
- Jolly Roger Amusement Park
- Delaware Seashore State Park
- Cape Henlopen State Park
- Bethany Beach Boardwalk
- Fenwick Island State Park Beach
- Ocean Pines Golf Club
- Dewey Beach Access
- Roland E Powell Convention Center
- Lewes Public Beach
- Funland
- Old Pro Golf
- Trimper Rides of Ocean City
- Gordons Pond State Park Area
- Salisbury Zoo
- Midway Speedway Park
- Bear Trap Dunes
- Nassau Valley Vineyards & Winery





