
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!🐴🦪🌅

Ranch Stay- Farm Animals, Jacuzzi, Arcade, Beaches
Welcome to the Swedish Cowboy, your ultimate escape! This unique BARNDOMINIUM home is designed to offer a memorable retreat for up to four (4) guests, with the flexibility to accommodate two (2) additional guests for a small fee. Enjoy the charming backyard where you can meet a variety of fuzzy and feathered friends or head inside and play on the arcade or relax in the jacuzzi. Perfectly situated near popular beaches and bustling boardwalks, you'll have plenty of options for fun and relaxation.

Waterfront-CI Bay sunsets-Amazing views
Wide expansive waterfront view of Chincoteague bay-awesome sunsets! 5 waterview rooms. The narrow bit of land across 3446 Main St. belongs to our property w/chairs + a firepit + water access to launch kayaks (2) provided! An open plan-coastal rustic design. Front sitting room w/sofa + high-top table. A large upscale kitchen, two sofas in living room, 2 bdrms, & sleeping loft + a tiny office with a twin murphy bed. Large deck-table, sofa + grill. Family home, not ideal for more than 3 adults.

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!

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.

Baywatch North-Waterfront & Roaming Ponies
Lovely space! 2 bedroom/1 bath vacation efficiency, decorated with coastal charm, each with a door to the outside. Make-shift kitchen with microwave, small fridge, stoked Keuring coffee and tea bar, shared patio cooking area, bbq grill, fantastic view, beach items, plenty of parking, very quiet, out of the way of everything, super laid back host living in the other portion of the house. There is no living room. Labradors and cats on premises, ponies too!

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.

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

One Bedroom Beachfront Apartment Mid-Town

Cozy beach side condo

Stylish Apartment Steps From the Beach

Gorgeous Beachfront! King Bed, Direct Ocean View!

Direct Oceanfront close to Northside Park!

Ocean Pines Yacht Club Condo Waterview

Luxury Oceanfront Escape!

Caramar Couples Retreat
Family-friendly house rentals

Charming Waterfront Cottage w/2 King Suites + Dock

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

Egret’s Point on the Creek

Pearl in the Pines: bikes, kayaks, EV charger

Mosaic Life Escapes -Bayfront Million Dollar Views
Apartment rentals with air conditioning

Central AC, Luxury Bathrooms, 4 blocks to Beach!

Downtown Main Street Berlin Apartment

Private suite .5 mile from beach/no shared spaces

Historic On Main Street Apartment (B) Berlin, MD

Stunning 3 Beds/2BA, Ocean Beachfront Condo

Farm View Suite

Lovely 2 bedroom overlooking Main St.

Pansy’s Retreat
Other great holiday rentals near Assateague Island National Seashore

The Puskar’s Landing

Riverfront Retreat-Kayaking/Fishing/Nearby Beaches

Magnolia House ~Available this weekend~

The Top of Downtown Snow Hill

Cattail's Branch

Saltwater Cowgirl Cottage: Water view Pet Friendly

Island View House

A Cabin with History
Destinations to explore
- Rentals with beach access Assateague Island National Seashore
- Rentals with a kayak Assateague Island National Seashore
- Rentals with a fireplace Assateague Island National Seashore
- Rentals with pools Assateague Island National Seashore
- Waterfront rentals Assateague Island National Seashore
- Family-friendly rentals Assateague Island National Seashore
- House rentals Assateague Island National Seashore
- Rentals with a patio Assateague Island National Seashore
- Rentals with a washing machine and dryer Assateague Island National Seashore
- Pet-friendly rentals Assateague Island National Seashore
- Rentals with a firepit Assateague Island National Seashore
- Rentals with outdoor seating 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
- Fenwick Island State Park Beach
- Bethany Beach Boardwalk
- Dewey Beach Access
- Ocean Pines Golf Club
- Roland E Powell Convention Center
- Lewes Public Beach
- Funland
- Trimper Rides of Ocean City
- Gordons Pond State Park Area
- Old Pro Golf
- Salisbury Zoo
- Midway Speedway Park
- Bear Trap Dunes
- Nassau Valley Vineyards & Winery





